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Kissimmee Vacation Rentals

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    Travelers to Kissimmee are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 46
    4.5 of 5 bubbles (9) Very good
    7 Bedrooms, 4 Bathrooms, Sleeps 15 | Quick View
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    1 / 20
    3 of 5 bubbles (2) Average
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | 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 / 25
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    About this property
    6 Bedrooms, 5 Bathrooms, Welcome to the SINGLE FAMILY HOME of your dreams in Kissimmee!! This 6 bedroom and 5 bathroom rental home located in the Storey Lake Resort Community. The 6 bedrooms and 2 living rooms, all together with 8 LED TVs. The large kitchen is a chef’s dream to cook in, with... View all property information
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    Kissimmee, Central Florida 34746
    1 / 36
    5 of 5 bubbles (3) Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • DVD Player
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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 3 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 / 48
    5 of 5 bubbles (28) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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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 / 66
    5 of 5 bubbles (7) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
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    About this property
    In sunny Orlando/Kissimmee Florida, location is everything.....and we are located the very closest to Disney......less than two miles to the main entrance! Each evening, you may enjoy the breath taking view of Disney Fireworks from the Windsor Hills Resort area. We are also less than two miles to... View all property information
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    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed 2 weeks 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 / 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 3 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 4 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 / 18
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Central Heating
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    About this property
    Feel home on this vacation paradise! This beautiful new home is only 10min from Disneyland and 10min from the Outlets and the main Highways from Florida. From the moment you open the door you already feel relaxed and in vacation mode. The interior was designed with elegant style and inviting... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed 1 week ago
    We loved staying in this apartment. Spacious, very clean and safe, the apartment seemed accurate as the photos show. The apartment is located close to everything, Wall-Mart and...
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    1 / 27
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Comfortable home for your family to enjoy your Disney vacation! Townhouse with private pool near Disney. Sleeps up to 8 people. 4 bedrooms and 3 bathrooms, 1 suite. All bedrooms have TV. 1st FLOOR: - Tiled floors in the 1st. floor, except for the bedroom. - 1st bedroom with king size bed and TV. -... View all property information
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    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed March 20, 2017
    The location is amazing! This is a great family-friendly condo with a stunning pool and wonderful kitchen. The stay was wonderful !!! I'll love to visit again!
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    1 / 18
    5 of 5 bubbles (1) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
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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
    Location Information
    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 / 17
    5 of 5 bubbles (8) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
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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 / 15
    5 of 5 bubbles (8) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
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    • Pet-friendly
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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 3 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 / 32
    5 of 5 bubbles (6) Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 13 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • 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 / 34
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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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 / 28
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
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    • Private Yard
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    • Pet-friendly
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    • x
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    About this property
    Our 4 Bed 2 Bathroom villa has been furnished to a very high standard and benefits from a beautiful lakeview. The villa can sleep up to 10 guests. The villa has a beautiful lake view on the 5 Star Lake Berkley Resort, which is safe, secure and with a gated entrance 24/7. There are 2 sitting rooms... View all property information
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    Kissimmee, Central Florida 34746
    1 / 17
    5 of 5 bubbles (3) 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 5 days ago
    This a great place to stay especially if you are visiting the theme parks in Orlando. Our kids loved having the pool outside our sliding door, but they really loved the short...
    5 of 5 bubbles Reviewed April 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...
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    1 / 22
    5 of 5 bubbles (9) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    The Trafalgar Village community is centred around the luxurious Trafalgar Village Center (or Clubhouse), a 2 minute stroll from the property with amenities that include a man made beach and lagoon, lakes (stocked for fishing), a pool and games arcade room, a 48 seat movie theatre, a fitness room, a... View all property information
    Location Information
