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Vacation Home Rentals and Villas in Kissimmee, FL

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    Travelers to Kissimmee are booking March dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 39
    5 of 5 stars (4) Excellent
    7 Bedrooms, 4 Bathrooms, Sleeps 15 | Quick View
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    1 / 99
    5 of 5 stars (8) Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    1 / 50
    5 of 5 stars (7) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    1 / 48
    5 of 5 stars (8) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    About this property
    Luxury vacation townhouse located in the private gated resort community of Paradise Palms; just 10 minutes from Disney! This beautiful townhouse has a GREAT LOCATION! View from patio and private pool out to green lush lawns and palm trees, with the clubhouse just down the street. South facing... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed July 7, 2015
    Location!! Location!! Location!! This house location suited ideally when you are visiting Orlando in large group and visiting Disney Parks. We visited in June 2015, with group of...
    5 of 5 stars Reviewed March 29, 2015
    The home is beautiful and spacious, just as pictured. Trond, the owner, was quick to respond to any questions I had and we had a wonderful stay. The backyard pool is perfect in...
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    First class accommodations that will not disappoint. Beautifully kept and tastefully decorated 4 bedroom one floor Pool Home just 7 miles from Disney. Home has no rear neighbors and have a beautiful view over the small lake. BBQ on the desk while watching the sun set. Wireless Internet, US and... View all property information
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    Kissimmee, Central Florida 34746
    1 / 77
    5 of 5 stars (18) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Come and enjoy our executive custom built home at a great price only 3 minutes to Disney. If your looking for a home that is close to Disney, all attractions, shopping, restaurants ....then you have found the PERFECT location!!! Complete with a private large pool,hot tub and fun filled game room.... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed September 8, 2015
    The house was wonderful! Close to the Disney parks and near restaurants. Everything was exactly as shown on the website and we had a fantastic stay! We enjoyed the pool...
    5 of 5 stars Reviewed May 12, 2015
    I've stayed in a lot of rentals but this one was outstanding. It is super clean. No dust bunnies or spider webs anywhere. Owner provides great short cuts to Disney which were a...
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    1 / 75
    4.5 of 5 stars (19) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Patio
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Outstanding Luxury Villas with 4 bedrooms, 3 bathrooms WITH BRAND NEW AC and pool heater. Comfortably accommodates up to 10 guests, we also own few luxurious villas next each other to accommodate larger groups up to 30 guests and complimentary airport pickup, free grocery delivery is available. (... View all property information
    Location Information
    Kissimmee, Central Florida 34744
    5 of 5 stars Reviewed August 22, 2015
    My family and I have been traveling to Florida for many years together and me, myself personally, I have been traveling to Florida since I was a baby. I can confidently say that I...
    3 of 5 stars Reviewed June 20, 2015
    Initially we appreciated that we could check in early (10AM), however we arrived at 12:30 only to find an extremely warm home. The AC wasn't working. If the house was to be...
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    7 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
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    • Patio
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    • Hot Tub
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    • Satellite TV
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    Located in Emerald Island which is one of the most desirable Resort Communities in the area and it is less than 3 miles to Disney World.This home offers, 6-7 bedrooms 5 1/2 bathrooms, 4 Master Suites all fit for a King with their lavish beds and decor and private bathrooms. Each bedroom is set up... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    1 / 21
    4.5 of 5 stars (3) Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    Hideaway Villa is the perfect choice for the ultimate Disney family holiday - just 10 minutes east of Disney, on the exclusive gated community of Terra Verde. Conveniently located close to Walmart, Medieval Times and Olde Town. Hideaway Villa has 5 bedrooms, all with cable TV, and 4 bathrooms.... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    4 of 5 stars Reviewed April 5, 2015
    This was a very nice place for my family to stay while visitng Disney's magic kingdom parks. The house was very clean and the management team came very quickly when there was a...
    4 of 5 stars Reviewed March 26, 2015
    This was my first time renting a vacation home and while I hated the experience of securing a home, we really enjoyed our stay at the property. Renting a home was more...
