About Kissimmee - Located right in the center of Florida, in Osceola County, Kissimmee is a family-oriented destination known for its off-the-beaten-path adventures, endless sunshine, and proximity to world famous theme parks. It checks all the vacation-planning boxes with both natural and man-made treasures. Commonly referred to as “Kissimmee-St. Cloud” area due to the short distance between it... read more
About Kissimmee - Located right in the center of Florida, in Osceola County, Kissimmee is a family-oriented destination known for its off-the-beaten-path adventures, endless sunshine, and proximity to world famous theme parks. It checks all the vacation-planning boxes with both natural and man-made treasures. Commonly referred to as “Kissimmee-St. Cloud” area due to the short distance between it and the adjacent city of St. Cloud, Kissimmee is that Florida destination with a wealth of attractions, dozens of great outdoor areas, and hours of sunshine almost every day of the year making it the perfect choice for short vacations and long-term stays. For your accommodations, Owner Direct can provide vacation rentals that will help you get the most out of your Kissimmee trip in a hassle-free way.

Where to Stay & Why - Owner Direct offers a wide variety of vacation rentals in Kissimmee, even pet-friendly homes with spaces where your furry pals can run around. No matter which lodging you choose, it will surely have multiple rooms, furnished living areas, a fully equipped kitchen, private pools, patio with a BBQ grill, and parking space(s). Some homes even have a hot tub, games room, theater room with surround sound, a breakfast area, and a screened lanai.

Other amenities can include TV (some have them in every bedroom), cable, high-speed internet, free phone calls within the US and some countries, DVD player, AC units, fans, washer and dryer, and for those traveling with babies or toddlers, there are even homes that provide high chair, crib, and an extra Pack ‘n Play.

If you decide to stay in a condo rental or a villa in a gated community, you’ll have access to the community park, BBQ area, clubhouse, and common pool.

What to See & Do - If you’re here for theme parks, go to Disney World - “The Happiest Place on Earth”, or step onto the movie set in Orlando Universal Resort. For adrenaline-rush attractions, head to the Forever Florida Ziplines, Panther Pounce tower jump, or the Peregrine Plunge. You can speed across the water on an air-boat at Cypress Lake or go canoeing at Shingle Creek Regional Park. Love shopping? The city boasts several malls and outlets, like Perfume Paris and Nike Factory Store.

Kissimmee is also a haven for nature lovers, and home to varied bird species and wildlife. Kissimmee lakes are popular with anglers. Take a trip to Tohopekaliga Lake and explore the Floridian flora and fauna, or stay on land to check out other entertainment spots. Florida is famous for alligators, and you can admire the great reptiles at Gatorland. Observe thousands of different species by riding the Gatorland Express Railroad or Screamin’ Gator Zipline. You’ll find recreational parks with playgrounds, waterside piers, boat slips, and social spaces in Downtown Kissimmee. Old Town is both an amusement park and a shopping mall. It’s a retro recreation of decades past, giving visitors a nostalgic trip. For something educational, take the young ones and young-at-heart to the Museum of Military History and Green Meadows Petting Farm.

Where to Eat & Drink - Foodies love Kissimmee. Everything from steaks and BBQ, to Mexican and Chinese food, can be found close to the city center. For a special night out, try Medieval Times on Irlo Bronson Highway, where your meal is accompanied by medieval entertainment like jousting, in an actual castle. The Bahama Breeze Island Grille offers a taste of the Caribbean, while Cafe d’Antonio serves tasty Italian dishes in a beautiful lakeside setting. Dessert? Kids will be amazed seeing ice cream made with liquid nitrogen at Abracadabra Ice Cream Factory on Main Street.

How to Get Here & Getting Around - With three airports serving the Central Florida area, getting here is easy. You can get in via the Orlando International Airport (MCO), Kissimmee Gateway Airport (ISM), or Orlando-Sanford International Airport (SFB). If you’re driving, take exit 242 if you’re coming from the north, or exit 249 from the south. Those traveling from Daytona Beach or the Tampa Bay area can take the I-4.

Getting around Kissimmee using public transportation is easy, but having a car is an excellent option. If you intend on visiting several theme parks, plan day trips and outings to the coast or Cape Canaveral, you will be able to control your schedule.

When to Go - The fantastic Florida climate makes Kissimmee a great option at any time of year. The three high seasons are Spring Break (March to April), Summer, (June to August), and Winter (December to January). The city tends to be busier at these times and attractions like Disney World are packed. October is one of the best months for a vacation here. It’s still warm, the city is less crowded, and there are Halloween events at Universal Studios for adults and Disney World for children.

Looking for more inspiration on what to do during your Kissimmee vacation? View our travel guide for ideas to add to your trip!

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  • Luxury 7 Bed Villa with

    Kissimmee: Emerald Island: Villa in a gated community
    7 BDR • 5 BA • Sleeps 16 • #208171
    240 to 450 USD/night
    A fabulous Orlando Florida vacation rental located 5 minutes (3 miles) from Disney World in tranquil and tropical surroundings of Emerald Island Resort Orlando. It offers a spacious and open south facing pool and spa with a fully air-conditioned games-room and multiple master suites. This luxurious Orlando Florida home offers 7 bedrooms, 4.5 bathrooms, a fully air-conditioned games rooms and a private south facing pool and spa. The kitchen is fully equipped for groups of all sizes and offers the highest standard amenities and desirable features. Whether you are seeking a relaxing retreat or a family gathering in the sunny Orlando Florida, this home has it all. 3 Miles to Disney in Emerald Island Resort * 7 bedrooms, 4.5 bathrooms Accommodates 16 guests * Large private south-facing pool/spa TVs in all bedrooms, living room and games-room * Towels and linens are provided Fully air-conditioned including the game-room Fully equipped kitchen * Full Size Washer and Dryer DVD Players, CD Player * Fully Air-conditioned Games Room Free WIFI, just bring your laptop * Extended pool deck
  • Peaceful and Serene

    Kissimmee: Lindfields: House
    5 BDR • 2 BA • Sleeps 12 • #7884
    155 to 220 USD/night
    Our home is situated on a small lake with a natural preserve behind that. We have a over sized pool which I have not seen any close to its size down here. The back of the house will have you wanting to spend all your time there and you may decide to skip the parks entirely. We also offer a Large Plasma TV in the family room and a LCD TV in each of the bedrooms. A computer with Internet access and free phone calls to the USA and Canada give you all the amenities of your own home. The size of the home is ideal for 2 or 3 families (sleeps 12) and has vaulted ceilings throughout for added spaciousness. The family room has a 27 inch TV, VCR and cable. The adjoining kitchen is modern and fully equipped. There are TVs in 2 of the other bedrooms. You can enter the pool area from the master suite, family room and full bath. The pool has a Jacuzzi which cascades into an oversized and illuminated pool which is 18 x 38 feet. A gas BBQ grill is located off of the lanai. There is a security alarm for the patio doors to the pool.
  • Villa at Somerset

    Kissimmee: The Villas at Somerset: Condo in a complex
    3 BDR • 2 BA • Sleeps 6 • #250615
    87 to 169 USD/night
    SPACIOUS 3BR 2BA Condo at Vacation Resort of "Villas at Somerset". ONLY 4 MILES TO DISNEY. This Community is centrally located to all the area attractions and restaurants. We are just 4 Miles to Disney World, Universal Studios, Sea World and many other entertainment attractions (including many wonderful golf courses!) Community features a Clubhouse and Community Pool, Tennis Courts, Fitness Room, Playground and more.... The Condo itself has an open and spacious layout with high ceilings in the living area. Bedroom Configurations: 1 Master QUEEN Bedroom + 1 Crib, with ensuite bath featuring large Walk-In Shower 1 QUEEN Bedroom 1 TWIN Bedroom shared bath with Shower/Tub Combo. For the "Little Ones" there is a Crib, High Chair and Stroller AIR CONDITIONING (Air Conditioning / Heating) and Free Wifi Internet throughout the house.
  • Luxurious 3 Bedroom, High

    Kissimmee: Venetian Bay Villages: Townhouse in a gated community
    3 BDR • 2 BA • Sleeps 6 • #203810
    80 to 110 USD/night
    This home is located in Kissimmee, Florida at Venetian Bay Village Resort a gated luxury villas middle of all famous attractions, minutes away from Disney , Universal Studios & Sea world. Close to shopping malls an hour of drive to beautiful beaches & Kennedy Space centre. Unit is equipped with full kitchen, including Microwave, Oven, Dishwasher, Fridge/Freezer plus washer /dryer ,iron & ironing board etc.. Offers free WiFi, Canada & US long distance call. ROKU streaming LED TV with full cable service in all rooms, so you dont miss your favourite shows… This gated luxury resort community is monitored by 24 hour security. .stay at Venetian Bay a highly recommended vacation resort. Local property manager on site for any assistance. The community has large shared child friendly heated pool complete with fountains, gardened seating areas recreation center and sun-deck. There are also three additional pools within the resort. Adjacent to the main pool there is a club house including a TV room, library, internet café, business centre(small charge) and fully equipped fitness room. Additional amenities include secure play ground areas for all ages, tennis, basket ball, beach volley ball court and BBQ facilities.
  • Villa in Lindfields

    Kissimmee: Lindfields: Home
    3 BDR • 3 BA • Sleeps 6 • #238350
    131 to 153 USD/night
    Ultimate fully furnished vacation home. This perfect courtyard style villa is a 10 minute drive to the main entrance of Disney. There are only 16 units in the gated community of Lindfields Reserve all designed for perfect vacations. The private pool, hot tub and pool deck are the center piece to the surrounding 3 bedrooms, 3 bathrooms, spacious living room, kitchen and separate dining room. Open the sliding glass doors to expand your space for ultimate entertaining and fun!
  • New. 9br Luxury Pool Villa

    Kissimmee: Windsor At Westside: House
    9 BDR • 1 Loft • 6 BA • Sleeps 22 • #247640
    219 to 789 USD/night
    Remarkable Home with 9 BR Pool/SPA/Game, Nearby Disney Brand new luxury 9BR/6BA home in Windsor At WestSide. Absolutely perfect for multi-family groups, or golf groups, this property features all the comforts of home and more. Book your vacation now at this beautiful home with pool and spa located in the gorgeous Windsor at Wesside Resort. Key Features Include: - 9 luxurious bedrooms (4 king rooms-1 with crib, 1 queen/queen room, 3 twin/full rooms, 1 twin/twin room) - Jump to Safety and Security: Gated community with 24 hour security guard, plus in-house alarm system connected to security company - 120" HD Projector in Loft and Living Room with 65 inch Smart LED TV - Games room with pool table, Foosball and Air Hockey - Private heated pool (extended size) and SPA in screened lanai - FREE long distance phone calls to USA, Canada - FREE high speed WiFi internet access in unit - FREE baby gear included (full-size crib, high chair) - FREE on site parking - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Full sized washer and dryer included in unit - No check in required / secure key-less entry to unit ** Pool Heat Fee $30 per day plus tax ** For safety reason, we don't put BBQ Grill onsite. But if you want, we can help you rent from professional company. It will be thoroughly cleaned and delivered with full propane starting at $65/wk. Other equipment rental is also available per request. *** Early check-in/ late check-out will subject to a fee of $45/hr
  • Luxury 7 Bed Villa Only 5

