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Kissimmee Vacation Rentals

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    Travelers to Kissimmee are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 46
    4.5 of 5 bubbles (10) Very good
    7 Bedrooms, 4 Bathrooms, Sleeps 15 | Quick View
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    1 / 36
    5 of 5 bubbles (3) Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    1 / 25
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    1 / 32
    5 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    About this property
    Welcome to your Disney vacation Home! - Great swimming pool and spa - Accommodates up to 11 people - 5 bedrooms, 4 bathrooms - 1 Master Suite with King size bed; - 1 Master Suite with Queen size bed; - 2 bedrooms with full size bed. - 1 bedroom with bunk beds ( 1 full size and 1 twin bed) - New... View all property information
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    Kissimmee, Central Florida 34746
    1 / 24
    5 of 5 bubbles (14) 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 1 week ago
    We are just back from our trip and just want to say how much we enjoyed staying at Doral Woods. The villa was perfect for all our needs and we all loved the place. It was...
    5 of 5 bubbles Reviewed 3 weeks ago
    I am not typically one to write reviews, however this Villa was fantastic. The villa was extremely clean and well maintained, exactly as described by the owner, Andy. All the...
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    1 / 20
    5 of 5 bubbles (5) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Welcome to Avenant's Castle located in Emerald Island Resort, an exclusive manned gate community. This home was remodeled in June of 2015. We upgraded this home to be one of the most beautiful homes within 3 miles of Disney. Murals by the areas best artist are throughout the home - your kids may... View all property information
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    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 / 18
    5 of 5 bubbles (1) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    This beautiful 5 bed home is over 2 levels. The sparkling pool overlooks a lake with conservation beyond and is an idyllic setting for your Kissimmee stay. The bottom level has wooden flooring. Here you can relax on the bold striped sofa and watch the flat screen TV. There is also a separate... View all property information
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    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed January 20, 2016
    Had a fantastic holiday with my family... crammed so much in with only a weeks stay at this lovely villa which had everything you could need. Had an issue with one of the door...
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    1 / 21
    8 Bedrooms, 5 Bathrooms, Sleeps 20 | Quick View
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    About this property
    This Executive vacation home near Disney located in Emerald Island Resort is tastefully decorated throughout to make you feel at home. Accent painting, colorful curtains and nice furnishings. The villa is located a short walk from the club house and is on a private conservation lot. 2 King master... View all property information
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    Kissimmee, Central Florida 34747
    1 / 24
    5 of 5 bubbles (9) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    About this property
    <BR>This new luxurious Florida villa rental boasts beautiful décor and very high quality furnishings throughout. Surrounded by landscaped gardens, it is in the community of Tuscany at Westside, close to three golf courses including the award winning Highlands Reserve. The south/west facing pool... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed March 7, 2017
    Villa was spot on just like a show house plenty of room for five adults and two children pool was great and well maintained close to the theme parks we all had a great time would...
    5 of 5 bubbles Reviewed February 17, 2017
    We enjoyed our stay: - Easy checkin and checkout - Clean house, fully equipped kitchen, luxurious furniture, comfy beds - Heated pool included in the rate (THANK YOU...
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    1 / 60
    5 of 5 bubbles (3) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Hot Tub
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    • Children's Pool
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    About this property
    There are very few rental homes offering this level of accommodation (space, games room, 5 en suite bedrooms, pool, standard of furniture and decor...) and it also has one further unique advantage: due to it's location our house pool deck is not overlooked by neighbouring properties behind or next... View all property information
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    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed December 22, 2014
    We had a great holiday in your property. There were 5 of us and we all loved the house and location and we are looking forward to returning at some point in the future, although...
    5 of 5 bubbles Reviewed April 24, 2014
    Spacious, comfortable house even for big groups/extended families with a heated pool and all amenities needed. Nice, peaceful and safe environment within a short, easy drive to...
