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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

Compare 1239 Vacation Homes in West Kissimmee with updated reviews, rates, and availability.

The Berkley, Orlando
Lobby sitting area

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1717)
"Love the spacious units and cleanliness of the property. "
The price is AED 663
AED 788 total
includes taxes & fees
24 Apr - 25 Apr
The Berkley, Orlando
Formosa Valley Resort by UNE Homes
Private pool

Formosa Valley Resort by UNE Homes

4.0 star property
9.4 out of 10, Exceptional, (144)
"Very beautiful home, lots of space"
Formosa Valley Resort by UNE Homes
Pandora's Paradise 3-bedroom townhome with water park and 10 minutes from Disney
Exterior

Pandora's Paradise 3-bedroom townhome with water park and 10 minutes from Disney

10.0 out of 10, Exceptional, (53)
"We had a great time at your house for the past 5 days. We loved the location, the great pool and access to all things in Orlando. The house is super clean and the showers and beds were very comfy. We wished we could have stayed longer."
Pandora's Paradise 3-bedroom townhome with water park and 10 minutes from Disney
Encore Resort
Outdoor pool

Encore Resort

4.0 star property
6.4 out of 10, (114)
"It was a very nice home. My family had a great time"
Encore Resort
Disney Themed Estate|Pool +Spa|Movie & Game Room
Terrace/patio

Disney Themed Estate|Pool +Spa|Movie & Game Room

9.8 out of 10, Exceptional, (187)
"children were excited about themed rooms. The game room was a big hit!"
Disney Themed Estate|Pool +Spa|Movie & Game Room
Kissimmee Maingate Area Pool Homes by SVV
Outdoor pool

Kissimmee Maingate Area Pool Homes by SVV

3.5 star property
8.6 out of 10, Excellent, (343)
"The inside of the house was beautiful. What I would recommend is anyone that rents should know that the essentials are not included such as salt pepper, toilet paper, paper towels. There were no dish towels no potholders no dish rack and no dish basin. The outside of the property could’ve used some TLC. The flower beds and the shrubs and trees could have been trimmed for a nicer appearance."
Kissimmee Maingate Area Pool Homes by SVV
6BR Disney Home with 2 Master Suites, Pool & Hot Tub
Outdoor pool, a heated pool

6BR Disney Home with 2 Master Suites, Pool & Hot Tub

9.6 out of 10, Exceptional, (40)
"House worked out great, allHad a comfortable place to sleep. Hot tub was relaxing after a long day."
6BR Disney Home with 2 Master Suites, Pool & Hot Tub
Private fenced in Pool - Free wifi - Indian creek 3 miles to Disney
Fridge, microwave, oven, stovetop

Private fenced in Pool - Free wifi - Indian creek 3 miles to Disney

9.8 out of 10, Exceptional, (81)
"Everything is super convenient. Looking forward to our return in 2026. "
Private fenced in Pool - Free wifi - Indian creek 3 miles to Disney
Near Disney - 2 Master King, Pool, Hot Tub, Games, Deck Overlooking Lake!
A heated pool

Near Disney - 2 Master King, Pool, Hot Tub, Games, Deck Overlooking Lake!

10.0 out of 10, Exceptional, (76)
"We booked this because of the proximity to Disney. The many amenities were a very NICE bonus! We used the hot tub nightly. It was great for sore muscles from hours of walking! The temps were a little chilly for the pool, but some of the teens did venture in there. The game room was nice after traveling HOURS to get to Orlando! We would definitely stay again if we came here."
Near Disney - 2 Master King, Pool, Hot Tub, Games, Deck Overlooking Lake!
Luxury Pool Home Steps to Disney, 2 Master Suites, Gated, Game Rm, BBQ Free WiFi
Outdoor pool, a heated pool

Luxury Pool Home Steps to Disney, 2 Master Suites, Gated, Game Rm, BBQ Free WiFi

10.0 out of 10, Exceptional, (115)
"House was very clean and comfortable. Very close to Disney so easy to meet with our family each day. Nice pool and bonus -lovely neighbor!"
Luxury Pool Home Steps to Disney, 2 Master Suites, Gated, Game Rm, BBQ Free WiFi
Luxurious Themed Home 5 Mi to Animal Kingdom with Salt Water Pool & Game Rooms
Fridge, microwave, oven, stovetop

Luxurious Themed Home 5 Mi to Animal Kingdom with Salt Water Pool & Game Rooms

10.0 out of 10, Exceptional, (31)
"Everything was great. Had a lot of fun and would come back without hesitation. Thanks again!"
Luxurious Themed Home 5 Mi to Animal Kingdom with Salt Water Pool & Game Rooms
Villa The Dreamers , ultra modern villa , 3 miles from Disney , pool
Outdoor pool, a heated pool