    Kissimmee: Emerald Island: Executive style house
    7 BDR • 5 BA • Sleeps 16 • #57085
    185 to 250 USD/night
    Here's a vacation home that has everything you ever wanted in your own home...Big Refreshing Pool...Oversized bubbling spa....Lots of room for everyone to relax and unwind. Our Home is the ultimate paradise for a Disney holiday which has to be experienced to be believed. Enjoy our enchanting home for less than the price of a hotel room. The villa is located on Emerald Island, which is a resort styled community only a few miles from Walt Disney World. It is situated on a secluded “land island” insulated by nature with controlled access to the resort via the main gate. In addition to the luxury of the villa, Emerald Island also boasts an impressive club house which is available for all guests and is the perfect way to relax in a more sociable environment and meet other residents of the paradise isle. The clubhouse incorporates a sauna, steam room, cyber café, games arcade, community pool with whirlpool spa, snack bar, sundry shop, movie rental, volleyball court, tiki bar, a children’s adventure playground and even a gymnasium. Florida breeze with 7 bedrooms and 4 ½ bathrooms is an elegant and spacious holiday home which is perfect for large family groups, sleeping up to 16 guests. The furnishings are of a luxury standard throughout. The villa’s 7 bedrooms are as follows: 2 Master bedrooms both with a King size bed, cable TV, walk-in closet and ensuite. A Disney themed bedroom with cable TV and a PS2. A twin bedded room with cable TV. 2 bedrooms with a Queen sized bed and cable TV. 1 bedroom with a king size bed and cable TV. The villa boasts a fully equipped kitchen including dishwasher, self-cleaning glass top range cooker and 25 cubic ft. Refrigerator with ice maker. The fully equipped Kitchen and family room serve as the hub of the house; it’s a large open plan area within easy reach of the entire home. You can choose to dine at the breakfast table or get a bit more formal in the dining room. The family room has an entertainment centre which includes a 47" TV. There is also another lounge and the villa has an area for laundry. FREE International and long distance phone calls, use of stroller, high chair and crib. In the game room, you'll have trouble deciding whether to play air hockey, foosball or darts...And if you can't make up your mind, grab a bike out of the garage and go for a ride. Check your email or look up a recipe for grilling steaks on the computer connected to High Speed Internet. Outside, there is a 8ft by 40ft covered patio, a large 14ft by 30ft heated swimming pool with whirlpool Spa, a lanai to provide shade from the Florida sun and a barbecue, so put some of those big steaks on that brand new gas BBQ Grill that sits on the pool deck. Soooo....Let's recap. 8 Televisions, VCR's, DVD Players, Direct TV, Stereo, PlayStation 2, foosball, air hockey, darts, board games, bicycles, BBQ, Pool, Spa, 7 Bedrooms, 4.5 Bathrooms and a big kitchen and family room...The only thing missing is YOU!!!
  • Beautiful Sunrise Villa in

    Kissimmee: Lindfields: Home
    3 BDR • 3 BA • Sleeps 8 • #238349
    131 to 153 USD/night
    Sunrise Villa is a luxurious getaway close to all major attractions in a quiet, private & gated community in the town of Kissimmee. We provide an amazing retreat for a great deal. We are only 25 minutes from the airport & a stones throw away from Walt Disney World Orlando. Sunrise Villa has the capacity to sleep 6 – 8 people, a private swimming pool with jacuzzi & much more. Located inside the small community of Lindfields Reseve you will feel far away from the hustle and bustle of Kissimmee while only being minutes away from all the prime areas.
  • **2017 Newly Renovated**

    Kissimmee: Windsor Hills: Villa in a gated community
    6 BDR • 4 BA • Sleeps 14 • #243119
    179 to 448 USD/night
    NEWLY RENOVATED 6 bedroom 4 bathroom 3500 sqft luxury home, located in famous Windsor Hill Resort, one of best upscale vacation home resort. It’s only 2.5 miles to Disney Theme Park and close to everywhere. It’s the BEST LOCATION. This 6 bedroom villa has 3 KING/1 QUEEN/1 FULL/3 TWIN BED and 1 Crib. All bedrooms include large LED TVs and are beautifully themed in stylish neutral tones, making them perfect for guests of all ages. We use high quality, ultra comfortable mattresses which you can only find it in 5 stars hotel. BEST SERVICE - this home is managed by top management company at Florida. Security and satisfaction guaranteed!! Windsor Hills resort offers a lagoon style pool with a large water-slide, hot tub, air conditioned/heated game room, fitness center, movie theater, convenience shop, basketball courts, sand volleyball court, 3 themed playgrounds, putting green and tennis courts. It also offers discount tickets to theme parks and a shuttle service. This really is a dream home for guests sharing a perfect vacation in Orlando with family and friends, all at a fraction of the cost of staying in a typical hotel! - 6 luxurious bedrooms and a game room (3 king rooms, 1 queen room, 2 twins/full rooms) - Jump to Safety & Security: Gated community with 24 hour security guard - 65' 4K Smart LED TV and playstation game console - Air-Conditioned Games room with pool table, Foosball and Air Hockey - Private pool and SPA in screened lanai, with child Safety Fence. - Pool heating is an optional fee - FREE long distance phone calls to USA, Canada - FREE 75MB high speed WiFi internet access - FREE baby gear included (full size crib, high chair, stroller) - FREE on site parking - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Large size washer and dryer included in unit - No check in required / secure key-less entry to unit
  • Lake View Pool Disney

    Kissimmee: Windsor At Westside: House in a gated community
    8 BDR • 1 Loft • 6 BA • Sleeps 21 • #250686
    216 to 719 USD/night
    ? NEWLY RENOVATED ? PRIVATE pool and spa, NO REAR NEIGHBOR WITH LAKE VIEW!! ?Close to Disney ? SUPER CLOSE to FREE resort amenities ? In-house games room. Relax in this perfect 8 bedroom home with a PRIVATE pool and spa. This property is located within Windsor at Westside Resort, the BEST upscale luxury premium resort near Disney and everywhere. By booking with us you enjoy management from a professional managing company, AND the resort's many INCLUSIVE facilities including a NEW WATERPARK. The space WHY BOOK THIS PROPERTY. It is located in the luxurious 5 star gated Windsor at Westside resort— a luxury resort close to Disney and other attractions. WHY BOOK WITH US. Because by booking with us you also get complimentary access to ALL of the facilities this newly renovated luxury vacation resort has to offer—a 10,000 sq. Ft clubhouse, an ALL-NEW JUST ADDED waterpark with dueling slides, tennis court, basketball court, volleyball court, Ping Pong table, toddler’s area and park. Our guests also get access to the clubhouse gym, sundry shop and so much more. Plus, since our home is one located close to Disney, you can make memories faster, sooner, better. Managed and maintained by a professional managing company with assistance JUST a message away to cater to all your family’s needs, this NEWLY RENOVATED home away from home features: - A PRIVATE pool and spa WITH LAKE VIEW, NO REAR NEIGHBORS - Disney themed rooms - A fully equipped game room - Flat screen tv with cable installed in every single bedroom - Washer and dryer - Kitchen with appliances Bedrooms and bathrooms: - Bedroom 1: Queen bedroom with en-suite shower (Ground Floor) - Bedroom 2: King sized bedroom and crib with en suite shower, tub, twin vanities (Ground Floor) - Upstairs Bedroom 3: 2 Queen sized beds with en suite shower, twin vanities - Upstairs Bedroom 4: King sized bedroom with en suite shower, twin vanities - Upstairs Bedroom 5: King sized bedroom with en suite shower - Upstairs Bedroom 6: Star Wars theme with 1 twin and 1 full, en-suite shower - Upstairs bedroom 7: Minions theme with 1 twin 1 full - Upstairs Bedroom 8: Harry Potter theme with 1 twin 1 full, bunk - Upstairs bathroom (shower, twin vanities) Main Living Area: - Spacious seating area with leather sofas - Gathering room with stylish plush sofas and a pool table - Dining table seats 14 people Laundry room is located downstairs Kitchen: - 5 countertop seats - Refrigerator/freezer, oven, microwave, dishwasher, coffee maker, toaster, blender - All utensils, cookware, dinnerware, glassware Entertainment: - Each bedroom is furnished with a flat screen TV and access to complimentary Wifi - Main living area and gathering room have large flat screen TVs - Games room has a ping pong, air-hockey and foosball table Outdoor Living Space: - Screened in private swimming pool and spillover spa (optional heating), lake view - 4x sun loungers with umbrella, 6 seat patio table - 6 Seat outdoor sofa set Guest access EVERYTHING. Free access to ALL resort amenities Key-less entry with secure door code for easy check in 24/7 Local management support Other things to note - Optional Pool Heat is $25.00 plus tax per day - Optional BBQ Gas Grill with full Propane tank starting at $65 per week - Early check-in/ late check-out will subject to a fee of $45/hr
  • Stay with us and Make

    Kissimmee: Laguna Bay Villas: Condo in a complex
    3 BDR • 2 BA • Sleeps 8 • #231162
    129 to 139 USD/night
    This magical, beautiful 3 bedroom 2 bath Disney World area vacation home will ensure that you bring a lifetime of wonderful memories home with you. It's spacious, beautifully upgraded and furnished and has everything you could ever need or want. And it's just 4 minutes from Disney World and only 15 minutes from Harry Potter and Universal. After a long day at the parks, you'll sleep like a baby in your new king bed in the beautiful new master bedroom featuring a large flat screen TV and private bath; there's a queen bed in the second bedroom and flat screen TV, and two twin beds in the third bedroom with a wall-mounted flat screen TV.If you need more sleeping space, the sofa in the family room opens to a queen bed. There's a second full bath in the hall that's brand new and beautifully designed and upgraded!. Pack lightly because there's a new washer and dryer in the home as well. You'll be kicking back and relaxing on your comfy couches while watching the new 50" flat screen TV with a totally upgraded cable TV package and loads of channels. You'll save a ton of money eating out because the fully equipped, spectacular new kitchen has everything you need to cook your meals and then enjoy them together at the large dining room table. You'll also be treated to FREE WiFi in the home as well as by the pool and in the clubhouse. Don't worry about the temperature outside, as this home has a brand new central AIR CONDITIONING system to keep you comfortable all year long. If you're ready to get your share of Florida sunshine, then go over to the resort pool (very close by) where you'll find a beautiful HEATED pool heated to 80 degrees all year, a heated spa, BBQ/picnic area, tennis court, playground, sauna - it's all here. THE CLUBHOUSE: WOW. Billiards, Cathedral ceilings with exposed wood beams. A fireplace surrounded by couches, chairs, Kitchen, P/C computer room, Free Wifi, Card game room. Opens out to the pool and spa YOUR RESORT: The beautiful scenic, secluded, Villas at Laguna Bay is just 4 minutes from Disney World and only 15 minutes from Universal, Harry Potter, and Sea World: Heated pool to 80 degrees with a brick paver deck, sun lounger chairs, views. Heated spa. Sauna, Tennis court, Fitness center, Playground, BBQ/picnic area, Gazebo. DISCOUNTED THEME PARK TICKETS: With your reservation you'll get our FREE, exclusive Orlando/Disney World guide book via email called "The Discount Ticket Pricing Secrets of Orlando and Guide to Disney", as well as our booklet "What To Do On A Rainy (or sunny) Day". We've spent more than 17 years doing the research for the information contained in this guide. You're guaranteed to get the highest ticket discounts at ALL the theme parks, and it's additionally LOADED with information and tips you won't find anywhere else. In it we'll tell you about our confidential sources who will get you the highest discounts on ALL your theme park and attraction tickets, where to get additional money-saving coupons, best attractions, logistics needed to navigate the parks, where the best local restaurants are and so much more. All of our families without exception have given this book a 5-star rating for all the money it saved them as well as the information shared in it's pages. YOUR KEY WILL BE AT YOUR FRONT DOOR WHEN YOU ARRIVE. That's right. You won't have to drive to some distant location to look for or get your key. After a long drive or trip, that's the last thing you want to do. With us, your key will be right at the front door of your condo waiting for you in a lock-box. You will already have been given your own personal code weeks before, so just let yourselves in and begin enjoying your home and your vacation. LOW RATES. In most cases, our rates are LOWER than what you pay for a small local hotel room and 300-500% LESS than staying on Disney World property. We never charge "by the person" or have hidden fees as most others do. You won't get surprised with parking fees, amenity-use fees, utility fees, cable TV fees, linen fees, or any others because we don't have any. How about even splitting the costs with another family or two and really, really save $$'s!
  • 5 Bedroom Emerald Island

