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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 / 48
    5 of 5 stars (8) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    1 / 54
    5 of 5 stars (8) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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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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    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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    1 / 50
    5 of 5 stars (7) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
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    About this property
    Welcome to Villa Sunrise Dream, our fabulous lakeside haven, in Kissimmee, Orlando, Florida. In a prime location, just 4 miles from Disney World on the stunning gated community of Sunset Lakes (a prestigious, peaceful, gated community), we are close to US192 in the much sought after Formosa... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed January 9, 2014
    I have booked this villa for a month each year since 2010.I have owned a villa in Florida myself,so believe me this villa is as good as it gets, in an ideal location for quick n...
    5 of 5 stars Reviewed January 4, 2014
    Really enjoyed our stay in Sunset Vista. Great villa, incredibly clean, well resourced, all the luxuries away from home. Really appreciated the privacy and its location is ideal...
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    7 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
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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 / 26
    5 of 5 stars (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Secure Parking
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    • Private Indoor Pool
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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 / 20
    5 of 5 stars (28) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    • Grill
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    About this property
    Welcome to our very special lakeside villa. You'll love the feeling of light and space as you enter the vill,with over 3000sq ft of living space this feeling just goes on. The villa is beautifully furnished and presented with lots of luxurious extras that make our villa not just a house but a home.... View all property information
    Location Information
    Kissimmee, Central Florida 34758
    5 of 5 stars Reviewed August 6, 2015
    Fantastic, spacious Villa in a nice area. The pictures only give an inkling of how great it is. 6 of us (kids, parents and grandparents) had a very comfortable stay with...
    5 of 5 stars Reviewed July 28, 2015
    My family and I stay last June on this property for a week long, I have to say it was an excellent vacation. the place offer everything that you need and more, the pool was...
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    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 / 24
    5 of 5 stars (19) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
    • DVD Player
    • Air Conditioning
    • Children's Pool
    • Satellite TV
    • Patio
    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • 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
    5 of 5 stars (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Wi-Fi
    • Private Outdoor...
    • Patio
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    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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    1 / 54
    5 of 5 stars (2) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Patio
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    • Pet-friendly
    • Wheelchair access
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    • ?
    • Smoking allowed
    • Elder access
    • x
    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... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed 2 weeks ago
    Wonderful property in the perfect location. Beautiful spacious house with excellent facilities, kids were in their element in the cinema room & lovely pool area. Very close to...
    5 of 5 stars Reviewed 2 weeks ago
    We rented this property for a week long trip to Orlando. The property was very spacious and nicely equipped. It was wonderful having a fully stocked kitchen and home to come home...
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    1 / 27
    5 of 5 stars (1) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 13 | Quick View
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    • Satellite TV
    • DVD Player
    • Private Outdoor...
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    • Hot Tub
    • Washer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    About this property
    This executive villa, “Paradise Falls,” in the stunning Emerald Island resort just entered the vacation rental market in July 2015 for the first time ever! The entire 6 bedroom 5 and a half bathroom villa was professionally decorated and refurbished top to bottom for your absolute enjoyment. You... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed 2 days ago
    This home is unbelievable. The pool area is so private that you feel like you are in your own little world. And it is so close and convenient to Disney. But my favorite part was...
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    1 / 21
    4.5 of 5 stars (3) Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • DVD Player
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    • Pet-friendly
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    • Child-friendly
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    • x
    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 / 40
    5 of 5 stars (1) Excellent
    6 Bedrooms, 3 Bathrooms, Sleeps 13 | Quick View
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    • Air Conditioning
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    • x
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    About this property
    This Florida vacation home features a private swimming pool and game room is located in the resort community of Lake Berkley in Kissimmee, Florida. This beautiful gated community is located minutes away from Disney and Central Florida's favorite attractions. The home offers privacy and fun with the... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 stars Reviewed 4 weeks ago
    Loved it! Daniele helped us every step of the way with the reservation. Everything was so smooth and simple... And the house was just what we were looking for! Affordable (in...
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Pet-friendly
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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
    Location Information
    Kissimmee, Central Florida 34746
    1 / 30
    5 of 5 stars (2) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    GRAND OPENING! Brand New Luxurious Lakeview Villa AÑO 2013! Disfrute de inicio personalizada raíces no sólo es impresionante - pero decoradas con detalles excepcionales en todos los sentidos! Lo mejor de todo lo que reside aquí. Hall de entrada que conduce a la gran comedor formal y sala de estar.... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 stars Reviewed August 27, 2014
    We stayed there 14 days in august and it was too short... This house was absolutly great with everything we could expect... A modern decoration with everything inside, brand...
    5 of 5 stars Reviewed June 24, 2014
    The villa is like in the pictures and a great location close to Disney and international drive. All the shops of 192 are around corner. The pool overlooking the lake is the best...
