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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  • 5 Min. To Disney with

    Kissimmee: Emerald Island: House
    4 BDR • 3 BA • Sleeps 10 • #64471
    115 to 160 USD/night
    Our single family home with a private pool has 4 bedrooms, 3 full baths, and sleeps up to 10 people. There are full-sized kitchen and laundry appliances. You'll find newer mattresses and a convection and standard oven. The resort, prestigious Emerald Island, is a gated community only 6.5 miles from Disney World. The resort also has a clubhouse pool, sauna, hot tub, exercise room, lounge, game room, computer room, child's play scape and nature trail. House in Emerald Island Resort
  • Emerald Island Resort 4

    Kissimmee: Emerald Island: House in a gated community
    4 BDR • 3 BA • Sleeps 10 • #238330
    136 to 200 USD/night
    This 4 bedroom 3 bath home is in Emerald Island Resort. One of the top well landscaped gated community in the area. South facing pool/spa, game room with pool table, foose ball, card table, dart board and TV. Club House has exerciser room, game room, Tiki bar, pool, hot tub, nature trail.
  • Ultra Luxury 6 Br Villa

    Kissimmee: BellaVida: Villa in a gated community
    6 BDR • 4 BA • Sleeps 12 • #250308
    199 to 257 USD/night
    Your search for the perfect family vacation home getaway can finally end here. This brand new vacation villa in the conveniently located, highly sought after gated community of Bella Vida is truly unique featuring immaculate interior design, paired with a true identity, beautiful landscaping, and resort amenities. This contemporary villa boasts 6 bedrooms (2 on 1st floor) 4 full bathrooms, a climate controlled game room, two living rooms, a private pool, bbq and more. Enter through the front door and you’re instantly transported into a zen, calming sanctuary where you can leave your cares behind. Fix your eyes on the entrance hall, featuring beautiful silver and stone details. As you continue to make your way into the villa you will notice tasteful artwork with a theme of nature and animals throughout. Step into the open concept layout kitchen, dining, and first floor living room where the entire family can enjoy quality time together. Envelop yourself in the formal living room featuring a stone accent wall, rich vibrant hues of orange navy and metallics. After a long day at a local attraction, bask in relaxation surrounded by tasteful, functional and chic decor. Take in the tranquil view of the pool/patio area while cooking or dining, the kitchen features pristine granite countertops, beautiful tile backsplash, rich wood cabinets with abundant storage, drawers are labeled and stocked with glassware, cutlery and cooking equipment for your convenience. The kitchen is fully stocked with Le Creuset pots, pans and accessories, cuisineart pots/pans, Toaster, Blender, Keurig, Cuisinart drip coffee machine and stainless steel tea kettle complete with temperature options. This kitchen leaves nothing to be desired. The gorgeously modern glass and stone dining table provides seating for eight, while there is additional seating for three at the kitchen island. The climate controlled game room features an 8 foot pool table, 9 foot professional shuffle board, 10 foot putting green for the avid golfer, dart board, tv and seating. There is absolutely no opportunity for boredom here. Step outside through the sliding glass doors to the screened in, sun filled lanai patio complete with a private pool, beautiful landscaping, stainless steel BBQ, lounge furniture, dining set, umbrella and spend time surrounded by tranquility and peace. Head upstairs to the spacious second floor living room boasting a crisp, clean color palette of yellow, blue and grays. Here, you will find an entertainment center, each living room tv has a sound bar with portable bass, desk, printer, books, board games, video games(Microsoft XBOX One & Sony PS4 with games) or bring your favorites and more. The second floor living room is a place where the entire family can watch movies, play games and most importantly relish in time spent together... After all, the options are endless. All bedrooms are equipped with a TV, curtains & blinds, a bedside lamp, artwork and a welcome toiletry starter kit found on the tray in the bathroom. The two king bed suites (one on each level) provide privacy and space for all adults to rest, while the queen bed suites (one on each level) and two double twin bed suites give teenagers and children their own space to enjoy and wind down. The two first level bedroom suites are a wonderful feature/addition providing a great option for in-laws, elderly people or anyone who cannot climb stairs. The first level suites are also located on completely different sides of the home giving all guests sufficient privacy. Every suite is full of natural light, has its own distinct identity/charm and was meticulously designed to create a feeling of serenity, comfort and enjoyment throughout.
  • *Best Deal* 8br/6ba

    Kissimmee: Windsor At Westside: House in a gated community
    8 BDR • 1 Loft • 6 BA • Sleeps 18 • #248915
    216 to 719 USD/night
    ** ONLY A FEW STEPS TO RESORT CLUBHOUSE!! **** Brand new luxury 8BR/6BA home in Windsor At WestSide. 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 Wesside Gate Resort. Key Features Include: Brand New luxury 8BR/6BA home in Windsor At WestSide! - 8 Luxurious Bedrooms (3 King, 1 Queen, 1 Double Queen, 2 Twins Room, 1 Full Bunk Bed) - 6 Full Bathrooms - 3 Bedrooms With Private En-Suite Bath - Loft with Big Screen TV, Game Console, and Pool 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 - Baby gear included (baby gate, crib, high chair, stroller) - 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 Wii gaming console - Friendly customer support from a dedicated manager throughout your stay - Gated community with 24 hour security guard - Free on site parking for up to 5 vehicles **Steps to resort Club House. 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.** ** 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
  • 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.
  • **Grand Open** Luxury

    Kissimmee: Windsor At Westside: House in a gated community
    7 BDR • 1 Loft • 5 BA • Sleeps 18 • #248923
    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, No Rear Neighbor, Nice Green View! - 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: - 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 Other things to note ** 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
  • 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.
  • 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
  • Stunning South Facing Pool

    Kissimmee: Windsor At Westside: House in a gated community
    9 BDR • 1 Loft • 6 BA • Sleeps 23 • #248929
    219 to 789 USD/night
    *** BRAND NEW 9BR 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 9BR/6BA home in Windsor At WestSide! - 9 Luxurious Bedrooms (4 King, 1 Queen/Queen, 2 Twin/Full Room, 1 Twin/Twin, 1 Twin/Full Bunk Bed) , 1 Crib, sleep for 23 people - 6 Full Bathrooms - 3 Bedrooms With Private En-Suite Bath - Loft with Big Screen TV, Pool Table, and 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 - 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
  • Any Closer to Disney &