    Kissimmee: Emerald Island: Villa in a gated community
    5 BDR • 4 BA • Sleeps 10 • #238728
    139 to 219 USD/night
    The rear facing pool means you'll always have sunshine and warmth no matter what season of the year. You'll love spending time at the pool area featuring an over-sized deck, large swimming pool with underwater lighting, and an in-ground spa. There are plenty of tables, chairs and loungers for everyone to relax and enjoy themselves outside. If you need a break from the sun there's a covered lanai to provide shade as well as a ceiling fan to cool you off. Also in the pool area is a gas grille that's available for guests to use for no additional charge. Inside you'll find a very spacious villa that can comfortably accommodate 10 guests. It's a 2 story villa with 2 master bedrooms with en suites, 1 on each floor. The downstairs master bedroom is huge with a king-size bed and a large flat-screen TV. The downstairs master bathroom is also big with double-vanity marble sinks, a corner Jacuzzi bathtub and an enclosed shower. The downstairs master bedroom has a big walk-in closet to store all of your belongings with a safe for your valuables. The upstairs master bedroom has a queen-size bed with a flat screen TV. Connected to this bedroom is an en suite bathroom with a marble vanity sink, bathtub and shower. Of the 3 remaining bedrooms, there's 1 downstairs with twin bedrooms, 1 upstairs with a queen-size bed and 1 upstairs with twin beds. All bedrooms are equipped with flat-screen TV's, charging stations and Google Home Mini's. The well-appointed kitchen has everything you need, such as a refrigerator, stove, microwave, dishwasher, 2 coffee makers (Keurig & automatic drip), toaster, Instant Pot pressure cooker and a variety of cookware. The kitchen is fully equipped with plates and silverware for your dining pleasure. In the kitchen nook you have a table that seats 4 and just off the kitchen is the formal dining room that seats 6 guests. The main living area has a large sectional sofa and love seat to accommodate all guests. There's a 70-inch Vizio smart HDTV with a nice selection of videos to choose from as well as cable TV. You can also stream movies if you have accounts with Netflix, Hulu, Amazon Prime or any other streaming app. The Vizio soundbar with subwoofer and satellite speakers will create a movie theater affect while you're watching TV. The villa comes with free WIFI and phone service for local calls. There is a game room with a full-size pool table, foosball, and air hockey table. In addition, there is a X Box One S and a Nintendo Wii connected to a 50-inch flat-screen TV to keep the kids occupied. There is a large selection of videos and games to choose from. Also, there is a laundry room with a washer, dryer, iron and ironing board. The villa is maintained to a high standard and the Property Management Company ensures the villa is in immaculate condition prior to your arrival. The housekeeping staff has been trained on how to properly disinfect the villa based on CDC guidelines. All housekeepers are required to wear masks and gloves inside the villa and have been instructed to stay home if they have any COVID-19 symptoms. One of the benefits of staying at a vacation rental home instead of a hotel is that you're not surrounded by people you don't know that could be infected by the coronavirus. It's much safer to stay at my villa with your family and friends where it's been properly disinfected before your arrival.
  • We Would Love to Welcome

    Kissimmee: Lake Berkley: Villa
    4 BDR • 3 BA • Sleeps 10 • #83579
    155 to 160 USD/night  
    Our villa has all the features you would expect to find at the high end of the market. It has an oversized, private pool area overlooking the main lake (with new loungers and patio furniture). We have a beautiful view directly on the lake and we are not overlooked (no fences, houses or neighbors behind you !). Fish from your backyard – equipment provided. The villa has two living and dining areas, four bedrooms, including a king and queen bedroom with new furniture and ensuites, a twin and Disney kids bedroom (with games consule and games), and an additional queen sleeper in one of the sitting rooms. Our villa has a panoramic view across the lake of the conservation woodland. You will see many types of birds, and many other types of wildlife. The lake is well stocked with fish. On the opposite side of the lake there is a lakeside beach, volleyball and basketball courts, barbecue/picnic area and children’s play area, gazebo and fishing pier. There is a nature trail around the lake. The clubhouse facilities include a fitness centre, tennis court, cafe, Internet access, electronic games, pool tables, communal swimming pool and Jacuzzi.
  • Quiet area close to

    Kissimmee: Montego Bay: Villa
    3 BDR • 1 Loft • 1 Den • 3 BA • Sleeps 8 • #63512
    88 to 109 GBP/night
    Many shops and restaurants close by and only 15 minutes from Disney. There is also a child's play ground and Tennis court on site with free access. A community pool is also there if you want a change from your private pool.
  • Beautiful Condo 3 miles

    Kissimmee: Windsor Palms: Condo in a gated community
    3 BDR • 2 BA • Sleeps 6 • #203752
    79 to 110 USD/night
    Our condo is just 3.5 miles from Disney World. This gorgeous 3 bedroom, 2 bathroom, 1480 sq ft condo is in the beautiful Windsor Palms Resort. Twin bedded room is Disney themed, which your kids will love. Also showcases a south facing balcony and Includes full laundry facilities in the condo. 24hr gated security, 3rd floor unit with screened lanai and lots of room. The Windsor Palms resort features a clubhouse with fitness center, business center, 58 seat movie theater, games room and grocery store, huge heated pool, tennis, basket ball courts and beach volley ball court. Why stay in a cramped hotel room when, for a similar price, you can have your own home from home!
  • Grand Opening 7br Pool

    Kissimmee: Windsor At Westside: House in a gated community
    7 BDR • 1 Loft • 5 BA • Sleeps 18 • #248924
    189 to 699 USD/night
    - BRAND NEW Spacious 7 Bedroom Villa At Windsor at Westside Resort Free WiFi, Crib, Highchair, Liens - Private Pool with Child Safety Fence - large HD TV in every room! - Game room with Pool table, air hockey and Foosball table - Spacious Sitting and Dining Area - Decorated by professional designer - Free access to resort facilities within the community - Gated community with 24 hour security guard Key Features Include: Steps to resort Club House. Absolutely perfect for multi-family groups, or golf groups, this property features all the comforts of home and more. Book your vacation now at this beautiful home with pool and spa located in the gorgeous Windsor at Westside Gate Resort. Plus as our guest you get to enjoy all the amenities of the resort such as the lazy river, splash pool for the kids, 2 other large pools, and tennis courts, fully equipped exercise room, on site cinema, arcade games, and family restaurant. *Features* - 7 Luxurious Bedrooms (3 King, 1 Queen, 1 Full/Full, 1 Bunk & Twin Room, 1 Full/Twin, 1 crib) -Sleeps 18 guest - 5.5 Full Bathrooms (3 Bedrooms with Private En-Suite Bath) - Private Pool and Spa (sectional sitting couch, patio set, 4 sun loungers, child safety fence) - Loft with 120’ projector and Wifi-enabled DVD/Blue Ray Player - Game room includes: Pool Table, Air Hockey, Foosball Table - Gourmet Kitchen - Spacious Sitting and Dining Area - Complementary high speed WiFi internet access in unit - Digital Cable TV included - Baby gear included (crib, high chair) - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Full sized washer and dryer included in unit - Hair dryer, ironing board & iron included - Free long distance phone calls to USA, Canada, and Mexico - Friendly customer support from a dedicated manager throughout your stay - Gated community with 24 hour security guard - Access to many resort facilities within the community
  • 4br/3ba, Renovated

    Kissimmee: Cumbrian Lakes: Villa in a gated community
    4 BDR • 4 BA • Sleeps 8 • #207113
    110 to 283 USD/night
    Located in the quiet gated community of Cumbrian Lakes. Exclusive 4 bedrooms and 3 full bathrooms, including en-suite in the master bedroom. Can accommodate groups sleeping 8 guests. The master bedroom features a luxurious King size bed with private bath and shower, his and hers walk in closet. The second bedroom has also a beautiful King bed that has its own full bathroom. The third bedroom has an elegant Queen bed that shares a Jack and Jill washroom with the fourth bedroom that has two twin beds decorated with Mickey. You have a formal dining room and sitting area with kitchen and living area open space concept, leading to the patio pool area and your covered lanai. There are flat screen TV`s in all the bedrooms and family room. In your home there is lots of amenities offered. The full size kitchen offers modern appliances, dishwasher, microwave coffee maker, etc ... There is a full washer and dryer. You have cable TV, DVD, blueray, stereo music system, ps2 playstation, multiple choice of movies and board games. That`s not all... Professional pool table, air hockey and foosball in the game room. Free high speed internet and long distance calls to the USA, Canada and Mexico as well. This 4 bedroom Florida vacation home is located just a few miles from Walt Disney World Resort, Universal Studio, Worlds of Discovery Sea World, Aquatica and Discovery Cove. A 45 minutes drive to Daytona Beach. I also have a 7bd/7ba home listed on Owner direct with listing #210103.
  • 8br Windsor at Westside

