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Holiday Rentals in Kissimmee, FL

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    All 3,251 Rentals in Kissimmee
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    Travellers to Kissimmee are booking July dates now. Secure your holiday home today, and have the perfect trip.
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    ₹8,208
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    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    3 Bedrooms / 1 Bathroom / Sleeps 6
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    Windsor Palms is one of the most sought after communities in Central Florida and offers an array of community facilities which are the envy of many other resorts This home has been furnished in a stylish contemporary style and offers a wealth of features to ensure that your next Florida vacation is... View all property information
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    Kissimmee, Central Florida 34747
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    1 Bedroom / 1 Bathroom / Sleeps 4
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    I own unit 262 at the Heritage Park Inn. The unit has two queen beds, small refrigerator and microwave. There is free wifi and breakfast included. The property has a restaurant and laundry facilities on site. Small pets are allowed. This is a NON SMOKING room. This property is essentially a... View all property information
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    Kissimmee, Central Florida 34744
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    ₹7,317
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    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    About this property
    Property Ref RVH_169 2nd Floor Condo With Amazing Sunset Views From the Balcony Located in the upscale Reunion Resort community of The Villas North with partial views of the Independence golf course designed by Tom Watson, this wonderful 2nd floor 3 bedroom vacation condo is close to Reunion's... View all property information
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    Kissimmee, Central Florida 34747
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    ₹4,772
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    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    3 BR private pool home close to Disney! WiFi Buena Ventura Lakes is a lovely, secluded neighborhood in Kissimmee, Florida and is perfectly placed for the shops, restaurants, fun and attractions that Orlando has to offer. With 3 bedrooms and 2 bathrooms, this fully air-conditioned, family friendly... View all property information
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    Kissimmee, Central Florida 34743
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    ₹6,999
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    1 / 19
    3 Bedrooms / 2 Bathrooms / Sleeps 7
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    • Ping Pong Table
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    About this property
    This newly remodeled 3 Bedroom, 2 Bath Villa Home is located in the quite, secluded and secure area of Allmanda Grace at Crescent Lakes, one of the finest and most well respected vacation villa areas in the entire Orlando area. In addition our villa is 100% owned, free and clear from any Bank... View all property information
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    Kissimmee, Central Florida 34758
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    ₹7,954
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    1 / 21
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    About this property
    Property Reference # RVH_134 This 3 bed condo is located in The Villas South at Cabana Court close to the heart of Reunion Resort with views of the Tom Watson designed golf course. This large 1,630 sq ft luxury vacation condo is located on the second floor. This condo is located in Building... View all property information
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    Kissimmee, Central Florida 34747
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    ₹8,272
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    5 Bedrooms / 4 Bathrooms / Sleeps 12
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    About this property
    Beautiful vacation rental home in Kissimmee with 5 bedrooms/3.5 baths. Private Pool & Spa with Lanai, a lovely conservation view & additional deck toilet. BBQ Grill. Cable TV/DVD/CD Stereo, X-Box & Games Room with Pool Table & Foosball, Wireless Internet. Home equipped with Security Alarm System &... View all property information
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    Kissimmee, Central Florida 34746
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    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    About this property
    Our beautiful villa occupies a large corner plot in this most prestigious area of Orlando It is our home in the Sunshine State so naturally has all the comforts amenities you would expect to be in your own home including those extras like hair dryers in all bathrooms a teapot for us Brits There are... View all property information
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    Kissimmee, Central Florida 34747
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    ₹11,390
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    6 Bedrooms / 5 Bathrooms / Sleeps 14
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    About this property
    This spacious home is located at Seasons, off of Highway 192 in Kissimmee and just 15 Minutes from Walt Disney World Resort. A blend of neutral carpets, cool ceramic tile, and sumptuous furnishings create a luxurious, relaxing ambience. Separate open plan living areas offer a formal lounge,... View all property information
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    Kissimmee, Central Florida 34746
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    ₹5,090
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    This resort includes gated entry, 4 x SWIMMING POOLS, spacious club house with recreation center / games room, fitness room, internet access, seating & conference facilities, large screen T.V lounge & movie room. Other resort features include a Large Community Swimming Pool with wrap around... View all property information
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    Kissimmee, Central Florida 34741
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    ₹10,626
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    1 / 37
