West Kissimmee Holiday Rentals

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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 AU$524
includes taxes & fees
26 Mar - 27 Mar
Vista Grande - Resort&spa - 15 Min to Disney!

voco Kissimmee Orlando by IHG

voco Kissimmee Orlando by IHG
4.0 star property
Kissimmee
7.6 out of 10, Good, (1,023 reviews)
"Very close to everything! Great place to stay! 10/10 recommend and will stay again!"
United States
Courtney
The price is AU$147
includes taxes & fees
13 Apr - 14 Apr
voco Kissimmee Orlando by IHG

Modern 3 Bed Villa, Newly Renovated, Prime Location

Modern 3 Bed Villa, Newly Renovated, Prime Location
3.0 star property
Kissimmee
The price is AU$510
includes taxes & fees
1 Apr - 2 Apr
Modern 3 Bed Villa, Newly Renovated, Prime Location

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 AU$301
includes taxes & fees
21 Apr - 22 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 AU$390
includes taxes & fees
22 Apr - 23 Apr
Beautiful 2 Bedroom/2 Bathroom Condo Close to Disney!

The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,147 reviews)
"Clean room friendly staff great service!!"
United States
Decarlo
The price is AU$289
includes taxes & fees
14 Apr - 15 Apr
The Berkley, Orlando

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
10.0 out of 10, Exceptional, (2 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 AU$390
includes taxes & fees
31 Mar - 1 Apr
5 Min to Disney! 2BR Condo w/ King Bed, Pool, Fast WiFi & SmartTV+kitchen+washer

Doppio Westside

Doppio Westside
4.0 star property
Davenport
9.4 out of 10, Exceptional, (39 reviews)
"Kitchen had everything you needed and then some. The Disney kids room was amazing. My grandson loved the light up glasses. Will definitely book this place again. I’m physically back home, but my soul is still there. Great vacation. "
United States
Debra
The price is AU$730
includes taxes & fees
14 Apr - 15 Apr
Doppio Westside

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, (40 reviews)
"We enjoyed our stay. "
United States
Buddy H.
The price is AU$394
includes taxes & fees
22 Apr - 23 Apr
Close to Disney 3 bedroom 2.5 bath-Unit 19 Emerald

~ 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 AU$655
includes taxes & fees
12 Apr - 13 Apr
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool

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, (199 reviews)
"Yes, everything was very nice.! We enjoyed our stay."
United States
Diane M.
The price is AU$314
includes taxes & fees
22 Apr - 23 Apr
Fantastic Award Winning Newly Renovated Condo (4 miles to Disney) 2+2

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 AU$408
includes taxes & fees
21 Apr - 22 Apr
Bahama Bay Resort - Platinum Deluxe Condo Great for Families or Couples

Homely spacious 2BD Close to Disney

Homely spacious 2BD Close to Disney
Kissimmee
9.2 out of 10, Wonderful, (13 reviews)
"We chose this place because of its proximity to Disney and we loved it because we were able to use ride share to get to the parks. It was super clean, adequately furnished, and beds were very comfortable. Very fair price"
United States
Linda S.
Homely spacious 2BD Close to Disney

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

⭐️New listing 5 mi from Disney/Free Arcades, HeatedPool & Water park🌊
Kissimmee
9.6 out of 10, Exceptional, (20 reviews)
"Very good. "
United States
Ari G.
The price is AU$718
includes taxes & fees
12 Apr - 13 Apr
⭐️New listing 5 mi from Disney/Free Arcades, HeatedPool & Water park🌊

Close to Disney 3 bedroom 2.5 bath-Unit 25 Emerald

Close to Disney 3 bedroom 2.5 bath-Unit 25 Emerald
Kissimmee
9.6 out of 10, Exceptional, (13 reviews)
"Everything was better than advertised. Second time staying here, another already booked....and at least 2 more on the horizon. Wonderful host, close to everything, perfect stay!"
United States
liz l.
Close to Disney 3 bedroom 2.5 bath-Unit 25 Emerald

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (1,873 reviews)
"Pools are great and the location."
United States
Todd
The price is AU$639
includes taxes & fees
21 Apr - 22 Apr
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Super spacious near Disney with private pool

Super spacious near Disney with private pool
Kissimmee
9.6 out of 10, Exceptional, (4 reviews)
"Great house on a very convenient location. Communication with host was smooth and i highly recommend the house! "
United States
Fernando N.
The price is AU$740
includes taxes & fees
22 Apr - 23 Apr
Super spacious near Disney with private pool

U26- Attractive 4 bedroom retreat near Disney

U26- Attractive 4 bedroom retreat near Disney
Kissimmee
8.8 out of 10, Excellent, (54 reviews)
"Great location with lots of room and very clean!! Close to Flamingo Crossing for an DCP parents/family needing a place to stay. "
United States
Bari D.
The price is AU$449
includes taxes & fees
15 Apr - 16 Apr
U26- Attractive 4 bedroom retreat near Disney

*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 AU$613
includes taxes & fees
15 Apr - 16 Apr
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works

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, (140 reviews)
"Clean, nice property, location was nice"
United States
Sara R.
The price is AU$326
includes taxes & fees
22 Apr - 23 Apr
Fabulous Award Winning Newly Renovated Condo 2+2 Near Disney 5 Stars!
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, 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 favourite 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 depend 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 AU$289 per night. Entering your travel dates in the search wizard might find you 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.