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Vacation Rentals in Kissimmee, FL

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    Travellers to Kissimmee are booking April dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 55
    Studio, 7 Bathrooms, Sleeps 16 | Quick View
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    Studio, 5 Bathrooms, Sleeps 10 | Quick View
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    5 of 5 bubbles (10) Excellent
    Studio, 4 Bathrooms, Sleeps 12 | Quick View
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    5 of 5 bubbles (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Paradise Palms is probably the correct name for this resort community.
 Just minutes from Disney, it really is a tranquil oasis just off highway 192. LOCATION, LOCATION!! This beautiful unit is located in Paradise Palms Resort one of Florida’s Premier Resorts only 5 miles from Disney!! And within... View all property information
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    Kissimmee, Central Florida 34747
    1 / 9
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This is a 3 bed 2 bath home located on the lake. After a long day at the parks it is a great place to back to. Relax in a nice quiet neighborhood with a beautiful view of the lake from the lanai or from the living room. House is spacious for 6 people. The master bedroom has a queen size bed... View all property information
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    Kissimmee, Central Florida 34743
    1 / 27
    Studio, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    "Why Wait, Book Your Orlando Villa Holiday Today, and Enjoy a 5-Star Holiday with all the Family" Grand Collection 2638 Dinville Street, Kissimmee FL in Windsor Hills Resort TYPE: HOUSE | GRAND COLLECTION: YES | BEDS: 5 | BATHS: 5 | POOL: YES | SPA: YES | GAMEROOM: YES | SLEEPS: 10 Check out this... View all property information
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    Kissimmee, Central Florida 34747
    1 / 38
    5 of 5 bubbles (1) Excellent
    1 Bedroom, Sleeps 4 | Quick View
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    Rated the number ONE accommodation in Kissimmee, Florida by Trip Advisor! Trip Advisor Certificate of Excellence Award three years in a row! One Bedroom Condo Third Floor King Size Master Bed Queen Size Sleeper Sofa Bed Sleeps up to 4 guests Fully Equipped Kitchen 4 Miles from Walt Disney World... View all property information
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    Kissimmee, Central Florida 34747
    1 / 19
    4.5 of 5 bubbles (18) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Home comforts just miutes from the magical World of Disney. The home has 2 spacious master bedrooms with King Size Beds, both with an en-suite bathroom and one with a balcony. The third bedroom is furnished with 2 twin beds great for persons with limited moblity. There is also a full bathroom on... View all property information
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    Kissimmee, Central Florida 34746
    1 / 47
    4 of 5 bubbles (1) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This vacation home is equipped with all you need for a relaxing and enjoyable vacation with cable TV, DVD players, fully equipped kitchen, washer/dryer, game room, pool. Ideally located minutes from Disney. Pool Heat is extra, if desired. 4 bedroom 3 bathroom, full kitchen, dining room, living... View all property information
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    Kissimmee, Central Florida 34747
    1 / 40
    Studio, 5 Bathrooms, Sleeps 14 | Quick View
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    About this property
    This 7 bedroom 4.5 bathroom villa is located on the gated resort community of Crystal Cove in Kissimmee. This villa has flat screen tv's in every room, ceiling fans, a fantastic games room with a pool table, air hockey and a basketball ring Crystal Cove is a well maintained resort with a clubhouse... View all property information
    Location Information
    Kissimmee, Central Florida 34746
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    1 / 28
    Studio, 4 Bathrooms, Sleeps 8 | Quick View
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    This beautiful family home is situated within the Patriots Landing section of the world renowned Reunion Resort and Spa. New to the rental market for Fall 2012, this home has been decorated and furnished to accommodate every comfort of it's owners in their 'home away from home'. The living... View all property information
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    Kissimmee, Central Florida 34747
    1 / 9
    4.5 of 5 bubbles (3) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Beautifully furnished 4 bedroom town home with view of the conservation area at the back. This is one of Disney's areas finest gated and guarded resort community. Tons of amenities such as clubhouse-recreation building, community pool(s), tiki bar, tennis courts, volley ball court and many more.... View all property information
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    Kissimmee, Central Florida 34747
    1 / 3
    4.5 of 5 bubbles (3) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    February 15-22, 2014 (President's week) Vacation in the heart of Central Florida’s most famous vacation destination – Orlando! Legacy Vacation Club Orlando located in Kissimmee, Florida puts all the magic, sun and fun virtually on your doorstep. You’re just minutes from the Walt Disney World® and... View all property information
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    Kissimmee, Central Florida 34746
    1 / 18
    5 of 5 bubbles (4) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Central Heating
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    About this property
