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

Family Fun Condo Pool and Sauna Near Disney

Family Fun Condo Pool and Sauna Near Disney
4.0 star property
Winter Garden
The price is CA $105
CA $324 total
includes taxes & fees
Jun 29 - Jun 30
Family Fun Condo Pool and Sauna Near Disney

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, (168 reviews)
"Not far from Disney properties. Great amenities!"
United States
DELMA T.
The price is CA $128
CA $340 total
includes taxes & fees
Jul 9 - Jul 10
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney

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, (42 reviews)
"Great location and great host!"
United States
Matt W.
Close to Disney 3 bedroom 2.5 bath-Unit 19 Emerald

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 CA $169
CA $384 total
includes taxes & fees
Jun 30 - Jul 1
Bahama Bay, Davenport, Florida Oversize 2 Br condo

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

~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
Indian Ridge
9.2 out of 10, Wonderful, (23 reviews)
"Great place to stay"
United Kingdom
Robert
The price is CA $146
CA $672 total
includes taxes & fees
Jun 30 - Jul 1
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool

Toy Story Room at Bahama Bay | Sage Vacations

Toy Story Room at Bahama Bay | Sage Vacations
Bahama Bay
9.4 out of 10, Exceptional, (15 reviews)
"The kids loved the Toy Story room!"
United States
Sadie H.
The price is CA $106
CA $420 total
includes taxes & fees
Jul 10 - Jul 11
Toy Story Room at Bahama Bay | Sage Vacations

The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,275 reviews)
"I love the location of this place."
United States
William
The price is CA $213
CA $255 total
includes taxes & fees
Jun 30 - Jul 1
The Berkley, Orlando

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)
"Nice condo. Very large kitchen. Located in a resort community with lots of activities."
United States
Barb K.
The price is CA $128
CA $419 total
includes taxes & fees
Jun 30 - Jul 1
Tropical Resort Condo Near Disney: Pools, Spa & Family Fun

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, (143 reviews)
"Host was very nice and it was convenient to Disney. "
United States
Kay P.
Fabulous Award Winning Newly Renovated Condo 2+2 Near Disney 5 Stars!

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 CA $174
CA $826 total
includes taxes & fees
Jun 29 - Jun 30
Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo

Upstay Large Family Condo w Pool, Sauna

Upstay Large Family Condo w Pool, Sauna
3.5 star property
Winter Garden
The price is CA $114
CA $366 total
includes taxes & fees
Jul 1 - Jul 2
Upstay Large Family Condo w Pool, Sauna

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 $135
CA $342 total
includes taxes & fees
Jun 29 - Jun 30
Sweet Rental Deal !!! Just Few Minutes Away from Disney

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, (133 reviews)
"Great location! Comfortable space and amenities. Worked great for my family of four to use as a home base to get to all the touristy places we wanted to visit."
United States
Nathan H.
Superb Townhouse Newly Renovated 1.5 miles to Disney

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)
"Home was clean, loved the wine when we arrived late and easy access"
United States
Denis B.
The price is CA $162
CA $495 total
includes taxes & fees
Jul 14 - Jul 15
BEAUTIFULLY remodeled 3/2 condo near DISNEY and MARGARITAVILLE RESORT!⭐️⭐️⭐️⭐️⭐️

Minutes to Disney: Pool, Games & Themed Rooms

Minutes to Disney: Pool, Games & Themed Rooms
3.0 star property
Kissimmee
The price is CA $243
CA $1,098 total
includes taxes & fees
Jul 2 - Jul 3
Minutes to Disney: Pool, Games & Themed Rooms

Grand Lake Resort

Grand Lake Resort
3.0 star property
Kissimmee
9.2 out of 10, Wonderful, (183 reviews)
"Great place to stay "
United States
Dian
The price is CA $90
CA $115 total
includes taxes & fees
Jun 28 - Jun 29
Grand Lake Resort

Disney Dream Villa w/Pool 5 Miles to the Parks!

Disney Dream Villa w/Pool 5 Miles to the Parks!
Kissimmee
9.6 out of 10, Exceptional, (28 reviews)
"Villa was clean, conveniently located and owner was very responsive!! "
United States
Amber U.
The price is CA $211
CA $720 total
includes taxes & fees
Jun 30 - Jul 1
Disney Dream Villa w/Pool 5 Miles to the Parks!

Close to Disney 3 bedroom 3 bath-Unit10 Crestwynd

Close to Disney 3 bedroom 3 bath-Unit10 Crestwynd
Crestwynd Bay
9.2 out of 10, Wonderful, (77 reviews)
"Great location and great ammenities"
United States
Joy B.
Close to Disney 3 bedroom 3 bath-Unit10 Crestwynd

Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!

Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!
Kissimmee
8.8 out of 10, Excellent, (88 reviews)
"We loved our stay! We used the pool almost every day, and enjoyed our walks around the resort. We also ate out at a large variety of restaurants around here. Great location. "
United States
Deborah L.
The price is CA $258
CA $1,326 total
includes taxes & fees
Jun 30 - Jul 1
Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!
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
November
March
CA $154
Month
Price
January
CA $153
February
CA $164
March
CA $192
April
CA $154
May
CA $149
June
CA $155
July
CA $154
August
CA $156
September
CA $146
October
CA $148
November
CA $143
December
CA $179
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.

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