West Kissimmee Vacation Rentals

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Our top choices for West Kissimmee vacation 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 CA $155
CA $497 total
includes taxes & fees
Apr 1 - Apr 2
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, (1,002 reviews)
"My family and I had an amazing stay, staff were amazing and friendly, cleans rooms and very well located. "
United States
Alexandro
The price is CA $98
CA $143 total
includes taxes & fees
Apr 13 - Apr 14
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 CA $180
CA $495 total
includes taxes & fees
Apr 1 - Apr 2
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 CA $90
CA $289 total
includes taxes & fees
Apr 21 - Apr 22
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 CA $137
CA $394 total
includes taxes & fees
Apr 22 - Apr 23
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, (2,148 reviews)
"The accommodations, cleanliness, and staff were wonderful! "
United States
Cynthia
The price is CA $222
CA $265 total
includes taxes & fees
Apr 27 - Apr 28
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
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 CA $119
CA $379 total
includes taxes & fees
Mar 31 - Apr 1
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)
"The property exceeded our expectations. There was communication with the host and the instructions provided were detailed and easy to navigate for a seamless stay. It was a quiet location close enough to the major parks. We will definitely look to stay here again when we return to Florida. The decor was clean and modern, felt like home away from home. "
United States
Cecilia
The price is CA $285
CA $708 total
includes taxes & fees
Apr 12 - Apr 13
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 CA $133
CA $381 total
includes taxes & fees
Apr 21 - Apr 22
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 CA $142
CA $649 total
includes taxes & fees
Apr 11 - Apr 12
~ 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, (201 reviews)
"Yes, everything was very nice.! We enjoyed our stay."
United States
Diane M.
The price is CA $97
CA $301 total
includes taxes & fees
Apr 22 - Apr 23
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 CA $127
CA $394 total
includes taxes & fees
Apr 21 - Apr 22
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.
The price is CA $108
CA $292 total
includes taxes & fees
Apr 26 - Apr 27
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 CA $193
CA $702 total
includes taxes & fees
Apr 12 - Apr 13
⭐️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, (14 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.
The price is CA $133
CA $380 total
includes taxes & fees
Apr 27 - Apr 28
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, (1,878 reviews)
"Pools are great and the location."
United States
Todd
The price is CA $303
CA $622 total
includes taxes & fees
Apr 21 - Apr 22
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 CA $196
CA $709 total
includes taxes & fees
Apr 27 - Apr 28
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 CA $155
CA $444 total
includes taxes & fees
Apr 14 - Apr 15
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 CA $214
CA $607 total
includes taxes & fees
Apr 13 - Apr 14
*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, (141 reviews)
"Clean, nice property, location was nice"
United States
Sara R.
The price is CA $109
CA $314 total
includes taxes & fees
Apr 21 - Apr 22
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

Price trends for vacation rentals in West Kissimmee

Less expensive
More expensive
Next month
May
April
CA $210
Month
Price
January
CA $183
February
CA $172
March
CA $194
April
CA $210
May
CA $138
June
CA $173
July
CA $172
August
CA $163
September
CA $159
October
CA $158
November
CA $163
December
CA $182
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with West Kissimmee. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.