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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 / 126
    5 of 5 bubbles (23) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 75
    5 of 5 bubbles (31) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | 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 / 26
    5 of 5 bubbles (7) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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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 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 / 24
    5 of 5 bubbles (10) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    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 January 8, 2017
    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 / 56
    5 of 5 bubbles (20) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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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 5 weeks 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 January 7, 2017
    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 / 54
    4.5 of 5 bubbles (8) Very good
    7 Bedrooms, 4 Bathrooms, Sleeps 15 | Quick View
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    About this property
    To find more information about us search us on the internet at TNL vacation homes. Come book your next vacation getaway at our gorgeous seven (7) bedroom, four (4) bathroom property in Kissimmee, Orlando Florida! Having just added a Wii Console with Mario Kart, Just Dance, and Smash Brothers, there... View all property information
    Location Information
    Kissimmee, Central Florida 34758
    5 of 5 bubbles Reviewed December 15, 2016
    I came into Orlando with only a week's notice to attend my 13 year old grandson's football tournament. Six days before leaving my Massachusetts location, I decided to look into...
    5 of 5 bubbles Reviewed November 14, 2016
    We had a great time staying in one of TNL Homes' house in Kissimmee. Very spacious and conveniently located near parks/stores. Great pool area, fun games, and great people to work...
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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
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    • 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 January 3, 2017
    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 / 39
    5 of 5 bubbles (9) Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 15 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • x
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    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 3 weeks ago
    We loved our stay at this villa! It is apparent a lot of thought went into this house and it is well taken care of. It is minutes from Disney World and near lots of restaurants...
    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!
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    1 / 48
    5 of 5 bubbles (28) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • 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 / 51
    5 of 5 bubbles (12) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Air Conditioning
    • Terrace
    • Shared Yard
    • Balcony
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    This is a newly renovated 1500 SF unit with an open floor plan. Well appointed modern furnishings with ceramic and porcelain flooring throughout. This is ideal for allergy sufferers. The three bedrooms contain 1 King, 1 Queen and 2 twin beds, respectively. There are two full bathrooms, and a... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed 4 weeks ago
    Thank you very much!! I am very pleased with our stay in your property. Very clean, easy and close to everything. Will consider for our next visit!!!
    4 of 5 bubbles Reviewed July 14, 2016
    Nice unit over all, close to Disney, close to shopping, restaurants and very quiet. The only down side was the vertical blinds needs updating,
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    1 / 65
    5 of 5 bubbles (22) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
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    • Waterfront
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    • Children's Pool
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Welcome to 'The Retreat' Villa a wonderful high spec villa, with South/South East facing pool and lakefront location offering you a luxurious vacation home for your visit to Orlando. The Villa is located in a cul-de-sac with no through traffic within the quiet gated community of Sunset Lakes, just... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed January 18, 2017
    From the moment we received our welcome letter and comprehensive directions/useful information from the owner, we had a good feeling about our impending visit to The Retreat, and...
    5 of 5 bubbles Reviewed December 27, 2016
    I was traveling to Florida on business and decided to attempt to piggy back a family vacation. With the late planning, we half expected "all the good ones to be spoken for" and...
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    1 / 13
    4.5 of 5 bubbles (13) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • 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 / 17
    5 of 5 bubbles (6) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • 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 2 weeks ago
    We couldn't have picked a better villa. Emma made the booking process was very easy. Great, easy to find location. Very close to the Disney parks. The house was very clean and...
    5 of 5 bubbles Reviewed 3 weeks ago
    We stayed here in April last year. It was by far the best holiday we've had! It's very spacious, with a good sized pool. It's right around the corner from Disney, Universal and...
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    1 / 32
    5 of 5 bubbles (12) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Washer
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    • Children's Pool
    • Air Conditioning
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    • Sauna
    • Wi-Fi
    • Hot Tub
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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 / 25
    5 of 5 bubbles (2) Excellent
    Studio, 4 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
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    • ?
    • ?
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    • x
    About this property
    Diamond, New! 6 Bedroom,4 Bath Private Pool And Spa Vacation Home Located 15 Minutes From Disney. Every room will amaze you with this professionally decorated and furnished home for maximum guest comfort and enjoyment. The pool deck is over sized with ample patio furniture and loungers.The patio... View all property information
    Location Information
    Kissimmee, Central Florida
    1 / 30
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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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 / 75
    5 of 5 bubbles (21) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • 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 December 20, 2016
    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 / 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 January 4, 2017
    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 / 24
    5 of 5 bubbles (30) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • 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 / 32
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Children's Pool
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This wonderful Orlando / Kissimmee vacation spot at the Legacy Dunes Resort is conveniently located only five miles from Walt Disney World in a private gated community of Kissimmee, Florida. There is fun for the whole family to enjoy! You're only a hop, skip and a jump away from all the Disney... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    1 / 20
    5 of 5 bubbles (27) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Formosa 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. Free... View all property information
    Location Information
    Kissimmee, Central Florida FL34747
    5 of 5 bubbles Reviewed 6 days ago
    I would just like to thank Donna for letting us stay in her amazing villa it's just the perfect home in the perfect location so very modern and extremely clean a fantastic pool...