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    1 / 27
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Comfortable home for your family to enjoy your Disney vacation! Townhouse with private pool near Disney. Sleeps up to 8 people. 4 bedrooms and 3 bathrooms, 1 suite. All bedrooms have TV. 1st FLOOR: - Tiled floors in the 1st. floor, except for the bedroom. - 1st bedroom with king size bed and TV. -... View all property information
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    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed March 20, 2017
    The location is amazing! This is a great family-friendly condo with a stunning pool and wonderful kitchen. The stay was wonderful !!! I'll love to visit again!
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    1 / 18
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Located in Indian Creek this villa is situated in one of the closest residential communities to the Disney Theme Parks area, and less than a 30 minute drive from the Orlando Premium Outlets and Orlando International Airport this beautifully furnished five bedroom four bathroom pool home is perfect... View all property information
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    Kissimmee, Central Florida 34747
    1 / 66
    5 of 5 bubbles (7) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
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    • Pet-friendly
    • Child-friendly
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    About this property
    In sunny Orlando/Kissimmee Florida, location is everything.....and we are located the very closest to Disney......less than two miles to the main entrance! Each evening, you may enjoy the breath taking view of Disney Fireworks from the Windsor Hills Resort area. We are also less than two miles to... View all property information
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    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed April 16, 2017
    Had a great time in this well-equipped, comfortable condo & enjoyed the leisure facilities on site. Stayed here as it's a fabulous location for Disney! Would definitely book again!
    4 of 5 bubbles Reviewed July 12, 2016
    We had a great time. My son played in the Nationals at the Convention Center. I was so so happy the condo was around the corner from the teams' condo. I really couldn't ask for...
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    1 / 48
    5 of 5 bubbles (28) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Secure Parking
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    • Waterfront
    • Porch
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    • Pet-friendly
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    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 / 28
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
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    • Private Yard
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    About this property
    Our 4 Bed 2 Bathroom villa has been furnished to a very high standard and benefits from a beautiful lakeview. The villa can sleep up to 10 guests. The villa has a beautiful lake view on the 5 Star Lake Berkley Resort, which is safe, secure and with a gated entrance 24/7. There are 2 sitting rooms... View all property information
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    Kissimmee, Central Florida 34746
    1 / 25
    5 of 5 bubbles (7) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed July 21, 2016
    My family have just returned from a two week holiday (grown up children). The villa was fabulous as was the pool at the complex, and had everything we needed. It was well located...
    5 of 5 bubbles Reviewed March 23, 2016
    This has been a grest experience, all my family really liked the house. We strongly recommend it. Everything was clean and neat and the house is close to many places such as...
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    1 / 40
    4.5 of 5 bubbles (7) 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 April 8, 2017
    We were in awe of this home. Beautiful home setting. Was close to Disney. Wasn't as close to the beach as I thought, but wasn't an issue driving. We will be planning on staying...
    5 of 5 bubbles Reviewed March 30, 2017
    What a perfect location. Less than 2 miles from groceries and pharmacy. Only 15-20 minutes from Disney area. We found the home to be up to date, comfortable and clean. The owner...
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    1 / 35
    5 of 5 bubbles (4) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Brand New Town Home with 4 bedrooms and 3 Bathrooms, one Bedroom and one bathroom downstairs. Private pool, optionaly heated. Located 5 miles from Disney World MainGate. Close to shops, restaurants and all you can need. The Paradise Palms Resort is top of the line with a big pool with cascade,... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed April 27, 2016
    Unfortunately I'm a 36 year old mom of three with less than a year to spend making memories. I spent a lot of time looking and researching the best deal for our family of five...
    5 of 5 bubbles Reviewed May 2, 2014
    1st of all the Property Management were amazing, they prepared everything for us, It was like having a personal concierge. They really help us from the beginning of choosing a...
