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Holiday Rentals in Kissimmee, FL

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    All 3,273 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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    4 Bedrooms / 3 Bathrooms / Sleeps 12
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    ₹14,867
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    5 Bedrooms / 3 Bathrooms / Sleeps 10
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    7 Bedrooms / 6 Bathrooms / Sleeps 14
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    4 Bedrooms / 4 Bathrooms / Sleeps 10
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    About this property
    This marvelous 4 bedroom vacation rental is located in the Somerset community in Kissimmee, less than 12.5 miles from the front doorstep of Walt Disney World® Resort. With 4 bedrooms and 3 1/2 bathrooms, this fully air-conditioned, spacious Orlando vacation home is perfect for families with kids,... View all property information
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    Kissimmee, Central Florida 34744
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    ₹6,024
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    1 / 17
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    About this property
    The Apartment: This cozy vacation apartment is located in the luxurious Emerald Island Resort in Kissimmee, Florida. This practical property with 3 bedroom and 2.5 bathrooms are decorated and set with the highest sense of taste and comfort. It is the right place for your vacation, with the location... View all property information
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    Kissimmee, Central Florida 34747
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    ₹29,606
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    1 / 10
    8 Bedrooms / 5 Bathrooms / Sleeps 16
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    About this property
    Our Spectacular eight bedroom 5 5 bathroom home right by Disney We are on the closest estate to the Disney parks being just 2 miles to Disney On the ground floor we have a lovely entrance hallway with high ceilings to give a light and airy feel to the villa to the left is a King master to the right... View all property information
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    Kissimmee, Central Florida 34747
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    ₹14,418
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    1 / 25
    7 Bedrooms / 4 Bathrooms / Sleeps 16
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    About this property
    Villa #1 is positioned facing south west and has the sun from mid morning until the end of the day. It is just one home away from Villa #2 and offers spacious accommodation for up to 16 guests. If you are looking for a large vacation home in Orlando then look no further. You will never want to... View all property information
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    Kissimmee, Central Florida 34758
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    ₹9,292
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    1 / 5
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Beautiful house for you and your family! It has 3 bedrooms and 2 bathrooms, 1 bedroom with a king size bed, 1 bedroom with a queen bed and 1 bedroom with two single beds and can accommodate up to 6 people comfortably. The house offers full kitchen, living room and dining room, laundry, bed and... View all property information
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    Kissimmee, Central Florida 34746
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    ₹83,755
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    1 / 23
    6 Bedrooms / 3 Bathrooms / Sleeps 12
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    • Pets allowed
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    • Suitable for children
    • x
    • x
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    About this property
    Our villa is a beautiful, luxurious home from home that offers only the very best in holiday accommodation. Everything you need to make your visit to the Orlando area has been carefully and tastefully selected. The ground floor comprises a spacious open plan living area, with 42' HDTV with... View all property information
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    Kissimmee, Central Florida 34747
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    ₹7,946
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    1 / 28
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    About this property
    This villa is located within a family friendly community known for it s subtle mix of that resort feel whilst maintaining that neighbourhood charm We know you ll want to come back The open plan lounge is very spacious leading to the dining area which overlooks the pool Calming neutral colors rich... View all property information
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    Location Information
    Kissimmee, Central Florida 34746
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    ₹15,444
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    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    About this property
    T his villa is situated in the exclusive resort of Windsor Hills. Only 1.5 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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    ₹9,292
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    1 / 20
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    About this property
    Opened in late 2007, this beautiful new Orlando Villa Resort is ideally suited for discriminating families and groups visiting the Orlando area's world famous theme parks, tourist Kissimmee attractions and convention sites. A uniquely intimate, quiet location, Lucaya Village Resort nonetheless... View all property information
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    Kissimmee, Central Florida 34746
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    ₹44,345
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    1 / 15
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Ping Pong Table
    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    Gorgeous fully furnished 4 bed 2 bath corporate rental apartment Orlando, FL Location: Legacy Dunes Absolutely gorgeous, 4-bed, 2-bath condo located in the fabulous Resort Style privately gated community of Legacy Dunes. It comes fully furnished to accommodate 8 persons very comfortably with top... View all property information
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    Kissimmee, Central Florida 34747
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    ₹17,558
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    1 / 25
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    About this property
    T his villa is situated in the exclusive resort of Windsor Hills. Only 1.5 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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    ₹9,548
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    1 / 22
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Dryer
    • Gym
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    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    About this property
    5-Star Deluxe Townhouse, 3 Bedrooms, with fantastic lake view over Secret Lake in Encantada Resort. Recently upgraded with new furniture throughout including a new King Size Bed. The home has two further bedrooms with twin beds, 2 bathrooms, a fully fitted American kitchen, and laundry room with... View all property information
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    Kissimmee, Central Florida 34747
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    ₹7,754
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    1 / 19
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Pets allowed
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    • Suitable for children
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    About this property
    We know our Villa located 3.5 miles from Disney's doorstep will be the perfect fit for you and your family. We strive on one main item that many villa's do not, keeping it clean. When you walk into a villa you want to feel like its your home, clean and comfortable and unlike many other's that is... View all property information
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    Kissimmee, Central Florida 34747
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    ₹25,569
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    1 / 35
    5 Bedrooms / 6 Bathrooms / Sleeps 10
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    • Air Conditioning
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    • Gym
    • Hot Tub
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    • Private Fishing...