    5 of 5 bubbles Reviewed 1 week ago
    We were there for 8 days and as soon as we walked in we were in love with the house! It was super clean, the pool is heated, the jacuzzi is amazing!!! The neighborhood is quiet...
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    1 / 73
    5 of 5 bubbles (5) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • 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 / 28
    5 of 5 bubbles (12) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    - 4 Bedrooms, 2 Queen, 2 Twin. En-suite to Master. Flat screen TV in Master and Queen. - Private heated pool, not overlooked. Within mesh to keep those insects out. - 2 Bathrooms, shower cubicle in en-suite, shower over bath in family bathroom. - Sleeps 8 people. Additional child's cot, high chair... View all property information
    Location Information
    Kissimmee, Central Florida 34758
    5 of 5 bubbles Reviewed 2 weeks ago
    Beautiful villa, set in a very quiet area of kissimmee close to the town of poinciana there was only me and my wife that stayed there. but the villa would make a fantastic...
    5 of 5 bubbles Reviewed 4 weeks ago
    First time renting a vacation home and it was great! Located in a non gated community. Nice clean, peaceful area. It had alarms on doors to the pool for children's safety. There...
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    1 / 34
    4.5 of 5 bubbles (2) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
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    • x
    Location Information
    Kissimmee, Central Florida 34758
    5 of 5 bubbles Reviewed December 11, 2016
    My family and I have been holidaying in Florida for about the past 8 years. A few years ago, our regular villa changed hands, and we had to look for a new one to book. So, 2 years...
    4 of 5 bubbles Reviewed October 31, 2016
    Lovely house in very nice location. About 25 mins from Disney and 45 mins from universal. Centrally placed for beaches and KSC. Kitchen could do with being replaced as starting to...
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    1 / 17
    5 of 5 bubbles (15) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Spacious 4 bedroom villa on the prestigious Bella Vida resort. 10-15 mins from all attractions This villa enjoys a lakefront location together with its own heated pool. Access to the local clubhouse is free which allows guests the use of a fitness room, pool and play area. WIFI available in all... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed 1 week ago
    We really loved our stay at Villa Dunne! With four bedrooms, 3 baths, and a full kitchen we were so comfortable. We traveled with 5 adults and 3 children. The house had lots of...
    5 of 5 bubbles Reviewed 2 weeks ago
    Beautiful villa with great pool and spa lovely decorated and comfy beds. Great location close to 24 hour Walmart Collette was wonderful to deal with look forward ro returning...
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    8 Bedrooms, 5 Bathrooms, Sleeps 20 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • 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 / 20
    4.5 of 5 bubbles (27) Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
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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 / 90
    4.5 of 5 bubbles (7) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Cancel that hotel! Why stay in a cramped room when you can get a large, upscale condo. DELUXE FEATURES:...<BR> <BR>Villas at Seven Dwarfs Lane vacation townhome rental <BR>3 Bedrooms (Master bedroom is on the main floor and 2 other bedrooms are on the second floor), 2 Baths, Sleeps 6<BR> <BR>ONE OF... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed December 31, 2016
    We had an awesome time. We was close to all the attractions. I would suggest this place. It was clean security personnel was awesome with their suggestions of places to see for us...
    5 of 5 bubbles Reviewed November 10, 2016
    The host was helpful. The property was clean, and well kept. The clubhouse pool and barbecue areas were great and welcoming. Gate staff were friendly and professional. The unit...
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    1 / 59
    5 of 5 bubbles (22) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • 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 4 days ago
    My wife and I stayed here in October. I did submit a review earlier but somehow Trip Advisor seem to have lost it! We have stayed in the area before, so we knew where we were...
    5 of 5 bubbles Reviewed 3 weeks ago
    Location was perfect, close enough to the attractions but far enough away from the busy tourist-filled streets and resorts. The home was absolutely beautiful. Cannot wait to visit...
