A restaurant and bar with a distinctive tower and palm trees.

West Kissimmee Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for West Kissimmee vacation rentals

An aerial view of a resort with multiple swimming pools, a large central pool, and surrounding greenery.

1. Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
4.0 star property
Kissimmee
9.0 out of 10, Wonderful, (2,361 reviews)
"Amazing stay, staff was so nice and the property was beautiful! Definitely will be visiting again!"
United States
Ashley
The price is ￥29,953
￥76,509 total
includes taxes & fees
Nov 9 - Nov 10
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
A spacious lobby with modern furniture, large windows, and a high ceiling.

2. Vacation Townhomes by IDILIQ at Encantada Resort

Vacation Townhomes by IDILIQ at Encantada Resort
3.0 star property
Kissimmee
8.4 out of 10, Very good, (1,483 reviews)
"Nice stay"
United States
Pamela
The price is ￥9,824
￥42,449 total
includes taxes & fees
Nov 10 - Nov 11
Vacation Townhomes by IDILIQ at Encantada Resort
Aerial view

3. Bahama Bay Resort

Bahama Bay Resort
3.5 star property
Bahama Bay
8.6 out of 10, Excellent, (2,101 reviews)
"Had a wonderful stay at Bahama Bay Resort. The property was clean, comfortable, and had everything we needed for a relaxing stay. The resort itself was beautiful and peaceful, and the location was convenient. Everything went smoothly from check-in to check-out. Would definitely stay here again!"
United States
Kavya
The price is ￥30,649
￥73,001 total
includes taxes & fees
Dec 8 - Dec 9
Bahama Bay Resort
A modern living room with a glass dining table, leather sofas, and a flat-screen TV.

4. Grand Lake Resort

Grand Lake Resort
3.0 star property
Kissimmee
9.2 out of 10, Wonderful, (286 reviews)
"Clean rooms and great parking."
United States
Rose
The price is ￥10,499
￥13,333 total
includes taxes & fees
Dec 2 - Dec 3
Grand Lake Resort
A view of a park with a lake, benches, and trees.

5. Lifetime of Vacations Resort

Lifetime of Vacations Resort
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (186 reviews)
"We absolutely love coming to lifetime and grand lake resort. This is our favorite place to stay!!"
United States
Alena
The price is ￥11,665
￥15,934 total
includes taxes & fees
Nov 29 - Nov 30
Lifetime of Vacations Resort
Interior

6. Upstay: Stylish 3BR Condo w Pationear Disney

Upstay: Stylish 3BR Condo w Pationear Disney
4.0 star property
Winter Garden
10.0 out of 10, Exceptional, (1 review)
"The room was great, spacious, clean, just what we needed. All the amenities were as promised. We loved the stay."
United States
Ismael
The price is ￥9,531
￥37,288 total
includes taxes & fees
Nov 30 - Dec 1
Upstay: Stylish 3BR Condo w Pationear Disney
Interior

7. Vista Grande - Resort&spa - 15 Min to Disney!

Vista Grande - Resort&spa - 15 Min to Disney!
3.0 star property
Bahama Bay
9.4 out of 10, Exceptional, (3 reviews)
"Condo was clean and comfortable, location and amenities were nice. "
United States
Jessica
The price is ￥9,071
￥46,965 total
includes taxes & fees
Nov 11 - Nov 12
Vista Grande - Resort&spa - 15 Min to Disney!
An aerial view of a resort with a central swimming pool, surrounded by palm trees and a variety of buildings.

8. Fantastic Award Winning Newly Renovated Condo 4 miles to Disney 2+2

Fantastic Award Winning Newly Renovated Condo 4 miles to Disney 2+2
Kissimmee
9.6 out of 10, Exceptional, (220 reviews)
"Great property."
United States
Paula M.
The price is ￥12,678
￥36,540 total
includes taxes & fees
Dec 7 - Dec 8
Fantastic Award Winning Newly Renovated Condo 4 miles to Disney 2+2
A swimming pool area with a hot tub, lounge chairs, and palm trees.

9. Sweet Rental Deal !!! Just Few Minutes Away from Disney

Sweet Rental Deal !!! Just Few Minutes Away from Disney
Grand Palms
9.4 out of 10, Exceptional, (140 reviews)
"Great value for the location. Easy access to Sunset Walk, Disney Parks, Target, etc. Easy for Ubering as well. Excellent host, highly recommend. "
United States
Kellie G.
The price is ￥14,962
￥36,640 total
includes taxes & fees
Nov 20 - Nov 21
Sweet Rental Deal !!! Just Few Minutes Away from Disney
A hotel with a symmetrical facade, a central entrance, and a covered patio area.

10. Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney

Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
Kissimmee
9.2 out of 10, Wonderful, (177 reviews)
"Nicely kept and very roomy. "
United States
Sheila M.
The price is ￥9,509
￥30,840 total
includes taxes & fees
Nov 8 - Nov 9
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
A spacious lobby with a grand chandelier, large windows offering a view of a pool, and a second-floor balcony with a railing.

