Updating...

Enter dates for more accurate prices

Kissimmee Rentals

Filter

Kissimmee Rentals

4,215 house rentals

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

Kissimmee house

6 bedrooms / 5 bathrooms / Sleeps 12

$144

1 / 25

AMAZING 2 BEDROOM RESORT STAY

Kissimmee condo

2 bedrooms / 2 bathrooms / Sleeps 8

$156

1 / 8

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

Kissimmee house

3 bedrooms / 2 bathrooms / Sleeps 6

$99

1 / 23

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

$179

1 / 17

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

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

Kissimmee house

3 bedrooms / 2 bathrooms / Sleeps 8

$156

1 / 4

NEW LUXURY 6Beds at THE ENCORE HOME at REUNION

Kissimmee house

6 bedrooms / 6 bathrooms / Sleeps 12

$397

1 / 22

Mickey's Retreat - Kissimmee Near Disney Free WiFi

Kissimmee villa

3 bedrooms / 2 bathrooms / Sleeps 6

“Amazing, perfect holiday” we stayed here in May for 2 wks and I can not recommend it enough, lovely welcome back and visit from the owner to check all was ok, location was perfect as near to everything , we loved it so much we are booking again for

$115

1 / 52

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

Kissimmee house

8 bedrooms / 7 bathrooms / Sleeps 16

$383

1 / 18

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

$323

1 / 30

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

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

Homestead Mahogany -5br, Private Screened Pool/Spa, Grill, FREE Waterpark Access

Kissimmee house

5 bedrooms / 6 bathrooms / Sleeps 10

$422

1 / 36

Villa Out of the Blue

Kissimmee villa

5 bedrooms / 5 bathrooms / Sleeps 11

$224

1 / 19

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

$154

1 / 51

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

Kissimmee villa

3 bedrooms / 3 bathrooms / Sleeps 6

$100

1 / 37

Bella Vida 4 Bedroom Townhome

Kissimmee townhouse

4 bedrooms / 3 bathrooms / Sleeps 8

$110

1 / 11

Vacation Heaven in this beautiful 2Bed/2Bath Condo

Kissimmee condo

2 bedrooms / 2 bathrooms / Sleeps 5

$60

1 / 30

** JAN, FEB & MARCH (SPECIAL 7 Nights) ** $1100 or $1200 with POOL HEAT

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

$138

1 / 33

Luxury 4 bed villa for 15 guests

Kissimmee house

4 bedrooms / 3 bathrooms / Sleeps 15

$156

1 / 24

Bella Vida 4 bedroom Home next to Preserve

Kissimmee house

4 bedrooms / 4 bathrooms / Sleeps 10

$144

1 / 17

4307 BV Superior Home with Private Pool

Kissimmee house

6 bedrooms / 4 bathrooms / Sleeps 12

$145

1 / 21

4-bedroom house w/ private pool - great location

Kissimmee house

4 bedrooms / 3 bathrooms / Sleeps 8

$176

1 / 29

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

Luxury Lakeside Bellavida Villa 4Bed near Disney

Kissimmee villa

4 bedrooms / 4 bathrooms / Sleeps 8

“Refreshing” Just the place for a relaxing fun get away. Everything is super close so you don't waste time! Perfect

$174

1 / 24

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

Kissimmee villa

7 bedrooms / 6 bathrooms / Sleeps 18

$174

1 / 39

Kissimmee 4 Bed 2 Bath Pool Home

Kissimmee villa

4 bedrooms / 2 bathrooms / Sleeps 8

$116

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

Paradise Palms-4 bedroom Townhome-Kissimmee-PP120

Kissimmee house

4 bedrooms / 3 bathrooms / Sleeps 10

$178

1 / 33

3 Bed 2 bath Pool Home

Kissimmee house

3 bedrooms / 2 bathrooms / Sleeps 6

$90

1 / 14

Bella Vida Resort 4 Bedroom Townhome

Kissimmee townhouse

4 bedrooms / 3 bathrooms / Sleeps 8

$120

1 / 17

Encore Resort 50 - Exclusive villa with private pool and free shuttle to parks

Kissimmee house

10 bedrooms / 10 bathrooms / Sleeps 20

$578

1 / 18

Terra Verde Resort 4bdrm Townhome

Kissimmee townhouse

4 bedrooms / 3 bathrooms / Sleeps 11

$120

1 / 13

Disney condo, 3 bdrm pool view ground floor

Kissimmee villa

3 bedrooms / 2 bathrooms / Sleeps 6

$95

1 / 21

1 Bedroom Resort Condo in the Heart of Kissimmee

Kissimmee hotel apartment

1 bedroom / 1 bathroom / Sleeps 4

$149

1 / 7

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

Perfect 5BR 3BA Pool Villa, tropical garden and fenced for your privacy

Kissimmee villa

5 bedrooms / 3 bathrooms / Sleeps 10

“great time” l will rent a house we florida holiday home again we no problem we have a beautiful house we havea lot of fun from my family tank you

$109

1 / 18
Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more