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    1 / 24
    5 of 5 bubbles (5) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Welcome to our newly refurbished family 5 bedroom villa, situated in the exclusive Gated Community of Cumbrian Lakes.<BR><BR><BR>We have designed our villa with family and relaxation in mind5 bedrooms including Master bedroom with en-suite & balcony over looking the pool & lake, there are a... View all property information
    Location Information
    Kissimmee, Central Florida FLORIDA 34746
    5 of 5 bubbles Reviewed November 15, 2016
    We thoroughly enjoyed our stay as a family of 4 with 2 extended family members. The home was nicely laid out for own personal space. Pool was clean and warm. All amenities were...
    5 of 5 bubbles Reviewed August 25, 2016
    We were all bowled over when we entered the villa! Everything was clean and bright _ and luxurious! We normally go to the parks alternate days but we decided to spend more time at...
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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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    • Pet-friendly
    • Child-friendly
    • x
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    • 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 / 24
    5 of 5 bubbles (1) Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Spacious and beautiful vacation home located just three miles to Walt Disney World Parks and close to dozens of other world-class attractions, such as Universal Studios, Sea World, etc. Situated at a large corner lot in the prestigious guard-gated resort community of Emerald Island, this luxurious... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed 4 weeks ago
    While attending a sales meeting and industry show in Orlando, our group of five called this property home for three nights. The pool and jacuzzi were fantastic and the house was...
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    1 / 18
    5 of 5 bubbles (7) Excellent
    3 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Children's Pool
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    4 of 5 bubbles Reviewed December 15, 2016
    Good: Comfortable Beds, Nice view of lake from the balcony, Nice furnishings, Large Master Bath, Kitchen was fully equipped, Had elevators in the buildings. Clean unit and...
    5 of 5 bubbles Reviewed August 2, 2016
    The facility is clean, serene and wonderful. The rooms were big and comfortable. Kitchen fully stocked with washer and dryers. Get a room on the lake.
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    1 / 61
    5 of 5 bubbles (10) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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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 / 15
    5 of 5 bubbles (5) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our beautiful, spacious fully air conditioned private villa is located on a fantastic large plot with fantastic views over a large lake and in the peaceful community of Windward Cay 'the hidden jewel of Kissimmee' and yet less than 1 mile from the 192 with all the shops,entertainment and... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed January 12, 2017
    Easily located villa with Google Maps as we drove to Kissimmee from Miami. Safe area. A fresh aroma greeted us as we opened the door. Spacious, clean with abundant crisp bedding...
    5 of 5 bubbles Reviewed July 31, 2016
    We have been to Orlando for the past 4 years, but this year was by far the best! Lakeside Haven was exactly what we wanted - in a great location close to all the parks, stunning...
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    1 / 30
    4 of 5 bubbles (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our family owned Orlando vacation spot is conveniently located four miles from Walt Disney World in the private residential area of Lindfield Estates in Kissimmee, Florida. There is fun for the whole family to enjoy! You're only a hop, skip and a jump away from all the Disney theme parks including... View all property information
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    Kissimmee, Central Florida 34747
    1 / 24
    5 of 5 bubbles (18) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Disney Lakeside Villa, fully A/C, plus fans, furnished to a luxury standard, is situated in the beautiful community of Eagle Point. Boasting a south-facing 30ft private pool with stunning views overlooking lake and conservation area where much wildlife can be observed. Very peaceful, yet only 10... View all property information
    Location Information
    Kissimmee, Central Florida FL 34746
    5 of 5 bubbles Reviewed 2 weeks ago
    My Husband kids and I stayed at this beautiful home! Absolutely no complaints. The view was amazing with all the wildlife in the pond behind the house. The location was perfect...
    5 of 5 bubbles Reviewed September 16, 2016
    Villa is very clean and spacious. Convenient to restaurants, shopping and attractions. Nice pool with views of the lake.
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    1 / 40
    5 of 5 bubbles (10) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • 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 5 days ago
    We stayed at Paradise on Ice and it was fantastic! The home is very well decorated and the location is perfect for visiting all the parks. We loved it! We will definitely stay...
    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...
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    1 / 29
    7 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Incredible vacation property minutes away from Disney, Universal Studios and other Orlando attractions. Home features unbelievable amenities such as a plasma TV, TVs in every bedroom, and a game room with a 42' LCD TV home theater system, pool table, standup arcade games and more! You will also... View all property information
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    Kissimmee, Central Florida 34746
    1 / 75
    4.5 of 5 bubbles (24) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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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 bubbles Reviewed January 1, 2017
    Our stay was wonderful. The home was very roomy and it felt like home. Loved the fenced in yard, which gave us our privacy and abled our pets to run free. Bob always responded...