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    1 / 26
    5 of 5 stars (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
    • Private Indoor Pool
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    • Pet-friendly
    • Wheelchair access
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    About this property
    BRAND NEW!! MODERN, PROFESSIONALLY DECORATEDProperty Type: 4 Bedrooms / 3 Bath Townhome with Private PoolFloor Area: 1800 sq. ft.Location: Paradise Palms Resort, Disney Area This beautiful unit is located in Paradise Palms Resort one of Florida's Premier Resorts only 5 minutes from Disney!! and... View all property information
    Location Information
    Kissimmee, Central Florida 37474
    5 of 5 stars Reviewed December 21, 2015
    I would like to thank the owner and vacation rental staff..The home was beautiful and enjoyable..Will rent this unit again!!!
    5 of 5 stars Reviewed July 3, 2015
    This place is down right awesome! The location is very convenient and close to all of the parks and main attractions. The house itself is actually a very good size and located in...
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    1 / 49
    4.5 of 5 stars (4) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Private Outdoor...
    • Satellite TV
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Grill
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
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    About this property
    Less than 15 miles from Walt Disney World, this villa offers a private backyard pool and hot tub. The 4-bedroom, 4 bathroomed house includes a fully equipped kitchen and spacious bedrooms with flat-screen TVs. Free Wi-Fi is available throughout the Serendipity villa. All linens and towels are... View all property information
    Location Information
    Kissimmee, Central Florida 54758
    5 of 5 stars Reviewed November 9, 2015
    Excellent quality with great value for money, location very convenient not too far from the parks. The villa was spotless and also a nice heated pool and hot tub. The pool and...
    5 of 5 stars Reviewed October 26, 2015
    I loved the house it was beautiful a very spacious home, everything in the house was wonderful we had an amazing time as a family, there will be a next time! My kids enjoyed it...
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    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    $1,500
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    • Elder access
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    About this property
    Do let us know if you have any questions as we would love to welcome you and ensure you have a fabulous stay! The apartment is very spacious, very comfortably furnished and fully equipped kitchen. 2 large bedrooms - one with king size bed ensuite and the second bedroom has 2 queen sized... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    1 / 24
    5 of 5 stars (19) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    $144
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    • Hot Tub
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    • Air Conditioning
    • Children's Pool
    • Satellite TV
    • Patio
    • Wi-Fi
    • Washer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Over 8 Years listed with Holiday Lettings. 5 STAR Trip Advisor Reviews, Perfect Location and Discounts for bookings over 2 weeks and FREE food arrival pack as standard to all our guests! Fully Air Conditioned + Paddle fans in all bedrooms, lounge & Lanai, Free Wireless Fibre High Speed Wifi, Free... View all property information
    Location Information
    Kissimmee, Central Florida 34758
    5 of 5 stars Reviewed August 25, 2015
    We (family of four with two teenage kids) stayed at this luxury villa for two weeks during July 2015. The owner (Steve) was first class from our initial enquiry on availability to...
    5 of 5 stars Reviewed June 13, 2015
    We stayed in the Dolphin Villa for 3 weeks in June 2014, everything from start to finish was excellent, villa and pool area was spotlessly clean and very very comfortable...
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    1 / 28
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    $57
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    • Satellite TV
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    • Patio
    • Private Outdoor...
    • Hot Tub
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    NEW END UNIT! Our most PRIVATE and BEST PRICED 3 BEDROOM, 3 BATH TOWNHOUSE with PRIVATE SOUTH FACING POOL FOR RENT AT WINDSOR HILLS. It features a LARGE YARD out back, a SCREENED IN LANAI, and SOUTH FACING POOL with PRIVACY! You want SOUTH FACING POOL for Maximum Warm Florida Sun for your... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    1 / 15
    4.5 of 5 stars (11) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
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    • Children's Pool
    • Waterfront
    • DVD Player
    • Sauna
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Guests staying in this apartment at Cane Island Resort enjoy views of the lake, pool and community pond from the private fourth floor covered balcony. Access to this fourth floor condo is easy with the use of an elevator. Over 1,150 square feet of vacation living space is available to relax and... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 stars Reviewed October 17, 2015
    Perfect place to stay. Everything was close by and at a walking distance. It was worth every penny, I will be renting from him again. The view was awesome from the 4th floor I...
    4 of 5 stars Reviewed October 8, 2015
    The condo was nice. The only issues I had we're the balcony sliding doors would not close. And there were small bugs on the kitchen counter top.. I called the 24 hour guests...