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    1 / 22
    5 of 5 bubbles (12) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    About this property
    This is a beautifully furnished vacation home near to all Disney theme parks, several good golf courses and a 5 minute drive from restaurants and shops. The villa sleeps 8 people and has four good sized bedrooms and two bathrooms. The villa is fully equipped with eveything you need (including... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 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 / 36
    4.5 of 5 bubbles (22) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Indian Point with gorgeous lake and conservation view from pool.<BR>Indian Point, Kissimmee is a beautiful residential community situated within a few minutes drive of the Highway 192, convenient for the Wal-Mart superstore, a large selection of restaurants, and close to all the major... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed March 8, 2017
    Thanks Rosalia for giving us a great start of our first visit & holiday in Florida. Your house is wonderful with its open & spacious solution, yet plenty of rooms & beds...
    5 of 5 bubbles Reviewed February 10, 2017
    This property was everything we needed for a family break with four adults and two children. The living room was nicely laid out to allow everyone to sit together, and the...
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    1 / 34
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Villa Betty Boo is on the prestigious Hampton Lakes Community which has a swimming pool, basketball, volleyball and tennis courts for your free use. Hampton Lakes is beautifully landscaped and is a very secure community. Villa Betty Boo has 4 spacious bedrooms and can sleep 8 - 9 people + infants... View all property information
    Location Information
    Kissimmee, Central Florida 33897
    5 of 5 bubbles Reviewed November 15, 2016
    Great place to stay! I was nervous since I had never rented a house before. Bernie (owner) was great at answering all of my questions with in 12 hours after emailing her. The...
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    1 / 62
    5 of 5 bubbles (38) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This villa has a fantastic large pool with jacuzzi hot tub backing on to a lovely lake and forest. The pool is not overlooked so you will not find excited children spoiling your peaceful evenings ! The location could not be better - just ten minutes to Disney - close enough to come home for... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed 4 days ago
    Great location for all attractions and for exploring further a field. This was our fourth stay and the facilities with all its amenities makes you feel as it is home from home...
    5 of 5 bubbles Reviewed 3 weeks ago
    You will not be disappointed with this villa. Close to all attractions and easy to find from the airport. Owners were very helpful and provided a wealth of information on the...
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    1 / 41
    5 of 5 bubbles (4) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    What's different? We have a very well kept house with south facing pool/spa... new patio furniture, all new bed mattresses, new kitchen appliances and more! 6 bedroom 4 bath 2,812 sq foot pool house in Windsor Hills Resort.. 1.5 miles from Disney, close to Universal Studios, Sea World, shopping &... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed April 12, 2017
    We had a wonderful stay an my family enjoyed everyday ws spent in the house. The pool was cold but other then that we had a blast. A memorable vacation.
    5 of 5 bubbles Reviewed February 20, 2017
    The location of the house is perfect for Disney. I cant imagine being any closer staying off-site. The house was clean. The mattresses were great. There were tons of towels...
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    1 / 17
    5 of 5 bubbles (4) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Built as a Tropical Oasis and refuge away from the hustle and bustle of the nearby attractions, Paradise Palms Resort allows residents to enjoy some of the Very Best Entertainment in the world, while living in a Relaxing, Full-Service Resort environment that caters to your every need. Located in... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed 4 weeks ago
    This a great place to stay especially if you are visiting the theme parks in Orlando. Our kids loved having the pool outside our sliding door, but they really loved the short...
    5 of 5 bubbles Reviewed April 17, 2017
    My family and I were really amazed at how this home actually resembled the pictures online. Most of the time we encounter that the home is portrayed beautiful by the online...
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    1 / 32
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This three bedroom home is just what your family needs for that memorable vacation in Central Florida. Sleeps up to eight in your party. It has a King, Full and (2) Twin size beds. This home is located in Indian Wells which is located literally five minutes from the gates of the Disney parks. The... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed November 16, 2016
    This is my second time staying at this rental and both times it was convenient and a great deal. The location was located close enough to Disney we were able to take a Lyft ride...
