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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 / 20
    3 of 5 bubbles (2) Average
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    1 / 46
    4.5 of 5 bubbles (8) Very good
    7 Bedrooms, 4 Bathrooms, Sleeps 15 | Quick View
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    1 / 24
    5 of 5 bubbles (12) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 39
    5 of 5 bubbles (9) Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 15 | Quick View
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    About this property
    Our Magical Clubhouse is located 4 miles from Disney, Florida in Rolling Hills Estates, which is one of the closest communities to Disney. This villa is ideally situated close to Walt Disney World, Universal Studios, Sea World, and all Central Florida attractions. <BR><BR>The villa has 7... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed February 1, 2017
    We loved our stay at this villa! It is apparent a lot of thought went into this house and it is well taken care of. It is minutes from Disney World and near lots of restaurants...
    5 of 5 bubbles Reviewed November 30, 2016
    This house is incredible. My daughter loved the pool as much as disney. Best place to stay around disney!
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    1 / 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 / 39
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | 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 / 20
    5 of 5 bubbles (5) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • 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
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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 / 125
    5 of 5 bubbles (24) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Our villa is in Kissimmee, about 20 minutes drive from Orlando Intl. Airport (an hour or so from Sanford airport) and is set in peaceful, woodland surroundings, yet only a 10 minute drive from the Disney World Resort and less than 20 minutes from the Universal and Sea World theme parks. Fully... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed 1 week ago
    The villa was fantastic. Decor was gorgeous. Very comfortable. Everything you needed in the kitchen was there. Pool was very secluded and the kids loved it. Easy commute to Disney...
    5 of 5 bubbles Reviewed February 4, 2017
    4 of us stayed for 5 days. Clean and tidy on arrival. Has an electric kettle which we were very grateful of after finding our travel kettle took 15 minutes to heat a cup of...
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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
    • Child-friendly
    • x
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    • 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 / 90
    5 of 5 bubbles (29) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Outdoor Dining Area
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    • Pet-friendly
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    • x
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    • x
    About this property
    Our beautiful villa is located just minutes away from the Disney theme parks and other attractions in Orlando, Florida. For the holiday of a lifetime, a vacation in our villa will provide you with spacious accommodation and your own private, south-facing swimming pool with extended deck area for... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed January 4, 2017
    We had a great vacation in Orlando and this house a great rental place. Three bed rooms, fully equipped kitchen, clothes washer/drier, everything was well maintained.
    5 of 5 bubbles Reviewed December 2, 2016
    LOVED IT ALL. Clean, had everything we needed, great location, fab communication with the owners, close to all the parks and shopping, it was absolutely perfect, will defo book...
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    1 / 73
    5 of 5 bubbles (5) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Stretch out, relax, and enjoy our beautifully decorated five bedroom, four bath, vacation home in Disney's shadow. There are two master suites with king beds, private baths and access to the pool area. The third bedroom has a full bed with an adjoining full bath. The other two bedrooms each... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed August 3, 2016
    Excellent Vacation home. This home has everything you need to enjoy your vacation, plenty of room for entire family. Home is very well kept . i do recommend that the property...
    5 of 5 bubbles Reviewed June 30, 2016
    The vacation rental was beautiful, and close to Disney. I couldn't ask for anything more. Just remember to bring your own trash bags, pots, pans, etc.
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    1 / 56
    5 of 5 bubbles (20) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 / 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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    • DVD Player
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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 / 39
    5 of 5 bubbles (9) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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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 / 13
    4.5 of 5 bubbles (13) Very good
    4 Bedrooms, 2 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
    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 / 36
    5 of 5 bubbles (2) Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Beautiful 6 bedrooms 5 bathrooms home near Disney World, this luxury home is located in the secure resort of Trafalgar Village and is just 15 minutes away from Disney Attractions. This home has 6 bedrooms, 5 bathrooms and a private screened in pool area with a spa/Jacuzzi. The kitchen is fully... View all property information
    Location Information
    Kissimmee, Central Florida 34758
    5 of 5 bubbles Reviewed September 14, 2016
    The house was great!! Lots of room! Comfortable beds! They even had some toys and games for the kids. Only thing I would say is get the heated pool because without it you don't...
    5 of 5 bubbles Reviewed June 30, 2016
    This is a real review!!! First let me say I am an actual 26 year old renter that stayed in this property along with my family members (my 48 year old mother, 7 year old nephew, 8...
