Find Hotels with a Pool in Kissimmee, FL

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on Kissimmee Hotels with a Pool

Compare Kissimmee Hotels with a Pool room rates, reviews, and availability. Most hotels are fully refundable.

Champions World Resort

2.0 star property
7.4 out of 10, Good, (1005)
"Nice location. Small pool. Staff were friendly. There is a shuttle to Disneyworld, which was very convenient "
Champions World Resort

Delta Hotels by Marriott Orlando Celebration

3.5 star property
8.0 out of 10, Very Good, (1949)
"Nice place, enjoyed it all."
The price is SAR 266
SAR 407 total
includes taxes & fees
16 Jun - 17 Jun
Delta Hotels by Marriott Orlando Celebration

Seralago Hotel and Suites Main Gate East

3.0 star property
4.8 out of 10, (2085)
"It’s was good for the price we loved it!!"
Seralago Hotel and Suites Main Gate East

Maingate Lakeside Resort

3.0 star property
4.4 out of 10, (2527)
"Great place to stay love everything about it"
The price is SAR 135
SAR 253 total
includes taxes & fees
1 Jun - 2 Jun
Maingate Lakeside Resort

Hilton Vacation Club Mystic Dunes Orlando

4.0 star property
9.0 out of 10, Wonderful, (4009)
"Great place to stay! "
The price is SAR 367
SAR 544 total
includes taxes & fees
5 Jun - 6 Jun
Hilton Vacation Club Mystic Dunes Orlando

FantasyWorld Resort

4.0 star property
8.6 out of 10, Excellent, (1003)
"Nice staff, convenient location and nice amenities. "
FantasyWorld Resort

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4.0 star property
8.6 out of 10, Excellent, (2024)
"Great Stay"
The price is SAR 596
SAR 836 total
includes taxes & fees
1 Jun - 2 Jun
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Staybridge Suites Orlando Royale Parc Suites by IHG

3.0 star property
8.4 out of 10, Very Good, (1378)
"We have stayed here many times and each time os a great experience "
The price is SAR 353
SAR 477 total
includes taxes & fees
3 Jun - 4 Jun
Staybridge Suites Orlando Royale Parc Suites by IHG

Park Royal Orlando

2.5 star property
7.8 out of 10, Good, (1001)
"We enjoyed our stay. Close to Disney, "
The price is SAR 330
SAR 375 total
includes taxes & fees
2 Jun - 3 Jun
Park Royal Orlando

Gaylord Palms Resort & Convention Center

4.0 star property
9.0 out of 10, Wonderful, (1206)
"Place is amazing! Would stay there again in a heartbeat. "
The price is SAR 1,047
SAR 1,392 total
includes taxes & fees
11 Jun - 12 Jun
Gaylord Palms Resort & Convention Center
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.

Frequently asked questions

What's it like visiting Kissimmee?
If taking it easy by the pool is your idea of a great vacation, you may want to consider family-friendly Kissimmee, which has 439 places to stay with pools. During your trip, you can explore sights such as Disney Springs™ and Epcot®, and then relax poolside at one of the accommodations in Kissimmee that guests like for their pools.
What are some accommodations with pools in Kissimmee?
Seasons Florida Resort: Hotel located near Old Town. Features free self parking, an outdoor pool, and complimentary wireless internet access. Margaritaville Resort Orlando with H2O Waterpark: Resort located near Disney’s Animal Kingdom® Theme Park. Offers free water-park access, 3 outdoor pools, and a lazy river. Palazzo Lakeside Hotel: Hotel located near Old Town. Provides daily, a pool, and complimentary wireless internet access. Delta Hotels by Marriott Orlando Celebration: Hotel located near Old Town. Features 4 restaurants, 2 outdoor pools, and 2 bars. Encore Resort and Water Park At Reunion by Rentyl: Resort located near Reunion Resort Golf Course. Offers a children’s pool, an outdoor pool, and free water-park access.
How many pool hotels will I be able to find in Kissimmee?
Expedia’s 439 hotels in Kissimmee give you a great choice for your poolside getaway.
What is there to see and do in Kissimmee?
Explore places like Walt Disney World® Resort, Disney’s Animal Kingdom® Theme Park, and Old Town while you’re in Kissimmee. Make a point to visit attractions like Give Kids the World Village and Fun Spot America. Kissimmee appeals to visitors with its array of dining options, lively festivals, and fun-filled attractions.
When is the best time to book a hotel with a pool in Kissimmee?
You may want to consider a place to stay that offers an outdoor swimming pool if you’ll be visiting Kissimmee in the driest months of December, February, or November when the average rainfall is 2 inches. Lodging with an indoor pool may be the way to go if you are visiting during the rainiest months of August, July, and September when the average rainfall is 8 inches.
What's the best way to travel around Kissimmee?
Knowing the transportation options in Kissimmee can help you enjoy the area beyond your hotel pool. Nearby metro stations include Tupperware Station and Poinciana Station. To venture out into the surrounding area, ride aboard one of the trains from Kissimmee Station.