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    1 / 49
    5 of 5 bubbles (16) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    About this property
    Your beautiful vacation home is at Eagle Point, Kissimmee, one of the best possible locations for access to Orlando's famous theme parks, attractions and Golf Courses. When you stay in this executive pool home, you will get great views, great decor and a private location backing on to a... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    4 of 5 bubbles Reviewed 5 weeks ago
    Stayed for a week, 7 of us , plenty of room and a great location for the main theme parks in a quiet residential area. Had an issue with a pipe burst but sorted same day with no...
    5 of 5 bubbles Reviewed January 8, 2017
    I spent 6 nights on this house and was one of the best. Mr. Steve is very kind and has responded to all my inquires. The house was very clean and better than the pictures in...
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    1 / 33
    4 of 5 bubbles (3) Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Located in one of the newest resort, provided with fantastic facilities. We offer you a professionally decorated, chidren friendly 5 bedroom, 4 bathroom townhouse set up with large plasma televisions in all the rooms and one in the Family Room; all provided with free WiFi. The house is 10 minutes... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    3 of 5 bubbles Reviewed April 17, 2017
    The condo was spacious and quiet. There was plenty of space for the 6 of us, could have easily roomed at least 4 more. The decor was very simple, suited the place nicely. Not far...
    4 of 5 bubbles Reviewed July 18, 2016
    The only thing I have to complain about would be that there was a mix up on the dates of arrival and the house had not been cleaned for us to enter....We had to wait 3 hours...
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    4.5 of 5 bubbles (19) Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    About this property
    Welcome to our home on Seasons. It is a St Vincent model built by Park Square Homes and is 2765 Sq. Foot of Executive quality. It is a luxurious 5 Bedroom – 4 Bathroom Villa, which has 2 Master Suites and 3 other Bedrooms - which comfortably sleep 10 with ease, a Private Pool and spa plus a well... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed 2 weeks ago
    The location of the house is perfect. The neighborhood is great and quiet. Every room has their own tv and cable. The Disney parks and Universal parks are near the house, like 30...
    5 of 5 bubbles Reviewed 4 weeks ago
    Where do I start - the pictures does not do this house justice! I stayed here April 3rd - April 8th with my parents and three children. The home is absolutely gorgeous - high...
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    1 / 27
    5 of 5 bubbles (2) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 11 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    Private gated community with Beautiful Club house. No one comes close to the Paradise Palms amenities. Our house sits on a corner lot only one block from the clubhouse. Featuring a private pool and Jacuzzi in a screened lanai with seating for dining.When entering the front door you are greeted... View all property information
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    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed November 4, 2016
    The house was amazing, it had everything we needed and plenty of space. Paula was wonderful about addressing any questions we had. We will be staying again for sure. Our family...
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    1 / 32
    4.5 of 5 bubbles (5) Very good
    7 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
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    About this property
    Close to Disney, 4 King MB, 1 Queen Br, 2 Twin Br, 2 Air Beds, Sleeps up to 16 Welcome to Clyde's Cove! This lovely villa is a bright and spacious vacation home with 3000 sq/ft, 7 BR including 4 Master Suites. All Master Suites have private full bathrooms. The villa is only 10 minutes from Walt... View all property information
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    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed October 10, 2016
    My family and I have just returned from a wonderful three week stay, there were three couples ad we were spoilt for choice by the four master bedrooms available all of which were...
    5 of 5 bubbles Reviewed October 4, 2016
    We are from Edinburgh, UK for family holiday. The beautiful villa had all that we needed and beyond we loved the spaciousness the pool and spa was amazing the bedrooms lovely beds...