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    • Pets allowed
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    • x
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    • Elder access
    • x
    About this property
    Specializing in vacation rentals located within Reunion Resort, Windsor Hills Resort and The Retreat at Champions Gate; Magical Vacation Homes offers the finest selection of privately owned, luxury rental properties that are fully furnished and exquisitely designed to provide your family with the... View all property information
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    Kissimmee, Central Florida 34747
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    ₹7,498
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    1 / 10
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    About this property
    Our Townhouse is a well maintained and beautifully furnished 3 bedroom 3 bathroom home It is a two story home with the ground floor consisting of a double bedroom with bathroom an open plan kitchen a 4 person breakfast bar a living area containing a 4 person dining table two sofas one being a... View all property information
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    Kissimmee, Central Florida 34747
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    ₹16,661
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    1 / 30
    6 Bedrooms / 4 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Grill
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
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    • Elder access
    • ?
    • ?
    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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    ₹20,186
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    1 / 6
    6 Bedrooms / 4 Bathrooms / Sleeps 13
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    About this property
    Floor Plan (Brentwood) 2,812 sq ft. 2 story home with pool and spa (South-West facing pool) We invite you to enjoy our luxurious Villa on your next trip to Orlando. Absolutely stunning, this professionally decorated and furnished property features all the comforts of home and more! This 6 bedroom,... View all property information
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    Kissimmee, Central Florida
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    ₹12,240
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    1 / 18
    6 Bedrooms / 5 Bathrooms / Sleeps 14
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    • Air Conditioning
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    • Washer
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    • Pets allowed
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    • Suitable for children
    • x
    • ?
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    • x
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    About this property
    Welcome to our brand new luxurious villa located at the Paradise Palm Resort. If you are looking for an amazing vacation to enjoy the sun shine, this is the perfect place for you. This resort has some of the best amenities in the Orlando area, including a beautiful pool, waterfall, games room,... View all property information
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    Kissimmee, Central Florida 34746
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    ₹9,356
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    1 / 22
    5 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Air Conditioning
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    • Pool Table
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    • Satellite TV
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    • Pets allowed
    • Smoking allowed
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    • x
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    • x
    About this property
    Our Villa is an Executive Luxury 5 bedroom villa sitated on the ever popular Seasons Estate in Kissimmee. Central for all that the fabulous state of Florida has to offer and within ten minutes drive of the Magical experience that is Disney World, Orlando. USA. Packed with every extra to ensure... View all property information
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    Kissimmee, Central Florida FL34746
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    ₹10,830
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    1 / 11
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • x
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    About this property
    Guests vacationing at our Kensington townhome in Terra Verde Resort will take advantage of the private full sized pool and great Resort amenities. This home rests safely within a guard-gated community. Family and friends can sprawl out amongst the 1650 square feet of vacation living space... View all property information
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    Kissimmee, Central Florida 34746
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    ₹5,960
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    1 / 17
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Water Views
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    • x
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    About this property
    Bring your loved ones for a vacation to remember forever when they stay at this fabulous 4 bedroom townhouse located on the exclusive and popular Paradise Palms. * 1 Master bedroom suite with king-size bed * 2 Additional bedrooms, each with queen-size bed * 1 Double twin bedroom * Sleeps 8 max *... View all property information
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    Kissimmee, Central Florida 34747
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    ₹7,690
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    1 / 6
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • x
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    About this property
    Located within the lovely and quiet lakeside community of Indian Creek, is this beautifully appointed 4 bedroom, 2 bathroom Executive family home. This home provides state-of-the-art living, comfort and freedom that cannot be found in a hotel room. Accommodating 10 people comfortably, the master... View all property information
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    Kissimmee, Central Florida 34747
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    ₹14,418
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    1 / 20
    6 Bedrooms / 3 Bathrooms / Sleeps 12
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    • Air Conditioning
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    • Hot Tub
    • Internet Access
    • Pool Table
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    • Pets allowed
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    • x
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    • ?
