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Kissimmee Vacation Rentals

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    Travelers to Kissimmee are booking December dates now. Secure your vacation rental today, and have the perfect trip.
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Formosa Garden Spectacular Lake Villa, 44x23ft Pool / 9ft Spa1 / 24
    (1)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    1 Bed Resort Suite #1  - ONLY 2 Miles from Disney1 / 6
    (5)Very good
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    GetDescriptionsPlainText: Error - The description is blank Additional amenities include: has pool, TV in every bedroom.
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    Kissimmee, Central Florida 34747
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    10 Bedrooms, 10 Bathrooms, Sleeps 22 Quick View
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    Overview This stunning 10 bedroom villa is the perfect option for families wanting a memorable stay in Orlando! It is located at the Encore Club which includes fabulous amenities such as an aqua park and clubhouse as well as it is less than ten minutes to the happiest place on earth! Sleeping up to...
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    Kissimmee, Central Florida 34747
    Condo/Apartment - 10 Bedrooms, 10 Bathrooms, Sleeps 22
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Overview Positioned about 6 miles away from Walt Disney World, this two-story 5 bedroom villa is the perfect choice for families wanting a memorable Orlando vacation. With this home, you will find spacious living quarters as well as a cozy and comfortable feel, like your home away from home. It...
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    Kissimmee, Central Florida 34747
    Condo/Apartment - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Legacy Dunes Resort is an award winning 4 star vacation rental home property located just 4 miles from Walt Disney World in Kissimmee, Florida. Easy access to all restaurants, shopping, theme parks, etc, yet set back off the main road in a peaceful tropical setting. One Bedroom Condo Ground Floor...
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    Kissimmee, Central Florida 34747
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Patio
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    • Private Outdoor Pool (Unheated)
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Spacious 2 bedroom Orlando vacation Townhomes at Mango Key Resort complex near Disney. Mango Key Townhome resort enjoys a quiet, peaceful location in the popular Lindfields subdivision in Kissimmee, Florida less than 5 miles from Disney and is close to all the other major attractions. Driving time...
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    Kissimmee, Central Florida 34747
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedroom 3 Bathroom Town House in Paradise Palms. 8924CUBA1 / 23
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Satellite TV
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    Beautifully and professionally furnished 2-Story town home with a screened private pool and covered lanai. Come home from an exciting day at the attractions and hang out by the pool to relax and watch the kids splash around. BEDROOMS A master bedroom is located upstairs featuring a king-sized bed...
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    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    SunLake 3117A Luxury condo one mile from Disney1 / 17
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Situated on the first floor this middle unit luxury condo is in the tranquil setting of Sun Lake. Sun Lake Condos are located close to the well known Formosa Gardens. There has been no expense spared in making this a dream vacation home, furnished with all the new decor of 2013. This suberb...
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    Kissimmee, Central Florida 34747
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
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    SEVEN DWARFS LANE RESORT 4 BEDROOM TOWNHOUSE - Only 5 miles to Disney! Sweet Home Vacation presents one of the most beloved resorts around Disney World; Seven Dwarfs Lane. This Mickey Fun House is inside the upscale Villa at Seven Dwarfs Lane Resort. At just 5 miles to Disney, its proximity to...
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    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    This beautiful townhome is located in Storey Lake. This home-away-from-home easily accommodates up to 8 guests, with 4 bedrooms and 3 bathrooms. There is one king bedroom suite, one queen, one bedroom with two twins and another bedroom with 2 full size beds. These rooms are all spacious and...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Waterfront
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    Going to Orlando and looking for a clean and comfortable place to vacation? Here you go! This immaculately clean townhouse has been professionally decorated and well appointed for a vacationing family or group looking for comfortable lodging in the Orlando area. Situated in the gated resort...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    8 Bedrooms, 6 Bathrooms, Sleeps 20 Quick View
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    Windsor at Westside Villa Rental Photos and Description 8 Bedrooms, 6 Baths, 4200sqft Luxurious Living Space, Games Room, Pool/Spa +more This 4200sq/ft villa includes the following amenities: - 8 Luxurious Bedrooms (3 King Rooms suites, 2 Queen, and 2 Twins Room and 1 Bunk Room) - 6 Full...
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    Kissimmee, Central Florida 34747
    Rental Home - 8 Bedrooms, 6 Bathrooms, Sleeps 20
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Outfitted with top of the line amenities, they feature flat screen televisions with DVD/CD players, gourmet kitchens with granite countertops and stainless steel appliances, spacious living areas perfect for lounging or entertaining, elegant dining areas and a private walk-out balcony that...
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    Kissimmee, Central Florida 34747
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    8 Bedrooms, 10 Bathrooms, Sleeps 20 Quick View
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    “Picture You and Your Family Renting this Beautiful 8 bedroom Vacation Rental with private pool and spa, located on the prestigious Reunion Resort, located 10 minutes from Disney World' New home finished 2016 Set in a prime location in the most beautiful area of Reunion Resort, this stunning 8...
