Hotels with Swimming Pools in Key West

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Check availability on Key West Hotels with Swimming Pools

Top Hotels with Swimming Pools in Key West

Hyatt Vacation Club at Windward Pointe, Key West
Relax by the resort pool, surrounded by palm trees and offering a clear view of the ocean.

Hyatt Vacation Club at Windward Pointe, Key West

3.5 star property
9.6 out of 10, Exceptional, (1008)
"Beautiful area and room view!
Pool
and hot tub excellent and easy drive to Old Town Key West. "
Violet
The price is S$438
includes taxes & fees
13 Aug - 14 Aug
Hyatt Vacation Club at Windward Pointe, Key West
Ibis Bay Beach Resort
Relax by the pool surrounded by palm trees and lounge chairs.

Ibis Bay Beach Resort

2.5 star property
8.2 out of 10, Very good, (2008)
"It was a good place. Excellent staff. The best part was the
pool
and the
pool
’s bar. Good food and drinks. "
Adrian
The price is S$210
includes taxes & fees
14 Jul - 15 Jul
Ibis Bay Beach Resort
Hilton Garden Inn Key West / The Keys Collection
Relax by the serene pool surrounded by palm trees and lounge chairs.

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
7.8 out of 10, Good, (1044)
"Great area,
pool
was heated, and rooms were a great size for a full family."
Henry
The price is S$196
includes taxes & fees
3 Aug - 4 Aug
Hilton Garden Inn Key West / The Keys Collection
Hyatt Vacation Club at Beach House, Key West
Relax by the resort pool surrounded by lush greenery and lounge chairs.

Hyatt Vacation Club at Beach House, Key West

3.5 star property
9.2 out of 10, Wonderful, (1006)
"Location was nice, very easy to get to everything.
Pool
was spacious, small beach access was the only flaw."
Edward
The price is S$427
includes taxes & fees
12 Aug - 13 Aug
Hyatt Vacation Club at Beach House, Key West
Hampton Inn Key West FL
Relax by the pool surrounded by tall palm trees and enjoy a refreshing swim.

Hampton Inn Key West FL

2.5 star property
9.0 out of 10, Wonderful, (1189)
"This hotel was clean, beautiful, and relaxing. The
pool
was amazing! Staff was responsive, friendly, and helpful! I would recommend this hotel to anyone!"
Debora
The price is S$287
includes taxes & fees
20 Jul - 21 Jul
Hampton Inn Key West FL
Margaritaville Beach House Key West
Relax by the pool surrounded by palm trees and a soothing waterfall.

Margaritaville Beach House Key West

4.0 star property
8.8 out of 10, Excellent, (1750)
"We enjoyed our stay at Margaritaville—great location across from the beach. Nice
pool
area. Front desk day staff was very friendly."
Jamie
The price is S$338
includes taxes & fees
10 Aug - 11 Aug
Margaritaville Beach House Key West
Simonton Court Historic Inn & Cottages
Relax by the serene pool surrounded by lush greenery and palm trees.

Simonton Court Historic Inn & Cottages

2.5 star property
9.8 out of 10, Exceptional, (776)
"The room was beautiful and updated. The pools were clean and very convenient to the rooms. The beautiful garden walkway was amazing! The best part of our stay was the staff! Everyone was so friendly and went out of their way way to ensure we were comfortable and had everything we could possibly need. One in particular took the time to educate us on the gorgeous orchids on the property and because of Norman’s knowledge I plan on coming back again in April to see the beautiful orchids bloom. It by...
Jenny
The price is S$242
includes taxes & fees
14 Jul - 15 Jul
Simonton Court Historic Inn & Cottages
Authors of Key West Guest House
Relax on the deck with a lounge chair and enjoy the serene views of the lush landscape.

Authors of Key West Guest House

3.0 star property
9.0 out of 10, Wonderful, (1008)
"Beautiful property. Staff was very friendly and helpful making checking in and out very easy. Room was nice and spacious and everything was clean. The
pool
outside was warm and a nice spot to relax after walking around. Would definitely come back next time I am in Key West. "
Nicole
Authors of Key West Guest House
Courtyard by Marriott Key West Waterfront
Relax by the serene pool surrounded by palm trees and lounge chairs.

Courtyard by Marriott Key West Waterfront

3.0 star property
8.8 out of 10, Excellent, (1014)
"Convenient location to the sites, restaurants, and beaches. Lovely
pool
and jacuzzi for relaxing. Awesome sunset views from the dock. Staff very friendly and housekeeping services very attentive."
Pam
The price is S$229
includes taxes & fees
14 Jul - 15 Jul
Courtyard by Marriott Key West Waterfront
Coco Plum Inn
Experience a tranquil retreat amidst lush tropical surroundings and a classic colonial-style hotel with a charming front porch.

Coco Plum Inn

3.0 star property
9.6 out of 10, Exceptional, (422)
"Great location. Room was small but bed and pillows were great! Enjoyed the
pool
and daily breakfast is a big plus!"
barbara
Coco Plum Inn
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.

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 102 places to stay with pools. During your trip, you can explore attractions such as Duval Street, and then take it easy poolside at one of the accommodation options in Key West that travellers like for their pools.
What are some hotels with pools in Key West?
Southernmost Beach Resort and Guesthouses: Hotel steps from South Beach. Features 2 pool bars, 3 outdoor swimming pools and a full-service spa. The Reach Key West, Curio Collection by Hilton: Resort steps from South Beach. Offers a private beach, an outdoor pool and a full-service spa. Hilton Garden Inn Key West / The Keys Collection: Hotel located near Smathers Beach. Provides 2 restaurants, a pool and complimentary high-speed (wired) Internet access. Blue Flamingo Resort Key West: Hotel located near Smathers Beach. Features 2 restaurants, 2 outdoor swimming pools and 2 pool bars. The Perry Hotel & Marina Key West: Hotel located near Smathers Beach. Offers 2 restaurants, 2 outdoor swimming pools and 2 pool bars.
How many hotels with pools will I find in Key West?
Expedia's 102 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 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 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.