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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  • Kissimmee  Home W/Private Lake- Only 10 Mi to Disney at  Lake Berkely Resort

    Kissimmee Home W/Private

    Kissimmee: Lake Berkley: Townhouse in a gated community
    • 4 BDR
    • 4 BA
    • Sleeps 8
    • #243184
    $85 to $135 USD/night Paypal
    Pristine amenities and all the modern comforts of a luxurious Sunshine State retreat await up to 8 guests at this Kissimmee vacation rental townhome. Providing 4 total bedrooms with 2 master suites and 3.5 baths, this spacious Florida home grants community access to the Lake Berkely Resort's 2 clubhouses and included features like pools, hot tubs, fitness centers, a barbecue space and private lake with a quiet beach area. Drive just 20 minutes to Disney World parks and 45 minutes to Orlando. Key Residence Features: - Amenities include a fully equipped kitchen with stainless steel appliances, private balcony, 2 master suites, 3 flat-screen cable TVs, free WiFi, 2 designated parking spots, and much more - Lake Berkely Resort community amenities include 2 clubhouses, pools, hot tubs, rec centers, tennis and basketball courts, a barbecue space with picnic tables, and a private lake with a quiet beach - Ideal Kissimmee location just 6 miles from the heart of town and the Lakefront Park, a 25-minute drive to Disney World Parks and a 45-minute drive to Orlando - Nearest Commercial Airport: Orlando International Airport - 1 Jeff Fuqua Blvd, Orlando, FL 32827, (~23.1 miles away)
  • Any Closer to Disney & You'll Need a Parking Pass!

    Any Closer to Disney &

    Kissimmee: Emerald Island: House
    • 6 BDR
    • 4 BA
    • Sleeps 14
    • #11772
    $185 to $228 USD/night Paypal
    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.
  • Lake View Villa - WITH KIDDIE POOL

    Lake View Villa - WITH

    Kissimmee: Crescent Lakes: Villa
    • 7 BDR
    • 1 Den
    • 4 BA
    • Sleeps 16
    • #201890
    $246 to $270 USD/night Credit Card Paypal
    This 7 bedroom home offers everything you need and more... once you have booked with Owner direct you will be talking with the owner of this home who will offer every assistance possible to make your vacation just right... WE LOVE FLORIDA AND WE WANT YOU TO ENJOY IT AS MUCH AS WE DO **THIS HOME HAS A KIDDIE POOL AND EXTRA LARGE SPA Free Local, Long Distance & International Calls, Pool, Extra Large Jacuzzi / Spa with separate Kiddie Pool, Deep cushioned Patio Furniture, TV's in all bedrooms, iDock (iPod Docking Station) TV, Nintendo Wii & PlayStation2 with games in Snug room , Games Room with Pool, Air Hockey and Foosball, Baby package, including Cots/Cribs, Highchairs, Strollers and Stairgates- all free, Safe (free of charge), Pool safety fence, Alarms on all doors leading to pool, Board games, ..... and lots of additional extras. Crescent Lakes is great for families, as there are basketball/volleyball courts, children's play areas, and BBQ areas. Shops, restaurants and supermarkets are less than five minutes away. Twenty minutes to the majority of Orlando's attractions, including Disney World, Sea World, and Universal Studios. Ten minute drive to several golf courses. Crescent Lakes is adjacent to a nature preserve.
  • 5 Min. To Disney with Wireless High-Speed Internet!

    5 Min. To Disney with

    Kissimmee: Emerald Island: House
    • 4 BDR
    • 3 BA
    • Sleeps 10
    • #64471
    $110 to $160 USD/night Paypal Star Rating
    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 1.5 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
  • Beautiful Villa 4 BR/3 BA in Gated Lake Berkley Resort for Your 5* Vacation

    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 Credit Card Star Rating
    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. The property has 1 King Master with private bath room featuring separate walk in shower and soaker tub, 1 Queen master with private bath and 2 Twin rooms with two twin beds each and a shared bath. 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, Cyber Café, Games Room and the Pool Side Tiki Bar. 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!
  • 3mi to Disney,Emerald Island,Water View Villa + Pool,Deep Gap Discount

    3mi to Disney,Emerald

    Kissimmee: Emerald Island: Villa in a gated community
    • 4 BDR
    • 3 BA
    • Sleeps 10
    • #233935
    $109 to $209 USD/night Credit Card Paypal
    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.
  • Crystal Cove Townhome

    Crystal Cove Townhome

    Kissimmee: Emerald Island: Townhouse in a gated community
    • 3 BDR
    • 2 BA
    • Sleeps 6
    • #229724
    $114 to $129 USD/night Credit Card
    3 miles from Disneyworld’s Main Entrance* * 5 minutes in regular traffic conditions THE HOUSE: 3 bedrooms (1 suite), 2 ½ bathrooms (including the suite), kitchen, living and dining rooms, laundry, 1-king bed, 4-twin beds. 1291 sq ft of built area, gate community, central AIR CONDITIONING, Wi-Fi and TVs in every room, hairdryer in the bathrooms, linens, towels, highchair, foldable crib, kitchen with oven, microwave, coffee maker, toaster, mixer, silverware, dishes and general utensils. THE RESORT: (All services included on the rates, except if noted below): 2 pools (heated in the winter), one next to the house, the 2nd at the Clubhouse area Concierge ATM Business Center Wi-Fi in the pools and Clubhouse areas
  • New. Luxury. Cozy. Huge Pool Home-3 Miles to Disney

    New. Luxury. Cozy. Huge

    Kissimmee: Emerald Island: Villa
    • 7 BDR
    • 5 BA
    • Sleeps 16
    • #144018
    $180 to $280 USD/night Credit Card Paypal Star Rating
    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.
  • Lovely Townhome