    Kissimmee: Emerald Island: House
    6 BDR • 4 BA • Sleeps 14 • #11772
    185 to 228 USD/night
    Just 2 short side-roads to Disney, you get to the parks or back in less than 10 minutes regardless of traffic! South-facing pool with a wooded conservation area, not another house, behind you. Child-friendly with games, toys, and interactive Disney furnishings. Clubhouse privileges with high-speed internet PC's, arcade games room, wireless internet, tennis courts, volleyball court, sauna and exercise room. Built by experienced Disney area owners, the house is well-maintained and carefully managed. Enjoy your Disney vacation! Sauna, exercise room and spa 200 yards away in the Clubhouse. South facing private pool with wooded backyard; no back-to-back houses. Gated community, with club-house with a community pool, spa, sauna, exercise room, internet connected computers, and lounge area. Within the complex are volleyball courts, barbeque areas and a children's 'tot-lot' for safe play in the sunshine. Emerald Island also has lots of refreshing walks and nature paths with abundant local foliage.
  • 3mi to Disney,Last Min

    Kissimmee: Emerald Island: Villa in a gated community
    4 BDR • 3 BA • Sleeps 10 • #233935
    119 to 199 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.
  • Grand Opening!! Luxury 6br

    Kissimmee: Windsor Hills: House
    6 BDR • 4 BA • Sleeps 14 • #234418
    179 to 448 USD/night
    Welcome to this Brand New 6 Bedrooms Home At Windsor Hills Resort With Private Pool, Game Room LAST MINUTE DEAL AVAILABLE!! BRAND NEW & LUXURY ! You will definitely love this house. We have furnished the home to highest standard and choose only high-quality furniture and appliances - Because we understand how important for you to have all those comforts of home after a long day at Disney. You don't want to screw up your vacation by a cheap mattress or broken furniture. BEST LOCATION and AMENITIES Only a few minutes away from Disney, the most popular "Windsor Hills Resort" is simply the BEST combination of location and facilities. A huge Resort-Style Pool, Water Slides, Hot tub, Game Room, Tennis Court, Spa, Fitness Center, Theater Room, Basketball Court, etc. All of this is INCLUDED when you stay with us and is only a few minutes’ walk. And lots of extra services, such as discounted Disney tickets, shuttle to park, available at resort welcome center. WE PROVIDE EVERYTHING YOU NEED ! - East Facing Heated Pool and SPA in screened lanai, Our villa is one of the largest highland corner lots, far from neighborhood - 6 luxurious bedrooms with 3 KING/1 QUEEN/2 FULL/2 TWIN - Gated community with 24 hour security guard - Games Room with pool table, Foosball and Air Hockey - Large HD TV in every room - FREE high speed WiFi internet - FREE full size crib, high chair - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Laundry Room with full size washer and dryer, iron table - For Senior Guests: Bedroom on first floor with super comfortable mattress - Easy check in with secure key-less entry - Pool heating is an optional fee 5 STAR SERVICES. Our vacation home is professionally managed by the top Property Management Company in Windsor Hills Resort. We spend more money to get you the BEST service. Because you are our guests, we care about your vacation and we want you to be 100% satisfied with our vacation home. SAFETY & SATISFACTION GUARANTEED ! As full-time vacation home owners, we have been in this business for many years with hundreds of happy guests and 100% positive reviews. We know what you need and we care about what you think. Book from us, your satisfaction is guaranteed!
  • 2019 New Luxury Villa with

    Kissimmee: Windsor Hills: House in a gated community
    6 BDR • 4 BA • Sleeps 14 • #247647
    212 to 999 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 • South Facing Pool with Child Safety Pool Fence • Pool heating is an optional fee • 3 King Master bedrooms, 1 Queen bedroom, 2 Twin/Full bedrooms • All bedrooms have HD TVs • FREE Baby Crib, high chair • 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.
  • Spacious Lake Front Pool

    Kissimmee: Windsor At Westside: House in a gated community
    8 BDR • 1 Loft • 6 BA • Sleeps 18 • #250687
    216 to 719 USD/night
    ? Lake front, Steps to Club House! ? PRIVATE pool and spa!, No rear neighbor ? Close to Disney ? Free access to resort amenities Relax in this perfectly furnished 8 bedroom 3500 sqft home with a PRIVATE pool and spa. This property is located within Windsor at Westside Resort, one of the most popular resort near Disney. By booking with us you enjoy management from a professional managing company, AND the resort's many INCLUSIVE, NO FEE facilities including a NEW WATERPARK and more!! 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! ----------------------------------------------------------------------------- Managed and maintained by a professional managing company with assistance JUST a message away to cater to all your family’s needs, this new home away from home features: - A PRIVATE pool and spa - Disney themed rooms - Flat screen TV with cable installed in every single bedroom - Washer, dryer and fully equipped kitchen - FREE long distance phone calls to USA, Canada - FREE high speed WiFi internet access - FREE baby gear included (full size crib, high chair) - FREE on site parking - Fresh towels and linens included Main Living Area: - Spacious seating area with leather sofas - Gathering room with stylish leather sofas, a pool and a foosball table - Dining table seats 16 people Laundry room is located downstairs ----------------------------------------------------------------------------- Kitchen: - 4 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 - Gathering room has a pool and foosball table ----------------------------------------------------------------------------- Outdoor Living Space: - Screened in private swimming pool and spillover spa (optional heating) - 4x sun loungers, 8 seat patio table
  • Huge Pool/Spa, Close to