    Kissimmee, Central Florida 34758
    5 of 5 bubbles Reviewed 3 weeks ago
    We stayed at this beautiful townhouse for two months this past winter. The view from the back is of the lake and we spend the mornings eating breakfast on the screened patio...
    5 of 5 bubbles Reviewed July 29, 2016
    What an amazing place to stay! The house was spotless, great location, close enough to all the theme parks, would definitely recommend it, I'll will be back in a year or 2 for...
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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
    5 of 5 bubbles Reviewed 5 days ago
    I will definitely be booking with Homestead rental homes when we travel back to Orlando in the future! Great company to stay with!
    4 of 5 bubbles Reviewed August 8, 2015
    Just returned from a one week vacation with my family. Liked Best: private fencing around the pool area, spacious, comfortable bedding, nice decor Liked Least: noise from the...
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    1 / 39
    5 of 5 bubbles (6) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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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 / 22
    5 of 5 bubbles (6) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
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    • Pet-friendly
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    • x
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    About this property
    Affordable luxury condo within 2 miles of Disney's entrance. All the comforts of home with all the amenities of a premier resort. Located on the first floor in the building closest to the pool. Arcade/game room, lagoon pool, basketball, tennis, grills on resort property. Furnished for your... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed 4 days ago
    Everything about this place was fantastic!! The owners were great to work with and put some serious love into the place. The 3 bed, 2 bath was perfect for us. The decore was...
    5 of 5 bubbles Reviewed 4 weeks ago
    We had a short but sweet stay. It was so close to the Disney Parks, but a peaceful place to stay. Loved the pool at the resort. Plan to return when we have more time this...
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    1 / 39
    5 of 5 bubbles (10) 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
    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 4 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 / 49
    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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    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 / 53
    4.5 of 5 bubbles (10) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Trafalgar Village community is centred around the luxurious Trafalgar Village Center (or Clubhouse), a 2 minute stroll from the property with amenities that include a man made beach and lagoon, lakes (stocked for fishing), a pool and games arcade room, a 48 seat movie theatre, a fitness room, a... View all property information
    Location Information
    Kissimmee, Central Florida 34758
    5 of 5 bubbles Reviewed November 6, 2015
    Great location away from busy streets, yet only minutes from Disney, Universal, and beautiful golf courses. Owner easy to communicate with, great value, and comfortable...
    5 of 5 bubbles Reviewed September 28, 2015
    We have just returned from a two week stay at this lovely house. Beautifully maintained with everything you need for a comfy vacation. We were three adults and only used 2 of the...
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    1 / 73
    5 of 5 bubbles (5) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    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 / 32
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Children's Pool
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This wonderful Orlando / Kissimmee vacation spot at the Legacy Dunes Resort is conveniently located only five miles from Walt Disney World in a private gated community of Kissimmee, Florida. There is fun for the whole family to enjoy! You're only a hop, skip and a jump away from all the Disney... View all property information
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    Kissimmee, Central Florida 34747
    1 / 13
    4.5 of 5 bubbles (2) Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This stunning two-story, five bedroom/four bath villa is situated in the exclusive community of Seasons. It is beautifully furnished to an extremely high standard and would be ideal for a large family or two families to share, being able to accommodate up to 10 people, and has its own large private... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed 2 weeks ago
    This villa is spacious and well kept, with the added bonus of being 5 mins walk from shopping and restaurants and only 20 - 30 mins drive from most parks. We really enjoyed our...
    4 of 5 bubbles Reviewed 3 weeks ago
    Very nice place and excellent location. Owner is good about responding to questions and concerns. Beware though and do not leave valuables in the house when you are not there as...
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    1 / 24
    5 of 5 bubbles (6) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Living Area<BR><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
    5 of 5 bubbles Reviewed 3 weeks ago
    This house was just as it was advertised. It is in a quiet neighborhood but not so quiet that our 3 children were a disruption. The house and pool are beautiful. Very clean...
    5 of 5 bubbles Reviewed January 3, 2017
    We rented this villa for 3 weeks and had a great time. The facilities were great. The hot tub was a real bonus after a day at the parks. We also enjoyed the games room. The...
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    1 / 32
    4 of 5 bubbles (8) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Hot Tub
    • Patio
    • Waterfront
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The lakefront vacation rental villa with 4 bedrooms and 3 bathrooms with a full kitchen, are situated in a good-looking, prestigious gated resort community, Club Cortile Resort, which is just minutes away from Disney, Universal Studios and Sea World; walking distance to great shops, highly rated... View all property information
    Location Information
    Kissimmee, Central Florida 24746
    4 of 5 bubbles Reviewed September 6, 2015