    Lovely Townhome

    Kissimmee: Compass Bay: Townhouse in a gated community
    • 4 BDR
    • 3 BA
    • Sleeps 8
    • #229732
    $99 to $129 USD/night Credit Card Star Rating
    Beautiful 4 bedroom 3 bathroom Townhome in Compass bay Resort. Minutes from Disney's Doorstep. Full kitchen, Internet and local and distance service. Located in the heart of Disney World area. Low Allergen Environment, children welcome, non smoking only, pets not allowed, suitable for elderly or infirm, wheelchair accessible. This particular condo provides first rate amenities and comfort to guests. A small lake view for a relaxing evening at home nearby the pavilion with BBQ facilities. Entrance to the complex is gated - password specific for your safety and also a digital locker at the house. Shops and Restaurants, from casual to elegant, are also within short distance.
  • Luxury 5 Bedroom  Villa with Pool, Games Room, Free Internet!  5 Mins to Disney

    Luxury 5 Bedroom Villa

    Kissimmee: Indian Creek: Villa
    • 5 BDR
    • 3 BA
    • Sleeps 10
    • #129740
    $129 to $179 USD/night Paypal Star Rating
    This beautiful villa 3.5 miles to Walt Disney World Resort area offers a wonderful vacation home in the perfect location. Executive style villa is fully refurbished, newly painted,new carpets,fresh new bed linen and towels, is decorated to a high standard with full laundry facilities. Spacious fully air conditioned and easily sleeps 12 guests. Open plan living/dining area, vaulted ceiling,sky lights, kitchen with breakfast bar and separate kitchen nook. Private screened pool/lanai with ample pool furniture to help you relax after a full day of sightseeing and shopping. FREE CALLS TO US & CANADA The villa is located in the Indian Creek community off US192 (see #36 on Sector Map)and is perfectly situated for shopping, dining and all major attractions the Orlando/Kissimmee and Walt Disney Resort areas offer. The Indian Creek on-site community includes - tennis courts, children's fully equipped play area, putting green, multi-purpose court, basketball courts, and multi-purpose playing field. Golf: The villa is a short drive to Orange Lake Country Club, Disney Courses, Magnolia Palm, Osprey Ridge, Mystic Dunes and numerous courses within a 45 minute drive.
  • Modern Townhouse, Great Location, Tastefully Decorated

    Modern Townhouse, Great

    Kissimmee: Compass Bay: Townhouse
    • 3 BDR
    • 3 BA
    • Sleeps 6
    • #151287
    $100 to $180 USD/night Credit Card Paypal Star Rating
    This newly built town home is tastefully decorated and has a family room with a flat screen TV a dining area which seats 6 people. The modern kitchen is fully equipped with an ice making machine in the fridge. There is a state of the art washer and dryer in the laundry room and the home has internet access and a telephone. There is a small deck area outside the patio doors with chairs overlooking a lake. The gated resort is ideally located, only 5 minutes to Disney and close to an abundance of shops and restaurants. The resort has a community pool within walking distance of the home. A great villa, newly built and tastefully decorated throughout. There are 3 bedrooms, the Master bedroom has a king size bed and en suite bathroom, the second bedroom has a queen bed and the third room has twin beds. The kitchen is fully equipped, including a microwave and there is a laundry room with a washer and dryer. The family room and bedrooms have flat screen TV's and the villa has internet access. The villa overlooks a lake to the back and it is in a great location, only 5 minutes to Disney and 2 minutes to shops and restaurants. The community has a community pool, cabana, gazebo, children’s playground, walking trails and picnic areas.
  • *New* 8br Luxury Villa in Windsor at Westside Free Wifi, Crib, near Disney World

    *New* 8br Luxury Villa in

    Kissimmee: Windsor At Westside: Villa
    • 8 BDR
    • 1 Loft
    • 6 BA
    • Sleeps 20
    • #243117
    $209 to $725 USD/night Credit Card Paypal
    **** GREAT LOCATION, STEPS TO CLUBHOUSE **** This 4,500 sq. Ft. Home is in the new Windsor at Westside Resort and just minutes from Disney. 8 bedrooms and 6 bathrooms, with 4 en-suites. Pool area with patio set and in-ground Jacuzzi. Game room with seating, pool table and foosball table. We have several homes steps to each other, perfect for large family reunions and groups. This home was professionally designed and uses only the highest quality furniture, mattresses and decorations. Features include: - 8 Luxurious Bedrooms (3 King, 1 Queen, 1 Double Queen, 2 Twins Room, 1 Full Bunk Bed) - 6 Full Bathrooms (4 en-suite) - High quality sheets,comforters and mattresses on all beds - Free High Speed 75mbps Wi-Fi throughout the home, free calls to US and Canada, - Loft with Big Screen TV, Game Console, and Pool Table - Spacious Sitting and Dining Area - Private Heated Pool and Spa * - Full access to Windsor at Westside Clubhouse - Digital Cable TV in each room - 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 - Easy to check in. Secure Key-less entry
  • Lovely Home with Two Master Suites

    Lovely Home with Two

    Kissimmee: Cumbrian Lakes: Villa in a gated community
    • 4 BDR
    • 4 BA
    • Sleeps 10
    • #243254
    $140 to $160 USD/night Credit Card Paypal
    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.
  • Great Villa on a Gated Community with Pool and Spa, Close to Attractions

