Search Kissimmee resorts with pools
Our top choices for a great stay
WorldMark Reunion
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! (596 reviews)
Margaritaville Resort Orlando
The price is CA $176 per night from Jan 6 to Jan 7
CA $176
CA $275 total
Jan 6 - Jan 7, 2026
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! (3,635 reviews)
Holiday Inn Club Vacations at Orange Lake Resort by IHG
The price is CA $164 per night from Jan 4 to Jan 5
CA $164
CA $245 total
Jan 4 - Jan 5, 2026
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! (2,517 reviews)
FantasyWorld Resort
Book a stay at this family-friendly resort in Kissimmee. Enjoy free WiFi, 2 outdoor pools, and 2 hot tubs. Our guests praise the pool and the helpful staff in ...
8.6/10 Excellent! (1,010 reviews)
Encore Resort and Water Park at Reunion by Rentyl
The price is CA $343 per night from Dec 21 to Dec 22
CA $343
CA $984 total
Dec 21 - Dec 22
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! (1,002 reviews)
Westgate Town Center Resort
The price is CA $123 per night from Dec 20 to Dec 21
CA $123
CA $186 total
Dec 20 - Dec 21
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! (1,382 reviews)
Westgate Vacation Villas Resort
The price is CA $117 per night from Dec 20 to Dec 21
CA $117
CA $180 total
Dec 20 - Dec 21
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! (1,708 reviews)
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 ...
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 ...
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 ...
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.
