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

West Kissimmee Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for West Kissimmee holiday 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, (2,341 reviews)
"The cottages wonderful will book again"
United States
Cadine
The price is HK$1,444
HK$3,743 total
includes taxes & fees
4 Nov - 5 Nov
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, (1,480 reviews)
"Nice stay"
United States
Pamela
The price is HK$494
HK$2,110 total
includes taxes & fees
29 Oct - 30 Oct
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 HK$1,481
HK$3,569 total
includes taxes & fees
30 Oct - 31 Oct
Bahama Bay Resort
A view of a park with a lake, benches, and trees.

4. 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 HK$630
HK$849 total
includes taxes & fees
11 Nov - 12 Nov
Lifetime of Vacations Resort
A modern living room with a glass dining table, leather sofas, and a flat-screen TV.

5. Grand Lake Resort

Grand Lake Resort
3.0 star property
Kissimmee
9.2 out of 10, Wonderful, (275 reviews)
"Very nice room for families! Loved having the kitchen will come back to explore more next time."
United States
Leslie
The price is HK$630
HK$786 total
includes taxes & fees
11 Nov - 12 Nov
Grand Lake Resort
Interior

6. Upstay: Condo Near Disney w Pool, Sauna

Upstay: Condo Near Disney w Pool, Sauna
4.0 star property
Winter Garden
10.0 out of 10, Exceptional, (2 reviews)
"We had a nice stay, the property is older, but very clean. The price was right for the 7nights, and it is 7 miles from park properties."
United States
Ben
The price is HK$541
HK$1,924 total
includes taxes & fees
2 Nov - 3 Nov
Upstay: Condo Near Disney w Pool, Sauna
A bedroom with a large bed, two bedside tables, a chandelier, and a view of the outdoors.

7. 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 HK$1,012
HK$3,052 total
includes taxes & fees
31 Oct - 1 Nov
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
Interior

8. 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 HK$653
HK$2,565 total
includes taxes & fees
29 Oct - 30 Oct
Vista Grande - Resort&spa - 15 Min to Disney!
Stunning Aerial View Of The Property Surrounded By Nature

9. 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.
The price is HK$745
HK$2,238 total
includes taxes & fees
29 Oct - 30 Oct
Family Fun Condo Pool and Sauna near Disney
A pool area with a pergola structure, lounge chairs, and a clear blue pool.

10. ☆✴2 miles to Disney, W/Free WaterPark, Heated Pool, Hot tub, Game Room🕹 Mickey☆

☆✴2 miles to Disney, W/Free WaterPark, Heated Pool, Hot tub, Game Room🕹 Mickey☆
Windsor Hills
9.8 out of 10, Exceptional, (38 reviews)
"Easy check in process. Host was very responsive."
United States
Kate W.
The price is HK$690
HK$3,192 total
includes taxes & fees
3 Nov - 4 Nov
☆✴2 miles to Disney, W/Free WaterPark, Heated Pool, Hot tub, Game Room🕹 Mickey☆
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, (2,484 reviews)
"Excellent place to stay and CLEAN"
United States
Kristyn
The price is HK$989
HK$1,201 total
includes taxes & fees
15 Nov - 16 Nov
The Berkley, Orlando
A hotel with a symmetrical facade, a central entrance, and a covered patio area.

12. 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 HK$471
HK$1,582 total
includes taxes & fees
2 Nov - 3 Nov
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
3205 Tranquil Trail 2.jpg

13. 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 swimming pool area with a hot tub, lounge chairs, and palm trees.

14. 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 HK$745
HK$1,904 total
includes taxes & fees
29 Oct - 30 Oct
Sweet Rental Deal !!! Just Few Minutes Away from Disney
A living room with a large mural of a tropical scene, a grey sofa, and two armchairs.

15. 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)
"Everything was amazing, pool was fantastic with baby gators in the pond"
Canada
Tim K.
The price is HK$633
HK$2,567 total
includes taxes & fees
29 Oct - 30 Oct
Quiet Moana Retreat in gated community– Perfect for Disney & Universal Visitors
Interior

16. Upstay Condo Near Disney w Pool & Sauna

Upstay Condo Near Disney w Pool & Sauna
3.0 star property
Winter Garden
8.0 out of 10, Very good, (1 review)
"Our room is spacious it just needs some TLC. It had water damage in the kitchen that never bother to fix the moldings, bade board and ceiling. Once you see that you cant help but notice other things"
United States
Angel
The price is HK$541
HK$1,924 total
includes taxes & fees
2 Nov - 3 Nov
Upstay Condo Near Disney w Pool & Sauna
Exterior

17. 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 HK$1,005
HK$2,912 total
includes taxes & fees
11 Nov - 12 Nov
Shake Shack Heated Pool & Hot Tub
Interior

18. 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
Tropical Retreat - Resort&spa - 15 Min to Disney!
A swimming pool with people swimming and lounging, surrounded by palm trees and a building with a tiled roof.

19. Superb Townhouse Newly Renovated 1.5 miles to Disney

Superb Townhouse Newly Renovated 1.5 miles to Disney
Kissimmee
9.8 out of 10, Exceptional, (145 reviews)
"Great spot, close to Disney parks"
United States
Sandy T.
The price is HK$471
HK$1,623 total
includes taxes & fees
2 Nov - 3 Nov
Superb Townhouse Newly Renovated 1.5 miles to Disney
A large swimming pool with lounge chairs and palm trees, surrounded by buildings with a Mediterranean architectural style.

20. Disney Days & Sunset Nights – Your Kissimmee Adventure Starts Here!

Disney Days & Sunset Nights – Your Kissimmee Adventure Starts Here!
Kissimmee
9.2 out of 10, Wonderful, (118 reviews)
"Fantastic little condo close to the Disney parks. Well maintained and looked after in a very quiet location. Would definitely recommend and come back again in the future! Thank you Rodrigo, you were great from start to finish!"
United States
Robert L.
The price is HK$600
HK$1,925 total
includes taxes & fees
3 Nov - 4 Nov
Disney Days & Sunset Nights – Your Kissimmee Adventure Starts Here!
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

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

10/10 Excellent
"Beautiful place to get away !!"
Alexander 3-night trip
Posted 5 hours ago
Margaritaville Resort Orlando with H2O Waterpark

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