    Great Villa on a Gated

    Kissimmee: Crystal Cove: Villa in a gated community
    • 4 BDR
    • 3 BA
    • Sleeps 8
    • #207543
    $135 to $190 USD/night Credit Card Paypal
    This villa has everything you need for a memorable vacation. Decorated to a high standard, each bedroom has a flat screen TV and there is also WiFi and a DVD player. Large kitchen is fully equipped and the villa has a washer and a dryer for your laundry needs. The Master bedroom has a king size bed and the large en suite bathroom is very impressive. The walk in closet has lots of space for your convenience. The second bedroom has a queen bed and an en suite bathroom, the third bedroom has a queen bed and a shared bathroom with the fourth bedroom which has twin beds. There are 2 dining areas, the nook table can seat 4 and the dining table can seat 6 and there is also 2 breakfast bar stools. There is plenty of seating in the screened in pool area with 4 loungers and a patio table with 6 chairs. The pool and spa are a great treat after a long day and they can be heated in the cooler months. Guests can also enjoy a large clubhouse which is directly across the road from the villa, featuring resort-style pool, fitness center, kitchen and game room. We supply a card key for the clubhouse entrance. Disney is only a 15 minute ride and Seaworld is approximately 30 minutes. Only 5 minutes to highway 192 where you will find lots of restaurants and stores.
  • Townhouse on Gated Community with Many Amenities

    Townhouse on Gated

    Kissimmee: Venetian Bay Villages: Townhouse in a complex
    • 3 BDR
    • 2 BA
    • Sleeps 6
    • #56427
    $80 to $92 USD/night Paypal Star Rating
    The home was newly built in Jan 2004 and is located on a gated community in Kissimmee (just off the US192) 15 minutes from Disney. The home is equipped with the usual conveniences including: Dishwasher, Washing Machine, Dryer, Microwave, Large Fridge, Coffee Maker, Cable TV, all linen and towels, and full air conditioning. TV+DVD/VCR is provided in the living area, TV`S provided in all bedrooms. On site facilities include: Swimming pools, games room, fitness centre, tennis, volleyball, basketball courts, Clubhouse, Business centre with internet access and more! The Clubhouse has a free wireless internet connection facility. A small charge is made half hourly for the use of the computer/printer equipment in the business center(located in the clubhouse).
  • Well-Appointed Two Bedrooms (4 Beds) & 2 Baths Apartment on Second Level

    Well-Appointed Two

    Kissimmee: The Arbors Of Sendera: Apartment
    • 2 BDR
    • 2 BA
    • Sleeps 6
    • #224442
    $67 to $67 USD/night Paypal
    2 bed rooms, 2 beds each and a Sofa -bed for 2 people in the living room.You must be able to use a stair because the apartment is on a 2nd level. Featuring a Full Kitchen, Dining and Living room, 2 Full baths, Tv, Wi-fi and a Balcony. This Private community also has a full size Swimming Pool and Tennis courts . There is also a laundry room for your convenience. It is just 15-25 minutes from MCO airport and right in the middle of all Orlando Attractions. Just minutes to Disney World , Sea World and Universal and other attractions . Why spend thousands when you can have Orlando and all it has to offer for MUCH less!. . Just seconds off the US Hwy 192 in a gated community, yes, only minutes from all the major attractions, shops and restaurants. Disney is just minutes away with all the other major parks. Wal-Mart -- a huge superstore, where you can buy almost anything is only 5 minutes away with Publix (supermarket) and Target even closer. Within minutes you can be at large chain stores such as KMart and also two superb designer outlet malls, featuring all the famous names. There are numerous restaurants and bars within a 5 minute drive and some do provide at home delivery. Everything is in place to make your stay feel like home. Note: we are not a Resort
  • 4BR 3BA Pool Home, Free Hot Tub, 2 Master Suites, Game

    4BR 3BA Pool Home, Free

    Kissimmee: Oak Island Cove: Villa
    • 4 BDR
    • 3 BA
    • Sleeps 8
    • #245916
    $125 to $209 USD/night Credit Card
    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
  • Kissimmee Windsor at Westside 7br Pool/Spa Vacation Home Gameroom Karaoke,Resort

    Kissimmee Windsor at

    Kissimmee: Windsor At Westside: Villa in a gated community
    • 7 BDR
    • 6 BA
    • Sleeps 17
    • #233281
    $235 to $2,450 USD/night Credit Card Star Rating
    **Save. Pool heat is included and there's no service/booking/resort/credit card/ or WiFi fees, insurance/damage deposit. Lowest price for this dream home** 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. Reviews:19 5of5 stars LOVE LOVE LOVE THIS HOUSE! ... Absolutely beautiful planning to stay next year.... Submitted 9/11/17 Ramona C. FANTASTIC HOME FOR A LARGE FAMILY GROUP. Definitely stay again.... 8/24/17 Tracy C LOVED IT ...5 couples had a ball 8/4/17 Carol G. OMG!!!!..This house is AMAZING!!.6/20/17 Kim J. INSERT ANY AND ALL CLICHE DESCRIPTIONS of AMAZING. 9/28/16 Megan F DOESN'T GET BETTER THAN THIS. Stayed on some very lovely homes.... But this home was by far the best.4/2/17 PamC 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.
  • Brand New Beautiful 4 Bedroom 3 Bathroom with Pool Townhome in Storey Lake

