Holiday Rentals in West Kissimmee

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Our top choices for West Kissimmee holiday rentals

Vista Grande - Resort&spa - 15 Min to Disney!

Vista Grande - Resort&spa - 15 Min to Disney!
3.0 star property
Bahama Bay
10.0 out of 10, Exceptional, (1 review)
"Condo was clean and comfortable, location and amenities were nice. "
United States
Jessica
The price is €296
includes taxes & fees
13 Apr - 14 Apr
Vista Grande - Resort&spa - 15 Min to Disney!

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
9.4 out of 10, Exceptional, (3 reviews)
"The place was perfect. Had plenty of space and everything we needed. Quiet, clean, & has a good layout. Host was great and had wonderful communication. Definitely will be back."
United States
Jessica
The price is €200
includes taxes & fees
13 Apr - 14 Apr
5 Min to Disney! 2BR Condo w/ King Bed, Pool, Fast WiFi & SmartTV+kitchen+washer

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, (161 reviews)
"Excellent accommodations."
United States
Raychelle
The price is €186
includes taxes & fees
13 Apr - 14 Apr
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney

Beautiful 2 Bedroom/2 Bathroom Condo Close to Disney!

Beautiful 2 Bedroom/2 Bathroom Condo Close to Disney!
Kissimmee
9.8 out of 10, Exceptional, (40 reviews)
"It was excellent and very comfortable. It was clean, well-maintained, and fully furnished with everything needed for a pleasant stay. I really enjoyed my time there and would highly recommend it to others."
United States
aqsa
The price is €244
includes taxes & fees
22 Apr - 23 Apr
Beautiful 2 Bedroom/2 Bathroom Condo Close to Disney!

~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool

~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
Indian Ridge
9.0 out of 10, Wonderful, (22 reviews)
"Great location and a well resourced, clean and spacious villa"
United Kingdom
Matthew L.
The price is €398
includes taxes & fees
13 Apr - 14 Apr
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool

Close to Disney 3 bedroom 2.5 bath-Unit 19 Emerald

Close to Disney 3 bedroom 2.5 bath-Unit 19 Emerald
Kissimmee
9.4 out of 10, Exceptional, (41 reviews)
"We enjoyed our stay. "
United States
Buddy H.
The price is €233
includes taxes & fees
21 Apr - 22 Apr
Close to Disney 3 bedroom 2.5 bath-Unit 19 Emerald

Modern 3 Bed Villa, Newly Renovated, Prime Location

Modern 3 Bed Villa, Newly Renovated, Prime Location
3.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Good location, clean, safe, and modern! Definitely will be back!"
United States
Christine
The price is €289
includes taxes & fees
16 Apr - 17 Apr
Modern 3 Bed Villa, Newly Renovated, Prime Location

Bahama Bay Resort - Platinum Deluxe Condo Great for Families or Couples

Bahama Bay Resort - Platinum Deluxe Condo Great for Families or Couples
Bahama Bay
9.6 out of 10, Exceptional, (138 reviews)
"My family loved the space and ease of this property. Lots of room and the pools were fantastic! "
United States
Michelle K.
The price is €234
includes taxes & fees
22 Apr - 23 Apr
Bahama Bay Resort - Platinum Deluxe Condo Great for Families or Couples

Bahama Bay, Davenport, Florida Oversize 2 Br condo

Bahama Bay, Davenport, Florida Oversize 2 Br condo
Bahama Bay
9.4 out of 10, Exceptional, (10 reviews)
"Spacious and clean unit. Quiet, clean and nice property overall (nice pool options and walking paths). Short drive to amenities and activities. Host was responsive."
United States
Holly
The price is €203
includes taxes & fees
22 Apr - 23 Apr
Bahama Bay, Davenport, Florida Oversize 2 Br condo

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, (203 reviews)
"Yes, everything was very nice.! We enjoyed our stay."
United States
Diane M.
The price is €189
includes taxes & fees
27 Apr - 28 Apr
Fantastic Award Winning Newly Renovated Condo (4 miles to Disney) 2+2

Fabulous Award Winning Newly Renovated Condo 2+2 Near Disney 5 Stars!

Fabulous Award Winning Newly Renovated Condo 2+2 Near Disney 5 Stars!
Kissimmee
9.4 out of 10, Exceptional, (141 reviews)
"Our family had an awesome stay! Place was clean and comfortable and has everything we needed for our stay. The resort pool was nice to relax at on days between theme parks. Great location with a short drive to Disney/Universal and lots of stuff to do close by. Would definitely stay again! "
United States
Brandy M.
The price is €186
includes taxes & fees
13 Apr - 14 Apr
Fabulous Award Winning Newly Renovated Condo 2+2 Near Disney 5 Stars!

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)
"Enjoyed everything!"
United States
Caroline W.
The price is €304
includes taxes & fees
13 May - 14 May
BEAUTIFULLY remodeled 3/2 condo near DISNEY and MARGARITAVILLE RESORT!⭐️⭐️⭐️⭐️⭐️

Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo

Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo
3.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1 review)
The price is €506
includes taxes & fees
13 Apr - 14 Apr
Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo

The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,168 reviews)
"The accommodations, cleanliness, and staff were wonderful! "
United States
Cynthia
The price is €148
includes taxes & fees
26 Apr - 27 Apr
The Berkley, Orlando

⭐️New listing 5 mi from Disney/Free Arcades, HeatedPool & Water park🌊

⭐️New listing 5 mi from Disney/Free Arcades, HeatedPool & Water park🌊
Kissimmee
9.8 out of 10, Exceptional, (22 reviews)
"Very good. "
United States
Ari G.
⭐️New listing 5 mi from Disney/Free Arcades, HeatedPool & Water park🌊

Resort Community House with Pool Close to Disney Parks

Resort Community House with Pool Close to Disney Parks
Kissimmee
9.8 out of 10, Exceptional, (41 reviews)
"Clean. Decor coordinated. Feels like home."
United States
Sangria M.
The price is €295
includes taxes & fees
26 Apr - 27 Apr
Resort Community House with Pool Close to Disney Parks

*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, (143 reviews)
"The pool was great for the whole family, and everything worked and matched the listing "
United States
Robert S.
The price is €359
includes taxes & fees
13 Apr - 14 Apr
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works

Upstay Modern 2BR Condo Near Disney

Upstay Modern 2BR Condo Near Disney
2.0 star property
Winter Garden
The price is €227
includes taxes & fees
13 Apr - 14 Apr
Upstay Modern 2BR Condo Near Disney

5 Star Resort minutes from Disney 3 bedrooms & 2 baths, Wi-Fi, Pool, Tennis

5 Star Resort minutes from Disney 3 bedrooms & 2 baths, Wi-Fi, Pool, Tennis
Kissimmee
9.4 out of 10, Exceptional, (86 reviews)
"Clean with nice location. "
United States
Kimberly H.
The price is €261
includes taxes & fees
6 May - 7 May
5 Star Resort minutes from Disney 3 bedrooms & 2 baths, Wi-Fi, Pool, Tennis

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, (127 reviews)
"Great & clean location for families goimg to Disney."
United States
Amanda J.
The price is €191
includes taxes & fees
4 May - 5 May
Superb Townhouse Newly Renovated 1.5 miles 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

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, apart-hotels, 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 €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.