Hotels with Swimming Pools in Kissimmee

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check availability on Kissimmee Hotels with Swimming Pools

This weekend
Next weekend

Our top choices for Kissimmee hotels with a pool

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (2,878 reviews)
"amazing place to stay"
United States
caleb
The price is S$134
includes taxes & fees
12 Mar - 13 Mar
Kompose Boutique Resort at Theme Parks

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (3,477 reviews)
"Yes .. very clean rooms and hotel chef was great"
United States
Alicia
The price is S$159
includes taxes & fees
15 Mar - 16 Mar
Vacation Village Orlando, Celebration

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, (566 reviews)
"Perfect stay"
United States
Kristie Nicole
The price is S$238
includes taxes & fees
23 Mar - 24 Mar
Embassy Suites By Hilton Orlando Sunset Walk

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3,594 reviews)
"Nice large pools with ample seating, fun vibe, short walk to restaurants and entertainment. "
United States
Eric Theodore
The price is S$319
includes taxes & fees
1 Mar - 2 Mar
Margaritaville Resort Orlando with H2O Waterpark

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, (1,311 reviews)
"room was very clean, the staff very nice, excellent hotel. "
United States
Nelson
The price is S$112
includes taxes & fees
22 Mar - 23 Mar
Embassy Suites by Hilton Orlando Lake Buena Vista South

Westgate Town Center Resort

Westgate Town Center Resort
4.0 star property
Kissimmee
8.0 out of 10, Very good, (1,466 reviews)
"Great stay !! "
United States
Omar
The price is S$184
includes taxes & fees
1 Mar - 2 Mar
Westgate Town Center Resort

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, (2,660 reviews)
"Great room, clean, fresh and super easy check in. Pool and location is great! "
United States
Stephanie
The price is S$227
includes taxes & fees
1 Mar - 2 Mar
Holiday Inn Club Vacations at Orange Lake Resort by IHG

voco Kissimmee Orlando by IHG

voco Kissimmee Orlando by IHG
4.0 star property
Kissimmee
7.6 out of 10, Good, (1,000 reviews)
"Staff was very helpful, location was what we needed and rooms and pool were outstanding "
United States
Chester Joseph
The price is S$119
includes taxes & fees
2 Mar - 3 Mar
voco Kissimmee Orlando by IHG

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

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.

Choose what matters most at hotels with a pool in Kissimmee

The Annual Holiday Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.

Hotels with pools and free breakfast in Kissimmee

Hotels with pools and hot tubs in Kissimmee

Hotels with pools and waterparks in Kissimmee

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.

Top Kissimmee Hotel Reviews

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 646 places to stay with pools. While you're here, you can explore sights such as Disney Springs™ and Orange County Convention Center, 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 with H2O Waterpark: Resort located near Walt Disney World® Resort. Features free water park access, 3 outdoor swimming pools and a lazy river. Delta Hotels by Marriott Orlando Celebration: Hotel located near Old Town. Offers 4 restaurants, 2 outdoor swimming 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 swimming 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 swimming pools and a full-service spa.
How many pool hotels can I expect 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 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 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 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.

Explore a world of travel with Expedia