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Located in Kissimmee Florida! Guard Gated Venetian Bay Community! Featuring two story condominium with three bedroom and two baths. Covered front entry way and neutral exterior paint. Open assigned parking. Ceramic tile and carpet flooring. Floor plan includes great room with living and dining... View all property information
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    Kissimmee, Central Florida 34741
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    1 / 24
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    About this property
    This sumptuously furnished pool home has been equipped to the owners exacting standards. The property is a true home away from home and far more than a vacation rental. Seasons offers the perfect sanctuary after a busy day at the parks or on the golf course. Yes, despite the tranquil surroundings,... View all property information
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    Kissimmee, Central Florida 34746
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    5 Bedrooms / 4 Bathrooms / Sleeps 10
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    About this property
    This spacious five bedroom home is located at Seasons, off of Highway 192 in Kissimmee and just 15 Minutes from Walt Disney World Resort. A blend of carpet, cool ceramic tile, and leather furnishings create a luxurious, relaxing ambience. The property offers open plan living and bedrooms on both... View all property information
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    Kissimmee, Central Florida 34746
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    ₹7,126
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    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    About this property
    Enjoy your vacation or business trip in this tastefully, richly decorated 3 bedroom/2 bath /1 car garage condo (2nd floor Gardenia plan) of 1,475 sq ft. Feel at home in a fully equipped kitchen with brand new appliances. The condo is located in a quite part of the gated contemporary themed,... View all property information
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    Kissimmee, Central Florida
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    ₹126,941
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    2 Bedrooms / 2 Bathrooms / Sleeps 8
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    About this property
    Rooms open to furnished balconies or patios. The air-conditioned guestrooms at Vacation Village at Parkway include safes and coffee/tea makers. Wireless high-speed Internet access (surcharge) is provided. Televisions are equipped with DVD players. All accommodations provide phones along with free... View all property information
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    Kissimmee, Central Florida 34747
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    ₹11,453
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    1 / 52
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    About this property
    PARADISE PALMS RESORT ORLANDO - YOU SHOULD BE HERE NOW! ---- YOU CAN BOOK THIS PROPERTY ONLINE - www.apexvacationhomes.com ------- or call 407-749-6373 Located in a gated community with 24 hour manned security, 7 miles from Walt Disney World ®Resort and 12 miles from the Universal Studios - Very... View all property information
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    Kissimmee, Central Florida 34747
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    ₹47,149
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    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    About this property
    We have the ideal location for a holiday close to the fabulous Central Florida attractions - including Walt Disney World, Universal and Sea World. With 4 bedrooms and plenty of space, the Indian Ridge Villa is ideal for small families, large families or two families sharing - for 2 to 8 guests.... View all property information
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    Kissimmee, Central Florida 34747
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    7 Bedrooms / 6 Bathrooms / Sleeps 15
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    Seven bedroom/five bathroom executive home! Minutes from Walt Disney World in the Cumbrian Lakes subdivision in Kissimmee! Exclusive Gated Subdivision! South-facing pool area is not overlooked! Our house features three master suites with king beds, a fourth bedroom with a queen bed, two... View all property information
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    Kissimmee, Central Florida 34746
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    ₹15,907
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    2 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Ping Pong Table
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    • x
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    About this property
    two bedroom villa sleeps up to 8 with 1,552 square feet of living space. The master bedroom includes a king bed with adjoining master bath featuring a whirlpool tub, dual vanity and separate shower. The guest bedroom includes two queen beds and an adjacent full-sized bath. The open living area... View all property information
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    Kissimmee, Central Florida 34747
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    ₹10,117
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    1 / 9
    2 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Balcony
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    • Satellite TV
    • Sauna
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    About this property
    Great value! Great Location! Great Amenities and services to the luxurious accommodation within minutes from the Walt Disney Worlds Resorts within close proximity to Universal Orlando Resort and Sea Worlkd Orlando and Disney Animal Kingdom. Don't miss it! Award Winning Orlando Vacation Villas!... View all property information
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    Kissimmee, Central Florida 34747
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    ₹12,026
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Pool Table
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    • x
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    About this property
    Spacious and luxurious 2 and 3 bedroom villas located in heart of central Florida. Enjoy the excitement of Disney World, Sea World, Universal Studios, and more, or just relax in resorts jacuzzi/ swimming pools, fishing/boating, mini-golf, dining/shopping.. (too many amenities to mention).... View all property information