    Kissimmee: Windsor At Westside: House in a gated community
    8 BDR • 1 Loft • 6 BA • Sleeps 21 • #248926
    216 to 719 USD/night
    *** BRAND NEW 8BR VILLA*** Absolutely perfect for multi-family groups, or golf groups, this property features all the comforts of home and more. Book your vacation now at this beautiful home with pool and spa located in the gorgeous Windsor at Westside Gate Resort. Plus as our guest you get to enjoy all the amenities of the resort such as the lazy river, splash pool for the kids, 2 other large pools, tennis courts, fully equipped exercise room, on site cinema, arcade games, and family restaurant The space Brand New luxury 8BR/6BA home in Windsor At WestSide! - 8 Luxurious Bedrooms (2 King, 1 Queen, 1 Queen/Queen, 2 Twin/Full Room, 1 Twin/Full Bunk Bed) , 1 Crib, sleep for 21 people - 6 Full Bathrooms - 3 Bedrooms With Private En-Suite Bath - Loft with Big Screen TV, game console, Pool Table, and Foosball table - Gourmet Kitchen - Spacious Sitting and Dining Area - Private Pool and Spa, Child safety fence installed - Free long distance phone calls to USA, Canada, and Mexico - Complementary high speed WiFi internet access in unit - Digital Cable TV included - Baby gear included (crib, high chair) - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Full sized washer and dryer included in unit - Hair dryer, ironing board & iron included - LCD TV with DVD player and Nintendo gaming console - Friendly customer support from a dedicated manager throughout your stay - Gated community with 24 hour security guard Guest access Plus as our guest you get to enjoy all the amenities of the resort such as splash pool for the kids, 2 other large pools, tennis courts, fully equipped exercise room, on site cinema, arcade games, and family restaurant. Other things to note - Optional Pool Heat is $30.00 plus tax per day. - Optional BBQ Gas Grill with full Propane tank starting from $65 plus tax for one week. - Early check-in/ late check-out will subject to a fee of $45/hr
  • Amazing 6 Bedroom 5

    Kissimmee: Paradise Palms: House
    6 BDR • 1 Loft • 7 BA • Sleeps 14 • #239403
    205 to 390 USD/night
    GAMEROOM, JACUZZI, DISNEY THEMED KIDS ROOMS, 2 MASTER SUITES AND 2 LIVING ROOMS!!! Property Type: 6 Bedrooms, 5 Baths House with Private Pool, Jacuzzi And BBQ Floor Area: 3275 sq. Ft. Location:Paradise Palms Resort, Disney Area This beautiful unit is located in Paradise Palms Resort one of Florida's Premier Resorts only 5 minutes from Disney!! and within a couple miles to restaurants, grocery stores and shopping. Stay in the lap of luxury when you book our professionally decorated unit inParadise. In this resort you will have all the advantages of a vacation home plus access to a gate secure resort including an over 9000 sq ft state of the art club house and tropical lagoon style resort pool. Downstairs: - Fully equipped kitchen - Living room with a Big Flat screen TV and a dvd player. - Private screened in pool and jacuzzi plus covered lanai and patio furniture - Dining Area to accommodate sitting for 10 plus a breakfast bar with additional seating for 3-4. - Guest Bedroom #1: King size bed and a Flat screen TV - Guest Bathroom #1: Toilet, Tub Shower Combination, Single Vanity with Granite Top - Laundry Room: Full size washer and dryer, Iron, Ironing board - Game Room: Ping pong table, dart board plus foosball table Upstairs: - Master Bedroom 1: King size bed, flat screen TV. - Master Bathroom: Combination Tub + Shower, Toilet, Dual Vanity with Granite Top, - Master Bedroom #2: King size bed and a flat screen TV - Master Bathroom #2: Toilet, Shower, Dual Vanity with Granite Top - Guest Bedroom #2: 2 full/Double Beds and a Flat screen TV - Guest Bathroom # 2: Toilet, Shower Tub Combination, Single Vanity with Granite Top - Guest Bedroom #3: 2 Twin Beds and a Flat screen TV - Guest Bedroom #4: 2 Twin Beds and a Flat screen TV - Guest Bathroom # 3: Toilet, Shower Tub Combination, Single Vanity with Granite Top - 2nd Living Area with a Flat Screen TV
  • Sunny 4 Bedroom

    Kissimmee: Buenaventura Lakes: Villa
    4 BDR • 3 BA • Sleeps 8 • #30903
    160 to 195 USD/night
    4 bedrooms including a fabulous ground floor MASTER SUITE with glass sliding doors out onto the pool deck; Stunning first floor Guest Queen with panoramic conservation woodland views; 2 Themed Twin bedrooms with dual controlled PlayStations; Living Room with 51" PLASMA HDTV and 250+ HDTV channels to watch; Lovely Dining Room with family dining table and pool view; Family Room has a Nintento Wii + 4 controllers; Well equipped Kitchen with Breakfast Bar and Breakfast Nook; Air-conditioned Games Room with Air-Hockey, Foosball; Table Tennis, Swirlball and Darts. South facing pool, extended sunbathing deck, fabulous conservation view with NO REAR NEIGHBOURS, and a safe area for the children to play. FREE calls to USA, CANADA, EUROPE AND UK; FREE digital cable TV - 250 channels to choose from; FREE high speed WiFi connection; Baby Package containing full size crib, highchair, stroller/s and baby-walker. All this AND we are walking distance from a 24 hour Wal*Mart Superstore and 2 miles from The Loop. Mickey & his Pals are just 10 miles. SeaWorld is 14 miles.
  • 7 Beds/7 Baths,South

    Kissimmee: Cumbrian Lakes: Villa in a gated community
    7 BDR • 1 Den • 7 BA • Sleeps 16 • #210103
    180 to 360 USD/night
    This is a beautiful 7 bedrooms / 5 full and 2 half bathrooms. The home is perfectly located in the quiet gated community of Cumbrian Lakes. The home has a fabulous view of one of the lakes in the community which is south facing. This house has just been upgraded with all new furniture and has plenty of room to sleep for 14 people. The bedding includes 3 king size bedding, 1 queen size that all have their own bathrooms. The three twin beds share two bathrooms. Twin bedding are all decorated with Disney theme. All rooms have new flat screen LED T.V. 28-32 inch. They all have cable in each room and DVD player in the bigger rooms. The living room has a leather couch and love seat with a 55 inch Led T.V. With close to 1000 channels availability. The pool area has a spa attached to it and has a pool heater for a small extra charge. It has plenty of space to sit and take the sun on those fabulous Florida sunny days. The pool area is also enclose with a lanai to keep any small intruders away. I also have a 4 bedroom and 3 washroom home Owner direct #207113 and you may also look at the reviews for reference.
  • 3mi to Disney,Last Min

    Kissimmee: Emerald Island: Villa in a gated community
    4 BDR • 3 BA • Sleeps 10 • #233935
    99 to 189 USD/night
    Welcome to my luxury 4 bedrooms home. The house, just three miles away from Disney, is located in the 24/7 manned gated and prestigious Emerald Island Resort. So close to Disney you can hear the fireworks from your pool deck. LED TV in every bedroom, Frozen themed and Star Wars themed twin rooms, this four bedroom luxury home is specifically set up for vacationing guests. The first master bedroom suite includes king size sleigh bed features Tempur-pedic contour supreme mattress, TV, and en-suite bathroom with walk-in shower, roman corner jetted tub, his and her sinks. The second master bedroom suite has king size bed, TV and en-suite bathroom with full size tub. Both twin rooms have two twin size beds and TV. This home can comfortably house 8 people. In addition, a pull out queen size sofa bed can sleep 2 more guests. In total this home can comfortably sleep for up to 10 people. This home is back to the conservation land, waterfront to Emerald Island Resort waterway, offers tranquil water view and lush green land beyond. We have a heated private pool, a patio table with chairs, chaise lounge chairs on the extended pool deck for you to relax outdoor while soaking in the Florida sun. Gas BBQ Grill is readily available and free to use. The pool is equipped with a child safety fence to prevent unsupervised young children from the pool area. The Emerald Island resort also has a clubhouse sauna, fitness center, arcade, Internet cafe, Tiki-bar, 2 heated community pools, spas, volleyball, tennis, basketball facilities, kiddie play areas, all at one’s disposal. Furthermore, the resort offers a shuttle service to local areas of attraction with an additional charge for stress free travel. Your home away from home is secure, in a prestigious gated & guarded community located at Disney's doorstep. It is a perfect place for one to recover from a hard day at the parks. We have a pool table, and Foosball table in the garage converted game room with complementary high-speed wireless internet reaches every corner of the house. The family room has a 47in LCD television, Formal living room; family room, dining room, and breakfast area provide plentiful space to entertain large family. The home also has a washer and a dryer so you can enjoy a long and fun vacation with all the conveniences of your own home. Fully-equipped kitchen, which includes a range, refrigerator/freezer, dishwasher, garbage disposal, microwave, Keurig coffee machine, conventional coffee maker, toaster, blender, just bring your K-cups and you are ready to start your day. Furthermore, the house is conveniently located just minutes away the popular tourist strip of 192, supermarkets and restaurants, this makes it one of the most appealing spots for both short and long term vacation rentals This home is thoughtfully set up and tastefully decorated. And updated frequently.
  • Solara Resort 9br Luxury

    Solara Resort: House in a gated community
    9 BDR • 1 Loft • 7 BA • Sleeps 22 • #248919
    219 to 789 USD/night
    *** BRAND NEW 9BR VILLA**** ? BRAND NEW Spacious 4500sqft 9 bedroom 6.5 bathroom, decorated by professional designer. ? Solara Resort, one of newest and best upscale vacation home resort. It’s only 7 miles to Disney Theme Park and close to everywhere. GREAT LOCATION! ** Solara is a new resort, you maybe see some constructions at the area. The space Brand new luxury 9BR/6.5BA home in Solara. Absolutely perfect for multi-family groups, this property features all the comforts of home and more. Features: - 9 Luxurious Bedrooms (5 King, 2 Full/Full, 1 Twin/Full Room, 1 Twin/Full Bunk Bed) , 1 Crib, sleep for 24 people - 6 Full Bathrooms and half pool bathroom - 2 Bedrooms With Private En-Suite Bath - Loft with Big Screen TV, Pool Table, Foosball table - Gourmet Kitchen - Spacious Sitting and Dining Area - Private Pool and Spa - Free long distance phone calls to USA, Canada, and Mexico - Complementary high speed WiFi internet access in unit - Digital Cable TV included - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Full sized washer and dryer included in unit - Hair dryer, ironing board & iron included - LCD TV with DVD player and Nintendo gaming console - Friendly customer support from a dedicated manager throughout your stay - Gated community with 24 hour security guard - Garage parking Guest access Solara is a newly built high-end resort of 8 acres with 13,000 sq.Ft clubhouse located in Kissimmee/Orlando. It is one of the newest, best upscale, and most convenient resorts for commuting, shopping, and dining with only 7 miles of Disney Theme parks. You will be able to enjoy the following features at the resort and club house: •Flowrider Surf Simulator** •Heated Grand Pool •Fitness Center and Fitness Lawn •24/7 Manned Gated Entrance •Sand Volleyball •Soccer Field •Basketball Court •Valet Trash Services •Easy Access to Theme Parks •Restaurant •Coffee Bar •Café & Lounge Other things to note - Optional Pool Heat is $30.00 plus tax per day. - Optional BBQ Gas Grill with full Propane tank starting from $65 plus tax for one week. - Early check-in/ late check-out will subject to a fee of $45/hr
  • Affordable Luxury. Pet