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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
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    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 / 112
    5 of 5 bubbles (64) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    This Crescent Lakes beauty is ideally located in the heart of Florida minutes to Disney World's Theme Parks; Downtown Disney and Premium Outlet Malls. A left on Poinciana Blvd leads to most highways. Mins to US #192 and US #535. This home sleeps 8 people comfortably and is ideal for families and... View all property information
    Location Information
    Kissimmee, Central Florida 34758 1913
    5 of 5 bubbles Reviewed April 9, 2017
    This was our 2nd stay at the villa , we stayed here last year, and as expected our return visit didn`t disappoint! The villa is beautiful, a real home from home. It is spotlessly...
    5 of 5 bubbles Reviewed December 29, 2016
    Fantastic home, very clean and fully-equipped. Spacious bedrooms and wonderful split floor plan. This home has it all. We really loved the privacy of having your own screened pool...
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    1 / 30
    5 of 5 bubbles (24) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
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    • 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. Indian Ridge Oaks - one of the closest communities to Disney / 4 miles to Disney Maingate - south facing pool ***** Luxury villa in a superb location, genuinely only a few minutes drive from... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed 1 week ago
    Great villa, well equipped with everything you could possibly need and not far from the Disney parks. Plus lots of restaurants close by too and supermarkets so never have to...
    5 of 5 bubbles Reviewed March 29, 2017
    Lovely Villa, exactly as shown in the pictures, everything you could ever need and more! its a short drive to all disney areas, and a short drive to shops and places to eat. Pool...
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    1 / 45
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    A home from home, the British owners spend as much time as possible in the villa themselves. The villa is situated on a large lot and the private south facing heated pool and jacuzzi back onto a wooded area. Pool heating for cooler months is available for an additional charge. This large, 4... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed April 3, 2017
    We rented this place for our business trip...but it was more than we expected...close to major highways, restaurants, supermarkets, yet far enough to be private. We love the fact...
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    1 / 48
    5 of 5 bubbles (7) Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    A 6 bed/5.5 bath villa in Emerald Island Resort offering outstanding amenities such as an air-conditioned game room and a south-facing pool/spa. With 4 king master suites and 2 themed kids rooms, this villa can accommodate up to 14 in sheer luxury. The large pool and spa area with a south facing... View all property information
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    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed January 31, 2016
    we had a great time, and the house was everything we expected, we will recomended to all our friends and for furthert trios it will be our number one choice.
    5 of 5 bubbles Reviewed August 2, 2015
    I cannot begin to say how pleased we were with the home. The beds were great, the rooms large, every possible accessory that could be thought of was provided. The pool was great...
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    1 / 75
    5 of 5 bubbles (22) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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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 / 56
    5 of 5 bubbles (27) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Over 10 Years listed with Holiday Lettings. 5 STAR Trip Advisor Reviews, please read them. They are very helpful! Perfect Location and Discounts for bookings over 2 weeks and FREE food arrival pack as standard to all our guests! Fully Air Conditioned + Paddle fans in all bedrooms, lounge & Lanai,... View all property information
    Location Information
    Kissimmee, Central Florida 34758
    5 of 5 bubbles Reviewed April 2, 2017
    We stayed at Dolphin Villa for a week in March. We found the arrival help from Steve simply first class. He couldn't of been more helpful. His knowledge of the area and its...
    5 of 5 bubbles Reviewed February 21, 2017
    We primarily picked this property because of the privacy of the back yard. It's not like a lot of properties in Florida where your house and pool are intimate to your neighbors...
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    1 / 15
    5 of 5 bubbles (8) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
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    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 5 weeks ago
    The house is situated perfectly for either a rip roaring Disney park holiday or a quiet retreat as a rest. The shops are close by but not to close. The parks are a twenty minute...
