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Vacation Home Rentals and Villas in Kissimmee, FL

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    Travelers to Kissimmee are booking April dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 39
    5 of 5 bubbles (9) Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 15 | Quick View
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    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 / 28
    5 of 5 bubbles (6) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
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    About this property
    Living Area<BR>Our recently upgraded and spacious lounge is the ideal place to just relax after a hard day at the theme parks! The comfortable lounge benefits from a 42" LCD HD cable television with DVD, video-player, Playstation 2 and a selection of children's videos and PS2 games. Our guest... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    4 of 5 bubbles Reviewed August 9, 2016
    This house was an excellent choice for our party. Especially the playroom was a succes, but too little time to enjoy it more. Busy program! Very sweet that we could drop off our...
    5 of 5 bubbles Reviewed July 24, 2016
    everything you could want from a villa. it is very well equipped spacious and nicely decorated. my teenagers loved the games room and pool its an ideal place to relax after very...
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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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    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 / 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 / 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 / 24
    5 of 5 bubbles (10) 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
    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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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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 January 19, 2017
    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 / 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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    • 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 January 23, 2017
    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 / 75
    5 of 5 bubbles (21) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • 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 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 / 18
    5 of 5 bubbles (7) Excellent
    3 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Hot Tub
    • Wi-Fi
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    • Balcony
    • Air Conditioning
    • Children's Pool
    Suitability
    • 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 / 20
    5 of 5 bubbles (5) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Private Outdoor...
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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 / 24
    5 of 5 bubbles (30) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • 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 / 30
    4 of 5 bubbles (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Patio
    • Air Conditioning
    • DVD Player
    • Outdoor Dining Area
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    • Hot Tub
    Suitability
    • 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
    Location Information
    Kissimmee, Central Florida 34747
    1 / 17
    5 of 5 bubbles (15) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 2 weeks 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 3 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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    1 / 26
    5 of 5 bubbles (7) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Secure Parking
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    • Private Indoor Pool
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    • Pet-friendly
    • Child-friendly
    • x
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    • 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 / 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 / 16
    5 of 5 bubbles (9) 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
    Welcome to our beautiful 4 bedroom home right in the heart of the fun capital of Florida. Our home sleeps 8 people in perfect comfort and is ideal for large family get togethers or two-family getaways.<BR>Only 3.8 miles to Disney and 1 mile to shops and restaurants it's the perfect Florida... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    3 of 5 bubbles Reviewed 1 week ago
    arrived on Sat. 2/11 only to find the hot tub kept draining. called the caretaker she said she would send someone next day (Sunday) to look at it, but did not tell us to leave...
    5 of 5 bubbles Reviewed January 22, 2017
    Located a short drive to all the Disney parks and a big super market, this comfy house was the perfect landing pad at the end of a big holiday for my family of six (teenage kids...
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    1 / 25
    5 of 5 bubbles (10) Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Your Stunning Vacation Home<BR>Here in Kissimmee, our new and very spacious (3200 sq Ft) villa can be found within the exclusive Calabria/Tuscany community. <BR><BR>Comfortably sleeping up to 12 guests, this prestigious fully air-conditioned, luxury 6 bedroom 5 bathroom villa, offers all the... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed July 19, 2016
    A group of 9 of us stayed here in July 16. This villa is fantastic, it is better than it looks in the pictures. The booking procedure was easy and professional, the villa was...
    5 of 5 bubbles Reviewed May 2, 2015
    I don't know where to start for this review! Our group of 12, first vacation together - a suprise vacation for our kids, we couldt have chosen a better place. This house truly...
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    1 / 30
    5 of 5 bubbles (13) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    Completed in June 2008 4 bed 4 bath luxury self catering villa on the sought after Bellavida Resort in Kissimmee and within a short distance of all major attractions. Sleeps upto 10 people (max) and all bedrooms en-suite. Interior designed furnishings to luxury standard. Superb lake views from the... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed November 23, 2016
    House was great, and better than we expected. LOVED the fact that every room had its own bathroom! Minus a few problems with the pool/pool heat, everything was awesome! My family...
