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Condos in Kissimmee, FL

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    Travellers to Kissimmee are booking March dates now. Secure your vacation rental today, and have the perfect trip.
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Located in the beautiful resort community of Windsor Hills, this vacation home is all you can want and more. With 3 bedrooms, this home sleeps many comfortably. The 3-baths make sure everyone has time to get ready in the morning. Relax in the large living room and get ready for the day ahead. With... View all property information
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    Kissimmee, Central Florida
    1 / 58
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    Marvelous 6 bedroom 6 bath home located in the gated resort community the Retreat at ChampionsGate. Custom designed and furnished, this home's open floor plan and spacious design is sure to accommodate any family or group traveling together. Relax and soak up the Florida sun by your very own... View all property information
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    Kissimmee, Central Florida
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Trafalgar Village is a resort style community with great facilities for all guests to enjoy.A beautiful, white sand beach with beach volleyball.Resort style PoolLarge Clubhouse that features, fitness room, billiards room, Internet access and movie theatre. There is also a children's playground and... View all property information
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    Kissimmee, Central Florida 34758
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    5 of 5 stars (1) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    'Imagine Renting This Luxury Villa Overlooking The Beautiful Private Lake, In Orlando`s Most Prestigious Resort, Windsor Hills' This villa is situated in the prestigous Windsor Hills resort. Only 1.5 miles from Walt Disney World and all the major Orlando attractions. Great, Yeah! The... View all property information
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    Kissimmee, Central Florida
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Located in one of the most private community, our place is like a island of happiness in the middle of a ocean. You'll love it and enjoyed it. Our pool is boarded by a conservation area and make your stay at home and around the pool more enjoyable. Villa Inge and Michael is fully furnished and... View all property information
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    Kissimmee, Central Florida 34746
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    WINDSOR HILLS RESORT - JUST 2 MILES FROM DISNEY! This wonderful 3 bed/3 bath Windsor Hills townhouse is 1,602 sq. ft. of spacious vacation rental with your own private splash pool. Inside this spacious townhouse you will find a fully equipped kitchen, a dining area and comfortable living room... View all property information
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    Kissimmee, Central Florida 34747
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
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    Location Information
    Kissimmee, Central Florida 34746
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    This 5 bedroom 5 bath 2 966 sq feet unit sleeps 10 in style With 1 king bedroom 2 queen bedrooms and 2 twin bedrooms there is plenty of room for everyone to spread out and relax after a day out or to just relax and stay in The dinning room offers plenty of space to visit and enjoy meals together... View all property information
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    Kissimmee, Central Florida 34747
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    COME AND ENJOY THIS DREAM VACATION HOME TODAY! Delightful townhouse with 4 bedrooms and 3 bathrooms, located just 10 minutes from Disney Parks! This lovely home has a large living space with 1,856sq. A large east facing heated pool with sizes of 26x13' and a 6' depth with a lake view in the back.... View all property information
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    Kissimmee, Central Florida 34741
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This is a newly renovated 1500 SF unit with an open floor plan. Well appointed modern furnishings with ceramic and porcelain flooring throughout. This is ideal for allergy sufferers. The three bedrooms contain 1 King, 1 Queen and 2 twin beds, respectively. There are two full bathrooms, and a... View all property information
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    Kissimmee, Central Florida 34747
    1 / 32
    4 of 5 stars (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Nemo's Pad is a relaxing place to spend time with the ones you love! This 2 bedroom home has a beautiful pool and patio, where you can spend all day soaking up the Florida sun! Located just 4 miles to Walt Disney World, this fabulous 2 bedroom pool home is a fabulous alternative to a vacation... View all property information
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    Kissimmee, Central Florida 34747
    1 / 47
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    Walt Disney World, here you come! When you make Parkside Palace your vacation headquarters in the Orlando area, you will be staying in a community that is just two miles from the gates of Disney World. Best of all, the exclusive Windsor Hills community, where Parkside Palace is located, offers a... View all property information
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    Kissimmee, Central Florida 34747