    Kissimmee: Indian Wells: House
    3 BDR • 2 BA • Sleeps 8 • #233285
    75 to 120 USD/night
    "Absolutely amazing!!! 5 friends and I rented this vacation home for a week and we absolutely loved it. The master bedroom was so nice and spacious and loved the shower in the master bedroom as well. The kitchen was perfect for all the cooking we did. There were pans for everything and enough plates and cups to accommodate everyone. Loved how comfy the couches are in the living room. Other then that is was wonderful and the pool was so enjoyable the water was always warm and we didn't pay for the heat. I guess we could say that if we could have moved there we would have lol.. It was the best experience ever. I also have to say Cindy was really amazing to work with considering these kept changing but she accommodated everything so we all could be together and have such an amazing experience!!!"Leah Welcome. This three bedroom vacation rental home is located in the suburban neighborhood of Indian Wells in Kissimmee, Florida. It's just minutes away from Disney, SeaWorld and Universal Studios as well as a huge variety of restaurants and shopping outlets making it perfectly centralized for a family friendly vacation. The home sleeps up to eight in your party. It has a King, Queen and (2) Twin size beds as well as a sofa that can be converted to a Queen size bed in the living room. The master bedroom has an en suite full bathroom with a walk in shower. There is a second bathroom which features a shower/bath tub. The privacy fence provides the seclusion you deserve to enjoy your private pool to the max. There is a charcoal grill in the yard which can be used to enhance your sunny pool party experience. Hassle-free check in and check out for your convenience Homeowner and property manager are highly responsive and committed to your satisfaction. Sparkling Private Screen Enclosed Swimming Pool with lounge chairs and chaise lounges (Heating Available at an extra charge) Comfortably Air Conditioned for your comfort with ceiling fans throughout the house Fenced Yard, Ideal for travelers with pet(s) Fully Equipped Kitchen with a breakfast table and microwave, blender, toaster, coffee maker, cookware, silverware and much more Private two car garage (garage door remote provided) House is professionally cleaned before and after guests An abundant supply of linens and towels for your use Free Internet, Cable TV with DVD in Living Area – TV in all bedrooms (3 flat screen tvs) Private Telephone with complimentary local and toll free calls Free use of Washer and Dryer Crib or Pack & Play and High Chair Provided Pet Friendly!!! Dogs only please. About Indian Wells: Renters may use community amenities including a large swimming pool, tennis courts, basketball courts, playground, secluded walking area and fishing. Walmart®, Wawa®, Publix® within a mile away for convenient grocery shopping and last minute pick ups Indian Wells is conveniently located off SR 535 which places you near shopping, restaurants, and championship golf. There are over 100 eating establishments from well known chains to small ethnic eateries within a 5-10 mile radius. Many restaurants can be found right on SR 535. Very close to Disney® attractions and many more attractions. We bought this home because we loved the Disney area but got tired of paying for expensive hotels. We hope you enjoy staying here as much as we do. This site is not affiliated in any way with the Walt Disney Company or any of it's affiliates or subsidiaries.
  • Windsor Hills Resort

    Kissimmee: Windsor Hills: House in a gated community
    6 BDR • 4 BA • Sleeps 12 • #251205
    240 to 460 USD/night
    We are proud to offer this truly magnificent vacation home in Windsor Hills Reserve, the premier resort of Orlando that is 'Closest to the Magic'! This spacious home has 2800 sq ft of air-conditioned living space plus a games room with air hockey, basketball and PlayStation 4, located in a luxury 5-star gated community of Windsor Hills. Luxurious professionally decorated 6-bedroom, 4 bathroom home with 2 King en-suites less than 2 miles from the entrance of Disney. Want to relax after a long day in the parks. Take a dip in the spectacular private pool and jet spa which overlooks a beautiful conservation area. We have several homes close by, perfect for family reunions and large groups. You will enjoy your home away from home while you vacation in the Disney area. FEATURES INCLUDE: * Superhero-themed game room with PS4, pool table, air hockey and Foosball * Star Wars themed bedroom with AT AT bunk bed * Frozen themed bedroom with Frozen Castle bunk bed * Harry Potter themed bedroom with twin beds * South-west Facing Private Pool * Premium location - 3-4 minutes walking distance to the Clubhouse * TVs: Smart 4K HDTV in the family room and all bedrooms * FREE and UNLIMITED long distance phone calls to USA and Canada * FREE and UNLIMITED high speed WiFi Internet access * FREE baby gear included (crib, high chair, stroller) * FREE gas BBQ grill * FREE on site parking * Private pool, hot tub in screened lanai. Safety fence for kids * Fully equipped laundry room with washer/dryer and ironing facilities * Resort clubhouse with pool, hot tub, games room, movie theater, tennis, volleyball, basketball, gymnasium and sundry shop * Professionally managed, inspected and cleaned * Gated community with 24 hour security guard manned entry gates * Guest Welcome Center with guest services staff available 24 hours
  • 2019 New 7 Bedroom Pool

    Kissimmee: Windsor Hills: House in a gated community
    7 BDR • 4 BA • Sleeps 15 • #247646
    206 to 999 USD/night
    This is a truly luxurious vacation home at a GREAT VALUE!! 2019 Newly Renovated. Our Luxurious Villa features: • 7 bedroom 4 bath villa with private pool • Pool heating is an optional fee • 3 King bedrooms, 2 Queen bedrooms, 2 Twin/Full bedrooms • All bedrooms have HD TVs • FREE Baby Crib, high chair • Child Safety Pool Fence • Fully equipped kitchen with all major appliances • Wireless Internet Service • Full size washer and dryer • Full Dining room, Living Room and Great Room • Professionally decorated and furnished • Games Room with Pool Table, and Gaming TV • Very short walk to the Clubhouse • Our property manager is one of the best in the Disney area. They care about delivering excellent service as much as we do. A perfect match. This home will bring the excitement of Disney to you and have everyone talking about your trip for months to come. In addition to this beautiful home, you as our guest will have full access to the Windsor Hills clubhouse, sundry shop, resort-style pool, game room, exercise room, theater, and all other amenities at no extra cost. You are also just minutes away from shopping and restaurants.
  • Beautiful 6 Bedroom; 5.5

    Kissimmee: Emerald Island: Villa
    6 BDR • 6 BA • Sleeps 12 • #248688
    182 to 296 USD/night
    Emerald Island Resort - Kissimmee, Florida is a resort paradise located 2.5 miles from the area's main attraction, Walt Disney World. During your stay, you will enjoy this well-appointed villa that has been designed and decorated to provide you and your family an abundance of luxury amenities and leaves you well equipped to vacation with all the usual items you would expect to find at home. Emerald Island Resort is only a short 25-minute drive from the Orlando International Airport and is situated central to all of Orlando’s famous attractions. The resorts amenities include a large clubhouse, resort pool with spa, fitness center, sauna and steam room, sand volleyball, tennis courts, game room, children's playground and BBQ/picnic area. This spacious 6 bedroom holiday villa can comfortably accommodate a larger family or group of up to 12 people. Home Features 6 Bedrooms 5.5 Baths Fully Equipped Kitchen Private Screened-In Pool and Lanai Pool heat is available for an additional $30.00 per day Spa - this is not a hot tub, the spa is only heated to the same temperature as the pool if pool heat is added. Patio with Outdoor Furniture and Spacious Deck Game Room with Pool Table Full-Size Washer/Dryer Dishwasher Central Air Towels and Bed Linens Internet Access with WIFI Cable TVs in Living Room and 5-Bedrooms 2881 Square Feet Pool Direction South Bedroom Configuration: 1-King 1-King 1-Queen 1-Queen 3-Twins (1-Bunkbed and 1-Twin) 2-Twins Come stay in this wonderfully designed resort where you’ll enjoy luxury living at its finest. Whether you want to escape for peace and quiet, or would rather explore for a bit of adventure, Emerald Island Resort can fulfill all of your desires. Emerald Island Resort was developed with the discerning vacationer in mind offering privacy and luxury all just minutes away from Orlando’s famed attractions. Emerald Island Resort was developed to ensure that it was close enough to see all that Orlando has to offer as well as to make certain that there was plenty to do right at the resort. Emerald Island caters to groups, both family, and business oriented, and continues to be one of the best and most sought-after accommodations in the Orlando, Florida area. Clubhouse Amenities Large Resort-style Pool Outdoor Spa Tiki Bar Spacious Clubhouse Internet Cafe Fitness Center Sauna and Steam Room Children's Playground Sand Volleyball Court Tennis Courts Basketball Beach Access Florida's renowned coastal regions are a short drive from Central Florida. Within an hour and 15-minute drive, you can be sunbathing in the sunshine state's fabulous Atlantic Coast or enjoying the amazing waters of the Gulf Coast. Key Policies: No smoking/vaping, No pets, No parties/events.
  • Lovely 8bd Pool Home W/Gm

    Kissimmee: Windsor At Westside: Home
    8 BDR • 6 BA • Sleeps 16 • #252099
    328 to 643 USD/night
    Windsor at Westside - Kissimmee, Florida is an upscale gated community located just 10 minutes from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida and has quickly become one of the most desired locations in the Orlando area. During your stay, you will enjoy this well-appointed home that has been designed and decorated to provide you and your family an abundance of luxury amenities and leaves you well equipped to vacation with all the usual items you would expect to find at home. Windsor at Westside is only a 30-minute drive from the Orlando International Airport and is situated central to all of Orlando’s famous attractions. This spacious 8 bedroom holiday villa can comfortably accommodate a larger family or group of up to 16 people. Home Features: 8 Bedrooms 6 Baths Fully Equipped Kitchen with Granite Countertops and Stainless Steel Appliances Pool and Patio with Outdoor Furniture and Spacious Deck Spa-This is not a hot tub, this is only heated to the same temperature as the pool if pool heat is added Upstairs Loft with Flat Screen Cable TV, Pool Table, and Foosball Full-Size Washer/Dryer Dishwasher Central Air DVD Player Towels and Bed Linens Wireless Internet Telephone with FREE Local Calls 65" Flat Screen Cable TV in Living Room Flat Screen Cable TVs in Loft and All Bedrooms 4034 Square Feet Pool Direction South Bedroom Configuration: 1-King (Ensuite, Downstairs, Owners Suite) 1-King (Ensuite, Upstairs, Suite 2) 1-King (Ensuite, Upstairs, Suite 3) 1-King (Upstairs, Bedroom 4) 1-Queen (Downstairs, Bedroom 2) 1-Queen (Upstairs, Bedroom 6) 2-Twins (Upstairs, Bedroom 5) 2-Twins (Upstairs, Bedroom 7) Come to stay in this wonderfully designed resort where you’ll enjoy luxury living at its finest. Whether you want to escape for peace and quiet, or would rather explore for a bit of adventure, Windsor at Westside can fulfill all of your desires. This resort community was developed with the discerning vacationer in mind offering privacy and peace, all just minutes away from Orlando’s famed attractions. Windsor at Westside was developed to ensure that it was close enough to access all that Orlando has to offer as well as to make certain there was plenty to do right within its gates. The neighborhood caters to groups, both family and business-oriented, and continues to be one of the best and most sought-after accommodations in the Orlando, Florida area. Clubhouse Amenities Resort Style Pool w/ Lazy River Outdoor Spa<br>Children's Water Playground Tiki Bar Sand Volleyball Fitness center Game Room Sundry shop Beach Access - Florida's renowned coastal regions are a short drive from Central Florida. Within an hour and 15-minute drive, you can be sunbathing in the sunshine state's fabulous Atlantic Coast or enjoying the amazing waters of the Gulf Coast.
  • Lovely 5br 4.5ba Townhome