    Kissimmee: Rolling Hills: Villa
    6 BDR • 1 Loft • 4 BA • Sleeps 13 • #256358
    230 to 389 USD/night
    Welcome - Our 6 bed 4 bath villa is where you want to be – only 2 miles from Disney in the prestigious Rolling Hills at Formosa Gardens Estate on a quiet street. Our villa is in the area known to locals as “the Golden Mile.” Within one mile, without crossing a busy road, there are numerous restaurants, shopping, an ATM machine, Walk-In Medical Clinic and Mini Golf. Spacious, light & airy, and comfortable, this villa is perfect for a large family or two families travelling together with two separate lounge areas and two en-suite master bedrooms. The first floor master has a king bed and walk in closet. The attached bath connects to the pool deck and features a two sink vanity, garden tub and stand alone shower. The second floor master has a queen bed and the attached bath features a two sink vanity and a combination tub/shower. There are two other queen bedrooms and two twin bedrooms each with a Disney theme. Each twin bedroom has two beds. The great room has comfy seating area and a formal dining area; the den has a flat screen TV and a seating area that looks out to the pool. There is also a fully equipped kitchen with a dishwasher, oven and hob (stove), microwave, double door refrigerator and freezer with ice maker, garbage disposal, coffee maker, toaster, blender, electric kettle, etc. There is a gas BBQ grill outside. A large breakfast room with views to the pool is adjacent to the kitchen. The game room is perfect for children of all ages to escape the adults and play pool, foosball, XBox One with Kinect, or WII game. Other amenities include 9 cable TVs, one in every bedroom and one in the den (with a Bose 5.1 Home Theater) and one in the Games Room. The villa also has a secured high speed wireless network in case you want to bring your wireless capable notebook computer poolside. The pool, with killer water views, is one of the largest you will find in a vacation home (40 ft. X 20 ft.) has a built in spa as well. The expansive pool deck is very private, not overlooked by adjacent properties, a feature not shared by 95% of villas in the central Florida area. The pool /spa share a spectacular view of a lake with fountain. The pool deck also had its own outside shower. The over ¼ acre lot on a quiet cul de sac provides privacy and this premium lot size is in stark contrast to other crowded vacation villas. We offer maximum value for the dollar offering such extras as: Free gift pack of essential supplies to get you started your first day at the villa until you can get to the grocery store including: laundry detergent, dishwashing soap, hand soap, TP, sugar, coffee & filters, tea, creamer, trash bags. Free secured high speed wireless internet Wi-Fi. Free long distance calling (some limits apply). The discounted attraction tickets that come with "No Strings Attached." Family friendly. The American sized washer and tumble dryer, iron and iron board helps you pack less so you have more room in your luggage for outlet purchases. All linens and pool towels included. Fully inspected and licensed by the state of Florida. Please note our home is not in foreclosure, and we have no mortgage or any outstanding debts. Finally you have the owners of the villa, who are continually equipping and upgrading our villa and we will provide you with our tips and tricks to successfully navigate your way to a great vacation.
  • 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
  • 2019 New 7 Bedroom Pool

    Kissimmee: Windsor Hills: House in a gated community
    7 BDR • 4 BA • Sleeps 15 • #247646
    212 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.
  • Luxurious Disney Vacation

    Kissimmee: Venetian Bay Villages: Townhouse in a complex
    3 BDR • 2 BA • Sleeps 8 • #144604
    75 to 119 USD/night
    Our luxurious town home sleeps 8 people and is equipped with all the daily amenities including state-of-the-art LCD TVs in all rooms, Jacuzzi / Jetted Bath tub, small collection of family DVDs and DVD Player, high-speed wireless/wired internet and more ! Equipped with a full kitchen and washer-dryer, this is the perfect place to come home to, after a busy day of sight-seeing. The town home is located in a Venetian-style village setting resort filled with beautiful walking trails, water fountains, swimming pools, children’s play areas, fitness center, game room & a grand theater room !
  • Marvelous 5bd Townhome

    Kissimmee: Windsor At Westside: Townhouse in a gated community
    5 BDR • 5 BA • Sleeps 12 • #248949
    143 to 280 USD/night
    Come spend your vacation at the most magical place on Earth, enjoy the beauty of the parks dressed to their finest. Windsor at Westside is an upscale gated community located just 15 minutes from all the magic and fantasy at 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 central Florida area. During your stay, you will enjoy this well-appointed home. This lovely townhome is designed and decorated to provide you and your family with an abundance of luxury and amenities. It leaves you well equipped to vacation with all the usual items you would expect to find at home. Windsor at Westside is only a 35-minute drive from the Orlando International Airport and is situated central to Orlando's famous attractions. This spacious 5-bedroom holiday villa can comfortably accommodate a family or group of up to 10 people (12 with pullout sofa). 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 TV's in All Bedrooms 32" Roku TV & Ceiling Fan in Lanai for your Outdoor enjoyment 2265 Square Feet Bedroom Configuration: 1-King 1-Queen 1-Queen 2-Twins 2-Twins Come stay in this wonderfully designed resort where you will 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 your desires. This resort community was developed with the discerning vacationer in mind offering privacy and peace, all just minutes from Orlando's famed attractions. Windsor at Westside is close enough to enjoy all that Orlando has to offer and assure there is 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 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. This home follows the latest recommended cleaning procedures based on CDC guidelines. Home includes one starter bottle of Hand Sanitizer, one starter bottle of Antibacterial soap, and Comforters fitted with washable Duvet covers. From your host at Orgova Vacation Homes: For our guest's and home's safety, all reservations require a facial picture of guest holding a government-issued photo ID matching the payment method used. Star Wars, Magic Kingdom, Universal, Premium Outlets, Sea World, Championship Golf, Convention centers, and all central Florida Orlando attractions are virtually at your door. Enjoy the family fun of the parks and then come home and unwind in your beautiful home. Swim in the private pool, grab a tube and float in the massive lazy river, or relax by this community's beautiful zero-entry pool.
  • Grand Deluxe Condo 3bd

    Kissimmee: Apartment in a complex
    3 BDR • 2 BA • Sleeps 7 • #255061
    115 to 180 USD/night
    This is a beautiful condo features 3 bedrooms and 2 large bathrooms, a large bright living room and washer/dryer. Just minutes away from Disney World and Universal Studios. This property is close to shopping, dining and entertainment. The community has a pool, tennis court and free parking. This beautiful condo has a large king size bed, one double bed and two twins. It's perfect for a group up to 7 people. You'll enjoy the convenient location of this residence just under 20 minutes from Disney World, close to Universal theme parks, Seaworld and Orlando's famous shopping outlets, excellent golf courses and incredible restaurants. Pets are welcome on request and will be an additional pet fee of $120. Long term rentals are welcome!
  • 4br 3ba Pool Home with 2

    Kissimmee: Hamilton's Reserve: House
    4 BDR • 1 Loft • 1 Den • 3 BA • Sleeps 10 • #250467
    139 to 209 USD/night
    Tastefully decorated 4BR 3BA Home with 2 Master Suites, spacious Loft Area, private pool and fenced backyard located close to Disney and all Attractions. This home welcomes you with an open kitchen, dining, living room area with access to your private, screened in Pool Deck Area. One Master Suite is also located downstairs. On the second floor you will find an open loft area with sleeper sofa and the other 3 bedrooms, of which one is a Master Suite and a shared bathroom. BEDROOM / BATHROOM CONFIGURATION Ground Floor: 1 Master QUEEN with ensuite bath featuring soaker tub and separate walk-in shower and double sinks (ground floor) Upstairs: 1 Master QUEEN with ensuite bath featuring soaker tub and separate walk-in shower and double sinks 1 QUEEN bed room, with desk area 1 TWIN bed room 1 DOUBLE Sleeper Sofa in Loft Area 1 shared bathroom, with Shower/Tub combo FREE WiFi Internet. AIR CONDITIONING/Heating throughout. Enjoy the large fenced in backyard. This home does not have a Games Room. POOL HEAT (electric) can be added at an additional cost - please inquire with us. **No Parties are allowed at this home, please respect your neighbors and Resorts QUIET TIMES
  • 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.
  • Luxury Villa with Air-Con