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    Kissimmee, Central Florida 34747
    Rental Home - 8 Bedrooms, 10 Bathrooms, Sleeps 20
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    There s never a shortage of fun things to do while staying at Coral Cay Resort when you have such a wide variety of minor as well as major attractions to choose from throughout the Orlando area You can start your vacation off with a visit to Old Town Kissimmee where you and the kids will experience...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Enjoy this luxurious 5 bedroom 3.5 bathroom property today!! This is the ideal property in proximity to all major attractions, being only 5 minutes from Disney!!! Perfect for group getaways and big/multiple family vacations! With nearly 2800 total sq ft, this gorgeous home comes fully furnished and...
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    Kissimmee, Central Florida 34747
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Haley's Florida Condo1 / 7
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Condo located in Royal Palm Bay Condominimums, just a few miles from Disney and other major attractions! Located in a quiet setting, features a community poolhouse with an exercise room, a sauna, pool, and other amenities. There are also playgrounds for children. The condo itself features two...
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    Kissimmee, Central Florida 32747
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    8 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Private Outdoor Pool (Heated)
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    Top Villas does vacation rentals differently. Book with us and youll get the best homes, at the best prices, from people who really care. Best rate guarantee | Tailor-made service | 24/7 guest support Special Offer! Book today to enjoy exclusive extras unique to Top Villas! Free transfers to...
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    Kissimmee, Central Florida 34747
    Rental Home - 8 Bedrooms, 5 Bathrooms, Sleeps 16
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    This two story three bedroom two and a half bathroom townhome is located in Regal Oaks: the perfect location for your next Orlando getaway. Situated right behind Old Town with Fun Spot right next door, entertainment abounds. Take a stroll down the brick lined street of Old Town and wander into one...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Kissimmee, Central Florida 34747
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    This comfortable private home is situated on a cul-de-sac in a nice neighborhood (Lindfields) in Orlando/Kissimmee Florida just five miles from Disney World. The house is fully furnished with three bedrooms, two bathrooms, and a spacious living room with an adjacent fully-equipped kitchen. The...
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    Kissimmee, Central Florida 34747
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    4 Bedroom, 3.5 Bathroom Sleeps 8 people Master 1 with En-suite Bathroom: Queen Size Bed Master 2 with En-suite Bathroom: Queen Size Bed Bedroom 3: 2 X Twin Size Beds Bedroom 4: 2 X Twin Size Beds If you wish to bring pets with you, please contact the property manager for a pet cleaning fee quote....
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Experience what truly spacious accommodations are all about. Not only will you have separate bedrooms, but you'll appreciate the tremendous added convenience of two full baths, a complete kitchen, in-unit laundry and so much more. Let us welcome you to Orlando.Perfect for the budget-minded, this...
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    Kissimmee, Central Florida 34747
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Veranda Palms Resort-Kissimmee, Florida is an upscale gated community located just 5 miles from Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida and has quickly become one of the most desired resorts in the Orlando area. During your stay you will enjoy this well...
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    Kissimmee, Central Florida 34746
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Please send us an enquiry BEFORE making a reservation as availability often changes (and occasionally we can offer you a better rate). A stunning, larger than average, 6 Bed 3.5 Bathroom villa with a fantastic private pool. This villa is located in the 5 stars resort of Lake Berkley. The villa is...
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    Kissimmee, Central Florida 34746
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Everything about this home, both inside and out, seems to sparkle. Off- white, touches of blue, use of pastel and muted colors along with lavish splashes of stark white add up to a spectacular décor. The fully equipped kitchen is furnished with shiny black appliances, mellow wood cabinets and...
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    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Secure Parking
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    Close to Disney, Seaworld, Universal Studio. Private heated Pool/Spa with a new pool heater. Four bedrooms with two en-suite king masters, new elegant furniture and stainless steel appliances, free WiFi, unlimited USA calling, large HDTV, children-friendly, club house, 5-star resort. We are the...
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    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    This townhome with 3 bedrooms and 2/5 bathrooms, is located in the attractive gated community, Compass Bay, only few min. from Disney. Nearby are also restaurants, shopping outlets, golf courses and a Walmart-store. The house is elegantly furnished, with all the kitchen- equipment you need;...
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    Kissimmee, Central Florida 34746
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Amazing 6 Bed, 5 Bath Villa with Pool and Spa, on a Guarded Resort. This is a beautiful 6 Bed, 5 Bath home with private Pool and Spa located on the popular Resort community of Trafalgar Village, which is located near to highway 192 , Walmart, restaurants and just 30 minutes to the Disney Parks. The...
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    Kissimmee, Central Florida 34758
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Children's Pool
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    FREE cancellation up to 32 days before check in(*). No security deposit required at check in(*) A beautiful spacious condo, this 3 bedroom, 2.5 bathrooms with, full Kitchen and dining is only a half-mile from Disney. The patio area over looks the lake for a great evening view. (*) You can cancel...
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    Kissimmee, Central Florida 34747
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    LOVELY VILLA AT THE BEST LOCATION!! Property Type: Villa, second unit floor Floor Area: 1503 sq ft Location: Runaway Resort, Kissimmee, Disney Area Only a few short miles from all the Orlando attractions this home is the perfect choice for your Orlando area vacation. With 2 bedrooms and 2 bathrooms...
