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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 / 123
    5 of 5 bubbles (21) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 20
    4.5 of 5 bubbles (11) Very good
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    1 / 21
    6 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    1 / 56
    5 of 5 bubbles (19) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
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    • Pet-friendly
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    • x
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    About this property
    Welcome to Our Magnificently Luxurious Spacious 4 bedroom Modern Villa in Crescent Lakes Kissimmee Orlando. <BR> <BR>Our close to Disney home will make your Florida Vacation complete. There is lots of space to chill out and relax after a hard day at Disney or Universal. <BR> <BR>Our Villa is... View all property information
    Location Information
    Kissimmee, Central Florida FL34758
    5 of 5 bubbles Reviewed 4 days ago
    We stayed at the villa with another family in Oct 2016 so we could 'do' the whole Disney and Universal Parks experience. Prior to our visit I contacted Julie (the owner) with...
    5 of 5 bubbles Reviewed 2 weeks ago
    The Villa was a wonderful Christmas get away for our family with adult children and their dates. It was very spacious, the kitchen provided me with everything I needed to cook...
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    1 / 77
    5 of 5 bubbles (31) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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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 bubbles Reviewed 1 week ago
    It's was very nice , Nice people(owners) and care taker . Only problem was the crazy neighbor on last day our vacation yelling @ kids 8:15 pm , she called kids bad names...
    5 of 5 bubbles Reviewed 2 weeks ago
    Everything was as expected, only negative would be that they could have informed us of an extra charge before we booked for heating up the pool, which we gladly would have paid...
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    1 / 30
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    This is not only a rental property, our home is furnished and decorated to the highest standard and offers you the amenities of a 5-star resort combined with the space and style of a family home. Whether you are planning a busy, fun filled family vacation at the many theme parks, or looking forward... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    1 / 20
    4.5 of 5 bubbles (27) Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
    • Porch
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    • x
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    • x
    About this property
    GEM Completely private 5 Bedroom, 4 bathroom, Pool and Spa, 2 Master Suites. 2 King Beds, One Queen Bed and Four Single Beds. INDIAN CREEK Community; only 4 miles from Disney Single Story, 2200 Square Feet, Built in 2002. The home’s backyard is fenced for privacy and landscaped with mature palm... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    4 of 5 bubbles Reviewed June 4, 2016
    Clean and comfortable home. Close to Disney. Good Wi-Fi and convenient. The only issue I see is you need to go to the management office to pick up the key and that's about 20...
    5 of 5 bubbles Reviewed January 26, 2015
    This house was everything we expected and more. Not the first time renting with Mary. I would definitely think of renting a house if you're planning a family vacation to Disney.
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    1 / 24
    5 of 5 bubbles (10) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Palm Tree Villa Florida, is tucked away in the much sought after location of Doral Woods. This large 4 Bedroom, 3 Bathroom villa, is ideal for making the perfect vacation. This is our own holiday home, so the furnishings are to a high standard, as you can see from the pictures and video. Fully... View all property information
    Location Information
    Kissimmee, Central Florida 34758
    5 of 5 bubbles Reviewed 2 weeks ago
    Andy was an amazing host, the villa was exactly as described. Clean, spacious and comfortable. We couldn't have asked for a better holiday. Thanks to Alan for the great...
    5 of 5 bubbles Reviewed August 21, 2016
    A spacious home from home with top quality furnishings and equipment. Lovely pool, not too deep, and a roomy patio/outdoor area with space to eat. Plenty big enough for 2...
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    1 / 59
    5 of 5 bubbles (5) Excellent
    7 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Hot Tub
    • Washer
    • Air Conditioning
    • Satellite TV
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    • Patio
    • Internet Access
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Roughtallys is our luxurious villa situated on a 24 hour secure gated community 15 minutes from Disney,s Main Gate. 20 minutes from Universal/Island of Adventure. local superstore and restaurants 2 minutes drive. or a lovely walk.... we can sleep 14 plus a cot and two travel cots. exceptionally... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed 2 weeks ago
    Now, where can we start, such a beautiful vacation home with everything I mean everything you need to make your vacation wonderful and stress free. This is not our first vacation...