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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
    • Child-friendly
    • x
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    • x
    About this property
    Truly a cut above the rest. Exceptionally stunning and professionally furnished private town home in one prestigious gated community,one of Orlando's most beautiful destinations. Just built in 2010,our unit have 3 bedroom,3 bathroom. My town home is the superb home away from home for up to 8... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed November 30, 2016
    It is a very nice home and well located for Disneyworld; owner Rose was kind and corrected any issue accordingly.
    5 of 5 bubbles Reviewed September 26, 2016
    As it says on the door: "Welcome to Paradise"! Great condo in a quiet, gated community - extremely well furnished. The owners were very friendly and helpful - a patient with the...
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    1 / 26
    3.5 of 5 bubbles (4) Average
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Located just 3 miles from the gates of Walt Disney, this fully air conditioned home away from home offers comfort and style throughout. To make your stay an extra special one, spread out, relax and enjoy a great night`s sleep! High speed internet access and telephone (free to call US and Canada)... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    4 of 5 bubbles Reviewed February 13, 2017
    Our High School alumni group stayed for one night and everyone was very comfortable with the homely feeling of the house. It was clean and nicely decorated. I would use it another...
    4 of 5 bubbles Reviewed July 27, 2016
    The home was great and we enjoyed our stay would love to stay again next year. Only thing I didn't like was the rude pool guy. But home is lovely.
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    1 / 17
    5 of 5 bubbles (16) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Spacious 4 bedroom villa on the prestigious Bella Vida resort. 10-15 mins from all attractions This villa enjoys a lakefront location together with its own heated pool. Access to the local clubhouse is free which allows guests the use of a fitness room, pool and play area. WIFI available in all... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed 3 weeks ago
    We had a very enjoyable visit to this lovely home. We were very close to Disney and Universal, the two parks we visited. We were happy with all the great restaurants that were...
    5 of 5 bubbles Reviewed February 14, 2017
    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...
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    1 / 75
    5 of 5 bubbles (31) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • ?
    About this property
    Come and enjoy our executive custom built home at a great price only 3 minutes to Disney. If your looking for a home that is close to Disney, all attractions, shopping, restaurants ....then you have found the PERFECT location!!! Complete with a private large pool,hot tub and fun filled game room.... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed January 11, 2017
    It's was very nice , Nice people(owners) and care taker . Only problem was the crazy neighbor on last day our vacation yelling @ kids 8:15 pm , she called kids bad names...
    5 of 5 bubbles Reviewed January 3, 2017
    Everything was as expected, only negative would be that they could have informed us of an extra charge before we booked for heating up the pool, which we gladly would have paid...
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    1 / 29
    5 of 5 bubbles (9) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    • DVD Player
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Thanks for considering our property which is the same as the lower cost trip advisor listing#4901774 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 Twins, all... 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 / 21
    8 Bedrooms, 5 Bathrooms, Sleeps 20 | Quick View
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    • 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
    Location Information
    Kissimmee, Central Florida 34747
    1 / 15
    5 of 5 bubbles (5) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our beautiful, spacious fully air conditioned private villa is located on a fantastic large plot with fantastic views over a large lake and in the peaceful community of Windward Cay 'the hidden jewel of Kissimmee' and yet less than 1 mile from the 192 with all the shops,entertainment and... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed January 12, 2017
    Easily located villa with Google Maps as we drove to Kissimmee from Miami. Safe area. A fresh aroma greeted us as we opened the door. Spacious, clean with abundant crisp bedding...
    5 of 5 bubbles Reviewed July 31, 2016
    We have been to Orlando for the past 4 years, but this year was by far the best! Lakeside Haven was exactly what we wanted - in a great location close to all the parks, stunning...
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    1 / 27
    5 of 5 bubbles (2) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 11 | Quick View
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    • Internet Access
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    • Sauna
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    Location Information
    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 / 54
    5 of 5 bubbles (5) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Our Villa in Windsor Hills is a BEAUTIFUL custom designed home. Windsor Hills is a secure gated community that has all the amenities of a 5 star hotel or resort, but with the comfort, convenience, and privacy of staying in a high end home. Facilities Air Conditioning Flat Screen TV's TV's and DVD... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed May 5, 2016
    We stayed in this amazing house in the April holidays. The house is a really good size and great for a large family and very well furnished. The location is superb being close to...
