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Vacation Rentals & House Rentals in Kissimmee

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7,925 house rentals

Kissimmee Townhouse 4 bedrooms

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 8

“Great Place” This vacation home is absolutely beautiful and convenient to everything. Still here and having a great time.

Responds fast! avg. 2 hours 58 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$142

Luxurious 3 Bedroom Townhome-1.5 miles from Disney

Kissimmee villa

3 bedrooms / 3 bathrooms / sleeps 7

“Great Experience” The villa did not disappoint and was a great place for my family and I to stay during our world wind visit to Disney. I would recommend this place to anyone who is going to Orlando with a large group :-)

Responds fast! avg. 2 hours 17 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$112

3 Bedroom Vacation Home in Kissimmee Pet-Friendly

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 6

“Vacation 2017” The house is really beautiful, clean and well maintained. We had a wonderful time and really felt at home. The owner Philip was very friendly and helpful. Thanks to Al for setting up the internet for us. Hoping to come back again next year.

Match: Shared outdoor pool (unheated)

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Price per night from

$93

Stunning Lake View 7 bdrms 5.5 baths(4 king bed suites)

Kissimmee villa

7 bedrooms / 6 bathrooms / sleeps 16

“We enjoyed our stay” It was a nice house. Me and my family enjoyed ourselves. It was clean and the owners were nice and communicative.

Match: Shared outdoor pool (unheated)

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Price per night from

$189

Spectacular 8 bedroom home close to Disney

Kissimmee hotel apartment

8 bedrooms / 5 bathrooms / sleeps 17

Match: Shared outdoor pool (unheated)

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Price per night from

$256

2605GR - The Villas at Seven Dwarfs

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 55 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$125

NEW LISTING! 3-Bedroom Resort Villa

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 10

“Beautiful Resort” The unit was absolutely spacious. Chris was very helpful in booking the unit. He told me that the unit number was assigned by the resort and it would be look identical to the pictures. The unit that was assigned to us was exactly as shown in the pictures. We were located on the third floor and it had a balcony with a great view of the pond. Plenty of kitchen space and bathrooms. The master suite that i stayed in had a jacuzzi and own bathroom. I only wish I had more time to check out the resorts amenities, but since I traveled from VA my family and I went to all the major Orlando attractions. But even with that said you can't go wrong staying at Star Island resort. I would love to go back.

Match: Shared outdoor pool (unheated)

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Price per night from

$179

100 Aker Woods

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

“AMAZING!!!” This house was Wonderful! Exactly as described! Loyalty USA was GREAT to work with!!! Very pleased all around!!!!

Responds fast! avg. 2 hours 14 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$113

2636TW- Veranda Palms

Kissimmee house

6 bedrooms / 5 bathrooms / sleeps 13

Responds fast! avg. 15 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$158

Sunny Oaks

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

“This has been our second stay in the same house and it's been aw” Sunny Oaks is a beautiful and spacious house. We loved it so much the first time (Aug. 2011) that we rented it again this summer (Aug. 2013). The kids loved the pool and the adults loved the comfort of home. Annie The Bronx, N.Y.

Responds fast! avg. 2 hours 14 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$124

Martin's Windsor Hills Condo**

Kissimmee apartment

3 bedrooms / 2 bathrooms / sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$161

Beautiful 4 bedroom home accommodates 8 guests

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

Match: Shared outdoor pool (unheated)

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Price per night from

$179

6 bedrooms luxury home, best location

Kissimmee house

6 bedrooms / 5 bathrooms / sleeps 16

Match: Shared outdoor pool (unheated)

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Price per night from

$235

Rocco's Retreat

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 14 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$111

10 Bed New Home with Pool/Spa With Lake View!

Kissimmee hotel apartment

10 bedrooms / 8 bathrooms / sleeps 20

Responds fast! avg. 2 hours 1 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$387

4969 Storey Lake Resort 53595 / 53727

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 12

Match: Shared outdoor pool (unheated)

