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

Top Kissimmee Hotels with Swimming Pool

Red Lion Hotel Orlando Lake Buena Vista South
Water park

Red Lion Hotel Orlando Lake Buena Vista South

3.5 star property
8.8 out of 10, Excellent, (4073)
"Great place to stay"
The price is P2,955
P4,341 total
includes taxes & fees
Oct 16 - Oct 17
Red Lion Hotel Orlando Lake Buena Vista South
Galleria Palms Hotel
Outdoor pool, open 8 AM to 11 PM, pool umbrellas, sun loungers

Galleria Palms Hotel

2.5 star property
8.8 out of 10, Excellent, (3551)
"Great place to stay. "
Galleria Palms Hotel
SpringHill Suites by Marriott 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

3.0 star property
8.8 out of 10, Excellent, (1221)
"Great place"
The price is P4,148
P4,709 total
includes taxes & fees
Oct 15 - Oct 16
SpringHill Suites by Marriott Orlando Lake Buena Vista South
Holiday Inn & Suites Orlando SW - Celebration Area by IHG
Property amenity

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

3.0 star property
8.4 out of 10, Very Good, (1815)
"Location was perfect for access to Old Town dining and local shops. Would definitely stay here again. "
The price is P2,318
P4,275 total
includes taxes & fees
Oct 16 - Oct 17
Holiday Inn & Suites Orlando SW - Celebration Area by IHG
Holiday Inn Resort Kissimmee by the Parks by IHG
2 outdoor pools, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers

Holiday Inn Resort Kissimmee by the Parks by IHG

3.5 star property
8.4 out of 10, Very Good, (765)
"Awesome place to stay"
The price is P3,013
P4,571 total
includes taxes & fees
Oct 16 - Oct 17
Holiday Inn Resort Kissimmee by the Parks by IHG
Delta Hotels by Marriott Orlando Celebration
2 outdoor pools, sun loungers

Delta Hotels by Marriott Orlando Celebration

3.5 star property
8.2 out of 10, Very Good, (2348)
"It was a very great vacation stay and close to all the parks i was visiting for my vacation "
The price is P3,662
P5,801 total
includes taxes & fees
Oct 16 - Oct 17
Delta Hotels by Marriott Orlando Celebration
Seasons Florida Resort
Outdoor pool

Seasons Florida Resort

2.0 star property
8.8 out of 10, Excellent, (3186)
"Great place to stay. "
The price is P3,520
P3,996 total
includes taxes & fees
Oct 16 - Oct 17
Seasons Florida Resort
Ramada by Wyndham Kissimmee Gateway
Exterior

Ramada by Wyndham Kissimmee Gateway

3.0 star property
7.8 out of 10, Good, (3920)
"Mediocre hotel but great for the price."
The price is P2,529
P4,060 total
includes taxes & fees
Oct 23 - Oct 24
Ramada by Wyndham Kissimmee Gateway
Silver Lake Resort
3 outdoor pools, pool umbrellas

Silver Lake Resort

3.5 star property
8.4 out of 10, Very Good, (1267)
"Very nice resort."
Silver Lake Resort
Palazzo Lakeside Hotel
Outdoor pool, open 9:00 AM to 9:00 PM, sun loungers

Palazzo Lakeside Hotel

3.0 star property
8.2 out of 10, Very Good, (5200)
"Clean room, friendly staff, close to shops."
The price is P4,885
P7,527 total
includes taxes & fees
Oct 17 - Oct 18
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.
View all properties

Top Kissimmee Hotel Reviews

Galleria Palms Hotel

Galleria Palms Hotel

10/10 Excellent
"I just came back again to spend the weekend here. "
Reinaldo 2-night trip
Posted 5 days ago
Galleria Palms Hotel

Explore a world of travel with Expedia

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 698 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. 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. Magic Moment Resort and Kids Club: Hotel located near Old Town. Provides daily, an outdoor pool, and free self parking. Delta Hotels by Marriott Orlando Celebration: Hotel located near Old Town. Features 4 restaurants, 2 outdoor pools, and 2 bars. 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 698 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.