Title: Best Kissimmee Resorts with Pools in 2026 - Expedia.ca

# 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](https://images.trvl-media.com/lodging/91000000/90620000/90610500/90610465/b332acc7_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 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 ESPN Wide World of Sports Complex are located nearby. 

[Get rates](https://expedia.ca/Orlando-Hotels-Hilton-Vacation-Golf-Club-Mystic-Dunes-Resort.h90610465.Hotel-Information)

[](https://expedia.ca/Orlando-Hotels-Hilton-Vacation-Golf-Club-Mystic-Dunes-Resort.h90610465.Hotel-Information)

![Deluxe Golf Resort Jaccuzi Suite near all Orlando attractions](https://images.trvl-media.com/lodging/88000000/87750000/87746700/87746629/27ea937e_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 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 ESPN Wide World of Sports Complex are located nearby. 

[Get rates](https://expedia.ca/Orlando-Hotels-Deluxe-Golf-Resort-Jaccuzi-Suite-Near-All-Orlando-Attractions.h87746629.Hotel-Information)

[](https://expedia.ca/Orlando-Hotels-Deluxe-Golf-Resort-Jaccuzi-Suite-Near-All-Orlando-Attractions.h87746629.Hotel-Information)

![3 NIGHT STAY IN ORLANDO WITH 1 DAY FAMILY PASS TO DISNEY FOR UP TO 4 ](https://images.trvl-media.com/lodging/75000000/74070000/74067300/74067236/3e21ae28_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 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 Wide World of Sports Complex are located nearby. 

[Get rates](https://expedia.ca/Orlando-Hotels-3-NIGHT-STAY-IN-ORLANDO-WITH-1-DAY-FAMILY-PASS-TO-DISNEY-FOR-UP-TO-4.h74067236.Hotel-Information)

[](https://expedia.ca/Orlando-Hotels-3-NIGHT-STAY-IN-ORLANDO-WITH-1-DAY-FAMILY-PASS-TO-DISNEY-FOR-UP-TO-4.h74067236.Hotel-Information)

![It is located 15 minutes from Disney](https://images.trvl-media.com/lodging/73000000/72820000/72819900/72819889/w1238h823x2y0-71f1d75a_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 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. 

10/10 Exceptional! (2 reviews)

[Get rates](https://expedia.ca/Orlando-Hotels-It-Is-Located-15-Minutes-From-Disney.h72819889.Hotel-Information)

[](https://expedia.ca/Orlando-Hotels-It-Is-Located-15-Minutes-From-Disney.h72819889.Hotel-Information)

![Holiday Inn Club Vacations at Orange Lake Resort by IHG](https://images.trvl-media.com/lodging/1000000/10000/6400/6315/4259dc2e_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### Holiday Inn Club Vacations at Orange Lake Resort by IHG

CA $323

CA $424 total

Mar 12 - Mar 13

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. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby. 

8.8/10 Excellent! (2,684 reviews)

[](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information)

![WorldMark Reunion](https://images.trvl-media.com/lodging/5000000/4190000/4188600/4188525/4fbd0446_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 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. Popular attractions ESPN Wide World of Sports Complex and Old Town are located nearby. 

9.4/10 Exceptional! (606 reviews)

[Get rates](https://expedia.ca/Orlando-Hotels-Club-Wyndham-Reunion.h4188525.Hotel-Information)

[](https://expedia.ca/Orlando-Hotels-Club-Wyndham-Reunion.h4188525.Hotel-Information)

![Margaritaville Resort Orlando with H2O Waterpark](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/9023b9f7_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### Margaritaville Resort Orlando with H2O Waterpark

CA $254

CA $363 total

Mar 8 - Mar 9

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. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby. 

8.8/10 Excellent! (3,609 reviews)

[](https://expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information)

![Westgate Town Center Resort](https://images.trvl-media.com/lodging/1000000/430000/426900/426819/410a3d83_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### Westgate Town Center Resort

CA $135

CA $199 total

Mar 8 - Mar 9

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 rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby. 

8/10 Very Good! (1,493 reviews)

[](https://expedia.ca/Orlando-Hotels-Westgate-Town-Center-Resort.h426819.Hotel-Information)

![Encore Resort and Water Park at Reunion by Rentyl](https://images.trvl-media.com/lodging/16000000/15200000/15190600/15190527/b5cc1c4e_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### Encore Resort and Water Park at Reunion by Rentyl

CA $297

CA $925 total

Mar 23 - Mar 24

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. Popular attractions Reunion Resort Golf Course and ESPN Wide World of Sports Complex are located nearby. 

8.2/10 Very Good! (1,007 reviews)

[](https://expedia.ca/Orlando-Hotels-Encore-Resort-At-Reunion.h15190527.Hotel-Information)

![FantasyWorld Resort](https://images.trvl-media.com/lodging/1000000/90000/84900/84866/6a12c793_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 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 our reviews. Popular attractions Old Town and Disney Springs™ are located nearby. 

8.6/10 Excellent! (1,006 reviews)

[Get rates](https://expedia.ca/Orlando-Hotels-Fantasy-World-Resort.h84866.Hotel-Information)

[](https://expedia.ca/Orlando-Hotels-Fantasy-World-Resort.h84866.Hotel-Information)

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.

### Top Destinations

> - [Resorts with Pools in Destin ](https://www.expedia.ca/lp/b/tgp/lodging/theme/resorts-with-pools/6906/destin)
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### Explore more places to book

> - [Moab Resorts with a Pool ](https://www.expedia.ca/lp/b/tgp/lodging/theme/resorts-with-pools/6176216/moab)
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> - [Kailua-Kona Resorts with a Pool ](https://www.expedia.ca/lp/b/tgp/lodging/theme/resorts-with-pools/1879/kailua-kona)
> - [Puerto Vallarta Resorts with a Pool ](https://www.expedia.ca/lp/b/tgp/lodging/theme/resorts-with-pools/180016/puerto-vallarta)
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