    Brand New Beautiful 4

    Kissimmee: Storey Lake: Townhouse in a gated community
    • 4 BDR
    • 3 BA
    • Sleeps 10
    • #238113
    $144 to $251 USD/night Paypal Star Rating
    BRAND NEW!! GREAT LOCATION. CLOSE TO ATTRACTIONS, SHOPPING, GROCERIES, RESTAURANTS!! Property Type: 4 Bedrooms / 3 Bath Townhome with Private Splash Pool Floor Area: 1800 sq. Ft. Location: Storey Lake Resort, Disney Area General: 4 Bedrooms 3 Bathrooms 1800sq ft of living space Private screened splash pool with covered lanai Master Suite with King Size bed Large flat screen TV in living room + DVD player. A large fully equipped kitchen with stainless steel appliances, including range, microwave, dishwasher and granite counters / breakfast bar. Washer and Dryer Hairdryer Iron and Ironing Board Free Internet Access Wifi Linens and Towels provided Bedding: King, 2 Queen beds, 2 Bunk Beds Downstairs: - Fully equipped kitchen - Living room with a Large Flat screen TV and a dvd player. - Private screened in splash pool with covered lanai and patio furniture - Dining Area + Breakfast bar - Guest Bedroom #1: Queen size bed - Guest Bathroom #1: Toilet, Shower, Single Vanity with Granite Top Upstairs: - Master Bedroom: King size bed - Master Bathroom: Combination Tub/Shower, Toilet, Dual Vanity with Granite Top, - Guest Bedroom # 2: 1 Queen bed - Guest Bedroom # 3: 2 Bunk beds - Guest Bathroom # 2: Toilet, Shower, Dual Vanity with Granite Top - Laundry Room: Full size washer and dryer, Iron, Ironing board
  • New. Beautiful 3br Townhome in Gated Resort, Equipped for Family Living

    New. Beautiful 3br

    Kissimmee: Emerald Island: Townhouse in a gated community
    • 3 BDR
    • 3 BA
    • Sleeps 8
    • #206571
    $89 to $159 USD/night Credit Card
    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
  • Crystal Cove - Kissimmee - 4 Bedroom

    Crystal Cove - Kissimmee

    Kissimmee: Crystal Cove: Condo
    • 4 BDR
    • 3 BA
    • Sleeps 8
    • #229792
    $140 to $150 USD/night Paypal
    Looking for a dream vacation. This is the perfect vacation home for you that offers all comfort and privacy you need. Beautifully furnished and contemporary decor 4 bedrooms home is very spacious and features your own private pool. This comfortable vacation home at Crystal Cove Resort will make you feel at your home away from home. With your batteries recharged after a great night sleep on the comfortable bed, you will be ready to choose among the many things to do in Orlando just minutes away. Crystal Cove guests will enjoy its close proximity to Lake Toho, dining, shopping and entertainment. Approximate driving distances: Disney World - 15 minutes Universal Studios - 20 minutes SeaWorld - 20 minutes Orlando Premium Outlets - 30 minutes Daytona Beach - 1 hour and 30 minutes Guests can ask for Pool Heat or/and BBQ. Contact us for more information. About the Condo: Crystal Cove offers guests a large clubhouse featuring a resort-style pool, a fitness center, communal kitchen and games room.
  • 3 Bedroom Condo in Windsor Hills

    3 Bedroom Condo in Windsor

    Kissimmee: Windsor Hills: Condo
    • 3 BDR
    • 2 BA
    • Sleeps 6
    • #226556
    $99 to $289 USD/night Credit Card
    Our 3 bed/2 bath (1 king, 1 queen, 2 twins) corner luxury condo in the popular Windsor Hills complex is less then 2 miles from Disney - 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, cable TV along with WIFI internet, TV in master bedroom and also in second bedroom, telephone. We also have a pack-n-play, high chair, and a stroller for your use and convenience. Private screened lanai.
  • Minutes from Disney World!

    Minutes from Disney World!

    Kissimmee: Compass Bay: Townhouse in a gated community
    • 4 BDR
    • 4 BA
    • Sleeps 8
    • #233639
    $117 to $117 USD/night Credit Card
    Minutes from the entrance of Walt Disney World, this brand new 4 Bedroom 3.5 Bath End Unit TownHome located in Compass Bay is one of four beautiful town homes in the same building. This works perfectly for a small family vacation or a grand family reunion. This exquisitely and professionally decorated with appealing décor offers you vacation elegance at its finest. Decorated with designer furnishings, mirrored accents, you will be the envy of your fellow vacationers. As you enter the home, you will be greeted by the open floor plan of the main Living Area, Dining Area and Modern Kitchen. You have a view to the private patio from the entire area. Large outdoor table, umbrella, BBQ and custom built in sink/bar area. In the upgraded Kitchen you will find beautiful Wood Cabinets, Granite Counter Tops, Stainless Steel Appliances and Upgraded Small Appliances. The home provides Dinnerware, Silverware, Cookware and many other utensils, so you can make a quick snack before your outings or a full gourmet meal for you day in. The Dining Room offers seating for 8 with additional Breakfast Bar seating for 3 additional guests. The Living Area boasts quality high end furniture, including a 60” Flat Screen TV, DVD Player. Relaxing here will be so easy. Each Bedroom offers its own stylish set up. The Bedding and Bath Layout of this Town Home is as follows: Downstairs – Half Bath Upstairs – Hallway Shared Full Bath w/Shower & Tub Combination Twin Room – 2 Twin Beds & Flat Screen TV (Rooms Sleeps 2) Twin Room – 2 Twin Beds & Flat Screen TV (Rooms Sleeps 2) Queen Bedroom w/En-Suite Bath & Flat Screen TV& Flat Screen TV (Rooms Sleeps 2) King Room En-Suite Bath tow/Shower & Tub Combination (Rooms Sleeps 2) Additional Amenities and Upgrades to enjoy in this Town Home: Free Wi-Fi, Free Local Calling Cable Package Upgraded Furniture Package Upgraded Bedding & Linens Tiled Flooring in Main Areas, Carpeted Bedrooms Window Treatments Laundry Area w/Full Size Washer & Dryer Clothes Hangers, Laundry Basket Patio Table w/8 Chairs with large umbrella Walking Distance to Community Gathering Park & BBQ Area Access to Community Clubhouse & Pool
  • Lake View Villa - Relax in this quiet Sub-division