11. The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,500 reviews)
"Excellent place to stay and CLEAN"
United States
Kristyn
The price is ￥19,503
￥23,724 total
includes taxes & fees
Dec 8 - Dec 9
The Berkley, Orlando
Stunning Aerial View Of The Property Surrounded By Nature

12. Family Fun Condo Pool and Sauna near Disney

Family Fun Condo Pool and Sauna near Disney
Winter Garden
9.6 out of 10, Exceptional, (5 reviews)
"Clean, nicely appointed apartment close to Disney. Great pet friendly location. Will stay again. Highly recommend! "
United States
John and Dawn R.
Family Fun Condo Pool and Sauna near Disney
A bedroom with a large bed, two bedside tables, a chandelier, and a view of the outdoors.

13. ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!

ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
Kissimmee
9.6 out of 10, Exceptional, (138 reviews)
"We liked everything"
United States
Jacklyn
The price is ￥20,444
￥58,802 total
includes taxes & fees
Nov 8 - Nov 9
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
A modern living room with a sofa, chairs, a coffee table, and a TV mounted on the wall.

14. 3 Bedrooms/ 3 Baths/ The Hub At Westside (3205TT)

3 Bedrooms/ 3 Baths/ The Hub At Westside (3205TT)
Kissimmee
9.8 out of 10, Exceptional, (34 reviews)
"Yes we were in great condition, thanks again for the stay."
United States
Ernestine M.
3 Bedrooms/ 3 Baths/ The Hub At Westside (3205TT)
A hot tub area with a pool and a waterfall feature.

15. Orlando Emerald Dream House

Orlando Emerald Dream House
3.0 star property
Kissimmee
The price is ￥30,238
￥34,319 total
includes taxes & fees
Nov 9 - Nov 10
Orlando Emerald Dream House
Interior

16. Upstay: 3BR Family Condo w Pool & Sauna

Upstay: 3BR Family Condo w Pool & Sauna
4.0 star property
Winter Garden
The price is ￥10,907
￥38,837 total
includes taxes & fees
Nov 29 - Nov 30
Upstay: 3BR Family Condo w Pool & Sauna
Interior

17. Tropical Retreat - Resort&spa - 15 Min to Disney!

Tropical Retreat - Resort&spa - 15 Min to Disney!
4.0 star property
Bahama Bay
10.0 out of 10, Exceptional, (2 reviews)
"Schone kamers en iedereen is zeer vriendelijk!"
Netherlands
Rowan
The price is ￥9,071
￥50,220 total
includes taxes & fees
Nov 8 - Nov 9
Tropical Retreat - Resort&spa - 15 Min to Disney!
A living room with a large mural of a tropical scene, a grey sofa, and two armchairs.

18. Quiet Moana Retreat in gated community– Perfect for Disney & Universal Visitors

Quiet Moana Retreat in gated community– Perfect for Disney & Universal Visitors
Kissimmee
10.0 out of 10, Exceptional, (33 reviews)
"This was our second year in a row at this property. Enough said. "
United States
Wayne M.
The price is ￥19,493
￥57,723 total
includes taxes & fees
Dec 8 - Dec 9
Quiet Moana Retreat in gated community– Perfect for Disney & Universal Visitors
A covered outdoor area with a pool, a table with chairs, and a glass of water.

19. ASD Friendly Home near Disney World

ASD Friendly Home near Disney World
Kissimmee
9.8 out of 10, Exceptional, (22 reviews)
"We really enjoyed our stay… although it was only one night we will for sure be back! Thank you so much for a great A stay! "
United States
Amanda W.
The price is ￥25,357
￥49,356 total
includes taxes & fees
Nov 16 - Nov 17
ASD Friendly Home near Disney World
Exterior

20. Shake Shack Heated Pool & Hot Tub

Shake Shack Heated Pool & Hot Tub
3.5 star property
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"We had a great time. The location was amazing and the convenience of a home is unmeasurable. Cheers! "
United States
Keith
The price is ￥21,026
￥59,659 total
includes taxes & fees
Nov 11 - Nov 12
Shake Shack Heated Pool & Hot Tub
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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Top West Kissimmee Hotel Reviews

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent
"We were very very pleased with our 2 bedroom suite. Very clean and well maintained suite as it may have been recently updated. The mattresses/beds were terrific! The beds are always a worry when staying somewhere, but we were very happy with the thick mattresses. Also I was so happy to see vinyl flooring and no carpet throughout. We wish we could have stayed longer than just 1 night. We definitely will make this our first choice for our next Orlando trip."
Joy 1-night trip
Posted 1 hour ago
Holiday Inn Club Vacations at Orange Lake Resort by IHG

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