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    8 Bedrooms, 4 Bathrooms, Sleeps 20 | Quick View
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    • Satellite TV
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • x
    • Smoking allowed
    • Elder access
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    About this property
    This Executive vacation home near Disney located in Emerald Island Resort is tastefully decorated throughout to make you feel at home. Accent painting, colorful curtains and nice furnishings. The villa is located a short walk from the club house and is on a private conservation lot. 2 King master... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    8 Bedrooms, 4 Bathrooms, Sleeps 20 | Quick View
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    $219
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    • Air Conditioning
    • Secure Parking
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    • Private Yard
    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
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    About this property
    one of best resort at Disney area, new remodel for big group, pondview, heated pool/spa. This Executive vacation home near Disney located in Emerald Island Resort is tastefully decorated throughout to make you feel at home. Accent painting, colorful curtains and nice furnishings. The villa is... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    1 / 70
    5 of 5 stars (6) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    This is a beautifully furnished vacation home near to all Disney theme parks, several good golf courses and a 5 minute drive from restaurants and shops. The villa sleeps 8 people and has four good sized bedrooms and two bathrooms. The villa is fully equipped with eveything you need (including... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 stars Reviewed December 10, 2015
    We stayed in this wonderful villa in October 2015. Right from the start it was so easy to deal with Paul and Alison, which for me is so important. The villa and all the...
    5 of 5 stars Reviewed July 29, 2015
    First of all I would like to say that the pictures don't do justices for the house . The house is beautiful each room has it's own vibe . My family fell in love with the house...
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    1 / 100
    8 Bedrooms, 5 Bathrooms, Sleeps 20 | Quick View
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    (Please also check my other 8 bedroom properties in Emerald Island Resort, 4627683,4865396, 5493059) This Executive vacation home near Disney located in Emerald Island Resort is tastefully decorated throughout to make you feel at home. Accent painting, colorful curtains and nice furnishings. The... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    1 / 20
    5 of 5 stars (1) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    $222
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
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    About this property
    Welcome to Avenant's Castle located in Emerald Island Resort, an exclusive manned gate community. This home was remodeled in June of 2015. We upgraded this home to be one of the most beautiful homes within 3 miles of Disney. Murals by the areas best artist are throughout the home - your kids may... View all property information
    Location Information
    Kissimmee, Central Florida 20878
    5 of 5 stars Reviewed July 17, 2015
    This home was beautiful. Well decorated. Beautifully appointed. 5 large bedrooms and 4 baths. Kitchen well equipped for my brother and I who love to cook. Owner David was very...
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    1 / 40
    4 of 5 stars (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Waterfront
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    Watch Walt Disney World Fireworks EVERY NIGHT off of your Screened Balcony. See Magic Kingdom, EPCOT, Hollywood Studios, and Sea World / Universal Studios Fireworks too! This is an AMAZING Windsor Hills 2 Bedroom 2 bath Property with Views of the Fireworks from the Balcony, and BOTH BEDROOMS!... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    4 of 5 stars Reviewed December 2, 2014
    Property meet all our requirements, near golf courses, restaurants and the resort amenities. Pool and club house well maintained. The unit itself does however need some new...
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    1 / 13
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
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    About this property
    If you are looking for relaxing surroundings and comfort of a private home while you visit Orlando we have a perfect place for you. Our rental homes offer everything you may need including: -Air Conditioning throughout the house - Covered patio with a private pool - Spacious and fully... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    1 / 21
    5 of 5 stars (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Three bedroom, two bath townhouse only 7 miles from Disney on a beautiful gated community with 24 hour security! Full of amenities including 4 pools, hottubs, children's playground, business center, fitness center, basketball courts, tennis courts, car wash! Unit is fully furnished and has... View all property information
    Location Information
    Kissimmee, Central Florida 34741
    5 of 5 stars Reviewed 4 weeks ago
    I found this location on Trip Advisor and my mother made arrangements for us to stay. The townhouse was adorable! It was exactly as described. The only thing missing was the...
    5 of 5 stars Reviewed March 29, 2015
    This was my first time renting a vacation property so I was a little skeptical at first. Overall I would have to say it was a great experience. Was impressed with all the items...