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    Kissimmee, Central Florida 32819
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    1 / 6
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • x
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    • x
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    About this property
    Everyone can enjoy the swimming pools, tennis courts, shuffleboard, basketball courts, horseshoe, and lake stocked for fishing. Kids will love the children's pool, playground, and mushroom-shaped pool fountain. Relax in the whirlpool/hot tub and take a break at the on-site gym. Additional amenities... View all property information
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    Kissimmee, Central Florida 34744
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    ₹6,299
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    1 / 10
    3 Bedrooms / 4 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Hot Tub
    • Shared Indoor Pool
    • Wi-Fi
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    • Pets allowed
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    • x
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    About this property
    Beautiful 3 bedroom condo located in the very popular 5 Star gated Community of Windsor Hills. You would not find a nicer community anywhere! Windsor Hills is a unique vacation home rental community that your family will enjoy time and time again. Some of the magnificent features of this 24-hour... View all property information
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    Kissimmee, Central Florida 34747
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    ₹6,936
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    1 / 27
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Water Views
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    About this property
    Private Pool. Fantastic Lake View. Free WiFi. PlayStation 2. Theme Parks All Around! Tennis Courts, Nature Trail, Lakes and Mini Beach on Site! Simply one of the very best homes available in the gated community of Lake Berkley. You can enjoy views of the lake while sitting out on the patio... View all property information
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    Kissimmee, Central Florida 34746
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    ₹9,672
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    4 Bedrooms / 4 Bathrooms / Sleeps 10
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    • x
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    About this property
    Cumbrian Lakes is located just minutes away from Walt Disney World and other Orlando attractions. Are you too tired to spend another day out enjoying Orlando attractions? No problem. Your home away from home features a covered patio pool area furnished with sun loungers for sunbathing also has... View all property information
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    Kissimmee, Central Florida 34746
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    ₹6,299
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    1 / 39
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Satellite TV
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    • x
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    About this property
    Beds: 3 Baths: 2 Sleeps: 6 King: 1 (Master) Queen: 1 Twin Beds: 1 Free Wireless High Speed Internet Very Close to all the superb Resort ameneties. Fully Screened in Balcony, Privately Enclosed. Conservation view. Air Conditioning Laundry Room TV/DVD in every room 1.5 miles to Walt Disney World... View all property information
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    Kissimmee, Central Florida 34747
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    1 / 41
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    About this property
    This beautiful & relaxing 4 bed, 3 1/2 bath, fully furnished town home with a full size kitchen is the place for your next vacation that will also fit your budget! There is a master bedroom downstairs with a king size bed, there is also a master bedroom upstairs with a King size bed. Another... View all property information
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    Kissimmee, Central Florida 34744
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    ₹12,726
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    2 Bedrooms / 3 Bathrooms / Sleeps 8
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    About this property
    •Decorated two bedrooms suites, three baths condo offers spaciouness for your confortable and relaxing stay in Orlando area. Can accomodate 4 to 8 guests. Featuring equiped gourmet kitchen, with dining area, living room with color TV, WiFi and private terracesL ocated one mile from Disney World... View all property information
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    Kissimmee, Central Florida 34747
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    ₹6,363
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    2 Bedrooms / 3 Bathrooms / Sleeps 4
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    Newly furnished, renovated 2bdrm timeshare available for rent Aug 10-17, 2013. We can no longer use our reservation to take our kids to Disney World due to circumstances beyond our control. View all property information
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    Kissimmee, Central Florida 34747
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    ₹7,317
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    1 / 18
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Balcony
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    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • x
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    About this property
    Property Ref: RVH_138 This large 1,630 sq. ft 3 bed, 3 bath condo is located in The Villas South at Cabana Court close to the heart of Reunion Resort. Located on the third floor and only 150 yards from the Cabana Court pool! This condo is located in Building C. If you are traveling with... View all property information
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    Kissimmee, Central Florida 34747
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    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Hot Tub
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    • Pool Table
    • Private Outdoor...
