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Kissimmee Vacation Rentals

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    Travellers to Kissimmee are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    11 Matching Rentals in KissimmeeView all 5,796 rentals
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    Seasons Villa,5 Bedrooms, Pool with Spa, Gameroom Sleeps 101 / 17
    (31)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Kissimmee, Florida, 'Amazing Castle in the Sun with Private South Facing Pool'1 / 28
    (22)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Gigantic pool (a.k.a BigPoolVilla) & SPA, X Box, Games Room, Two Themed Bedrooms1 / 45
    (31)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 13 Quick View
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    DORAL WOODS SECLUDED VILLA1 / 28
    (45)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Washer
    • Private Outdoor Pool (Heated)
    • Grill
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 4, 2018
    What an unforgettably FAB time we had! Location brilliant - just a few mins from Disneyworld, and yet such a cosy, laidback feel to the villa. Loved its layout - so unusual to...
    Reviewed August 14, 2018
    Very private secluded location but within easy reach of all amenities and theme parks. Words cannot really do this villa justice and it certainly exceeded all our expectations...
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    About this property
    AS A RESPONSIBLE OWNER, THE CALENDER FOR THIS PROPERTY IS ALWAYS KEPT UP TO DATE. See my Doral Woods video below and check out the latest updates, links & recommendations on my Doral Woods Florida Villa Facebook page. There's nothing quite like coming home to the comfort of your own luxury villa...
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    Location Information
    Kissimmee, Central Florida 34758
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Affordable and Luxurious Ground Floor Condo at Cane Island Resort1 / 46
    (36)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Washer
    • Hot Tub
    • Sauna
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 4, 2018
    We enjoyed staying at this condo, there was plenty of room and besides a few problems, everything was fine. The thing I enjoyed the most was the wonderful pool and hot tub. I...
    Reviewed March 1, 2018
    A nice layout and very clean and well kept. The neighbourhood is quiet and friendly. A lot of full time residents that take pride in their area The clubhouse staff were very...
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    About this property
    Cane Island is a luxurious gated resort featuring impressive amenities. Our Condo is located on the ground floor, it is a 2 bedroomed condo that is perfectly accessible for both wheelchairs and pushchairs, everything is on a level so there are no steps or ramps. This is a luxuriously furnished...
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    Location Information
    Kissimmee, Central Florida 34746
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Washer
    • Grill
    • Private Indoor Pool
    • Hot Tub
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 26, 2017
    Love the area the house was nice and support team helpful. my family enjoyed staying there and are hoping to visit again
    Reviewed July 10, 2017
    Looked into loads of villas before booking this one. Ticked all the boxes at the best price.located just off formosa Blvd, off the 192 so very handy for restaurants, shops...
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    About this property
    This immaculate 4 bedroom, 3 bath, family vacation villa is ideally situated only 3 miles from Disney World! The villa overlooks a tranquil lake, a home to herons and other wildlife all year round, and from here it's a short journey to all the major attractions in and around Orlando. The...
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    Location Information
    Kissimmee, Central Florida 34747
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Cozy 3 Bedroom 2 Bath Pool home 4 miles to Disney (2157)1 / 12
    (13)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 26, 2013
    Wonderful location for our place. Great for the money! Yes older pool and home, but in great condition.
    Reviewed June 11, 2011
    Please bring or be prepared to buy cleaning supplies and garbage bags. There was a vacuum and broom with dust pan. You will need soap, paper towels, and tissues. There was only...
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    About this property
    This spacious Three bedroom home is situated in a peaceful area on the popular Indian Ridge complex. Located only 3 miles for Disney World Resort area, this community features a community swimming pool, tennis courts, a children’s playground, and walking trail.The large Master bedroom has a queen...
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    Location Information
    Kissimmee, Central Florida 34747
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Furnished apartment - weekly & monthly Orlando rental.1 / 63
    (19)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Wi-Fi
    • Patio
    • Washer
    • Grill
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 31, 2018
    We were very impressed with this unit. It was well maintained and very well equipped. We stayed 4.5 months and it was truly perfect. A few very minor items happened over the...
    Reviewed March 22, 2018
    What a beautiful unit we were previledged to be in for a week. 3 bedroom and 2 bathrooms. The unit was very spacious with lots of room for a large family. It was really clean...
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    About this property
    Our executive villa at island club is one of the most sought after destination resort for families visiting the Orlando area. It has earned this reputation because it is super convenient to all of the amusement parks like Walt Disney World, Universal Studios, Sea World, Islands of Adventure. So...
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    Location Information
    Kissimmee, Central Florida 34747
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Stunning Lake View 7 bdrms 5.5 baths(4 suites)1 / 120
    (33)Excellent
    7 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Waterfront
    • Grill
    • Patio
    • Washer
    • DVD Player
    • Internet Access
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 4, 2017
    The location was perfect for me! 30 minutes from Orlando airport, and a main road less than a five minute drive away with everything you could possibly ask for. For me, it was...
    Reviewed September 17, 2017
    We stayed at this beautiful and hosted a small party for my mothers 60th birthday. The villa was filled with everything we would possibly need plus more. It's in the most...
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    About this property
    Lake view private swimming pool and 6 miles away from Disney with excellent access to all of Orlando's Disney theme parks and golf courses, Harmony Villa is the perfect place for your vacation in Florida. Located on the peaceful and exclusive Seasons community in Kissimmee, our brand new furnished...
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    Location Information
    Kissimmee, Central Florida 34746
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 16
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    Affordable Luxury for Your Family Next to Disney1 / 17
    (18)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 August 27, 2018
    The apartment is as described and was perfect for the four of us. It was fitted out with everything we needed and very comfortable. The slow cooker was a particular bonus as it...
    Reviewed December 30, 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...
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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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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Parking
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lindfields has been a firm favorite amongst the neighborhoods along the Disney World Resort area. Within 5 miles of Disney World, its popularity boasts many facets including easy access to shops, restaurants and attractions. A quick hop over to I-4 will take you over to many more attractions that...
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    Location Information
    Kissimmee, Central Florida 34747
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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