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    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
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    • DVD Player
    • Sauna
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    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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    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 / 51
    5 of 5 stars (15) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    About this property
    Ideally located close to Walt Disney World, this gloriously furnished, luxurious rental holiday villa, offers an easy drive to major attractions such as Walt Disney World, Magic Kingdom, EPCOT, Animal Kingdom, Typhoon Lagoon, Blizzard Beach, Downtown Disney, Pleasure Island, Universal Studios,... View all property information
    Location Information
    Kissimmee, Central Florida FL 34744
    5 of 5 stars Reviewed 2 weeks ago
    A beautiful villa in a superb position with lovely views over the lake. The villa is equipped with everything you need for a great stay. Spacious and comfortable we found it very...
    5 of 5 stars Reviewed 4 weeks ago
    Beautiful, large house in a great spot overlooking the lake and conservation area. So well equipped, that you can just bring clothes and toiletries and everything else we needed...
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    8 Bedrooms, 5 Bathrooms, Sleeps 20 | Quick View
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    • Children's Pool
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    • x
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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
    Location Information
    Kissimmee, Central Florida 34747
    7 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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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 / 8
    5 of 5 stars (18) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Balcony
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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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... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 stars Reviewed 5 days ago
    We had a wonderful holiday in this condo / apartment over Christmas this year.This condo has been newly painted and the overall cleanliness is immaculate. The two bedrooms, each...
    5 of 5 stars Reviewed January 4, 2016
    This was our family trip with 2 kids. Cane Island Resort is a wonderful condo Resort located in the heart of Kissimmee, about 10 minutes drive to all Disney Parks and 20 minutes...
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    8 Bedrooms, 4 Bathrooms, Sleeps 20 | Quick View
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    • Private Yard
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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
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Washer
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    • Children's Pool
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    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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    • Private Outdoor...
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    • Pet-friendly
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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 / 16
    5 of 5 stars (6) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Welcome to our beautiful 4 bedroom home right in the heart of the fun capital of Florida. Our home sleeps 8 people in perfect comfort and is ideal for large family get togethers or two-family getaways. Only 3.8 miles to Disney and 1 mile to shops and restaurants it's the perfect Florida vacation.... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed November 30, 2015
    We booked this vacation rental for a week long trip to Disney World. There were 7 of us and this house was a perfect fit. The house is well kept and had all the essentials you...
    5 of 5 stars Reviewed April 14, 2015
    Lovely Villa, great location, superbly equipped, wonderful heated pool and spa, 4 lovely bedrooms, free wifi, games room, everything you could ever need. Do not hesitate to book...
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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 / 77
    4.5 of 5 stars (11) Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Well maintained fully furnished 5 bed 3.5 bath home with 25x15 heated private pool and spa. Private garden overlooking lake. Covered lanai with south facing sundeck and pool furniture. The fabulous sun drenched pool deck and shimmering waters of our private pool offer a taste of paradise that is... View all property information
    Location Information
    Kissimmee, Central Florida 34758
    4 of 5 stars Reviewed December 6, 2015
    Villa was very nice. All amenities were included, even more than we could use during our stay. Downside of renting this villa is the remoteness of the location. It always takes...
    5 of 5 stars Reviewed November 3, 2015
    Ian and the management team were great. Extremely helpful, very approachable and the clear communications made the entire process very simple. We used the villa for two weeks...
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    1 / 77
    5 of 5 stars (4) Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    Wilderness Lodge is a large premier villa located in the beautiful Emerald Island Resort. It has a south facing private pool plus spa with amazing views over a beautiful lake and woodland conservation area. The Emerald Island Resort is one of the closest to Disney World, yet secluded enough to... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed June 27, 2015
    The house was really excellent and had all of the conveniences of home .I would highly recommend it.
    5 of 5 stars Reviewed February 27, 2015
    There were 13 of us including 5 children from1-9 and everyone was very comfortable. You can't get much closer to Disney without staying in Disney. Very clean in a nice quite...
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    1 / 100
    5 of 5 stars (1) Excellent
    7 Bedrooms, 4 Bathrooms, Sleeps 16 | Quick View
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    About this property
    John Lennon once said, “Imagine all the people living life in peace. You may say I’m a dreamer, but I’m not the only one. I hope someday you’ll join us, and the world will be as one.” You can say that, here at our Florida villa, we are the ultimate dreamers – and we’re inviting you for the ultimate... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed December 8, 2013
    Our family of 8 adults, 2 children aged 4 years, and 3 infants under 15 months of age, had an outstanding vacation in this home. Only a short drive to all the amenities...
