Find Hotels with a Pool in Key West, FL from CA $208

Most hotels are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide

Find properties with these dates

Tonight
May 14 - May 15
Tomorrow
May 15 - May 16
This weekend
May 17 - May 19
Next weekend
May 24 - May 26

Top Key West Hotels with a Pool

Outdoor pool
Silver Palms Inn
3.5 star property
9.2 out of 10, Wonderful, (1006)
"This property was great. Everything was very clean and quiet. The staff were amazing and very helpful in regards to any questions we had. It is also extremely close to duval street which was a plus. The only “downside” would be the area did get a little loud at night but that’s out of the control of the hotel. Overall I enjoyed this hotel and would love to stay here again in the future. "
The price is CA $244
CA $352 total
includes taxes & fees
May 28 - May 29
Silver Palms Inn
View from property
Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
9.0 out of 10, Wonderful, (1512)
"Amazing fun quiet great room food was excellent kayaking and bike rides were fun too! Highly recommend "
The price is CA $273
CA $387 total
includes taxes & fees
May 21 - May 22
Oceans Edge Key West Resort, Hotel & Marina
Outdoor pool, pool umbrellas, sun loungers
Hampton Inn Key West FL
2.5 star property
8.8 out of 10, Excellent, (1093)
"Loved the pool -- free 2 drinks everyday -- breakfast large variety of food -- bar food was good -- loved loved the shuttle service "
The price is CA $272
CA $352 total
includes taxes & fees
May 28 - May 29
Hampton Inn Key West FL
Ecotours
Parrot Key Hotel & Villas
4.0 star property
8.8 out of 10, Excellent, (1007)
"Loved this place since the first time I went for my honeymoon in 2018. Still stay there and it’s 2024. Me and my husband love parrot key hotel! "
The price is CA $301
CA $412 total
includes taxes & fees
Jun 10 - Jun 11
Parrot Key Hotel & Villas
Suite (Dockside) | Balcony
Pier House Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (1002)
"Will definitely stay there again"
The price is CA $627
CA $788 total
includes taxes & fees
May 30 - May 31
Pier House Resort & Spa
Outdoor pool, pool umbrellas, sun loungers
The Reach Key West, Curio Collection by Hilton
4.0 star property
8.4 out of 10, Very good, (616)
"My husband and I stayed for a week and it was absolutely amazing, the food was great, being served drinks at the beach was amazing. 10/10 recommend to anyone looking for a tropical getaway. "
The price is CA $458
CA $598 total
includes taxes & fees
Jun 2 - Jun 3
The Reach Key West, Curio Collection by Hilton
3 outdoor pools, pool umbrellas, sun loungers
Southernmost Beach Resort
4.0 star property
8.2 out of 10, Very good, (1842)
"The pool and beach were awesome. The bartenders/waitress were amazing. Autum (at the pool) made the vacation. Towel and chair service could have been better. Awesome they had live music everyday. Some better then others but enjoyable and felt like on vacation "
The price is CA $366
CA $497 total
includes taxes & fees
May 29 - May 30
Southernmost Beach Resort
Outdoor pool
Fairfield Inn & Suites Key West at The Keys Collection
3.5 star property
8.2 out of 10, Very good, (1001)
"The guest service was amazing , they helped us out on everything . This will be my goto in key west from now on."
The price is CA $232
CA $299 total
includes taxes & fees
May 22 - May 23
Fairfield Inn & Suites Key West at The Keys Collection
Outdoor pool, free cabanas, sun loungers
Fairfield Inn and Suites by Marriott Key West
3.0 star property
7.8 out of 10, Good, (1048)
"So very close to downtown. The pool and breakfast area were amazing. Wish I could have stayed longer just for that. Also, had I known more about the concierge and transportation options In advance I would have planned accordingly. Good to know for future stays. "
The price is CA $257
CA $327 total
includes taxes & fees
May 20 - May 21
Fairfield Inn and Suites by Marriott Key West
Courtyard
The Southernmost Inn - Adults Only
3.0 star property
7.8 out of 10, Good, (1002)
"Wonderful hotel with very nice staff. Very clean! "
The price is CA $233
CA $323 total
includes taxes & fees
May 27 - May 28
The Southernmost Inn - Adults Only
Don't see what you're looking for?
See all available properties in Key West
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.

Expand your search

Most booked related stays in Key West in 2024
Hotels with pools in Key West

Kid-friendly hotels

Kid-friendly hotels
Vacation rentals with pools in Key West

Vacation homes with pools

Vacation homes with pools

Key West Hotels with a Pool information

 

Hotels with a Pool in Key West

120

Highest price
CA $366
Cheapest price
CA $208
Number of guest reviews
11,985
Total number of hotels in Key West
2,630

 

Frequently asked questions

What's it like visiting Key West?
If taking it easy by the pool is your idea of a great getaway, you might want to think about Key West, which has 348 places to stay with pools. While you’re here, you can explore attractions like Duval Street, and then relax and unwind poolside at one of the accommodations in Key West that travelers like for their pools.
What are some hotels with pools in Key West?
Havana Cabana at Key West - Adults Only: Hotel located near Duval Street. Features a snack bar/deli, an outdoor pool, and free self parking. Southernmost Beach Resort: Hotel steps from South Beach. Offers 2 pool bars, 3 outdoor pools, and a full-service spa. Margaritaville Beach House Key West: Hotel, 13-minute walk from Florida Keys Beaches. Provides a 24-hour fitness center, an outdoor pool, and televisions. Oceans Edge Key West Resort, Hotel & Marina: Hotel located near Key West Golf Club. Features a snack bar/deli, 6 outdoor pools, and complimentary bicycles. The Perry Hotel & Marina Key West: Hotel located near Key West Golf Club. Offers 2 restaurants, 2 outdoor pools, and 2 pool bars.
How many hotels with pools are there in Key West?
Expedia’s 348 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 like Duval Street and Dry Tortugas National Park while you’re in Key West. The picturesque setting of Audubon House and Tropical Gardens and Key West Butterfly and Nature Conservatory 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 into account the local weather in Key West is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 84°F, while the coldest months are January and February with an average of 73°F. Average annual precipitation for Key West is 38 inches.

Recent Reviews in Key West
Expedia verified reviews

Southernmost Beach Resort

Southernmost Beach Resort

5/5 Excellent
"The pool and beach were awesome. The bartenders/waitress were amazing. Autum (at the pool) made the vacation. Towel and chair service could have been better. Awesome they had live music everyday. Some better then others but enjoyable and felt like on vacation "
A verified traveller stayed at Southernmost Beach Resort
Posted 1 day ago
Southernmost Beach Resort