Updating...

Enter dates for more accurate prices

Kissimmee Rentals

Filter

Kissimmee Rentals

4,220 house rentals

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

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

Kissimmee villa

7 bedrooms / 6 bathrooms / Sleeps 18

$175

1 / 39

Villa Out of the Blue

Kissimmee villa

5 bedrooms / 5 bathrooms / Sleeps 11

$225

1 / 19

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

Kissimmee house

3 bedrooms / 2 bathrooms / Sleeps 6

$99

1 / 23

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

Kissimmee house

3 bedrooms / 2 bathrooms / Sleeps 8

$157

1 / 4

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

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

Kissimmee 4 Bed 2 Bath Pool Home

Kissimmee villa

4 bedrooms / 2 bathrooms / Sleeps 8

$116

1 / 18

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

Vacation Heaven in this beautiful 2Bed/2Bath Condo

Kissimmee condo

2 bedrooms / 2 bathrooms / Sleeps 5

$60

1 / 30

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

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

Kissimmee villa

3 bedrooms / 3 bathrooms / Sleeps 6

$100

1 / 37

NEW LUXURY 6Beds at THE ENCORE HOME at REUNION

Kissimmee house

6 bedrooms / 6 bathrooms / Sleeps 12

$399

1 / 22

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

Kissimmee house

8 bedrooms / 7 bathrooms / Sleeps 16

$385

1 / 18

8960COCO. Lovely 4 Bedroom 3 Bath Town Home With Private Pool

Kissimmee house

4 bedrooms / 3 bathrooms / Sleeps 10

$152

1 / 33

1br - Condo in Kissimmee

Kissimmee condo

1 bedroom / 1 bathroom / Sleeps 4

$79

1 / 15

The Charming Mickey's Tree House,

Kissimmee villa

4 bedrooms / 2 bathrooms / Sleeps 9

“Awesome vacation!!” My husband and I took our 3 year old daughter and had a wonderful time. The house had everything we needed and more. We felt right at home from the time we got there until the time we went home. The pool and hot tub were perfect

$100

1 / 16

4307 BV Superior Home with Private Pool

Kissimmee house

6 bedrooms / 4 bathrooms / Sleeps 12

$146

1 / 21

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

$180

1 / 17

Luxurious 6 bed 7 bath pool home with spa!!

Kissimmee house

6 bedrooms / 7 bathrooms / Sleeps 12

$219

1 / 47

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

Holiday Inn Club Vacations At Orange Lake Resort, Near Disny, 3/25to4/1 $140/Day

Kissimmee condo

2 bedrooms / 2 bathrooms / Sleeps 7

$14

1 / 5

Bella Vida 4 Bedroom Townhome

Kissimmee townhouse

4 bedrooms / 3 bathrooms / Sleeps 8

$110

1 / 11

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

Venetian Bay Townhome #103

Kissimmee house

3 bedrooms / 2 bathrooms / Sleeps 6

$90

1 / 18

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

$99

1 / 30

Magic Mirror at Seven Dwarfs

Kissimmee studio

Studio / 3 bathrooms / Sleeps 10

$134

1 / 23

Encore Resort 171 - private pool, free shuttle to parks and waterpark access

Kissimmee house

6 bedrooms / 6 bathrooms / Sleeps 12

$315

1 / 18

Nottingham at Terra Verde

Kissimmee studio

Studio / 4 bathrooms / Sleeps 12

$204

1 / 22

Encore Resort 20 - Exclusive villa with private pool and free shuttle to parks

Kissimmee house

10 bedrooms / 10 bathrooms / Sleeps 20

$582

1 / 18

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

Kissimmee villa

3 bedrooms / 2 bathrooms / Sleeps 8

$85

1 / 15

Sunburst Villa

Kissimmee villa

5 bedrooms / 5 bathrooms / Sleeps 10

“Excellent” What a gorgeous property! We have stayed at a number of houses around Kissimmee over the last few years, and this one is one that we definitely will look at renting again. The pool was perfect and private, the house was tastefully decor

$175

1 / 110

Luxury 2 miles from Disney w/Princess Rm, Pool/Spa

Kissimmee house

6 bedrooms / 4 bathrooms / Sleeps 12

“Great place” The location is perfect. The owners were easy to work with. I feel they red to find a better. Leaning company. Not as clean as I would have liked. Overall it was a great place to stay.

$175

1 / 18

London at Windsor Palms

Kissimmee apartment

3 bedrooms / 2 bathrooms / Sleeps 8

$114

1 / 23

Roughtallys Villa

Kissimmee villa

7 bedrooms / 4 bathrooms / Sleeps 14

“HOME away from HOME” This property has everything you need for your stay just take your clothes. Property is spacious and well kept. I highly recommend it.

$210

1 / 59

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 y

$85

1 / 26

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