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

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

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, (2,310 reviews)
"Clean property, friendly staff, close to everything!"
United States
Matthew
The price is ₹17,325
₹45,614 total
includes taxes & fees
29 Oct - 30 Oct
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
A modern living room with a glass dining table, leather sofas, and a flat-screen TV.

2. Grand Lake Resort

Grand Lake Resort
3.0 star property
Kissimmee
9.2 out of 10, Wonderful, (265 reviews)
"Place was very clean and staff was a great help very friendly and helpful."
United States
Raymond
The price is ₹7,183
₹9,023 total
includes taxes & fees
1 Nov - 2 Nov
Grand Lake Resort
A spacious lobby with modern furniture, large windows, and a high ceiling.

3. Encantada Resort Vacation Townhomes by IDILIQ

Encantada Resort Vacation Townhomes by IDILIQ
3.0 star property
Kissimmee
8.4 out of 10, Very good, (1,476 reviews)
"Nice stay"
United States
Pamela
The price is ₹7,140
₹27,208 total
includes taxes & fees
1 Nov - 2 Nov
Encantada Resort Vacation Townhomes by IDILIQ
Aerial view

4. 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 ₹20,558
₹46,866 total
includes taxes & fees
11 Oct - 12 Oct
Bahama Bay Resort
A thatched-roof gazebo with a wooden fence, surrounded by white lounge chairs on a sandy area.

5. Lifetime of Vacations Resort

Lifetime of Vacations Resort
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (183 reviews)
"We absolutely love coming to lifetime and grand lake resort. This is our favorite place to stay!!"
United States
Alena
The price is ₹6,797
₹9,359 total
includes taxes & fees
26 Oct - 27 Oct
Lifetime of Vacations Resort
Interior

6. 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 ₹8,053
₹31,638 total
includes taxes & fees
11 Oct - 12 Oct
Vista Grande - Resort&spa - 15 Min to Disney!
Interior

7. 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, (1 review)
"The unit was very clean and organized when we arrived. All the amenities and appliances that come with the unit worked amazing. The only exception was the WiFi. It was a bit slow, however this could be easily fixed and should not discourage from booking this property. Being at the pool was the highlight of staying at this property. It was clean and came with fun pool sized amenities like pool basketball and connect 4. Being in the lobby was also fun with the ping pong table and pool table. The...
United States
Nancy
The price is ₹5,962
₹22,931 total
includes taxes & fees
12 Oct - 13 Oct
Upstay: Condo Near Disney w Pool, Sauna
A spacious lobby with a grand chandelier, large windows offering a view of a pool, and a second-floor balcony with a railing.

8. The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,447 reviews)
"Clean rooms, great pool area, reasonably priced"
United States
Dean
The price is ₹13,584
₹16,371 total
includes taxes & fees
3 Nov - 4 Nov
The Berkley, Orlando
Interior

9. 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 hot tub area with a pool and a waterfall feature.

10. Orlando Emerald Dream House

Orlando Emerald Dream House
3.0 star property
Kissimmee
The price is ₹19,745
₹22,410 total
includes taxes & fees
12 Oct - 13 Oct
Orlando Emerald Dream House
Interior

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

Upstay: 3BR Family Condo w Pool & Sauna
4.0 star property
Winter Garden
Upstay: 3BR Family Condo w Pool & Sauna
Exterior

12. 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 ₹12,398
₹35,933 total
includes taxes & fees
27 Oct - 28 Oct
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

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

10/10 Excellent
"Bathrooms in each bedroom"
Darnese 2-night trip
Posted less than an hour ago
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Find out more about West Kissimmee

Holiday Rentals in West Kissimmee

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