West Kissimmee Vacation Rentals

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Our top choices for West Kissimmee vacation rentals

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, (1,796 reviews)
"Cottage was very clean and easy check in close to all dining and shopping "
United States
Fernando
The price is CA $270
CA $580 total
includes taxes & fees
Feb 10 - Feb 11
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

voco Kissimmee Orlando by IHG

voco Kissimmee Orlando by IHG
4.0 star property
Kissimmee
7.6 out of 10, Good, (1,014 reviews)
"Staff was very helpful, location was what we needed and rooms and pool were outstanding "
United States
Chester Joseph
The price is CA $97
CA $141 total
includes taxes & fees
Feb 10 - Feb 11
voco Kissimmee Orlando by IHG

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, (153 reviews)
"Excellent accommodations."
United States
Raychelle
The price is CA $122
CA $330 total
includes taxes & fees
Feb 23 - Feb 24
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney

Formosa Valley Resort by UNE Homes

Formosa Valley Resort by UNE Homes
4.0 star property
Kissimmee
9.4 out of 10, Exceptional, (204 reviews)
"The house was beautiful! I loved that there is a bathroom in every room. The environment was clean and quiet. "
United States
Kennysha
The price is CA $241
CA $711 total
includes taxes & fees
Feb 10 - Feb 11
Formosa Valley Resort by UNE Homes

Encore Swanky

Encore Swanky
3.0 star property
Kissimmee
The price is CA $257
CA $687 total
includes taxes & fees
Feb 13 - Feb 14
Encore Swanky

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 $176
CA $679 total
includes taxes & fees
Feb 23 - Feb 24
Super spacious near Disney with private pool

Magical Disney Getaway- Belle, Potter, & Minions

Magical Disney Getaway- Belle, Potter, & Minions
3.0 star property
Kissimmee
The price is CA $206
CA $605 total
includes taxes & fees
Mar 8 - Mar 9
Magical Disney Getaway- Belle, Potter, & Minions

Sunny Escape Swim Play

Sunny Escape Swim Play
2.0 star property
Kissimmee
The price is CA $265
CA $720 total
includes taxes & fees
Feb 23 - Feb 24
Sunny Escape Swim Play

Emerald Garden - Resort - 15 Min to Disney - Pets

Emerald Garden - Resort - 15 Min to Disney - Pets
3.0 star property
Kissimmee
The price is CA $197
CA $610 total
includes taxes & fees
Feb 10 - Feb 11
Emerald Garden - Resort - 15 Min to Disney - Pets

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, (196 reviews)
"We absolutely LOVED staying here for our vacation! The master bed is so comfy, and everything looks just like the pictures. We loved being able to relax in the pool after long days outside. I would definitely stay here again, thank you!!"
United States
Kristi C.
The price is CA $135
CA $352 total
includes taxes & fees
Feb 24 - Feb 25
Fantastic Award Winning Newly Renovated Condo (4 miles to Disney) 2+2

The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,089 reviews)
"Always enjoy our stay here!"
United States
David
The price is CA $203
CA $244 total
includes taxes & fees
Feb 22 - Feb 23
The Berkley, Orlando

7 Bedroom 5 1/2 Washrooms Villa in the Beautiful Emerald Island Resorts !

7 Bedroom 5 1/2 Washrooms Villa in the Beautiful Emerald Island Resorts !
Kissimmee
8.2 out of 10, Very good, (13 reviews)
"This was a really nice condo, it was a perfect size for us, the pool was clean, the house was clean. It was really nice."
United States
Franci H.
The price is CA $68
CA $953 total
includes taxes & fees
Feb 27 - Feb 28
7 Bedroom 5 1/2 Washrooms Villa in the Beautiful Emerald Island Resorts !

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, (139 reviews)
"Clean, nice property, location was nice"
United States
Sara R.
The price is CA $81
CA $278 total
includes taxes & fees
Feb 10 - Feb 11
Fabulous Award Winning Newly Renovated Condo 2+2 Near Disney 5 Stars!

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, (138 reviews)
"The apartment was roomy, clean, comfortable, and had everything we would need. Location was great and check-in was easy with clear instructions."
United States
Davida H.
The price is CA $130
CA $332 total
includes taxes & fees
Mar 1 - Mar 2
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, (117 reviews)
"Great place to stay. Less than a15 minute drive to Disneyworld.Communication with owner was excellent. "
United States
Kim M.
The price is CA $94
CA $298 total
includes taxes & fees
Feb 11 - Feb 12
Superb Townhouse Newly Renovated 1.5 miles to 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, (37 reviews)
"Great place to stay for a few days, my family and I really enjoyed themselves. "
United States
Cheree P.
The price is CA $148
CA $397 total
includes taxes & fees
Mar 2 - Mar 3
Close to Disney 3 bedroom 2.5 bath-Unit 19 Emerald

Doppio Westside

Doppio Westside
4.0 star property
Davenport
9.6 out of 10, Exceptional, (33 reviews)
"The house as beautiful and very clean! The staff were very helpful. "
United States
Myrialisse
The price is CA $261
CA $622 total
includes taxes & fees
Feb 10 - Feb 11
Doppio Westside

Upstay Amazing Disney Condo w Patio Sleeps 6

Upstay Amazing Disney Condo w Patio Sleeps 6
2.0 star property
Winter Garden
The price is CA $121
CA $345 total
includes taxes & fees
Feb 10 - Feb 11
Upstay Amazing Disney Condo w Patio Sleeps 6

Surfstyle At Margaritaville By Shine Villas 022 3 Bedroom Villa

Surfstyle At Margaritaville By Shine Villas 022 3 Bedroom Villa
3.0 star property
Kissimmee
The price is CA $167
CA $784 total
includes taxes & fees
Feb 10 - Feb 11
Surfstyle At Margaritaville By Shine Villas 022 3 Bedroom Villa

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, (137 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 $171
CA $449 total
includes taxes & fees
Feb 28 - Mar 1
Bahama Bay Resort - Platinum Deluxe Condo Great for Families or Couples
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
This month
Next month
November
February
CA $269
CA $232
Month
Price
January
CA $157
February
CA $269
March
CA $232
April
CA $169
May
CA $172
June
CA $209
July
CA $204
August
CA $181
September
CA $196
October
CA $159
November
CA $141
December
CA $168
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.