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Stunning Custom Built Reunion Resort Pool Home 4 Bedroom Our 5 Star 4 Bedroom Villa in Reunion Resort Orlando Florida A stunning custom built home new to the vacation rental market As expected from a home located on the Legends Corner division of the Reunion Resort this home is extremely spacious... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    About this property
    'Imagine Renting this 5 Star Luxury Villa in Orlando’s most prestigious resort, Windsor Hills. Only 5 minutes from Disney World' This 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!... View all property information
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    Kissimmee, Central Florida
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Not only does our home have it s own large private pool you can also enjoy arguably the quietest and least used community pool situated just across the street with large hot tub It is almost like having two pools to yourself Our home is brand new for Summer 2014 and features 3 bedrooms 2 5... View all property information
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    Kissimmee, Central Florida 34747
    9 Bedrooms, 5 Bathrooms, Sleeps 19 | Quick View
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    About this property
    Luxurious 9 bedroom 5 bath pool home in Champions Gate Resort near all Orlando Attractions Welcome to Champions Gate Resort and this luxurious 8 bedroom 5 bathroom 3 812 sq ft rental home located near the theme parks in Orlando Florida This rental home has attained the prestigious Grand status for... View all property information
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    Kissimmee, Central Florida 34747
    1 / 17
    6 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Welcome to Windsor Palms Resort and this stunning 6 bedroom, 4 bathroom (2176 sq.ft.) rental home located near the theme parks in Orlando, with Florida. This vacation rental home has all the comforts of home and more.  The kitchen is fully furnished and ideal for those times when it makes sense... View all property information
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    Kissimmee, Central Florida 34747
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This fantastic Tuscan themed Sub Division is located just off the Westside Blvd area of Kissimmee, just off the Highway 192 and surrounded with restaurants, bars and supermarkets, the sub division is minutes away from the West Gate entrance at Walt Disney World Resort. The homes benefit from first... View all property information
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    Kissimmee, Central Florida 34747
    1 / 37
    4 of 5 stars (12) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    This beautiful 4 bedroom home backs up to the serenity of Star Lake! The views are spectacular, and the house is a comfortable retreat from a long hard day of having fun in Florida! You'll love relaxing by the pool after a fun day at the park, and the comfortable beds will make sure you get as... View all property information
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    Kissimmee, Central Florida 34747
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Charming resort located within minutes of Disney and area attractions. The villa consists of a Bed #1: King Size Bed, Bed #2: (2) Twin Size Beds and a Queen sleeper sofa. Accommodates up to 6 guests. 2 Full Bathrooms w/Shower & Tub; Linens; 3 Televisions; DVD Players; Ironing Board & Iron;... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Have an unforgettable getaway to the Sunshine State by staying at this beautiful Kissimmee vacation rental villa, ideally located in the popular Villas of Somerset community. Fully remodeled throughout and complete with access to an array of resort-like amenities, this incredible residence will... View all property information
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    Kissimmee, Central Florida 34746
    1 / 57
    3.5 of 5 stars (2) Average
    8 Bedrooms, 4 Bathrooms, Sleeps 17 | Quick View
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    About this property
    Our lovely 8 bedroom pool/spa villa is located at prestigious Emerald Island Resort, a gated community with 24/7 security guard at gate and only 3 miles away from World Disney. Emerald Island Resort featured with its own clubhouse sauna, fitness center, video games arcade, Internet Cafe, Tiki-bar,... View all property information
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    Kissimmee, Central Florida 34747
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Welcome to our BRAND NEW 4 bedroom 3 bathroom pool home home Our home has been furnished with you our respected guest in mind Be one of the first to stay here only a few weeks old Lounge with leather sofa s Large TV with digital cable wireless internet Beautiful rear south facing aspect with... View all property information
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    Kissimmee, Central Florida 34758
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    5 of 5 stars (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Welcome to our lovely luxury villa in Kissimmee This is our luxury 3-bedroom, 2 bathroom villa with games room and free wi-fi internet in Kissimmee, Florida.. Start your Florida vacation in Kissimmee and the possibilities are endless.. Just a quick drive south of Orlando puts you right in the... View all property information
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    Kissimmee, Central Florida 34746
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    8 Bedrooms, 5 Bathrooms, Sleeps 19 | Quick View
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    About this property
    Welcome to this newly finished 8 bedroom 4.5 bath lake view vacation home in the beautiful Terra Verde Resort – a premier award winning gated resort which has 24/7 man-gated security to ensure your stay absolutely 100% safe. The villa is specifically designed to accommodate up to 5 families. To... View all property information