    5 of 5 bubbles Reviewed December 1, 2016
    what an incredible holiday and villa... the whole booking process is very nerve wracking, especially a dream holiday with a big group But the Wonderful Lyn was like a member of...
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    1 / 48
    5 of 5 bubbles (28) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Secure Parking
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    • Wi-Fi
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Truly a cut above the rest. Exceptionally stunning and professionally furnished private town home in one prestigious gated community,one of Orlando's most beautiful destinations. Just built in 2010,our unit have 3 bedroom,3 bathroom. My town home is the superb home away from home for up to 8... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed November 30, 2016
    It is a very nice home and well located for Disneyworld; owner Rose was kind and corrected any issue accordingly.
    5 of 5 bubbles Reviewed September 26, 2016
    As it says on the door: "Welcome to Paradise"! Great condo in a quiet, gated community - extremely well furnished. The owners were very friendly and helpful - a patient with the...
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    1 / 62
    5 of 5 bubbles (28) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
    • Satellite TV
    • Washer
    • Hot Tub
    • Wi-Fi
    • Private Outdoor...
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This villa has a fantastic large pool with jacuzzi hot tub backing on to a lovely lake and forest. The pool is not overlooked so you will not find excited children spoiling your peaceful evenings ! The location could not be better - just ten minutes to Disney - close enough to come home for... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed December 11, 2016
    We arrived at the house late in the evening. When we called to inform someone that the internet was not working, someone was at the house within 30 minutes to give us the new...
    5 of 5 bubbles Reviewed November 14, 2016
    What a fantastic place to stay. Chose Ann's villa for one week during our 3 weeks in US, and I couldn't be happier with my choice. Chose the villa based on the pool and the...
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    1 / 13
    1 of 5 bubbles (1) Terrible
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
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    • ?
    About this property
    Calling all the game room families this is a house to love... It has basketball, air hockey and of course the favorite pool!! The home is fully furnished and has a fully equipped kitchen to cook in... The 4 bedrooms are spacious for stretching out in.. This home has beautiful views. One example is... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    1 / 13
    5 of 5 bubbles (10) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    4 bed executive villa at Indian point 10 minutes from Disney.Tastefully decorated with King master with en-suite.<BR>The large 30ft private swimming pool with spa offers the perfect place to relax and enjoy the peace and tranquility of the conservation area it overlooks.<BR>Close by the Wal Mart... View all property information
    Location Information
    Kissimmee, Central Florida FL 34746
    5 of 5 bubbles Reviewed November 2, 2016
    We have just had a wonderful stay in this villa. It is approx 20 minutes from Disney on a really nice residential road. (Preferred to a gated community) Really lovely big fridge...
    4 of 5 bubbles Reviewed September 3, 2016
    The villa was great - in a quiet area, really spacious, all the facilities you could wish for and close to all the major theme parks. The pool and spa were a very welcome break...
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    1 / 39
    5 of 5 bubbles (8) Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 15 | Quick View
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    • Internet Access
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Hot Tub
    • Washer
    • Private Outdoor...
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our Magical Clubhouse is located 4 miles from Disney, Florida in Rolling Hills Estates, which is one of the closest communities to Disney. This villa is ideally situated close to Walt Disney World, Universal Studios, Sea World, and all Central Florida attractions. <BR><BR>The villa has 7... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed November 30, 2016
    This house is incredible. My daughter loved the pool as much as disney. Best place to stay around disney!
    5 of 5 bubbles Reviewed May 29, 2016
    Highly recommend this gorgeous property for your Disney World getaway. Our family simply loved it. Michael is a fabulous host!
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    1 / 24
    5 of 5 bubbles (30) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Washer
    • Private Outdoor...
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    • Wi-Fi
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    AS A RESPONSIBLE OWNER, THE CALENDER FOR THIS PROPERTY IS ALWAYS KEPT UP TO DATE.<BR><BR>See my Doral Woods video below and check out the latest updates, links & recommendations on my Doral Woods Florida Villa Facebook page.<BR><BR>There's nothing quite like coming home to the comfort of your own... View all property information
    Location Information
    Kissimmee, Central Florida 34758
    5 of 5 bubbles Reviewed November 25, 2016
    Been travelling to Florida for many years!! On every occasion we have rented a villa but this one is by far one of the best! It exceeded every expectation. Excellent location...
