Search Hotels with Swimming Pool in Key West

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check availability on Key West Hotels with Swimming Pool

Top Key West Hotels with Swimming Pool

Outdoor pool, open 6:00 AM to 10:00 PM, pool cabanas (surcharge)
Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys Collection
3.5 star property
7.8 out of 10, Good, (1100)
"Very nice hotel."
United States
Andrew
The price is ₹8,894
₹12,480 total
includes taxes & fees
28 Oct - 29 Oct
Hilton Garden Inn Key West / The Keys Collection
2 outdoor pools, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
Blue Flamingo Resort Key West
Blue Flamingo Resort Key West
4.0 star property
8.0 out of 10, Very good, (1623)
"Amazing resort with lovely amenities:)"
United States
Wakglene
The price is ₹7,848
₹13,775 total
includes taxes & fees
26 Oct - 27 Oct
Blue Flamingo Resort Key West
2 outdoor pools, open 8:00 AM to 10:00 PM, pool loungers
The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key West
4.0 star property
9.4 out of 10, Exceptional, (1123)
"Nice stay. "
United States
SHAMBRE
The price is ₹6,859
₹12,662 total
includes taxes & fees
30 Oct - 31 Oct
The Perry Hotel & Marina Key West
Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas
The Laureate Key West
The Laureate Key West
3.5 star property
9.0 out of 10, Wonderful, (1005)
"This is our second time staying there. We love the hotel. It close to everything and have a great view "
United States
Nini
The price is ₹13,981
₹18,203 total
includes taxes & fees
26 Oct - 27 Oct
The Laureate Key West
Outdoor pool, pool umbrellas, pool loungers
Hampton Inn Key West FL
Hampton Inn Key West FL
2.5 star property
9.0 out of 10, Wonderful, (1249)
"Very good hotel. "
United States
michael joseph Fria
The price is ₹16,914
₹19,028 total
includes taxes & fees
11 Nov - 12 Nov
Hampton Inn Key West FL
Outdoor pool
Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
9.6 out of 10, Exceptional, (1023)
"Pool area is spectacular. Everything at this resort is top notch and would highly recommend...."
United States
Pamela
The price is ₹22,946
₹29,771 total
includes taxes & fees
19 Nov - 20 Nov
Hyatt Vacation Club at Windward Pointe, Key West
Outdoor pool
Hyatt Vacation Club at Beach House, Key West
Hyatt Vacation Club at Beach House, Key West
3.5 star property
9.4 out of 10, Exceptional, (1021)
"It was peaceful and great location"
United States
Kevin
The price is ₹20,137
₹26,611 total
includes taxes & fees
26 Oct - 27 Oct
Hyatt Vacation Club at Beach House, Key West
Outdoor pool, pool umbrellas, pool loungers
Beachside Resort & Residences
Beachside Resort & Residences
3.5 star property
8.6 out of 10, Excellent, (1622)
"Great location with great bars and restaurants. "
United States
Pam
The price is ₹9,328
₹14,946 total
includes taxes & fees
28 Oct - 29 Oct
Beachside Resort & Residences
Outdoor pool
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
3.5 star property
8.6 out of 10, Excellent, (1000)
"Shuttle was great. Hotel staff is very friendly."
United States
parrish
The price is ₹8,354
₹11,866 total
includes taxes & fees
30 Oct - 31 Oct
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
Outdoor pool, pool umbrellas, pool loungers
Paradise Inn Key West - Adults Only
Paradise Inn Key West - Adults Only
3.5 star property
9.2 out of 10, Wonderful, (1012)
"Great place to stay "
United States
Noel
Paradise Inn Key West - Adults Only
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.
View all properties

Top Key West Hotel Reviews

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"I liked the late check out, however did not get to use the $15 food voucher, I thought we could just go to the restaurant and use it so I planned for the last day however they said we had to add it to the room, we did not know this, it was too late."
Shawna K. 3-night trip
Posted 3 days ago
Blue Flamingo Resort Key West

Explore a world of travel with Expedia

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 271 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?
Parrot Key Hotel & Villas: Hotel located near Duval Street. Features a beach shuttle, 4 outdoor swimming pools and complimentary wireless Internet access. DoubleTree Resort by Hilton Grand Key - Key West: Resort located near Smathers Beach. Offers complimentary high-speed (wired) Internet access, a pool and a beach shuttle. Southernmost Beach Resort and Guesthouses: Hotel steps from South Beach. Provides 2 pool bars, 3 outdoor swimming pools and a full-service spa. Hilton Garden Inn Key West / The Keys Collection: Hotel located near Smathers Beach. Features 2 restaurants, a pool and complimentary high-speed (wired) Internet access. 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.
How many hotels with pools will I find in Key West?
Expedia's 271 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.