    5 of 5 bubbles Reviewed April 7, 2017
    Beautiful home from home, over looking the lake. Great location, handy for everything. Stayed in a few other villas but this is the one we would go back to. Highly recommended,
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    1 / 34
    7 Bedrooms, 8 Bathrooms, Sleeps 14 | Quick View
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    About this property
    2017 Booking Specials and Our Best Price Guarantee! You can choose one of our value added benefits for 7 nights or more stay: FREE tickets to Gatorland FREE Tickets to Orlando - Ripleys Believe it or not attraction FREE one day A/C Cabana Rental – ChampionsGate Homes only This brand new vacation... View all property information
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    Kissimmee, Central Florida 34746
    1 / 28
    5 of 5 bubbles (2) Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
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    • 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
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    Kissimmee, Central Florida 34747
    1 / 30
    5 of 5 bubbles (2) Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Imagine a vacation unlike any other you've ever had, coming home to a beautiful 6 bedroom brand new home, with all the amenities you could need or want, this stunning, elegantly decorated home was just built 2 months ago in the new phase at Bella Vida Resort. No expense was spared in the materials... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed 4 weeks ago
    Everyone in our group of 12 (8 adults and 4 kids) agreed that this house is very beautyful, bright, colorful, clean and well designed. Excellent property to rent. Short distance...
    5 of 5 bubbles Reviewed February 27, 2016
    At first we were hesitant to book this place since it was new and had only one review. Our initial booking turned out to be a scam and booking this one was a roll of the dice...
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    1 / 7
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Condo located in Royal Palm Bay Condominimums, just a few miles from Disney and other major attractions! Located in a quiet setting, features a community poolhouse with an exercise room, a sauna, pool, and other amenities. There are also playgrounds for children. The condo itself features two... View all property information
    Location Information
    Kissimmee, Central Florida 32747
    5 of 5 bubbles Reviewed March 17, 2017
    Nice place , quiet , close to 192 , Disney , Pool perfect for kids I hope to be back next year When you go to Disney , this is the perfect fit for good price
    5 of 5 bubbles Reviewed November 12, 2015
    I've had a great time with my wife. The condo is perfect. We've had everything we need to stay comfortable. Thank you Haley Family!
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    1 / 24
    5 of 5 bubbles (11) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    My Disney Villa a new villa within the exclusive Calabria community. The 5 bedrooms and 4.5 bathrooms have been finished to a very high standard and the villa offers all the amenities for your perfect holiday. The house overlooks conservation land, an enviable location that is both beautiful and... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed October 16, 2016
    This is our second visit to Ray's villa and we were not disappointed. I remember last time we were there mentioning that the villa could do with some swim towels that could be...
    5 of 5 bubbles Reviewed October 14, 2016
    A 5 star villa, we have stayed before and had to come back to Ray's villa when staying in the Disney area. This home has everything we need. We particularly enjoy the use of...
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    1 / 27
    5 of 5 bubbles (9) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Thanks for considering our property. We are happy to answer any of your questions about premier vacations florida. Your perfect vacation base to discover the magic of Disney, and Central Florida! We have a Superior 3 bedroom, 3 bath home HOT TUB / SPA home that sleeps 6 (1 King, 1, Queen, 2... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed August 1, 2016
    We stayed for two weeks and we're able to pack light because of the washer and dryer. The splash pool is bigger than I thought and my kids were in it every day. If you like to eat...
    5 of 5 bubbles Reviewed August 9, 2015
    We stayed for 2 weeks in Windsor Palms Resort. The house we rented was absolutely perfect! We had 3 big bedrooms and 3 bathrooms. Everything was very clean. The kitchen had...
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    1 / 87
    5 of 5 bubbles (9) Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    Special deal, book and pay for 14 nights and get 1 night free or book 21 nights get 2 nights free. please contact owner to organise. Free night/ nights can be used for an early check-in or late check -out giving flexibility when booking flights.Longer stays please inquire for a discount. This home... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed August 31, 2015
    Stayed here with my friends from out of the country for my wedding week,and I must say it was an awesome experience,the house and rooms were clean and spacious. The rooms and...
    5 of 5 bubbles Reviewed August 17, 2015
    Perfect for our large of 13 (3 families). Great value villa which was perfect for what we needed. We all enjoyed the pool and games rooms. Plenty of room having six bedrooms...
