Updating...

Enter dates for more accurate prices

Kissimmee Rentals

Filter

Kissimmee Rentals

4,261 house rentals

2 Miles to Disney Top-ranked Resort,Huge Townhome

Kissimmee villa

3 bedrooms / 3 bathrooms / Sleeps 10

“Great Location!” We really enjoyed our stay. The townhouse is comfortable, clean and convenient to the Disney parks. I would definitely stay here again or recommend it to family and friends.

$110

1 / 18

Stunning 6 bed villa with modern decor and private pool and spa overlooking wate

Kissimmee house

6 bedrooms / 5 bathrooms / Sleeps 12

$145

1 / 25

AMAZING 2 BEDROOM RESORT STAY

Kissimmee condo

2 bedrooms / 2 bathrooms / Sleeps 8

$156

1 / 8

Vacation Heaven in this beautiful 2Bed/2Bath Condo

Kissimmee condo

2 bedrooms / 2 bathrooms / Sleeps 5

$60

1 / 30

Elegant, luxury & affordable 7 Bed 5.5 bathrooms at prestigous Emerald Island

Kissimmee villa

7 bedrooms / 6 bathrooms / Sleeps 18

$174

1 / 39

Welcome to the 7BR vacation home with private pool and spa of your dreams!

Kissimmee house

7 bedrooms / 5 bathrooms / Sleeps 14

$315

1 / 72

Villa Out of the Blue

Kissimmee villa

5 bedrooms / 5 bathrooms / Sleeps 11

$225

1 / 19

Encore Resort 131 - Exclusive villa with private pool and free shuttle to parks

Kissimmee house

8 bedrooms / 7 bathrooms / Sleeps 16

$385

1 / 18

Cleveland at Windsor Hills

Kissimmee studio

Studio / 2 bathrooms / Sleeps 6

$109

1 / 18

Birmingham at Windsor Hills

Kissimmee studio

Studio / 2 bathrooms / Sleeps 8

$124

1 / 22

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

Kissimmee apartment

3 bedrooms / 2 bathrooms / Sleeps 6

“Home away from home, but better!” This condo was very spacious, clean and comfortable with all of the needed amenities just like home. Check in was quick and easy, regardless of what time you arrive. Right away, we felt safe with the gated, secure che

$85

1 / 81

Heathrow at Windsor Hills

Kissimmee studio

Studio / 5 bathrooms / Sleeps 10

$244

1 / 24

Prestige 5: Lux Windsor West, S Fc Pool, Lake View

Kissimmee house

8 bedrooms / 6 bathrooms / Sleeps 20

“Amazing and Clean” It was a group of 15 Majority children raging from 5yrs to 16yrs. And they all had such a great time. They kept asking if we could just live here. The place was very clean everything updated and Well kept. Saved alot of money of Dis

$325

1 / 30

Orlando Disney Vacation 1,2 & 3 Bedroom Condos at Orange Lake Resort

Kissimmee house

3 bedrooms / 2 bathrooms / Sleeps 8

$157

1 / 4

Cozy 3 bedroom / 2 bathroom House With Private Pool And Scenic Lake View

Kissimmee house

3 bedrooms / 2 bathrooms / Sleeps 6

$99

1 / 23

LAKESIDE HAVEN, Windward Cay, The "hidden jewel" of Kissimmee

Kissimmee villa

3 bedrooms / 2 bathrooms / Sleeps 8

$85

1 / 15

Modern 3 Bedroom Town Home in Kissimmee Resort. 4551JFL-105

Kissimmee house

3 bedrooms / 2 bathrooms / Sleeps 6

$119

1 / 12

Luxury 4 Bedroom Villa w/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 a

$112

1 / 15

Venetian Bay Townhome #103

Kissimmee house

3 bedrooms / 2 bathrooms / Sleeps 6

$90

1 / 18

Magic Mirror at Seven Dwarfs

Kissimmee studio

Studio / 3 bathrooms / Sleeps 10

$134

1 / 23

2 Br.-Villa in gated resort in Kissimmee, Fl.

Kissimmee villa

2 bedrooms / 2 bathrooms / Sleeps 4

$50

1 / 12

Paradise Palms-4 bedroom Townhome-Kissimmee-PP120

Kissimmee house

4 bedrooms / 3 bathrooms / Sleeps 10

$179

1 / 33

Mufasa's Pride - Military / Police / Fire Special

Kissimmee house

5 bedrooms / 4 bathrooms / Sleeps 12

“Blessed Vacation” The home looked better than the pictures. My family and I were pleasantly pleased. What a great experience. But like roses, there was a few small thorns. Although, we're not use to lots of lizards, my children loved it. My childre

$129

1 / 73

Spacious 4 bedroom villa

Kissimmee house

4 bedrooms / 3 bathrooms / Sleeps 8

$156

1 / 33

Luxurious 3 Bedroom Townhome-1.5 miles from Disney

Kissimmee villa

3 bedrooms / 3 bathrooms / Sleeps 7

“Great Experience” The villa did not disappoint and was a great place for my family and I to stay during our world wind visit to Disney. I would recommend this place to anyone who is going to Orlando with a large group :-)

$79

1 / 13

London at Windsor Palms

Kissimmee apartment

3 bedrooms / 2 bathrooms / Sleeps 8

$114

1 / 23

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

$111

1 / 42

Typical Vacation Home in Kissimmee for short and long periods

Kissimmee hotel apartment

3 bedrooms / 3 bathrooms / Sleeps 6

$80

1 / 15

Patriots Playa - 4br, Private Pool/Spa, FREE Waterpark Access

Kissimmee house

4 bedrooms / 4 bathrooms / Sleeps 8

$200

1 / 20

Nottingham at Terra Verde

Kissimmee studio

Studio / 4 bathrooms / Sleeps 12

$204

1 / 22

Awesome Ground Floor 3 Bedroom Oakwater Home overlooking the lake

Kissimmee house

3 bedrooms / 2 bathrooms / Sleeps 6

$90

1 / 14

Disney condo, 3 bdrm pool view ground floor

Kissimmee villa

3 bedrooms / 2 bathrooms / Sleeps 6

$95

1 / 21

Vista Bay Villa

Kissimmee house

3 bedrooms / 2 bathrooms / Sleeps 6

$99

1 / 15

Southampton Vacation Home

Kissimmee house

4 bedrooms / 2 bathrooms / Sleeps 10

“Family of 8, time was great.” The house we rented was awesome. Clean, nicely furnished, all amenities. Our children loved having their very own private pool to use. I would recommend this to any family, who needs the extra space. The price was very r

$179

1 / 14

Villa Linton

Kissimmee house

5 bedrooms / 3 bathrooms / Sleeps 12

“Large home with easy access to Disney” This home was large enough for our whole family (7 adults) to sleep comfortably and it was so easy to get to the parks quickly before the crowds! Our adult children felt like kids again in the Scooby Doo room.

$155

1 / 18

Amazing Disney Oasis Condo with Sauna and Gym

Kissimmee villa

3 bedrooms / 2 bathrooms / Sleeps 7

$79

1 / 52

Windward Cay Florida Villa - Kissimmee, Fla., USA

Kissimmee villa

3 bedrooms / 2 bathrooms / Sleeps 6

“Perfect” House was great and in a good location. Loved the privacy of the pool and the wild Florida in the back yard. Only complaint was that we had to watch the Super Bowl on a small TV.

$115

1 / 135

Orange Lakes Resort

Kissimmee villa

3 bedrooms / 3 bathrooms / Sleeps 12

$250

1 / 11
Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more