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    1 / 99
    5 of 5 stars (8) Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    About this property
    This home is very spacious, (3475 sq ft), located on the beautiful Bella Vida Resort. Large open plan family room including the kitchen opens on to the decked area, outdoor private pool and jacuzzi. Family room has large TV and DVD. Games room with pool table and fooseball table and further lounge... View all property information
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    Kissimmee, Central Florida 34746
    5 of 5 stars Reviewed August 31, 2015
    Stayed here with my friends from out of the country for my wedding week,and I must say it was an awesome experience,the house and rooms were clean and spacious. The rooms and...
    5 of 5 stars Reviewed August 17, 2015
    Perfect for our large of 13 (3 families). Great value villa which was perfect for what we needed. We all enjoyed the pool and games rooms. Plenty of room having six bedrooms...
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    1 / 21
    5 of 5 stars (10) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
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    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 2 weeks 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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    1 / 24
    5 of 5 stars (6) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Paradise On Ice--This 2015 townhome is in the newest and most exclusive area of Paradise Palms Resort. Our family wanted a beautiful vacation home that we could enjoy with our children, grandchildren, and friends that included fabulous resort amenities and the comforts and privacy of a home,... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed 5 days ago
    The rental home was perfect for our family of 8. The home was very clean and conveniently located near the theme parks, grocery stores, fun activities. We especially loved the...
    5 of 5 stars Reviewed 2 weeks ago
    Service is everything when traveling with kids! We arrived in Orlando at 11:30pm so getting the kids to bed was our top priority. This part of the resort is so new, Google maps...
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    1 / 31
    5 of 5 stars (10) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    About this property
    ********SPECIAL OFFER FOR 2015*************************** Villa has 6 bedrooms ( 2 King, 2 Queen and 2 Twin) with 4 bathrooms (3 en-suite), games room, a swimming pool and hot spa. Villa is our second homes therefore we have painstakingly gone out of our way to make them ‘a home from home’. We... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed November 5, 2015
    This is the second time we have stayed here, the last was in 2010. We travel as a large family of 5 kids aged 2-9 and 5 adults including a grumpy grandpa with very high standards...
    5 of 5 stars Reviewed October 27, 2015
    Family of 8. We picked this villa as I had 6 children aged 12 to 24 & most needed their own rooms. This was the perfect villa, they have thought of everything, it's a home from...
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    5 of 5 stars (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Beautifully maintained and recently decorated to a high standard, this 4 bedroom 3.5 bath luxury villa is perfect for all the family as is centrally located to all the major attractions Orlando has to offer. With its spacious open floor plan, two families can relax and enjoy their own space.... View all property information
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    Kissimmee, Central Florida 34746
    5 of 5 stars Reviewed July 29, 2014
    This house is as advertised. Its a great place and Norm the owner was a great guy. It was so nice that we even extended our stay and extra day. We will definitely be back in the...
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    1 / 20
    4.5 of 5 stars (9) Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    Located close to the US192 with it’s wealth of shops and attractions, Indian Creek is a very popular development and is only 15 minutes from the Disney attractions. Our 5 bedroom, 4 bathroom house is laid out all on one level, so perfect for guests traveling with elderly or disabled relatives.... View all property information
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    Kissimmee, Central Florida
    5 of 5 stars Reviewed May 30, 2013
    The house we rented was great! It had all the amenities we needed to make our stay, a home away from home. It was very clean and beautiful. The office staff was always very...
    4 of 5 stars Reviewed December 5, 2012
    We really enjoyed our stay at this lovely home. The home was nice and spacious. We had two minor problems a running toilet and a small problem with dryer. I must say the...
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    1 / 25
    5 of 5 stars (9) Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Your Stunning Vacation Home Here in Kissimmee, our new and very spacious (3200 sq Ft) villa can be found within the exclusive Calabria/Tuscany community. Comfortably sleeping up to 12 guests, this prestigious fully air-conditioned, luxury 6 bedroom 5 bathroom villa, offers all the amenities... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed May 2, 2015
    I don't know where to start for this review! Our group of 12, first vacation together - a suprise vacation for our kids, we couldt have chosen a better place. This house truly...
    5 of 5 stars Reviewed March 23, 2015
    We had 9 of us sleeping here, and there was still empty beds. Very spacious home. Upstairs alone has 5 bedrooms and 3 full baths, plus another bedroom and 2 1/2 baths on main...
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    3 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Our condo is located in Kissimmee within the community of lighthouse Keys It is constantly in the top two for accommodation in the area on trip advisor. Ultimate in luxury and can sleep 6 comfortably and up to eight. Perfect for family holiday, golf trip. Fifteen minutes away from the all the... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    7 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Cees and Rita Bergman, welcome's you to their 7 bedroom 4.5 bathroom home, situated on Emerald Island, in the beautiful sunshine state. Only 5 minutes from Disney World, 20 minutes from Orlando International Airport (MCO) and 45 minutes from Sandford International Airport. Comfort at it's best,... 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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    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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    5 of 5 stars (2) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    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
    Location Information
    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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    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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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 / 79
    5 of 5 stars (4) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Superb high end large 5 bed luxury two storey villa with south facing pool and deck in Lake Berkley Resort (a gated community with 24 hour security) ideal central location being close to the main attractions. Local shops and restaurants are just minutes away. The resort boasts a clubhouse with... View all property information
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    Kissimmee, Central Florida 34746
    5 of 5 stars Reviewed August 10, 2015
    Awesome Place to stay. Very nice ever thing. My family was out done with this vacation villa very nice neighbors. Very Close to majority if not all shopping centers, theme parks...
