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Vacation Rentals & House Rentals in Kissimmee

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3,433 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. 32 minutes

Match: Games room

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Price per night from

$120

Windsor Hills Luxury pool house/2 miles to Disney

Kissimmee house

6 bedrooms / 4 bathrooms / sleeps 13

Responds fast! avg. 1 hour 18 minutes

Match: Games room

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Price per night from

$240

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!!!!!

Responds fast! avg. 1 hour 8 minutes

Match: Games room

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Price per night from

$125

ANY WEEK IN ( JUNE, JULY & AUG ) $1599 (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.

Match: Games room

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Price per night from

$227

Gorgeous apartment just minutes to Disney parks, Orlando Florida.

Kissimmee hotel apartment

3 bedrooms / 2 bathrooms / sleeps 6

“Wonderful Place to stay” I stayed at the Island Club for a period of 3 months and was very happy with my stay. It was quiet, and comfortable. I liked the layout of my condo which was on one floor. My family of 5 had plenty of room to enjoy. I also liked how there was a patio in back. It made it feel more like a home. We stayed on the top floor where there was vaulted ceilings and lots of windows in the front room. This made it feel more spacious and rich. The amenities were additionally nice as well. There were 2 different pools and jacuzzis, tennis court, clubhouse and work out room to enjoy. I also liked how you could park right up against your condo building. The location was very convieinent as well. It is close to all major attractions. 15 minutes from Disney - 25 from Universal and close to shopping, and restaurants. I would stay here again in a heart beat!

Match: Games room

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Price per night from

$104

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

Kissimmee house

9 bedrooms / 6 bathrooms / sleeps 18

“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. 32 minutes

Match: Games room

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Price per night from

$401

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

Kissimmee villa

7 bedrooms / 6 bathrooms / sleeps 17

Match: Games room

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Price per night from

$355

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 52 minutes

Match: Games room

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Price per night from

$143

Disney World 2 Miles

Kissimmee condo

2 bedrooms / 2 bathrooms / sleeps 5

Match: Games room

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Price per night from

$101

From $95/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. 32 minutes

Match: Games room

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Price per night from

$113

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. 32 minutes

Match: Games room

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Price per night from

$297

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.

Responds fast! avg. 3 hours 47 minutes

Match: Games room

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Price per night from

$115

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

Kissimmee villa

6 bedrooms / 5 bathrooms / sleeps 14

Match: Games room

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Price per night from

$242

From $90/nt,4br/3ba townhome with hot tub/lake view,Near Disney,Seaworld

Kissimmee apartment

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 32 minutes

Match: Games room

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Price per night from

$112

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. 32 minutes

Match: Games room

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Price per night from

$125

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: Games room

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Price per night from

$92

Pool Paradise

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 8

“relaxing” Love the house, 2nd time we have stayed there. The only problem was the 1st night the pool heat had not been turned on so we couldn't swim that night. (disappointed) In close driving distance to all parks. Plenty of room.

Match: Games room

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Price per night from

$92

Caribe Cove Resort - 2 BR * Unit Top floor * New Mattress - WiFi/Parking free

Kissimmee apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Games room

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Price per night from

$149

Deluxe pool home with games room, 2737

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 54 minutes

Match: Games room

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Price per night from

$129

4BR-2 King-Large Pool/Spa-GamesRm-ROKU-WiFi

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

“Excellent and beautiful home! My family loved it!!” It was absolutely gorgeous and it was beyond even our best expectations. The home was very clean and beautifully decorated and had everything we needed that we couldn't bring from our own home. Our kids didn't even want to leave the home because of the pool would have rather stay here than go anywhere else LOL

Responds fast! avg. 1 hour 46 minutes

Match: Games room

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Price per night from

$161

Villa Captiva

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

“excellent place to stay” everything so clean and tidy on arrival.the card and wine made it that little bit more special.pool and hot tub were used on a regular basis!having stayed on indian ridge many times would certainly use this villa again. everything about it was excellent!

Match: Games room

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Price per night from

$86

From $100/NT,1.5 Mile to Disney ,1808 sq ft 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. 32 minutes

Match: Games room

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Price per night from

$115

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.

Match: Games room

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Price per night from

$169

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

Kissimmee house

5 bedrooms / 3 bathrooms / sleeps 10

“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. 32 minutes

Match: Games room

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Price per night from

$120

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.

Match: Games room

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Price per night from

$115

From $90/nt,Near Disney,Seaworld,Convention Center,4br/3ba townhome With HotTub

Kissimmee apartment

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 32 minutes

Match: Games room

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Price per night from

$113

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 27 minutes

Match: Games room

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Price per night from

$206

Christine’s Villa

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 32 minutes

Match: Games room

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Price per night from

$82

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. 32 minutes

Match: Games room

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Price per night from

$308

7BR, 5 Star Resort, 3 Miles to Disney, Pool/Spa, South Facing Pool

Kissimmee house

7 bedrooms / 5 bathrooms / sleeps 16

“This was a perfect size and place to enjoy The area with my class.” This was a perfect size and place for my Sp. Needs class to anchor down as we enjoyed the area.The pool was great.

Responds fast! avg. 1 hour 8 minutes

Match: Games room

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Price per night from

$292

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. 2 hours 41 minutes

Match: Games room

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Price per night from

$131

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.

Match: Games room

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Price per night from

$172

House of Views - Private SF Pool, Lakeview, GamesRm, WiFi

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 46 minutes

Match: Games room

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Price per night from

$155

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

Kissimmee villa

7 bedrooms / 5 bathrooms / sleeps 18

Match: Games room

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Price per night from

$242

Scotman's Retreat

Kissimmee villa

5 bedrooms / 5 bathrooms / sleeps 11

Match: Games room

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Price per night from

$206

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

Kissimmee villa

7 bedrooms / 6 bathrooms / sleeps 16

Match: Games room

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Price per night from

$286

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 46 minutes

Match: Games room

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Price per night from

$155

⭐⭐⭐Disney Contemporary 3 ⭐⭐⭐

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 15

“Cheerleading Comp” We had a great time and the house was more then we could ask for. There was so much room the beds were all very comfortable . The house was clean it ready for our stay on time. The pool was clean large area to sit and relax. The rooms were large and had lots of room for your things. The area is very quiet and close to everything. I will for sure rent this home again in the future and would recommend to friends and family.

Responds fast! avg. 54 minutes

Match: Games room

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Price per night from

$228

Viewing 38 of 3,433
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