    Kissimmee: Windsor At Westside: Townhouse in a gated community
    5 BDR • 5 BA • Sleeps 12 • #248949
    154 to 380 USD/night
    Windsor at Westside - Kissimmee, Florida is an upscale gated community located just 10 minutes from Walt Disney World. This luxury townhome is nestled just outside of Orlando, Florida and has quickly become one of the most desired locations in the Orlando area. During your stay, you will enjoy this well-appointed home that has been designed and decorated to provide you and your family an abundance of luxury amenities and leaves you well equipped to vacation with all the usual items you would expect to find at home. Windsor at Westside is only a 30-minute drive from the Orlando International Airport and is situated central to all of Orlando’s famous attractions. This spacious 5 bedroom holiday villa can comfortably accommodate a larger family or group of up to 10 people (12 with sofa pullout). Home Features: 5 Bedrooms 4 Full Baths, 1 Half bath Fully Equipped Kitchen with Granite Countertops and Stainless Steel Appliances Wireless Internet Patio with Outdoor Furniture and Spacious Deck Private Splash Pool Full-Size Washer/Dryer Dishwasher Central Air Xbox with 2 controllers DVD Player Towels and Bed Linens Telephone with FREE Local Calls 50" Flat Screen Cable TV in Loft 50" Flat Screen Cable TV in Living Room Flat Screen Cable T.V.'s. In All Bedrooms 2265 Square Feet Pool Direction North Bedroom Configuration 1-King 1-Queen 1-Queen 2-Twins 2-Twins Come stay in this wonderfully designed resort where you’ll enjoy luxury living at its finest. Whether you want to escape for peace and quiet, or would rather explore for a bit of adventure, Windsor at Westside can fulfill all of your desires. This resort community was developed with the discerning vacationer in mind offering privacy and peace, all just minutes away from Orlando’s famed attractions. Windsor at Westside was developed to ensure that it was close enough to access all that Orlando has to offer as well as to make certain there was plenty to do right within its gates. The neighborhood caters to groups, both family, and business oriented, and continues to be one of the best and most sought-after accommodations in the Orlando, Florida area. Clubhouse Amenities Resort Style Pool w/ Lazy River Outdoor Spa Children's Water Playground Tiki Bar Sand Volleyball Fitness center Game Room Sundry shop Beach Access Florida's renowned coastal regions are a short drive from Central Florida. Within an hour and 15-minute drive, you can be sunbathing in the sunshine state's fabulous Atlantic Coast or enjoying the amazing waters of the Gulf Coast.
  • Pool View Luxury Condo at

    Kissimmee: Windsor Hills: Condo
    3 BDR • 2 BA • Sleeps 6 • #213308
    119 to 329 USD/night
    Our 3 bed/2 bath (1 king, 1 king, 2 twins) luxury pool view condo in the popular Windsor Hills complex is only 1 and a 1/2 miles from Disney on Old Lake Wilson Rd - off of Route 192 west of I4. Nicely decorated with all amenities and all new furnishings, new kitchen appliances, in unit washer and dryer, dishwasher, 48" flat screen TV along with VCR/DVD player in living room, TV with DVD in master bedroom and also in second bedroom, telephone with digital answering. We also have a pack-n-play, high chair, and a stroller for your use and convenience. Private screened lanai overlooking the pool and lake.
  • Spacious 5br, 3.5ba Villa

    Kissimmee: Cumbrian Lakes: Villa
    5 BDR • 4 BA • Sleeps 10 • #247520
    129 to 129 GBP/night
    Our Cumbrian Lakes villa is set back from the road on a beautifully manicured lawn, offering a feeling of quiet seclusion. With a swimming pool and built-in spa right in your backyard, you won’t have to go far to soak up the Florida sunshine whilst taking in the stunning lakeside views of the central lake within the gated community of Cumbrian Lakes. When you’re ready to venture out and explore, our location puts you right in the center of the action. Drive just 15 minutes to experience a Disney dream come true. Play a round at one of the area’s many premier golf clubs—there's 10 courses and clubs within 20 minutes. Head downtown to discover Orlando’s outlet shopping, eclectic dining, and vibrant nightlife—just a half hour away. Or escape to the Gulf and Atlantic Coasts for a day trip to exotic white sand beaches.
  • Breath Taking 9 Bedrooms/

    Solara Resort: House
    9 BDR • 7 BA • Sleeps 20 • #248605
    312 to 575 USD/night
    BRAND NEW SOLARA. BEAUTIFUL DECOR, HOME WITH GAME ROOM, JACUZZI, BBQ GRILL, HARRY POTTER, MICKEY & MINION ROOM!! Property Type: 9 Bedrooms, 6.5 Baths Home with Private Pool and Jacuzzi Floor Area: 4300 sq. Ft. Location: Solara Resort, Disney Area Only 10 miles to Disney and within a short drive to Universal, Disney Springs and many local beaches, this gated resort community is in the center of it all. An extensive amenity complex is the heart of Solara Resort and includes luxuries to satisfy every member of your family, including a splash park, teen hangout and bar. Solara Resort Amenities and Services include: - Heated Grand Pool - FlowRider® Surf Simulator (Fee: $30/day or $100/week pass) - Fitness Center & Fitness Lawn - Sand Volleyball Court, Soccer Field, & Basketball Court - Nearby Shopping & Dining - Bar and grill - Coffee bar - Sundries store - Indoor and outdoor lounges - Children’s playground - Pool bar General: 9 Bedrooms 6.5 Baths Private screened pool, Jacuzzi plus covered lanai and Grill 2-car Garage (converted to Game Room) Game Room Big flat screen TV in living room A large fully equipped kitchen with stainless steel appliances, including range, microwave, dishwasher and granite counters / breakfast bar. Washer and Dryer Pack & Play Highchair Hairdryer Iron and Ironing Board Complimentary Internet Access Wifi Linens and Towels provided Bedding: 5 Kings, 1 Queen, 2 Full size beds, 4 Twin Beds Downstairs: - Fully equipped kitchen - Living room with 65" Large Flat screen TV - Private screened in pool plus Jacuzzi, covered lanai and patio furniture; BBQ Grill - Dining Area plus a breakfast bar. - Laundry Room: 2 Full size washer and dryers, Iron, Ironing board - Pool table - Half bathroom - Bedroom 1: Master with King Bed, 50" Big flat screen TV - Bathroom 1: Master Bathroom, Shower, Dual sink Upstairs: - Family Room with 65" Large flat screen TV & X-Box Gaming System - Bedroom 2 (Master): King Bed, 42" Flat screen TV - Bathroom 2 (Master): Shower - Bedroom 3: King Bed, 42" Flat screen TV - Bathroom 3: Jack & Jill, Shower, Dual sink - Bedroom 4: 2 Twin Beds,42" Flat screen TV (Mickey & Minnie Room) - Bedroom 5: King Size Bed,42" flat screen TV - Bathroom 4: Jack & Jill, Tub, Dual sink - Bedroom 6:1 Queen and a 42"Flat screen TV - Bedroom 7: 2 Full beds a 50" Flat screen TV (Minion Room) - Bathroom 5: Tub with Dual Sinks - Bedroom 8: 2 Twin beds and a 42" Flat screen TV (Harry Potter Room) - Bathroom 6: Jack & Jill, Shower, Dual sink - Bedroom 9: 1 King Bed and a 42" Flat screen TV
  • Stunning Lakeside Pool

    Kissimmee: Liberty Village: Villa
    4 BDR • 3 BA • Sleeps 8 • #21060
    145 to 180 USD/night
    Manatee Villa will sleep up to 8 people in total air conditioned comfort. Manatee Villa is a luxurious and spacious 4 bedroom pool home just 10 minutes from the Disney them parks. This is the perfect base to explore all the attractions here in Central Florida or to just laze by the pool and get some rays. We provide FREE local, long distance & international calls to UK, Ireland and many other countries. We have cable TVs, Movies on Demand and a Playstation2 with a selection of games. FREE High Speed Wifi Internet Access - so now you can work from Florida ! Our home is child friendly/safe as we regularly visit with our young grandchildren (3-7 years old). We have spent many hours selecting the furnishings to ensure everything is up to the standard we expect as owners for our guests to have the perfect stay. Our beautiful designer, screen-covered pool is the perfect place to relax and watch the spectacular sunsets after a hard day at the theme parks or shopping. We are located on a peaceful development just off Poinciana Boulevard and just 5 minutes from the many shops (including two huge WalMarts), restaurants and attractions of US 192.
  • Sunny South Facing Private

    Kissimmee: Windsor Hills: House
    6 BDR • 4 BA • Sleeps 14 • #241446
    145 to 600 USD/night
    Situated in the Windsor Hills resort community about 2 miles from Disney, this 6-bedroom, 4-bath vacation rental home specializes in providing fantastic Florida vacations. With 2,812 square feet and accommodations for 14, guests can enjoy not only the private pool and spa in the enclosed lanai but also the unbeatable community amenities, including a lagoon pool, water slides, arcade and more. With an ideal location and fun for the whole family, all the magic of Disney is yours to discover. THE PROPERTY Master Bedroom 1: King Bed | Master Bedroom 2: King Bed | Bedroom 3 (Adventure Room): 2 Twin Beds | Bedroom 4 (Paris Room): 2 Twin Beds | Bedroom 5 (Sea Explore Room): 2 Twin Beds | Bedroom 6: Queen Bed | Additional Sleeping: 2 Folding Beds The Windsor Hills gated community features manicured lawns, a community pool with zero entry, a spa, as well as a snack bar, game room and exercise facilities. Between the cushioned lounge chairs, water slides and fountain water jets, there is something to keep everyone comfortable and entertained during your stay. This private home includes a private backyard with a south-facing pool and Jacuzzi spa within an enclosed lanai. Enjoy a soak in the hot tub or a dip in the pool, and when you're finished, step through the luxury French doors to enjoy all the comforts of home. Inside you'll find fabulous upgrades, from fresh paint and brand new light fixtures to new fans, furniture, and accessories. Additional amenities include wireless internet access, 7 flat-screen cable TVs and a washer and dryer. Prepare home-cooked meals with ease in the fully equipped kitchen, featuring quartz countertops, wood cabinetry, and stainless steel appliances. Dine at the kitchen 4-person table, the dining room 6-person table, or outside at the 6-person outdoor dining table. After dinner, head out to the game room in the garage where you'll find a pool table with a ping pong table-top, foosball and dartboard. For rest, 6 spacious bedrooms host new mattresses and box springs to sleep 12, while 2 separate folding beds sleep 2 additional guests. Two pristine full bathrooms showcase spa-like tiled showers, quality wood cabinetry and quartz countertops. THE LOCATION From this Kissimmee home, you're just minutes away from the magic of Disney as well as local shops, quality restaurants, beaches, walking trails and more. Hit all the Disney parks about a ten-minute drive away or less, including Animal Kingdom theme park, Magic Kingdom Park and Hollywood Studios. For more thrills, head to Universal's Island of Adventure and board the Jurassic Park River Adventure. When you tire of the parks, enjoy a quiet afternoon on the ChampionsGate Golf Course or get out on the water on a chartered fishing trip. Nearby you can spend the day shopping at the outlets, and in the evening, experience fine dining and first-class service at Bull and Bear Steakhouse at Waldorf Astoria Orlando.
  • New!! 6br Luxury Pool