    5 of 5 bubbles Reviewed March 2, 2016
    From the moment we walked in we were impressed. The home was beautifully decorated and equipped with everything we needed. We have six children and were going to Disney for the...
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    1 / 37
    5 of 5 bubbles (3) Excellent
    3 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Reunion Resort features three golf courses, a golf academy, tennis center, kids club, water park and multiple pools, making it a top choice for active families. Spacious & Tastefully Furnished 3BR, 4.5 BATH 3 Suites, large deck, private. Welcome to our luxurious house located in the exclusive... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed April 8, 2016
    We only stayed in this lovely house for 3 nights, but wish it could have been longer. The house has everything you need for a perfect stay. The decor is fantastic and all things...
    5 of 5 bubbles Reviewed August 28, 2015
    Stunning home with high end decor, appliances, and linens. Wonderful owner who was quickly available for any of our questions or requests. Roberto was extremely gracious and...
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    1 / 59
    5 of 5 bubbles (7) Excellent
    7 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    Roughtallys is our luxurious villa situated on a 24 hour secure gated community 15 minutes from Disney,s Main Gate. 20 minutes from Universal/Island of Adventure. local superstore and restaurants 2 minutes drive. or a lovely walk.... we can sleep 14 plus a cot and two travel cots. exceptionally... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed January 23, 2017
    Fantastic location with a great view over the lake. The villa was so large that with 14 of us staying we never felt over crowded. We love the gated community. The villa was very...
    5 of 5 bubbles Reviewed January 9, 2017
    Now, where can we start, such a beautiful vacation home with everything I mean everything you need to make your vacation wonderful and stress free. This is not our first vacation...
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    1 / 25
    5 of 5 bubbles (37) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    Goofy's Getaway is a well appointed 3 bed/2.5 bath Townhome villa located in the heart of the Emerald Island Resort gated community and only minutes from Walt Disney World. Goofy's Getaway has a spacious lounge and dining area with sumptuous, comfy sofas, dining table and chairs, 40" HDTV, Blu-ray... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed November 15, 2016
    This is a great rental property for families with small children and/or teens. It is very close to Disney, SeaWorld and Universal Studios. The property owner was very friendly and...
    5 of 5 bubbles Reviewed August 12, 2016
    This house is a real home from home. Very clean and exceptionally comfortable straight off the 192 and minutes away from Disney. The resort is well maintained and quiet but has a...
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    1 / 40
    5 of 5 bubbles (11) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • x
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    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 4 weeks 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 / 36
    5 of 5 bubbles (4) Excellent
    Studio, 4 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Stunning 6 Bedroom 4 Bath Home with Private, South Facing Private Pool in Highly Sought after Windsor Hills Resort Beautiful six bedroom, four bathroom home in highly sought after Windsor Hills Resort with private South facing pool and game room. Only two miles to Disney World! Professionally... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    4 of 5 bubbles Reviewed June 25, 2015
    We enjoyed our stay in this 6 bed room home The house is great and clean and it has all your needs Some drawback was related to the swimming was not clean when we arrived and...
    5 of 5 bubbles Reviewed March 27, 2014
    We travelled to Orlando with our 2 children and our live in caregiver and we could not have had a better experience. This home is ideally located to Disney World (10mins to...
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    1 / 36
    4.5 of 5 bubbles (9) Very good
    7 Bedrooms, 6 Bathrooms, Sleeps 18 | Quick View
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    • Private Indoor Pool
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    The vacation starts at the entrance with a dramatic palm tree lined boulevard entry, towering monuments, reflecting pools and sculptured dolphins through the manned security gates and past the imposing club house, with the pool, spa, drinks bar, volley ball, gym, internet cafe, and club lounge. The... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed January 5, 2017
    My family and I had the pleasure of staying in this home on Christmas vacation. We had a blast and enjoyed the amenities of the home and resort. Very convenient to the parks which...
    5 of 5 bubbles Reviewed October 16, 2016
    We stayed at this beautiful home with our 6 grandkids and their parents to enjoy a week in the Orlando area. It was the perfect place for our family to enjoy time together. We had...
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    1 / 23
    5 of 5 bubbles (16) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    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.
    4 of 5 bubbles Reviewed September 4, 2016
    A good, spacious two floor townhouse with own enclosed pool area. Ground floor bedroom is a large double where my mum stayed, which had a downstairs bathroom with shower which we...
