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Holiday Homes in Kissimmee

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    Travellers to Kissimmee are booking March dates now. Secure your holiday rental today, and have the perfect trip.
    31 Matching Rentals in KissimmeeView all 4,284 rentals
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    Mickeys Masterpiece in Windsor Hills1 / 61
    (12)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Windsor Hills 3 Bedroom Condo located just 2 minutes from Disney1 / 11
    (1)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Luxury 6 Bedroom Home with Pool at Windsor Hills Resort1 / 36
    (5)Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    2sistersdisneycondo at Windsor Hills, near Disney1 / 65
    (87)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Grill
    • Hot Tub
    • Patio
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 January 2018
    Perfect location for Disney & Orlando attractions. Overall, the condo fit our family of 5’s needs but shows a bit of wear & tear. The owner is VERY responsive and...
    Reviewed 16 October 2017
    The location is perfect! 5 minutes Disney Parks and 15 minutes Universal Parks.Good acomodations, clean, confortable and secure.Fast Internet helps a lot and Leila is a very...
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    About this property
    This inviting 2 bedrooms / 2 bathrooms condo with 1082 sqft is located at Windsor Hills, the 5-star gated & guarded resort only 2 miles away from Disney Maingate. This is a 1st floor unit, conveniently near building entrance and parking spaces, and at a short walking distance from the Clubhouse...
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    Kissimmee, Central Florida 34747
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Studio, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Birmingham, professionally managed by Magical Memories, is a beautiful 5-Star luxury condo that lies within the secured gates of the Windsor Hills Resort just west of Walt Disney World. Guests are spoiled with 1400 square feet of vacation living space. The fourth floor location allows for...
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    Kissimmee, Central Florida 34747
    Condo/Apartment - 2 Bathrooms, Sleeps 8
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    2 Mi to Disney - 5BR/5BA- Wireless Hi Sp & Game Rm1 / 24
    (12)Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • DVD Player
    • Hot Tub
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 October 2017
    I really enjoyed the property.Very nice place. It felt like home away from home.I love the front entrance way.
    Reviewed 28 September 2017
    We had a great time, and our little ones loved the themed bedrooms and swimming pool. Great place if you have school aged kids. All of the appliances including washer/dryer...
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    About this property
    Truly the 'K i n g' of all Luxury Vacation Resorts near Disney, our Windsor Hills Villa is located only 3 from Disney's Main Gate. Within 1 mile of our Windsor Hills villa lies a vast sea of shops, supermarkets, stores, entertainment, and activities. Our Windsor Hills Resort community is a 24...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 11
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    Executive Villa, Pool, Hot tub, WiFi, Games Room1 / 24
    (13)Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Children's Pool
    • Hot Tub
    • Cable/satellite TV
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 June 2016
    We loved the home! Swimming pool and hot tub was a plus. Both had crystal clear water. It was in a good neighborhood.The people taking care of it could not be anymore...
    Reviewed 11 May 2016
    My family and I had a brilliant time and probably the best holiday of a life time.The house is amazing, very clean and with everything we needed.The children loved being so...
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    About this property
    A Brand new 2010, '5' Star Luxurious 6 bed, 4 bath fully air conditioned executive Villa in Archfeld Blvd, Windsor Hills Resort, with Free local, National & international call to over 40 destinations & free wireless internet. You also have your own private heated Pool & Spa, Gas BBQ (Grill) The...
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    Kissimmee, Central Florida FL 34747
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    Windsor Hills,special offers 2018 cinema room, Xbox one, free WiFi1 / 162
    (14)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Patio
    • Hot Tub
    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    This house was great there were 10 of us staying. It had plenty of room and was very clean. The pool was great we had it heated and we were in it everyday. The house is in a...
    Reviewed 4 weeks ago
    We stayed in this villa with another family for a one week trip to Orlando over Christmas. It is a beautifully appointed, spacious and comfortable house which catered to our...