    5 of 5 bubbles Reviewed July 13, 2016
    This home and location was great! I loved the home so much that I didn't want to get out and participate in many activities although I did! I would love to keep this vacation home...
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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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    • Private Indoor Pool
    • DVD Player
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    We invite you to enjoy our home on your next trip to Orlando. Absolutely perfect for family groups, this property features all the comforts of home and more! Book your vacation now at this beautiful pool home. <BR><BR>Attention to every detail has been put in as we furnished and decorated this... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed August 22, 2016
    We stayed in this home for a week and it was perfect for us. Plenty of room, very clean. The pool is a little small but the resort pool more than made up for it! The master...
    5 of 5 bubbles Reviewed July 28, 2015
    We stayed at this home for 12 nights and 13 days and what a treat! We were thoroughly impressed the moment we walked through the door by the sheer size and décor. For a family...
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    1 / 28
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • x
    • x
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    About this property
    This 6 bedroom, 5 bathroom home, located in Paradise Palms is perfect for your next trip to Orlando. The home is professionally decorated throughout, with each of the bedrooms being uniquely appointed. The kitchen comes with upgraded features such as granite counter tops, stainless steel appliances... 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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    • 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 / 34
    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
    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 / 20
    5 of 5 bubbles (1) Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Look no further for your perfect "magic" holiday here at Magic Villa situated within the luxurious Emerald Island Resort. This spacious villa has been refurbished to a luxurious standard, which provides everything you could possibly need for a relaxing, stress free stay, on the doorstep of the... View all property information
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    Kissimmee, Central Florida 34747
    1 / 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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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 / 88
    4 of 5 bubbles (5) Very good
    5 Bedrooms, 3 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
    Our Villa is an Executive Luxury 5 bedroom villa sitated on the ever popular Seasons Estate in Kissimmee. Central for all that the fabulous state of Florida has to offer and within ten minutes drive of the Magical experience that is Disney World, Orlando. USA.<BR><BR>Packed with every extra to... View all property information
    Location Information
    Kissimmee, Central Florida FL34746
    4 of 5 bubbles Reviewed November 14, 2016
    I must say my wife and were very satisfyed with the service we got. You know that phone call From the owner to make sure everything meets our sattisfactry says a lot to my wife...
    4 of 5 bubbles Reviewed July 17, 2016
    Loved staying at this house! Kids loved the pool! Close to the parks and all the activities that Kissimmee has to offer.
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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 / 43
    5 of 5 bubbles (6) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Windward Cay, Kissimmee, Orlando, Florida<BR><BR>A superior, well appointed detached 3 bedroom villa, <BR><BR>The accommodation comprises of a spacious lounge/dining room with 2x queen size sofa bed, additional family room and patio doors leading to the pool deck - perfect for al-fresco dining and... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed 1 week ago
    We booked the villa with Marie and from the moment we did she made us feel at ease. Every question we had she answered very promptly and gave us some very handy tips. The villa...
    5 of 5 bubbles Reviewed March 26, 2016
    After every outing our family always enjoyed returning to this vacation property. Bright and comfortable. Marie was always available to answer questions.
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    1 / 39
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • x
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    • x
    Location Information
    Kissimmee, Central Florida 34746
    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
    • Smoking allowed
    • 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
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    Kissimmee, Central Florida 34747
    1 / 32
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Children's Pool
    Suitability
    • 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
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    Kissimmee, Central Florida 34747
    1 / 40
    5 of 5 bubbles (10) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Hot Tub
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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 1 week 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 / 48
    5 of 5 bubbles (28) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Porch
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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 / 73
    5 of 5 bubbles (5) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
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    • 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 / 55
    4.5 of 5 bubbles (12) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
    • Satellite TV
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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 / 39
    5 of 5 bubbles (9) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Fully Equipped and ready for your vacations my 3 bedroom & 2,5 bathrooms Townhouse. Home is just few minute from Disney parks, around 8 miles. And 10miles from Universal Studios. My home is in a Gated and very Safe Community named Compass Bay. You enjoy a privacy and relaxing atmosphere in your... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed January 16, 2017
    Very enjoyable stay. We felt right at home. Very convenient location. I would highly recommend staying here.
