Hotels with Swimming Pool in Kissimmee, Orlando

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on Kissimmee Hotels with Swimming Pool

Top Kissimmee Hotels with Swimming Pool

Our top choices for Kissimmee hotels with a pool

Howard Johnson by Wyndham Orlando Lake Buena Vista South
Outdoor pool

Howard Johnson by Wyndham Orlando Lake Buena Vista South

2.0 star property
8.0 out of 10, Very Good, (1439)
"I stayed here recently, enjoyed my stay."
The price is P2,564
P3,748 total
includes taxes & fees
Aug 25 - Aug 26
Howard Johnson by Wyndham Orlando Lake Buena Vista South
voco Kissimmee Orlando by IHG
Outdoor pool

voco Kissimmee Orlando by IHG

3.5 star property
7.4 out of 10, Good, (1000)
"Great location close to dining "
The price is P3,641
P4,133 total
includes taxes & fees
Sep 14 - Sep 15
voco Kissimmee Orlando by IHG
Kompose Boutique Resort at Theme Parks
Reception

Kompose Boutique Resort at Theme Parks

3.0 star property
9.4 out of 10, Exceptional, (1080)
"Great place to stay "
The price is P3,286
P4,416 total
includes taxes & fees
Sep 3 - Sep 4
Kompose Boutique Resort at Theme Parks
Embassy Suites by Hilton Orlando Lake Buena Vista South
Terrace/patio

Embassy Suites by Hilton Orlando Lake Buena Vista South

4.0 star property
9.4 out of 10, Exceptional, (1138)
"Great hotel "
The price is P5,723
P6,495 total
includes taxes & fees
Sep 7 - Sep 8
Embassy Suites by Hilton Orlando Lake Buena Vista South
Hampton Inn Kissimmee North
Outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas, sun loungers

Hampton Inn Kissimmee North

2.5 star property
9.6 out of 10, Exceptional, (492)
"Great place."
The price is P6,006
P6,817 total
includes taxes & fees
Aug 31 - Sep 1
Hampton Inn Kissimmee North
Galleria Palms Hotel
Property entrance

Galleria Palms Hotel

2.5 star property
8.8 out of 10, Excellent, (3587)
"Great place to stay!! "
Galleria Palms Hotel
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
8.6 out of 10, Excellent, (490)
"Nice place to stay for a while very clean breakfast was decent "
The price is P3,003
P4,540 total
includes taxes & fees
Aug 24 - Aug 25
Holiday Inn Resort Kissimmee by the Parks by IHG
Embassy Suites By Hilton Orlando Sunset Walk
Egyptian cotton sheets, premium bedding, down comforters, in-room safe

Embassy Suites By Hilton Orlando Sunset Walk

3.5 star property
9.4 out of 10, Exceptional, (324)
"Everything at this hotel was amazing "
The price is P6,291
P9,727 total
includes taxes & fees
Sep 4 - Sep 5
Embassy Suites By Hilton Orlando Sunset Walk
Comfort Suites Maingate East
Outdoor pool, pool umbrellas, sun loungers

Comfort Suites Maingate East

3.0 star property
8.6 out of 10, Excellent, (2195)
"The resort is great"
The price is P5,334
P6,054 total
includes taxes & fees
Sep 1 - Sep 2
Comfort Suites Maingate East
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, (1741)
"Great place to stay compared to other hotels around that area "
The price is P2,507
P4,657 total
includes taxes & fees
Aug 24 - Aug 25
Holiday Inn & Suites Orlando SW - Celebration Area by IHG
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

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent
"This was probably one of my favorite Florida vacation locations. They did great at when we needed to extend our vacation. They added the day so we didn’t have to switch around rooms. The staff was very nice. Very kind. The facilities were clean. The beds were clean. We really enjoyed it and will miss Florida because of this location. The pools and Tiki bar close a lot due to weather, but as for our own safety. I have zero complaints we did get some looks when we went to the Kinsey‘s restaurant on property because we have such a large family, but it still went well."
Amelia 1-night trip
Posted 19 hours 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 461 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. Seasons Florida Resort: Hotel located near Old Town. Provides free self parking, an outdoor pool, and complimentary wireless internet access. Palazzo Lakeside Hotel: Hotel located near Old Town. Features daily, a pool, and complimentary wireless internet access. Delta Hotels by Marriott Orlando Celebration: Hotel located near Old Town. Offers 4 restaurants, 2 outdoor pools, and 2 bars.
How many pool hotels will I be able to find in Kissimmee?
Expedia's 461 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.