Find Hotels with a Pool in Kissimmee, FL

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Pick from 788 Kissimmee Hotels with a Pool and compare room rates, reviews, and availability. Most hotels are fully refundable.

Champions World Resort
Pool
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
Pool
Delta Hotels by Marriott Orlando Celebration
3.5 star property
8.0 out of 10, Very Good, (1317)
"It was really good "
The price is SAR 267
SAR 401 total
includes taxes & fees
24 Nov - 25 Nov
Delta Hotels by Marriott Orlando Celebration
Seralago Hotel & Suites Main Gate East
Pool
Seralago Hotel & Suites Main Gate East
3.0 star property
5.2 out of 10, (5565)
"I had to wait 20 minutes for the front counter lady to come in from smoking. The security guard was sitting in the lobby playing on his phone and he just kept saying she will be back soon.. Then she told me I had booked a double bed room and I said no I booked a family suite.. So I had to show her my email and she said well I don't know why they put you in another room, let me make sure I have a clean one.. After standing in the lobby for a total of 40 minutes (including her smoke break time), I...
The price is SAR 147
SAR 244 total
includes taxes & fees
24 Nov - 25 Nov
Seralago Hotel & Suites Main Gate East
Maingate Lakeside Resort
Outdoor pool
Maingate Lakeside Resort
3.0 star property
4.2 out of 10, (2330)
"ALL VERY GOOD EXCEPT THE BREAKFAST. THE BREAKFAST WAS VERY LITTLE."
The price is SAR 117
SAR 226 total
includes taxes & fees
2 Dec - 3 Dec
Maingate Lakeside Resort
Hilton Vacation Club Mystic Dunes Orlando
Pool
Hilton Vacation Club Mystic Dunes Orlando
9.0 out of 10, Wonderful, (3380)
"This property has a super friendly and helpful staff. The amenities include mini golf, pickle ball courts, tennis courts, basketball courts, shuffle board, walking paths, and multiple pools all included with the price. There is a professional golf course on site for an additional nominal fee. The resort is close to Disney with shuttle service provided"
The price is SAR 300
SAR 460 total
includes taxes & fees
24 Nov - 25 Nov
Hilton Vacation Club Mystic Dunes Orlando
FantasyWorld Resort
Outdoor pool
FantasyWorld Resort
4.0 star property
8.6 out of 10, Excellent, (1101)
"The resort was absolutely amazing. My family, friends, and children all enjoyed themselves very much. we love the extra activities that were available for the children. And the adults loved having A bar close to the pool. However, while at the pool, we were told by staff that the children were not able to jump into the pool. Even though we were the only ones in the pool at this time, the kids were not allowed to jump or play with their water toys. It’s a family resort. I found this extremely...
FantasyWorld Resort
Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel
Pool
Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel
4.0 star property
8.6 out of 10, Excellent, (1534)
"NA"
The price is SAR 381
SAR 548 total
includes taxes & fees
2 Dec - 3 Dec
Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel
Staybridge Suites Orlando Royale Parc Suites, an IHG Hotel
Pool
Staybridge Suites Orlando Royale Parc Suites, an IHG Hotel
3.0 star property
8.2 out of 10, Very Good, (1233)
"It was in a Good condition "
The price is SAR 402
SAR 525 total
includes taxes & fees
24 Nov - 25 Nov
Staybridge Suites Orlando Royale Parc Suites, an IHG Hotel
Park Royal Orlando
Outdoor pool
Park Royal Orlando
2.5 star property
7.8 out of 10, Good, (1000)
"Property was clean, but the door on my room was strange and had to be forced to close all the way. "
The price is SAR 298
SAR 330 total
includes taxes & fees
4 Dec - 5 Dec
Park Royal Orlando
Gaylord Palms Resort & Convention Center
Pool
Gaylord Palms Resort & Convention Center
4.0 star property
8.8 out of 10, Excellent, (1040)
"The property is excellent but the staffs are not heplful."
The price is SAR 1,235
SAR 1,609 total
includes taxes & fees
1 Dec - 2 Dec
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.
Don't see what you're looking for?
See all available properties in Kissimmee

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 267 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?
Margaritaville Resort Orlando: Resort located near Disney’s Animal Kingdom® Theme Park. Features 3 restaurants, 3 outdoor pools, and a full-service spa. Margaritaville Cottages Orlando by VStays: Hotel located near Disney’s Animal Kingdom® Theme Park. Offers 4 restaurants, 2 outdoor pools, and 2 bars. Hilton Vacation Club Mystic Dunes Orlando: Property located near ESPN Wide World of Sports. Provides 4 outdoor pools, a children’s pool, and 2 bars. Red Lion Hotel Orlando Lake Buena Vista South: Hotel located near Old Town. Features a lazy river, an outdoor pool, and 2 restaurants. Delta Hotels by Marriott Orlando Celebration: Hotel located near Old Town. Offers 2 restaurants, 2 outdoor pools, and 2 spa tubs.
How many pool hotels will I be able to find in Kissimmee?
Expedia’s 267 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.