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    1 / 21
    5 of 5 stars (10) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    $85
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    • Satellite TV
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    • Private Outdoor...
    • Grill
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    A large pool deck, heated pool and spa are the ideal places to sit while you relax in the tranquil setting screened on both sides by privacy hedges and backing onto a conservation area. WiFi and fishing on Bass Lake from the fishing dock are all free of charge, making your trip a home from home in... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 stars Reviewed 1 week ago
    The home was spacious and bright. The pool was nice, however at the time needed a new pool solar cover. It worked well for our needs and we appreciated the communication with...
    5 of 5 stars Reviewed September 20, 2015
    As newbies to vacation home rentals, we had great experience throughout our stay. Awesome communication before, during and after the visit. The home was large and very...
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    7 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    $179
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    • Internet Access
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    • Grill
    • Satellite TV
    • Hot Tub
    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Elder access
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    About this property
    7 Bedroom, 4 Bathrooms (2 Ensuite), 1 Half Bathroom, Sleeps 14 - 16 with two extra roll-away beds. Only 3 miles to Disney. You'll love this well appointed home, 2 social areas, 2 42' Flat Screen TVs, in fact flat screen TVs are in every bedroom! Free international calls. Free Netflix streaming.... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    1 / 100
    5 of 5 stars (3) Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    $169
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    • Hot Tub
    • Private Indoor Pool
    • Satellite TV
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    • Wi-Fi
    • DVD Player
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
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    About this property
    Overview Come and enjoy a family vacation home that your loved ones can cherish forever - this fabulous and spacious 6 bedroom/5 bath pool home offers the perfect location for families visiting the theme parks of Orlando and Walt Disney World® Resort. You and your loved ones will be just minutes... View all property information
    Location Information
    Kissimmee, Central Florida 35747
    5 of 5 stars Reviewed May 16, 2015
    This was a great house everything about it was amazing. The beds are the most comfortable things I have ever slept on.. So much room it don't feel like there is a lot of ppl in...
    5 of 5 stars Reviewed March 18, 2015
    This facility was absolutely appealing and ultimately an outstanding value. My family had a first ever family reunion and some of my relatives relied on me to pick a great place...
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    1 / 42
    5 of 5 stars (6) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Truly a cut above the rest. Exceptionally stunning and professionally furnished private town home in the prestigious 5 Star gated community of Paradise Palms Resorts, voted one of Orlando's most beautiful destinations. Just built in 2010, our 4 bedroom, 3 bathroom, 2 story town home is the superb... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed September 19, 2013
    My family and I had such a great time at the Paradise Palms. The Resort was beautiful. Full of Activities.. All the Amenities we could ask for. We didn't even want to go the...
    5 of 5 stars Reviewed April 15, 2013
    The minute you pull up to the staffed security house and drive past the clubhouse, you feel like you are in the tropics. This resort has everything. Beautiful pool, waterslides...
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    1 / 28
    5 of 5 stars (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • x
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    About this property
    Living Area Our recently upgraded and spacious lounge is the ideal place to just relax after a hard day at the theme parks! The comfortable lounge benefits from a 42' LCD HD cable television with DVD, video-player, Playstation 2 and a selection of children's videos and PS2 games. Our guest computer... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed June 8, 2015
    The villa's location was excellent. As was the villa itself, only 3 people occupied the villa,as it is available for up to 10 people it still offered great value for money. The...
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    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    Kissimmee, Central Florida 34747
    1 / 35
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    $115
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    About this property
    Our luxurious 5 bedroom and 4 bathroom vacation home provides spacious accommodation for up to 12 people. It is located on the Hampton Lakes community on Hwy27, with convenient access to I-4 and just a 15-20 minute drive to Walt Disney World. This is a great route into the parks as it avoids the... View all property information
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    Kissimmee, Central Florida 33897
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • x
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    About this property
    Look no further for your perfect 'magic' holiday here at Magic Villa situated within the luxurious Emerald Island Resort. This spacious villa has been refurbished to a luxurious standard, which provides everything you could possibly need for a relaxing, stress free stay, on the doorstep of the... View all property information
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    Kissimmee, Central Florida 34747
    1 / 32
    4.5 of 5 stars (4) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This lovely home is situated in Indian Ridge Oaks, a very popular development as it is only 4 miles from Disney. Within 2 minutes walk of the vacation villa are a large community swimming pool, tennis courts and a children’s play area. This home has been personally furnished to a high... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed April 7, 2012
    We were greatly pleased in what we found when we reached our home. We were kind of worried when we made the reservation on line without seeing what we have when we got there. So...