    Kissimmee: Emerald Island: Villa in a gated community
    6 BDR • 6 BA • Sleeps 15 • #203426
    240 to 450 USD/night
    For those guests who demand the best. This luxury villas has it all - South facing pool/spa - 3 Miles to Disney - Gated Resort Community - Air-Conditioned Game Room with Pool Table - 100+" Movie theater - 4 King Master Suites - Free Phone Calls - Free WiFi - Free BBQ - Themed Kids Bed Rooms - PS3 games Console and games - DVD library with over 100 movies - Multiple Living Space and more...
  • Beautiful Villa 4 Br/3 Ba

    Kissimmee: Lake Berkley: Villa in a gated community
    4 BDR • 3 BA • Sleeps 9 • #202509
    139 to 229 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!
  • Disney & Universal Studios

    Kissimmee: Windsor Palms: Townhouse in a gated community
    3 BDR • 3 BA • Sleeps 6 • #245633
    115 to 115 USD/night
    The first reason that you may want to trust Alena & I with your family vacation's lodging is our reputation. In business for 20 years , Alena & I have served travelers to the Theme Park region meticulously , earning countless 5-Star reviews across many booking sites. This is our full time job. We live here, we are not absentee owners like most other villas . We are easy to communicate with before , during , and after your visit to our villas. We are available in person, by e-mail, phone and text. Both of us are theme park workers, and we are happy to answer any questions that you may have . Our paramount goal is to make our villas as clean as possible . We update our mattresses and bedding and cookware regularly. Our location, less than three miles from Walt Disney World's Animal Kingdom , is the second reason that you may consider us for lodging . There are very few privately owned condo/town home resorts , with human gate attendants , this close to the theme parks . Most of the others are timeshares . We are not a timeshare . There are no strings , and no hidden costs when you book with us . Book with us and you deal directly with Alena and me. We are the cleaners, and we are licenced to clean. No one else, other than you and us , has access to the villa while you are staying with us . As theme park workers, Alena & I are put through a back round check every year, and I am also a Notary Public in the State of Florida. When you book with a large company, with absentee owners , you may not know who is servicing your villa and who has access to the villa . Alena & I look forward to serving your lodging needs here in Central Florida !
  • South-Facing Pool Home

    Kissimmee: Emerald Island: Villa in a gated community
    6 BDR • 6 BA • Sleeps 14 • #143626
    240 to 450 USD/night
    6 bedrooms, 5.5 bathrooms * 4 Master suites with King size beds * 2 themed kids rooms * Large 40' x 23' pool * South facing pool deck * Deep 40' x 10' screened lanai * Air-conditioned game room * Free Welcome Pack * No per person charge * Free supply of gas for the grill * High quality linens * Free wireless internet * Free phone calls * Full-size crib * Large LCD TVs in every bedroom * Sony Play Station II * Games * Videos and Books * 24x7 Monitored Security Discounts for longer stays and last minute rentals
  • 4 Bed, 3 Bath Emerald

    Kissimmee: Emerald Island: House
    4 BDR • 3 BA • Sleeps 10 • #102255
    160 to 175 USD/night
    Spacious luxury 4 bed, 3 bath pool/spa villa + games room (7ft pool table, air hockey and Foosball table + cable TV) located on exclusive Emerald Island Resort. Just 3 miles and 5 minutes from Disney, 2 minute drive from shops, supermarkets and restaurants. Guests have full use of all resort facilities including club house with concierge, lounge with WI-FI, Internet cafe, air-conditioned gym, pool with Tiki Hut Bar for poolside drinks and snacks, games arcade, tennis courts, volleyball court, 2 children's play areas. Villa has 2 beautiful family rooms and dining area + large kitchen. Portable crib, high chair and stroller available free for guest's use. Free international calling and free in- home wireless internet.
  • New. Beautiful 3br

    Kissimmee: Emerald Island: Townhouse in a gated community
    3 BDR • 3 BA • Sleeps 8 • #206571
    95 to 179 USD/night
    Beautiful 3BR 2.5BATH Townhome in amazing Vacation Resort "EMERALD ISLAND" Your Home away from Home. Fully equipped for family living. Bring the kids - unit has a pack 'n play, stroller and baby bath. The 3 bed rooms are as follows: 1 Master Queen bed room with TV, ceiling fans and balcony - private ensuite bath featuring large shower 1 Queen bed room, TV, ceiling fan 1 Twin bed room, TV, ceiling fan - these tow rooms share a bath room with a shower/tub combo While at the "Emerald Island Resort" you can keep busy playing tennis on the lighted tennis courts or just take a nature walk. Relax at the Tiki Bar by the clubhouse pool. For the little folks there are two playgrounds. Of course you can just relax in the townhouse or at the clubhouse lounge. Only 5 mins from Disney, 20 mins from Sea World and 25 mins from Universal, 10 minutes from the Orlando Prime Outlet Mall Further Details: This location allows you to take advantage of all that the Orlando area has to offer. If it's Golf your looking for there are many courses close by. Recommended Golf courses in the area are King's Ridge, Highlands Reserve, The Legends and The Plantation. The local restaurants range from 'Kid Friendly' to adult dining. Need a day off from all of the excitement. Approximately one hour away is the Beach (East coast or West coast). Only one hour on RT4 and you could be at the Hard Rock Casino (Las Vegas style gambling). Make your vacation memorable, visit, enjoy, but most of all be comfortable
  • 4BR 3BA Pool Home, Free

    Kissimmee: Oak Island Cove: Villa
    4 BDR • 3 BA • Sleeps 8 • #245916
    139 to 229 USD/night
    NEW. Be the First to REVIEW. Great 4BR 3BA Single Family Home with 2 Master Suites, Air-conditioned Games Room and private Pool and FREE Hot Tub  Come and Stay at this Ultimate Vacation Home with 2 Master Suites, Air-conditioned Games Room, private Pool and a Hot Tub (Hot Tub included in Rent) Enjoy the spacious open layout of the kitchen - dining - living room area. Bedroom Configuration: 1 Master KING bedroom, TV, ensuite Bath with walk-in shower 1 Master KING bedroom, TV, ensuite Bath with walk-in shower 2 TWIN bedrooms, TV's with a shared bathroom The private Games Room comes with a Billiard and Foosball Table. For the "Little" ones there is a High Chair and Pack'n Play and a Stroller for your use. *Parking Restrictions: No RV's, Campers, Trailers, Boats, Commercial Vehicles, no garage **No Parties are allowed at this home, please respect your neighbors ***Pool Heat can be added at an additional charge, HOT TUB included
  • 8 Bedrooms, 2-Suites

