Find Hotels with a Pool in Kissimmee, FL

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Top Kissimmee Hotels with a 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 "
Anonymous traveler
Champions World Resort

Delta Hotels by Marriott Orlando Celebration

3.5 star property
8.2 out of 10, Very Good, (2162)
"This place is a great budget find! I have stayed here twice now with my son as a quick getaway while visiting the parks (which are all quick and convenient drives ). We were able to relax and enjoy ourselves by the
pool
thanks to the free early check in and out. I’ll n c by tea The staff was very friendly and accommodating! "
Nicole
The price is NT$2,091
NT$3,208 total
includes taxes & fees
Jul 29 - Jul 30
Delta Hotels by Marriott Orlando Celebration

Seralago Hotel and Suites Main Gate East

3.0 star property
4.8 out of 10, (1915)
"The staff was very friendly and helpful ❤️ my family and I enjoyed our stay "
Ashley
Seralago Hotel and Suites Main Gate East

Maingate Lakeside Resort

3.0 star property
4.4 out of 10, (2529)
"My room looked nothing like the pictures. The entire property needs an overhaul. There 7 nights, only received 1 day of maid service. Furniture beyond old, chest of drawers all broken. One chair at a table for four. For having to pay another $189 on top of the Expedia prepay for a "booking fee & resort fee" it sure didn't feel very resorty. Beds are small doubles. Breakfast? 5 different types of bread, 3 types of cereal, fruit cocktail out of a #10 can, peanut butter or jelly for...
Derek Lee
The price is NT$1,126
NT$2,065 total
includes taxes & fees
Jul 29 - Jul 30
Maingate Lakeside Resort

Hilton Vacation Club Mystic Dunes Orlando

4.0 star property
9.0 out of 10, Wonderful, (4155)
"Very clean and safe facilities. Easy check in and check out. Lovely rooms with full amenities. Beautiful pools "
Cheryl
The price is NT$2,777
NT$4,154 total
includes taxes & fees
Aug 4 - Aug 5
Hilton Vacation Club Mystic Dunes Orlando

FantasyWorld Resort

4.0 star property
8.6 out of 10, Excellent, (1009)
"This is a great place that is conveniently located near all the parks with shuttles if needed. Also, it is perfect for travel with families. this is our 2nd time at the resort. they have made some renovations since our last visit. the
pool
is fun for all! Activities for the kids. its not a luxury resort and its not bottom tier. But its the perfect mid level resort. full kitchen so you can go down the street to Walmart to get items you may need. ( 4 mins away). Clean pools, clean resort. The...
Alex L
FantasyWorld Resort

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4.0 star property
8.6 out of 10, Excellent, (2260)
"We have been here a number of times, and we are always reminded of just how surprisingly great this place is. Lots of pools, a great lazy river, lots of restaurants, 4 golf courses, and it’s adequately staffed with friendly, competent people. I’ve been lots of places with more impressive entrances and more prestigious brand names that can’t hold a candle to this place. "
John
The price is NT$3,103
NT$4,787 total
includes taxes & fees
Aug 5 - Aug 6
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, (1484)
"Excellent stay. Convenient for Old Town. Nice
pool
area. "
Robert
The price is NT$2,696
NT$3,661 total
includes taxes & fees
Aug 10 - Aug 11
Staybridge Suites Orlando Royale Parc Suites by IHG

Park Royal Orlando

2.5 star property
8.0 out of 10, Very Good, (1009)
"I enjoyed my stay. The room is very clean & the cleaning ladies kept the room clean everyday with fresh towels n rags. The
pool
on property was very clean n stuff. The area is safe n close to a lot of food places that you can walk too. "
Shiloh
The price is NT$2,120
NT$2,406 total
includes taxes & fees
Jul 29 - Jul 30
Park Royal Orlando

Gaylord Palms Resort & Convention Center

4.0 star property
9.0 out of 10, Wonderful, (1235)
"Beautiful Clean Resort was awesome so much fun at the pools "
Ryan
The price is NT$7,037
NT$9,575 total
includes taxes & fees
Aug 1 - Aug 2
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.

Top Kissimmee Hotel Reviews

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 446 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 with H2O Waterpark: Resort located near Disney's Animal Kingdom® Theme Park. Features free water-park access, 3 outdoor pools, and a lazy river. Seasons Florida Resort: Hotel located near Old Town. Offers free self parking, an outdoor pool, and complimentary wireless internet access. Delta Hotels by Marriott Orlando Celebration: Hotel located near Old Town. Provides 4 restaurants, 2 outdoor pools, and 2 bars. Magic Moment Resort and Kids Club: Hotel located near Old Town. Features daily, an outdoor pool, and free self parking. Palazzo Lakeside Hotel: Hotel located near Old Town. Offers daily, a pool, and complimentary wireless internet access.
How many pool hotels will I be able to find in Kissimmee?
Expedia's 446 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.