Search Kissimmee resorts with pools

Our top choices for a great stay

WorldMark Reunion

WorldMark Reunion

4 out of 5
Stay at this 4-star golf resort in Kissimmee. Enjoy free WiFi, free parking, and 10 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
9.2/10 Wonderful! (580 reviews)
Opens in a new windowWorldMark Reunion
Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

4 out of 5
$182 nightly
The price is $207 total per night from Oct 22 to Oct 23
$207 total
Oct 22 - Oct 23
Total with taxes and fees
Stay at this 4-star spa resort in Kissimmee. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. ...
8.8/10 Excellent! (3,617 reviews)
Opens in a new windowMargaritaville Resort Orlando with H2O Waterpark
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4 out of 5
$188 nightly
The price is $212 total per night from Oct 27 to Oct 28
$212 total
Oct 27 - Oct 28
Total with taxes and fees
Stay at this 4-star golf resort in Kissimmee. Enjoy free WiFi, free parking, and 7 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (2,452 reviews)
Opens in a new windowHoliday Inn Club Vacations at Orange Lake Resort by IHG
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
$113 nightly
The price is $129 total per night from Oct 27 to Oct 28
$129 total
Oct 27 - Oct 28
Total with taxes and fees
Stay at this 4-star family-friendly resort in Kissimmee. Enjoy free WiFi, free parking, and 14 outdoor pools. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,361 reviews)
Opens in a new windowWestgate Town Center Resort
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
$115 nightly
The price is $130 total per night from Oct 9 to Oct 10
$130 total
Oct 9 - Oct 10
Total with taxes and fees
Stay at this 4-star family-friendly resort in Kissimmee. Enjoy free parking, 14 outdoor pools, and 2 restaurants. Our guests praise the helpful staff and the ...
7.8/10 Good! (1,685 reviews)
Opens in a new windowWestgate Vacation Villas Resort
Hilton Vacation Golf Club Mystic Dunes Resort, Orlando, FL

Hilton Vacation Golf Club Mystic Dunes Resort, Orlando, FL

Stay at this resort in Kissimmee. Enjoy laundry facilities, air conditioning, and an outdoor pool. Popular attractions Disney's Animal Kingdom® Theme Park and ...
Opens in a new windowHilton Vacation Golf Club Mystic Dunes Resort, Orlando, FL
Deluxe Golf Resort Jaccuzi Suite near all Orlando attractions

Deluxe Golf Resort Jaccuzi Suite near all Orlando attractions

Stay at this resort in Kissimmee. Enjoy laundry facilities, in-room jetted tubs, and air conditioning. Popular attractions Disney's Animal Kingdom® Theme Park ...
Opens in a new windowDeluxe Golf Resort Jaccuzi Suite near all Orlando attractions
3 NIGHT STAY IN ORLANDO WITH 1 DAY FAMILY PASS TO DISNEY FOR UP TO 4

3 NIGHT STAY IN ORLANDO WITH 1 DAY FAMILY PASS TO DISNEY FOR UP TO 4

Stay at this resort in Kissimmee. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's ...
Opens in a new window3 NIGHT STAY IN ORLANDO WITH 1 DAY FAMILY PASS TO DISNEY FOR UP TO 4
It is located 15 minutes from Disney

It is located 15 minutes from Disney

Stay at this resort in Kissimmee. Enjoy a fitness center, laundry facilities, and a pool table. Popular attractions Old Town and Disney Springs™ are located ...
Opens in a new windowIt is located 15 minutes from Disney
Silver Lake is located 2 miles from Walt Disney Animal Kingdom Theme Park.

Silver Lake is located 2 miles from Walt Disney Animal Kingdom Theme Park.

Stay at this resort in Kissimmee. Enjoy a fitness center, laundry facilities, and air conditioning. Popular attractions Disney's Animal Kingdom® Theme Park and ...
Opens in a new windowSilver Lake is located 2 miles from Walt Disney Animal Kingdom Theme Park.
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.