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    About this property
    Our Villa in Windsor Hills is a BEAUTIFUL custom designed home. Windsor Hills is a secure gated community that has all the amenities of a 5 star hotel or resort, but with the comfort, convenience, and privacy of staying in a high end home. Facilities Air Conditioning Flat Screen TV's TV's and DVD...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    Disney Windsor Hills 6BR/4BA Villa1 / 30
    (1)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • DVD Player
    • Parking
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This will be a brand new 5 star luxury 6 bedrooms 4 baths home located in the fabulous Windsor Hills Resort. It will be starting from January of year 2013. It is southern style home with numerous upgrades and it is furnished and decorated with very high standard. Our truly gorgeous vacation home...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    Studio, 5 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Patio
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Heathrow is a beautiful 5-Star vacation rental home located in the Windsor Hills Resort of Kissimmee, Florida. Guests will enjoy the great location, amenities, fine furnishings, and brilliant d?cor. Its location is in close proximity to the popular Disney parks, Universal Studios, and Sea World...
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    Kissimmee, Central Florida 34747
    Condo/Apartment - 5 Bathrooms, Sleeps 10
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    Windsor Hills Family Condo 2 miles 2 Disney!1 / 27
    (18)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Wi-Fi
    • Hot Tub
    • Balcony
    • Washer
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 June 2017
    We had a wonderful time in this condo. The check-in / check-out procedures were so easy. The complex felt secure and amenities were great for our family. The unit was stocked...
    Reviewed 17 May 2017
    all the major tourist attractions are nearby. Very clean and upgraded condo. We will definitely consider this condo on future Florida vacations.
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    About this property
    FLORIDA SUN AND FAMILY FUN AT SUNSHINE GETAWAY CONDO LOCATED AT 5 STAR WINDSOR HILLS RESORT! Family friendly 3bedroom/2bath condo with free wireless internet our condo named Sunshine Getaway is your next vacation retreat! On the third floor this condo is a quiet corner unit overlooking an...
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    Kissimmee, Central Florida 34747
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cleveland at Windsor Hills1 / 18
    (2)Excellent
    Studio, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Grill
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 March 2010
    I taveled with my husband and two boys 13 and 7 and stayed for a week. The place was spacious clean ans well kept the 2 bathrooms were a plus for getting ready and who can beat...
    Reviewed 3 March 2010
    We were very pleased with our accommadations and the friendly service that was provided by your office and the staff at the Windsor Hills Resort.The beautiful complex pool was...
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    About this property
    Guests love the homey comforts of our Cleveland vacation condo, located in the prestigious Windsor Hills resort community. This 4- Star condo is built with 2 bedrooms and 2 bathrooms across nearly 1100 square feet of vacation living space. Enjoy the views from your private balcony! Although the...
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    Kissimmee, Central Florida 34747
    Condo/Apartment - 2 Bathrooms, Sleeps 6
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    Windsor Hills Retreat Villa1 / 20
    (3)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Washer
    • Private Outdoor Pool (Heated)
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Hot Tub
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 January 2017
    Beautiful villa with lots to do. The pool & spa were gorgeous. Bedrooms were huge & lots of space for clothes etc. Games room was great. Was a huge villa for the 4 of us...
    Reviewed 14 December 2016
    My family and I have been going to Florida annually for the last 5 years, and we have stayed in houses on Windsor Hills a number of times, but from now on this is the only house...
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    About this property
    2 miles to Disney - Luxury 6 bed, 4 bath - South facing private Palm Tree lined pool & spa with covered patio area. No expense spared, large LCD flat screen TVs in every room, premium & HD cable channels, Sony BluRay/DVD players, Nintendo Wii, Xbox 360, iHome alarm clocks and Bose sound system....
