Find hotels with pools in Kissimmee, FL from $40

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

Lobby
Hilton Vacation Club Polynesian Isles Kissimmee
3.0 star property
9.8 out of 10, Exceptional, (1603)
"Awesome overall experience, wonderful customer service, friendly helpful staff and clean, comfortable facilities. Will be back!"
The price is $81
$114 total
includes taxes & fees
May 27 - May 28
Hilton Vacation Club Polynesian Isles Kissimmee
Outdoor pool, sun loungers
Parkway International Resort
3.0 star property
9.2 out of 10, Wonderful, (1555)
"We've stayed many times over the years. Always a great, comfortable stay"
The price is $103
$134 total
includes taxes & fees
May 22 - May 23
Parkway International Resort
4 outdoor pools, cabanas (surcharge), pool umbrellas
Hilton Vacation Club Mystic Dunes Orlando
3.5 star property
8.8 out of 10, Excellent, (3107)
"I loved the apartment/condo style of the rooms they have it’s very convenient and has plenty of space. "
The price is $87
$133 total
includes taxes & fees
May 22 - May 23
Hilton Vacation Club Mystic Dunes Orlando
2 outdoor pools, a heated pool, cabanas (surcharge), pool umbrellas
FantasyWorld Resort
4.0 star property
8.8 out of 10, Excellent, (1315)
"We really liked the water park, the kids never got bored. The villa was gorgeous. Definitely will go back."
FantasyWorld Resort
Front of property
Gaylord Palms Resort & Convention Center
4.0 star property
8.8 out of 10, Excellent, (1113)
"gorgeous resort very clean "
The price is $289
$369 total
includes taxes & fees
May 19 - May 20
Gaylord Palms Resort & Convention Center
Exterior
Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel
4.0 star property
8.4 out of 10, Very Good, (1360)
"Solid 2 bedroom villa , great for families "
The price is $169
$220 total
includes taxes & fees
May 19 - May 20
Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel
Outdoor pool
Staybridge Suites Orlando Royale Parc Suites, an IHG Hotel
3.0 star property
8.2 out of 10, Very Good, (1078)
"Love it!!!"
The price is $90
$123 total
includes taxes & fees
May 20 - May 21
Staybridge Suites Orlando Royale Parc Suites, an IHG Hotel
2 outdoor pools, sun loungers
Delta Hotels by Marriott Orlando Celebration
3.5 star property
8.0 out of 10, Very Good, (857)
"My daughter and I stayed here and had an amazing time! The staff was nice and helpful. The pool was so much fun. Would recommend to the hotel get more long chairs! It was hard finding two chairs to sit at, at the same time. They have Starbucks, a small restraint, and bar. A bus service that picks you up for the Disney parks. All in all, we will be back to this hotel real soon! "
The price is $87
$127 total
includes taxes & fees
May 19 - May 20
Delta Hotels by Marriott Orlando Celebration
Lobby sitting area
Magic Moment Resort and Kids Club
4.0 star property
8.0 out of 10, Very Good, (818)
"Very family oriented and excellent for families with children. Very positive and inspiring phrases all over. We felt so Peaceful."
The price is $43
$79 total
includes taxes & fees
Jun 3 - Jun 4
Magic Moment Resort and Kids Club
Exterior
Park Royal Orlando
2.5 star property
7.8 out of 10, Good, (1002)
"The property has been going thru renovations, and although they have a little more to do ( example- check in motel Lobby building) The reviews I read online were very accurate The property is a great place to stay, rooms were great, beds newer, comfy, etc. stayed here because of the great ratings, given, it did not disappoint. Compared to other property’s in Kissimmee and Orlando, with their issue’s worth the extra drive to go a bit further for the peace of mind. The area, and business’s in ...
The price is $58
$65 total
includes taxes & fees
Jun 4 - Jun 5
Park Royal Orlando
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Kissimmee Hotels with a Pool information

 

Hotels with a Pool in Kissimmee

788

Highest price
$289
Cheapest price
$40
Number of guest reviews
18,452
Total number of hotels in Kissimmee
32,838

 

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 469 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: Hotel located near ESPN Wide World of Sports. Provides 4 outdoor pools, a children’s pool, and 2 bars. Westgate Vacation Villas Resort: Resort located near Walt Disney World® Resort. Features 14 outdoor pools, a children’s pool, and a water park. Red Lion Hotel Orlando Lake Buena Vista South: Hotel located near Old Town. Offers a lazy river, an outdoor pool, and 2 restaurants.
How many pool hotels will I be able to find in Kissimmee?
Expedia’s 469 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.

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