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    Kissimmee, Central Florida 34746
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    5 of 5 stars (2) Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    About this property
    Golden Palms is a luxury villa of the highest quality in Orlando, Florida. The villa is well appointed with fine furniture and fully air conditioned with additional ceiling fans through out. With a large South facing pool and spa Golden Palms is the perfect holiday home. Located in the stunning... View all property information
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    Kissimmee, Central Florida 34747
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    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 family bedroom room offers a bunk bed with full... View all property information
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    Kissimmee, Central Florida 34746
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Property Reference # RVH_154 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 third floor 3 bedroom vacation condo is close to Reunion`s water park. This condo is located in Building L, if... View all property information
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    Kissimmee, Central Florida 34747
    1 / 44
    7 Bedrooms, 6 Bathrooms, Sleeps 17 | Quick View
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    Located in the guarded resort community of Emerald Island, our home is only 3 miles from Disney and offers over 3200 sq. feet of fully dual air conditioned flexible living & play space. It is so close to Disney that you can come back for a nap at noon time every day and go back to the Disney parks... View all property information
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    Kissimmee, Central Florida
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    4 of 5 stars (4) Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    A Beautiful 5 Bedroom. 3 Bathroom villa.Private Pool and Jacuzzi. Lake View. 12 mintues from Disney Parks..Our Villa has Sq/Ft 3028.Ideal for 2 families to Share together. 3 Main Living areas.47'flat screen TV.Cable TV in all Bedrooms. 2 King Size Bed.1 Queen Size Beds. 2 Twin Bedrooms Well... View all property information
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    Kissimmee, Central Florida FL 34746
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    About this property
    This rental home features a 55 inch flat screen TV and is exquisitely decorated throughout. Each bedroom has a flat screen and is uniquely furnished. The home sleeps 14 and has plenty of room for dining at the large dining room table, the kitchen table and even pool-side. The pool and spa is ideal... View all property information
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    Kissimmee, Central Florida
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    $338
    / Night
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    About this property
    RELAX in this elegant and professionally decorated 5 bedroom/5 bath pool home, located in the beautiful 5 Star, gated community of Windsor Hills, in Kissimmee, Florida --“Kissimmee Castle.” This home has been completely renovated and newly furnished, including the washer and dryer and all new... View all property information
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    Kissimmee, Central Florida 34747
    1 / 84
    4.5 of 5 stars (8) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    $160
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    • DVD Player
    • Satellite TV
    • Private Outdoor...
    • Washer
    • Internet Access
    • Hot Tub
    • Secure Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This luxury 4 bedroom and 3 bathroom villa is located in the established community of Oak Island Cove. This location is probably one of the closest to Disney World's' main gate and within walking distance ( 5 mins) to shopping and the many great restaurants situated on US 192. This beautiful home... View all property information
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    Kissimmee, Central Florida 34747
    1 / 41
    7 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
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    $221
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    • Patio
    • Internet Access
    • DVD Player
    • Washer
    • Air Conditioning
    • Grill
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Luxurious and Beautiful Villa is ideally located at exclusive Season Community , about 5.5 miles short distance from Disney World & about minutes distance from the best restaurants and shops of the Central FL. Close to 24 hrs Wal Mart . Lake Buena Vista Factory Stores, 5 miles away. Vine Street... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    1 / 31
    5 of 5 stars (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    $174
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    • Washer
    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor...
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Welcome to our home. This 4 bedroom 3 bathroom house can easily sleep 10. Upstairs you'll find a Master Bedroom with a King bed and a private 3/4 bathroom plus two other bedrooms each with two twins and a common full bathroom. There is also a first floor bedroom with a Queen bed and a shared... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    $160
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    • Pet-friendly
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    • Child-friendly
    • x
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    • Elder access
    • ?
    • ?
