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Vacation Rentals & House Rentals in Kissimmee

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2,705 house rentals

New Opening 5Br/3Ba Hot Tub/Lake View,Close Disney,Seaworld,Convention Center

Kissimmee townhouse

5 bedrooms / 3 bathrooms / sleeps 12

“Ok” Overall it was fine..checkout was at 11 and at 10 cleaners knocked on door and then preceded to sit in driveway waiting for us to leave. There was no dish soap or soap in bathrooms which would have been nice.

Responds fast! avg. 1 hour 40 minutes

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Price per night from

$117

The Charming Mickey's Tree House,

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 9

“Awesome vacation!!” My husband and I took our 3 year old daughter and had a wonderful time. The house had everything we needed and more. We felt right at home from the time we got there until the time we went home. The pool and hot tub were perfect and with the fence around the pool, we did not have to worry about our little girl. The location of the house is perfect and we could not have ask for better weather. Geoff was very helpful and gave us several suggestions of things to do while we were there. We will be planning another vacation in 2013 and definitely plan to stay in this villa again.

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Price per night from

$115

WE ARE BACK (JULY-SEPTEMBER) $1350 (includes TAXES & Final Cleaning)

Kissimmee house

4 bedrooms / 5 bathrooms / sleeps 10

“Awesome Stay!” Can't say enough great things about this property. It was everything as described and pictured. The location was perfect being only about 20 minutes from the Disney parks. The pool, which is beautiful, was a welcome addition after spending a day at the park. Everything about the home is fantastic. The quiet setting was also a treat to come home to after spending busy days at the parks. Our host, Mr. Randenella was always prompt when asking questions. He definitely takes pride in his home as is evident in the way it is taken care of. Our whole family was sad to leave and can't wait to return. This home made our dream vacation very memorable. We will definitely recommend this property to others and hope to return again soon.

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$162

FIVE STAR 3BR Pool Home, ROKU Apps, HBO, GamesRm, WiFi, BBQ,Clean,Disney/Orlando

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 7

“Great Home, Safe & quiet neighborhood” I will be "Renting this Vacation Home Again" Home was clean. My RATING for this Home and Customer servive is *** A+*****. Beutiful Home. Thank you again Tonya.

Responds fast! avg. 1 hour 37 minutes

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Price per night from

$132

Luxury 4 Bedroom Villa with Private Pool, 2 Miles from Disney

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

“Beautiful Home, It was so relaxing and comfortable!!” Our family had a wonderful time on our Vacation. The location was very convenient. The pool and hot tub was great. The house was amazing, and my children loved it, I like the entrance to the pool and the alarm system that secured our safety. I also like the pool tables, and how close the area is to Disney. The experience was wonderful!!!!!

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$128

From $80/nt,Close to Disney,Seaworld,Convention Center,4br Townhome with Hot Tub

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 10

“Great Family Friendly Home” We had a blast. It felt safe and secure. It was clean and spacious. I have a large family of 9 and everyone had plenty of space. Quiet but friendly neighbors. Amenities were awesome. Hot tub was so relaxing. We had a great time.

Responds fast! avg. 1 hour 40 minutes

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Price per night from

$106

Kissimmee Windsor at Westside's "The Second Star to the Right" vacation home

Kissimmee villa

7 bedrooms / 6 bathrooms / sleeps 17

Responds fast! avg. 3 hours 8 minutes

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$332

From $90/nt,5br/3ba townhome with hot tub,Near Disney,Seaworld,Convention center

Kissimmee apartment

5 bedrooms / 3 bathrooms / sleeps 12

“Vacation rental” The overall experience was nice. The hot was only hot for one day and wouldn't get hot again there after. The cookware needs to be updated but overall we had a great time. I wouldn't definitely rent this rental again.