    5 of 5 stars Reviewed March 31, 2012
    The house was perfect for our family of 5. The house was spotless when we arrived and we likes all the little attentions from the rental company. We had a few email exchanges with...
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    1 / 45
    5 of 5 stars (5) Excellent
    6 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
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    About this property
    Your Vacation is Waiting! Our beautiful 6 bedroom 3.5 bath home is located in the amazing Windsor Palms Resort Community. Relax in your own private pool and spa or head up to the club house to utilize the facilities there, such as the 25 m pool, movie theatre, fitness center, Tiki bar, tennis,... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    4 of 5 stars Reviewed June 11, 2015
    The house is in a gated community and very safe. Sometimes the gate house would get backed up from check ins. Make sure to learn back ways to Disney property to avoid constant...
    5 of 5 stars Reviewed May 5, 2015
    We loved our stay at Mickey's Garden Villa. This vacation rental is very spacious. We loved having our own private pool and spent a lot of time there. This home has everything you...
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    1 / 21
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    $79
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    About this property
    3 Br condo close to 192, A UK favorite. Sleeps 8. 6 in beds, 2 on a pull out couch. Just 5 miles to Disney World and central Florida’s major attractions, you will find our beautiful three-bedroom, two-bath, condo. It's perfect for a family vacation. Old Town, shopping, great restaurants,... View all property information
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    Kissimmee, Central Florida 34746
    1 / 29
    4 of 5 stars (1) Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    About this property
    This beautiful villa locates in the Windsor Hill resort - one of the BEST resorts near Disney parks in Florida. -- Only 9 min to Disney parks -- Private screened pool with spa which overlooks open space – no backyard neighbor. -- New bedding's and new mattresses -- Private game room with pool... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    4 of 5 stars Reviewed February 13, 2015
    All previous agreements with the owners were respected. The Villa is in excellent condition, the stuffs are new and everything was clean. The Wifi worked most of the time. The...
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    1 / 31
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    $49
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    • x
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    About this property
    3 Bedrooms, 3 Bathrooms, Sleep 8, Free Wifi, Nintendo Wii, Baby Ready! Looking for a restful and comfortable stay? You have come to the right place! This 3 bedroom townhouse is located in the Crestwynd Bay resort, just 1.5 miles away from Disney. This gated community features a community pool,... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • ?
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    About this property
    Enjoy all the comforts of a fully furnished home in a spacious two-bedroom villa with a plethora of amenities for the whole family – all within minutes of Orlando’s world-famous theme parks and attractions. Your dream holiday vacation awaits!!! This villa is in an ideal location just 1 mile from... View all property information
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    Kissimmee, Central Florida 34747
    1 / 61
    5 of 5 stars (7) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    $219
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    • Pet-friendly
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    • x
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    • Elder access
    • x
    About this property
    Welcome to this elegant and professionally decorated Orlando vacation pool home, located in the beautiful Windsor Hills Resort. The home boasts views for miles as there's no rear neighbors. You can even see the nightly fireworks at Disney World. Absolutely perfect for large family groups, this... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed March 2, 2015
    My wife and I enjoyed our stay at Mickey's Masterpiece and it certainly exceeded our expectations. The home is spacious, and beautifully appointed, and offers many great added...
    5 of 5 stars Reviewed February 27, 2015
    Excelent place Very confortable home Owner very nice I just bougth and left in the house bed sheet and bath towels of better quality.
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    1 / 33
    5 of 5 stars (1) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    • x
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    About this property
    The 42' flat screen HDTV is connected to the internet and has a Blu-Ray DVD player with Netflix and Pandora capabilities and remote control. There is an extra large walk-in closet with lots of hangers and extra pillows and linens for the bed. The serene attached bath has a garden tub and separate... View all property information
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    Kissimmee, Central Florida 34746
    5 of 5 stars Reviewed June 2, 2015
    This home was great. Very well equipped with everything you can think of. I have rented from other owners before but this one has been the best one. The service is excellent and...