    • Safe
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    About this property
    Stunning 4 bedroom 3 bathroom villa with luxury contemporary furnishings and 2 master suites. Huge private, west facing 30' x 15' heated pool and spa with no rear neighbours. Games room with 7ft Pool Table & 7ft Air Hockey Table, secure wireless internet. Living room, formal dining room. Family... View all property information
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    Kissimmee, Central Florida 34746
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    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Satellite TV
    • Shared Outdoor Pool...
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    • x
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    • x
    About this property
    This beautiful vacation home is located in Windsor Hills. This community is literally only 5 minutes away from Disney! Included in this lovely community is a double olympic swimming pool with a waterpark quality slide, spa, fountains and a toddler area for small children to play safely. The Windsor... View all property information
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    Kissimmee, Central Florida 34747
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    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Water Views
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    • Pets allowed
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    • x
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    About this property
    'ENCANTADA RESORT' beautiful and well maintained 3BR 2.5BA Town Home with small private pool overlooking the lake with a meandering walkway around the lake for those romantic hand holding strolls. This spacious town home boasts a tastefully decorated queen master bed room with a private en suite... View all property information
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    Kissimmee, Central Florida 34747 3021
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    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Balcony
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    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    About this property
    Luxury 4 bedroom detached family home with pool occupying a very large, private plot on a quiet culdesac offering lots of indoor and outdoor space. The property is situated on a retention lake, the large garden and lakeside position providing privacy on all sides for those long days and evenings... View all property information
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    Kissimmee, Central Florida 34758
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    ₹5,345
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    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Balcony
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    • Gym
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    • Private Outdoor...
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    • Pets allowed
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    • x
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    About this property
    The Camelia vacation home is a cozy luxury 2 bedroom condo located in Oakwater Resort. It is professionally decorated with brand new furniture in 2013. This condo features one Master bedroom with a Queen size bed, and 2nd bedroom with two twin size beds. The kitchen and the dining room are fully... View all property information
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    Kissimmee, Central Florida 34747
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    ₹10,499
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    4 Bedrooms / 4 Bathrooms / Sleeps 10
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    • Air Conditioning
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    • Pets allowed
    • Smoking allowed
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    • x
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    About this property
    The ultimate in luxury this 4 bedroom 4 bathroom home sleeps 8-10 people in comfort giving all the space you need both inside and outside making this ideal for two families to share. Built on a large lot with oversize pool and deck overlooking a beautiful conservation area for added privacy. We are... View all property information
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    Kissimmee, Central Florida 34746
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    ₹9,926
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    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Pool Table
    • Private Outdoor...