Villa The Dreamers , ultra modern villa , 3 miles from Disney , pool

9.6 out of 10, Exceptional, (182)
"House was clean and pool area was nice. Good location to the parks. "
Villa The Dreamers , ultra modern villa , 3 miles from Disney , pool
TOP REVIEWED HOME! Only 3 MILES to Disney, South Pool in Emerald Island Resort
A heated pool

TOP REVIEWED HOME! Only 3 MILES to Disney, South Pool in Emerald Island Resort

10.0 out of 10, Exceptional, (164)
"House is spacious, clean, comfortable in a nice gated.community. The host, Anthony, was easily accessible and responsive to our queries. The house made our stay in Orlando a fun and memorable experience. - Family of 11 including 2 grandchildren from Winnipeg, Canadaand responsive"
TOP REVIEWED HOME! Only 3 MILES to Disney, South Pool in Emerald Island Resort
Family Villa Near Disney| Pool| Spa| Theater|Games
Outdoor pool, a heated pool

Family Villa Near Disney| Pool| Spa| Theater|Games

10.0 out of 10, Exceptional, (22)
"Nice home close to Disney."
The price is AED 1,763
AED 3,654 total
includes taxes & fees
15 Apr - 16 Apr
Family Villa Near Disney| Pool| Spa| Theater|Games
Welcome to The Legend, Private pool/spa, Wifi, Only 3 miles Disney
Fridge, microwave, oven, stovetop

Welcome to The Legend, Private pool/spa, Wifi, Only 3 miles Disney

10.0 out of 10, Exceptional, (87)
"Excellent experience "
Welcome to The Legend, Private pool/spa, Wifi, Only 3 miles Disney
Private Pool Spa- Luxury Home 7 bedrooms Disney
Fridge, microwave, oven, stovetop

Private Pool Spa- Luxury Home 7 bedrooms Disney

Private Pool Spa- Luxury Home 7 bedrooms Disney
Luxury 8 Bedroom Villa, Good for 18 to 20, Pool/Spa
A heated pool

Luxury 8 Bedroom Villa, Good for 18 to 20, Pool/Spa

8.2 out of 10, Very Good, (140)
"Overall this home met our needs for an 8 guy golf trip. Home is a bit dated (furniture, cupboards etc) but wasn’t a deal breaker. There was a list of things that needed maintenance or updating that I let the host know about. He acknowledged it and said he would advise the property manager. Pool and hot tub were great. Our host was very good at responding. "
Luxury 8 Bedroom Villa, Good for 18 to 20, Pool/Spa
Welcome to the Story Villa , 3 miles from Disney World, wifi , pool/spa
Fridge, microwave, oven, stovetop

Welcome to the Story Villa , 3 miles from Disney World, wifi , pool/spa

9.6 out of 10, Exceptional, (156)
"We stayed just for 3 days of Disney - how can anyone do more than that - and this place was perfect. Location, space , cleanliness, etc could not be much better "
Welcome to the Story Villa , 3 miles from Disney World, wifi , pool/spa
☼ 6 BR *SOUTH FACING* SALT WATER POOL! ☼ BBQ & NO REAR NEIGHBORS! ★ ★
A heated pool

☼ 6 BR *SOUTH FACING* SALT WATER POOL! ☼ BBQ & NO REAR NEIGHBORS! ★ ★

9.8 out of 10, Exceptional, (68)
"Having stayed at several homes in Windsor Hills we were familiar with what to expect. Clean and comfortable. Good value with some nice touches.One suggestion-/need more than 3 teaspoons in the kitchen. "
☼ 6 BR *SOUTH FACING* SALT WATER POOL! ☼ BBQ & NO REAR NEIGHBORS! ★ ★
Disney theme rooms,Splashpad, Movie Theater, Private Pool
Outdoor pool, a heated pool

Disney theme rooms,Splashpad, Movie Theater, Private Pool

10.0 out of 10, Exceptional, (213)
"House is so spacious and perfect. Close to parks. "
Disney theme rooms,Splashpad, Movie Theater, Private Pool
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in West Kissimmee

Summer Bay Orlando by Exploria Resorts
5 outdoor pools

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5282)
"Nice Property with lots of activities available"
The price is AED 431
AED 601 total
includes taxes & fees
13 Apr - 14 Apr
Summer Bay Orlando by Exploria Resorts
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Interior

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1293)
"We stayed in a villa and it was very clean, comfy and felt just like home. The only disadvantage is that it is about a mile away from the main pool and amenities so we did need to use our car to get around. Overall, Beautiful place and great for a family getaway! We really enjoyed sunset walk as they had lots of kids activities and plenty for the adults as well. We will stay again! "
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
The Berkley, Orlando
Lobby sitting area

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1717)
"Love the spacious units and cleanliness of the property. "
The price is AED 663
AED 788 total
includes taxes & fees
24 Apr - 25 Apr
The Berkley, Orlando
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.