Find Hotels with a Pool in Kissimmee, FL

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

Hilton Vacation Club Polynesian Isles Kissimmee
3.0 star property
9.8 out of 10, Exceptional, (1638)
"The staff are so friendly. We had a family problem come up and had to book another night and we had no problem. Love the towels they have in the rooms so soft and the rooms are excellent. We brought to meals to make in the room have all you need in the kitchen. This was our second time back and can't wait to go back for sure."
The price is AED 267
AED 379 total
includes taxes & fees
30 Sep - 1 Oct
Hilton Vacation Club Polynesian Isles Kissimmee
Parkway International Resort
3.0 star property
9.4 out of 10, Exceptional, (1649)
"Pros: Property is very nice and convenient to Disney. Great value considering it’s a 2 bed/ 2 bath unit. Cons: After checking in, we were forced to attend a high pressure sales pitch on investing in their property before we were given a parking permit. This is unethical and borderlines coercion. My review would have been higher if not for this."
The price is AED 419
AED 525 total
includes taxes & fees
1 Oct - 2 Oct
Parkway International Resort
Orbit One Vacation Villas
3.0 star property
9.4 out of 10, Exceptional, (1329)
"Our 3rd stay. We love the place."
The price is AED 336
AED 474 total
includes taxes & fees
1 Oct - 2 Oct
Orbit One Vacation Villas
Embassy Suites by Hilton Orlando Lake Buena Vista South
3.5 star property
9.2 out of 10, Wonderful, (1849)
"Loved everything about this hotel"
The price is AED 484
AED 540 total
includes taxes & fees
6 Oct - 7 Oct
Embassy Suites by Hilton Orlando Lake Buena Vista South
Hilton Vacation Club Mystic Dunes Orlando
9.0 out of 10, Wonderful, (3406)
"Only dislike was the building 26 balcony view was of trees and swamp . Glad i was on the 4th floor."
The price is AED 288
AED 445 total
includes taxes & fees
9 Oct - 10 Oct
Hilton Vacation Club Mystic Dunes Orlando
Gaylord Palms Resort & Convention Center
4.0 star property
8.8 out of 10, Excellent, (1033)
"Safe "
The price is AED 934
AED 1,243 total
includes taxes & fees
4 Oct - 5 Oct
Gaylord Palms Resort & Convention Center
Caribe Cove Resort
3.5 star property
8.8 out of 10, Excellent, (2235)
"Everything was lovely "
Caribe Cove Resort
Comfort Suites Maingate East
3.0 star property
8.8 out of 10, Excellent, (1859)
"My stay here was good, the facility is clean and well kept. Didn't have the need to interact with staff much except for collecting packages. My only complaint would be that the breakfast isn't good, every single day it's the same thing, there should be at least a little mix in between days. Having a waffle and egg everyday isn't very appealing. Overall i'd give it a 7. "
The price is AED 360
AED 398 total
includes taxes & fees
30 Sep - 1 Oct
Comfort Suites Maingate East
Club Sevilla
2.0 star property
8.8 out of 10, Excellent, (1004)
"A hidden gem in my opinion my room was comfortable clean quiet I will recommend staying there and I will return "
The price is AED 248
AED 301 total
includes taxes & fees
11 Oct - 12 Oct
Club Sevilla
Galleria Palms Hotel
2.5 star property
8.8 out of 10, Excellent, (3860)
"Really good value. Didn’t have any issues with noise from other guests although our floor had plenty of people staying on it, breakfast was good enough, the bathroom very spacious and the beds really comfortable. In fact, we moved here after a week at a Disney hotel and the room was nicer. The air on wasn’t too loud - and definitely not set as cold as our Disney room. Storage facilities were also offered so there was nothing we were lacking. Really enjoyed our stay, thanks. "
The price is AED 300
AED 396 total
includes taxes & fees
30 Sep - 1 Oct
Galleria Palms Hotel
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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 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.