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Vacation Rentals & House Rentals in Kissimmee

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3,292 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

Match: Shared outdoor pool (heated)

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Price per night from

$117

Furnished apartment - weekly & monthly Orlando rental.

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: Shared outdoor pool (heated)

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Price per night from

$92

1.5 M to Disney,From $70/nt,3BR 1600 sqft Townhome

Kissimmee apartment

3 bedrooms / 3 bathrooms / sleeps 8

“Spacious family friendly condo close to Disney.” Perfect location to visit Disney. Very spacious with a full kitchen . A great family friendly condo.

Responds fast! avg. 1 hour 32 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$88

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

Match: Shared outdoor pool (heated)

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Price per night from

$106

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 (heated)

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Price per night from

$179

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

Kissimmee villa

6 bedrooms / 5 bathrooms / sleeps 14

Match: Shared outdoor pool (heated)

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Price per night from

$148

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

Match: Shared outdoor pool (heated)

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Price per night from

$106

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

Match: Shared outdoor pool (heated)

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Price per night from

$117

Caitlins Disney Condo - Spacious and convenient

Kissimmee apartment

3 bedrooms / 2 bathrooms / sleeps 8

“Clean, quiet, comfortable, and roomy!” We have a large family, with 5 kids. We brought my mother with us on vacation, giving us a whopping 8 people to accommodate, for a week and this condo gave us plenty of space and beds for everyone to sleep comfortably! The gated community is great! Clean and quiet with plenty of parking.

Match: Shared outdoor pool (heated)

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Price per night from

$117

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

Kissimmee apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$142

Hapimag Orlando - Lake Berkley Resort

Kissimmee hotel apartment

3 bedrooms / 3 bathrooms / sleeps 6

“Very Pleasant” Excellent location. Access to shopping, restaurants, and other accommodations. Great amenities. Very good stay for my family. Will definitely stay again.

Match: Shared outdoor pool (heated)

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Price per night from

$236

Amazing Disney Oasis Condo with Sauna and Gym

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 7

Match: Shared outdoor pool (heated)

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Price per night from

$129

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

Match: Shared outdoor pool (heated)

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Price per night from

$106

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

Match: Shared outdoor pool (heated)

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Price per night from

$118

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

Kissimmee apartment

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 40 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$106

SunLake 3126B luxury condo one mile from Disney

Kissimmee condo

3 bedrooms / 3 bathrooms / sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$105

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 27 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$224

Emerald Island 7 bedroom villa 4 miles from Disney

Kissimmee house

7 bedrooms / 5 bathrooms / sleeps 16

Responds fast! avg. 1 hour 30 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$589

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

Kissimmee apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$105

1 Bed Resort Suite #6, Only 2 Miles from

Kissimmee apartment

1 bedroom / 1 bathroom / sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$86

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

Kissimmee villa

7 bedrooms / 5 bathrooms / sleeps 18

Match: Shared outdoor pool (heated)

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Price per night from

$146

Great Location Five Bedrooms Palms Resort

Kissimmee house

5 bedrooms / 4 bathrooms / sleeps 11

“It is a nice facility” I like the club house. We have stayed at this Resort before. This condo had some maintenance issues. The private pool was green, the outlets did not work. The couch was ripped. Other than that it was good.

Match: Shared outdoor pool (heated)

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Price per night from

$181

M8631 Pondview Luxury 8 Bedroom Villa, New Remodel

Kissimmee house

8 bedrooms / 5 bathrooms / sleeps 20

Responds fast! avg. 3 hours 36 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$219

Amazing Lake View Home near Disney

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 27 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$125

Disney Vacation Rental, Private Townhouse in gated community

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 10

Match: Shared outdoor pool (heated)

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Price per night from

$127

Trafalgar Village Home: Lanai Pool & Resort Access

Kissimmee house

5 bedrooms / 5 bathrooms / sleeps 12

Responds fast! avg. 4 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$126

New! Townhouse. 4Bed/3Bath""PROMOTION ONLY SEPTEMBER SUPER-LOW PRICES " 57$

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 8

Match: Shared outdoor pool (heated)

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Price per night from

$109

Disney themed villa/private pool/tub.

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 9

“Amazing vacation” The house was perfect. Everything was great. House looks just like the pictures. George was a great host. Very nice and made it feel like a second home. Cant wait to go back.

Responds fast! avg. 19 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$145

Mickeys Masterpiece in Windsor Hills

Kissimmee house

5 bedrooms / 5 bathrooms / sleeps 10

“The house was beautiful” My Family and I really enjoyed this house, the kids love the game room and the pool, I really really love the community, very safe. My Family and I went on our morning walking every morning, and the kids love the club house, they walked to the movies every other day at the club house. I would recommend this house to all my friends. Thanks so much....

Responds fast! avg. 2 hours 7 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$244

5 Star Windsor Hills condo steps from the pool, renovated 2016

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 8

Match: Shared outdoor pool (heated)

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Price per night from

$117

3br/2ba condo/lake view from $70/nt, 2 Miles to Disney

Kissimmee apartment

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 32 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$89

❤️ Capture Those Magical Memories ❤️ Peaceful Lakeside Haven

Kissimmee house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 20 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$189

SHORT TERM RENTAL

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 8

Match: Shared outdoor pool (heated)

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Price per night from

$106

*CLEAN - Afforable Townhome - 5 Miles from Disney*

Kissimmee townhouse

3 bedrooms / 2 bathrooms / sleeps 6

“Exceptional” This place was beautiful... I’ve always booked hotel rooms when I go on vacations but never again will I book a hotel... this place had everything I could ask for and more my family and I were very pleased and satisfied.

Responds fast! avg. 2 hours 33 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$101

Superb Vacation Home in Kissimmee, near Disney

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 6

“Quiet but not remote” The owners are friendly and answer emails rapidly. The property was exactly as portrayed on the internet. There were no hidden problems or surprises. The two minor issues we did encounter (an alarm going off in the unoccupied unit next door; internet stopped working) were taken care of quickly by the manager . Also, although the fans in the washrooms were very loud and some tiles show their age, the property was well kept and clean. It was a very nice, peaceful, place to stay with a beautiful pool, close to Disney, shops and restaurants. A good experience overall for our family of five and we'd gladly stay there again!

Match: Shared outdoor pool (heated)

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Price per night from

$92

New beautiful house

Kissimmee townhouse

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 59 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$166

Stunning Home at Paradise Palms Resort

Kissimmee house

6 bedrooms / 5 bathrooms / sleeps 12

Match: Shared outdoor pool (heated)

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Price per night from

$228

4BR/3BA 1650 sqft Condo from $80/nt, 2 Miles to Disney

Kissimmee apartment

4 bedrooms / 3 bathrooms / sleeps 8

“Excellent Location” THis place was great for our family we stayed for 12 days and have no complaints. We will try to stay next year as well. Thank you

Responds fast! avg. 1 hour 32 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$98

Viewing 38 of 3,292
rentals in Kissimmee

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