West Kissimmee Vacation Rentals

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Our top choices for West Kissimmee vacation rentals

1. The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,502 reviews)
"Excellent place to stay and CLEAN"
United States
Kristyn
The price is CA $178
CA $217 total
includes taxes & fees
Nov 29 - Nov 30
The Berkley, Orlando

2. 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, (1,483 reviews)
"Nice stay"
United States
Pamela
The price is CA $101
CA $394 total
includes taxes & fees
Nov 10 - Nov 11
Vacation Townhomes by IDILIQ at Encantada Resort

3. 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
The price is CA $77
CA $324 total
includes taxes & fees
Nov 30 - Dec 1
Upstay: Stylish 3BR Condo w Pationear Disney

4. 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, (220 reviews)
"Great property."
United States
Paula M.
The price is CA $113
CA $351 total
includes taxes & fees
Dec 7 - Dec 8
Fantastic Award Winning Newly Renovated Condo 4 miles to Disney 2+2

5. 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 CA $81
CA $451 total
includes taxes & fees
Nov 14 - Nov 15
Tropical Retreat - Resort&spa - 15 Min to Disney!

6. 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.
The price is CA $99
CA $294 total
includes taxes & fees
Nov 15 - Nov 16
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney

7. Grand Lake Resort

Grand Lake Resort
3.0 star property
Kissimmee
9.2 out of 10, Wonderful, (289 reviews)
"Clean rooms and great parking."
United States
Rose
The price is CA $108
CA $135 total
includes taxes & fees
Nov 30 - Dec 1
Grand Lake Resort

8. Lifetime of Vacations Resort

Lifetime of Vacations Resort
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (187 reviews)
"We absolutely love coming to lifetime and grand lake resort. This is our favorite place to stay!!"
United States
Alena
The price is CA $104
CA $142 total
includes taxes & fees
Nov 29 - Nov 30
Lifetime of Vacations Resort

9. 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 CA $95
CA $325 total
includes taxes & fees
Nov 10 - Nov 11
Family Fun Condo Pool and Sauna near Disney

10. 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.
The price is CA $134
CA $326 total
includes taxes & fees
Nov 10 - Nov 11
Sweet Rental Deal !!! Just Few Minutes Away from Disney

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, (2,365 reviews)
"Great stay!"
United States
Haley
The price is CA $281
CA $698 total
includes taxes & fees
Nov 10 - Nov 11
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

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 CA $127
CA $399 total
includes taxes & fees
Nov 10 - Nov 11
Tropical Resort Condo Near Disney: Pools, Spa & Family Fun

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

Upstay: 3BR Family Condo w Pool & Sauna
4.0 star property
Winter Garden
The price is CA $88
CA $336 total
includes taxes & fees
Nov 30 - Dec 1
Upstay: 3BR Family Condo w Pool & Sauna

14. Orlando Emerald Dream House

Orlando Emerald Dream House
3.0 star property
Kissimmee
The price is CA $271
CA $308 total
includes taxes & fees
Nov 10 - Nov 11
Orlando Emerald Dream House

15. 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 CA $81
CA $421 total
includes taxes & fees
Nov 10 - Nov 11
Vista Grande - Resort&spa - 15 Min to Disney!

16. Unit 26 | 4BR Home | 2 Mi to Disney | Pet Friendly |

Unit 26 | 4BR Home | 2 Mi to Disney | Pet Friendly |
Kissimmee
9.0 out of 10, Wonderful, (67 reviews)
"Very beautiful and spacious and clean. It had a washer and dryer. The host was so great. He responded in timely manner with any questions I had which made our stay go smoothly. Pet friendly"
United States
Yuri C.
The price is CA $168
CA $447 total
includes taxes & fees
Nov 29 - Nov 30
Unit 26 | 4BR Home | 2 Mi to Disney | Pet Friendly |

17. 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
9.8 out of 10, Exceptional, (9 reviews)
"This was a great location it was close to all the places we wanted to visit. Looking forward to our next trip."
United States
Tammy H.
The price is CA $76
CA $370 total
includes taxes & fees
Nov 10 - Nov 11
1st Floor • Free Parking • No Resort Fees • 14 minutes to Disney • 5 min shops

18. Superb Townhouse Newly Renovated 1.5 miles to Disney

Superb Townhouse Newly Renovated 1.5 miles to Disney
Kissimmee
9.8 out of 10, Exceptional, (146 reviews)
"This is a beautiful townhome,secure and also close to alot of places. Loved it and definitely plan on coming back!"
United States
Rachel M.
The price is CA $85
CA $294 total
includes taxes & fees
Nov 15 - Nov 16
Superb Townhouse Newly Renovated 1.5 miles to Disney

19. ☆✴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.
The price is CA $139
CA $577 total
includes taxes & fees
Nov 14 - Nov 15
☆✴2 miles to Disney, W/Free WaterPark, Heated Pool, Hot tub, Game Room🕹 Mickey☆

20. 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)
"This was our second year in a row at this property. Enough said. "
United States
Wayne M.
The price is CA $162
CA $500 total
includes taxes & fees
Nov 23 - Nov 24
Quiet Moana Retreat in gated community– Perfect for Disney & Universal Visitors
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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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, cottages, cabins, villas... 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A West Kissimmee vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of West Kissimmee vacation rentals we have selected for you start as low as CA $76 per night. Entering your travel dates in the search wizard 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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