    5 of 5 bubbles Reviewed November 16, 2016
    This is probably the best Villa we have been to over many many visits to Florida. It is very spacious and well appointed in its own secluded grounds and not overlooked at all...
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    1 / 26
    5 of 5 bubbles (7) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Secure Parking
    • Washer
    • DVD Player
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    • Hot Tub
    • Private Indoor Pool
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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 bubbles Reviewed October 21, 2016
    This house was great. Very close to Wal Mart, Target, etc. as well as restaurants and Disney parks. We were there with our 3 adult children, son in law and one grandchild for a...
    5 of 5 bubbles Reviewed July 16, 2016
    This condo was wonderful! Very clean, nicely decorated and roomy with great amenities. We stayed several nights with our 5 adult children and never felt crowded. The location is...
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    1 / 59
    5 of 5 bubbles (19) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The home is a 3 Bed town home at the Trafalgar Village Resort which is located on Poinciana Boulevard just 10 minutes south of highway 192 and approx 15 – 20 minutes to Disney.<BR>The home has been furnished to a very good standard and has a King, and two Queen bedrooms. <BR>There is wifi internet... View all property information
    Location Information
    Kissimmee, Central Florida 34758
    5 of 5 bubbles Reviewed yesterday
    Set in quiet surrounding area, with great view of the lake and wildlife from the screened patio, also great to see the sunrise. The house is well set out with plenty of space and...
    5 of 5 bubbles Reviewed 3 days ago
    The house was a perfect size for myself and my three kids. Great layout. Everything you needed without having to buy anything... towels, sheets, toilet paper, dish detergent...
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    1 / 61
    5 of 5 bubbles (10) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 bubbles Reviewed October 30, 2016
    Nine of us (3 generations) had a great stay at Mickeys Masterpiece. It is conveniently close to all the resorts. We had plenty of space for 6 adults and three grandchildren. The...
    5 of 5 bubbles Reviewed May 30, 2016
    I traveled with my family and we had a great time. The house is really spacious and comfortable. One of the best things about the property is its location: we could easily reach...
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    1 / 32
    3.5 of 5 bubbles (2) Average
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Patio
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    • Wi-Fi
    • Children's Pool
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Live the life of luxury in this townhouse, a four-bedroom Kissimmee vacation rental with a private pool and resort amenities just a few miles from Walt Disney World Resort! With space for up to nine guests, this townhome is a fantastic getaway for your next reunion or sunny family vacation. The... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed September 21, 2016
    The house the resort and the location was great. The resort with its large gently sloping pool was ideal for the young children (and adults ). With food and drinks at the pool bar...
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    1 / 40
    5 of 5 bubbles (9) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Hot Tub
    • DVD Player
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    • Children's Pool
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    • Sauna
    • Wi-Fi
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Reserve now for special summer savings! 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... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed August 18, 2016
    My family (spouse and adult kids) stayed for a week. It is a great location, close to everything and felt just like home. The beds were so much more comfortable than those at the...
    5 of 5 bubbles Reviewed July 19, 2016
    My family which included two young adults, my adult son, and two children ages 8 and 13 enjoyed the house very much. The location was excellent as we were able to leave Disney...
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    1 / 9
    4 of 5 bubbles (1) Very good
    7 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Private Outdoor...
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    • Private Yard
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This is a 7 bed home in the Emerald Island Resort. Minutes from Walt Disney World. There is plenty of space. There is a pool and spa that can be heated for an extra fee. There are 2 master suites with king size beds, 2 queen bedrooms and 3 twin bedrooms with 2 beds in each room. The location... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    4 of 5 bubbles Reviewed 2 weeks ago
    The house was in great shape and confortable for a large party. The only downside is all of the party staying were from out of he country and the wifi did not work during our...
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    1 / 39
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
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    • x
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    • x
    Location Information
    Kissimmee, Central Florida 34746
    1 / 64
    5 of 5 bubbles (40) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our Villa is privately owned and has the high standards that you expect when you go on holiday. Its ideal location next to a lake and its close proximity to Disney means that every guest will enjoy the comfort and convenience of this luxury home and make your holiday an experience to remember.... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed November 6, 2016
    Stayed in this house with 3 other people immediately after the Hurricane Matthew event and Graham was very helpful in keeping us up to date with the situation happening over in...