    The name of our house is Mickey's Clubhouse Villa. We are located in Windsor Hills Resort. This is a gated guarded community that is only 1.5 miles to the gates of Disney World. With renting in Windsor Hills you also have access to the clubhouse that also has large saltwater pool with a slide.... View all property information
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    Kissimmee, Central Florida 34747
    1 / 53
    3 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Welcome to our beautiful 2-Story Mickey Town Home which has 3 Bedroom/3 En-suite bathroom in the prestigious gated resort of Windsor Hills which is the closest gated community to Walt Disney World, just 2 Miles to the Gates! Our home has a full equipped kitchen, with dishwasher, microwave, laundry... View all property information
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    Kissimmee, Central Florida 34747
    1 / 29
    1 of 5 bubbles (1) Terrible
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    About this property
    The villa has a spacious living room, with large patio doors looking out onto the pool. The dining table will seat six or if you prefer, you can eat in the sunny breakfast nook in the kitchen, which also has a small table. With four bedrooms the villa will comfortably sleep 10. Each of the four... View all property information
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    Kissimmee, Central Florida 34746
    1 / 36
    4.5 of 5 bubbles (7) Very good
    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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    Pool and Patio Area: A large screened patio encloses the heated* pool and tropical landscaping. (*Pool heat is optional, please inquire while booking your dream vacation.) Private, quiet setting with no rear neighbors. The pool is surrounded by a large patio with several lounge chairs for relaxing... View all property information
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    Kissimmee, Central Florida 34747
    1 / 20
    Studio, 3 Bathrooms, Sleeps 8 | Quick View
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    This charming house is ready to welcome your family or group of friends during your next vacation in Florida. Very comfortable and fully furnished! Guests will have full access to the entire house and will enjoy a quiet complex with great amenities for children. We offer complementary: High chair,... View all property information
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    Kissimmee, Central Florida
    1 / 13
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    This beautiful 4 bedroom townhome located at the gated community Bella Vida Resort is in the perfect location to enjoy all the amenities the community has to offer, and yet far enough that you have privacy if you'd rather just relax in your private patio/pool area. The home is very pretty from... View all property information
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    Kissimmee, Central Florida 34746
    1 / 28
    Studio, 5 Bathrooms, Sleeps 14 | Quick View
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    GetDescriptionsPlainText: Error - The description is blank Additional amenities include: game room, has pool. View all property information
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    Kissimmee, Central Florida
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    1 / 16
    5 of 5 bubbles (4) Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    About this property
    Less than 4 miles from Disney and with excellent access to all of Orlando's theme parks and golf courses, Las Palmas Villa is the perfect place for your vacation in Florida. Located on the peaceful and exclusive Seasons community in Kissimmee, Las Palmas is the ideal place to relax after a busy day... View all property information
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    Kissimmee, Central Florida 34746
    1 / 15
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This Beautiful Home offers a splash pool . The home is over 1300 square feet of living space and has a spacious living area, Fully equipped Kitchen with Refrigerator, Range, Dishwasher ,Microwave , Washer and Dryer are also in the home for your use. Enjoy flat screen Tvs and Free Wifi. All modern... View all property information
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    Kissimmee, Central Florida 34746
    1 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Excellent 3 bedroom home on the popular Venetian Bay in Kissimmee. This is the perfect place to relax after your busy day at the parks. Only 15 minutes from Disney World and great facilities in this gated community makes planning your Florida Vacation easy. The spacious living area has comfortable... View all property information
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    Kissimmee, Central Florida 34741
    1 / 44
    Studio, 6 Bathrooms, Sleeps 12 | Quick View
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    Beautiful house for the best vacation! Enjoy the vacation of your dreams in this beautiful 6 bedroom/6 bath home! This home can accommodate up to 13 people comfortably. Bedroom descriptions: 2 Master suites with King Size bed in each, 2 suites with Queen Size bed in each, 1 bedroom with Queen Size... View all property information
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    Kissimmee, Central Florida 34746
    1 / 26
    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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    Located in the busy resort community of Tuscana, this quaint 3 Bedroom 2 Bath condo is just right for your weekend getaways or a week in Central Florida ! The Gated Tuscana Resort boasts a large Swimming Pool Complex with separate 'Kiddie' Pool area, Hot Tub, Movie Room for 30 guests, Work Out... View all property information
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    Kissimmee, Central Florida
    1 / 13