    Kissimmee: Windsor Hills: Villa
    6 BDR • 4 BA • Sleeps 14 • #243429
    206 to 999 USD/night
    * Last minute deal available! * Only one neighbor beside - Super Privacy! * Steps to Club house/resort water park. This NEWLY RENOVATED 6 bedroom 3.5 bathroom 2800 sqft luxury home is located in famous Windsor Hill Resort, one of best upscale vacation home resort. It’s only 2.5 miles to Disney Theme Park and close to everywhere. It’s the BEST LOCATION. BRAND NEW furniture and appliance in 2018!! This 6 bedroom villa has 3 KING ROOM/2 FULL&TWIN ROOM/1 QUEEN BEDROOM and 1 Crib. All bedrooms include large LED TVs and are beautifully themed in stylish neutral tones, making them perfect for guests of all ages. We use high quality, ultra comfortable mattresses which you can only find it in 5 stars hotel. Our home is at one of the few premium location in Windsor Hills with highland lot. Private east-facing heated pool and SPA in screened lanai. Windsor Hills resort offers a lagoon style pool with a large water-slide, hot tub, air conditioned/heated game room, fitness center, movie theater, convenience shop, basketball courts, sand volleyball court, 3 themed playgrounds, putting green and tennis courts. It also offers discount tickets to theme parks and a shuttle service. This really is a dream home for guests sharing a perfect vacation in Orlando with family and friends, all at a fraction of the cost of staying in a typical hotel! - Safety & Security: Gated community with 24 hour security guard - 65' Smart 4K LED TV, HDTV in every room - Games room with pool table, Foosball and Air Hockey - Private heated pool and SPA in screened lanai - Pool heating is an optional fee - FREE long distance phone calls to USA, Canada - FREE 75MB high speed WiFi internet access - FREE baby gear included (full size crib, high chair, stroller) - FREE on site parking - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Large size washer and dryer included in unit - No check in required / secure key-less entry to unit - Our vacation home is managed by top property management company in Florida. To make your vacation as smooth as possible, below are some additional services to help provide both necessities and some luxury items that you may enjoy: Concierge, Hire Equipment, Grocery Delivery, Party Planning, Weddings, Private Chef, babysitting, Transportation
  • Only 2 Miles to Disney

    Kissimmee: Windsor Hills: Villa
    6 BDR • 4 BA • Sleeps 12 • #243120
    179 to 448 USD/night
    This is a truly luxurious vacation home at a GREAT VALUE!! Our Luxurious Villa features: • 6 bedroom 4 bath villa with private pool • Pool heating is an optional fee • 3 King Master bedrooms, 1 Queen bedroom, 2 Twin bedrooms • All bedrooms have HD TVs • FREE Baby Crib, high chair • Child Safety Pool Fence • Fully equipped kitchen with all major appliances • Wireless Internet Service • Full size washer and dryer • Full Dining room, Living Room and Great Room • Professionally decorated and furnished • Games Room with Pool Table, and Gaming TV • Very short walk to the Clubhouse • Our property manager is one of the best in the Disney area. They care about delivering excellent service as much as we do. A perfect match. This home will bring the excitement of Disney to you and have everyone talking about your trip for months to come. In addition to this beautiful home, you as our guest will have full access to the Windsor Hills clubhouse, sundry shop, resort-style pool, game room, exercise room, theater, and all other amenities at no extra cost. You are also just minutes away from shopping and restaurants.
  • Lovely Home with Two

    Kissimmee: Cumbrian Lakes: Villa in a gated community
    4 BDR • 4 BA • Sleeps 10 • #243254
    130 to 160 USD/night
    This is a two story home featuring one master suite downstairs and a second upstairs accompanied by two twin bedrooms and additional bathroom. Downstairs there is a fully equipped kitchen with two living areas and a dining room. Upstairs there is a lovely loft area with a Wii for some fun. For some more fun there is a games room for the whole family that includes a pool table, air hockey table, and Foosball table. If you'd like to enjoy some Florida sunshine there is a private South Facing Pool and Spa backed up against a lovley conservation area where deer have been known to frolic but it is still screened in and has a patio for some shade if need be.
  • Brand New 5 Bedroom Luxury

    Solara Resort: Villa in a gated community
    5 BDR • 6 BA • Sleeps 13 • #244863
    179 to 449 USD/night
    BRAND NEW Spacious 3500sqft 5 bedroom 5.5 bathroom, walk to club house, decorated by professional designer. Solara Resort, one of newest and best upscale vacation home resort. It’s only 7 miles to Disney Theme Park and close to everywhere. GREAT LOCATION. Warning: ** Solara is a new resort, you maybe see some constructions at the area. ** Internet/Cable service is not available now Solara is a newly built high-end resort of 8 acres with 13,000 sq.Ft clubhouse located in Kissimmee/Orlando. It is one of the most convenient resorts for commuting, shopping, and dining with only 7 miles of Disney Theme parks. You will be able to enjoy the following features at the resort and club house: • Flowrider Surf Simulator** • Heated Grand Pool, lazy river • Fitness Center and Fitness Lawn • 24/7 Manned Gated Entrance • Sand Volleyball • Soccer Field • Basketball Court • Valet Trash Services • Easy Access to Theme Parks • Restaurant • Coffee Bar • Café & Lounge ** Pool heating is an optional fee
  • Orlando Villa with Pool

    Kissimmee: Chatham Park: Villa
    3 BDR • 2 BA • Sleeps 8 • #207246
    109 to 169 USD/night
    The house is located in a community called Chatham Park, which is south of Orlando, approximately 10 minutes from Disney. The purpose of the home is receiving families with children who want to escape the routine of hotels, and want to experience living in a condo with a predominance of U.S. Residents. The house is extremely spacious and can accommodate people who go to Orlando and enjoy all the shopping outlets. The house is single story (great for small children and luggage in transit), is in a condominium super quiet and well located. The house has capacity for 8 people (with 6 people in beds in the rooms, plus 2 on sofa bed). It has 3 bedrooms, 2 full bathrooms, TV room, living room, dining room and kitchen (both for 6 people), balcony with furniture, private heated swimming pool and central air conditioning. Bedding, bath towels and hair dryer are all available. There is a sofabed in the living room, which sleeps two children. The master suite is very spacious, with a queen bed, closet, and a private bathroom. The second bedroom has a double bed and conventional closet and the third bedroom has two single beds and wardrobe. The private pool house with a beautiful view of the lake is a difference worth mentioning, especially in the evening when you can sit comfortably on the porch and relax after a day of many activities. It has a fully equipped kitchen with all utensils and appliances, stove, microwave, dishwasher, fridge-freezer with ice maker, coffee maker and electric kettle. In the laundry area, washer and dryer. Cable TV, telephone with free calls to the U.S. And WI-FI complement your entertainment!
  • 3 Bedroom/2 Bath Home with

    Kissimmee: Chatham Park: Home
    3 BDR • 2 BA • Sleeps 6 • #238250
    101 to 128 USD/night
    Beautiful 3 bedroom/2 bath home tastefully furnished for short or long term guests. Amenities include ceiling fans in living room and all three bedrooms. Custom pool that is 15' x 30' compared to standard pool size of 12' x 20'. Crib and bedding plus a high chair and umbroller for little ones. Barbecue Free Long distance throughout US, Canada, and Puerto Rico. Kitchen is fully equipped with ice maker refrigerator, stove/cooktop, dishwasher, microwave, and all cookware, blender, coffee maker, crockpot, dishes, glasses, and cutlery. Distance to parks: Disney...............5 miles Sea World.........6 miles Universal...........8 miles Home is so close to parks that you can come home for a swim and return in the evening. Screened in lanai features patio table with umbrella and four chairs plus three lounge chairs Flexible check in and check out times if available. Conscientious owner and management team assure that guests are well cared for during their stay.
  • Lake Front / Minutes to

    Kissimmee: Sunset Lakes: House
    4 BDR • 2 BA • Sleeps 10 • #129578
    157 to 165 USD/night
    This is a spacious lake front home located in an upscale gated community. It comfortably sleeps up to 10 people. There is a private screened pool and a game room. There is free password protected WiFi. It is conveniently located just minutes from Walt Disney World, Universal Studios, and all other major attractions. There are many restaurants and shops just a few blocks away. There is a fishing dock and children's playground within the community.
  • Luxury Villa with Large

    Kissimmee: Lindfields: Villa
    3 BDR • 2 BA • Sleeps 8 • #203990
    115 to 135 USD/night
    Welcome to our luxury villa. We pride ourselves on the care we take to ensure that you enjoy our home as much as we do. Located near Disney, the many restaurants along the 192, Publix supermarket and a Super Walmart, our home is well maintained, very spacious and fully air-conditioned. Equipped & furnished to a high standard, you will not be disappointed from the moment you walk in the front door. The larger than average 30' screened, floodlit pool is landscaped and fully fenced for your total privacy, unlike many other homes where each private pool overlooks another. Extensive planting around the pool screen enhances the seclusion. The pool benefits from year round solar heating and a heating option is also available for the cooler months. The pool deck is furnished with table, chairs, foot-stalls, recliners and sun loungers. The villa has two living areas. A relaxing carpeted lounge leads into a tiled dining room and the large open plan tiled family room and kitchen overlook the pool. Here you will be able to relax on two large electric reclining sofas and two comfortable swivel bar-stools. An entertainment unit houses a 42" Plasma TV, HD cable box, Home Theatre System (Blue-ray, DVD, CD, FM Radio, Ipod dock, surround sound speakers). The master bedroom has a US king size bed, chair, dresser, bedside tables, cable TV, DVD, 2 radio alarms, cordless telephone, ceiling fan and spacious closets. The en-suite bathroom has a tiled floor, large walk-in shower, his and her wash basins, LED lighted & anti-demisting mirrors and a granite vanity top. The second & third bedrooms each have twin beds, spacious fitted closets, chair, four drawer chest, ceiling fan and radio alarm. The family bathroom with tiled floor, bath/shower, LED lighted & anti-demisting mirror and granite topped vanity unit is adjacent. All the bedrooms have laminate flooring, area rugs and touch controlled dimmable bedside lamps. A cot/crib & high chair are provided. All linen and towels (including pool towels) are provided . We have a full size ping-pong table and a pool table. We offer a free wireless high speed internet connection, free long distance calls (USA & Canada) and a generous amount of free International telephone calls. Our management company is located nearby.
  • New - Themed Rooms