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    Location Information
    Kissimmee, Central Florida 34747
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Trafford at Windsor Hills1 / 23
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 March 2010
    all points was great, a beautifull flat or villa, a great swimming pool a strong sucurity
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    About this property
    Windsor Hills Resort is known for beautiful vacation properties. The 5- Star Trafford condo is no exception. An open floor plan with over 1,400 square feet greets families and friends for a memorable vacation in Kissimmee. Its third floor location is easy to get to with the help of an elevator....
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    Kissimmee, Central Florida 34747
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Windsor Hills 6 Bedroom Luxury Villa - near Disney1 / 34
    (7)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Patio
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 April 2012
    We had 9 family members from ages 3 to 60 stay in this house for a week. Everyone loved it!! The booking process was very easy and we had excellent communication from the...
    Reviewed 1 March 2011
    We had great time for our family vacation at this villa. It was in a great location within the Windor Hills community on a quieter street with no backyard neighbors. The owners...
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    About this property
    This luxurious 6 bedroom, 4 bathroom villa is located on the 5 star gated resort of Windsor Hills which is only minutes away from the Disney theme parks. 2 themed rooms - Mickey Mouse and Toy Story. The villa has a private west facing pool, overlooking landscaped gardens and has recently been...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Luxury 2 miles from Disney w/Princess Rm, Pool/Spa1 / 72
    (5)Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Porch
    • DVD Player
    • Hot Tub
    • Cable/satellite TV
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 April 2014
    We had a group of 11 including my parents who have limited mobility. Having a master bedroom with bath downstairs was so nice for them. I only wish there was a stand alone...
    Reviewed 3 November 2013
    Everything about this property is exactly what we expected. Two masters upstairs (opposite ends of the floor), three GREAT themed rooms, and another king bed down stairs with a...
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    About this property
    Best luxury house in Windsor Hills Resort!! Our 6 bedroom 4 bathroom Disney Dream House. The largest most luxurious home in the 5 star gated resort of Windsor Hills! Just 2 miles from the gate of Walt Disney World! Our home features - South facing private pool and spa. Top notch electronic...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Close2theMagic 3br/3ba Townhouse Windsor Hills1 / 19
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 April 2012
    We absolutly loved our stay at Close2theMagic. The Location was great! It was so close to everything we never had far to drive. We especially loved the heated pool that...
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    About this property
    Make your Disney Dreams a reality when you stay in this beautifully decorated, three bedroom town home located in the gated community of Windsor Hills Resort. We have thought of everything to make your stay a wonderful experience. With the convenience of home so close to the magic! Located just off...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Windsor Hills Townhome, end unit/South facing pool1 / 27
    (15)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Parking
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 August 2017
    This was a great place very neat and quiet the grounds are kept up nice and the townhouse was great it was nice to have a full kitchen and laundry available. The splash pool...
    Reviewed 12 December 2013
    Found the townhome to be clean and well kept and enjoyed the lanai and pool. Also enjoyed the large flat screen TV in living room area. Conveniently located to Disney theme...
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    About this property
    Our Windsor Hills townhome has 3 bedrooms, 3 bathrooms, and it's own private splash pool. Windsor Hills is a gated community only 2 miles to the Disney World gates and is a convenient location for all of the area attractions. The home is decorated tastefully and up to date with the amenities...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2559 Windsor Hills1 / 34
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • DVD Player
    • Washer
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 August 2017
    Great location, very clean, plenty of room, well furnished, neat pool, very safe place to stay, trash pick up daily (perfect), great community pool and fitness center. A...
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    About this property
    Great location, 3 bed 3 bath town home with private pool in Windsor Hills. Walk to club house and main pool This 2-Story Town House has its own private pool with a covered and screened Lanai. Come home from an exciting day Disney World or other area attractions and hang out by the pool to relax and...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Sunderland at Windsor Hills1 / 24
    (1)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Grill
    • Hot Tub
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The 5- Star rated Sunderland vacation condo at Windsor Hills Resort features over 1200 square feet of vacation living space. An elevator is available to take you up to the fourth floor to enjoy your accommodations. Inside, you'll find cool tile flooring throughout the main living areas and...
