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
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for West Kissimmee holiday rentals

A spacious lobby with a grand chandelier, large windows offering a view of a pool, and a second-floor balcony with a railing.

1. The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,427 reviews)
"Great place"
Canada
Stefanny
The price is HK$1,122
HK$1,351 total
includes taxes & fees
1 Oct - 2 Oct
The Berkley, Orlando
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, (254 reviews)
"I enjoyed my stay at this hotel and the pool was clean and refreshing"
United States
LeeAnna
The price is HK$582
HK$732 total
includes taxes & fees
29 Sept - 30 Sept
Grand Lake Resort

3. Bahama Bay Resort

Bahama Bay Resort
3.5 star property
Bahama Bay
8.6 out of 10, Excellent, (2,100 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$1,574
HK$3,683 total
includes taxes & fees
29 Sept - 30 Sept
Bahama Bay Resort
A thatched-roof gazebo with a wooden fence, surrounded by white lounge chairs on a sandy area.

4. Lifetime of Vacations Resort

Lifetime of Vacations Resort
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (182 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$541
HK$747 total
includes taxes & fees
29 Sept - 30 Sept
Lifetime of Vacations Resort
A spacious lobby with modern furniture, large windows, and a high ceiling.

5. Encantada Resort Vacation Townhomes by IDILIQ

Encantada Resort Vacation Townhomes by IDILIQ
3.0 star property
Kissimmee
8.4 out of 10, Very good, (1,471 reviews)
"Nice stay"
United States
Pamela
The price is HK$687
HK$2,328 total
includes taxes & fees
29 Sept - 30 Sept
Encantada Resort Vacation Townhomes by IDILIQ
A swimming pool area with a hot tub, lounge chairs, and palm trees.

6. 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)
"I was a bit thrown off when I didn't receive any check in information on day of arrival. Call to Ms. Maria and communication with VRBO, everything was settled. The townhouse is a little out dated but enough space for my family. Good location and easy to get around. If in the area again, I would book."
United States
Cometrist P.
The price is HK$745
HK$1,848 total
includes taxes & fees
29 Sept - 30 Sept
Sweet Rental Deal !!! Just Few Minutes Away from Disney
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, (134 reviews)
"The condo was exactly as described. Well equipped, comfortable beds and great location."
United States
Scott F.
The price is HK$1,012
HK$2,895 total
includes taxes & fees
3 Oct - 4 Oct
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!

8. 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
7 Oct - 8 Oct
Shake Shack Heated Pool & Hot Tub

9. 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 HK$541
HK$1,924 total
includes taxes & fees
29 Sept - 30 Sept
Upstay: Condo Near Disney w Pool, Sauna

10. 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$546
HK$2,445 total
includes taxes & fees
3 Oct - 4 Oct
Vista Grande - Resort&spa - 15 Min to Disney!
An aerial view of a resort with multiple swimming pools, a large central pool, and surrounding greenery.

11. 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, (2,283 reviews)
"Clean property, friendly staff, close to everything!"
United States
Matthew
The price is HK$1,561
HK$3,876 total
includes taxes & fees
29 Sept - 30 Sept
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
An aerial view of a residential property with a large swimming pool, multiple houses, and a well-maintained garden.

12. Tropical Resort Condo Near Disney: Pools, Spa & Family Fun

Tropical Resort Condo Near Disney: Pools, Spa & Family Fun
Bahama Bay
9.6 out of 10, Exceptional, (139 reviews)
"Was a simple and excellent stay"
United States
Nathan M.
The price is HK$635
HK$2,134 total
includes taxes & fees
29 Sept - 30 Sept
Tropical Resort Condo Near Disney: Pools, Spa & Family Fun
A kitchen with grey cabinets, a microwave, a toaster, and a blender on the countertop.