    Kissimmee: Terra Verde: Villa
    8 BDR • 5 BA • Sleeps 16 • #239264
    200 to 290 USD/night
    This spacious, 8 bedroom, 4 1/2 bathroom, vacation home with private pool and spa is located on a conservation lot in the exclusive Terra Verde Resort. Terra Verde is a guard gated resort community, located 10-15 minutes from Walt Disney World. The community has a spectacular clubhouse with concierge desk, exercise room, cyber café, meeting rooms, and games room/arcade. The community also features a gorgeous heated pool and spa, tiki hut beverage service by the pool, sauna, hammocks, children’s playground, stocked fishing pond, and even a community beach with a volleyball court. With 2 king master suites, 1 king bedroom, 2 bedrooms with 4 twin beds, and 2 bedrooms with 2 double beds; there’s plenty of sleeping space and privacy for your family.
  • Magic Landing - 4br Pool

    Kissimmee: Magic Landings: Villa in a gated community
    4 BDR • 3 BA • Sleeps 8 • #243542
    139 to 229 USD/night
    4BR 3BR Single Family Home with private pool, Lake View, 2 Master Suites and Games Room in Magical Landings. Be the First to Stay & Review. Enjoy to be away from the Hustle & Bustle of the Tourist Area but being close enough for easy access to all the Major Orlando and Central Florida Attractions. Right Across from Osceola Heritage Park and Silver Spurs Arena, and close to Lake Nona Medical City. Bright and friendly, with Tiles through out this home welcomes you to enjoy your Central Florida Vacation. Screened in, partially covered Patio with Lake View. Private Games Room. BEDROOM CONFIGURATION: 1 Master QUEEN Bedroom with private bath, TV 1 Master QUEEN bedroom with private bath, TV 1 QUEEN Bedroom, TV 1 TWIN Bedrooms, TV 1 shared bath with shower/tub combo There is a Games area in the garage with Pool table. AIR CONDITIONING (Air Conditioning / Heating) and Free Wifi Internet throughout the house. POOL HEAT can be added at an addtl charge of $20/day +tax - inquire with us. PARKING: Space available for 2 cars ONLY on driveway NO RV's, Trailers, Boats, Campers, Oversized or Commercial Vehicles are allowed to be parked at any time. NO Parking on street between 12 midnight to 7am, NO Parking on Sidewalk or lawn. You will be towed!
  • Near all the Orlando

    Kissimmee: Legacy Dunes: Condo in a gated community
    4 BDR • 2 BA • Sleeps 10 • #208540
    93 to 129 USD/night
    Newly remodeled 4 bedroom condo 4 miles from Disney World. Literally 10 minutes from everywhere. Disney , Epcot , Animal Kingdom , Hollywood Studios , Celebration , Sea World , Universal Studios . Busch Gardens at Tampa is one hour drive . Gated community with free parking . Resort style swimming pool with fountains , tennis courts , fitness center , clubhouse, and children's playground. There is a cafe which serves a variety of fast foods and snacks . The condo has a screened balcony with a children's playground, lake and fountain view. It is fully furnished and fully equipped . Near enough the theme parks to come back for lunch and return to the theme parks later for the fireworks . Special rates for monthly and long term lets apply . Swim, play tennis, volleyball or basketball at Legacy Dunes itself or use the golf driving practice net . Walk and relax by the lake. Go to the gym or the clubhouse and games rooms . Orlando Kissimmee is a great location for a family holiday, with easy access to Florida's big attractions - Disney World , Busch Gardens ,Hollywood Studios , Islands of Adventure and Universal Studios . The amazing and awe-inspiring Typhoon Lagoon, and Blizzard Beach water parks are nearby . There are also rides through the Florida Everglades and plenty of children-friendly activities to keep everyone happy . The area has some excellent beaches , among them the white sandy beaches of Clearwater Beach on the Gulf coast and Cocoa Beach and Daytona Beach on the east coast. If it's nightlife you are looking for then there are plenty of attractions such as Downtown Disney , Universal Studios , City Walk , and Kissimmee main street along with the night clubs and restaurants on International Drive . Most people come for the theme parks . Visit Discovery Cove and swim with the dolphins . You could play golf nearby. There is a wide choice of golf courses , including a Nick Faldo course or visit nature reserves . Another must is to visit Busch Gardens at Tampa Bay - an hour drive .
  • Emerald Island Resort

    Kissimmee: Emerald Island: Villa in a gated community
    4 BDR • 3 BA • Sleeps 8 • #257814
    250 to 330 USD/night
    Get the resort lifestyle with the space and comfort of home. Our large villa has 4 bedrooms and 3 bathrooms for all guests to enjoy along with a private heated pool full of sun. Downstairs holds a completely stocked kitchen for all cooking needs. A spacious newly furnished living room with large television for late night movies and favorite television shows. The master bedroom featuring a king bed and en-suite bathroom is located downstairs, the bathroom has a large two person garden tub and separate glass shower with double sinks. Upstairs sits a queen bedroom with cozy decor along with two Disney themed bedrooms, both boasting a hint of Disney theme. In addition to the en-suite bathroom in the master bedroom there are two full sized bathrooms, one upstairs and one downstairs, both featuring shower/tub combos. The private pool (with the option to heat) has a spacious deck, net enclosure, and full sun access for optimal tanning and fun in the sun. The spacious pool is the perfect place to cool off, or warm up, after long days at Disney Attractions. Our homeowners love Disney and want to make guests feel welcome and taken care of. They have tried to ensure that the home has any comforts a guest could need and of course we are available 24/7 for anything else you may need. We hope you have a magical stay!
  • Spacious 4br 2.5ba Villa