    About this property
    MIN 'FIVE NIGHT STAY' vIilla's amenities: Villa has its own fully equipped air-conditioned game room that includes a 42” wall-mounted LCD TV, Play Station 3 (PS3), Billiards table, Air Hockey and Dart board. Villa has private heated pool and spa. Telephone Calls and wireless internet: Local and... View all property information
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    Kissimmee, Central Florida 34747
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    ₹6,472
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    1 / 15
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    This two bedroom/ two bath condo, with queen sleeper sofa, can accommodate up to six people. This unit has a 1 car garage, and is professionally decorated. To make your stay feel more like home, this unit is equipped with all the latest technologies including: XBOX 360, Nintendo Wii, 3 Flat Screen... View all property information
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    Kissimmee, Central Florida
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    ₹45,178
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    1 / 29
    7 Bedrooms / 6 Bathrooms / Sleeps 14
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    • Air Conditioning
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    • Pets allowed
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    • x
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    About this property
    Palace at Reunion Resort one of Reunions finest vacation Homes Huge 7 Bed Located in the Heritage Preserve section of the resort which now boasts some of the largest and most luxurious homes Reunion has to offer and backed by a conservation area means the outdoor living area offers privacy to it s... View all property information
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    Location Information
    Kissimmee, Central Florida 34747
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    ₹6,729
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    1 / 60
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Hot Tub
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    • Satellite TV
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    • Pets allowed
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    • x
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    About this property
    The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orlando area, near Disney World. Its proximity to Orlando's world-renowned attractions is unrivaled. Staying in one of Townhome gives you automatic membership to all the private resort facilities, for... View all property information
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    Kissimmee, Central Florida 34746
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    ₹17,751
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    1 / 30
    6 Bedrooms / 7 Bathrooms / Sleeps 12
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    About this property
    This beautiful vacation rental sleeps 12 comfortably, having 6 bedrooms and 6.5 bathrooms. View all property information
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    Kissimmee, Central Florida
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    ₹3,140
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    1 / 13
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Balcony
    • Dishwasher
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    • Grill
    • Internet Access
    • Satellite TV
    • Washer
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    • Suitable for children
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    About this property
    Welcome to 1 of my 2 gorgeous vacation houses located on the same site, couple steps from each other. They are located on the quiet and beautiful Crestwynd Bay in Kissimmee, which has the definition of “convenience”. Whether traveling to the theme parks or heading to play a round of golf, it is... View all property information
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    Location Information
    Kissimmee, Central Florida 34747
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    ₹9,997
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    1 / 24
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    About this property
    This home boasts four bedrooms two of which are en suite Master Bedroom one is king with en suite bathroom which includes a roman tub Master two is a queen Two further bedrooms share a family bathroom one of which is a spacious queen while the other themed room offers a bunk bed with full size bed... View all property information
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    Location Information
    Kissimmee, Central Florida 34746
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    ₹9,548
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    2 Bedrooms / Sleeps 6
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    From
    ₹11,535
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    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Gym
    • Internet Access
    • Ping Pong Table
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    About this property
    This is a beautiful home located in Bella Vida Resort. This gated community is only 10 minutes from Orlando major attractions, including Walt Disney World. It has a clubhouse with over 6700 square feet with Community Pool, Jacuzzi, and over 15 acres of Lakes. You and your family will love it!!... View all property information
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    Kissimmee, Central Florida 34746
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    ₹15,572
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    5 Bedrooms / 5 Bathrooms / Sleeps 12
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    • x
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    About this property
    Welcome to this stunning 5 Bedroom, 5 Bathroom pool home, with spa, in popular Windsor Hills Resort. One of the benefits of renting a vacation home is that everyone can have their own bedroom for privacy. The unique feature of this beautiful home is that there are 5 bathrooms to go along with the 5... View all property information
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    Kissimmee, Central Florida 34747
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    ₹5,127
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    3 Bedrooms / 2 Bathrooms / Sleeps 8
    traveller have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    • ?
    About this property
    Our beautiful fully air conditioned private villa is located on a fantastic large plot overlooking a large lake and in the peaceful community of Windward Cay 'the hidden jewel of Kissimmee' and yet less than 1 mile from the 192 with all the shops,entertainment and restaurants you could wish for.... View all property information
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    Kissimmee, Central Florida 34746
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    ₹7,049
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    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • x
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    About this property
    This beautiful 3 bedroom/ 2.5 bath condo is located in the gated community of Oakwater, located 1.5 miles from Disney. The 4,000 sq. clubhouse features a lagoon-style pool, tennis courts volleyball courts, basketball courts, and attraction shuttle. Condo consists of one king bed, one queen bed, two... View all property information
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    Kissimmee, Central Florida
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    ₹7,369
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    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Pool Table
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Elder access
    • ?