    Lake View Villa - Relax in

    Kissimmee: Crescent Lakes: Villa
    • 7 BDR
    • 4 BA
    • Sleeps 16
    • #201887
    $225 to $256 USD/night Credit Card Paypal Star Rating
    Lake View Villa - Relax in this quiet Sub-division This 7 bedroom home offers everything you need and more... once you have booked with Owner direct you will be talking with the owner of this home who will offer every assistance possible to make your vacation just right... WE LOVE FLORIDA AND WE WANT YOU TO ENJOY IT AS MUCH AS WE DO Free Local, Long Distance & International Calls, Pool, Extra Large Jacuzzi / Spa with separate Kiddie Pool, Deep cushioned Patio Furniture, TV's in all bedrooms, iDock (iPod Docking Station) TV, Nintendo Wii & PlayStation2 with games in Snug room , Games Room with Pool, Air Hockey and Foosball, Baby package, including Cots/Cribs, Highchairs, Strollers and Stairgates- all free, Safe (free of charge), Pool safety fence, Alarms on all doors leading to pool, Board games, ..... and lots of additional extras. Crescent Lakes is great for families, as there are basketball/volleyball courts, children's play areas, and BBQ areas. Shops, restaurants and supermarkets are less than five minutes away. Twenty minutes to the majority of Orlando's attractions, including Disney World, Sea World, and Universal Studios. Ten minute drive to several golf courses. Crescent Lakes is adjacent to a nature preserve.
  • Sonoma Resort  - Ultimate 6br 4ba Vacation Homes, Pool & Spa, Games Room, Grill

    Sonoma Resort - Ultimate

    Sonoma Resort: Villa in a gated community
    • 6 BDR
    • 4 BA
    • Sleeps 16
    • #247488
    $259 to $399 USD/night Credit Card
    BE THE FIRST TO STAY AND REVIEW. YOUR ULTIMATE VACATION RETREAT. BEAUTIFUL, NEW & MODERN 6BR 4BA VACATION VILLA WITH GAMES ROOM, POOL & SPA IN GATED RESORT "SONOMA" This Beautiful 6-bedroom vacation home is the perfect place to enjoy with your Family or Friends for a stay to remember. This House has been Professionally decorated home with only the top-of-the-line furnishings and bedding. ***Private Pool & Spa, Large Open Kitchen with Big Island, Large Extended Pool Deck, partially covered, Games Room and Family Room*** When you've exhausted yourselves at the parks - take a day relaxing by your private, crystal clear pool and Spa. In the evenings, have fun with the family in the games room. BED CONFIGURATION: DOWNSTAIRS * MASTER KING Suite, Flat Screen 50" TV * MASTER BATHROOM with Double Sinks and Shower * KING Bedroom, Smart 50" TV * shared bathroom, tub/shower UPSTAIRS * QUEEN Bedroom, Smart 50" TV * BUNKBED (2 FULL Beds), Smart 50" TV * shared/JACK & JILL Bathroom  * 2 FULL beds, Smart 50" TV * 2 FULL beds, smart 40" TV * shared Bathroom * Family Room with SOFA BED, Smart 60" TV SONOMA RESORT offers: Community Clubhouse and Poolside Cabanas Resort Style Pool Fitness Center Walking/Jogging Trail Gated Entrance Valet Trash Pick up Located within minutes of the "Loop", a premier shopping and entertainment venue Close to Major theme parks and attractions POOL AND SPA HEAT can be added at an addtl. Cost - Please inquire with us. GRILL CLEANING (if applicable): To use the grill we charge $60 plus tax mandatory cleaning fee. We do not provide propane, it is guest's responsibility. We provide propane tank to refill.– upon request at an addtl. Cost PARKING RESTRICTIONS - NO Parking of Campers, RV's, Trailers, Boats or Commercial Vehicles
  • Luxury Villa with Large Heated Pool, which is Fenced for Total Privacy

    Luxury Villa with Large

    Kissimmee: Lindfields: Villa
    • 3 BDR
    • 2 BA
    • Sleeps 8
    • #203990
    $115 to $135 USD/night Paypal Star Rating
    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.
  • The Private Retreat in Lindfields Reserve

    The Private Retreat in

    Kissimmee: Lindfields: House in a gated community
    • 3 BDR
    • 3 BA
    • Sleeps 6
    • #238346
    $121 to $143 USD/night Credit Card Paypal Pet Friendly
    Situated in the exclusive gated community of Lindfields Reserve which consists of only 16 villas, less than 5 miles from the magic of Disney World entrance. Enjoy the total privacy of this lovely 3 bedroom, 3 bathroom courtyard villa. Unlike most other villas the pool is located within it's own screened courtyard with a 6 foot privacy wall. This beautiful, recently refurbished home has a unique floor plan which includes a queen newly renovated en-suite bedroom that can accommodate the in-laws or teenagers located on the other side of the pool area, separate to the rest of the house. It opens directly onto the pool and provides direct access to the cabana bathroom from the court yard. The king master with recently refurbished en-suite also opens directly onto the pool. The twin room has two twin beds together with an en-suite shower room adapted for those less able. All bedrooms come with 32 inch tv, the master has a iPod docking station. There is ample room in the airy living area overlooking the pool which has a 55-inch tv, dvd player, iPod docking station, two 3 seater sofas (one converts into a queen size bed) and 2 comfy arm chairs. The dining room can accommodate 6 whilst the breakfast bar seats two. There is an additional sitting area overlooking the pool with love seat for those who wish to relax and read. The kitchen, with new granite countertops is very well equipped with an added selection of small electrical appliances, china, silverware,glassware & plasticware for the pool area, bar and outside table and chairs. Close (1 mile) to all the best local shops and restaurants.
  • Modern Pool Villa, Tastefully Decorated, Overlooking a Lake