    Kissimmee: Windsor At Westside: House in a gated community
    5 BDR • 1 Loft • 4 BA • Sleeps 12 • #250684
    179 to 449 USD/night
    5 BR 4 bathroom 3000 sqft luxury home is located in Windsor at Westside Resort, one of best upscale vacation home resort. It’s only 9 miles to Disney Theme Park and close to everywhere. No Rear neighbor walk to Club House 9 miles to Disney Brand New inside from Top to Bottom All new Furniture and Appliances * Private Pool (Optional Heated $25+tax/day) * Optional BBQ The space * Downstairs Bedrooms: Queen sized bedroom with en suite (shower/bath combo) * Upstairs Bedrooms: King sized Master with Crib/en suite (shower, tub, twin vanities) King sized bedroom with en suite (shower) 2x children's themed bedrooms: (Star War with Full/Twin sized beds; Frozen Room with Full/Twin sized beds) Family bathroom (shower/bath combo, vanity) Laundry room is located upstairs * Main Living Area: Spacious comfortable seating area with a leather sectional and accent chair *Kitchen: Fully equipped with a 4 seats breakfast bar Refrigerator/freezer, oven, microwave, dishwasher, coffee maker, toaster, blender All utensils, cookware, dinnerware, glassware *Dining: Table seats 10 people 4 seats breakfast bar *Entertainment: Each bedroom is furnished with a flat screen TV and access to complimentary Wifi Main living area has a large flat screen TV Games room has a pool, air hockey, and foosball table as well as 2 seat high top table *Outdoor Living Space: Screened in private swimming pool and spillover spa (optional heating) 2x sun loungers with umbrella, 6 seat patio table Kid's safety pool fence
  • New. Luxury. Cozy. Huge

    Kissimmee: Emerald Island: Villa
    7 BDR • 5 BA • Sleeps 16 • #144018
    180 to 280 USD/night
    Located only 3 miles from Disney at Emerald Island Resort, a 24 hour gated and guarded community with many resort amenities • 2 King sized master en suite downstairs and upstairs with 23' LCD cable HDTV • 2 Queen sized bedroom upstairs with 23' LCD cable HDTV • 3 sets of twin bedrooms with 22' LCD cable HDTV • Sleeper sofa in family room with 46' LCD HDTV • Free long distance phone calls and free international calls to over 20 countries• Free wireless Internet • Large pool and spa with extended large porch.
  • Beautiful Villa 4 Br/3 Ba

    Kissimmee: Lake Berkley: Villa in a gated community
    4 BDR • 3 BA • Sleeps 9 • #202509
    109 to 179 USD/night
    Beautiful and Family friendly 4 BR/3 BA pool Villa located in the popular vacation resort of "Lake Berkley" and only 10 minutes to DISNEY. Spacious light villa with 2 living and 2 dining areas, space for the whole family. BEDROOM CONFIGURATION: - 1 KING Master. Flatscreen TV, with private bath room featuring separate walk in shower and soaker tub, - 1 QUEEN Master, Flatscreen TV, with private bath (shower/tub combo) - 2 TWIN rooms with two twin beds each and a shared bath ((shower/tub combo) It also has a fully equipped kitchen and washer and dryer for your convenience. Highchair, Crib and Stroller are provided for your use. DVD collection and Library. Make sure you get time to use the community facilities which boast a Fitness Center. There is also tennis, basket ball, volleyball, table tennis and even a stocked Lake with Fishing Pier and nature walks ..... Equipment rental at the Hapimag Clubhouse. Located only 10 minutes away from Disney this is a great place to vacation!
  • Windsor at Westside 9br

    Kissimmee: Windsor At Westside: House
    9 BDR • 1 Loft • 6 BA • Sleeps 23 • #247642
    219 to 789 USD/night
    Remarkable Home with 9 BR Pool/SPA/Game, Nearby Disney Brand new luxury 9BR/6BA home in Windsor At WestSide. Absolutely perfect for multi-family groups, or golf groups, this property features all the comforts of home and more. Book your vacation now at this beautiful home with pool and spa located in the gorgeous Windsor at Wesside Resort. Key Features Include: - 9 luxurious bedrooms (4 king rooms-1 with crib, 1 queen/queen room, 3 twin/full rooms, 1 twin/twin room) - Jump to Safety and Security: Gated community with 24 hour security guard, plus in-house alarm system connected to security company - 120" HD Projector in Loft and Living Room with 65 inch Smart LED TV - Games room with pool table, Foosball and Air Hockey - Private heated pool (extended size) and SPA in screened lanai - FREE long distance phone calls to USA, Canada - FREE high speed WiFi internet access in unit - FREE baby gear included (full-size crib, high chair) - FREE on site parking - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Full sized washer and dryer included in unit - No check in required / secure key-less entry to unit ** Pool Heat Fee $30 per day plus tax ** For safety reason, we don't put BBQ Grill onsite. But if you want, we can help you rent from professional company. It will be thoroughly cleaned and delivered with full propane starting at $65/wk. Other equipment rental is also available per request. *** Early check-in/ late check-out will subject to a fee of $45/hr
  • 2 Master Luxury

    Kissimmee: Windsor Palms: Villa
    4 BDR • 3 BA • Sleeps 8 • #208048
    150 to 184 USD/night
    Our Villa is situated on an oversized lot on the FABULOUS Resort-Style 24-hour gated community of Windsor Palms. This 5-star resort is just off Highway 192, about 3.5 miles from the gates of Disney. Our spacious, air-conditioned 4-bedroom, 3-bathroom villa is set in a quiet, private location. We have a private southwest facing pool, so it gets the sun all day long. Also, it does not face other pools, so lot of privacy. There are pool alarms on the doors that lead to the pool. Under our covered patio we have a table and chairs where you can have a snack while you take a dip in the pool. There are also separate lounging chairs for just laying out by the pool enjoying the sun or reading a good book. Our villa has cable TVs and ceiling fans in living and balcony/lanai area, and laundry facilities. It also has all the amenities for a perfect get-away. The Master suite 1 has a king-size bed with brand new linen, pillows and comforter, ample drawer space, TV and a walk-in closet. The ensuite bathroom comes complete with a soaker tub, walk-in shower, double sink vanity, separate toilet area with entrance to pool. The Master suite 2 has a King-size bed also with brand new mattress, linen and comforter, TV, walk-in closet, ample drawer space, and ensuite facilities including large walk-in shower, toilet and vanity. Bedroom 3 has Queen bed with built-in closet and drawer space. Bedroom 4 offers two twin beds and includes cable TV, a built-in closet and drawer space.
  • Beautiful Townhome Minutes

    Kissimmee: Fiesta Key: Townhouse in a gated community
    3 BDR • 3 BA • Sleeps 8 • #205079
    74 to 95 USD/night
    Minutes away from Disney, newly renovated August 2015, our two floor townhome located in Fiesta Key gated community has all new furnishings and appliances with cherry hardwood flooring on the main floor. With an open floor plan you and your family will have plenty of space to enjoy all of the luxuries our townhome has to offer. On the main floor there is a fully equipped kitchen with all new appliances, laundry space w/ washer machine, dryer, iron, ironing board, and towels. Family room has a sectional sofa with a pull out queen bed and a 40" LCD flat screened television with Xbox 360 game system. Right off the family room are floor to ceiling sliding doors welcoming you to the screened in patio, with a children's play place just steps away. Modern interior features all new furnishing, as well as flat screened TVs in every bedroom. Radio with iPod docking station also included. , Free local calls and long distance calls to Canada and the U.S, Free cable, Free WiFi included. Local Attractions: Walt Disney World, Universal Studios, Islands of Adventure, CityWalk, Downtown Disney, SeaWorld, Discovery Cove, Aquatica, Epcot, Pleasure Island, Wonderworks, Ripley's Believe it or Not, The Petting Zoo, Fun Spot USA, Old Town Amusement Park, Medieval Times and Falcon's Fire Golf Club. Restaurants & Shopping: Walmart, Premium Outlet Malls, Target, Kmart, Chili's, Longhorn Steakhouse, Joe's Crab Shack, Maggiano's Italian Cuisine, Carrabbas, Boston's Lobster House, FOGO Brazilian Steakhouse, Capital Grille, Golden Coral, Checkers, Chick-fil-A and Gift shops.

Kissimmee News and Events

Visit Kissimmee.com: Start your Florida vacation in Kissimmee and the possibilities are endless. Just a quick drive south of Orlando puts you right in the middle of all the activities and attractions that turn family vacations into non-stop fun and lasting memories.
Putting you near all the best theme park destinations in the Orlando area, Walt Disney World® Resort, Universal Orlando® Resort and SeaWorld® Orlando are just a short drive from Kissimmee.
Go flying across the water on a thrilling airboat ride and discover a world alive with tropical birds, turtles and legendary alligators. Travel to Old Town or tour the brick-lined streets of Celebration, where colorful restaurants offer a variety of dining options and unique shopping possibilities. If golf is your game, Kissimmee is a vacation dream come true. Our year-round warm weather and variety of golf courses are ideal for tourism and welcome everyone from beginners to touring pros.
Whether you’re planning a family vacation, meeting, convention or just a weekend getaway with friends, we invite you to come out and play in Kissimmee…the heart of Florida.

Visit Kissimmee.com: Free events You may think you know Kissimmee. The year-round sunny weather, the theme park thrills, the exciting dinner shows, the great shopping deals, the perfect place to create lasting memories. But the locals will tell you there are even more things to do. And the best part is, some of Kissimmee’s best-kept secrets are free!
In Kissimmee, stop at the historic Courthouse, the oldest in continuous use in the State of Florida; then meander through the downtown area to see the Kissimmee Sculpture Experience. Each year artists submit their work and a dozen are selected to adorn the tree-lined streets. Then head to Lakefront Park, but be sure to check out the Monument of States along the way.
For more leisurely meandering, head to St. Cloud, dubbed "The Friendly Soldier City" for the thousands of Civil War veterans who relocated here in the early 1900s. Let the antique stores, shops, waterfront parks, and restaurants guide you along as you stroll, shop, dine, and “people watch” all at your leisure. You’ll also enjoy the neo-traditional architecture and charm of downtown Celebration, which plays host to special events on a regular basis. It also provides an inviting international dining region with a variety of restaurants all within a four-block area.
If you’re a nature lover, you’ll be interested to know that Osceola County has the largest population of nesting bald eagles in the continental U.S. It’s also one of the country's few re-introduction sites for the endangered Whooping Crane. You and your kids can spot some of these awe-inspiring birds at Lake Lizzie Nature Preserve, the Osceola County Environmental Center, and in the Wildlife Management Areas of Bull Creek, Prairie Lakes, Three Lakes, and Triple N Ranch—all Great Florida Birding Trail sites near Orlando and the Central Florida region.
Take one day of your vacation to slow down the pace and just enjoy all of the freebies that the area has to offer. You’ll discover a different side of Kissimmee … the heart of Florida.

Whether your idea of a fun night out is with food, drinks, or entertainment, you can have it all at Disney Springs’ Late Night Your Way. How about a dinner and a show? Manor Professional Wrestling Dinner Theater is perfect for tourists and locals who are fans of wrestling while enjoying the amazing meals from the Manor Kitchen. For those who want to bring home a skill after your vacation in Kissimmee, join the Cake Decorating Class every Sundays. These are just some of the happenings that you can enjoy during your stay in our Kissimmee vacation rentals.

For all events in and around Kissimmee, make sure to find out what is going on. Check the events website for the latest information ...
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