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

West Kissimmee Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

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

Our top choices for West Kissimmee vacation 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, (2,344 reviews)
"The cottages wonderful will book again"
United States
Cadine
$415 nightly
The price is $472
Nov 15 - Nov 16
Total with taxes and fees
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
Aerial view

2. 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
$406 nightly
The price is $455
Oct 31 - Nov 1
Total with taxes and fees
Bahama Bay Resort
A spacious lobby with modern furniture, large windows, and a high ceiling.

3. 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, (1,481 reviews)
"Nice stay"
United States
Pamela
$241 nightly
The price is $274
Nov 1 - Nov 2
Total with taxes and fees
Vacation Townhomes by IDILIQ at Encantada Resort
A wooden dock leading to a calm lake with a 'NO SWIMMING' sign, surrounded by trees and a clear sky.

4. Grand Lake Resort

Grand Lake Resort
3.0 star property
Kissimmee
9.2 out of 10, Wonderful, (276 reviews)
"Very nice room for families! Loved having the kitchen will come back to explore more next time."
United States
Leslie
$92 nightly
The price is $103
Nov 17 - Nov 18
Total with taxes and fees
Grand Lake 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, (186 reviews)
"We absolutely love coming to lifetime and grand lake resort. This is our favorite place to stay!!"
United States
Alena
$105 nightly
The price is $117
Nov 29 - Nov 30
Total with taxes and fees
Lifetime of Vacations Resort
Interior

6. Upstay: Stylish 3BR Condo w Pationear Disney

Upstay: Stylish 3BR Condo w Pationear Disney
4.0 star property
Winter Garden
10.0 out of 10, Exceptional, (1 review)
"The room was great, spacious, clean, just what we needed. All the amenities were as promised. We loved the stay."
United States
Ismael
$205 nightly
The price is $231
Nov 4 - Nov 5
Total with taxes and fees
Upstay: Stylish 3BR Condo w Pationear Disney
An aerial view of a resort with a central swimming pool, surrounded by palm trees and a variety of buildings.

7. 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, (217 reviews)
"Great property."
United States
Paula M.
$217 nightly
The price is $243
Nov 14 - Nov 15
Total with taxes and fees
Fantastic Award Winning Newly Renovated Condo 4 miles to Disney 2+2
A swimming pool area with a hot tub, lounge chairs, and palm trees.

8. 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.
$217 nightly
The price is $243
Oct 31 - Nov 1
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.

9. 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
$348 nightly
The price is $389
Oct 31 - Nov 1
Total with taxes and fees
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
A living room with a large mural of a tropical scene, a grey sofa, and two armchairs.

10. 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.
$293 nightly
The price is $327
Oct 31 - Nov 1
Total with taxes and fees
Quiet Moana Retreat in gated community– Perfect for Disney & Universal Visitors
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, (2,486 reviews)
"Excellent place to stay and CLEAN"
United States
Kristyn
$124 nightly
The price is $139
Nov 29 - Nov 30
Total with taxes and fees
The Berkley, Orlando
A multi-story building with a beige facade, balconies, and a staircase leading to an upper level.

12. 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.
$172 nightly
The price is $192
Oct 31 - Nov 1
Total with taxes and fees
Quiet. Roomy. Close to Disney. Fast Wifi Parking.
Interior

13. 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
$303 nightly
The price is $331
Oct 31 - Nov 1
Total with taxes and fees
Tropical Retreat - Resort&spa - 15 Min to Disney!
3205 Tranquil Trail 2.jpg

14. 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.
$403 nightly
The price is $445
Nov 1 - Nov 2
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.

15. 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.
$173 nightly
The price is $195
Nov 1 - Nov 2
Total with taxes and fees
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
A hotel layout with two suites, a dining room, and a living room.

16. ☆✴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.
$362 nightly
The price is $405
Oct 31 - Nov 1
Total with taxes and fees
☆✴2 miles to Disney, W/Free WaterPark, Heated Pool, Hot tub, Game Room🕹 Mickey☆
A modern living room with a sofa, two blue chairs, a coffee table, and a TV mounted on the wall.

17. 5 Min to Disney! 2BR Condo w/ King Bed, Pool, Fast WiFi & SmartTV+kitchen+washer

5 Min to Disney! 2BR Condo w/ King Bed, Pool, Fast WiFi & SmartTV+kitchen+washer
Kissimmee
7.4 out of 10, Good, (13 reviews)
"Very clean and stocked apartment. Great host. Easy communication and clear instructions. Had a wonderful and a convenient stay."
United States
Bhagyashree Sanjay
$210 nightly
The price is $235
Oct 31 - Nov 1
Total with taxes and fees
5 Min to Disney! 2BR Condo w/ King Bed, Pool, Fast WiFi & SmartTV+kitchen+washer
A hot tub area with a pool and a waterfall feature.

18. Orlando Emerald Dream House

Orlando Emerald Dream House
3.0 star property
Kissimmee
$198 nightly
The price is $225
Nov 1 - Nov 2
Total with taxes and fees
Orlando Emerald Dream House
A balcony with a view of a natural landscape, a chair, and a table.

19. Upstay Large Family Condo w Pool, Sauna

Upstay Large Family Condo w Pool, Sauna
3.5 star property
Winter Garden
$238 nightly
The price is $268
Oct 31 - Nov 1
Total with taxes and fees
Upstay Large Family Condo w Pool, Sauna
A kitchen with grey cabinets, a microwave, a toaster, and a blender on the countertop.

20. 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.
$868 nightly
The price is $971
Nov 17 - Nov 18
Total with taxes and fees
BEAUTIFULLY remodeled 3/2 condo near DISNEY and MARGARITAVILLE RESORT!⭐️⭐️⭐️⭐️⭐️
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top West Kissimmee Hotel Reviews

Price trends for vacation rentals in West Kissimmee

Less expensive
More expensive
Next month
April
December
$226
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 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.

Explore a world of travel with Expedia