    Modern Pool Villa

    Kissimmee: Encantada: Townhouse in a gated community
    • 4 BDR
    • 3 BA
    • Sleeps 8
    • #201696
    $120 to $180 USD/night Credit Card Paypal Star Rating
    Newly built villa which is tastefully decorated that will sleep 8 people. The spacious Master bedroom has a king size bed and en suite bathroom. Every bedroom has a flat screen TV as well as the family room . Telephone service with free US calls and the villa has internet access. The kitchen is fully equipped and all towels and linens are provided. The pool area has a great view of the lake and there is a pathway that leads to the clubhouse. The pool can be heated in the cooler months. Conveniently located close to shops and restaurants. The on site amenities within this secure gated resort are second to none and include the 9,000+ square foot clubhouse that features a cyber café, sundry shop, exercise facility, and a lakefront gazebo. Fishing is allowed from the dock.
  • Near all the Orlando Attractions

    Near all the Orlando

    Kissimmee: Legacy Dunes: Condo in a gated community
    • 4 BDR
    • 2 BA
    • Sleeps 10
    • #208540
    $89 to $129 USD/night Paypal
    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 .
  • Brand New Luxurious Vacation Home!

    Brand New Luxurious

    Kissimmee: Windsor At Westside: House
    • 7 BDR
    • 6 BA
    • Sleeps 16
    • #233495
    $299 to $599 USD/night Paypal
    Brand new luxurious vacation home. 20 minutes to Disney, Universal Studios, Sea World, and the Convention Center are minutes away. 7 bedrooms, kid rooms themed with Harry Potter, Star Wars, frozen and Snow White. A gaming room, private parking, pool, hot tub. Beautiful clubhouse and facilities including Exercise room, tennis, kids playground, pool, lazy river and water park. Perfect vacation home for couples, solo adventurers, business travelers, families (with kids), big groups, and furry friends pets.
  • Lake Front / Minutes to Disney

    Lake Front / Minutes to

    Kissimmee: Sunset Lakes: House
    • 4 BDR
    • 2 BA
    • Sleeps 10
    • #129578
    $157 to $165 USD/night Credit Card
    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.
  • Emerald Island Resort 4 Bedroom, Spa/Pool Villa

    Emerald Island Resort 4

    Kissimmee: Emerald Island: House in a gated community
    • 4 BDR
    • 3 BA
    • Sleeps 10
    • #238330
    $136 to $200 USD/night Paypal
    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.
  • Lakeside Living! - 5 Bed 3 Bath Private Villa with South Facing Pool and Spa

    Lakeside Living! - 5 Bed 3

    Kissimmee: Lake Berkley: Villa in a gated community
    • 5 BDR
    • 3 BA
    • Sleeps 10
    • #232604
    $125 to $195 USD/night Paypal
    This is the perfect place to stay being just of Highway 192 and within a 20 minute drive to ALL of the main local attractions including the Disney parks, Universal Studios and Seaworld. Located in the prestigious Lake Berkley Resort (one of Kissimmee's best kept secrets) which includes 24 hour guard security gate, clubhouse with fitness suite, community pool, kids splash pool, kids playground, tennis courts, nature trail and fishing lake. Relax and enjoy the fabulous Lake view and all day sunshine around the south facing extended deck with heated private pool and spa. The fully air conditioned house comes with an abundance of extras included such as free international calls, high speed wireless internet, keyless door entry, safety deposit box and themed twin rooms for the kids. This is Lakeside living at it's finest.
  • Awesome Gated Club Cortile Community-Minutes to Disney Attractions

    Awesome Gated Club Cortile

    Kissimmee: Club Cortile: Condo
    • 4 BDR
    • 3 BA
    • Sleeps 10
    • #202092
    $100 to $103 USD/night Paypal Star Rating
    Minutes and walking distance to restaurants and shopping areas Minutes to all Disney area attractions Condo amenities include a heated pool with a jacuzzi, tennis and basketball courts, a modern gym, a movie theater and a children's play area.
  • Nicely Located Spacious Townhouse Close to Disney and Parks

    Nicely Located Spacious

    Kissimmee: Venetian Bay Villages: Townhouse in a gated community
    • 3 BDR
    • 2 BA
    • Sleeps 6
    • #202771
    $100 to $125 USD/night Credit Card Paypal Star Rating
    Superb 3 bedroom townhome in Kissimmee. Venetian Bay is conveniently located 15 minutes from Disney World, restaurants and entertainment on Rte. 192. Gated community (with security guard) makes planning your Florida Vacation stress-free. After a hectic day at the parks you can come home to the serenity of a small American town, with the appeal of white picket fences and charming streets. The airy living area has relaxing sofas, Flat Screen TV, DVD Player, and a PlayStation 2 for entertainment together with a selection of books and games. There is a dining area and fully equipped kitchen if you want to make a home cooked meal during your stay. On the ground floor is the master King bedroom with walk in closet and Flat Screen TV. The master bath facilities include twin sinks, toilet, and an over-tub shower with a Jacuzzi bath. The top floor has 2 bedrooms one with full size bed and one with twin beds, both rooms have closets, with chest of drawers and Flat Screen TV. Elegantly decorated with linens. Both bedrooms share a bathroom with sink, toilet and tub with overhead shower. Laundry Facilities are also in the upstairs bathroom area. On days you are not at the parks, you can enjoy Venetian Bay’s Roomy clubhouse, Guest lounge has a large Screen TV, Gaming area, Computer area, Fitness Center, Movie Theater, Basketball, Tennis, Volleyball Courts, Playground, Picnic areas. Main pool has extensive sundecks, 3 other pools and small convenient store is located on property.
  • The Palms Hotel & Villas Vacation Home