    About this property
    Our 1700 sq.ft 4 bedrooms, 3.5 bath, Townhouse is only 8 miles from Disney World, only 5 miles from restaurants, shopping malls, Old Town and Fun spot. This unit has 2 master suites one upstairs with balcony and one downstairs, Everything you need is in this unit, dishes, pots, pans, linen,... View all property information
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    Kissimmee, Central Florida 34746
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    ₹8,651
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    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Gym
    • Internet Access
    • Shared Outdoor Pool...
    • Washer
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    About this property
    **RESPONSE WITHIN TWO HOURS** This 3 bedroom, 2 bath townhome has all of the comforts of home, with a fully equipped kitchen, cable TV in all of the bedrooms, wireless internet and local telephone service and well as an apartment capacity washer and dryer. There is a DVD Player and Stereo System... View all property information
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    Location Information
    Kissimmee, Central Florida 34741
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    ₹5,767
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    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • ?
    About this property
    The pool will be closed from March 1, 2013 to March 31, 2015 while a new club house facility is being built. During this time the pool at the Encantada Resort just down the street will be available for your use. For your next vacation plan on visiting us at Regal Oaks, a new resort just 3 miles... View all property information
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    Kissimmee, Central Florida 34746
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    ₹5,703
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    1 / 31
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Specializing in vacation rentals located within Reunion Resort, Windsor Hills Resort and The Retreat at Champions Gate; Magical Vacation Homes offers the finest selection of privately owned, luxury rental properties that are fully furnished and exquisitely designed to provide your family with the... View all property information
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    Location Information
    Kissimmee, Central Florida 34747
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    ₹15,572
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    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Pets allowed
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    • x
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    About this property
    5 bed 5 bath pool/spa home with game room. 2 Master bedrooms downstairs. 50' tv in living area, playstation 3, 5 dvd players, TV's in each bedroom, high speed internet access Located in beautiful Windsor Hills, a gated community just 1.5 miles from the gates of Walt Disney World. Community features... View all property information
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    Kissimmee, Central Florida 34747
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    ₹11,214
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    5 Bedrooms / 5 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Best Location & Lake Views: Our stunning 5 bedroom/5 bathroom villa has South Facing Pool and beautiful Lake Views and is located in the 5 star gated/guarded resort of Windsor hills, a premier highly demanded community close to Disney world and next to popular Mystic Dunes Golf course. Other... View all property information
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    Kissimmee, Central Florida
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    ₹11,471
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    6 Bedrooms / 6 Bathrooms / Sleeps 14
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    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Sauna
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
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    About this property
    Our luxury 5 star Disney Vacation Villa is situated in the magnificent community of Terra Verde Resort, which is built around a 3 acre lake and a Premier Award Winning gated resort, just 10 minutes to Disney World and close by Universal Studios, Sea World and golf courses etc. You will love this... View all property information
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    Kissimmee, Central Florida 34746
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    ₹8,267
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    4 Bedrooms / 2 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Dishwasher
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    • Private Outdoor...
    • Satellite TV
    • Washer
    • Waterfront
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
    • ?
    About this property
    A luxury lakeside villa with own pool in the pretigious private gated Lake Berkley Resort in central Kissimmee, Orlando. This is a large villa with 4 bedroom, 2 bathrooms (1 en-suite), lounge, formal dining, family room, large fully equipped kitchen, second dining area and laundry room. The... View all property information
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    Kissimmee, Central Florida 34746
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    ₹6,216
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    • x
    About this property
    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;... View all property information
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    Kissimmee, Central Florida 34746
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    ₹8,971
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    5 Bedrooms / 4 Bathrooms / Sleeps 12
    travellers have booked this property
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    • Air Conditioning
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    • Internet Access
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
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    • Elder access
    • ?
    • ?
    About this property
    Enjoy the comforts of home and the luxury of a high-end resort when you book this 5-bedroom villa in Kissimmee, Florida. Located 10 minutes from Walt Disney World in the vacation home community Crystal Cove, this beautiful and spacious home will leave you breathless. Built in 2013, this... View all property information
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    Kissimmee, Central Florida 34746
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    ₹10,830
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    3 Bedrooms / Sleeps 8
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    ₹8,267
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    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Pets allowed
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    • x
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    • ?
    About this property
    LB 17 4 bed 3 bath villa – sleeps 8-10 LAKE BERKLEY Lake Berkley is a beautifully maintained resort with club house, fitness center, floodlit tennis courts, natural spring fed lake, small sandy beach area, fishing dock, boardwalk, nature trail. Community heated swimming pool and spa with tiny... View all property information
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    Kissimmee, Central Florida 34746
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    ₹6,985
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    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Gym
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Specializing in vacation rentals located within Reunion Resort, Windsor Hills Resort and The Retreat at Champions Gate; Magical Vacation Homes offers the finest selection of privately owned, luxury rental properties that are fully furnished and exquisitely designed to provide your family with the... View all property information
    Make Enquiry
    Location Information
    Kissimmee, Central Florida 34747