Search Hotels with Pool in Kissimmee

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Check availability on Kissimmee Hotels with Pool

Our top choices for Kissimmee hotels with a pool

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

Galleria Palms Hotel

Galleria Palms Hotel
2.5 star property
Kissimmee
9.0 out of 10, Wonderful, (3637)
"Great staff and amazing location near all the parks. "
United States
Mauro
Galleria Palms Hotel
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 ฿2,164
฿3,178 total
includes taxes & fees
15 Dec - 16 Dec
Red Lion Hotel Orlando Lake Buena Vista South
3 outdoor pools, open 8:00 AM to 10:00 PM, pool umbrellas, pool 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, (1273)
"Great room, good food, excellent/ informativr staf"
United States
Raymond
The price is ฿2,520
฿2,861 total
includes taxes & fees
14 Dec - 15 Dec
SpringHill Suites by Marriott Orlando Lake Buena Vista South
Royal Room, 2 Queen Beds, Pool View | Pool | Outdoor pool, a heated pool, open 9 AM to 9:00 PM, free pool 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, (2700)
"The place was wonderful we enjoyed our stay. "
United States
denise
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
Garden
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, (1002)
"The staff were so nice and very friendly, they made my stay here very welcoming. "
United States
Giselle
The price is ฿1,260
฿2,406 total
includes taxes & fees
11 Dec - 12 Dec
Nobile Hotel Parkway at Celebration Orlando
Outdoor pool
Seasons Florida Resort

Seasons Florida Resort

Seasons Florida Resort
2.0 star property
Kissimmee
8.8 out of 10, Excellent, (3282)
"Excellent location and value, very clean and friendly check in"
United States
Jason
The price is ฿1,933
฿2,194 total
includes taxes & fees
11 Dec - 12 Dec
Seasons Florida Resort
Outdoor pool
Quality Inn & Suites By the Parks

Quality Inn & Suites By the Parks

Quality Inn & Suites By the Parks
2.5 star property
Kissimmee
8.4 out of 10, Very good, (1501)
"Property was quiet, easy access, friendly staff"
United States
Michael
The price is ฿2,299
฿2,610 total
includes taxes & fees
4 Jan - 5 Jan 2026
Quality Inn & Suites By the Parks
2 outdoor pools, open 8:00 AM to 11:00 PM, pool umbrellas, pool 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, (1034)
"Nice location "
United States
Nicole
The price is ฿2,387
฿3,341 total
includes taxes & fees
18 Dec - 19 Dec
Holiday Inn Resort Kissimmee by the Parks by IHG
2 outdoor pools, pool loungers
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, (2483)
"Comfortable, nice pool, clean, friendly staff"
United States
Tammy
The price is ฿1,919
฿3,081 total
includes taxes & fees
14 Dec - 15 Dec
Delta Hotels by Marriott Orlando Celebration
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, (3928)
"Always great to stay there "
United States
Giandre
The price is ฿1,604
฿2,471 total
includes taxes & fees
4 Jan - 5 Jan 2026
Ramada by Wyndham Kissimmee Gateway
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

Seasons Florida Resort

Seasons Florida Resort

10/10 Excellent
"Third time staying here. Close by to Disney parks. Rooms have always been very clean upon arrival and cleaned well during stay. Nice, quiet area which is great when returning to room after an all day park visit. Will continue to stay here during future visits."
JUSTYN 2-night trip
Posted 2 days ago
Seasons Florida Resort

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 686 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 free water park access, 3 outdoor swimming pools and a lazy river. Holiday Inn Resort Kissimmee by the Parks by IHG: Hotel located near Walt Disney World® Resort. Offers 2 outdoor swimming pools, a children's pool and a snack bar/deli. Magic Moment Resort & Kids Club, Dazzler Select by Wyndham: Hotel located near Old Town. Provides daily, an outdoor pool and free self parking. 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 4 restaurants, 2 outdoor swimming pools and 2 bars.
How many pool hotels can I expect to find in Kissimmee?
Expedia's 686 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.