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Kissimmee Vacation Rentals

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    Travellers to Kissimmee are booking January dates now. Secure your vacation rental today, and have the perfect trip.
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    ⭐MAGNIFICENT 7 Bed VILLA⭐Pool & Hot Tub/ Patio/ Wii/ Game Room/ Close to Disney!1 / 52
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    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Alberto Circle, Fun Vacation House with Pool1 / 14
    (10)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Enjoy the fabulous climate and amenities of the Central Florida area without breaking the bank. This is a 3 bedroom townhouse, fully air conditioned, with private pool, conveniently located in the recently completed BellaVida resort in Kissimmee. The property is ideally situated. A tranquil...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Great new townhouse 1 mile from Disney in Orlando1 / 75
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Unit 9 with MyOrlandoStay is one of our premier three bedroom homes personally decorated, furnished and setup by the owners of MyOrlandoStay. The home consists of 1 KING bed with attached bathroom, 1 QUEEN bed, 1 Kids bedroom with 2 twins and 1 bunk bed and Living Room with Sleeper Sofa. The home...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    5-bedroom suite, 6 bathrooms. Accommodates up to 10 guests comfortably and has a fully equipped kitchen. This townhome is equipped with high-speed wireless internet all throughout the unit, free of charge. **PLEASE NOTE: Summerville Resort is a BRAND NEW community, some parts of the resort are...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Our completely refurbished home is finished to the highest standard and features: Bright and spacious main level featuring 8 foot high doorways and venetian blinds on all windows and glass doors (including the front door for extra privacy). Formal sitting area with leather sofas. Dining area with a...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    This Villa has it all!! A beautiful 4 bed 4 bath villa within a short distance of all major Orlando attractions. Sleeps 8. Every bedroom has it’s own en-suite bathroom! Fully equipped games room featuring Pool & Air Hockey & Air Con. 30' x 15' Pool with spa overlooking the entire lake. Open Plan...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    7 Bedrooms, 8 Bathrooms, Sleeps 17 Quick View
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    When you've exhausted yourselves at the parks - take a day relaxing by your private, crystal clear pool. In the evenings, have fun with the family in the games room, or take some time to explore the clubhouse at the fabulous Sonoma Resort. Luxury Orlando vacation rental!Our fully furnished vacation...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 17
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
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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
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
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    GetDescriptionsPlainText: Error - The description is blank Additional amenities include: 1 king bed, 1 queen bed, two twin beds, paved parking, cd player, privacy fence surrounding pool, privacy fence, family room and living room, eat in kitchen and dining room, free calls, has pool.
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedroom, Beautiful, New, Windsor at West Side1 / 30
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 13 Quick View
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    • Children's Pool
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 13
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Floor Plan (Spencer) 2,382 sq ft. 2 story home with pool and spa (North facing pool) We invite you to enjoy our home on your next trip to Orlando. Absolutely perfect for family groups, this property features all the comforts of home and more! Book your vacation now at this beautiful home with pool...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    RVH_056 Golfers Delight1 / 27
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Property Reference # RVH_056 Stunning Views at Heritage Crossing - Re-Furnished 2016 - Spectacular Third Floor Condo This spectacular 3 bed, 2 bath 1,352 sq ft. condo located on the third floor has views of the magnificently maintained Legacy golf course designed by Arnold Palmer. The living area...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
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    The new Storey Lake resort is in one of the best locations of the city, just 10 minutes from Disney Parks, 5 minutes from Lake Buena Vista Outlet and convenient access to nearby shopping, dining and entertainment. The homes, from 4 to 6 bedrooms that can accommodate comfortably up to 12 people, are...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Welcome to this elegant, professionally decorated Orlando vacation pool home, located in the beautiful Windsor Palms Resort. This 5 bedroom, 3.5 bath home has a screened-in pool and spa. The fun game room has a pool table and foosball table. The living area is equipped with a 42'' big screen...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    6 Bedrooms, 5 Bathrooms, Welcome to the SINGLE FAMILY HOME of your dreams in Kissimmee!! This 6 bedroom and 5 bathroom rental home located in the Storey Lake Resort Community. The 6 bedrooms and 2 living rooms, all together with 8 LED TVs. The large kitchen is a chef’s dream to cook in, with...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 16
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Located within a central area of the stunning and exclusive Reunion Resort, this beautiful ground floor condo offers a fabulous opportunity to enjoy Orlando's prime vacation rental community at a fraction of the price of a private pool home. Decorated and furnished to a high standard, this...
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    Kissimmee, Central Florida 34747
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Come and stay in our lovely Florida holiday home located right on Disney's doorstep. It's located in the stunning Emerald Island resort, a prestigious gated community. It's beautifully decorated, with enough space to comfortably sleep 6 people. Our exceptional Florida holiday home is located...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Sun Lake Resortis a gated community located just 2 miles from Walt Disney World. This family oriented resort sits nestled just off Hwy 192 in Kissimmee, Florida and is one of the most desired tourist areas in the Orlando area. During your stay you will enjoy this well appointed condo that has been...