    Kissimmee: Bass Lake Estates: House
    4 BDR • 3 BA • Sleeps 10 • #232676
    139 to 229 USD/night
    This villa is a spacious 4 bedroom, 2 1/2 bathroom home with private pool and spa. The villa is a short distance from all the major attractions including; Disney World, Universal Studios, Sea World and Premium Shopping Outlets. We are located in the Bass Lakes Estates Community just off of Route 192 and within walking distance from a 24 hour Wal-Mart. After a full day at the parks, relax and enjoy your own private pool and spa. (Pool and Spa Heat is available at an extra cost. Please inquire with us before booking). The interior of the villa is tastefully decorated and spacious. The open concept floor plan on the main level ensures no one is left out. The second level provides the following Bedroom Configuration - 1 King master suite with private bath (shower/tub combo), NEW LED TV - 1 King bedroom with private entrance to shared bath - 1 QUEEN bedroom - bedroom with 2 TWIN beds and 1 BUNK bed (Single Upper bed, Full Lower bed) with Mickey theme. 1 shared bathroom (shower/tub combo) The kitchen provides all the amenities. It includes an oven, refrigerator, dishwasher, microwave, electric kettle, coffee maker, toaster, pots and pans, cooking utensils, dishware, flatware and glasses. Everything you could possible need to make you feel at home. You'll also find a washer, dryer, iron and an ironing board on the first level for your convenience. The first level bathroom gives you direct access to the pool/spa area. The living room has a 50"LED TV and DVD player. All linens and towels are provided for our guests. Wifi is included at no additional charge. For the comfort of all, no smoking or pets are allowed. Please note that No Overnight Parking on Street is allowed. NO RV's, Boats, Trailers, Buses etc.
  • 2019 New Luxury Villa

    Kissimmee: Windsor Hills: House in a gated community
    6 BDR • 4 BA • Sleeps 15 • #250401
    212 to 999 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 • Private South/West Facing Pool/SPA in screened lanai with child safety fence • Pool heating is an optional fee • 2 King Master bedrooms, 1 Queen bedroom, 3 Twin/Full bedrooms • All bedrooms have HD TVs • FREE Baby Crib, high chair • 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 • Themed Game room with Pool Table, Air Hockey and Foosball Table • Managed by top Florida management company. Self-Checkin 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.
  • Indian Ridge Villa

    Kissimmee: Indian Ridge: House
    4 BDR • 2 BA • Sleeps 8 • #8030
    100 to 139 USD/night
    Highlights include a great location (5 minutes from Disney), a south facing pool and spa (hot tub), plenty of space, furnished to a high standard, fully air conditioned, ceiling and free standing fans for additional comfort Swimming pool is south-facing, and can be heated during winter months for an extra charge - owner will discuss at the time of booking. It is approximately 3 feet in the shallow end, and 6 feet in the deep end. The community offers a Communal swimming pool, tennis courts, and children's play area.
  • Fantastic 3br Townhome in

    Kissimmee: Emerald Island: Townhouse in a gated community
    3 BDR • 3 BA • Sleeps 8 • #206419
    95 to 179 USD/night
    UPGADED. All New Laminate Floors and NEW Mattresses in all Bed Rooms. Fantastic Emerald Island Resort Town Home - your home away from home, for the family whilst on vacation, without having the added expense of a pool. This Town home has a tastefully decorated Queen master suite, a Full Bed room and a Twin room with two twin beds. This property has a fully equipped kitchen and washer and dryer for your convenience whilst on vacation. At the clubhouse enjoy the Two Large Pools, Whirlpool, Sauna, Fitness Center, Cyber Cafe and the Pool Side Tiki Bar. The Basket ball half-courts and Volley Ball Courts and Video Arcade. There is a Tennis Center and Equipment Loan. World Class Golfing 10 minutes away at the Orange Lake Country Club. DISNEY is only 10 minutes away and UNIVERSAL Studios only 25 minutes OR Stay in the Resort to relax, you can't loose!
  • Kissimmee Windsor at

    Kissimmee: Windsor At Westside: Villa in a gated community
    7 BDR • 6 BA • Sleeps 16 • #233281
    230 to 400 USD/night
    **Save. Pool heat is included and there's no service/booking/resort/credit card/ or WiFi fees, insurance/damage deposit.* Kissimmee's Windsor At Westside vacation rental 7 bedroom home. Disney nearby. We've been asked to name our dream home and we choose "the second star to the right" after Peter Pan's Neverland a place where you never grow up. Windsor at Westside is a new spectacular gated resort community. The amazing world class 10,000 sf clubhouse is only a few steps away. The clubhouse features a bar, serving food/drinks, lazy river, huge zero entry resort pool, aquapark, lake/pier, cabanas, sundries shop, sports courts, gym, playground, arcade, and activities and special events for more fun in the sun. Our home is designated as a Grand Collection villa. Professionally decorated and furnished, exceptionally beautiful home has 7 bedrooms 4 kings, 5 1/2 baths, 2 large living rooms one upstairs and the other downstairs, fully applianced open kitchen with island seating and dining area, pantry, W/D 1st floor, ceiling fans, heated lit pool/ spa in the screened lanai withTV table/chairs/lounges, PlayStation4, poker table-chips, board games, linens, blow dryers and iron/board. The luxurious Master king bedroom ensuite on the first floor is a must for those who have trouble with stairs. The access from there to and from the pool area and bath is brilliant. The additional 1/2 bath downstairs helps to get everybody out. There are 11 smart wall mounted TVs 2 are 60" and one TV is outside. We loved stepping outside, the kids in the pool, having our morning coffee-tea in the sun and watching the morning news. Bubble away in the hot spa after a long day in the parks, looking for that second star to the right. Then there is the full sized game room. The game room features a stage, karaoke machine, cordless/corded microphones, karaoke CD/Gs collection, TV, and a PA Bluetooth speaker system. The TV can display lyrics, so that you can all sing along, if you dare.YouTube to find tunes/lyrics. There's a Megatouch game system bar table-chairs DJ lighting pool and air hockey. The Megatouch touchscreen has over 100 games, 1-4 players, and has always been a hit for young and old. For the children there's 2 porta cribs, a stroller and highchair, stair gate, and child pool safety fence. Our home is minutes away from Disney World, and Universal, Sea World, water parks, and Old Town are all close by. Great golf, shopping, outlets, fine dinning are as well. Championsgate golf voted #1 in Orlando nearby. Groceries, pharmacies, liquor, ice cream, coffee, pizza and McDonalds are very convenient. Tampa Hardrock Casino an hour away if your feeling lucky. No pets. No smoking in the home/game room, permitted in the lanai. Cleaning fee is $200.13.5% tax on all costs. 49-5* REVIEWS. LOVE LOVE LOVE THIS HOUSE! ... Absolutely beautiful planning to stay next year..... FANTASTIC HOME FOR A LARGE FAMILY GROUP. Definitely stay again LOVED IT ...5 couples had a ball. OMG!!!!..This house is AMAZING!!.. INSERT ANY AND ALL CLICHE DESCRIPTIONS of AMAZING. DOESN'T GET BETTER THAN THIS. Stayed on some very lovely homes.... But this home was by far the best. Why us. Reviews,outsideTV,WOW gameroom,very close to worldclass clubhouse,free pool/spa heat,and beautiful... Close to Disney/golf/multiple attractions. Our family has vacationed in Kissimmee as renters for years and renting a dream home has come to be a better way to spend quality time together on vacation. We hope you consider renting from us during your next trip and sincerely wish you and your family the very best experience possible.
  • Near Disney World. New &