    5 of 5 bubbles Reviewed August 28, 2016
    We have just returned from a 2 week 60th Birthday family holiday here. When we arrived the house was clean & spacious and in a great location. We were a party of 8 2 parents our...
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    1 / 75
    5 of 5 bubbles (21) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed 4 weeks ago
    We were lucky enough to spend three weeks using this villa as our base while visiting all the wonderful places Orlando has to offer my family of 4 from England. First...
    5 of 5 bubbles Reviewed November 21, 2016
    Too bad the rental stays booked most of the time. Highly recommend Andy's Villa as it is very well kept and a good value. Andy covers all the bases and is quick to respond. We...
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    1 / 20
    5 of 5 bubbles (24) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
    • Satellite TV
    • Wi-Fi
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Formosa Gardens Blvd Villa, is a single storey detached property on a large corner plot with a south facing pool/spa. large pool deck area Its is situated in Kissimmee Florida, approx 3 miles from Walt Disney Parks. 1 king with master ensuite, 1 double and two twin rooms all with flat screen tvs.... View all property information
    Location Information
    Kissimmee, Central Florida FL34747
    5 of 5 bubbles Reviewed 1 week ago
    We spent whole week at Donna's place in January. Nice house,bright and roomy. Weather was good,so we enjoed with our pool,hot tub every day.God bless we choose to add heated...
    5 of 5 bubbles Reviewed December 2, 2016
    Just returned from our holiday in this lovely villa!! Having stayed in the same area several times before I must say this is the best yet!! The first thing I thought was 'cheery...
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    1 / 40
    4.5 of 5 bubbles (4) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Ready to have your dream Florida vacation? You're gonna need a dream house!<BR><BR>This vacation villa has 4 bedrooms, 3 bathrooms, and is totally teeming with luxury! Get ready to dive into the exclusive community of Hamilton's Reserve, which offers extreme privacy and maximum fun! From here... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed November 24, 2016
    This was a beautiful house and the amusement parks were closer than expected. We were able to find places to eat easily as well as find fun things to do. There are a lot of fun...
    5 of 5 bubbles Reviewed September 8, 2016
    Lovely airy property in good location. All beds and furniture were very comfortable. Pool was a nice size and clean, easily warm enough without heating. Still do not know what...
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    1 / 20
    5 of 5 bubbles (5) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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 bubbles Reviewed 2 weeks ago
    Well as i stated in my sentence this is really a castle, every thing was nice and perfect very clean and all that was advice in the add was inside, thanks David for letting us in...
    5 of 5 bubbles Reviewed December 2, 2016
    This was the best vacation spot ever. It was very clean and welcoming. We will be back in the future.My family really enjoyed our vacation.
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    1 / 49
    5 of 5 bubbles (15) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    • Private Yard
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    • Outdoor Dining Area
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Your beautiful vacation home is at Eagle Point, Kissimmee, one of the best possible locations for access to Orlando's famous theme parks, attractions and Golf Courses. When you stay in this executive pool home, you will get great views, great decor and a private location backing on to a... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed 2 weeks ago
    I spent 6 nights on this house and was one of the best. Mr. Steve is very kind and has responded to all my inquires. The house was very clean and better than the pictures in...
    5 of 5 bubbles Reviewed 4 weeks ago
    This Villa was in the perfect location. We were just 5 minutes from Walmart and Wawa which was very important and the Villa it self was just beautiful, my 3 sons and grandson...
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    1 / 87
    5 of 5 bubbles (9) Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Special deal, book and pay for 14 nights and get 1 night free or book 21 nights get 2 nights free. please contact owner to organise. Free night/ nights can be used for an early check-in or late check -out giving flexibility when booking flights.Longer stays please inquire for a discount. This home... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles 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 bubbles 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 / 52
    4.5 of 5 bubbles (10) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Trafalgar Village community is centred around the luxurious Trafalgar Village Center (or Clubhouse), a 2 minute stroll from the property with amenities that include a man made beach and lagoon, lakes (stocked for fishing), a pool and games arcade room, a 48 seat movie theatre, a fitness room, a... View all property information
    Location Information
    Kissimmee, Central Florida 34758
    5 of 5 bubbles Reviewed November 6, 2015
    Great location away from busy streets, yet only minutes from Disney, Universal, and beautiful golf courses. Owner easy to communicate with, great value, and comfortable...