    5 of 5 bubbles Reviewed August 26, 2016
    We had a wonderful experience staying here. The house is very very nice and has all the amenities you could want, from two bathrooms to walk-in closets, washing machine and full...
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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
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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 / 48
    4.5 of 5 bubbles (13) Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    • Wi-Fi
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    • 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 January 23, 2017
    Trond, we cannot thank you enough for letting us use your house for the week. Everything was better than expected and you were so easy to get in touch with and so quick to reply...
    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
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    1 / 75
    4.5 of 5 bubbles (24) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Patio
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    • Children's Pool
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    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 / 25
    5 of 5 bubbles (2) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • 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 / 59
    5 of 5 bubbles (22) 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 1 week 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 4 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 / 13
    5 of 5 bubbles (5) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Private Outdoor...
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    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This 3 bedroom 2 bathroom villa with private pool is the perfect place to come and spend your vacation. The pool is solar heated so NO extra pool heat charges and is fully equipped with everything you will need. The master bedroom with en-suite has a four poster king bed and doors leading straight... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed August 31, 2016
    Very happy with this rental. It had everything we needed. Would recommend this villa to others! The area was close to Walmart and other attractions. The price was reasonable also.
    5 of 5 bubbles Reviewed February 10, 2016
    This is a lovely villa; a perfect home away from home. The villa was very clean inside and out. It is beautifully decorated and maintained. The living room and two dining areas...
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    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
    • Smoking allowed
    • 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 / 97
    4.5 of 5 bubbles (7) Very good
    7 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
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    • DVD Player
    • Mountain Views
    • Air Conditioning
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    • Satellite TV
    Suitability
    • 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
    4 of 5 bubbles Reviewed 1 week ago
    Located about 25 min from major attractions in a quiet subdivision. Large enough to accomodate our party of 14 (8 adults, 6 kids). Lots of bathrooms (4 ensuites, one hall full...
    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...
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    1 / 90
    5 of 5 bubbles (6) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Air Conditioning
    • Private Yard
    • Children's Pool
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our Villa is situated on an oversized lot on the FABULOUS Resort-Style 24-hour gated community of Windsor Palms. This 5-star resort is just off Highway 192, about 3.5 miles from the gates of Disney. <BR><BR>Our spacious, air-conditioned 4-bedroom, 3-bathroom villa is set in a quiet, private... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed September 9, 2016
    Villa was close to attractions and rooms are big. There were 8 of us and we had lots of space. Kids loved the games room and pool. The resort pool is heated and a few minutes...
    5 of 5 bubbles Reviewed July 21, 2016
    The location was very convenient for all the attractions of Kissimmee. The villa was very spacious, enjoyable and private....our grandchildren loved being in the pool more or...
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    1 / 21
    8 Bedrooms, 5 Bathrooms, Sleeps 20 | Quick View
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    • Hot Tub
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    • DVD Player
    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 / 22
    5 of 5 bubbles (12) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This is a beautifully furnished vacation home near to all Disney theme parks, several good golf courses and a 5 minute drive from restaurants and shops. The villa sleeps 8 people and has four good sized bedrooms and two bathrooms. The villa is fully equipped with eveything you need (including... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed November 8, 2016
    This house is a located in a very nice and calm area and includes everything you need for a long stay. The relaxing backyard with pool and spa feels very private and exclusive...
    4 of 5 bubbles Reviewed October 21, 2016
    It was a great place to stay I really liked it it was fun I would stay again me and my family enjoy the whole week and my grandson loved it he didn't want to go home
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    1 / 23
    5 of 5 bubbles (12) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Patio
    • Air Conditioning
    • Internet Access
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    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • 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 3 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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    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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    73° 52°
    March
    78° 55°
    April
    83° 61°
    May

    Additional Kissimmee Info

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    • Local time: 04:08 PM (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.