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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
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    • 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 / 30
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    You will absolutely love this 6 bed house that offers over 2800 square feet (258 square meters) and Private pool with no back neighbors! . Home offers three On suites with private bath . master on the first floor and the other two suites on the second floor along with the other bedrooms. Home has... View all property information
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    Kissimmee, Central Florida 34746
    1 / 17
    5 of 5 bubbles (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
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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 April 12, 2015
    This home is beyond perfect! Everything is brand new and comfortable! The pictures aren't enough! The house is an amazing vacation home! Between the way everything is decorated...
    5 of 5 bubbles Reviewed October 27, 2013
    This home was not only brand new, but fully equipped and really next door to Disney. It's so close to Disney that we could hear the fireworks from our rooms. It's is bigger than...
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    1 / 7
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 1 week ago
    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 / 29
    7 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Incredible vacation property minutes away from Disney, Universal Studios and other Orlando attractions. Home features unbelievable amenities such as a plasma TV, TVs in every bedroom, and a game room with a 42' LCD TV home theater system, pool table, standup arcade games and more! You will also... View all property information
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    Kissimmee, Central Florida 34746
    1 / 23
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    • ?
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    • ?
    About this property
    Highlights; Flat screen TV's throughout home Second sitting area for larger families Free high speed Wi-Fi Full size Washer / Dryer Great location for access to community facilities Description; Chatham Park is located just off the main US 192 in Kissimmee and is very close to all the local... View all property information
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    Kissimmee, Central Florida 34746
    1 / 90
    5 of 5 bubbles (8) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Children's Pool
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Cancel that hotel! Why stay in a cramped room when you can get a large, upscale condo. DELUXE FEATURES:...<BR> <BR>Villas at Seven Dwarfs Lane vacation townhome rental <BR>3 Bedrooms (Master bedroom is on the main floor and 2 other bedrooms are on the second floor), 2 Baths, Sleeps 6<BR> <BR>ONE OF... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed 3 weeks ago
    The townhouse community was very secure. The town home was clean and decorated well. The beds were so comfortable and the bedding was really nice. It's in the heart of Kississmee...
    5 of 5 bubbles Reviewed December 31, 2016
    We had an awesome time. We was close to all the attractions. I would suggest this place. It was clean security personnel was awesome with their suggestions of places to see for us...
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    1 / 65
    5 of 5 bubbles (22) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
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    • Waterfront
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    • 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 / 28
    5 of 5 bubbles (18) Excellent
    3 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
    ********** AMAZING CASTLE IN THE SUN ************* IDYLLIC PLACE TO RELAX AFTER ALL THE FUN OF THE DISNEY MAGIC *** LUXURY VILLA WITH A COMPLETELY PRIVATE SOUTH FACING POOL * 3 Beds, 2 Baths, 2 Lounges.* CABLE TV's, VCR/DVD* GAMES consoles in bedrooms* GAMES ROOM* FULLY equipped kitchen and utility... View all property information
    Location Information
    Kissimmee, Central Florida 34758
    5 of 5 bubbles Reviewed April 9, 2016
    Lovely private villla situated in a quiet community, 15 minutes drive from most attractions. Well equipped just like a home from home. Lovely private pool and garden area visited...
    5 of 5 bubbles Reviewed December 17, 2015
    We stayed at Castle in the Sun for 6 nights as BA cancelled our flight. Gordon and his wife are wonderful to work with! They were gracious and patient as we had to book last...
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    1 / 41
    5 of 5 bubbles (3) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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 4 weeks ago
    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...
    5 of 5 bubbles Reviewed December 6, 2016
    I really enjoyed my stay here. It was very peaceful. I was nervous at first because I never rented a vacation home before, but I was pleasantly surprised by how clean it was and...
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    1 / 56
    4.5 of 5 bubbles (24) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Air Conditioning
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    • Porch
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    A WONDERFUL OPPORTUNITY TO ENJOY AN AMAZING VACATION IN THE SUNSHINE STATE OF FLORIDA.<BR>THE ACOMMODATION IS SITUATED IN A QUIET RESIDENTIAL AREA JUST 10 MINUTES DRIVE FROM ALL THE DISNEY ATTRACTIONS. THE TOWNHOUSE IS JUST OFF THE 192 IN KISSIMMEE AND JUST A SHORT DRIVE FROM THE INTERSTATE... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed 1 week ago
    We really liked this place a lot! Absolutely as described and truly only 10 minutes from Disney grounds. It was great to be able to get off Disney grounds and have some peace...