    5 of 5 bubbles Reviewed September 28, 2015
    We have just returned from a two week stay at this lovely house. Beautifully maintained with everything you need for a comfy vacation. We were three adults and only used 2 of the...
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    1 / 90
    5 of 5 bubbles (29) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Outdoor Dining Area
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our beautiful villa is located just minutes away from the Disney theme parks and other attractions in Orlando, Florida. For the holiday of a lifetime, a vacation in our villa will provide you with spacious accommodation and your own private, south-facing swimming pool with extended deck area for... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed 2 weeks ago
    We had a great vacation in Orlando and this house a great rental place. Three bed rooms, fully equipped kitchen, clothes washer/drier, everything was well maintained.
    5 of 5 bubbles Reviewed December 2, 2016
    LOVED IT ALL. Clean, had everything we needed, great location, fab communication with the owners, close to all the parks and shopping, it was absolutely perfect, will defo book...
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    1 / 16
    5 of 5 bubbles (2) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This beautiful and spacious villa with a private pool is in Calabria- a small exclusive villa estate in Kissimmee. With 5 bedrooms and 4.5 bathrooms including 2 master en-suite bedrooms, the villa is well designed for 2 families to share. The villa is furnished to an extremely high standard,... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed November 13, 2016
    Can't wait to go back! A very spacious villa on a quiet estate with very easy access to Disney with just a 10 minute drive. There's plenty of near by stores and a variety of...
    5 of 5 bubbles Reviewed November 13, 2016
    Great location near to Disney very spacious for 2 families to share .finished to a high quality private pool and jacuzzi not overlooked at the rear . Cinema room and games room...
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    1 / 21
    8 Bedrooms, 5 Bathrooms, Sleeps 20 | Quick View
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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 / 55
    4.5 of 5 bubbles (12) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
    • Satellite TV
    • DVD Player
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Located in the upscale Reunion Resort, Carriage Pointe is an exclusive Luxury Townhouse Community adjacent to the 17th Hole Reunion Golf Course. This gated community, only 10 minutes from Disney and close to other theme parks. <BR><BR>This 3 bedroom townhouse comfortably sleeps 8 people (sofa... View all property information
    Location Information
    Kissimmee, Central Florida 33896
    5 of 5 bubbles Reviewed September 15, 2016
    First time travelling down to Orlando with my wife, two kids, my sister and her kids. Destination, Disney world. What a good choice we made, staying at Irene's rentals. The kids...
    4 of 5 bubbles Reviewed November 27, 2015
    We had a lovely stay at Irene's home. Irene was great to chat to before going away for any queries. The house was perfect for our family as its very spacious and it was great to...
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    1 / 97
    4.5 of 5 bubbles (6) Very good
    7 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
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    • DVD Player
    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Seasons Palace is located on the exclusive Seasons Community at Kissimmee FL. The Community is a small secluded vacation village minutes from Kissimmee's popular Hwy 192, which is the main route to Disney's main gate and offers a multitude of restaurants, shops, flea markets, crazy golf courses,... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed September 21, 2016
    We stayed from 9-13 to 9-20-16. The property was exactly as advertised. It is very close to attractions as well as markets and places to eat. We enjoyed the pool and the grill. I...
    5 of 5 bubbles Reviewed July 26, 2016
    We had a wonderful stay at this spacious 7 bedrooms house during our vacation in Florida. The super Walmart is 2 minutes from the house and Disney and Universal parks were less...
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    1 / 100
    5 of 5 bubbles (40) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Winner of a 2013 and 2014 TripAdvisor Certificate of Excellence for top guest ratings. Oakwater Resorts is located just minutes from the gates of Walt Disney World (1.5 miles) and can accommodate your entire family. Comes completely furnished with everything you could need to make your stay... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed 2 weeks ago
    This condo is located on Oakwater Resort which is just off the 192. The location for the Disney World resort is fantastic, in clear traffic you can get there in just 10...