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    Kissimmee, Central Florida 34746
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Enjoy this beautifully spacious 4 bedroom and 3 bathroom Townhouse at the gated resort of Seven Dwarfs is the perfect get-away for your next vacation! This is a great home for a large family group since it can accommodate up to 12 if you include the sofa bed. This home is completely equipped with...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    > Brand new and beautifully decorated > 4 bedroom Pool Home located in Veranda Palms, Kissimmee, FL.  > Only a few minutes from Disney World and other Central Florida attractions. > 15 World Class Golf courses within a 20 minute radius! > Fine dining. > World Class Shopping. This...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • 4 Bedroom townhome in Bella Vida • 3 Bathrooms • Home includes 1 suite • Two story home • Splash Pool with screened area • Flat Screen TV in living room and all bedrooms • Washer and Dryer located in the home • Kitchen is fully equipped for your cooking needs Additional amenities include: has...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Top Villas does vacation rentals differently. Book with us and youll get the best homes, at the best prices, from people who really care. Best rate guarantee | Tailor-made service | 24/7 guest support Key features 6 bedrooms 6.5 bathrooms Sleeps 12 Private pool Game room Access to resort...
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    Kissimmee, Central Florida 34747
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Location Information
    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Yard
    • Satellite TV
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
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    Beautiful 4 bedroom 3 bath, pool home. Open floor plan with plenty of light. Game room in the garage. 2 master suites. Front bedroom with bunk beds with a full bed on the bottom and twin on top. Pool area has plenty of seating. There is also a kiddie pool attached to the pool. Close to all...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
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    • Hot Tub
    • Private Outdoor Pool (Unheated)
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    Kissimmee, Central Florida 34747
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    ⭐AFFORDABLE HOME⭐BABY-Friendly/ Private Hot Tub/ Game Room/ Wii/ 10min to Disney1 / 45
    (1)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Satellite TV
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    CORAL CAY RESORT 4 BEDROOM TOWNHOUSE - Only 6 miles from Disney! Sweet Home Vacation presents one of the most beloved resorts around Disney World; Coral Cay Resort. This resort is very accommodating to families, with unexpected extras like a separate splash pool for the younger ones in addition to...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    7 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    • Wi-Fi
    • Private Yard
    • Private Outdoor Pool (Heated)
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    Pet friendly
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    Smoking allowed
    About this property
    Fantastic and Delightful, A Tropical Delight -close To Disney/WiFi/sleeps 18 Property type Brand New Vacation Home -Villa purchased 06/2017 Floor plan (sq. ft.) 3281 Bedrooms 7 Bathrooms 5.5 Sleeps 18 Community Windsor Westside Check-in time 4:00 pm Check-out time 10:00 am This remarkable...
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    Kissimmee, Central Florida 34747
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 18
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Balcony
    • Washer
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Satellite TV
    • Patio
    • Air Conditioning
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Single-level, luxury home is situated in a quiet neighborhood, and features four beautifully decorated bedrooms, two full bathrooms, a fully-equipped kitchen, formal dining room, and a private screened pool with a large deck overlooking a conservation wildlife area. Relax to a beautiful view with...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Washer
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    Pet friendly
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    Smoking allowed
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    Kissimmee, Central Florida 34747
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Legacy Vacation Club Orlando - Spas -1 / 3
    (3)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    February 15-22, 2014 (President's week) Vacation in the heart of Central Florida’s most famous vacation destination – Orlando! Legacy Vacation Club Orlando located in Kissimmee, Florida puts all the magic, sun and fun virtually on your doorstep. You’re just minutes from the Walt Disney World® and...
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    Kissimmee, Central Florida 34746
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    8 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
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    The Retreat at Champions Gate - Kissimmee, Florida is a new upscale gated resort community located just 8 miles from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida and will quickly become one of the most desired locations in the Orlando area. During your stay you...
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    Kissimmee, Central Florida 33896
    Rental Home - 8 Bedrooms, 5 Bathrooms, Sleeps 16
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    South Facing, Conservation view pool home1 / 14
    (2)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    A 5* villa on a 5* star resort. Windsor Palms is just off Highway 192, less than 4 miles from Disney and is a gated community with 24-hour guard at the gate and FREE unlimited use of the on-site facilities including gym, large swimming pool, cinema, tennis, basketball, volley ball, games room...
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    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Internet Access
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    About this property
    Welcome to Windsor Hills. When you come to sunny central Florida, be sure to stay in this magnificent home. This opulent 6 bedroom, 4 bathroom home is what vacation is all about. As a part of the Grand Collection, this home is top of the line in luxury. Grand Collection means that professionals...
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    Kissimmee, Central Florida 34747
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    Kissimmee Flight and Weather Info
    Airports nearby (1)
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    MCO
    Orlando Intl Airport
    10.4 miles from Kissimmee
    Low airfares recently found by TripAdvisor travelers
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    November
    68° 48°
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    • Local time: 09:04 PM (EDT)
    • Peak travel: March - April
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