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Check availability on Key West Hotels with Pool

Next weekend
6 Nov - 8 Nov
In two weeks
13 Nov - 15 Nov

Our top choices for Key West hotels with a pool

A modern hotel room with a large bed, a nightstand, a bedside table, and a bathroom visible through an open door.

1. Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
3.5 star property
Old Town Key West
10.0 out of 10, Exceptional, (1,000 reviews)
"We really enjoyed our stay! The staff were amazing and the room was perfect!"
United States
Teresa
The price is ฿8,072
฿9,081 total
includes taxes & fees
2 Nov - 3 Nov
Almond Tree Inn Hotel - Adults Only
A modern outdoor area with a pool, lounge chairs, and a bar area.

2. H2O Suites - Adults Only

H2O Suites - Adults Only
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (670 reviews)
"Amazing stay! Loved the private pool!"
United States
Kimberly
The price is ฿10,701
฿14,316 total
includes taxes & fees
1 Nov - 2 Nov
H2O Suites - Adults Only
A swimming pool with lounge chairs and umbrellas, surrounded by lush greenery and a gazebo.

3. The Gardens Hotel

The Gardens Hotel
4.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (1,001 reviews)
"Really nice place, We strongly recommend!"
United States
Gisele
The price is ฿9,082
฿10,217 total
includes taxes & fees
1 Dec - 2 Dec
The Gardens Hotel
A pool area with lounge chairs and palm trees.

4. Santa Maria Suites

Santa Maria Suites
4.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,000 reviews)
"Great place for families"
United States
Anthony
The price is ฿10,763
฿14,386 total
includes taxes & fees
2 Nov - 3 Nov
Santa Maria Suites
A swimming pool with a mural of a dolphin and a butterfly, surrounded by lounge chairs and palm trees.

5. Duval House

Duval House
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,128 reviews)
"Great stay!"
United States
Dennis
The price is ฿5,365
฿6,761 total
includes taxes & fees
1 Nov - 2 Nov
Duval House
A large, ornate hotel with a pool, palm trees, and a view of the ocean.

6. Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive
4.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,000 reviews)
"staff was super friendly and accomodating"
United States
Janet
The price is ฿6,589
฿11,683 total
includes taxes & fees
8 Nov - 9 Nov
Southernmost House - Adult Exclusive
A bedroom with a four-poster bed, a wooden desk, wicker chairs, and a view of the outdoors.

7. Tropical Inn

Tropical Inn
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (451 reviews)
"We will definitely stay here again!"
United States
Natalie
The price is ฿5,224
฿6,720 total
includes taxes & fees
2 Nov - 3 Nov
Tropical Inn
A resort with a swimming pool, lounge chairs, umbrellas, and palm trees.

8. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,036 reviews)
"Love this place!!!"
United States
George
The price is ฿8,016
฿11,221 total
includes taxes & fees
29 Nov - 30 Nov
The Marker Key West Harbor Resort
A pool area with a wooden deck, lounge chairs, and umbrellas.

9. The Key West Hotel

The Key West Hotel
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (565 reviews)
"Great place to stay - highly recommend."
United States
Preston
The price is ฿11,034
฿14,883 total
includes taxes & fees
1 Nov - 2 Nov
The Key West Hotel
A pool area with a brick patio, potted plants, and a covered seating area.

10. The Garden House

The Garden House
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (737 reviews)
"Great place. been there 2 times and we are coming back in a few months! Adults only and dog friendly is a great perk!"
United States
Brad
The price is ฿3,344
฿4,488 total
includes taxes & fees
2 Nov - 3 Nov
The Garden House
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.

11. Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,381 reviews)
"Best place we have stayed in Key West"
United States
William N
The price is ฿5,853
฿8,938 total
includes taxes & fees
2 Nov - 3 Nov
Pier House Resort & Spa
A pool area with lounge chairs, a hot tub, and a deck with a railing.

12. Seascape Tropical Inn - Adult Exclusive

Seascape Tropical Inn - Adult Exclusive
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (484 reviews)
"This was our first time staying here and I will say that it was a pleasure. Staff were friendly and quite helpful. Location couldn’t be better as you’re right off of Duval St. I highly recommend as we will be staying here again in the future."
United States
Evan
The price is ฿5,905
฿8,351 total
includes taxes & fees
1 Nov - 2 Nov
Seascape Tropical Inn - Adult Exclusive
A wooden archway leading to a pool area surrounded by lush tropical vegetation.

13. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,480 reviews)
"Very kind Staff, clean bedrooms… amazing and cozy stay. Thank you!"
United States
Carmen
The price is ฿5,337
฿7,942 total
includes taxes & fees
17 Nov - 18 Nov
Parrot Key Hotel & Villas
A swimming pool with clear water, surrounded by lush greenery and palm trees.

14. Tranquility Guest House

Tranquility Guest House
2.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (39 reviews)
"The room was clean and the location was perfect."
United States
Sandra
The price is ฿4,070
฿7,577 total
includes taxes & fees
2 Nov - 3 Nov
Tranquility Guest House
A pool area with lounge chairs and umbrellas, surrounded by buildings with balconies and a clear blue sky.

