West Kissimmee Vacation Rentals

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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for West Kissimmee vacation rentals

Interior

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
$312 nightly
The price is $321
Apr 29 - Apr 30
Total with taxes and fees
Vista Grande - Resort&spa - 15 Min to Disney!
Exterior

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, (163 reviews)
"Excellent accommodations."
United States
Raychelle
$175 nightly
The price is $196
May 11 - May 12
Total with taxes and fees
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
Pool

Bahama Bay 515 Rum run unit 515

Bahama Bay 515 Rum run unit 515
2.0 star property
Bahama Bay
10.0 out of 10, Exceptional, (1 review)
"Place was exactly as described. The pool, amenities and restaurant are all top notch. It was a blessing and a privilege."
United States
wayne
$238 nightly
The price is $266
May 4 - May 5
Total with taxes and fees
Bahama Bay 515 Rum run unit 515
Exterior

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.
$254 nightly
The price is $281
May 2 - May 3
Total with taxes and fees
Bahama Bay Resort - Platinum Deluxe Condo Great for Families or Couples
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, (203 reviews)
"Our host was very welcoming and made sure our stay there went smoothly. Our condo was clean and very comfortable. "
United States
Joanne D.
$172 nightly
The price is $193
May 11 - May 12
Total with taxes and fees
Fantastic Award Winning Newly Renovated Condo (4 miles to Disney) 2+2
A heated pool

~ 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.
$423 nightly
The price is $470
Apr 29 - Apr 30
Total with taxes and fees
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
Bar (on property)

Disney 3 bedroom townhouse-Unit16 Emerald

Disney 3 bedroom townhouse-Unit16 Emerald
Kissimmee
9.6 out of 10, Exceptional, (16 reviews)
"Overall my family and I stayed a month and no issues at all "
United States
Luz V.
$241 nightly
The price is $270
May 5 - May 6
Total with taxes and fees
Disney 3 bedroom townhouse-Unit16 Emerald
Living room

Doppio Westside

Doppio Westside
4.0 star property
Davenport
9.4 out of 10, Exceptional, (43 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
$429 nightly
The price is $487
Apr 29 - Apr 30
Total with taxes and fees
Doppio Westside
Exterior

U26- Attractive 4 bedroom retreat near Disney

U26- Attractive 4 bedroom retreat near Disney
Kissimmee
8.8 out of 10, Excellent, (58 reviews)
"Very convenient proximity to Disney. It was clean enough but there were a few weird things. The lower on-suite tub/shower has a large window in it with blinds and the window sill fills with water when you shower. In the lower bedroom there is a random exterior door blocked by a dresser. Public Pool was nice and warm and we enjoyed it. When I booked through Expedia said check in was 3 pm after I booked the owners info said 5 pm which was very inconvenient!! "
United States
julie
$268 nightly
The price is $299
Apr 29 - Apr 30
Total with taxes and fees
U26- Attractive 4 bedroom retreat near Disney
Fridge, microwave, oven, stovetop

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
$238 nightly
The price is $263
Apr 29 - Apr 30
Total with taxes and fees
Bahama Bay, Davenport, Florida Oversize 2 Br condo
Bar (on property)

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, (16 reviews)
"Wonderful host, stay, and highly recommend! Will be back again and again "
United States
liz l.
$238 nightly
The price is $266
Apr 29 - Apr 30
Total with taxes and fees
Close to Disney 3 bedroom 2.5 bath-Unit 25 Emerald
Dining

Emerald Garden - Resort - 15 Min to Disney - Pets

Emerald Garden - Resort - 15 Min to Disney - Pets
3.0 star property
Kissimmee
$394 nightly
The price is $408
May 3 - May 4
Total with taxes and fees
Emerald Garden - Resort - 15 Min to Disney - Pets
Fridge, microwave, oven, stovetop

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!⭐️⭐️⭐️⭐️⭐️
Fridge, microwave, oven, stovetop

Amazing 3BD Condo Close to Disney.. With Pool

Amazing 3BD Condo Close to Disney.. With Pool
Kissimmee
9.4 out of 10, Exceptional, (11 reviews)
"Hosts were very communicative and helpful. Property is a no frills, but clean and the location can not be beat. It's minutes from Disney's property and easy to find. It's perfect for anyone who plans on spending the days out, but needs a good clean place to sleep and start their day."
United States
Daniel C.
$211 nightly
The price is $236
Apr 29 - Apr 30
Total with taxes and fees
Amazing 3BD Condo Close to Disney.. With Pool
A heated pool

Single Level POOL SPA Home Disney

Single Level POOL SPA Home Disney
Kissimmee
9.6 out of 10, Exceptional, (28 reviews)
"Great location for our plans."
United States
Amparo P.
$526 nightly
The price is $574
May 16 - May 17
Total with taxes and fees
Single Level POOL SPA Home Disney
Interior

3 BD/ 3 BA/ The Hub At Westside (3205 TT)

3 BD/ 3 BA/ The Hub At Westside (3205 TT)
Kissimmee
9.8 out of 10, Exceptional, (33 reviews)
"The house was very clean and had plenty of sleeping space for our family. It was close to Disney, grocery and restaurants as well. "
United States
Evelyn W.
$340 nightly
The price is $381
Apr 29 - Apr 30
Total with taxes and fees
3 BD/ 3 BA/ The Hub At Westside (3205 TT)
Apartment | 3 bedrooms, Internet

Upstay Condo w Pool Sauna Sleeps 8

Upstay Condo w Pool Sauna Sleeps 8
2.0 star property
Winter Garden
$249 nightly
The price is $280
Apr 29 - Apr 30
Total with taxes and fees
Upstay Condo w Pool Sauna Sleeps 8
Lobby sitting area

The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,199 reviews)
"Great stay!"
United States
Daniel
$145 nightly
The price is $163
Apr 29 - Apr 30
Total with taxes and fees
The Berkley, Orlando
Beach

5 Star Resort minutes from Disney 3 bedrooms & 2 baths, Wi-Fi, Pool, Tennis

5 Star Resort minutes from Disney 3 bedrooms & 2 baths, Wi-Fi, Pool, Tennis
Kissimmee
9.4 out of 10, Exceptional, (87 reviews)
"Everything was wonderful "
United States
Sandra P.
$255 nightly
The price is $285
May 6 - May 7
Total with taxes and fees
5 Star Resort minutes from Disney 3 bedrooms & 2 baths, Wi-Fi, Pool, Tennis
Smart TV

U2 Crestwynd- 3 bdrm, 3 bath Disney home

U2 Crestwynd- 3 bdrm, 3 bath Disney home
Crestwynd Bay
8.8 out of 10, Excellent, (93 reviews)
"Love that the home was in a gated area. Also, very close to shopping and the ESPN center (which is where we were going). Cute place and we will be staying there again!"
United States
Shawn
$234 nightly
The price is $262
Apr 29 - Apr 30
Total with taxes and fees
U2 Crestwynd- 3 bdrm, 3 bath Disney home
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

Orbit One Vacation Villas

Orbit One Vacation Villas

10/10 Excellent
"Nice staff. Clean property. Great value. Would definitely stay again "
Sydney B. 1-night trip
Posted 6 hours ago
Orbit One Vacation Villas

Price trends for vacation rentals in West Kissimmee

Less expensive
More expensive
Next month
April
December
$221
Month
Price
January
$218
February
$216
March
$193
April
$180
May
$221
June
$209
July
$212
August
$210
September
$204
October
$206
November
$228
December
$235
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 $163 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.

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