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    • x
    About this property
    Our villa is extremely spacious with air conditioning throughout and a feeling of comfort amongst the high standard furnishings. The living room features vaulted ceilings and patio doors to the pool deck with 3 sofa's, internet access, cable TV, DVD and Hi-Fi for relaxing after a hectic day out,... View all property information
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    Kissimmee, Central Florida 34746
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    ₹14,317
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    5 Bedrooms / 6 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Hot Tub
    • Internet Access
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    • Satellite TV
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    • Pets allowed
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    • Suitable for children
    • x
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    About this property
    Come see this to actually believe it. The owners of this pristine villa litteraly spared no expense to make sure you have a wonderful stay during your vacation. Located on the 192, you are just minutes away from Disney and other amusement parks. Restaurants and supermarkets are very close, only... View all property information
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    Kissimmee, Central Florida
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    ₹16,798
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    6 Bedrooms / 4 Bathrooms / Sleeps 12
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    • x
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    About this property
    T his villa is situated in the exclusive resort of Windsor Palms. Only 2.5 miles from Walt Disney World and all the major Orlando attractions. Great, Yeah! The villa has every luxury with A PRIVATE POOL , Spa, Games room, and flat screen TV`s in every room. The resort itself is second to none,... View all property information
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    Kissimmee, Central Florida
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    ₹17,816
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    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    About this property
    Reunion is stunning resort community and this beautiful 5 bedroom, 4.5 bathroom vacation rental is sure to make your next stay exceptional in the sunshine state. The entire unit is exquisitely decorated and features a high-end furniture package, three 42-inch flat screen TV's along with each well... View all property information
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    Kissimmee, Central Florida 34747
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    ₹8,208
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    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • x
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    About this property
    Ready for a Dream Vacation? Welcome to a vacation home that has it all; in the resort that has it all! Windsor Hills is the closest 5 star gated community to Disneyworld Resort, just 2.5 miles and is widely regarded as the best vacation resort in Central Florida. This superbly equipped and... View all property information
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    Kissimmee, Central Florida 34747
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    ₹27,997
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    1 / 24
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Balcony
    • Dishwasher
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    • Hot Tub
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    • Private Outdoor...
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    • Pets allowed
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    • Suitable for children
    • x
    • x
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    About this property
    *Waterpark and Golf not included in rental rate. Best Home Best Location!!! Fabulous Luxury 5 Bedroom, Front Line Golf View Pool Home set on the Watson Signature Golf Course #4 hole #5 Tee. Remember - Not all Reunion homes are created equal. This is one of the finest homes on all Reunion.... View all property information
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    Kissimmee, Central Florida 34747
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    ₹12,471
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    5 Bedrooms / 3 Bathrooms / Sleeps 10
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    About this property
    This beautiful 5 bedroom, 3.5 bathroom home The home backs onto conservation land and offers beautiful views and privacy. (See if you can spot the White Heron from the pool area!) Downstairs there is an open plan living and dining area leading onto the kitchen and patio area. The home is Stylishly... View all property information
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    Kissimmee, Central Florida
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    ₹6,299
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    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • ?
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    About this property
    Kissimmee vacation rental home in a beautiful gated community with 4 bedrooms, 3 Full Bathrooms, Private Pool with Lanai, Outdoor Shower, Patio Furniture & a lovely lake view. Big Screen TV, High Speed Internet, Games Room and full size Pool Table. TVs in 3 bedrooms, Family Room and Loft space.... View all property information
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    Kissimmee, Central Florida 34746
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    ₹9,544
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    1 Bedroom / 2 Bathrooms / Sleeps 4
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    About this property
    This property is a Westgate Resorts Villa located at Westgate Towers in Kissimmee, Florida. It is located a short 30 minutes away from popular attractions such as Walt Disney World, Disney Magic Kingdom Park, Epcot, Hollywood Studios, and Sea World! The villa is spacious with a fully equipped... View all property information
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    Kissimmee, Central Florida 34747
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    ₹15,907
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    7 Bedrooms / 5 Bathrooms / Sleeps 16
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    • x
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    About this property
    Simba's Sunset is a 7 Bedroom, 5 Bathroom, 3354 sqft, 2 Story Pool and Spa Home in the executive gated community of Formosa Gardens. Famous for it's large lots, this home is no different, plants and a fence keep this pool area totally private. The pool is west facing so you get to enjoy some... View all property information
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    Kissimmee, Central Florida 34747
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    ₹7,381
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Sauna
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    • Pets allowed
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    • x
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    About this property
    Cane Island Resort Orlando in the heart Disney theme parks! Cane Island Resort is a luxurious resort style community featuring clubhouse, spa, sauna, games room, coffee lounge and more! Cane Island Resort is located along Highway 192, just a few miles from theme parks and attractions as well as... View all property information
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    Location Information
    Kissimmee, Central Florida 34746