    5 of 5 bubbles Reviewed April 27, 2016
    We really enjoyed our stay. If I had any complaints it was the fresh paint smell. It was painted the day we arrived. The condo was very comfortable. The bed was great. I hope we...
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    1 / 100
    5 of 5 bubbles (4) Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Hot Tub
    • Private Indoor Pool
    • Satellite TV
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    • DVD Player
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Overview<BR><BR>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... View all property information
    Location Information
    Kissimmee, Central Florida 35747
    5 of 5 bubbles 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 bubbles 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 / 31
    5 of 5 bubbles (12) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    • Air Conditioning
    • Washer
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    • Children's Pool
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed October 24, 2016
    The house was perfect for a group of 9 persons. It was clean and well furnished. A positive experience.
    5 of 5 bubbles Reviewed September 1, 2016
    Excellent location near Disney. The property itself was very clean & clubhouse was very nice...feels like a resort. The property is family friendly. The owners were very...
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    1 / 73
    5 of 5 bubbles (5) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Stretch out, relax, and enjoy our beautifully decorated five bedroom, four bath, vacation home in Disney's shadow. There are two master suites with king beds, private baths and access to the pool area. The third bedroom has a full bed with an adjoining full bath. The other two bedrooms each... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed August 3, 2016
    Excellent Vacation home. This home has everything you need to enjoy your vacation, plenty of room for entire family. Home is very well kept . i do recommend that the property...
    5 of 5 bubbles Reviewed June 30, 2016
    The vacation rental was beautiful, and close to Disney. I couldn't ask for anything more. Just remember to bring your own trash bags, pots, pans, etc.
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    1 / 73
    4.5 of 5 bubbles (11) Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 13 | Quick View
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    • DVD Player
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    • Washer
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    • Patio
    • Waterfront
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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 bubbles 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 bubbles 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 / 51
    5 of 5 bubbles (18) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Hot Tub
    • Air Conditioning
    • Wi-Fi
    • Waterfront
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    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    4 of 5 bubbles Reviewed December 12, 2016
    We enjoyed our stay at this property. There was plenty of room for our party ,7adults & 2children. Sunday we tried the hot tub and it wasn't heating.We called the property...
    5 of 5 bubbles Reviewed May 7, 2016
    Just returned from our Florida vacation and stay at this house......Can not say enough good things about the house and the owners.... I booked through tripadvisor, and from my...
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    1 / 54
    5 of 5 bubbles (5) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Patio
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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 bubbles Reviewed May 5, 2016
    We stayed in this amazing house in the April holidays. The house is a really good size and great for a large family and very well furnished. The location is superb being close to...
    5 of 5 bubbles Reviewed March 2, 2016
    From the moment we walked in we were impressed. The home was beautifully decorated and equipped with everything we needed. We have six children and were going to Disney for the...
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    1 / 21
    4.5 of 5 bubbles (25) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Hot Tub
    • Porch
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    OAKTREE: Whispering Oaks Community, Kissimmee. 3 bedroom 2 bath private pool, spa, game room, privacy fence. 200 acre Shingle Creek Park conservation behind the home. Located in the Eastgate, Old Town, Celebration area off 192 the gateway to Disney. Abundant grocery,restaurants and retail shopping... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed November 15, 2014
    First of all Gemstone was fantastic to deal with there were never any issues at all. I have to say this house was very clean and comfortable and everything we were looking for...
    4 of 5 bubbles Reviewed January 8, 2013
    The home was perfect for a short stay and had everything that we wanted and needed. There was a good amount of space in the villa and the outside space was also useable, with a...
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    1 / 49
    5 of 5 bubbles (1) Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    **Winter Special** We have 15 nights available in late January for one lucky guest to enjoy some winter sunshine. Enquire today about 15-31 January, as these dates will sell out fast! EXCEPTIONAL LAKESIDE LOCATION ~ POOL AND SPA AREA IS NOT OVERLOOKED If you would like to return from your busy... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed October 31, 2015
    Really enjoyed our stay. The villa had everything we needed and more. Brilliant view out onto the lake where I caught some Bass! Perfect location to visit the theme parks or play...
