Find Hotels with a Pool in Kissimmee, FL

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Top Kissimmee Hotels with a Pool

Red Lion Hotel Orlando Lake Buena Vista South
3.5 star property
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Hot tub
8.8 out of 10, Excellent, (4192)
Aquatic adventures await at this vibrant retreat featuring a sprawling outdoor pool complex with a lazy river and exhilarating waterslide. Sun-seekers lounge on comfortable deck chairs while enjoying refreshments from the poolside bar, all within minutes of Orlando's famous attractions.
The price is ₩77,351
₩112,187 total
includes taxes & fees
Nov 3 - Nov 4
Red Lion Hotel Orlando Lake Buena Vista South
Galleria Palms Hotel
2.5 star property
  • Outdoor pool
  • Pool loungers
8.8 out of 10, Excellent, (3627)
Swimming enthusiasts revel in the pristine outdoor pool surrounded by comfortable loungers and protective umbrellas. Located near Disney's Animal Kingdom and ESPN Wide World of Sports Complex, this family-friendly hotel offers a complimentary theme park shuttle service.
The price is ₩83,797
₩120,294 total
includes taxes & fees
Oct 30 - Oct 31
Galleria Palms Hotel
Delta Hotels by Marriott Orlando Celebration
3.5 star property
  • 2 outdoor pools
  • Poolside bar
  • Pool loungers
  • 2 hot tubs
8.2 out of 10, Very Good, (2393)
Poolside relaxation awaits with sun loungers and refreshing drinks at both sparkling outdoor pools. Sports enthusiasts enjoy tennis courts and beach volleyball, while families love the waterslide. Nearby Disney parks are just a short shuttle ride away.
The price is ₩76,062
₩126,983 total
includes taxes & fees
Oct 30 - Oct 31
Delta Hotels by Marriott Orlando Celebration
Holiday Inn & Suites Orlando SW - Celebration Area by IHG
3.0 star property
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Hot tub
8.4 out of 10, Very Good, (1924)
Refreshing waters await at this family-friendly sanctuary featuring multiple swimming options and a poolside bar serving cold drinks. After enjoying sun-soaked relaxation, guests appreciate the convenient shuttle to nearby theme parks.
The price is ₩65,892
₩115,440 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn & Suites Orlando SW - Celebration Area by IHG
SpringHill Suites by Marriott Orlando Lake Buena Vista South
3.0 star property
  • 3 outdoor pools
  • Poolside bar
  • Pool loungers
  • Near the beach
  • 2 hot tubs
8.8 out of 10, Excellent, (1232)
Splashing adventures await at the complimentary water park where 3 outdoor pools and exciting water slides create paradise for families. Beyond aquatic fun, guests discover mini golf, basketball courts, and convenient theme park shuttles.
The price is ₩107,719
₩122,261 total
includes taxes & fees
Nov 2 - Nov 3
SpringHill Suites by Marriott Orlando Lake Buena Vista South
Holiday Inn Resort Kissimmee by the Parks by IHG
3.5 star property
  • 2 outdoor pools
  • Poolside bar
  • Pool loungers
  • Hot tub
8.4 out of 10, Very Good, (867)
Aquatic adventures beckon at 2 sprawling outdoor pools surrounded by sun loungers and umbrellas. Families splash in the dedicated children's pool while others sip tropical drinks from the poolside bar, creating perfect moments between park visits.
The price is ₩83,081
₩122,745 total
includes taxes & fees
Nov 17 - Nov 18
Holiday Inn Resort Kissimmee by the Parks by IHG
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
3.0 star property
  • Outdoor pool
  • Pool loungers
8.4 out of 10, Very Good, (2601)
Splashing in the heated outdoor pool proves a highlight for families after Disney adventures. Kids delight in the playground, arcade, and bouncy castle while adults relax in free cabanas amid the thoughtfully designed recreational spaces.
The price is ₩44,878
₩99,697 total
includes taxes & fees
Oct 30 - Oct 31
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
Seasons Florida Resort
2.0 star property
  • Outdoor pool
8.8 out of 10, Excellent, (3196)
Soak in the warm, clean outdoor pool surrounded by well-maintained grounds after exciting park adventures. Located near Disney Springs and Epcot, this recently renovated retreat offers peaceful accommodations with premium bedding.
The price is ₩81,219
₩92,185 total
includes taxes & fees
Nov 11 - Nov 12
Seasons Florida Resort
Ramada by Wyndham Hotel & Water Park
3.0 star property
  • Poolside bar
  • Pool loungers
  • Hot tub
7.2 out of 10, Good, (1518)
Families flock to the complimentary water park where waterslides, a lazy river, and children's pool create lasting memories. Beyond aquatic thrills, this hotel offers a fitness center, playground, poolside dining, and helpful staff ensuring relaxing getaways.
The price is ₩45,838
₩92,678 total
includes taxes & fees
Nov 19 - Nov 20
Ramada by Wyndham Hotel & Water Park
Holiday Inn Express & Suites S Lake Buena Vista by IHG
2.5 star property
  • 3 outdoor pools
  • Poolside bar
  • Pool loungers
  • 2 hot tubs
8.6 out of 10, Excellent, (1012)
Poolside adventures await with multiple swimming options including a dedicated children's pool and refreshing drinks from the poolside bar. Beyond aquatic fun, this hotel offers basketball courts, miniature golf, and convenient access to nearby attractions.
The price is ₩108,865
₩164,214 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn Express & Suites S Lake Buena Vista 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

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 654 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. 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 & Kids Club, Dazzler Select by Wyndham: 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 654 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.