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Vacation Rentals & House Rentals in Kissimmee

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1,332 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: Children's pool

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Price per night from

$142

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: Children's pool

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Price per night from

$117

Windsor Hills Luxury pool house/2 miles to Disney

Kissimmee house

6 bedrooms / 4 bathrooms / sleeps 13

Responds fast! avg. 1 hour 53 minutes

Match: Children's pool

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Price per night from

$233

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

Match: Children's pool

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Price per night from

$310

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: Children's pool

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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: Children's pool

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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: Children's pool

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Price per night from

$179

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

Match: Children's pool

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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

Match: Children's pool

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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: Children's pool

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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: Children's pool

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Price per night from

$117

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: Children's pool

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Price per night from

$92

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: Children's pool

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Price per night from

$236

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: Children's pool

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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: Children's pool

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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: Children's pool

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Price per night from

$106

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

Match: Children's pool

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Price per night from

$266

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

Kissimmee apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Children's pool

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Price per night from

$105

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

Match: Children's pool

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Price per night from

$172

1 Bed Resort Suite #6, Only 2 Miles from

Kissimmee apartment

1 bedroom / 1 bathroom / sleeps 6

Match: Children's pool

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Price per night from

$86

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: Children's pool

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Price per night from

$181

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: Children's pool

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Price per night from

$259

Amazing Lake View Home near Disney

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 27 minutes

Match: Children's pool

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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: Children's pool

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Price per night from

$127

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: Children's pool

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Price per night from

$145

Windsor Luxury 6Bd Villa Southface Pool/Spa BBQ Near Clubhouse Minutes to Disney

Kissimmee villa

6 bedrooms / 5 bathrooms / sleeps 13

Responds fast! avg. 2 hours 11 minutes

Match: Children's pool

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Price per night from

$213

Brand New 9br/6ba pool villa from $300/nt,Close to Disney

Kissimmee house

9 bedrooms / 6 bathrooms / sleeps 20

“Nice house for large family” The house itself is very attractive. The bedrooms were very well appointed. There were sufficient towels and plates, silverware, glassware, etc., for our party. Our major problem was the parking. It is a very over-crowded community and we had five cars (to be expected in a six master-bedroom house that fits 18+), and we often had trouble parking near the house. My only other complaint (if you could call it that) was the trash. We had one large trash can and it got picked up on Monday morning. We were there for six full days with 13 people, so we easily refilled it up and then had multiple loose bags with nowhere to put them through the end of our stay. No recyclable can was available, either, so recyclables had to go in trash bags. Owner was easy to work with. Thanks for a very nice home!

Responds fast! avg. 1 hour 32 minutes

Match: Children's pool

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Price per night from

$332

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: Children's pool

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Price per night from

$89

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

Match: Children's pool

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Price per night from

$344

❤️ Capture Those Magical Memories ❤️ Peaceful Lakeside Haven

Kissimmee house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 20 minutes

Match: Children's pool

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Price per night from

$189

Cozy Family Vacation Home wit Stunning Lake Views - Gated Resort - WiFi

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

Match: Children's pool

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Price per night from

$212

NEW 2016 Vacation rental home near Disney

Kissimmee villa

8 bedrooms / 6 bathrooms / sleeps 16

Match: Children's pool

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Price per night from

$378

*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: Children's pool

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Price per night from

$101

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: Children's pool

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Price per night from

$98

1br - Condo in Kissimmee

Kissimmee condo

1 bedroom / 1 bathroom / sleeps 4

Match: Children's pool

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Price per night from

$83

4 BR Vacation Home Condo near Disney

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

Match: Children's pool

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Price per night from

$117

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. 1 hour 32 minutes

Match: Children's pool

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Price per night from

$99

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: Children's pool

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Price per night from

$124

Viewing 38 of 1,332
rentals in Kissimmee

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