Search Hotels with Swimming Pool in Kissimmee

Top Kissimmee Hotels with Swimming 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
3.5 star property
8.0 out of 10, Very good, (1317)
"Needs a little updating but very clean. Staff was helpful and friendly. The pool area with bar was amazing. Good location to everything. Very happy with stay. Parking fee was not advised but I didn’t have car so not a huge deal. "
The price is ₹5,994
₹9,165 total
includes taxes & fees
24 Nov - 25 Nov
Delta Hotels by Marriott Orlando Celebration
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 ₹3,309
₹5,481 total
includes taxes & fees
24 Nov - 25 Nov
Seralago Hotel & Suites Main Gate East
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 ₹2,633
₹5,087 total
includes taxes & fees
1 Dec - 2 Dec
Maingate Lakeside Resort
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 ₹6,751
₹10,536 total
includes taxes & fees
24 Nov - 25 Nov
Hilton Vacation Club Mystic Dunes Orlando
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
4.0 star property
8.6 out of 10, Excellent, (1534)
"We loved our villa! The kitchen was fully stocked, the rooms were clean and comfortable, the backyard was nice for the kids to get their energy out. We went to the lazy river and arcade and those were fun. We appreciated the short drive to Epcot. Would stay again! "
The price is ₹8,566
₹12,485 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
3.0 star property
8.2 out of 10, Very good, (1233)
"It was in a Good condition "
The price is ₹9,038
₹11,983 total
includes taxes & fees
24 Nov - 25 Nov
Staybridge Suites Orlando Royale Parc Suites, an IHG Hotel
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 ₹6,935
₹7,871 total
includes taxes & fees
1 Dec - 2 Dec
Park Royal Orlando
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 ₹26,085
₹34,254 total
includes taxes & fees
27 Nov - 28 Nov
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
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.

Frequently asked questions

What's it like visiting Kissimmee?
If lounging next to a pool is your idea of the perfect getaway, you might want to think about family-friendly Kissimmee, which has 267 places to stay with pools. While you’re here, you can explore sights such as Disney Springs™ and Epcot®, and then relax and unwind poolside at one of the accommodation options in Kissimmee that guests like for their pools.
What are some accommodation options with pools in Kissimmee?
Margaritaville Resort Orlando: Resort located near Disney’s Animal Kingdom® Theme Park. Features 3 restaurants, 3 outdoor swimming 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 swimming pools and 2 bars. Hilton Vacation Club Mystic Dunes Orlando: Property located near ESPN Wide World of Sports. Provides 4 outdoor swimming 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 swimming pools and 2 hot tubs.
How many pool hotels can I expect 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 such as Walt Disney World® Resort, Disney’s Animal Kingdom® Theme Park and Old Town while you’re in Kissimmee. Make a point to visit attractions such as 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 48 mm. Accommodation 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 196 mm.
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. If you want to explore the larger area, hop on a train at Kissimmee Station.