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Kissimmee Rentals with Pools

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Kissimmee Rentals with Pools

21,625 vacation rentals

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

Responds fast! avg. 1 hour 54 minutes

Price per night from

$80

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Lakefront, gated 4Br/3Ba, 6mile to Disney, Private Jacuzzi, Free WiFi/Cable TV

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 10

“Very pleased” We were very pleased with the house and the attention given by the owner, I emailed a concern and 1 hour later it was resolved. House is good for parents with kids.

Responds fast! avg. 1 hour 5 minutes

Price per night from

$65

1 / 40

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. 3 hours 56 minutes

Price per night from

$120

1 / 26

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 54 minutes

Price per night from

$70

1 / 27

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 54 minutes

Price per night from

$90

1 / 24

Villa Journey - 3 miles from Disney, 2 Masters and a Private Pool & Spa!

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

“Great property for the whole family.” It was a great property for the family and a very good location. But because of the cold weather during our stay we could only use the pool and spa one day, and in this time of the year the sun is only in one cor

Responds fast! avg. 2 hours 58 minutes

Price per night from

$119

1 / 24

☀ One Time Offer ☀ perfect for families! Spacious pool villa with spa near parks

Kissimmee townhouse

6 bedrooms / 5 bathrooms / sleeps 14

Price per night from

$131

1 / 47

Colonial type Villa in a beautiful setting.

Kissimmee villa

6 bedrooms / 5 bathrooms / sleeps 16

“A very welcoming home.” Our second stay and as great as the first time. A decorated Christmas tree greeted us, which was very nice. There was a bottle of wine to celebrate the New Year. The heated pool and hot tub were great. The home was near shop

Price per night from

$165

1 / 51

Oct 3-9 Special--Windsor Hills luxury 6 Bed Pool house/WIFI/1.5 mile to Disney

Kissimmee house

6 bedrooms / 4 bathrooms / sleeps 13

Responds fast! avg. 1 hour 51 minutes

Price per night from

$185

1 / 41

Pat and Ron's Holiday Home, Relaxing Retreat

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

“Great accommodations for the price!” My best friend, her daughter, and I stayed in Pat and Ron's Holiday Home in June. Overall, for the price you can't really beat it. The house was clean and inviting and in a great location. The neighborhood appears

Price per night from

$88

1 / 49

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

Price per night from

$89

1 / 21

'Casa Linda' Beautiful Lakeside Home with Gym and Hot Tub

Kissimmee house

3 bedrooms / 3 bathrooms / sleeps 8

“Amazing” Beautiful :) This was definitely a great place to stay My daughter and I had a nice relaxing vacation while staying here Definitely would recommend this to anyone looking for a nice place to stay Thank you :)

Price per night from

$82

1 / 53

Florida Jewels

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$119

1 / 29

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 54 minutes

Price per night from

$80

1 / 25

8975CPR. Gorgeous 5 Bedroom 5 Bath Disney Area Resort Pool Home

Kissimmee house

5 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$189

1 / 34

Ladysvilla (our home in the sun)- Kissimmee Villa

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$120

1 / 72

** SEPT & OCT SPECIAL ($1000 for Week) (TAXES INCLUDED IN PRICE) **********

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 s

Price per night from

$129

1 / 28

5 bedrooms, 3 bathrooms + pool near Disney

Kissimmee villa

5 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$157

1 / 19

A spacious 3 Bedroom gated resort Close to Disney

Kissimmee apartment

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$92

1 / 16

Awesome 4 Bedroom Gated Condo with only minutes to the Disney area

Kissimmee apartment

4 bedrooms / 3 bathrooms / sleeps 8

“Excellent stay” Great location, Close to outlet stores and wall mart. Lots of things to do around there, Will stay there again, with owners permission. THANK YOU Esmeralda Vicent.

Price per night from

$99

1 / 46

The Retreat - Explore Disney & Florida in style

Kissimmee villa

4 bedrooms / 4 bathrooms / sleeps 10

“Beautiful home” The location of the villa alone makes it fantastic. But the sheer size and luxury of the interior make it superb. The huge screen TVs, amazing fitted kitchen and the pool! Well it made our visit extremely comfortable and one I won't ev

Price per night from

$150

1 / 49

Brand new townhome with private splash pool in Storey Lake Resort!