    The place is the same as the pictures. The Internet is fast and everywhere. The House no was very clean. Hot Water and Air Condition in all the place ok.
    5 of 5 bubbles Reviewed July 1, 2015
    My friends and I booked this location to have a weekend to get away from it all and I have to say that that is exactly what we did. Everything was nice and clean when we came in...
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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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    • Children's Pool
    • DVD Player
    • Sauna
    • Hot Tub
    Suitability
    • 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 / 37
    3.5 of 5 bubbles (7) Average
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Wi-Fi
    • Terrace
    • DVD Player
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    • Balcony
    • Shared Outdoor Pool...
    • Patio
    Suitability
    • 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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    1 / 7
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    Suitability
    • 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 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 / 29
    5 of 5 bubbles (1) Excellent
    8 Bedrooms, 6 Bathrooms, Sleeps 20 | Quick View
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    • Satellite TV
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    • Washer
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    • Private Outdoor...
    • Patio
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This 4,000 sq. ft. home is in the new Windsor at Westside gated community (sister community to Windsor Hills) and just minutes from Disney. 8 bedrooms and 6 bathrooms, with 4 en-suites. Pool area with stunning LAKEVIEW, heated SOUTH-FACING pool and Jacuzzi. Game room with seating, pool table and... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed March 21, 2017
    Our group of 16, ages 3 months to 87 years old absolutely loved this rental home! It was our first time renting and we were nervous to break the habit of staying in Disney...
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    1 / 24
    4 of 5 bubbles (5) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Private Indoor Pool
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beautiful 4beds 2Baths Single Family Home, This community is one of the most popular communities close to Disney! is located only 7 minutes to Disney, 15 minutes away from Universal Studios, 1 hour to bush Gardens, Tampa, Clearwater beach -there is many beaches along the Gulf of Mexico "the... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    3 of 5 bubbles Reviewed 1 week ago
    We did enjoy our stay at this house. Was close to Disney, shopping and restaurants. Kitchen and bathrooms clean. Beds were comfortable. The house could use some tlc....carpet in...
    5 of 5 bubbles Reviewed July 22, 2016
    I enjoyed my stay, The house was very clean and large. There were a few issues with the pool but Dacia was prompt on returning my emails. The house is in a perfect location 20...
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    1 / 19
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • ?
    • Smoking allowed
    • ?
    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 / 27
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Wi-Fi
    • Secure Parking
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Kissimmee, Central Florida 34746
    1 / 56
    5 of 5 bubbles (26) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
    • DVD Player
    • Air Conditioning
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    • Patio
    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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 4 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 / 32
    4.5 of 5 bubbles (6) Very good
    7 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
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    • Patio
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    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Close to Disney, 4 King MB, 1 Queen Br, 2 Twin Br, 2 Air Beds, Sleeps up to 16 Welcome to Clyde's Cove! This lovely villa is a bright and spacious vacation home with 3000 sq/ft, 7 BR including 4 Master Suites. All Master Suites have private full bathrooms. The villa is only 10 minutes from Walt... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed March 22, 2017
    We had a fantastic time at Yongping's house - it was exactly what we needed! A full packet of information was sent prior to arrival which made check-in smooth and easy. Everything...
    5 of 5 bubbles Reviewed October 10, 2016
    My family and I have just returned from a wonderful three week stay, there were three couples ad we were spoilt for choice by the four master bedrooms available all of which were...
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    1 / 98
    5 of 5 bubbles (7) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Sauna
    • Secure Parking
    • Satellite TV
    • Private Indoor Pool
    • Washer
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    In our house, fell like you are at home, with the comfort of a King suit and an attached bathroom with garden tub and 3 more bed : queen bed and fully attached bathroom and kids rooms with 2 twin beds in each and their own bathroom to share. Enjoy the heated swimming pool and spa when you come... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    4 of 5 bubbles Reviewed 1 week ago
    The villa was perfect for our holiday. It was located very near to the 192 which was great. The villa was furnished to a high standard and the pool was lovely. Would definately...
    5 of 5 bubbles Reviewed 3 weeks ago
    We had the best stay, definitely book for more than one day. Security was awesome. The house set up is breathe taking . We had so much fun in the game room and the jacuzzi !
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    1 / 28
    5 of 5 bubbles (2) Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • DVD Player
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    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This 6 bedroom, 5 bathroom home, located in Paradise Palms is perfect for your next trip to Orlando. The home is professionally decorated throughout, with each of the bedrooms being uniquely appointed. The kitchen comes with upgraded features such as granite counter tops, stainless steel appliances... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    1 / 41