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    8 Bedrooms, 5 Bathrooms, Sleeps 20 | Quick View
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    About this property
    Property description Tiger’s den has a kiddie pool, main pool Tiger den is a vacation in itself. This vacation home features a large 30 x 15 foot south facing pool, kiddie pool and an above ground spa in addition to a large west facing sun bathing area. The main pool depth ranges from 3 to 6... View all property information
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    Kissimmee, Central Florida 34747
    1 / 63
    5 of 5 stars (17) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    $145
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    • x
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    About this property
    Welcome to 'The Retreat' Villa a wonderful high spec villa, with South/South East facing pool and lakefront location offering you a luxurious vacation home for your visit to Orlando. The Villa is located in a cul-de-sac with no through traffic within the quiet gated community of Sunset Lakes, just... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed September 30, 2015
    My review echoes much of what has already been said. Large, clean villa in a secure gated community – very relaxing! View of the Lake is amazing (right outside the rear...
    5 of 5 stars Reviewed September 9, 2015
    Late review. The retreat is the perfect description a wonderful home to return to after a busy day at the parks. Everything thought of .All parks within easy access. We enjoyed...
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    1 / 34
    8 Bedrooms, 5 Bathrooms, Sleeps 19 | Quick View
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    • Child-friendly
    • x
    • x
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    • x
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    About this property
    Located in the guarded resort community of Terra Verde, our home is only 8 miles from Disney and offers over 3200 sq. feet of fully air conditioned flexible living & play space.  Terra Verde Resort is one of the best located vacation home communities, just 15 minutes from Walt Disney World... View all property information
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    Kissimmee, Central Florida 34746
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    $225
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    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
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    Kissimmee, Central Florida 34747
    1 / 18
    5 of 5 stars (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    The Pirates Retreat has 4 bedrooms, 2 and bathrooms, Sunny Pool, and it is on the WATER with a beautiful view. It has a Game Room with a Pool Table, Ping Pong Table, Foose Ball Table & Dart Board and other games. The house also includes High Speed Wireless Internet, Cable TV , PlayStation2 with... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 stars Reviewed December 30, 2014
    We love the home. Is all confy and very good prep. We planing back in the next 3 to 4 months. The Pool is delicios and the garage is very relaxing place.
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    4 Bedrooms, 3 Bathrooms, Sleep 8, Free Wifi, Nintendo Wii, Baby Ready! Coral Cay Resort offers accommodations that exceed the expectations of even the most discriminating travelers. What makes this vacation hideaway so wonderful is its' family friendly atmosphere and its' prime location, that's... View all property information
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    Kissimmee, Central Florida 34746
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    $230
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    About this property
    <h1 style='color: #76be43;'>Beautiful 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
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    Kissimmee, Central Florida 34747
    1 / 31
    4.5 of 5 stars (4) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Aster Cove is situated in a beautiful gated community set in the conservation area of Crescent Lakes, Kissimmee. The property is in a great location to enjoy Disney and Universal as well as all the other excitement Florida has to offer. Championship golf courses are a short drive away as well as... View all property information
    Location Information
    Kissimmee, Central Florida 34758
    5 of 5 stars Reviewed November 18, 2015
    Wow - what a place! We stayed at the villa for just over 2 weeks in October - November 2015 with our 2 young children and my husband's mum and we absolutely loved it! The...
    4 of 5 stars Reviewed June 23, 2015
    It would have been better without the lizards, the heat in smaller rooms upstairs, and if the hot tub was actually on. Other than that quiet great. Oh the dryer did not work.
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    $119
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    • Satellite TV
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    • Waterfront
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The house is positioned at the head of a cul-de-sac so no throught traffic and backs onto one of the beautiful lakes with a fountain which illuminates on those lovely relaxing evenings sat out by the pool watching the sunset. The house itself is light and spacious and is big enough for more than... View all property information
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    Kissimmee, Central Florida 34746
    1 / 84
    5 of 5 stars (4) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • Elder access
    • x
    About this property
    Our luxury family villa is situated within the well established, prestigious Lake Berkley Community, perfectly located just off the US 192, behind Medieval Times. This central, yet private location, within 10 minutes of Disney is also within strolling distance of the Walmart Super Center and a... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    4 of 5 stars Reviewed March 24, 2015
    The house is great. Spacious and clean. The pool was nice but could have been cleaner. We had a few minor issues with our entry code upon arrival but otherwise the house and gated...