    The Palms Hotel & Villas

    Kissimmee: Palms Hotel and Villas: Condo
    • 1 BDR
    • 1 BA
    • Sleeps 6
    • #202139
    $69 to $110 USD/night Credit Card
    The condo has been furnished to a very good standard. When entering the condo you step into the living room with sitting area, large flat screen TV, breakfast table and kitchenette. The bedroom has 2 Double (Full) Beds, cable TV and en suite bathroom with vanity, shower and toilet. There is a hair dryer too. The double doors between the living room and bedroom allow for late night relaxing and watching TV in the living, while other family members lay their head to rest in the bedroom, recharging for the next day enjoying all the great things Central Florida has to offer. The kitchenette is well fitted. It includes a 2 burner stove, toaster oven, microwave, fridge-freezer, coffee maker and dishwasher. The condo is located on the third floor. It is air conditioned for those very hot days and has reverse air for the few colder days. Iron and iron board are present too
  • **2018 Brand New** Luxury 6br Windsor Hills Pool Villa, Only 2 Miles to Disney

    **2018 Brand New** Luxury

    Kissimmee: Windsor Hills: Villa
    • 6 BDR
    • 4 BA
    • Sleeps 14
    • #243121
    $189 to $459 USD/night Credit Card Paypal
    LAST MINUTE DEAL AVAILABLE!! * STEP to Club House/Water Park * 2018 BRAND NEW 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/2 FULL/2 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 in living room, 42" to 46" TV in each bedroom - Games room with pool table, Foosball and Ping-pong table - Private pool and SPA in screened lanai, with child Safety Fence. - 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 - New 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
  • .... Sunny 4 Bedroom Vacation Villa on Conservation Lot ....... "its Magical"

    Sunny 4 Bedroom

    Kissimmee: Buenaventura Lakes: Villa
    • 4 BDR
    • 3 BA
    • Sleeps 8
    • #30903
    $160 to $195 USD/night Credit Card Paypal Pet Friendly
    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. Shamu at SeaWorld is 14 miles.
  • Beautiful Townhome Minutes from Disney 3 beds3 Baths Free Wifi Sleeps 8

    Beautiful Townhome Minutes

    Kissimmee: Fiesta Key: Townhouse in a gated community
    • 3 BDR
    • 3 BA
    • Sleeps 8
    • #205079
    $74 to $95 USD/night Credit Card Paypal Star Rating
    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.
  • 3 Bedroom Windsor Hills Condo

    3 Bedroom Windsor Hills

    Kissimmee: Windsor Hills: Condo
    • 3 BDR
    • 2 BA
    • Sleeps 6
    • #226558
    $99 to $289 USD/night Credit Card
    Our 3 bed/2 bath (1 king, 1 queen, 2 twins) corner luxury condo in the popular Windsor Hills complex is less then 2 miles from Disney - 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, cable TV along with WIFI internet, TV in master bedroom and also in second bedroom, telephone. We also have a pack-n-play, high chair, and a stroller for your use and convenience. Private screened lanai.
  • Lake View New Villa 5br/5ba Luxury Pool Villa - no Rear Neighbors

    Lake View New Villa

    Kissimmee: Windsor Hills: Villa in a gated community
    • 5 BDR
    • 5 BA
    • Sleeps 12
    • #243427
    $189 to $459 USD/night Credit Card Paypal
    This NEWLY RENOVATED 5 bedroom 5 bathroom (All En-suites!!) 3000 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 5 bedroom villa has 3 KING ROOM/1 FULL&TWIN ROOM/1 TWIN&TWIN 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 beautiful green view, no rear neighbors. 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! - 5 luxurious bedrooms(en-suite) and a game room (3 king rooms, 1 twin/twin room, 1 twin/full room) - Safety & Security: Gated community with 24 hour security guard - 65' Smart 4K LED TV, HDTV in every room, XBox One Game Console - Games room with pool table, Foosball and Air Hockey - Private heated pool and SPA in screened lanai (pool heater fee applied) - 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
  • 5-Bed (3 King Size) 3-Bath Emerald Island Resort - High Speed Internet Pool/Spa

    5-Bed (3 King Size) 3-Bath

    Kissimmee: Emerald Island: House
    • 5 BDR
    • 3 BA
    • Sleeps 12
    • #142097
    $175 to $205 USD/night Credit Card Paypal Star Rating
    This home has three (3) king size beds which is unique for a 5 bedroom home. Also, there are two DOUBLE/FULL beds in one room (they are NOT twin beds).. Wireless High Speed internet with connected PC as well as FREE long distance calls to USA, Canada, Puerto Rico and most of Europe (UK, Italy, Spain, France and Ireland). There is also an automatic spa (one switch turns-on the heater and isolates the spa from the pool), TV's and ceiling fans in all bedrooms and a big-screen TV in the family room. Pool heat is free October through May. The pool is south facing. NEW: Free Level-2 Electric Car Charging. We recently installed a 240V/40A NEMA 14-50 outlet in the garage. The outlet is compatible with the Tesla UMC but requires an adapter for other EVs.
  • Beautiful Disney Villa

