Find hotels with pools in Key West, FL from $148

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Pick from 120 Key West Hotels with a Pool and compare room rates, reviews, and availability. Most hotels are fully refundable.

Outdoor pool
Silver Palms Inn
3.5 star property
9.2 out of 10, Wonderful, (1005)
"Very loud air conditioners in room. "
The price is $148
$222 total
includes taxes & fees
May 27 - May 28
Silver Palms Inn
View from property
Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
9.0 out of 10, Wonderful, (1507)
"Great place to stay for the weekend with easy access to downtown "
The price is $175
$255 total
includes taxes & fees
May 27 - May 28
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, (1092)
"Pool was nice!"
The price is $219
$280 total
includes taxes & fees
May 23 - May 24
Hampton Inn Key West FL
Ecotours
Parrot Key Hotel & Villas
4.0 star property
8.8 out of 10, Excellent, (1005)
"Close enough to downtown but the shuttle only has limited times a day which makes it a bit inconvenient to get around. For the resort fee charged , would like more shuttle options and some included activities such as paddle board , kayaks, bikes, etc. The property itself is nice with a secluded feeling but could use some more attention to detail in the rooms. Chipping door, paint and base boards, things like that. The pools are nice and well landscaped. Overall a nice place to stay when going...
The price is $203
$283 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)
"Great place and location. Can walk to the bars and restaurants. Highly recommended."
The price is $499
$622 total
includes taxes & fees
May 23 - May 24
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 $335
$438 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, (1865)
"Nice resort liked that there was a restaurant on site. All staff was very friendly and helpful. Loved my stay."
The price is $272
$369 total
includes taxes & fees
Jun 19 - Jun 20
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 native roosters were at their best "
The price is $159
$207 total
includes taxes & fees
May 23 - May 24
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, (1052)
"Very nice "
The price is $155
$203 total
includes taxes & fees
May 27 - May 28
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)
"At the quiet end of Duval, close to beaches and shopping. Easy to get down to the rest of Duval"
The price is $153
$218 total
includes taxes & fees
May 27 - May 28
The Southernmost Inn - Adults Only
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Key West Hotels with a Pool information

 

Hotels with a Pool in Key West

120

Highest price
$272
Cheapest price
$148
Number of guest reviews
12,007
Total number of hotels in Key West
2,619

 

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 343 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 343 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 of Key West hotels
Expedia verified reviews

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

5/5 Excellent
"Winslow's Bungalows were a much needed respite from the "real world." I love the history of the inns, and this is what originally made me book this location. The location is very walkable, and we walked down the street to a local bike rental to rent bikes. We were then able to bike all over the historic district. The reviews showed me that Winslow's had an amazing continental breakfast, and this was very much the truth. This was absolutely the best breakfast that I have had that was provided at no extra charge. Another great perk is the onsite bar. It was nice to be able to get an afternoon beverage right there where we were staying. The staff were wonderful, and super friendly. The room was super clean, the beds were super comfy, and we were super comfortable during our stay."
A verified traveler stayed at Winslow's Bungalows - Key West Historic Inns
Posted 11 hours ago
Winslow's Bungalows - Key West Historic Inns