15. Eden House

Eden House
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,000 reviews)
"Amazing staff, beautiful location, super clean rooms and great amenities. This is my 3rd stay here and will definitely be back again!"
United States
Michelle
The price is ฿5,890
฿7,422 total
includes taxes & fees
2 Nov - 3 Nov
Eden House
A pool area with lounge chairs and a building with blue lighting.

16. The Saint Hotel Key West, Autograph Collection, Adult Only

The Saint Hotel Key West, Autograph Collection, Adult Only
3.5 star property
Key West Historic District
9.0 out of 10, Wonderful, (378 reviews)
"Great place for couples!"
United States
R Frederick
The price is ฿7,735
฿8,702 total
includes taxes & fees
1 Dec - 2 Dec
The Saint Hotel Key West, Autograph Collection, Adult Only
A pool area with a wooden deck, lounge chairs, and a two-story building with a balcony.

17. Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1,001 reviews)
"Great place to stay. Always love coming back here."
United States
Cheyenne
The price is ฿6,650
฿7,482 total
includes taxes & fees
1 Nov - 2 Nov
Wicker Guesthouse
A deck with sun loungers and a railing overlooking the sea.

18. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (3,630 reviews)
"Easy check in, huge property, great location and beautiful grounds."
United States
Charles
The price is ฿6,597
฿10,005 total
includes taxes & fees
15 Nov - 16 Nov
Southernmost Beach Resort and Guesthouses
A resort with a pool, lounge chairs, umbrellas, palm trees, and a view of the ocean.

19. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (1,062 reviews)
"Amazing property as always!"
United States
Nicole
The price is ฿6,208
฿9,262 total
includes taxes & fees
1 Nov - 2 Nov
The Reach Key West, Curio Collection by Hilton
A resort with a pool leading to a beach, surrounded by palm trees and white buildings.

20. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very good, (998 reviews)
"Great place"
United States
Nguyen
The price is ฿8,289
฿11,603 total
includes taxes & fees
8 Nov - 9 Nov
Casa Marina Key West, Curio Collection by Hilton
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.
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Choose what matters most at hotels with a pool in Key West

Breakfast included
Hot tub

Hotels with pools and free breakfast in Key West

A hotel with a swimming pool, balconies, and a view of the sea.
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1000)
The price is ฿8,502
฿12,033 total
includes taxes & fees
2 Nov - 3 Nov
Hyatt Centric Key West Resort and Spa
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Hotels with pools and hot tubs in Key West

A modern hotel room with a large bed, a nightstand, a bedside table, and a bathroom visible through an open door.
Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
3.5 star property
Old Town Key West
10.0 out of 10, Exceptional, (1000)
The price is ฿8,072
฿9,081 total
includes taxes & fees
2 Nov - 3 Nov
Almond Tree Inn Hotel - Adults Only
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4-star hotels with pools in Key West

A hotel with a swimming pool, balconies, and a view of the sea.
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1000)
The price is ฿8,502
฿12,033 total
includes taxes & fees
2 Nov - 3 Nov
Hyatt Centric Key West Resort and Spa
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.
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Top Key West Hotel Reviews

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

8/10 Good
"The Room was ok. standard Hotel style with two queens on third floor of the main building. No good views of the ocean or pool. The Fan in bathroom was broken, shower floor needs some work, but overall it was just ok. We were told we could have a shuttle take us to the store, and there would be a free contential breakfast, FALSE info.That was very dissappointing. There should definitly be more than one shuttle to go downtown as well. Just better communication would help alot. The STAFF, and fun things to do on property were AMAZING!!! p.s. Someone took my blue jean jacket from the room. :("
Colleen R 4-night trip
Posted 5 hours ago
Blue Flamingo Resort Key West

Frequently asked questions

What's it like visiting Key West?
If relaxing by the pool is your idea of the perfect getaway, you might want to think about Key West, which has 281 places to stay with pools. During your trip, you can explore attractions such as Duval Street and Florida Keys Beaches, and then take it easy poolside at one of the accommodation options in Key West that guests like for their pools.
What are some hotels with pools in Key West?
Blue Flamingo Resort Key West: Hotel located near Florida Keys Beaches. Features 2 restaurants, 2 outdoor swimming pools and 2 pool bars. Ibis Bay Beach Resort: Hotel located near Florida Keys Beaches. Offers a private beach, an outdoor pool and daily. Hilton Garden Inn Key West / The Keys Collection: Hotel located near Florida Keys Beaches. Provides 2 restaurants, a pool and complimentary high-speed (wired) Internet access. The Perry Hotel & Marina Key West: Hotel located near Smathers Beach. Features 2 restaurants, 2 outdoor swimming pools and 2 pool bars. Parrot Key Hotel & Villas: Hotel located near Florida Keys Beaches. Offers a beach shuttle, 4 outdoor swimming pools and complimentary wireless Internet access.
How many hotels with pools will I find in Key West?
Expedia's 281 hotels in Key West give you a great choice for your poolside getaway.
What is there to see and do in Key West?
Explore places such as Duval Street and Florida Keys Beaches while you're in Key West. The picturesque setting of Key West Butterfly and Nature Conservatory and Southernmost Point showcase the area's natural beauty. Key West appeals to visitors with its beautiful ocean views, great live music scene and bar scene.
When is the best time to book a hotel with a pool in Key West?
Taking the local weather in Key West into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 23°C. Average annual precipitation for Key West is 956 mm.