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    Ask about our discounts for last minute and long stays! This vacation home at Terra Verde resort is an ideal option for families or groups of up to 9 guests. The natural light that goes through the big windows will often make you remember that you are in the sunny and warm sunshine state, Florida.... View all property information
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    Kissimmee, Central Florida 34746
    1 / 40
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Porch
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    ADA Beds: 1 King Bed, 1 Queen Bed, 4 Twin Beds, 1 Sofa Bed View all property information
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    Kissimmee, Central Florida 34746
    1 / 19
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Welcome to Windsor Palms Resort! We call this beautiful place Maunavito. Our 3 bedroom, 2 bathroom condo it was designed to please you with comfortable and cozy rooms. This first floor apartment is perfect up to 6 people; with 1 queen bedroom, 1 full bedroom and 1 bedroom with 2 full beds. Also... View all property information
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    Kissimmee, Central Florida 34747
    1 / 36
    Studio, 4 Bathrooms, Sleeps 12 | Quick View
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    "Imagine..You and Your Family Renting Your Own 5-Star Orlando Villa with a Private Pool, Spa and Only 1.5 Miles from Disney" 2505 Archfeld Blvd., Kissimmee FL in Windsor Hills Resort TYPE: HOUSE | GRAND COLLECTION: NO | BEDS: 6 | BATHS: 4 | POOL: YES | SPA: YES | GAMEROOM: YES | SLEEPS: 12 Look no... View all property information
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    Kissimmee, Central Florida 34747
    1 / 15
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    This fabulous executive 5 bedroom home 3 1/2 bathroom is located on the subdivision of Oak Island Cove and is one of the closest vacation communities to Disney World, just 5 minutes away. Furnished a extremely high standard with every conceivable extra, this holiday villa will delight you. Very... View all property information
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    Kissimmee, Central Florida 34747
    1 / 23
    4.5 of 5 bubbles (2) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Our vacation villa is beautifully decorated with 1960 sqft and sleeps 8 persons comfortably. Modern furniture in each room with linen and towels King bed suite with 32' HDTV Queen bed suite with 32' HDTV 4 twin beds in 2 themed rooms with 22' HDTV Comfortable family room with 55'... View all property information
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    Kissimmee, Central Florida
    1 / 19
    5 Bedrooms, 5 Bathrooms, Sleeps 11 | Quick View
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    Fun for adults, teenagers and kids at heart. 10 minutes from Disney, and steps away from the incredible water attractions at the Paradise Palms Resort club house. Villa Out of the Blue brings the excitement and magic of the Orlando theme parks right into your vacation rental home. In fact, former... View all property information
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    Kissimmee, Central Florida 34747
    1 / 33
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Best location for all attractions, walking distance to numerous restaurants, bars, shopping, etc. You can walk to Formosa Gardens shopping center. Great price, well equipped and spacious ground floor 2/2 unit tastefully furnished with private balcony. Ground floor unit, convenient for seniors and... View all property information
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    Kissimmee, Central Florida 34747
    1 / 17
    Studio, 4 Bathrooms, Sleeps 12 | Quick View
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    Enjoy 2,834 square feet of Florida family fun and relaxation at this inviting and comfortable vacation home. For endless entertainment, there are three total living areas - each with 50” wall-mounted flat screen TVs and DVD players. The garage suite living area also includes a wet bar with mini... View all property information
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    Kissimmee, Central Florida 32805
    1 / 33
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    The Windsor Hills Resort-7742GCSJGIE 5 bedrooms 5 baths pool home / Sleeps 10 Book This Property Windsor Hills - Kissimmee, Florida is an upscale gated community located just 2 miles from Walt Disney World. This luxury resort sits nestled just off Hwy 192 in Kissimmee, Florida and is one of the... View all property information
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    Kissimmee, Central Florida 34747
    1 / 23
    3 of 5 bubbles (1) Average
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    The unit is situated in a very safe area and very central to the theme parks.(10/15 min.) Close to shops and restaurants.And 20/30 min.drive from Orlando Aiport ( mco ) 90 min.drive to the gulf coast<BR><BR>Bedrooms: 3 Bedrooms, Sleeps 8, Beds for 6-8<BR><BR>Bedroom 1<BR>Bedroom 2<BR>Bedroom... View all property information
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    Kissimmee, Central Florida 34741
    1 / 18
    5 of 5 bubbles (8) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    green and quiet townhome off US 92 in Kissimmee. Located in a nice development called encantada resort which has everything to make your holiday enjoyable: gym, game room, club house, 2 large heated outdoor pools, jacuzzi, playground etc. the Disney theme parks are 4 miles away, Orlando's shopping... View all property information
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    Kissimmee, Central Florida 34747
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    5 of 5 bubbles (6) Excellent
    Studio, 4 Bathrooms, Sleeps 12 | Quick View
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    Imagine spending your vacation in a LAKEFRONT Luxury home. Lake Star Villa is perched on the tranquil banks of Star Lake, offering over 3100sf of elegance and privacy and filled to the brim with luxury upgrades. With a pool area designed with both privacy and fun in mind, along with a very well... View all property information
