Hotels with Swimming Pool in Kissimmee, Orlando

  • 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

Tonight
Feb 27 - Feb 28
Tomorrow
Feb 28 - Mar 1
This weekend
Feb 27 - Mar 1
Next weekend
Mar 6 - Mar 8

Our top choices for Kissimmee hotels with a pool

Reception

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (2,887 reviews)
"amazing place to stay"
United States
caleb
The price is P3,019
P5,976 total
includes taxes & fees
Mar 25 - Mar 26
Kompose Boutique Resort at Theme Parks
Exterior

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (3,480 reviews)
"Yes .. very clean rooms and hotel chef was great"
United States
Alicia
The price is P5,078
P7,202 total
includes taxes & fees
Mar 15 - Mar 16
Vacation Village Orlando, Celebration
Outdoor pool

Embassy Suites By Hilton Orlando Sunset Walk

Embassy Suites By Hilton Orlando Sunset Walk
4.0 star property
Kissimmee
9.4 out of 10, Exceptional, (567 reviews)
"Perfect stay"
United States
Kristie Nicole
The price is P7,041
P10,870 total
includes taxes & fees
Mar 23 - Mar 24
Embassy Suites By Hilton Orlando Sunset Walk
Exterior

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3,596 reviews)
"Nice large pools with ample seating, fun vibe, short walk to restaurants and entertainment. "
United States
Eric Theodore
The price is P10,294
P14,823 total
includes taxes & fees
Mar 1 - Mar 2
Margaritaville Resort Orlando with H2O Waterpark
Terrace/patio

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, (1,312 reviews)
"room was very clean, the staff very nice, excellent hotel. "
United States
Nelson
The price is P4,489
P5,095 total
includes taxes & fees
Mar 22 - Mar 23
Embassy Suites by Hilton Orlando Lake Buena Vista South
Water park

Westgate Town Center Resort

Westgate Town Center Resort
4.0 star property
Kissimmee
8.0 out of 10, Very Good, (1,468 reviews)
"Great stay !! "
United States
Omar
The price is P5,671
P8,395 total
includes taxes & fees
Mar 3 - Mar 4
Westgate Town Center Resort
Exterior

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG
4.0 star property
Orange Lake
8.8 out of 10, Excellent, (2,661 reviews)
"Great room, clean, fresh and super easy check in. Pool and location is great! "
United States
Stephanie
The price is P9,175
P12,857 total
includes taxes & fees
Mar 10 - Mar 11
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Outdoor pool

voco Kissimmee Orlando by IHG

voco Kissimmee Orlando by IHG
4.0 star property
Kissimmee
7.6 out of 10, Good, (1,002 reviews)
"Staff was very helpful, location was what we needed and rooms and pool were outstanding "
United States
Chester Joseph
The price is P3,635
P5,432 total
includes taxes & fees
Mar 2 - Mar 3
voco Kissimmee Orlando by IHG
3 outdoor pools, pool umbrellas, sun loungers

Calypso Cay Vacation Villas

Calypso Cay Vacation Villas
3.5 star property
Kissimmee
8.2 out of 10, Very Good, (1,008 reviews)
"The place was very nice and met expectations "
United States
Gregory
Calypso Cay Vacation Villas
2 outdoor pools, pool umbrellas, sun loungers

Disney's Animal Kingdom Lodge

Disney's Animal Kingdom Lodge
4.5 star property
Bay Lake
8.8 out of 10, Excellent, (1,001 reviews)
"Unbelievably amazing experience and hotel!"
United States
Natalie
Disney's Animal Kingdom Lodge
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

Choose what matters most at hotels with a pool in Kissimmee

Breakfast included
Hot tub

Hotels with pools and free breakfast in Kissimmee

Reception
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (2887)
The price is P3,019
P5,976 total
includes taxes & fees
Mar 25 - Mar 26
Kompose Boutique Resort at Theme Parks
View all properties

Hotels with pools and hot tubs in Kissimmee

Reception
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (2887)
The price is P3,019
P5,976 total
includes taxes & fees
Mar 25 - Mar 26
Kompose Boutique Resort at Theme Parks
View all properties

Hotels with pools and waterparks in Kissimmee

Lobby sitting area
Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3596)
The price is P10,294
P14,823 total
includes taxes & fees
Mar 1 - Mar 2
Margaritaville Resort Orlando with H2O Waterpark
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

Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

10/10 Excellent
"Loved our stay, planning to come back as soon as possible! Most convenient location clean rooms, great staff, love the 24 he chuckie cheese"
MONICA 3-night trip
Posted 7 hours ago
Holiday Inn Resort Kissimmee by the Parks by IHG

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 646 places to stay with pools. During your trip, you can explore sights such as Disney Springs™ and Orange County Convention Center, 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 Walt Disney World® Resort. Features free water-park access, 3 outdoor pools, and a lazy river. Delta Hotels by Marriott Orlando Celebration: Hotel located near Old Town. Offers 4 restaurants, 2 outdoor pools, and 2 bars. Seasons Florida Resort: Hotel located near Old Town. Provides 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. Features 2 outdoor pools, a children's pool, and a snack bar/deli. Disney's Animal Kingdom Lodge: Hotel, 3-minute walk from Walt Disney World® Resort. Offers 3 restaurants, 2 outdoor pools, and a full-service spa.
How many pool hotels will I be able to find in Kissimmee?
Expedia's 646 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 Congo River Golf. 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