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
$318 nightly
The price is $328
Apr 24 - Apr 25
Total with taxes and fees
Vista Grande - Resort&spa - 15 Min to 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, (162 reviews)
"Excellent accommodations."
United States
Raychelle
$185 nightly
The price is $207
Apr 21 - Apr 22
Total with taxes and fees
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney

The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,179 reviews)
"The accommodations, cleanliness, and staff were wonderful! "
United States
Cynthia
$160 nightly
The price is $180
Apr 21 - Apr 22
Total with taxes and fees
The Berkley, Orlando

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
$253 nightly
The price is $283
Apr 22 - Apr 23
Total with taxes and fees
Beautiful 2 Bedroom/2 Bathroom Condo Close to Disney!

Bahama Bay 515 Rum run unit 515

Bahama Bay 515 Rum run unit 515
2.0 star property
Bahama Bay
$214 nightly
The price is $240
Apr 22 - Apr 23
Total with taxes and fees
Bahama Bay 515 Rum run unit 515

Doppio Westside

Doppio Westside
4.0 star property
Davenport
9.6 out of 10, Exceptional, (42 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
$427 nightly
The price is $485
Apr 21 - Apr 22
Total with taxes and fees
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, (41 reviews)
"We enjoyed our stay. "
United States
Buddy H.
$234 nightly
The price is $263
Apr 21 - Apr 22
Total with taxes and fees
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.
$408 nightly
The price is $455
Apr 21 - Apr 22
Total with taxes and fees
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool

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)
$580 nightly
The price is $580
Apr 22 - Apr 23
Total with taxes and fees
Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom 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.
$193 nightly
The price is $216
Apr 22 - Apr 23
Total with taxes and fees
Fantastic Award Winning Newly Renovated Condo (4 miles to Disney) 2+2

Upstay Modern 2BR Condo Near Disney

Upstay Modern 2BR Condo Near Disney
2.0 star property
Winter Garden
$223 nightly
The price is $250
Apr 21 - Apr 22
Total with taxes and fees
Upstay Modern 2BR Condo Near Disney

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.
$238 nightly
The price is $264
Apr 21 - Apr 22
Total with taxes and fees
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
$225 nightly
The price is $249
Apr 22 - Apr 23
Total with taxes and fees
Bahama Bay, Davenport, Florida Oversize 2 Br condo

U26- Attractive 4 bedroom retreat near Disney

U26- Attractive 4 bedroom retreat near Disney
Kissimmee
8.8 out of 10, Excellent, (56 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.
$267 nightly
The price is $300
Apr 21 - Apr 22
Total with taxes and fees
U26- Attractive 4 bedroom retreat near Disney

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

⭐️New listing 5 mi from Disney/Free Arcades, HeatedPool & Water park🌊
Kissimmee
9.8 out of 10, Exceptional, (22 reviews)
"Very good. "
United States
Ari G.
$458 nightly
The price is $512
Apr 22 - Apr 23
Total with taxes and fees
⭐️New listing 5 mi from Disney/Free Arcades, HeatedPool & Water park🌊

3 BD/ 3 BA/ The Hub At Westside (3421 TT)

3 BD/ 3 BA/ The Hub At Westside (3421 TT)
Kissimmee
10.0 out of 10, Exceptional, (3 reviews)
"Easy check in. Condo was clean and well appointed. Great stay."
United States
Sean O.
$332 nightly
The price is $373
Apr 21 - Apr 22
Total with taxes and fees
3 BD/ 3 BA/ The Hub At Westside (3421 TT)

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, (1,923 reviews)
"Amazing place. "
Mexico
Ahmed
$364 nightly
The price is $414
May 21 - May 22
Total with taxes and fees
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

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, (27 reviews)
"Villa was clean, conveniently located and owner was very responsive!! "
United States
Amber U.
$389 nightly
The price is $435
Apr 21 - Apr 22
Total with taxes and fees
Disney Dream Villa w/Pool 5 Miles to the Parks!

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.
$301 nightly
The price is $336
May 4 - May 5
Total with taxes and fees
BEAUTIFULLY remodeled 3/2 condo near DISNEY and MARGARITAVILLE RESORT!⭐️⭐️⭐️⭐️⭐️

Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
Crestwynd Bay
$349 nightly
The price is $388
Apr 21 - Apr 22
Total with taxes and fees
Serenity - Family & Pet Friendly, Amazing Location
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
March
December
$221
Month
Price
January
$209
February
$195
March
$183
April
$218
May
$221
June
$203
July
$209
August
$216
September
$206
October
$202
November
$213
December
$223
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

Everything you need to know about West Kissimmee vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the West Kissimmee vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

West Kissimmee vacation 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 low season months. For more hustle and bustle, you may prefer to visit West Kissimmee in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $180 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on West Kissimmee rentals

At Expedia, we put the best West Kissimmee vacation 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 vacation.

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.