    About this property
    Property Reference # RVH_185 This 3 bed condo is located in The Villas South at Cabana Court close to the heart of Reunion Resort with partial 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
    Location Information
    Kissimmee, Central Florida 34747
    8 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
    From
    $643
    / Night
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    • Hot Tub
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    • Private Outdoor...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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
    1 / 22
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    $188
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Elder access
    • x
    • ?
    About this property
    Minutes away from attractions. Miles away from stress. The perfect combination of comfort and openness. This 4 bedroom, 3 bathroom townhome brings a true sense of home to a tropical resort. The open great room is flooded with light through the many windows which overlook the paver patio, large... View all property information
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    Kissimmee, Central Florida
    1 / 17
    5 of 5 stars (10) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    $184
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    • Hot Tub
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    • Air Conditioning
    • DVD Player
    • Private Outdoor...
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautiful Florida holiday home with private south facing pool & spa, located in the quiet gated community of The Hamlets. Just off highway 192 in Kissimmee, it is only a few minutes drive to hundreds of shops & restaurants and close to Disney. The villa is beautifully furnished to the highest... View all property information
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    Kissimmee, Central Florida 34746
    1 / 44
    5 of 5 stars (18) Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 15 | Quick View
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    $348
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    • Patio
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    • Internet Access
    • Air Conditioning
    • Satellite TV
    • Private Outdoor...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    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
    Location Information
    Kissimmee, Central Florida 34747
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    From
    $611
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    • Pet-friendly
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    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Absolutely Beautiful five Star Villa Your search for the perfect vacation whether it be to Disney golf or soak up the Florida sun has ended Brand new in 2012 this five Bedroom five bath 3 000 square foot home has something for everyone Relax by the pool or hang out in the air conditioned game room... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    From
    $217
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    • Air Conditioning
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    • x
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    • Elder access
    • ?
    • ?
    About this property
    PRIVATE GATED 5 STAR COMMUNITY LUXURY TOWN HOME 3 Bedrooms 3 Baths We re so excited to have finally purchased our new house in 2011 to now share with you Our family has been coming to Windsor Hills for seven years This is truly a great place for families golfers and anyone looking to escape from... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
    From
    $697
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    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    “Imagine You and Your family renting this Luxurious Private Vacation Rental over looking a golf course, with a Private Pool, a Games Room & so much more, located on Reunion Resort in Orlando, only 6 miles from Disney World' This superb villa has an elevated position which overlooks the Jack... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    1 / 18
    5 of 5 stars (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    $139
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    • Private Outdoor...
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    • Washer
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    • Patio
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Exquisitely furnished home with modern appliances and fittings and tastefully decorated. It is home away from home. Situated in the quiet 4 star Remington Golf Community less than 1 mile from both the main Highway 192 where many supermarkets, shops, restaurants and bars are found and close to... View all property information
    Location Information
    Kissimmee, Central Florida 34744
    5 Bedrooms, 5 Bathrooms, Sleeps 11 | Quick View
    From
    $320
    / Night
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    • Internet Access
    • Shared Outdoor Pool...
    • Air Conditioning
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    • Pet-friendly
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    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    <h1 style='color: #76be43;'>Luxurious Orlando Vacation Home in Paradise Palms Resort , Kissimmee, Florida</h1><ul style='margin:0; padding:0; '><li style='margin:0; padding:0 0 0 15px; background-image:... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
    From
    $587
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    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    This Beautiful Executive home is located in Formosa Gardens Estates one of the most prestigious gated communities in the Disney area Located just minutes from Disney this home is exquisitely furnished to the highest standard with tropical landscaping it s definitely a site to see The block paver... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    6 Bedrooms, 5 Bathrooms, Sleeps 13 | Quick View
    From
    $306
    / Night
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    • Hot Tub
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    • Sauna
    • Housekeeping...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This 6 bedroom, 5.5 bathroom house is situated in Terra Verde, Kissimmee. There are 4 master king en suite bedrooms. It has a wonderful west facing pool overlooking a huge lake. The resort offers a beautiful club house with resort manager and concierge, lounges, swimming pool, spa, tiki bar serving... View all property information
    Location Information
    Kissimmee, Central Florida 34746