Book resorts with pools in Kissimmee

Discover family-friendly resorts with pools in Kissimmee

Resorts with pools in Kissimmee create the perfect setting for family bonding and relaxation. Offering a range of amenities designed for fun and comfort, these accommodations allow you to unwind after thrilling days at nearby attractions like theme parks and outdoor adventures. With warm Florida weather, your family can enjoy refreshing swims, poolside games, and casual dining options without leaving the property. Whether you’re looking for a lively atmosphere or a serene retreat, Kissimmee’s resorts ensure your family has an unforgettable vacation experience centered around fun and leisure.

Our top choices for a great stay

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 Park and Disney's Hollywood Studios® are located nearby.
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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 and Disney's Hollywood Studios® are located nearby.
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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 Hollywood Studios® are located nearby.
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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 nearby.
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Opens in a new windowIt is located 15 minutes from Disney
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4 out of 5
$151 nightly
The price is $170 total per night from Nov 16 to Nov 17
$170 total
Nov 16 - Nov 17
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. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
8.6/10 Excellent! (2,483 reviews)
Opens in a new windowHoliday Inn Club Vacations at Orange Lake Resort by IHG
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
$115 nightly
The price is $130 total per night from Nov 17 to Nov 18
$130 total
Nov 17 - Nov 18
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 clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
7.8/10 Good! (1,696 reviews)
Opens in a new windowWestgate Vacation Villas Resort
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. Popular attractions Old Town and Disney's Animal Kingdom® Theme Park are located nearby.
9.2/10 Wonderful! (594 reviews)
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Opens in a new windowWorldMark Reunion
Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

4 out of 5
$164 nightly
The price is $187 total per night from Dec 11 to Dec 12
$187 total
Dec 11 - Dec 12
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. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
8.8/10 Excellent! (3,648 reviews)
Opens in a new windowMargaritaville Resort Orlando with H2O Waterpark
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
$118 nightly
The price is $134 total per night from Nov 16 to Nov 17
$134 total
Nov 16 - Nov 17
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 rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
8/10 Very Good! (1,365 reviews)
Opens in a new windowWestgate Town Center Resort
Encore Resort and Water Park at Reunion by Rentyl

Encore Resort and Water Park at Reunion by Rentyl

5 out of 5
$619 nightly
The price is $703 total per night from Nov 17 to Nov 18
$703 total
Nov 17 - Nov 18
Total with taxes and fees
Stay at this 5-star luxury resort in Kissimmee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
8.2/10 Very Good! (1,001 reviews)
Opens in a new windowEncore Resort and Water Park at Reunion by Rentyl
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.

Why choose a Family Resort with a Pool in Kissimmee Over a Hotel?

Opting for a family resort with a pool in Kissimmee presents numerous advantages for families seeking an unforgettable retreat. Unlike standard hotels, these vacation resorts with water features provide expansive outdoor spaces where children can play and parents can unwind. The inviting pools serve as the centerpiece of relaxation and entertainment, allowing families to enjoy quality time together without the hustle and bustle typically found in hotel settings. Additionally, many of these resorts offer convenient amenities like kid-friendly activities, dining options, and easy access to local attractions. While hotels can be comfortable, a resort with outdoor pools elevates your stay by creating a vibrant, engaging environment tailored for family fun and relaxation. This makes it easier to balance adventure and downtime, ensuring that every family member has a memorable experience in Kissimmee.