West Kissimmee Holiday Rentals

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Our top choices for West Kissimmee holiday rentals

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, (2,356 reviews)
"Amazing stay, staff was so nice and the property was beautiful! Definitely will be visiting again!"
United States
Ashley
The price is NZ$847
includes taxes & fees
10 Nov - 11 Nov
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

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 NZ$493
includes taxes & fees
16 Nov - 17 Nov
Vacation Townhomes by IDILIQ at Encantada Resort

3. 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
The price is NZ$837
includes taxes & fees
6 Dec - 7 Dec
Bahama Bay Resort

4. Grand Lake Resort

Grand Lake Resort
3.0 star property
Kissimmee
9.2 out of 10, Wonderful, (284 reviews)
"Everyone and everything was awesome clean friendly"
United States
LaShonda
The price is NZ$149
includes taxes & fees
29 Nov - 30 Nov
Grand Lake Resort

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
The price is NZ$191
includes taxes & fees
29 Nov - 30 Nov
Lifetime of Vacations Resort

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
The price is NZ$435
includes taxes & fees
1 Dec - 2 Dec
Upstay: Stylish 3BR Condo w Pationear Disney

7. 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 NZ$556
includes taxes & fees
8 Nov - 9 Nov
Vista Grande - Resort&spa - 15 Min to Disney!

8. 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, (218 reviews)
"Great property."
United States
Paula M.
The price is NZ$423
includes taxes & fees
14 Nov - 15 Nov
Fantastic Award Winning Newly Renovated Condo 4 miles to Disney 2+2

9. 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 NZ$408
includes taxes & fees
9 Nov - 10 Nov
Sweet Rental Deal !!! Just Few Minutes Away from Disney

10. 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 NZ$344
includes taxes & fees
8 Nov - 9 Nov
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney

11. The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,497 reviews)
"Excellent place to stay and CLEAN"
United States
Kristyn
The price is NZ$272
includes taxes & fees
18 Nov - 19 Nov
The Berkley, Orlando

12. 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 NZ$462
includes taxes & fees
10 Nov - 11 Nov
Family Fun Condo Pool and Sauna near Disney

13. 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
The price is NZ$646
includes taxes & fees
11 Nov - 12 Nov
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!

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.
The price is NZ$791
includes taxes & fees
9 Nov - 10 Nov
3 Bedrooms/ 3 Baths/ The Hub At Westside (3205TT)

15. Orlando Emerald Dream House

Orlando Emerald Dream House
3.0 star property
Kissimmee
The price is NZ$388
includes taxes & fees
8 Nov - 9 Nov
Orlando Emerald Dream House

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

Upstay: 3BR Family Condo w Pool & Sauna
4.0 star property
Winter Garden
The price is NZ$456
includes taxes & fees
2 Dec - 3 Dec
Upstay: 3BR Family Condo w Pool & Sauna

17. 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 NZ$589
includes taxes & fees
8 Nov - 9 Nov
Tropical Retreat - Resort&spa - 15 Min to Disney!

18. 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.
Quiet Moana Retreat in gated community– Perfect for Disney & Universal Visitors

19. ASD Friendly Home near Disney World

ASD Friendly Home near Disney World
Kissimmee
9.8 out of 10, Exceptional, (22 reviews)
"We really enjoyed our stay… although it was only one night we will for sure be back! Thank you so much for a great A stay! "
United States
Amanda W.
ASD Friendly Home near Disney World

20. 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 NZ$703
includes taxes & fees
15 Nov - 16 Nov
Shake Shack Heated Pool & Hot Tub
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the West Kissimmee holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

West Kissimmee holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of West Kissimmee holiday rentals we have selected for you start as low as NZ$148 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 holiday 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 holiday.

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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