    5 of 5 bubbles Reviewed November 14, 2016
    We enjoyed our stay at the house. The pool was very nice, the rooms are nice and neat, the same could be said to the kitchen, the bedrooms and the bathroom.
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    1 / 84
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our luxury family villa is situated within the well established, prestigious Lake Berkley Community, perfectly located just off the US 192, behind Medieval Times. This central, yet private location, within 10 minutes of Disney is also within strolling distance of the Walmart Super Center and a... View all property information
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    Kissimmee, Central Florida 34746
    1 / 39
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • x
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    Location Information
    Kissimmee, Central Florida 34746
    1 / 100
    4.5 of 5 bubbles (2) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Secret Key Cove Villa<BR><BR>Secret Key Cove Villa<BR>Now with direct secure booking and instant confirmation<BR>Our beautiful Orlando vacation Villa rental, with many upgrades is a fabulous holiday rental home with private pool, is set in the peaceful and tranquil location of Emerald Island Resort... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed August 25, 2015
    Stayed here in March 2015, loved the house very clean and modern, rooms were decent size, lots of living area space. excellent location. Pool size was great, and we especially...
    4 of 5 bubbles Reviewed March 23, 2015
    Everything was excellent but I would say that the games room needs a little updating. The games were not in good shape. Luckily the weather cooperates and we didn't require the...
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    1 / 23
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    • ?
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    • ?
    About this property
    Highlights; Flat screen TV's throughout home Second sitting area for larger families Free high speed Wi-Fi Full size Washer / Dryer Great location for access to community facilities Description; Chatham Park is located just off the main US 192 in Kissimmee and is very close to all the local... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    1 / 44
    5 of 5 bubbles (13) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    We welcome you to take a look at our villa close to all the magic, yet in a peaceful and tranquil setting.<BR><BR>Indian Ridge Oaks - one of the closest communities to Disney / 4 miles to Disney Maingate - south facing pool<BR><BR>***** Luxury villa in a superb location, genuinely only a few... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed 3 weeks ago
    Thank you for the wonderful time that we had staying in Orlando. The villa was everything that you said . . . and more!
    5 of 5 bubbles Reviewed August 17, 2016
    Great stay will definately return for another stay. Everything and more under one roof.. Personal and helpful owners thanks
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    1 / 13
    1 of 5 bubbles (1) Terrible
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • 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
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    Kissimmee, Central Florida 34746
    1 / 91
    5 of 5 bubbles (2) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Private Yard
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beautiful 5 bed villa in Kissimmee, Florida, the holiday destination of the world. Just 10 minutes from Disney in one of the most sought after communities in Orlando. Our villa is luxuriously furnished, with its own secluded pool & spa, a fabulous games room and minutes away from all the best... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed June 21, 2016
    This was a beautiful home, that was fully equipped for my families needs (12 in family). There was always plenty of hot water and the kitchen was fully stocked with dishes we...
    5 of 5 bubbles Reviewed March 21, 2016
    Thank you for the excellent villa rental. This place was in a very quiet and secure location. Shopping is very close and easy to obtain whatever you may need. Villa was extremely...
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    1 / 23
    5 of 5 bubbles (12) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Get ready to experience the magic of Central Florida in this beautiful 3 bedroom 2 bath home with private swimming pool! Just minutes from Disney Parks, dining, Sea World, Universal Studios and much more! The large open floor plan is great for entertaining family and friends. Whether you are... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    4 of 5 bubbles Reviewed 2 weeks ago
    The house was clean and looked just like the pictures. Everything was close by and the pool was clean and warm! The owners were quick to respond and addressed everything...
    5 of 5 bubbles Reviewed November 2, 2016
    Everything nice and clean when we arrived. Everything we needed to cook was there. Nice TV's, game systems w/ games, computer, board games and movies provided. 15 Minute drive...
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    1 / 14
    4.5 of 5 bubbles (16) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Gorgeous 4 bedroom house minutes from Walt Disney World. Have your own private pool and a fun game room the whole family can enjoy. Close to I-4 access for travel to Universal Studios and Sea World. If the ocean is your thing, you can get to either coast within an hour of driving. View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed 2 weeks ago
    Very clean, spacious, and perfectly located for Orlando attractions. If the price were double, it would still be worth it. Look no further, if this place is available, take it!
    5 of 5 bubbles Reviewed December 30, 2016
    I could not have asked for a better place for my family and I to stay while visiting Florida. The house was clean, spacious, and wonderful in all aspects. The bonus was the game...
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    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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    69° 48°
    February
    73° 52°
    March
    78° 55°
    April

    Additional Kissimmee Info

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    • Local time: 05:30 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.