    Kissimmee: Villas at Island Club: Condo in a complex
    3 BDR • 2 BA • Sleeps 6 • #245900
    139 to 148 USD/night
    This newly remodeled and designed Disney World area home is just a few clicks away from becoming your home for your Disney World vacation. You'll enjoy a king bed and private bath in the master bedroom, a queen bed in your second bedroom, and two twin beds in the third bedroom, all with new, flat screen TV's. There's a fully equipped kitchen with everything you need, and a new dining room table/chairs so you can cook and enjoy your meals together. The family room is spacious and so comfy. You'll enjoy a 50" flat screen TV as you sink into the new couches. For our northern snowbirds - come down into the warmth of the Florida sunshine and escape that snow, ice and cold. This home is ground level with NO steps, and your HEATED pool and spa are just steps from your door!. You'll even enjoy a private patio with table and chairs for your morning coffee or an evening meal. And those theme park tickets - we will help you get the LOWEST prices on all your park tickets, guaranteed. Don't delay - Disney Magic is waiting!
  • Near Disney World. King

    Kissimmee: Villas at Island Club: Condo in a complex
    2 BDR • 2 BA • Sleeps 6 • #125479
    99 to 139 USD/night
    This is one of our most popular Disney World area homes and for good reason. It's magnificently and professionally designed, sleeps 6, has spectacular amenities at every turn. There's even a beautiful heated pool at the foot of your staircase. You'll relax in the elegant, king-size MBR suite at the end of the day designed in NEW Key West decor, flat screen TV, private bath, desk, and an adjacent "mini", Disney themed toddler bedroom. The NEW second bedroom features a queen bed, a single loft bunk-bed, and another Disney-designed toddler "mini bedroom" of their own in a separate area of the room, but always under your watchful eye. This second queen bedroom also features a flat screen wall-mounted TV and more, with an adjacent full second bath. Worried about the cost of theme park tickets. Don't be. We will save you more money then anyone/anywhere else!! You'll be staying in a gorgeous, gated resort that's just 10-12 minutes from Disney and only 15-20 min's from Universal. This amazing upscale resort provides a total of TWO HEATED pools, two spas, tennis court, TWO fitness centers, TWO clubhouses, picnic/BBQ areas, a new playground and much more to enjoy. Put on the mouse ears and come on down. See you at Mickey's!
  • A Vacation in Paradise

    Kissimmee: Lindfields: Home
    3 BDR • 2 BA • Sleeps 7 • #254852
    185 to 199 USD/night
    Imagine..... Relaxing with your family and friends in this professionally designed and fully furnished private, in-ground Florida pool home The fun and wonderful memories you will be creating Looking out at the scenic pond from the pool deck or the side patio with a cold Margarita in hand Firing up the Weber BBQ while the rest of the family is hamming it up in the private in-ground swimming pool. Kicking back in the NEW, family room and cuddling up to the fireplace while enjoying the 70' flat screen TV That can be you and for much less than you might imagine – yes even less than the cost of a small hotel room in most cases. This amazing and spectacular private Disney World area home has just been totally redesigned and remodeled inside and out by Florida’s acclaimed “Décor By Lenore”. There is not another home like it. At the end of the long driveway you’ll find your amazing home looking over a scenic pond So, the only problem you’re going to have while you are here is how to tell the boss or the rest of your family that you’re not coming back anytime soon. This amazing new home sleeps 7 and features: * A new king master bedroom suite with a large, wall-mounted 50" flat screen TV and private bath. * A new queen bed with an additional twin loft bed and another large wall-mounted flat screen TV in the second bedroom. * Your third bedroom features another new queen bed, flat screen TV and lovely new furnishings * There’s an additional full bath servicing the second and third bedrooms. * Gather everyone around the new family room – it’s all brand new featuring tile and plank flooring, a 70” wall-mounted flat screen TV (!), a new sectional couch, FIREPLACE, large widows overlooking a scenic pond, cathedral ceilings and spectacular furnishings. * You'll create memories while everyone dines at the new dining room table together with custom chandelier lighting. * Your fully equipped kitchen features a breakfast table and chairs, full cabinetry, all appliances and sliding glass doors out to your in-ground pool and patio. * Just bring your clothes because this home has EVERYTHING else you’ll need or want including a washer and dryer, ice cold central air conditioning and so many more surprises!
  • Near Disney World. Sleeps

    Kissimmee: Villas at Island Club: Condo in a complex
    4 BDR • 3 BA • Sleeps 10 • #207916
    139 to 179 USD/night
    Your beautiful gated resort resort ("The Villas at Island Club") is just 7 minutes from Disney World and only 20 min's from Universal, Harry Potter and Sea World. This SPACIOUS 4 bedroom/3 bath home sleeps 10, and up to 12 if you use the queen sofa bed, so bring along another family or two and split the cost to save even more money. There's a large, private outdoor patio too, that overlooks conservation land It's packed with fabulous amenities such as a TWO HEATED swimming pools, TWO spas, TWO clubhouses, TWO fitness centers, tennis court, volleyball court, playground, BBQ/picnic areas, a game room and more - all included FREE of charge in your low nightly rate. 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". It's guaranteed to get you the highest ticket discounts bar none, and it's LOADED with information and tips you won't find anywhere else. In it we'll tell you about our exclusive sources who will get you the highest discounts on ALL your theme park and attraction tickets, where to get additional money-saving coupons, where the best local restaurants are and so much more. Our families have told us that they saved more money with this guide and that it was the best guide to all the parks they had seen or read. * Ground floor 4 B/R, 3 bath condo (no steps to climb) sleeps 10-12 * Spacious family room with a large soft leather couches, over-stuffed chair, flat screen TV, vaulted ceilings * 4 large bedrooms in total - All with new flat screen TV's and fresh new decor * Gorgeous king-size bed in the MBR suite with a private bath and sliding doors to a cozy private patio that overlooks a nature preserve * Beautiful new queen bed in the second bedroom, with it's own private bath, flat screen TV * The third bedroom has two twin beds, flat screen TV and more * The fourth bedroom is a child's dream come true - two sets of bunk-beds (4 beds), flat screen TV, Disney decor, and more * FREE use of our baby ware - leave yours home: stroller, high chair, porta crib included! * Clothes washer and dryer in the home (not at some remote laundry facility) * Fully equipped kitchen with a breakfast bar! * Large dining room table and dining area along with a breakfast bar and stools * There's a beautiful, large third hall bath as well * All linens, towels provided * Unlimited local phone calls * Refrigerator with ice maker * Dishwasher, range, microwave * All new cookware, utensils, dishware * Brand new central AIR CONDITIONING * FREE WiFi * Free Parking See you at Mickey's!!
  • Luxury Condo at Windsor