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    Kissimmee, Central Florida 34747
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • DVD Player
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    • Cable/satellite TV
    • Washer
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Harmony House is a luxury villa located in the prestigious Remington Golf Community and near Walt Disney World in Kissimmee, Florida. This upgraded executive Villa with extended Pool & Spa, has 4 bedrooms and 3.5 bathrooms and sleeps up to 8 guests in luxury. Remington golf course has won a Disney...
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    Kissimmee, Central Florida 34744
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Luxury Condo in Orlando near Disney- Windsor Hills1 / 93
    (22)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Washer
    • Internet Access
    • Hot Tub
    • Grill
    • Air Conditioning
    • Balcony
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 October 2014
    Very nice condo very close to all of the Disney properties! Owner was concerned about our stay and was very friendly. This is the best deal for your dollar in and around Disney.
    Reviewed 11 June 2014
    This condo was perfect for our stay. It was exactly as pictured and VERY clean. Prem was great! He was very responsive and helpful. He even sent all of the pertinent information...
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    About this property
    Why 'inquire', when you can use 'Book Now' at our listing to confirm your reservation online immediately? 1) Our calendar here is always 'up-to-date'. 2) Our best rates are available only online. When you 'inquire', our staff visits this listing and then uses the pricing available online to send...
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    Location Information
    Kissimmee, Central Florida 34747
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful Penthouse 3 bed 2 bath Condo, Sleeps 8 and very Kid friendly You will really enjoy this 3 bedroom 2 bath penthouse , 4th floor condo (the largest condo available in Windsor Hills resort) with a great view located in the highly desirable resort of Windsor Hills. The community is...
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    Location Information
    Kissimmee, Central Florida 34747
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Hot Tub
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Professionally decorated, highly desirable Windsor Hills 5 Bedroom 5 Bath Pool Home, 5 minutes to Disney A Picture is Worth a Thousand Words, But a Virtual Walkthrough Speaks for Itself! Click Here for a 3D Virtual Tour of This Home! This 5 bedroom, 5 bath home has a west facing pool/spa and has...
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    Location Information
    Kissimmee, Central Florida 34747
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    7669 Windsor Hills1 / 32
    (3)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 November 2017
    We traveled to Kissimmee for a family member's wedding. We had relatives coming in from Seattle and Vancouver BC. Most of the family stayed at a 6 bedroom house nearby...
    Reviewed 22 September 2014
    We completely enjoyed our stay here. The rental process was easy and professional. The owners care for their property and very much want to make sure that their guests have...
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    About this property
    Is a 4 bedroom too large for your party? Perfect, here is an awesome freshly refurbished 3 bed 3 bath Town Home in Windsor Hills! A Picture is Worth a Thousand Words, But a Virtual Walkthrough Speaks for Itself! Click Here for a 3D Virtual Tour of This Home! Freshly refurbished 3 bed 3 bath town...
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    Location Information
    Kissimmee, Central Florida 34747
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    WINNER! TRIP ADVISOR CERTIFICATE OF EXCELLENCE,  WINDSOR HILLS  3B/ 3B TOWN HOME1 / 30
    (63)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Washer
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Wi-Fi
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 November 2017
    We absolutely loved this town home, it was perfect for us. Very clean and spacious and with everything that you could possibly need. Very family friendly. We stayed 10 days and...
    Reviewed 24 October 2017
    We spent a week at this wonderful condo. The accommodations are very comfortable. Nice beds. Each bedroom has its own bath! Plenty of space and very close to Disney. The...
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    About this property
    WINNER OF TRIP ADVISOR's 'CERTIFICATE OF EXCELLENCE'. ALSO WINNER OF FLIPKEY's 'TOP VACATION RENTAL' Luxurious fully furnished 3 bedroom and 3 bathroom townhome with a private heated splash pool is in the serene community of the Windsor Hills Resort - a few minutes from Disney and other...
