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

Our top choices for West Kissimmee vacation 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, (2,424 reviews)
"Great place"
Canada
Stefanny
The price is ￥18,274
￥22,329 total
includes taxes & fees
Oct 1 - Oct 2
The Berkley, Orlando
An aerial view of a resort with a central swimming pool, surrounded by palm trees and a variety of buildings.

2. 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, (214 reviews)
"Great property."
United States
Paula M.
The price is ￥10,225
￥32,335 total
includes taxes & fees
Sep 26 - Sep 27
Fantastic Award Winning Newly Renovated Condo 4 miles to Disney 2+2
A modern living room with a glass dining table, leather sofas, and a flat-screen TV.

3. 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 ￥11,218
￥14,151 total
includes taxes & fees
Sep 24 - Sep 25
Grand Lake Resort

4. 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 ￥10,755
￥38,491 total
includes taxes & fees
Oct 20 - Oct 21
Upstay: Condo Near Disney w Pool, Sauna
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, (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 ￥10,455
￥14,542 total
includes taxes & fees
Sep 24 - Sep 25
Lifetime of Vacations Resort

6. 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 ￥9,942
￥51,150 total
includes taxes & fees
Sep 26 - Sep 27
Tropical Retreat - Resort&spa - 15 Min to Disney!
A spacious lobby with modern furniture, large windows, and a high ceiling.

7. 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 ￥15,031
￥48,155 total
includes taxes & fees
Sep 29 - Sep 30
Encantada Resort Vacation Townhomes by IDILIQ
A hotel with a symmetrical facade, a central entrance, and a covered patio area.

8. 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 ￥7,866
￥29,929 total
includes taxes & fees
Sep 29 - Sep 30
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
An aerial view of a residential property with a large swimming pool, multiple houses, and a well-maintained garden.

9. 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 ￥12,742
￥44,204 total
includes taxes & fees
Sep 24 - Sep 25
Tropical Resort Condo Near Disney: Pools, Spa & Family Fun
A multi-story building with a beige facade, balconies, and a staircase leading to an upper level.

10. 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 ￥11,029
￥29,771 total
includes taxes & fees
Sep 24 - Sep 25
Quiet. Roomy. Close to Disney. Fast Wifi Parking.
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, (2,274 reviews)
"nice place to stay!"
United States
Victor
The price is ￥31,305
￥77,730 total
includes taxes & fees
Oct 21 - Oct 22
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
A dining area with a chandelier, a framed picture on the wall, and a view into another room.

12. Lovely apartment, near Disney, Fits 8 people

Lovely apartment, near Disney, Fits 8 people
Grand Palms
9.6 out of 10, Exceptional, (7 reviews)
"Great location to everything you need and Disney stuff, very quiet neighborhood and place was very clean and spacious and the rate was very affordable. "
United States
Michele S.
The price is ￥13,450
￥43,565 total
includes taxes & fees
Sep 26 - Sep 27
Lovely apartment, near Disney, Fits 8 people
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 ￥16,140
￥52,551 total
includes taxes & fees
Sep 27 - Sep 28
BEAUTIFULLY remodeled 3/2 condo near DISNEY and MARGARITAVILLE RESORT!⭐️⭐️⭐️⭐️⭐️
A spacious lobby with leather sofas, a central coffee table, and large windows offering a view of greenery outside.

14. Modern 3BR Resort Condo With Pool Near Disney

Modern 3BR Resort Condo With Pool Near Disney
4.0 star property
Winter Garden
The price is ￥10,528
￥38,212 total
includes taxes & fees
Sep 24 - Sep 25
Modern 3BR Resort Condo With Pool Near Disney
A swimming pool area with a hot tub, lounge chairs, and palm trees.

15. 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 ￥14,944
￥38,171 total
includes taxes & fees
Sep 24 - Sep 25
Sweet Rental Deal !!! Just Few Minutes Away from Disney

16. 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 ￥14,001
￥43,330 total
includes taxes & fees
Sep 24 - Sep 25
Family Fun Condo Pool and Sauna near Disney

17. 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 with a central fountain, surrounded by palm trees and lounge chairs.

18. 1st Floor • Free Parking • No Resort Fees • 14 minutes to Disney • 5 min shops

1st Floor • Free Parking • No Resort Fees • 14 minutes to Disney • 5 min shops
Kissimmee
10.0 out of 10, Exceptional, (6 reviews)
The price is ￥10,618
￥45,023 total
includes taxes & fees
Oct 21 - Oct 22
1st Floor • Free Parking • No Resort Fees • 14 minutes to Disney • 5 min shops
A beach with thatched umbrellas, blue lounge chairs, and a sandy area.

19. Andy's Hideaway at Bahama Bay | Sage Vacations

Andy's Hideaway at Bahama Bay | Sage Vacations
Bahama Bay
9.0 out of 10, Wonderful, (17 reviews)
"It was so convenient to Disney and it was fun"
United States
Melissa R.
The price is ￥11,243
￥48,157 total
includes taxes & fees
Sep 24 - Sep 25
Andy's Hideaway at Bahama Bay | Sage Vacations
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, (116 reviews)
"Clean nice area close to D.W."
United States
Vern L.
The price is ￥13,462
￥39,295 total
includes taxes & fees
Oct 3 - Oct 4
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

Summer Bay Orlando MOD Collection by Sonesta

Summer Bay Orlando MOD Collection by Sonesta

10/10 Excellent
"😍"
David 9-night trip
Posted 2 hours ago
Summer Bay Orlando MOD Collection by Sonesta

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