Updating...

Enter dates for more accurate prices

Kissimmee Rentals

Filter

Kissimmee Rentals

4,213 house rentals

AMAZING 2 BEDROOM RESORT STAY

Kissimmee condo

2 bedrooms / 2 bathrooms / Sleeps 8

$157

1 / 8

Birmingham at Windsor Hills

Kissimmee studio

Studio / 2 bathrooms / Sleeps 8

$124

1 / 22

Indulge in a 2 Bedroom 2 Bath Condo

Kissimmee condo

2 bedrooms / 2 bathrooms / Sleeps 8

$142

1 / 15

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

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

Vacation Heaven in this beautiful 2Bed/2Bath Condo

Kissimmee condo

2 bedrooms / 2 bathrooms / Sleeps 5

$60

1 / 30

Heathrow at Windsor Hills

Kissimmee studio

Studio / 5 bathrooms / Sleeps 10

$244

1 / 24

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

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

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 :-)

$80

1 / 13

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 sho

$155

1 / 51

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

Kissimmee villa

7 bedrooms / 6 bathrooms / Sleeps 18

$175

1 / 39

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

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

Kissimmee house

3 bedrooms / 2 bathrooms / Sleeps 6

$99

1 / 23

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

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

Kissimmee house

8 bedrooms / 7 bathrooms / Sleeps 16

$385

1 / 18

Luxurious 6 bed 7 bath pool home with spa!!

Kissimmee house

6 bedrooms / 7 bathrooms / Sleeps 12

$219

1 / 47

Vista Bay Villa

Kissimmee house

3 bedrooms / 2 bathrooms / Sleeps 6

$99

1 / 15

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

Kissimmee villa

3 bedrooms / 2 bathrooms / Sleeps 8

$85

1 / 15

Magic Mirror at Seven Dwarfs

Kissimmee studio

Studio / 3 bathrooms / Sleeps 10

$134

1 / 23

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 comfo

$99

1 / 54

Gated 5 Br/3 Ba, sleeps 12, 6miles to Disney, Free WiFi/Cable TV

Kissimmee villa

5 bedrooms / 3 bathrooms / Sleeps 12

“Excellent stay, in an excellent location!” Within a 20 minute radius to Disney World. Minutes from grocery stores and restaurants. The house was spacious, clean, and well taken care of. There was plenty of utensils and plates/bowls in the kitchen. The

$66

1 / 31

4 bedroom villa at Storey Lake

Kissimmee house

4 bedrooms / 3 bathrooms / Sleeps 8

$156

1 / 24

Spacious 4-bed lakeside pool villa near Disney

Kissimmee villa

4 bedrooms / 2 bathrooms / Sleeps 10

“Peaceful location with stunning views” We had a wonderful holiday in this lovely villa. It is spacious and well appointed everything was beautifully clean. The estate is quiet and peaceful considering how close it is to the 192 and all it has to offer

$107

1 / 35

Bella Vida 4 Bedroom Townhome

Kissimmee townhouse

4 bedrooms / 3 bathrooms / Sleeps 8

$110

1 / 11

New Opening 8br/6ba pool villa from $269/nt ,Close to Disney

Kissimmee house

8 bedrooms / 6 bathrooms / Sleeps 20

$269

1 / 55

Fresh poolvilla with free WI-FI and BBQ

Kissimmee villa

4 bedrooms / 3 bathrooms / Sleeps 8

“Great stay!” When we got to the house it was very clean and felt cozy like you are in you own house. The pool was also great not to mention the kitchen was absolutely good they got everything we needed it to make a good mealfoe my family and save so

$95

1 / 63

Brand New 8br/6ba pool villa from $269/nt ,Close to Disney

Kissimmee house

8 bedrooms / 6 bathrooms / Sleeps 20

“Mrs” Me and my family really enjoyed staying at the property rental it was ever thing we need in a vaction rental.

$269

1 / 51

NEW LUXURY 6Beds at THE ENCORE HOME at REUNION

Kissimmee house

6 bedrooms / 6 bathrooms / Sleeps 12

$399

1 / 22

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

Kissimmee house

3 bedrooms / 2 bathrooms / Sleeps 8

$157

1 / 4

3BR Kissimmee Home Near Disney w/Private Pool

Kissimmee house

3 bedrooms / 2 bathrooms / Sleeps 8

$129

1 / 28

4307 BV Superior Home with Private Pool

Kissimmee house

6 bedrooms / 4 bathrooms / Sleeps 12

$146

1 / 21

Outstanding Orange Blossom Villa includes Gameroom, Jacuzzi, and WiFi

Kissimmee villa

4 bedrooms / 3 bathrooms / Sleeps 10

“It was a very comfortable and welcoming place to stay!” I stayed in this villa with my husband, our 4 children(ages 18 months to 9 years old), and my sister, and we were very happy with it! It was clean and comfortable and very reasonably priced! T

$120

1 / 58

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

Free Pool Heat and Total Privacy - The Private Retreat, Minutes from Disney

Kissimmee villa

3 bedrooms / 3 bathrooms / Sleeps 6

$100

1 / 37

Villa Out of the Blue

Kissimmee villa

5 bedrooms / 5 bathrooms / Sleeps 11

$225

1 / 19

4 bed villa with pool 3 miles from Disney World

Kissimmee villa

4 bedrooms / 2 bathrooms / Sleeps 10

“Absolutely perfect place for our family of 5!!! The house was beautiful, spacious, and clean.” Our twin 4 year old girls loved the pool and the decor in their bedrooms. Our 16 year old daughter enjoyed the privacy of her own room and the wifi. The hou

$110

1 / 13

Nottingham at Terra Verde

Kissimmee studio

Studio / 4 bathrooms / Sleeps 12

$204

1 / 22
Viewing 38 of 4,213
Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more