Responds fast! avg. 1 hour 40 minutes

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$117

From $80/nt,4br/3ba townhome with hot tub/lake view,Near Disney,Seaworld

Kissimmee apartment

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 40 minutes

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Price per night from

$106

New Opening 8br/6ba pool villa from $260/nt ,Close to Disney

Kissimmee house

8 bedrooms / 6 bathrooms / sleeps 18

“Family vacation” This by far was the best we went to. There is something for everyone to do down to the kids, the house was beautiful.

Responds fast! avg. 1 hour 32 minutes

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$266

New Opening 9 Br/6 Ba luxurious Pool House from $300/nt, Close To Disney

Kissimmee house

9 bedrooms / 6 bathrooms / sleeps 20

“Great time!” House was a perfect fit for my family. We had a great time and plan on making this a yearly trip. Central to everything, but far enough away you didn’t feel trapped. Would highly recommend it!

Responds fast! avg. 1 hour 32 minutes

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Price per night from

$310

Disney World 2 Miles

Kissimmee condo

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$103

Windsor Hills Luxury pool house/2 miles to Disney

Kissimmee house

6 bedrooms / 4 bathrooms / sleeps 13

Responds fast! avg. 1 hour 53 minutes

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$233

Brand New 8br/6ba pool villa from $260/nt ,Close to Disney

Kissimmee house

8 bedrooms / 6 bathrooms / sleeps 18

“Mrs” Me and my family really enjoyed staying at the property rental it was ever thing we need in a vaction rental.

Responds fast! avg. 1 hour 32 minutes

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Price per night from

$266

⭐ Near Disney and Other Theme Parks - Comfortable 6 BR ⭐

Kissimmee villa

6 bedrooms / 5 bathrooms / sleeps 14

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$148

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.

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$179

Terra Verde Resot-6BR-4 Masters- Pool- Spa-GameRoom-Free Wifi-Near Disney

Kissimmee house

6 bedrooms / 6 bathrooms / sleeps 14

Responds fast! avg. 3 hours 56 minutes

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Price per night from

$211

SunLake 3126B luxury condo one mile from Disney

Kissimmee condo

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$105

Close Disney,Seaworld,Convention center, 5BR towwnhome with hot tub/lake view

Kissimmee house

5 bedrooms / 3 bathrooms / sleeps 12

“Good price for family of 10” With 5 bedrooms, fits 10 comfortably. Owner is very helpful and location is 20mins from the parks. Walmart and restaurants are very close.

Responds fast! avg. 1 hour 40 minutes

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$118

Ideal Vacation Home with private pool minutes to Disney ! IP4531

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 24 minutes

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$134

Luxury Lakeside House with private solar heated pool & spa

Kissimmee villa

5 bedrooms / 4 bathrooms / sleeps 13

“Wonderful vacation home” I rented this house for 6 days for our family’s Disney vacation. The house was wonderful. Great location, very clean. Everything we needed was provided. Would definitely book again.

Responds fast! avg. 2 hours 51 minutes

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$112

Tranquil Holiday Home-Games Room, Private Pool, WiFi, Disney/Orlando

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

“Very good experience my family enjoyed the stay” On arrival the house is nice looking amenities some were out dated game room equipment could have been better condition. The pool was perfect the living room furniture is shabby the bedrooms were fine.The experience was very good my family enjoyed the stay and as a result so did i.

Responds fast! avg. 1 hour 37 minutes

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$144

DEAL! 4BR Pool Home,2 King Masters,ROKU Apps, HBO,GameRm,WiFi,BBQ-Orlando/Disney

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 9

“great home” great time was had by all, house was spacious and comfortable. the pool was great fun for the kids. would rent again

Responds fast! avg. 1 hour 37 minutes

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$155

Magnificent 5BR 4BA Villa in Seasons, Kissimmee

Kissimmee villa

5 bedrooms / 4 bathrooms / sleeps 10

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$171

1 mile from Margaritaville/Island H2O and 3 miles from Disney World

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

“Close to Disney” This house was perfect for our family's first visit to Disney. It's very close to the parks, so getting to the parks right as they opened every day was no problem at all!