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    1 / 30
    4.5 of 5 bubbles (4) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    4 Bedroom, 2.5 Bathroom Sleeps 8 people Master with En-suite Bathroom: King Size Bed Bedroom 2: En-suite Bathroom: King Size Bed Bedroom 3: 2 X Twin Size Beds Bedroom 4: 2 X Twin Size Beds South facing pool Fenced in back yard Newly remodeled, all new furniture, deluxe mattresses Gourmet Kitchen,... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed 4 weeks ago
    I will definitely be booking with Homestead rental homes when we travel back to Orlando in the future! Great company to stay with!
    4 of 5 bubbles Reviewed August 8, 2015
    Just returned from a one week vacation with my family. Liked Best: private fencing around the pool area, spacious, comfortable bedding, nice decor Liked Least: noise from the...
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    1 / 22
    5 of 5 bubbles (7) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Affordable luxury condo within 2 miles of Disney's entrance. All the comforts of home with all the amenities of a premier resort. Located on the first floor in the building closest to the pool. Arcade/game room, lagoon pool, basketball, tennis, grills on resort property. Furnished for your... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed 3 weeks ago
    Everything about this place was fantastic!! The owners were great to work with and put some serious love into the place. The 3 bed, 2 bath was perfect for us. The decore was...
    5 of 5 bubbles Reviewed March 29, 2017
    We had a short but sweet stay. It was so close to the Disney Parks, but a peaceful place to stay. Loved the pool at the resort. Plan to return when we have more time this...
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    1 / 58
    5 of 5 bubbles (8) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Luxury 4 bed / 3 bath detached villa with private heated pool / spa, FREE wifi internet connection and games room on High Grove Gated Community, 10 mins from Disney. The villa is easy to find and situated at the junction of the 192 and Highway 27. It is ideally located for the theme parks, golf and... View all property information
    Location Information
    Kissimmee, Central Florida 34714
    5 of 5 bubbles Reviewed June 27, 2016
    Really nice house confit nice pool the place is really beautiful with 4 bedrooms the bathrooms is really nice kichen is good side the house is clean
    5 of 5 bubbles Reviewed March 18, 2016
    This was our first VRBO experience. I would recommend anyone traveling to use VRBO’s. The Orange Blossom Villa was very clean and a great location to Disney, Universal, shopping...
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    1 / 23
    4.5 of 5 bubbles (17) 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
    This fantastic vacation home in Paradise Palms Resort will provide you with the vacation experience of a lifetime and all the comforts of home. The home is 5-star new construction and offers a private pool, 4 bedrooms, 3 bathrooms and 1,780 square feet of space. The private SOUTH FACING pool is... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    4 of 5 bubbles Reviewed 3 weeks ago
    Our check-in at the remote office location was very easy and smoothly processed. We arrived at our 4 bedroom villa and was pleased with the looks. Immediately we noticed that...
    5 of 5 bubbles Reviewed November 9, 2016
    Nice place to stay. Clean and convenient. I would stay there again. It was exactly what we were looking for.
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    1 / 9
    4.5 of 5 bubbles (4) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    The house is located on the prestigious Sunset Lakes gated sub division and is a 10 minute drive to Disney. The sub division is very close to restaurants and shopping: it really is the perfect location for a Disney vacation. Pool table and table tennis/ping pong table in garage. The bedding... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    3 of 5 bubbles Reviewed March 20, 2017
    Nice place close to Disney. Home could use some updating. I would recommend this home for someone on a budget. The owner was very responsive which was nice.
    5 of 5 bubbles Reviewed October 12, 2016
    We came during hurricane Matthew, and was concerned about weather, but otherwise had a wonderful time. The home is about 1700 square feet with a nice, clean pool (ask for heat...
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    Kissimmee Flight and Weather Info
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    • 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.