    5 of 5 bubbles (4) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Air Conditioning
    • Hot Tub
    • Satellite TV
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    4.5 of 5 bubbles (4) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our luxury 4 Bed, 3.5 Bath villa is situated in the exclusive, secure gated community of Cumbrian Lakes. Set in a prime position backing onto a conservation area (over 200 acres) not overlooked, secluded and peaceful. <BR><BR>Conveniently situated just off 192 and all it amenities. It is within... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed May 18, 2016
    This was our first stay in Orlando and I have to say we where pleasantly surprised and how lovely this Villa was, large, roomy, clean with lots of space indoors and out. The...
    5 of 5 bubbles Reviewed February 1, 2016
    We've stayed in this property for several years running and it has become our first preference when staying over. The home is lovely and clean with lots of space indoors and...
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    1 / 28
    5 of 5 bubbles (15) Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    • Air Conditioning
    • DVD Player
    • Private Outdoor...
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    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    You’ll find a Disney theme throughout this stunning home, bringing you closer to the magic of the world’s most popular theme park. This beautiful seven bedroom villa is situated with a Conservation View inside of Emerald Island Resort in Kissimmee. This home is so much fun you won't want to... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed August 26, 2015
    lovely home,everything provided,lovely house will stay here again,location central to everything, the only thing that disappointed us was that the coffee machine did not work,
    5 of 5 bubbles Reviewed August 3, 2015
    This was the first time booking through VRBO. Everything about the experience was great. The house was very clean and had plenty of room for our 15 party group. The owners were...
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    1 / 49
    5 of 5 bubbles (5) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Hot Tub
    • DVD Player
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    • Waterfront
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    Welcome to Villa Sunset Dream, our second fabulous lakeside haven, in Kissimmee, Orlando, Florida, completely renovated and remodelled in 2011. In a prime location, just 4 miles from Disney World on the stunning gated community of Sunset Lakes (a prestigious, peaceful, gated community), we are... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed 3 days ago
    Just returned from 9 days at Sunset Dream. A perfect location close to local shopping centre with the best west facing views across the lake. Great sunsets, pool and hot tub...
    5 of 5 bubbles Reviewed November 9, 2016
    Would highly recommend this lovely villa. Location was peaceful and well kept which is a bonus after long days out at the parks. The welcome basket was gratefully received by...
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    1 / 75
    5 of 5 bubbles (22) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    Suitability
    • 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 / 74
    4.5 of 5 bubbles (5) Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our Home is a Modern single 4 home with plenty of space for upto 12 Guests, Its in a Quiet location yet very close to all major Shops like Walmart, Target, K Mart and several Shopping Malls also Restaurants and Fast Food outlets and all the areas Theme Parks.<BR><BR>Fully Fitted Kitchen with all... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    3 of 5 bubbles Reviewed September 9, 2015
    This is a beautiful home, awesome pool, my family really enjoyed their stay here, except for the cleanliness. The rugs in the bathrooms , had not been laundered, very dirty, the...
    4 of 5 bubbles Reviewed February 24, 2015
    Comfortable accommodations, clean and neat. Owner very responsive to questions and concerns. Short commute to attractions and easy access to restaurants, shops and convention...
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    1 / 44
    5 of 5 bubbles (13) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Grill
    • Children's Pool
    • Balcony
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    • Satellite TV
    Suitability
    • 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 / 23
    4.5 of 5 bubbles (17) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • 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
    4 of 5 bubbles Reviewed 4 days ago
    Our check-in at the remote office location was very easy and smoothly processed. We arrived at our 4 bedroom villa and was pleased with the looks. Immediately we noticed that...
    5 of 5 bubbles Reviewed November 9, 2016
    Nice place to stay. Clean and convenient. I would stay there again. It was exactly what we were looking for.
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    1 / 36
    4.5 of 5 bubbles (21) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Indian Point with gorgeous lake and conservation view from pool.<BR>Indian Point, Kissimmee is a beautiful residential community situated within a few minutes drive of the Highway 192, convenient for the Wal-Mart superstore, a large selection of restaurants, and close to all the major... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed March 8, 2017
    Thanks Rosalia for giving us a great start of our first visit & holiday in Florida. Your house is wonderful with its open & spacious solution, yet plenty of rooms & beds...
    5 of 5 bubbles Reviewed February 10, 2017
    This property was everything we needed for a family break with four adults and two children. The living room was nicely laid out to allow everyone to sit together, and the...
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    1 / 24
    5 of 5 bubbles (9) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    <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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    Kissimmee Flight and Weather Info
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    10.4 miles from Kissimmee
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    Additional Kissimmee Info