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    Kissimmee, Central Florida 34747
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    7 Bedrooms, 6 Bathrooms, Sleeps 18 Quick View
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    ACO PREMIUM – 7 Bd with Pool and Spa (1728) FANTASTIC SINGLE HOME WITH POOL AND SPA!!! Property Type: Single home with private pool Floor Area: 3565 sq ft Location: Golden Palms Resort, Kissimmee Disney Area You'll get the space you need to enjoy your vacation in this luxury home away from home....
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 18
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Vacation Villas Fantasy World Two is a resort that is aproximately 3 miles from Disney World and is near to many of the area attractions including Sea World, Universal Studios Florida and Downtown Disney. The suite has two bedrooms, 3 baths and Sleep 6 people. Units are furnished with kitchen,...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Downtown Kissimmee
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    The new Storey Lake resort is in one of the best locations of the city, just 10 minutes from Disney Parks, 5 minutes from Lake Buena Vista Outlet and convenient access to nearby shopping, dining and entertainment. The homes, from 4 to 6 bedrooms that can accommodate comfortably up to 12 people, are...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    This delightful 3 bedroom, 2 bath condo, with a conservation view, has all the comforts of home and is less than 15 minutes from Disney! From the moment you walk into the front door, you are taken over by the charms of this condo as you enter into the spacious living area. Also equipped with a...
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    Kissimmee, Central Florida 34746
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    The Paradise Home (4759) Orlando, Solterra slider slider slider slider slider slider slider slider slider slider slider slider slider slider slider slider slider slider slider slider slider slider slider...
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    Kissimmee, Central Florida 33837
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 11
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    AFFORDABLE LUXURY- Deal directly with the owner and $ave! Located only 4 miles from Disney, and close to many golf courses. Our nicely equipped home is a surprisingly affordable alternative to a cramped condo or hotel room. Relax by the pool in your own private retreat after a long day at the Theme...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Welcome to Bella Vida Resort. Bella Vida is a gated community with a clubhouse. Our home has a screened private pool and free Wi-Fi. Walt Disney World Resort is 12 minutes away. The clubhouse features a fitness center, outdoor pool, and business center, which are available to all guests at Bella...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    This Veranda Palms home is 1567 sqft and has been professionally furnished. There are two tastefully appointed Master bedroom suites, both with private baths and flat panel TVs. The beds in these spacious suites are a king size and one is a queen. Kids and adults alike will like the third and...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    HUGE pool! This vacation home has a pool that is double the size of most pool homes. Large tropical pool deck and spa also. Heat optional for $30/night. Two story home with all 3 bedrooms on the top floor along with 2 full baths and a den area. The main floor with spacious fully equipped kitchen...
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    Kissimmee, Central Florida 34758
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Saddlebrook Interior Unit 1390 sq.ft., 3 bed 3 bath townehome w/ east facing splash pool. Bedding consists of 1K, 1Q and 2 twins. Sofa Bed, 3 tv's- 1 36' home theater, 1- 19', 2 - 13', play station II Windsor Hills, Orlando Resort offers a variety of recreation activities for all ages including...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    6 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Executive villa perfectly located in the prestigious Windsor Palms luxury estates, just 3 miles from Disney's gates! Transform your vacation from the ordinary to the extraordinary with the elegant and spacious villa with a luxury pool and spa - and no other houses facing it directly. Our home...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 10
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    8 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    PLEASE NOTE: PROFESSIONAL IMAGES OF THIS BRAND NEW HOME WILL BE POSTED UPON CONSTRUCTION COMPLETION, ONCE HOME IS FURNISHED, SOON. Bella Vida - Kissimmee, Florida is an upscale gated community located just 7 miles from Walt Disney World. This luxury resort sits nestled just off Hwy 192 in...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 8 Bedrooms, 5 Bathrooms, Sleeps 16
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    6 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    The excitement of Disney World, Universal Studios and Sea World as well as upscale brand outlets, Malls and numerous championship golf courses are only minutes away. Sonoma offers exceptional amenities to include luxury clubhouse and cabanas, resort-style pool, tennis, basketball volleyball courts,...