    5 of 5 stars Reviewed August 16, 2014
    Excellent villa, well presented in great location. All facilities in good order and a pleasant and easy stay for all
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    1 / 11
    4 of 5 stars (4) Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    About this property
    A Beautiful 5 Bedroom. 3 Bathroom villa.Private Pool and Jacuzzi. Lake View. 12 mintues from Disney Parks..Our Villa has Sq/Ft 3028.Ideal for 2 families to Share together. 3 Main Living areas.47'flat screen TV.Cable TV in all Bedrooms. 2 King Size Bed.1 Queen Size Beds. 2 Twin Bedrooms Well... View all property information
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    Kissimmee, Central Florida FL 34746
    5 of 5 stars Reviewed January 3, 2016
    We arrived on a Wednesday left on a Sunday. This house was large enough for our family of 12. We had Senior Adults, Middle age Adults, Teens, and two under 10. Everyone had a...
    4 of 5 stars Reviewed July 19, 2015
    The home was very nice and clean on arrival. Spaces and excellent layout. There is some minor damage to the home which i assume is caused by those that rent other people's homes...
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    8 Bedrooms, 4 Bathrooms, Sleeps 20 | Quick View
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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
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    Kissimmee, Central Florida 34747
    1 / 45
    5 of 5 stars (19) Excellent
    3 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
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    About this property
    GREAT NEWS! We've added Disney Dreams Too! It’s identical to Disney Dreams and is right next door. Now taking reservations for vacation dates ==>Website http://www.DisneyDreamsVacationRentals.com Disney Dreams Vacation “is a spacious Orlando vacation town home in the heart of the exclusive... View all property information
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    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed December 2, 2015
    My family and I (5 and 7 year old children, hubby and I) just returned from a 6 night stay at Disney Dreams. Have nothing but fantastic things to say about Brandie, Disney...
    5 of 5 stars Reviewed September 3, 2014
    Stayed 12 nights in August with partner and daughter. All communication with owner Brandi beforehand was straightforward, she was very helpful with questions and responded...
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    1 / 75
    5 of 5 stars (10) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Our 'Disney Vacation Villa' is a luxury, fully appointed 3-bedroom villa, nestled in the heart of the popular Lindfields Community just minutes from Disney and the other Orlando theme park attractions. Lindfields community is a quiet area where you can sit and relax by the pool, being just off the... View all property information
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    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed 2 weeks ago
    The villa was clean, in excellent shape, had everything anyone would need as far was linens, kitchen equipment and entertainment amenities, was in a safe neighborhood and was...
    5 of 5 stars Reviewed November 22, 2015
    My family of 6 (5 adults, one 2 year old) visited from 1st-21st Nov 15. The villa was clean, spacious and beautifully decorated. The master bedroom was huge and the bed was so...
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    1 / 10
    4.5 of 5 stars (4) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Our townhome is situated 10mins drive from Disney and 20mins from Universal.It is close to shops restraunts and the main theme parks Our home has 4 bedrooms 3 bathrooms,dining room/living room well equiped kitchen and heated pool.It is beside the Clubhouse only one minute walk.Paradise Palms has... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed January 21, 2015
    This vacation rental was wonderful. We thoroughly enjoyed our stay in this home. It had all the luxuries of a hotel but with a much more inexpensive price tag. I will definitely...
    5 of 5 stars Reviewed May 21, 2014
    Stayed here over Easter weekend with my extended family. With 4 bedrooms and 3 bathrooms everybody had their own space. Having a washer and dryer was especially convenient. The...
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    1 / 38
    5 of 5 stars (8) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Located in the quiet gated community of Cumbrian Lakes. Exclusive 4 bedrooms and 3 full bathrooms, including en-suite in the master bedroom. Can accommodate groups sleeping 8 guests. The master bedroom features a luxurious King size bed with private bath and shower, his and hers walk in closet.... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    4 of 5 stars Reviewed December 27, 2015
    Overall it was a spacious place for our family of 8. The pool and game room were great for our kids. Owner was great about communicating and answering questions prior to our...
    5 of 5 stars Reviewed December 23, 2015
    Can't say enough good things about this house. It was just as advertised. Rooms were good size and everything was very clean. We had 6 of us there and there was plenty of...
    See all reviews
    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.