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    1 / 30
    5 of 5 bubbles (1) Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Imagine a vacation unlike any other you've ever had, coming home to a beautiful 6 bedroom brand new home, with all the amenities you could need or want, this stunning, elegantly decorated home was just built 2 months ago in the new phase at Bella Vida Resort. No expense was spared in the materials... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed February 27, 2016
    At first we were hesitant to book this place since it was new and had only one review. Our initial booking turned out to be a scam and booking this one was a roll of the dice...
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    1 / 36
    5 of 5 bubbles (8) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 13 | Quick View
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    • Wi-Fi
    • Children's Pool
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Patio
    • Hot Tub
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    5 of 5 bubbles Reviewed December 8, 2016
    Beautiful place to stay. Great amenities. I will definitely be staying here again. The management company was amazing to work with as well.
    5 of 5 bubbles Reviewed April 2, 2016
    We are currently holidaying in the villa and it has absolutely everything and more you could possibly want from a holiday rental. Great facilities, everything a large family could...
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    1 / 48
    5 of 5 bubbles (9) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Grill
    • Private Outdoor...
    • DVD Player
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    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The villa is situated in the beautiful Emerald Island Resort, regarded as one of the best resorts in the area. It is located south of Hwy 192 near Mile Marker 5 just minutes from I4. It is approximately 4 miles to the gates of Walt Disney World and within easy reach of both Orlando International... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed February 13, 2016
    This house is very clean and in a good location to see Orlando's attractions. I would recommend others to stay here.
    5 of 5 bubbles Reviewed November 1, 2015
    First time renting a house and it was definitely an enjoyable experience, Stayed with three friends and there was more then enough space for everyone with good sized rooms. The...
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    1 / 51
    5 of 5 bubbles (5) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
    • Patio
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Starstruck, our 4 bedroom (2 master suites), 3 bathroom pool home is very private and located within a guard gated exclusive resort community with lots to do on site including a free movie theater, lighted tennis, volleyball and basketball courts, olympic size pool, hot tub, fitness center, game... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed May 9, 2014
    This rental had it all: great location, well stocked with everything you need, beautiful decor and landscaping. To start with, both the owner and property manager were very...
    5 of 5 bubbles Reviewed May 8, 2014
    House was in great condition; nicely furnished and convenient location. Close to Walmart for supplies, restaurants and not far from theme parks. Pool covered with shelter to...
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    1 / 48
    4.5 of 5 bubbles (11) Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • Children's Pool
    • DVD Player
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    • Hot Tub
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Luxury vacation townhouse located in the private gated resort community of Paradise Palms; just 10 minutes from Disney! <BR><BR>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... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed September 7, 2016
    It's my second time staying at paradise palms, two different locations n I enjoyed both.. Satisfying to myself n my family. Definitely would come back
    5 of 5 bubbles Reviewed September 1, 2016
    I usually dont leave reviews, but since im sure some people who look online to book a home to rent may not have do e this before. Meaning i never booked a rental through a t 3rd...
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    1 / 75
    4.5 of 5 bubbles (9) Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Children's Pool
    • Hot Tub
    • Satellite TV
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    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
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    About this property
    Our luxury family villa is situated within the well established, prestigious Lake Berkley Community, perfectly located just off the US 192. This central, yet private location, within 16 minutes of Disney is also within strolling distance of local bars, restaurants and supermarkets. No expense has... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed November 29, 2016
    This is a lovely home. It was clean and had enough space for our family to enjoy our Disney vacation. It was close to the parks and shopping. I loved that I it was in a gated...
    5 of 5 bubbles Reviewed October 11, 2016
    Stayed in this property with my family, 5 adults and 2 children... Couldn't recommend it anymore! We booked last minute and everything ran so smoothly. There is every type of...
    See all reviews
    Kissimmee Flight and Weather Info
    Airports nearby (1)
    Plan your day of travel
    MCO
    Orlando Intl Airport
    10.4 miles from Kissimmee
    Low airfares recently found by TripAdvisor travelers
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    Local Weather
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    68° 47°
    January
    69° 48°
    February
    73° 52°
    March

    Additional Kissimmee Info

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    • Local time: 10:06 AM (EST)
    • Peak travel: March - April
    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.