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Price per night from

$115

Nemo's Nest

Kissimmee apartment

3 bedrooms / 2 bathrooms / sleeps 6

“disney trip” great vacation home. plenty of space. loved it. family enjoyed the feel of being in a home on vacation

Responds fast! avg. 2 hours 14 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$69

Outstanding Orange Blossom Villa includes Gameroom, Jacuzzi, and WiFi

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 10

“It was a very comfortable and welcoming place to stay!” I stayed in this villa with my husband, our 4 children(ages 18 months to 9 years old), and my sister, and we were very happy with it! It was clean and comfortable and very reasonably priced! The bathroom between the bedrooms was perfect for the kids, and it was so nice that the adults had their own bathrooms, too. We loved swimming in the pool, even without requesting the heaters to be turned on. We didn't use the game room because we were doing so many other things, but it had several things to do and looked like fun. Having a full kitchen and a washer/dryer was also wonderful to have! We saved so much money just by being able to go grocery shopping and eat some meals there and be able to pack lunches instead of purchasing all of our food at the theme parks. This is a great location, too, as it is centrally located between all the parks we went to: Universal, LegoLand, and Magic Kingdom. It was such a refreshing thing to be able to come "home" after a long day at a park without being in the congestion of the resorts. The only small suggestions I have would be to have a few more kitchen and bathroom washcloths available. There were only a few bathroom ones and no kitchen ones. There were plenty of towels, though. We bought some cheap washcloths at Wal-mart(just a few minutes away) and left some of them there. Also, dish soap we be great to have on-hand instead of having to buy it. A few extra rolls of toilet paper would be a good idea to have, too. Each bathroom had a roll, but with 6 people for 5 days, we needed an extra roll or two, which we just bought at Wal-mart. These are very minor suggestions, and they in no way deterred us from loving our stay and wanting to come back in the future! Again, we loved it, and we will definitely be back! Thank you for a wonderful week's stay!

Match: Shared outdoor pool (unheated)

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Price per night from

$141

DISNEY WORLD SWEETWATER CLUB CONDOMINIUM

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 6

“Great vacation stay!!!!” EVERYTHING was above what I expected! The condo was very nice and comfortable I couldn't have stayed in a better area I give this vacation home a 10 all around! I will stay here again and again if/when I visit Florida again!!! THANKS MANNY

Responds fast! avg. 3 hours 32 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$76

6 bedroom, 4 suites, 5 minutes from Disney parks

Kissimmee house

6 bedrooms / 5 bathrooms / sleeps 14

Match: Shared outdoor pool (unheated)

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Price per night from

$235

4-bedroom house w/ private pool - lovely location

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$122

Luxury 6 bedroom home - Storey Lake

Kissimmee house

6 bedrooms / 5 bathrooms / sleeps 13

Match: Shared outdoor pool (unheated)

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Price per night from

$235

Two-Bedroom Villa with Loft

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 10

Match: Shared outdoor pool (unheated)

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Price per night from

$213

3901OA - Sonoma Resort

Kissimmee villa

7 bedrooms / 8 bathrooms / sleeps 17

Responds fast! avg. 2 hours 55 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$367

Fabulous Private Yard With Pool & Hot Tub Only 7 Miles to Disney

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$144

Luxury 6 bedroom home 10 minutes from Disney parks

Kissimmee house

6 bedrooms / 5 bathrooms / sleeps 13

Match: Shared outdoor pool (unheated)

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Price per night from

$235

King Triton's Castle

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

“We loved the house! Cozy, Comfortable...would love to go back a” We loved the whole house. Close to everything. Comfortable, Cozy and the shower was amazing! Would have loved to bring the bed home with us...we slept great! The living room fit our entire family. The pool and hot tub wasn't that warm but they said they had been having some really cool nights before we arrived. All in all, we'd love to go back again.