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    Location Information
    Kissimmee, Central Florida 34747
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2627 Windsor Hills1 / 36
    (2)Average
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Patio
    • Hot Tub
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 April 2016
    Just stayed here with my daughter, son-in-law and grandchildren. Enjoyed the location, close to Disney. Appreciated that this is a gated community. Was very worthwhile to have...
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    About this property
    Free pool heat through February. Hey Kids, how would you like to stay in this home on your vacation? Closest large resort to Disney is where you will find this 4 bedroom 4 bath home with a private pool. Orlando's Windsor Hills offers the convenience of being close to the attractions, shopping, golf...
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    Location Information
    Kissimmee, Central Florida 34747
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Affordable Luxury for Your Family Next to Disney1 / 11
    (15)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Balcony
    • Wi-Fi
    • DVD Player
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 December 2017
    We needed a place to stay near the Parks and our daughter who lives nearby. This location was perfect for what we needed. The lines to get into the gated community (which is...
    Reviewed 1 November 2017
    Everything as advertised very clean and nice. maybe 10-15 minutes from disney parks - but remember disney hotels are 5-10 if you drive and 10-15 by bus so faster by not waiting...
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    About this property
    Windsor Hills is an oasis only a mile from Disney World. Amenities include a huge pool with a water slide, clubhouse, playgrounds, exercise room, putting green, sports area, convenience store and shuttles to major attractions. AAA gives it a 3 diamond rating and units are in high demand. Our...
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    Location Information
    Kissimmee, Central Florida 34747
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    March 24-27 Special.~ Windsor Hills 3BD/3BA w/FREE Pool Ht & Welcome Package1 / 44
    (25)Excellent
    3 Bedrooms, 9 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Patio
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Secure Parking
    • DVD Player
    • Air Conditioning
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 November 2017
    This townhouse was well maintained and equipped with everything needed for ones convenience. Tastefully decorated and very clean. Loved having a pool at the backdoor, convenient...
    Reviewed 6 September 2017
    We always stay at Windsor Hills and was pleased that we were able to book with Brandie. After looking at a few of the available townhouses in the Windsor community we decided to...
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    About this property
    Disney Dreams Vacation Home “is a spacious Orlando vacation town home in the heart of the exclusive Windsor Hills Resort community, less than 2 miles from Walt Disney in Orlando, Florida. Our newly furnished town home is ready to welcome you to your Florida vacation. This 3 bedroom home is...
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    Location Information
    Kissimmee, Central Florida 34747
    Holiday Rental House - 3 Bedrooms, 9 Bathrooms, Sleeps 8
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    7664 Windsor Hills1 / 36
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 March 2015
    We enjoyed our stay at Windsor Hills so much that we would definitely return in the future! From our arrival at the gate to our departure we can say we had an enjoyable...
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    About this property
    Come enjoy this beautiful 2 Bed 2 Bath Condo featuring Two King Beds. Located in the ever popular resort community of Windsor Hills, you are only moments away from the entrance of Walt Disney World. Shopping, restaurants and other area attractions are so close, you will never run out of things to...
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    Location Information
    Kissimmee, Central Florida 34747
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amarillo Villa Rental at Windsor Hills, Kissimmee - location, pool and spa1 / 24
    (13)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Wi-Fi
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 days ago
    We stayed at 7739 Comrow Street, which is located in the gated community of Windsor Hills Resort in Kissimmee, which is a quiet gated community. It is a four bedroom home with...
    Reviewed 1 week ago
    House is centrally located in a quiet gated community. Views of fireworks from the pool at night is a real treat. Great layout for multi family visit. House is well stocked...
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    About this property
    FLA Holdings' Amarillo Villa accommodates 8 people, and is equipped with everything needed to make your stay enjoyable. Being a single-level bungalow, it is well suited for individuals with accessibility challenges. There are four bedrooms and four full baths: two king master suites, a queen and a...
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    Location Information
    Kissimmee, Central Florida 34747
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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