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Vacation Home Rentals and Villas in Kissimmee, FL

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    Travelers to Kissimmee are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 24
    5 of 5 bubbles (12) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 25
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    1 / 46
    4.5 of 5 bubbles (9) Very good
    7 Bedrooms, 4 Bathrooms, Sleeps 15 | Quick View
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    1 / 56
    5 of 5 bubbles (26) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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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 3 weeks ago
    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 / 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 / 17
    5 of 5 bubbles (8) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    About this property
    This beautiful and spacious villa with a private pool is in Calabria- a small exclusive villa estate in Kissimmee. With 5 bedrooms and 4.5 bathrooms including 2 master en-suite bedrooms, the villa is well designed for 2 families to share. The villa is furnished to an extremely high standard,... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    4 of 5 bubbles Reviewed March 11, 2017
    My family and I enjoyed this home. It was everything I expected it to be. It was spacious and comfortable for my family of 6. We plan to return very soon!
    5 of 5 bubbles Reviewed February 9, 2017
    We couldn't have picked a better villa. Emma made the booking process was very easy. Great, easy to find location. Very close to the Disney parks. The house was very clean and...
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    1 / 73
    5 of 5 bubbles (5) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    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 / 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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    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 / 36
    5 of 5 bubbles (3) Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    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 2 weeks ago
    This property is more than what the pictures show. Recommend you pay the extra $ for the heated pool and hot tub. Worth every cent! Peaceful neighbor hood, with the most friendly...
    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...
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    1 / 29
    7 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
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    • x
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    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
    Location Information
    Kissimmee, Central Florida 34746
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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 / 30
    4.5 of 5 bubbles (3) 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
    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 / 15
    5 of 5 bubbles (8) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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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 1 week 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 2 weeks ago
    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 / 28
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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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
    Location Information
    Kissimmee, Central Florida 34746
    1 / 18
    5 of 5 bubbles (3) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Exquisitely furnished home with modern appliances and fittings and<BR><BR>tastefully decorated. It is home away from home.<BR><BR>Situated in the quiet 4 star Remington Golf Community less than 1 mile<BR><BR>from both the main Highway 192 where many supermarkets, shops,<BR><BR>restaurants and bars... View all property information
    Location Information
    Kissimmee, Central Florida 34744
    5 of 5 bubbles Reviewed 2 weeks ago
    This home is just as pictured. It is clean, roomy, affordable, and way better than staying in a hotel on top of each other each day. The house is in a safe place and very...
    5 of 5 bubbles Reviewed April 7, 2015
    My husband and 4 children stayed at Joy Villa for spring break 3/29 - 4/4. From the moment we walked in the house we were pleased. The pictures shown are exactly what the house...
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    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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    • x
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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
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed 1 week ago
    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 / 23
    5 of 5 bubbles (13) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Get ready to experience the magic of Central Florida in this beautiful 3 bedroom 2 bath home with private swimming pool! Just minutes from Disney Parks, dining, Sea World, Universal Studios and much more! The large open floor plan is great for entertaining family and friends. Whether you are... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed 4 weeks ago
    This home was perfect for our family vacation to Disney World. The rooms were great and so much better than a hotel. Our family enjoyed the games and books as well as the pool...
    4 of 5 bubbles Reviewed February 7, 2017
    The house was clean and looked just like the pictures. Everything was close by and the pool was clean and warm! The owners were quick to respond and addressed everything...
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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 / 23
    5 of 5 bubbles (16) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    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 / 17
    5 of 5 bubbles (2) 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
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    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 / 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 / 100
    5 of 5 bubbles (2) Excellent
    7 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
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    About this property
    Golden Palms is a luxury villa of the highest quality in Orlando, Florida. The villa is well appointed with fine furniture and fully air conditioned with additional ceiling fans through out. With a large South facing pool and spa Golden Palms is the perfect holiday home. Located in the stunning... View all property information
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    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed November 24, 2015
    Our family of 4 generations stayed here July 25 to Aug. 4, 2015. It was absolutely perfect for us all. Great grandparents could get in naps, while the great grandkids played in...
    5 of 5 bubbles Reviewed December 30, 2014
    Very well decorated, very liveable home. Between the heated pool and hot tub and free wifi, family kept busy and never turned on any of the many flat screen tv's. Home is close by...
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    1 / 39
    5 of 5 bubbles (10) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    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 3 weeks ago
    Perfect space for six people! Convenient to major attractions; spacious and well-maintained! Nice pool!
    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.