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 22 minutes

Price per night from

$592

1 / 63

Kissimmee FL Fabulous 2 BR Vacation Villa

Kissimmee apartment

2 bedrooms / 2 bathrooms / sleeps 6

“so much better than a hotel in fl” My husband and i stayed at the 2bdrm villa in july 09 for our 1 year anniversary and what was so ironic about the villa was that it was like a flashback when we pulled into the street it was located on! i had been th

Responds fast! avg. 1 hour 27 minutes

Price per night from

$85

1 / 20

Delightful Family Villa - South Facing Pool & Spa - Games Room - Prime Location

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 9

“Beautiful Villa” What a brilliant holiday we had in one of Ellis Exclusive Villa's last summer. Lisa, our contact was absolutely brilliant from start to finish. She provided a fantastic welcome pack which included all the essentials we needed to get o

Responds fast! avg. 2 hours 54 minutes

Price per night from

$120

1 / 36

2505 Dharma Circle

Kissimmee house

6 bedrooms / 5 bathrooms / sleeps 14

Price per night from

$211

1 / 38

Amazing Disney Oasis Condo with Sauna and Gym

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$79

1 / 52

“Wonderful, Relaxing, Well Worth it!” We loved this home it was larger than expected. The pool area was outstanding, we had warm sunshine all day and pool was very warm. We also saw alligators & birds almost everyday! Close to all amenities, we walked

Responds fast! avg. 3 hours 7 minutes

Price per night from

$135

1 / 25

Terra Verde 5 Bedroom with Conservation View

Kissimmee villa

5 bedrooms / 3 bathrooms / sleeps 10

“Very nice” The home was just as promised. It was clean and well kept. The location was a straight shot to disney. We didn't have to go on the toll road. Terra verde was great also. I liked the idea of a safe and secure place to stay in a home away fro

Responds fast! avg. 1 hour 56 minutes

Price per night from

$180

1 / 35

Disney Paradise, Charming Getaway with a Pool and Grill

Kissimmee house

6 bedrooms / 3 bathrooms / sleeps 12

“Amazing stay” The house was gorgeous! Updated stuff, beds, rooms, bathrooms were great. The post was accurate. Close to just about everything. Down the street from Disney. Lovely gated community. Easy, also easy to book, no problems. Definitely would

Price per night from

$124

1 / 26

The Mouse House Florida, Rental includes a Pool and in Excellent Location

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 8

“Great House, Great Location we all loved it.” The Mouse House is perfectly located at only a short 10 minute drive to Disney resorts and with easy access to road main links to all the other area attractions but is set within a quiet area that is idea

Responds fast! avg. 2 hours 11 minutes

Price per night from

$111

1 / 42

Minutes to Disney - The Elizabeth Villa is a Wonderful Getaway

Kissimmee house

6 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$200

1 / 34

Disney Area 5 Bedroom Home at Veranda Palms

Kissimmee house

5 bedrooms / 4 bathrooms / sleeps 14

Responds fast! avg. 3 hours 1 minutes

Price per night from

$195

1 / 39

Sunrise Valley Villa

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 2 hours 54 minutes

Price per night from

$129

1 / 37

Family Friendly Four Bedroom w/ Pool 4896

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$119

1 / 42

Windsor Hills End Unit Townhouse 2 Miles 2 Disney's World Drive

Kissimmee house

3 bedrooms / 3 bathrooms / sleeps 6

“Close to everything” My family traveled to Orlando for a cheer competition in May. We arrived late but it was so easy to get into the house with a keyless entry. We didn't have to check in and wait for a key or anything because all the information w

Price per night from

$130

1 / 47

Modern 3 BR Condo, Sleeps 6+, 2 Miles to Disney

Kissimmee apartment

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$85

1 / 14

Prestige 3: New Lux Home, South Fc Lake View, Pool

Kissimmee villa

8 bedrooms / 6 bathrooms / sleeps 20

Responds fast! avg. 2 hours 49 minutes

Price per night from

$285

1 / 25

Goofys Getaway Townhome @ Emerald Island Resort

Kissimmee apartment

3 bedrooms / 3 bathrooms / sleeps 6

“Awesome, definitely would rent again!” I'm definitely going to recommend. Great price & location is so close to everything. I looked at hotel prices compared to this and it's much more reasonable and it's an entire house! As far as the townhouse, I ha

Responds fast! avg. 1 hour 5 minutes

Price per night from

$95

1 / 25
Viewing 38 of 21,625
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