    Beautiful Disney Villa

    Kissimmee: Lindfields: Villa
    • 4 BDR
    • 2 BA
    • Sleeps 16
    • #229781
    $227 to $399 USD/night Credit Card Paypal Pet Friendly
    This villa in the Lindfields area of Kissimmee, Florida is a wonderful and well appointed 4 bedroom vacation villa, in a quiet community, just 4½ miles west of Disney World. Lindfields has some of Kissimmee's finest and most expensive homes. This sprawling, 3 neighborhood estate remains as a very desirable location to rent. This is a premium quality villa, offering great value for money, combined with a luxury and practicality for your family to enjoy . We are here to cater to you above and beyond a roof and simple amenities ...We strive to make YOUR vacation MEMORABLE. This 4 bed/2.5 bath fully furnished 2952 sq ft under AIR CONDITIONING with large pool. Home is 4 miles from Disney on a reserve protected by Florida. Pool is 22x 30Ft with water features and changing light features. 1.Master with en-suite walk in shower, separate tub ,double vanity with granite and access to pool lanai of over 2400 additional sqft. With fenced in backyard and King Custom Designed Bed. 2.2nd Bedroom with (2) Custom Headboard Full Bed (upstairs) 3. 3rd Bedroom with (2) Custom Headboard Full Bed (upstairs) 4. 4th Bedroom with (6) twin Bunk beds custom upholstered. 5 Converted Garage game room with Pool Table (Adult Size) , castle style with upholstered bunk beds sleeping (4) under AIR CONDITIONING/Heat . Laundry inside home with steam dry. Private south facing screened pool (non heated) ***24 hours advance notice of pool heating to meet satisfactory heating preferences hot tub part of pool as well. There are plenty of Extras Please just ask ...We will do OUR best to get you what you DESIRE MAX Accommodations for 15 people. Parking for max 2 cars driveway #1 and 2 Cars in street
  • 6 Bedroom,  5.5 Bathroom, Luxury Villa in the Terra Verde Resort and Spa

    6 Bedroom, 5.5 Bathroom

    Kissimmee: Terra Verde: Villa
    • 6 BDR
    • 6 BA
    • Sleeps 13
    • #72821
    $220 to $310 USD/night Paypal
    Our luxury 6 bedroom, 5.5 bath villa is located in the gated Terra Verde Resort and Spa. It contains all the comforts and amenities needed for an ideal vacation. Put your feet up, watch a movie, float in our PRIVATE pool, unwind in our spa, get competitive in our game room, or socialize with a drink at the Clubhouse Tiki Bar. Give yourself a workout in the gym. Going to Disney. Only a 10 Minute drive. Everything you need, awaits. The only thing missing is YOU... Tastefully decorated by a local Interior Designer taking comfort into consideration. We also provide a Pack and Play crib, Toddler Bed and High Chair for you little travelers. We also provide a BBQ and Free Wireless Internet.
  • Disney Contemporary-Pool-Extras

    Disney Contemporary-Pool

    Kissimmee: Lindfields: House
    • 3 BDR
    • 2 BA
    • Sleeps 12
    • #224112
    $122 to $235 USD/night Credit Card Paypal Pet Friendly Star Rating
    This 3 bed/2 bath fully furnished 1742 sq ft now under AIR CONDITIONING Home is 4 miles from Disney. 1.Master with en-suite shower and kING Custom Designed Bed. 2nd Bedroom with Custom Wingback Queen Bed 3rd Bedroom with 4 twin Bunk beds with shared bath. Also, All custom made furniture with (2) sleeper sofa beds. 4 room (GAME ROOM ) has two more additional sleeping areas that is fully AIR CONDITIONING with arcade unit Private south facing screened pool (non heated) ***24 hours advance notice of pool heating to meet satisfactory heating preferences separate 3 person hot tub Fenced in "L" Shaped yard area There are plenty of Extras Please just ask ...We will do OUR best to get you what you DESIRE.
  • 4br/3ba, Renovated, Executive Villa with Spa, Must See, 10 Min. From Disney

    4br/3ba, Renovated

    Kissimmee: Cumbrian Lakes: Villa in a gated community
    • 4 BDR
    • 4 BA
    • Sleeps 8
    • #207113
    $110 to $283 USD/night Paypal Star Rating
    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.
  • Great Townhouse on a Gated Resort with Fabulous Ameneties, Close to Disney

    Great Townhouse on a Gated

    Kissimmee: Paradise Palms: Townhouse in a gated community
    • 4 BDR
    • 3 BA
    • Sleeps 9
    • #241238
    $120 to $180 USD/night Credit Card Paypal Star Rating
    Welcome to our comfortable townhouse, sleeps 9 and has 3 bathrooms, each bedroom has a TV. The spacious kitchen is fully equipped with granite counters and looks out to a breakfast bar that seats 5 on stools and the dining area has seating for 6 - 7. The family room has a sectional sofa and an armchair to sit and relax and watch the large TV. There is free wifi in the villa.There is one bedroom downstairs with king size bed and adjoining bathroom. Upstairs has the other 3 bedrooms, the laundry room and 2 bathrooms including the en suite bathroom off the Master bedroom. Outside is the screened in pool which is South facing and can be heated in the cooler months and it has a privacy wall around it. There is a grill and patio dining furniture to enjoy eating Al Fresco. The resort has great amenities - a large pool with waterfalls and waterslides, a kiddie pool, Jacuzzis, a tikki bar, a clubhouse with a concierge desk, a fitness center and sauna tennis courts and a movie theater which shows movies regularly. Located just off highway 192 where there are lots of restaurants and stores and Disney is only a 10 minute drive.
  • Vacation Home at Disney

    Vacation Home at Disney

    Kissimmee: Paradise Palms: Townhouse in a gated community
    • 4 BDR
    • 3 BA
    • Sleeps 8
    • #229686
    $124 to $169 USD/night Credit Card Pet Friendly
    This will be your vacation home at Disney, the 1905 ft2 house is all you need to meet your expectations with safety and comfort. Located within a gated community with security and concierge 24 hours, the house is only 15 minutes (10 miles) from Disney and very close to all the parks and outlets !!

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 ...
Experience the difference, no waiting
 
Experience the difference, no waiting
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