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    1 / 20
    3 of 5 bubbles (2) Average
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Look no further for your perfect "magic" holiday here at Magic Villa situated within the luxurious Emerald Island Resort. This spacious villa has been refurbished to a luxurious standard, which provides everything you could possibly need for a relaxing, stress free stay, on the doorstep of the... View all property information
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    Kissimmee, Central Florida 34747
    1 / 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 / 36
    7 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    About this property
    Luxury on Vacation? Absolutely! Beautiful, spacious and professionally decorated home in one of the newest Disney area resort communities, Sonoma. This home is located less than 15 minutes from the entrance of Walt Disney World; less than 1 mile from endless shopping & restaurant options and right... View all property information
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    Kissimmee, Central Florida 34741
    1 / 32
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    This wonderful Orlando / Kissimmee vacation spot at the Legacy Dunes Resort is conveniently located only five miles from Walt Disney World in a private gated community of Kissimmee, Florida. There is fun for the whole family to enjoy! You're only a hop, skip and a jump away from all the Disney... View all property information
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    Kissimmee, Central Florida 34747
    1 / 40
    4.5 of 5 bubbles (7) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    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 2 weeks ago
    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 3 weeks ago
    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 / 19
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    4 Bedroom, 3.5 Bathroom Sleeps 8 People Master with En-suite Bathroom: Queen Size Bed Bedroom 2: Full Size Bed Bedroom 3: 2 X Twin Size Beds Bedroom 4: 2 X Twin Size Beds If you wish to bring pets with you, please contact the property manager for a pet cleaning fee quote. Pool can be heated for an... View all property information
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    Kissimmee, Central Florida 34746
    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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    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 / 56
    4.5 of 5 bubbles (7) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Our spacious home is located in the gated community of Lindfields Reserve, a quiet and peaceful development that consists of only 16 homes. There are 3 bedrooms in the main section of the home. The master bedroom has a king size bed with its own bathroom. The adjoining bedroom has 2 twin beds,... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    4 of 5 bubbles Reviewed March 21, 2017
    The house is located close to the 192. There are 10 minutes to Disney and 30 minutes to the airport / Universal. It is in a gated area, and there are about 15 similar houses in...
    4 of 5 bubbles Reviewed February 12, 2017
    Clean house with nice amenities. There are a few things needing attention such as non working electrical outlets and some plumbing issues (the master bathroom tub faucet would not...
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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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    • 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 2 weeks ago
    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 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    AVAILABLE FOR ONE OR TWO FULL WEEKS ONLY from weekend to weekend AS ITS OUR TIMESHARE. to book less than a full week a full week has to be paid for .Availability subject to request by us to our timeshare provider .Confirmation within 24 hours . Please only make an enquirey until we have... View all property information
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    Kissimmee, Central Florida 34747
    1 / 29
    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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    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 / 90
    5 of 5 bubbles (9) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Cancel that hotel! Why stay in a cramped room when you can get a large, upscale condo. DELUXE FEATURES:...<BR> <BR>Villas at Seven Dwarfs Lane vacation townhome rental <BR>3 Bedrooms (Master bedroom is on the main floor and 2 other bedrooms are on the second floor), 2 Baths, Sleeps 6<BR> <BR>ONE OF... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed 1 week ago
    If you want a comfortable home away from home, central to all the Disney and Universal parks and activities - stay here. Clean and well equipped house based in a secure and family...
    5 of 5 bubbles Reviewed March 3, 2017
    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...
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    1 / 25
    5 of 5 bubbles (5) 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
    First class accommodations that will not disappoint. Beautifully kept and tastefully decorated 4 bedroom one floor Pool Home just 7 miles from Disney. Home has no rear neighbors and have a beautiful view over the small lake. BBQ on the desk while watching the sun set. Wireless Internet, US and... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed March 19, 2017
    It was so nice to walk into this house and feel instantly at home and relaxed. Well kept with all the amenities that you would expect and some unexpected as well. Teenagers really...
    4 of 5 bubbles Reviewed January 10, 2017
    My family and I had a great time while our stay at Florida. Great home, decor, neighborhood, and pool
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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 / 39
    5 of 5 bubbles (6) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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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 March 2, 2017
    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 / 26
    5 of 5 bubbles (7) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    BRAND NEW!! MODERN, PROFESSIONALLY DECORATEDProperty Type: 4 Bedrooms / 3 Bath Townhome with Private PoolFloor Area: 1800 sq. ft.Location: Paradise Palms Resort, Disney Area This beautiful unit is located in Paradise Palms Resort one of Florida's Premier Resorts only 5 minutes from Disney!! and... View all property information
    Location Information
    Kissimmee, Central Florida 37474
    5 of 5 bubbles Reviewed 1 week ago
    From the condo to the the Club House amenities, the stay was perfection. The place would comfortably sleep two couples and four children. We will come back for sure!
    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...
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    1 / 100
    5 of 5 bubbles (6) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    At the center of the magical and enchanting fun capital of Florida . . . Disney World (of course!) and the endless list of other area attractions, restaurants, entertainment and activities. Freshly painted interior, NEW laminate flooring, NEW porcelain tiled baths, NEW beds with NEW mattresses,... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    4 of 5 bubbles Reviewed 2 weeks ago
    We absolutely loved the condo. The location was fantastic and there was ample parking relatively close to each condo. The owners were very nice and were quite helpful prior to our...
    5 of 5 bubbles Reviewed January 4, 2017
    I would like to say thanks to Mr.wes and family. He was very nice to help me out with everything. I stayed there with my two little kids .His place was comfortable,clean and...