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    Kissimmee, Central Florida 34741
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 13
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Guests will stay busy with a choice of 3 outdoor swimming pools, lighted basketball court, 5 lighted tennis courts, shuffle- board, and the newest amenity- Water Wars. There is a daily list of scheduled events for all ages. Please see the Activities Department for a list of activities. You can use...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    This beautiful 3 bedroom/ 2.5 bath condo is located in the gated community of Oakwater, located 1.5 miles from Disney. Condo consists of one king bed, one queen bed, two twin beds, game cube, Internet access, and a fully equipped kitchen. The unit can accommodate up to 6 people. - Nearest Resort...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Windsor Hills luxury 6 Bed Pool house/WIFI/1.5 mile to Disney1 / 29
    (2)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 15 Quick View
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    Disney Dream Vacation Villa is located in the #1 rated upscale five-stars Windsor Hills Resort at the doorstep of Disney world. This property was just thoroughly renovated. Web photos here won't be able to show all the beautiful arts. You will be impressed that every wall, every corner and every...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 15
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    From $75/nt,Near Disney,Seaworld,Convention Center,4br/3ba townhome With HotTub1 / 30
    (19)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Welcome to the beautiful coral cay resort ! It is one of the most popular resort destinations in the Kissimee/Orlando area for its proximity to theme parks and other major attractions. Situated 6 miles from Disney,1 mile to walmart and target, 8 miles to seaworld and convention center. This 1500...
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    Kissimmee, Central Florida 34746
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    1BR Kissimmee Apt for 6 w/Pool & Wifi Near Disney1 / 24
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Newly renovated, this 1-bedroom, 1-bathroom vacation rental condo in Kissimmee, Florida guarantees the ultimate vacation for you and your loved ones! With enough space to comfortably sleep 6 (4 adults, 2 children) and a selection of community amenities including a pool, game room and spa, there is...
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    Kissimmee, Central Florida 34747
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Storey Lake - Kissimmee is a brand new luxurious vacation community located just 4 miles to the magical world of Disney and just minutes to Universal, Sea World and the many water parks in the area. Central Florida is also home to some of the nation's top-rated golf courses and many are within a...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    To do the 3D VIRTUAL TOUR please open the following link: https://my.**************/show/?m=4ZNqUg9rpfx (Use your keyboard arrows to navegate through the property) ACO FUN – 3 bd Townhome (1514) LOVELY, MODERN, PERFECT LOCATION!! Property Type: Townhome Floor Area: 1800 sq ft Location: Lucaya...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Star Island Resort and Club From the moment, you drive across the lion's head bridge you'll be making lasting family memories. Located on Lake Cecile, Star Island has enough to keep you busy without having to leave the resort. Soak up the sun, unwind with a cocktail at the gorgeous waterfall pool...
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    Kissimmee, Central Florida 34746
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Our villas are part of the Westgate Vacation Villas Resort & Spa, located just minutes from the main entrance to Walt Disney and other theme parks an recreations. We are owners of 6 units in total, all of them are available for different weeks: January 1st - 7th March 1st - 7th November 7th - 13th...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Vacation Village at Parkway is the home base for your sun-drenched Florida vacation. The resort boasts all the comforts you'd want in a deluxe suite accommodation and then some! The resort offers 6 swimming pool to cool off after a day at the exciting local attractions, a picnic area for a breezy...
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    Kissimmee, Central Florida 34747
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Westgate Vacation Villas offers the finest in luxury accommodations just minutes from the main entrance to Walt Disney World® Resort and within close proximity to Universal Orlando® Resort and SeaWorld® Orlando. With more than 2,800 luxury villas, ranging from efficiencies to five-bedroom villas,...
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    Kissimmee, Central Florida 34747
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    • Private Garden
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    Emerald Island House Rental Photos and Description Hi speed internet,Pool/Spa ext/decking,GamesRoom,themed bedrooms,free usa calls Emerald Island Resort, This prestigious, 5 star, 24 hour manned, gated community, set in 11 acres on a conservation area. Resort community amenities: gated entryway,...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Brand new holiday home beautifully decorated, very well located, situated in the gated community Compass Bay. The property is a towhouse composed of 4 rooms and 2 suites (one king, one queen, two with full and twin bunk bed), large living room with two rooms, kitchen, patio with chairs and...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Enjoy the view from this apartment at Cane Island Resort. An elevator offers easy access to your very own island oasis in Kissimmee. With 1560 square feet of vacation living space, this condo boasts four spacious bedrooms and two bathrooms. The master bedroom features a luxurious king sized bed,...
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    Kissimmee, Central Florida 34746
    Condo/Apartment - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    If you're looking for a quiet getaway then this vacation property is just what you are looking for, small and cosy this older style floridian property is just what you need. It has a fully equipped kitchen with a small dining area perfect for morning coffee plus another dining area great for...
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    Kissimmee, Central Florida 34743
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 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 Relax and take in all of the amenities that this estate Tommy Bahama style vacation home has...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Home Features :6 Bedrooms5 BathsFully Equipped KitchenPrivate Screened Pool with LanaiWireless InternetFull Size Washer/DryerDishwasherCentral AirDVD PlayerTowels and Bed LinensTelephone with Free Local Calls55 T.V. in Living Room with BlueRay and 65 T.V. in LoftAll Bedrooms Have Flat Pannel...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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