Search Kissimmee resorts with pools

Our top choices for a great stay

WorldMark Reunion

WorldMark Reunion

4 out of 5
Book a stay at this 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! (605 reviews)
Opens in a new windowWorldMark Reunion
Margaritaville Resort Orlando

Margaritaville Resort Orlando

4 out of 5
The price is CA $201 per night from Feb 22 to Feb 23
CA $201
CA $302 total
Feb 22 - Feb 23
includes taxes & fees
Book a stay at this 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! (3,625 reviews)
Opens in a new windowMargaritaville Resort Orlando
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4 out of 5
The price is CA $214 per night from Feb 22 to Feb 23
CA $214
CA $300 total
Feb 22 - Feb 23
includes taxes & fees
Book a stay at this 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! (2,620 reviews)
Opens in a new windowHoliday Inn Club Vacations at Orange Lake Resort by IHG
Encore Resort and Water Park at Reunion by Rentyl

Encore Resort and Water Park at Reunion by Rentyl

5 out of 5
The price is CA $339 per night from Feb 27 to Feb 28
CA $339
CA $972 total
Feb 27 - Feb 28
includes taxes & fees
Book a stay at this luxury resort in Kissimmee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. ...
8.2/10 Very Good! (1,006 reviews)
Opens in a new windowEncore Resort and Water Park at Reunion by Rentyl
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
The price is CA $123 per night from Feb 22 to Feb 23
CA $123
CA $186 total
Feb 22 - Feb 23
includes taxes & fees
Book a stay at this 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! (1,439 reviews)
Opens in a new windowWestgate Town Center Resort
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
The price is CA $116 per night from Feb 22 to Feb 23
CA $116
CA $178 total
Feb 22 - Feb 23
includes taxes & fees
Book a stay at this 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! (1,791 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, cable/satellite TV service, and air conditioning. Popular attractions Disney's Animal Kingdom® Theme ...
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 ESPN ...
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
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.