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    Kissimmee, Central Florida
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Beautiful, cozy and elegant townhome located at Lucaya Resort! This home offers a spacious complete suite along with the kitchen, dining and living room on the lower level of the house. Upstairs another complete suite, two bedrooms (with two single beds each), laundry room and a bathroom. The... View all property information
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    Kissimmee, Central Florida 34746
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    About this property
    Luxury 4 bedroom, 3 bathroom villa with two master bedrooms & en-suites, ideal for 2 families. 30ft pool fenced off for children's safety & hot tub jacuzzi. with fully fenced private garden with climbing frame swingset. Over 2100 sq ft of living space with 7ft pool / air hockey table.<BR>There are... View all property information
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    Kissimmee, Central Florida 34747
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    Studio, 3 Bathrooms, Sleeps 10 | Quick View
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    Relax by your private pool with your favorite cocktail or join in at the fantastic resort pool and spa. For those with energy to spare, work out in the well equipped fitness center or have fun on the basketball and volleyball courts. This brand new, clean, well maintained and beautifully decorated... View all property information
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    Kissimmee, Central Florida
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
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    About this property
    Chatham Park is a Four-bedroom / three-bathroom, air-conditioned pool villa that sleeps until ten guests. There's free Internet throughout Chatham Park, which is a big help if you want to check out websites for area attractions, set tee times and keep in touch with friends back home. There's a... View all property information
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    Kissimmee, Central Florida 34746
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    Studio, 5 Bathrooms, Sleeps 8 | Quick View
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    This beautiful home has exquisite features throughout it's unique floor plan and is located on Homestead overlooking the ninth hole of the Tom Watson signature golf course. With this central location within the resort all the main amenities, Reunion Grande Hotel, club house, golf pro shop and spa... View all property information
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    Kissimmee, Central Florida 34747
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    Studio, 3 Bathrooms, Sleeps 8 | Quick View
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    This terraced house has been decorated to an exceptionally high standard and comes with a host of extras that will truly make your stay perfect. Downstairs: Upon entry there is the hallway and stairs, with a bedroom off to the right. This room features king size bed, flat screen TV and closet.... View all property information
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    Kissimmee, Central Florida
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    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    Sun Lake Resort- Kissimmee, Florida is 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... View all property information
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    Kissimmee, Central Florida
    1 / 39
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    Kissimmee, Central Florida 34746
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    5 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Our villa is one of only 32 pure luxury villas, located in this private gated community. No villas are overlooked so you have guaranteed total privacy and you get the sun at the pool from morning until about 5pm daily! We have a large pool with separate jacuzzi.also Inside the villa, there are 5... View all property information
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    Kissimmee, Central Florida 34747
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    4.5 of 5 bubbles (3) Very good
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    3 BR private pool home close to Disney! Beautiful neighborhood, Free WIFI and Long Distance to US and Canada Montego Bay is a lovely, secluded neighbourhood not not far off HWY192 and in Kissimmee, Florida and is perfectly placed for the shops, restaurants, fun and attractions that Orlando has to... View all property information
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    Kissimmee, Central Florida 34746
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Patio
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    About this property
    4 Bedroom, 3 Bathroom, Sleeps 8 We usually rent from Saturday to Saturday only. The following times are available for NON Sat-Sat Rentals 1. August & December 2016 are available for NON Sat-Sat rentals 2. January 2017 is available for NON Sat-Sat rentals **Free Free Free** We do not charge extra... View all property information
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    Kissimmee, Central Florida 34747
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    5 of 5 bubbles (3) Excellent
    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Caribe Cove in Kissimmee features a tranquil and serene atmosphere boasting all the luxuries for a memorable family vacation. After the parks, bask in the sun at the pool and spa, play a round of golf, or stroll the beautifully manicured grounds. The resort is ideally located within minutes to... View all property information
    Location Information
    Kissimmee, Central Florida 34747