13. BEAUTIFULLY remodeled 3/2 condo near DISNEY and MARGARITAVILLE RESORT!⭐️⭐️⭐️⭐️⭐️

BEAUTIFULLY remodeled 3/2 condo near DISNEY and MARGARITAVILLE RESORT!⭐️⭐️⭐️⭐️⭐️
Kissimmee
10.0 out of 10, Exceptional, (13 reviews)
"Home was clean, loved the wine when we arrived late and easy access"
United States
Denis B.
The price is HK$805
HK$2,503 total
includes taxes & fees
29 Sept - 30 Sept
BEAUTIFULLY remodeled 3/2 condo near DISNEY and MARGARITAVILLE RESORT!⭐️⭐️⭐️⭐️⭐️
A spacious living room with a large flat-screen TV, a glass coffee table, and a comfortable sofa. A kitchen with modern appliances is visible in the background.

14. *Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works

*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
Kissimmee
9.6 out of 10, Exceptional, (158 reviews)
"It was a great stay. Easy check-in and check-out along with the cleanliness and location of the house made this a very pleasant stay!"
United States
bryan s.
The price is HK$1,081
HK$3,122 total
includes taxes & fees
29 Sept - 30 Sept
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
A living room with a brown leather couch, a wooden coffee table, and a flat-screen TV.

15. Renovated. 5 Mi to Disney. True South Pool & Spa. Themed

Renovated. 5 Mi to Disney. True South Pool & Spa. Themed
Kissimmee
10.0 out of 10, Exceptional, (234 reviews)
"We came back for another family trip & love working with these hosts, the house & location to disney. A few things came up and communication with host was great. Can’t beat location to restaurants, Walmart & disney! Would stay again!!"
United States
Lindsay T.
The price is HK$1,020
HK$3,022 total
includes taxes & fees
18 Oct - 19 Oct
Renovated. 5 Mi to Disney. True South Pool & Spa. Themed

16. 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.
The price is HK$707
HK$3,162 total
includes taxes & fees
29 Sept - 30 Sept
3 Bedrooms/ 3 Baths/ The Hub At Westside (3205TT)
A hotel with a symmetrical facade, a central entrance, and a covered patio area.

17. 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, (172 reviews)
"Nicely kept and very roomy. "
United States
Sheila M.
The price is HK$431
HK$1,537 total
includes taxes & fees
19 Oct - 20 Oct
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
A spacious living room with two white sofas, a coffee table, and a view of a swimming pool through large arched windows.

18. Lazy days vacation

Lazy days vacation
Lindfields
9.8 out of 10, Exceptional, (24 reviews)
"Very nice house with large heated pool. Host was very easy to communicate with and responsive."
United States
andrew a.
The price is HK$1,663
HK$3,888 total
includes taxes & fees
10 Oct - 11 Oct
Lazy days vacation
A multi-story building with a beige facade, balconies, and a staircase leading to an upper level.

19. Quiet. Roomy. Close to Disney. Fast Wifi Parking.

Quiet. Roomy. Close to Disney. Fast Wifi Parking.
Grand Palms
9.4 out of 10, Exceptional, (9 reviews)
"Great stay! Very quiet and bigger than I expected... rooms where on the opposite side of the house, so that was super nice! It's super close to everything!! I will definitely stay again!"
United States
Sheri J.
The price is HK$550
HK$1,484 total
includes taxes & fees
29 Sept - 30 Sept
Quiet. Roomy. Close to Disney. Fast Wifi Parking.

20. 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 HK$496
HK$2,550 total
includes taxes & fees
29 Sept - 30 Sept
Tropical Retreat - Resort&spa - 15 Min to Disney!
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

Embassy Suites By Hilton Orlando Sunset Walk

Embassy Suites By Hilton Orlando Sunset Walk

10/10 Excellent
"We really enjoyed our stay and were very happy with everything. The room was excellent, very clean, and in very good condition. The staff provided excellent service, and the breakfast was absolutely delicious. We loved it!"
Jessica 2-night trip
Posted 2 hours ago
Embassy Suites By Hilton Orlando Sunset Walk

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