Kissimmee Hotel with Pool

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Kissimmee Hotel with Pool

Our top choices for Kissimmee hotels with a pool

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 HK$529
HK$777 total
includes taxes & fees
15 Dec - 16 Dec
Red Lion Hotel Orlando Lake Buena Vista South
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, (3642)
"Great staff and amazing location near all the parks. "
United States
Mauro
Galleria Palms Hotel
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, (1272)
"Great room, good food, excellent/ informativr staf"
United States
Raymond
The price is HK$616
HK$699 total
includes taxes & fees
16 Dec - 17 Dec
SpringHill Suites by Marriott Orlando Lake Buena Vista South
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 HK$308
HK$588 total
includes taxes & fees
14 Dec - 15 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 HK$449
HK$510 total
includes taxes & fees
14 Dec - 15 Dec
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, (3905)
"Always great to stay there "
United States
Giandre
The price is HK$392
HK$604 total
includes taxes & fees
4 Jan - 5 Jan 2026
Ramada by Wyndham Kissimmee Gateway
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, (2485)
"Comfortable, nice pool, clean, friendly staff"
United States
Tammy
The price is HK$469
HK$753 total
includes taxes & fees
14 Dec - 15 Dec
Delta Hotels by Marriott Orlando Celebration
3 outdoor pools, pool umbrellas
Silver Lake Resort

Silver Lake Resort

Silver Lake Resort
3.5 star property
Kissimmee
8.4 out of 10, Very good, (1190)
"The location was pretty good - the main thing was it was quiet and we were able to sleep well. "
United States
mark
Silver Lake Resort
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)
"Great place - hardworking staff!"
United States
Theodore
The price is HK$489
HK$710 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Resort Kissimmee by the Parks by IHG
Terrace/patio
Embassy Suites by Hilton Orlando Lake Buena Vista South

Embassy Suites by Hilton Orlando Lake Buena Vista South

Embassy Suites by Hilton Orlando Lake Buena Vista South
4.0 star property
Kissimmee
9.4 out of 10, Exceptional, (1235)
"Nice place very good"
United States
Hugo
The price is HK$651
HK$739 total
includes taxes & fees
22 Dec - 23 Dec
Embassy Suites by Hilton Orlando Lake Buena Vista South
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.
View all properties

Top Kissimmee Hotel Reviews

Parkway International Resort

Parkway International Resort

10/10 Excellent
"The room was very spacious and clean. We had a great stay. Having a washer and is very convenient! I highly recommend this hotel!"
Wanda 4-night trip
Posted 1 day ago
Parkway International Resort

Explore a world of travel with Expedia

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.