Find Hotels with a Pool in Kissimmee, FL

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Check availability on Kissimmee Hotels with a Pool

Our top choices for Kissimmee hotels with a pool

Outdoor pool, open 8 AM to 11 PM, pool umbrellas, sun loungers
Galleria Palms Hotel

Galleria Palms Hotel

Galleria Palms Hotel
2.5 star property
Kissimmee
9.0 out of 10, Wonderful, (3651)
"Great staff and amazing location near all the parks. "
United States
Mauro
Galleria Palms Hotel
Royal Room, 2 Queen Beds, Pool View | Pool | Outdoor pool, a heated pool, open 9 AM to 9:00 PM, free cabanas
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
3.0 star property
Kissimmee
8.4 out of 10, Very Good, (2711)
"The place was wonderful we enjoyed our stay. "
United States
denise
The price is ₩50,730
₩107,879 total
includes taxes & fees
Dec 16 - Dec 17
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
Water park
Red Lion Hotel Orlando Lake Buena Vista South

Red Lion Hotel Orlando Lake Buena Vista South

Red Lion Hotel Orlando Lake Buena Vista South
3.5 star property
Kissimmee
8.8 out of 10, Excellent, (4252)
"Beautiful place to stay, reliable price, the location was perfect, super clean, definitely I will return back in a future to this hotel."
United States
Aurelis
The price is ₩100,484
₩147,593 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Red Lion Hotel Orlando Lake Buena Vista South
3 outdoor pools, open 8:00 AM to 10:00 PM, pool umbrellas, sun loungers
SpringHill Suites by Marriott Orlando Lake Buena Vista South

SpringHill Suites by Marriott Orlando Lake Buena Vista South

SpringHill Suites by Marriott Orlando Lake Buena Vista South
3.0 star property
Kissimmee
8.8 out of 10, Excellent, (1274)
"Great room, good food, excellent/ informativr staf"
United States
Raymond
The price is ₩117,035
₩132,835 total
includes taxes & fees
Dec 17 - Dec 18
SpringHill Suites by Marriott Orlando Lake Buena Vista South
Outdoor pool, pool umbrellas, sun loungers
Nobile Hotel Parkway at Celebration Orlando

Nobile Hotel Parkway at Celebration Orlando

Nobile Hotel Parkway at Celebration Orlando
2.5 star property
Kissimmee
8.0 out of 10, Very Good, (1008)
"The staff were so nice and very friendly, they made my stay here very welcoming. "
United States
Giselle
The price is ₩55,326
₩108,080 total
includes taxes & fees
Dec 16 - Dec 17
Nobile Hotel Parkway at Celebration Orlando
2 outdoor pools, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers
Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG
3.5 star property
Kissimmee
8.4 out of 10, Very Good, (1043)
"Great place - hardworking staff!"
United States
Theodore
The price is ₩103,440
₩146,750 total
includes taxes & fees
Dec 16 - Dec 17
Holiday Inn Resort Kissimmee by the Parks by IHG
Outdoor pool
Seasons Florida Resort

Seasons Florida Resort

Seasons Florida Resort
2.0 star property
Kissimmee
8.8 out of 10, Excellent, (3300)
"Excellent location and value, very clean and friendly check in"
United States
Jason
The price is ₩89,771
₩101,891 total
includes taxes & fees
Dec 15 - Dec 16
Seasons Florida Resort
Exterior
Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway
3.0 star property
Kissimmee
8.0 out of 10, Very Good, (3912)
"Always great to stay there "
United States
Giandre
The price is ₩74,477
₩114,721 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Ramada by Wyndham Kissimmee Gateway
Property amenity
Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration
3.5 star property
Kissimmee
8.2 out of 10, Very Good, (2490)
"Comfortable, nice pool, clean, friendly staff"
United States
Tammy
The price is ₩101,075
₩156,656 total
includes taxes & fees
Dec 15 - Dec 16
Delta Hotels by Marriott Orlando Celebration
Front of property
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel
3.0 star property
Kissimmee
8.2 out of 10, Very Good, (5151)
"Overall good experience would stay again"
United States
Jacquelyn
The price is ₩40,345
₩96,092 total
includes taxes & fees
Dec 16 - Dec 17
Palazzo Lakeside Hotel
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.
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Hotels with pools and free breakfast in Kissimmee

2 restaurants, breakfast, lunch, dinner served; Mexican cuisine
Red Lion Hotel Orlando Lake Buena Vista South

Red Lion Hotel Orlando Lake Buena Vista South

Red Lion Hotel Orlando Lake Buena Vista South
3.5 star property
Kissimmee
8.8 out of 10, Excellent, (4252)
The price is ₩100,484
₩147,593 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Red Lion Hotel Orlando Lake Buena Vista South
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Hotels with pools and hot tubs in Kissimmee

2 restaurants, breakfast, lunch, dinner served; Mexican cuisine
Red Lion Hotel Orlando Lake Buena Vista South

Red Lion Hotel Orlando Lake Buena Vista South

Red Lion Hotel Orlando Lake Buena Vista South
3.5 star property
Kissimmee
8.8 out of 10, Excellent, (4252)
The price is ₩100,484
₩147,593 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Red Lion Hotel Orlando Lake Buena Vista South
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Hotels with pools and waterparks in Kissimmee

Lobby
Margaritaville Resort Orlando

Margaritaville Resort Orlando

Margaritaville Resort Orlando
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3649)
The price is ₩183,266
₩288,513 total
includes taxes & fees
Dec 15 - Dec 16
Margaritaville Resort Orlando
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.
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Top Kissimmee Hotel Reviews

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent
"Front desk was very professional and efficient. Even gave us a goodie bag with water upon check in. Rooms were spacious. Kitchen had many equipments that came in handy. Felt very safe. The gentle man at the gate during the night shift was very polite. We went in October and came back again in December. Good location, 10 mins from Panda Express, close to the parks, 5mins from Walmart. Would book again"
Dayris 3-night trip
Posted 20 hours ago
Hilton Vacation Club Mystic Dunes Orlando

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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 678 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 free water-park access, 3 outdoor pools, and a lazy river. Holiday Inn Resort Kissimmee by the Parks by IHG: Hotel located near Walt Disney World® Resort. Offers 2 outdoor pools, a children's pool, and a snack bar/deli. Red Lion Hotel Orlando Lake Buena Vista South: Hotel located near Old Town. Provides a lazy river, an outdoor pool, and 2 restaurants. Magic Moment Resort & Kids Club, Dazzler Select by Wyndham: Hotel located near Old Town. Features daily, an outdoor pool, and free self parking. Delta Hotels by Marriott Orlando Celebration: Hotel located near Old Town. Offers 4 restaurants, 2 outdoor pools, and 2 bars.
How many pool hotels will I be able to find in Kissimmee?
Expedia's 678 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.