    5 of 5 stars Reviewed September 12, 2013
    We loved staying at this house. Spacious and clean and looked just liked the pictures. The house is located close to everything, Wall-mart is literately 5 minutes away by car, but...
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    1 / 24
    5 of 5 stars (2) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • Elder access
    • x
    About this property
    Our spacious home is located in the gated community of Lindfields Reserve, a quiet and peaceful development that consists of only 16 homes. There are 3 bedrooms in the main section of the home. The master bedroom has a king size bed with its own bathroom. The adjoining bedroom has 2 twin beds,... View all property information
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    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed November 8, 2015
    This house was the best of the best. The facilities were clean, all in working order and the pool and hot tub were FABULOUS. The teenagers were in the pool every waking moment...
    5 of 5 stars Reviewed April 5, 2015
    We had a great stay in march/april. We stayed a week and our family enjoyed it. Everything was exactly like it was listed. Took care of an issue in the beginning which was a...
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    Kissimmee Vacation Rentals

    Don’t automatically think you need to rent a vacation home in Orlando to be close to Walt Disney World. Smart vacationers know that searching for a vacation rental in Kissimmee, Florida often gets you space, luxury and a great rate—as well as a very short commute to the parks.

    Kissimmee Vacation Rentals for Families

    More and more families are choosing to celebrate major events like birthdays and anniversaries with a multi-generational trip to Disney World. (It’s one of the few destinations where everyone from toddlers to seniors can have an equally great time.) And we can help you find a Kissimmee vacation rental that can handle any size family. Whether you’re interested in a one-bedroom condo rental in Kissimmee or a seven-bedroom luxury villa, our helpful vacation rental reviews make your selection easy.

    Advantages of renting a vacation home in Kissimmee

    Let’s be honest—while it’s great fun to spend a week visiting the Magic Kingdom, Epcot, Disney’s MGM Studios, Universal Studios and Islands of Adventure, for most of us, it’s a significant strain on our bank accounts. Staying in a hotel and eating in Orlando-area restaurants also adds up. However, we can help you find a great deal on a villa rental in Kissimmee… and even if you just take a few meals in your vacation home instead of in restaurants, your budget will thank you. You’ll even save money on baggage fees with a rental—when you’ve got your own washer and dryer, you can do a few loads of laundry and pack much less clothing.

    Rent a vacation house with a pool in Kissimmee, Florida

    How do you visit the Orlando theme parks and maintain your sanity? Escape the crowds in the mid-afternoon, when the heat peaks and everybody’s nerves are frazzled. By staying just a short distance away in Kissimmee, you can zip home for a refreshing dip in the pool. Little kids can nap in the comfortable A/C of your Kissimmee vacation rental. You’ll all return to WDW or Universal in a much better mood!

    Rental deals in Kissimmee

    Remember that Florida’s a year-round vacation destination—but it definitely has an off-season when you can snag a great deal on Kissimmee condo rentals. If you really want a bargain, plan to visit Kissimmee between Thanksgiving and Christmas. Your condo will be cheap, the parks will be less crowded, and if you’re coming from a northern climate, the weather in Kissimmee will still seem great compared to what you’d get at home.

    Kissimmee and Orlando beyond Disney

    Don’t forget, there’s more to this part of Florida than Mickey and Donald and friends. Animal lovers will want to spend a day at Sea World, or take a day trip to the Everglades. Shoppers should save time (and suitcase space) for bargain-hunting at outlets in Kissimmee and the nearby Orlando Premium Outlets. Just over an hour away, on Florida’s Space Coast, you’ll find the Kennedy Space Center and fantastic sandy beaches like Cocoa Beach. Taking a Disney Cruise departing from Port Canaveral? A vacation rental in Kissimmee is the perfect pre-cruise accommodation.