Responds fast! avg. 1 hour 51 minutes

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Price per night from

$135

Villa De Naeyer

Kissimmee house

5 bedrooms / 4 bathrooms / sleeps 10

“Great” Great and awesome we really enjoyed it. The front room TV volume was going in and out sometimes but overall it was great. The rooms was nice and comfortable and we loved both master bedrooms. The game room is something we need at our house and the pool are with the screen in porch was amazing. Thanks again we appreciate it

Responds fast! avg. 1 hour 8 minutes

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Price per night from

$165

3 Bed Luxurious Villa

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 6

“Great Family Getaway” This was a beautiful well decorated house. The pictures really did not do it justice, but more than the house we fell in love with the Crescent Lakes community. We were really close to all of the major attractions and shops but out of the hustle and bustle of the city. It honestly felt as if we were in the country. There is wildlife everywhere you turn, from the resident alligator that came to welcome us the first day to the many species of birds. We even saw a deer come out the woods behind the house. The kids really enjoyed it. We took walks everyday from the house to each of Crescent Lakes two parks. There is also 24 security service that drives around. It makes you feel very secure. As for management, I must say they were quick to resolve any issues we had. This was one vacation that we will never forget and are sure to repeat.

Responds fast! avg. 1 hour 37 minutes

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$144

✦Rest in This Phenomenal Family Villa✦Cozy Baby Friendly Rooms = Restful Days✦

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 10

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$82

The Retreat - Explore Disney & Florida in style

Kissimmee villa

4 bedrooms / 4 bathrooms / sleeps 10

“Wonderful Vacation Spot” The Retreat is a great place to stay with your family. The accommodations were well equipped, clean and a it's a great location. Brian is responsive and very nice to work with. I could not say anything bad about The Retreat.

Responds fast! avg. 3 hours 21 minutes

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$172

From $80/nt,1.5 Mile to Disney ,1808 sqft 4br/3ba townhome with lake view

Kissimmee apartment

4 bedrooms / 3 bathrooms / sleeps 8

“Great location” We had great times in Oakwater, all was perfect! The house is fully equipped, all is clean, new and works perfect!It is an ideal location, close to everything. Near the home are so many great restaurants such as: Bonefish, Longhorn, Golden Corral, Ihop, Bahama Breeze, Buffalo Wild Wings, Flippers Pizza*, Red Lobster and lots more! The super target is within 2 min as well as the Publix.It is also located in very quiet area. There are great sports facilities, tennis court, and the pool area itself is fantastic. We enjoyed it very much and the pool s huge and warm !!! We loved it and will definitely recommend to our friends and family!

Responds fast! avg. 1 hour 40 minutes

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Price per night from

$106

Windsor Luxury 9Bd Villa South-faced Pool/Spa BBQ Game Room Minutes to Disney

Kissimmee villa

9 bedrooms / 6 bathrooms / sleeps 22

Responds fast! avg. 2 hours 18 minutes

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Price per night from

$344

Orlando area: affordable 2bed+2bath villas 6min to Disney

Kissimmee apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$105

** The Beautiful Palm Oasis Villa at Emerald Island Resort **

Kissimmee villa

7 bedrooms / 6 bathrooms / sleeps 16

Responds fast! avg. 2 hours 35 minutes

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$295

⭐Great Value Villa w/ Private Pool - Nearby Disney Resort⭐

Kissimmee villa

7 bedrooms / 5 bathrooms / sleeps 18

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Price per night from

$146

Scotman's Retreat

Kissimmee villa

5 bedrooms / 5 bathrooms / sleeps 11

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Price per night from

$157

Luxury 3BR-South Facing Pool, Lake View, Free Spa Heat, BBQ, Games Room-Disney

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 1 hour 37 minutes

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Price per night from

$144

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!

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$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

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Price per night from

$76

Viewing 38 of 2,705
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