    4 of 5 bubbles Reviewed January 5, 2017
    This condo is perfectly located near Disney and close to multiple dining options. I booked for my family of 4. It gave us plenty of room to move around. The property was exactly...
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    1 / 39
    5 of 5 bubbles (6) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Pet-friendly
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    • x
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    • ?
    About this property
    Recently build & Lakeview Villa! This home is not only stunning - but appointed with detail at every turn! Gorgeous foyer which leads to the large formal dining and living rooms. Living room opens to a covered porch overlooking beautiful lake. Stunning kitchen with custom cabinetry and marble... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed 3 weeks ago
    Place was beautiful nice and clean and pool was great woul really recommend. Customer service was really nice and helped rights away! Check in and checkout was really simple. And...
    5 of 5 bubbles Reviewed November 1, 2016
    Tropical Breeze was perfect for the 8 of us. Large spacious accommodation in a gated community with 4 bedrooms and 2 bathrooms one of which was ensuite. The kitchen was modern and...
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    1 / 49
    5 of 5 bubbles (15) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Outdoor Dining Area
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Your beautiful vacation home is at Eagle Point, Kissimmee, one of the best possible locations for access to Orlando's famous theme parks, attractions and Golf Courses. When you stay in this executive pool home, you will get great views, great decor and a private location backing on to a... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed 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...
    5 of 5 bubbles Reviewed December 22, 2016
    This Villa was in the perfect location. We were just 5 minutes from Walmart and Wawa which was very important and the Villa it self was just beautiful, my 3 sons and grandson...
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    1 / 61
    4.5 of 5 bubbles (10) Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    South Facing Pool!!!!<BR><BR>Luxury 5 Bedroom Villa in Lake Berkley gated community<BR>One storey villa situated in the prestigious Lake Berkley Resort gated community. South facing pool and spa for all day sun. This is a basic must in Florida. Why go to the sun in order to sit in the shade for... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed 2 weeks ago
    This is a lovely and comfortable house where you can have a great time with family or friends. It is fully equipped, which makes you feel at home. The swimming pool is great, we...
    5 of 5 bubbles Reviewed 2 weeks ago
    When I read a previous review of this property I was nervous but I must say it was very misleading and obviously written in anger. From the start of the booking process to the...
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    1 / 24
    5 of 5 bubbles (18) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Disney Lakeside Villa, fully A/C, plus fans, furnished to a luxury standard, is situated in the beautiful community of Eagle Point. Boasting a south-facing 30ft private pool with stunning views overlooking lake and conservation area where much wildlife can be observed. Very peaceful, yet only 10... View all property information
    Location Information
    Kissimmee, Central Florida FL 34746
    5 of 5 bubbles Reviewed February 9, 2017
    My Husband kids and I stayed at this beautiful home! Absolutely no complaints. The view was amazing with all the wildlife in the pond behind the house. The location was perfect...
    5 of 5 bubbles Reviewed September 16, 2016
    Villa is very clean and spacious. Convenient to restaurants, shopping and attractions. Nice pool with views of the lake.
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    1 / 31
    Studio, 6 Bathrooms, Sleeps 14 | Quick View
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    • x
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    • ?
    About this property
    FABULOUS 6 BEDROOMS HOME WITH POOL, GOURMET GRILL AND GAME ROOM Property Type: Single Home Floor Area: 3200 sq ft Location: Bella Vida Resort, Kissimmee, Disney Area Discover your escape from the ordinary to the spectacular with this fully loaded 6 bedrooms/5.5 bathrooms vacation home. You'll find... View all property information
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    Kissimmee, Central Florida 34746
    1 / 28
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • x
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    • x
    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 / 24
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Welcome to our Orlando villa. If you are looking for a high quality home from home, close to Disney and the other main attractions, then look no further. Our impressive 2775sq ft., 5 bedroom newly built Orlando Vacation home with 4.5 bathrooms is located just off Highway 192 between markers 11 and... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    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
    Powered by Weather Underground
    73° 52°
    March
    78° 55°
    April
    83° 61°
    May

    Additional Kissimmee Info

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    • Local time: 03:49 AM (EDT)
    • 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.