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Vacation Rentals & House Rentals in Kissimmee

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1,584 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: Shared outdoor pool (heated)

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Price per night from

$120

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: Shared outdoor pool (heated)

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Price per night from

$104

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. 32 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$109

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: Shared outdoor pool (heated)

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Price per night from

$113

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

$182

⭐ 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

$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: Shared outdoor pool (heated)

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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: Shared outdoor pool (heated)

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Price per night from

$125

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

$114

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

$149

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 $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: Shared outdoor pool (heated)

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Price per night from

$115

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: Shared outdoor pool (heated)

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Price per night from

$120

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: Shared outdoor pool (heated)

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Price per night from

$113

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: Shared outdoor pool (heated)

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Price per night from

$292

Emerald Island 7 bedroom villa 4 miles from Disney

Kissimmee house

7 bedrooms / 5 bathrooms / sleeps 16

Responds fast! avg. 1 hour 3 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$571

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

$242

M8631 Pondview Luxury 8 Bedroom Villa, New Remodel

Kissimmee house

8 bedrooms / 5 bathrooms / sleeps 20

Match: Shared outdoor pool (heated)

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Price per night from

$217

Amazing Lake View Home near Disney

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 26 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

$126

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. 13 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$184

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

Kissimmee apartment

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 32 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$109

SHORT TERM RENTAL

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 8

Match: Shared outdoor pool (heated)

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Price per night from

$103

*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. 3 hours 48 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$109

New beautiful house

Kissimmee townhouse

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 38 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$160

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

$549

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. 32 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$109

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

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 10

Match: Shared outdoor pool (heated)

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Price per night from

$101

Disney World Area, Pet-Friendly, Vacation Home

Kissimmee villa

3 bedrooms / 3 bathrooms / sleeps 8

Match: Shared outdoor pool (heated)

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Price per night from

$100

✦ 3 Bedrooms 3 Bathrooms Town Home - Few Miles to Disney World ✦

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 7

“Excellent Property” The property we rented at Crestwynd was wonderful. We had an excellent stay in this home, it was so so close to the parks and the other vacationers in the resort was very nice. The home was very clean and my kids loved their theme rooms. We wished we could stay longer, our kids are already asking us when we can go back! When we come back again, we would definitely not hesitate to book this home again!

Match: Shared outdoor pool (heated)

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Price per night from

$77

Grand Palms Resort - Vacation Rental - 3BR, 2BA

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 8

“Great place” Have a great experience there. Very clean very well furnished.quiet place. Have a great time there,s a great pool . thanks

Responds fast! avg. 2 hours 27 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$114

Family Home close to Disney

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 10

Match: Shared outdoor pool (heated)

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Price per night from

$127

Still time to book !

Kissimmee house

3 bedrooms / 3 bathrooms / sleeps 8

“Fantastic rental” Great location, safe neighborhood, very clean house, and a great price. Will definitely stay again!!

Responds fast! avg. 16 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$112

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

Kissimmee apartment

4 bedrooms / 3 bathrooms / sleeps 8

“Excellent location and all the comforts of home.” Condo was within walking distance of a Winn Dixie grocery store, Fridays, Cracker Barrel, and Outback. The community pool and hot tub were excellent. The condo was equipped with everything we needed. The only negatives were the fact that we were a little disappointed that the ice maker didn't work and definitely dismayed by the fact that the smoke alarms were disconnected. We also had some periodic problems with the cable TV and wi-fi. Those are the things that caused a very good rating instead of an excellent rating. But other than those we would highly recommend the place and definitely stay again, especially if the smoke alarms are fixed.

Responds fast! avg. 32 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$100

FloridaNearDisney from $89 per night/$623 per Week

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

“Florida Vacation” Absolutely loved the villa and location. Villa was very nice and located perfectly in a gated community that had an awesome pool with tiki bar, splash pad for kids, playground for kids and all the other normal amenities. Would recommend to anyone looking for a Florida or theme park vacation. Only 5 min from Disney and 15 from Universal with several restaurants and shopping rite within a mile. Highly recommend. Thanks to the owners for making everything so easy, checking in and fast responses.

Responds fast! avg. 3 hours 21 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$98

Legacy Dunes Condo, Kissimmee, Orlando

Kissimmee apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$113

FLAGSTONE VILLA

Kissimmee villa

6 bedrooms / 4 bathrooms / sleeps 12

Match: Shared outdoor pool (heated)

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Price per night from

$246

Viewing 38 of 1,584
rentals in Kissimmee

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