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    1 / 27
    5 of 5 bubbles (16) 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
    The villa is air conditioned, carpeted and ceramic floor tiled to a very high standard with a family room/dining area, front games room . There are ceiling fans in all rooms for your added comfort. The south facing pool is solar heated and totally enclosed in mesh screening with poolside furniture... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed November 29, 2016
    My husband and I have been to Florida for 10 years and we always go in the same area. This was our first time at this particular villa and I can certainly recommend it. I am...
    4 of 5 bubbles Reviewed October 24, 2016
    I just went with my family (2 kids & 5 adults) to this house and it is in a very good location in a nice neighborhood. It has 4 single beds on 2 rooms and 2 king/queen beds in...
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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 3 weeks ago
    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 / 27
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • x
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    • x
    About this property
    A stunning, larger than average, 5 Bed 3 Bathroom villa with a fantastic private pool. All rooms in the villa are spacious. The villa is furnished and maintained to a very high standard. The villa is spaciously arranged over two levels, making it ideal for one or two families The sitting room has... View all property information
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    Kissimmee, Central Florida 34746
    1 / 32
    5 of 5 bubbles (6) Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 13 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • ?
    About this property
    This executive villa, “Paradise Falls,” in the stunning Emerald Island resort just entered the vacation rental market in July 2015 for the first time ever! The entire 6 bedroom 5 and a half bathroom villa was professionally decorated and refurbished top to bottom for your absolute enjoyment. You... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed December 19, 2016
    Amazing home close to Disney and various Orlando attractions!!! This home is fully equipped. The movie theater game room was fantastic!!! This home is a vacation in and of...
    5 of 5 bubbles Reviewed October 10, 2016
    What an amazing villa, there were 8 of us (4 couples) and there was 4 king size/queen size beds with en suite bathrooms! The house was very tidy, clean, well equipped, well...
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    1 / 49
    5 of 5 bubbles (16) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Air Conditioning
    • Private Yard
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    • Outdoor Dining Area
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Your beautiful vacation home is at Eagle Point, Kissimmee, one of the best possible locations for access to Orlando's famous theme parks, attractions and Golf Courses. When you stay in this executive pool home, you will get great views, great decor and a private location backing on to a... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    4 of 5 bubbles Reviewed 1 week 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 / 44
    5 of 5 bubbles (13) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    We welcome you to take a look at our villa close to all the magic, yet in a peaceful and tranquil setting.<BR><BR>Indian Ridge Oaks - one of the closest communities to Disney / 4 miles to Disney Maingate - south facing pool<BR><BR>***** Luxury villa in a superb location, genuinely only a few... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed January 29, 2017
    Thank you for the wonderful time that we had staying in Orlando. The villa was everything that you said . . . and more!
    5 of 5 bubbles Reviewed August 17, 2016
    Great stay will definately return for another stay. Everything and more under one roof.. Personal and helpful owners thanks
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    1 / 27
    5 of 5 bubbles (2) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 11 | Quick View
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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 / 75
    5 of 5 bubbles (22) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Our 'Disney Vacation Villa' is a luxury, fully appointed 3-bedroom villa, nestled in the heart of the popular Lindfields Community just minutes from Disney and the other Orlando theme park attractions. Lindfields community is a quiet area where you can sit and relax by the pool, being just off the... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed December 20, 2016
    We were lucky enough to spend three weeks using this villa as our base while visiting all the wonderful places Orlando has to offer my family of 4 from England. First...
    5 of 5 bubbles Reviewed November 21, 2016
    Too bad the rental stays booked most of the time. Highly recommend Andy's Villa as it is very well kept and a good value. Andy covers all the bases and is quick to respond. We...
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    1 / 39
    5 of 5 bubbles (9) Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 15 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our Magical Clubhouse is located 4 miles from Disney, Florida in Rolling Hills Estates, which is one of the closest communities to Disney. This villa is ideally situated close to Walt Disney World, Universal Studios, Sea World, and all Central Florida attractions. <BR><BR>The villa has 7... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed 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 / 37
    3.5 of 5 bubbles (7) Average
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Non-Smoking 3 Bedroom, 2 Full Bath Condo in Sweetwater Club Community, with Clubhouse, Community Pool and Hot Tub, Sand Volleyball, Tennis Court, Exercise Room and Pool Table. 65” TV with blu-ray player in the living room, TV in every bedroom. Extended cable with Disney channel, Wireless... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    4 of 5 bubbles Reviewed February 24, 2017
    Our family of four adults enjoyed this condo very much. Having our own bedrooms, two bathrooms and a full kitchen with laundry was great! Very easy to find and not too far from...
    3 of 5 bubbles Reviewed August 12, 2016
    It was clean. I found everything I need in the apartment. Needs some TLC, but was ok. The location was very good. Far away of the commotion, the way I like it. Very quiet...
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    Kissimmee Flight and Weather Info
    Airports nearby (1)
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    Orlando Intl Airport
    10.4 miles from Kissimmee
    Low airfares recently found by TripAdvisor travelers
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    Additional Kissimmee Info

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    • Local time: 06:14 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.