Hotels with Swimming Pool in Kissimmee, Orlando

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 Hotels with Swimming 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, (4,305 reviews)
"The breakfast was great for a hotel option, very clean room and facility. "
United States
Jacob
The price is P4,380
P6,315 total
includes taxes & fees
Jan 11 - Jan 12
Red Lion Hotel Orlando Lake Buena Vista South
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, (2,561 reviews)
"Loved our stay! Great hotel and staff. "
Canada
isabella
The price is P3,741
P5,926 total
includes taxes & fees
Jan 11 - Jan 12
Delta Hotels by Marriott Orlando Celebration
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, (1,297 reviews)
"Nice breakfast, big family rooms and friendly staff"
United States
Rania
The price is P5,635
P6,396 total
includes taxes & fees
Jan 26 - Jan 27
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, (1,024 reviews)
"Perfect location a very clean rooms "
United States
Diana
Nobile Hotel Parkway at Celebration Orlando
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, (3,905 reviews)
"Phenomenal hotel for the price point as well as the children. "
United States
Destiny
The price is P3,195
P4,837 total
includes taxes & fees
Feb 10 - Feb 11
Ramada by Wyndham Kissimmee Gateway
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, (1,168 reviews)
"Excellent amenities including breakfast and comfortable stay. "
Canada
SAGAR
The price is P4,202
P5,946 total
includes taxes & fees
Jan 25 - Jan 26
Holiday Inn Resort Kissimmee by the Parks by IHG
Aerial view
Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Holiday Inn & Suites Orlando SW - Celebration Area by IHG
3.0 star property
Kissimmee
8.4 out of 10, Very Good, (2,155 reviews)
"Amazing stay "
United States
Larry
The price is P3,078
P5,173 total
includes taxes & fees
Jan 12 - Jan 13
Holiday Inn & Suites Orlando SW - Celebration Area by IHG
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
8.8 out of 10, Excellent, (3,705 reviews)
"Decent place to stay"
United States
Vanessa
Galleria Palms Hotel
Pool
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, (2,818 reviews)
"Our family loved this hotel."
United States
Amanda
The price is P2,671
P5,046 total
includes taxes & fees
Jan 11 - Jan 12
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
Exterior
Comfort Suites Maingate East

Comfort Suites Maingate East

Comfort Suites Maingate East
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (2,359 reviews)
"Great stay!"
United States
Nicole
The price is P5,635
P6,396 total
includes taxes & fees
Feb 3 - Feb 4
Comfort Suites Maingate East
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

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent
"Clean room, well stocked, large! "
Sarah 1-night trip
Posted 1 day ago
Hilton Vacation Club Mystic Dunes Orlando

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 658 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. Magic Moment Resort & Kids Club, Dazzler Select by Wyndham: Hotel located near Old Town. Offers daily, an outdoor pool, and free self parking. Palazzo Lakeside Hotel: Hotel located near Old Town. Provides daily, a pool, and complimentary wireless internet access. Seasons Florida Resort: Hotel located near Old Town. Features free self parking, an outdoor pool, and complimentary wireless internet access. 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.
How many pool hotels will I be able to find in Kissimmee?
Expedia's 658 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 Kissimmee Go-Karts. 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.

Explore a world of travel with Expedia