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    • Peak travel: March - April
    Kissimmee Vacation Rentals

    Don’t automatically think you need to rent a vacation home in Orlando to be close to Walt Disney World. Smart vacationers know that searching for a vacation rental in Kissimmee, Florida often gets you space, luxury and a great rate—as well as a very short commute to the parks.

    Kissimmee Vacation Rentals for Families

    More and more families are choosing to celebrate major events like birthdays and anniversaries with a multi-generational trip to Disney World. (It’s one of the few destinations where everyone from toddlers to seniors can have an equally great time.) And we can help you find a Kissimmee vacation rental that can handle any size family. Whether you’re interested in a one-bedroom condo rental in Kissimmee or a seven-bedroom luxury villa, our helpful vacation rental reviews make your selection easy.

    Advantages of renting a vacation home in Kissimmee

    Let’s be honest—while it’s great fun to spend a week visiting the Magic Kingdom, Epcot, Disney’s MGM Studios, Universal Studios and Islands of Adventure, for most of us, it’s a significant strain on our bank accounts. Staying in a hotel and eating in Orlando-area restaurants also adds up. However, we can help you find a great deal on a villa rental in Kissimmee… and even if you just take a few meals in your vacation home instead of in restaurants, your budget will thank you. You’ll even save money on baggage fees with a rental—when you’ve got your own washer and dryer, you can do a few loads of laundry and pack much less clothing.

    Rent a vacation house with a pool in Kissimmee, Florida

    How do you visit the Orlando theme parks and maintain your sanity? Escape the crowds in the mid-afternoon, when the heat peaks and everybody’s nerves are frazzled. By staying just a short distance away in Kissimmee, you can zip home for a refreshing dip in the pool. Little kids can nap in the comfortable A/C of your Kissimmee vacation rental. You’ll all return to WDW or Universal in a much better mood!

    Rental deals in Kissimmee

    Remember that Florida’s a year-round vacation destination—but it definitely has an off-season when you can snag a great deal on Kissimmee condo rentals. If you really want a bargain, plan to visit Kissimmee between Thanksgiving and Christmas. Your condo will be cheap, the parks will be less crowded, and if you’re coming from a northern climate, the weather in Kissimmee will still seem great compared to what you’d get at home.

    Kissimmee and Orlando beyond Disney

    Don’t forget, there’s more to this part of Florida than Mickey and Donald and friends. Animal lovers will want to spend a day at Sea World, or take a day trip to the Everglades. Shoppers should save time (and suitcase space) for bargain-hunting at outlets in Kissimmee and the nearby Orlando Premium Outlets. Just over an hour away, on Florida’s Space Coast, you’ll find the Kennedy Space Center and fantastic sandy beaches like Cocoa Beach. Taking a Disney Cruise departing from Port Canaveral? A vacation rental in Kissimmee is the perfect pre-cruise accommodation.