    Kissimmee: Windsor Hills: Condo in a complex
    3 BDR • 2 BA • Sleeps 6 • #256710
    125 to 241 USD/night
    The best and most luxurious pool view condo in Windsor Hills. Stunning fully remodeled 3/2 condo in the beautiful and closest Disney vacation rental community in Windsor Hills, located in the closest building to the clubhouse, with a beautiful pool and pond view from the balcony, this second floor condo is sure to delight you. The stainless steel appliances, granite countertops, updated fixtures, open floor plan and bathroom layout will make your family vacation the lovable and magical one. The exclusive community of Windsor Hills boasts many additional facilities for the use of guests, including a large lagoon style pool, two water slides, children's splash area, cinema, gym, extensive childrens' playground, well stocked convenience shop, video arcade, games room, putting green, and courts for basketball, tennis and volleyball all on a site in Kissimmee protected by 24 hour security. Facilities include: * Large communal pool with zero entry * Jacuzzi * Two Water Slides * Children's Splash Area * Free cinema playing films selected by guests * Free gym * Multiple children's playgrounds * On-site convenience shop * 24 hour security * Video arcade * Games room * Free putting green * Free basketball court * Free tennis court * Free volleyball court
  • 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.
  • "Memories are Made of this

    Kissimmee: Laguna Bay Villas: Condo
    3 BDR • 2 BA • Sleeps 6 • #258469
    145 to 145 USD/night
    Newly furnished, beautiful ground floor Disney World area villa boasting 3 BR's, Disney themes in the children's bedrooms, flat screen TV's everywhere. You'll gather the family at the new dining room table to share your family meals. You'll kick back in a spacious, new family room with free Wifi and cable TV, and grab some of that Florida sun while you sit by the heated pool and spa. Disney World is less than 10 minutes away, and universal is a quick 20-25 minutes. Everything you could ask for and more at far less than you would ever imagine. A stunning furnished home at less than hotel rates. Wow.,
  • New Listing- Updated 4

    Kissimmee: Windsor Palms: Villa in a gated community
    4 BDR • 3 BA • Sleeps 10 • #244077
    165 to 165 USD/night
    ALL NEW TILE FLOOR AND PAINT IN THE ENTIRE HOUSE. NO CARPET ANYWHERE!!! NEW PICTURES SHOWCASE THE PROFESSIONALLY REMODELED HOUSE Located in the gated community of Windsor Palms ,the Villa is completely remodeled with new tile plank flooring, fresh paint, new appliances and updated decorations. Equipped to make your vacation easy, clean and comfortable. As past Windsor Palms guests we know what is important while visiting Disney. The Windsor Palms Resort has the highest repeat renting rate with a reason: it is the best location to the Disney parks, shops, restaurants and the airport. The house has it's own private heated pool. The clubhouse offers an Olympic Sized Saltwater Pool, Splash Pad and Hot Tub/Spa. It also has a Tiki Bar & Grill, Free Movie Theater, Games Room and more. Unique Amenities... --Preferred West facing pool for gorgeous sunsets and evening sun to extend your day. --Custom updated Tile Wood Plank Flooring -- Updated decorations -- 5 minutes away from Disney Property --Free High Speed Internet --Smart Tvs throughout the house with Roku Tvs. --Full size appliances *** Additional Amenities... -- Fully Air Conditioned -- All linens and towels (including pool towels) provided -- All dinnerware (plates, utensils, etc.) provided -- refrigerator/freezer, oven/range, and microwave -- Toaster, Blender, Coffee Maker, Keurig -- Pots and pans - everything you need to prepare meals at home -- Full Size Washer and Dryer -- Iron and Ironing Board -- Cable TV and Roku Tvs. Bring Your NETFLIX accounts -- Xbox 360 and many games -- House Key available on site, no check in or trip to the Property Management Office required -- Six Ceiling Fans throughout the home including one in each Bedroom -- A professional local Property Management Company to address any issues or problems quickly and efficiently. All you need to bring is your toothbrush and your clothes, we've got the rest. LOCATION LOCATION LOCATION • Animal Kingdom: 5 minutes • Hollywood Studios and Epcot: 10 minutes • Magic Kingdom: 15 minutes • Universal Studios: 25 minutes • Sea World: 20 minutes • LEGOLAND: 30 minutes • Busch Gardens and the Kennedy Space Center: About 75 minutes We know you will enjoy your stay and look forward to having you as one of our repeat guests!
  • Luxury Home Comforts

    Kissimmee: Windsor Palms: Condo in a complex
    3 BDR • 2 BA • Sleeps 6 • #41979
    115 to 150 USD/night
    Why stay in a hotel when you can stay in a luxury condo with all the benefits of 3 bedrooms, two bathrooms, kitchen, dining area and balcony with the resort benefits of an Olympic size pool, children's pool, spa, gym, cinema, business centre, games room, tennis courts, children's play area and more?
  • 5 Bed, 3 Bath Emerald

    Kissimmee: Emerald Island: Home
    5 BDR • 3 BA • Sleeps 12 • #102046
    170 to 250 USD/night
    Spacious luxury 5 bed, 3 bath pool/spa villa + games room (7ft pool table, air hockey and Foosball table + cable TV) located on exclusive Emerald Island Resort. Just 3 miles and 5 minutes from Disney, 2 minute drive from shops, supermarkets and restaurants. Guests have full use of all resort facilities including club house with concierge, lounge with WI-FI, Internet cafe, air-conditioned gym, pool with Tiki Hut Bar for poolside drinks and snacks, games arcade, tennis courts, volleyball court, 2 children's play areas. Villa has 2 beautiful family rooms and dining area + large kitchen. Portable crib, high chair and stroller available for guest's use. Free international calling and free in- home wireless internet.

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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