Responds fast! avg. 2 hours 14 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$115

Disney World Area, Pet-Friendly, Vacation Home

Kissimmee villa

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 46 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$101

5 Star Rated Disney Adventure Villa at Windsor Hills Luxury Villa New Water Park

Kissimmee villa

6 bedrooms / 4 bathrooms / sleeps 16

“Perfect localtion and great house with a perfect pool.” I'm a rookie at time sharing, but the owner helped me all the way. We saved money by staying here instead of inside Disney. The location was only 10 to 15 minutes for all of the Parks.

Match: Shared outdoor pool (unheated)

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Price per night from

$259

Vacation Home with Lake View near Disney

Kissimmee house

3 bedrooms / 3 bathrooms / sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$112

Magnificent Ground Floor Three Bedroom in Oakwater next to pool

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 7

Match: Shared outdoor pool (unheated)

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Price per night from

$103

RC120P - Fairway Merion - 5/5.5 Game Room, Private Pool, BBQ Grill

Kissimmee house

5 bedrooms / 6 bathrooms / sleeps 14

“Great Home!!” Me and my Family really enjoyed our stay so much, we did not want to leave when the time came. I really loved the house. Very spacious and accommodating. I will be renting a again in the near future!

Match: Shared outdoor pool (unheated)

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Price per night from

$443

BRIGHT AND LUXURIOUS LAKESIDE 7 BR/5.5 BA VILLA

Kissimmee villa

7 bedrooms / 6 bathrooms / sleeps 16

Responds fast! avg. 2 hours 9 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$219

10 bedroom new home beautifully decorated

Kissimmee hotel apartment

10 bedrooms / 8 bathrooms / sleeps 20

“The home is amazing!!! It looks small from the outside but on the inside it is very spacious!!” The bedrooms & bathrooms are very large.Open concept kitchen & livingroom. Our family loved this house. Even though it has a lot of light colors throughout the house, it is still kid friendly!!! (We had 4 kids 11 & under.) There is a pond in the back of the property which was relaxing to watch in the mornings. It is close to a lot of shops and attractions. So you won't run out of things to do. I only have two complaints...the cookware needs to be updated and there was no basketball or tennis courts that were advertised.

Match: Shared outdoor pool (unheated)

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Price per night from

$307

New Townhouse 3Beedrooms 2bath, Near Disney, by AlquilaOrlando

Kissimmee townhouse

3 bedrooms / 2 bathrooms / sleeps 8

“Very clean and new” This unit is Located on what appears to be a new set of condos. Unit was clean, well lit with ample parking. Internally we had three large bedrooms that could easily sleep 6. Counter space is pretty limited but the kitchen has most of what you would need. I did not like the amount of negatively worded warnings about the amount of towels and the cost of replacement. I am sure they must have good reason however. Would definitely recommend and stay again.

Match: Shared outdoor pool (unheated)

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Price per night from

$124

Sunset Dream, Lake Views, Hot Tub, Disney 4 Miles

Kissimmee house

5 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 3 hours 56 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$243

Goofy's Grotto

Kissimmee house

3 bedrooms / 3 bathrooms / sleeps 6

“Clean and close” The home was very clean and we loved how close it was to the parks.It still takes about 15-20 to get to the parking lot of the parks We wish there were more dishes to cook with. We couldn't make pasta for our family of 8 very easily because there was no large pot. There also wasn't a cookie sheet or broiler pan for the oven. I made do with tinfoil. One other issue was construction outside for their new pool. But you can't beat the price for a three bedroom/three bath condo.

Responds fast! avg. 1 hour 40 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$84

Executive home on a lake 5 minutes from Disney.

Kissimmee house

4 bedrooms / 4 bathrooms / sleeps 8

“Great Place” The house is exactly as described. The pictures are accurate . It is very clean and comfortable. We felt safe in the neighborhood and it is very quiet and peaceful. The house has security system. Close to attractions. Our family enjoyed the home.. We have the pool heated because it was a bit cool while we were visiting, my son loved it. The owner was very friendly and prompt about returning deposit. I would recommend this home for a family

Responds fast! avg. 2 hours 25 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$177

Viewing 38 of 7,925
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