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 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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, (2,430 reviews)
"Great place"
Canada
Stefanny
$144 nightly
The price is $162
Sep 29 - Sep 30
Total with taxes and fees
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
$93 nightly
The price is $105
Sep 29 - Sep 30
Total with taxes and fees
Grand Lake Resort
Aerial view

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
$419 nightly
The price is $470
Sep 29 - Sep 30
Total with taxes and fees
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
$94 nightly
The price is $105
Sep 29 - Sep 30
Total with taxes and fees
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
$264 nightly
The price is $300
Sep 29 - Sep 30
Total with taxes and fees
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.
$210 nightly
The price is $236
Sep 29 - Sep 30
Total with taxes and fees
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.
$328 nightly
The price is $369
Oct 3 - Oct 4
Total with taxes and fees
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
Exterior

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
$327 nightly
The price is $371
Oct 7 - Oct 8
Total with taxes and fees
Shake Shack Heated Pool & Hot Tub
Interior

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
$215 nightly
The price is $242
Sep 29 - Sep 30
Total with taxes and fees
Upstay: Condo Near Disney w Pool, Sauna
Interior

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
$305 nightly
The price is $313
Oct 3 - Oct 4
Total with taxes and fees
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, (2,285 reviews)
"Clean property, friendly staff, close to everything!"
United States
Matthew
$398 nightly
The price is $451
Sep 29 - Sep 30
Total with taxes and fees
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.
$245 nightly
The price is $272
Sep 29 - Sep 30
Total with taxes and fees
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.
$284 nightly
The price is $319
Sep 29 - Sep 30
Total with taxes and fees
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.
$354 nightly
The price is $398
Sep 29 - Sep 30
Total with taxes and fees
*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, (235 reviews)
"We loved this property and the management was quick to respond."
United States
Danni J.
$342 nightly
The price is $385
Oct 18 - Oct 19
Total with taxes and fees
Renovated. 5 Mi to Disney. True South Pool & Spa. Themed
3205 Tranquil Trail 2.jpg

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.
$359 nightly
The price is $397
Sep 29 - Sep 30
Total with taxes and fees
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.
$175 nightly
The price is $196
Oct 19 - Oct 20
Total with taxes and fees
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.
$438 nightly
The price is $494
Oct 10 - Oct 11
Total with taxes and fees
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.
$169 nightly
The price is $189
Sep 29 - Sep 30
Total with taxes and fees
Quiet. Roomy. Close to Disney. Fast Wifi Parking.
Interior

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
$297 nightly
The price is $325
Sep 29 - Sep 30
Total with taxes and fees
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

Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West

8/10 Good
"This was our first time here. We had a great time and look forward to coming back."
Lakieffa 2-night trip
Posted less than an hour ago
Hilton Vacation Club Aqua Sol Orlando West

Price trends for vacation rentals in West Kissimmee

Less expensive
More expensive
Next month
April
December
$212
Month
Price
January
$266
February
$250
March
$213
April
$192
May
$195
June
$209
July
$210
August
$210
September
$210
October
$212
November
$226
December
$268
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in West Kissimmee. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about West Kissimmee

Everything you need to know about West Kissimmee vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the West Kissimmee vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect West Kissimmee vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

West Kissimmee vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in West Kissimmee. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit West Kissimmee in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $105 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on West Kissimmee rentals

At Expedia, we put the best West Kissimmee vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top West Kissimmee rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream West Kissimmee vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around West Kissimmee. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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