Hotels with Pool & Resorts in Key West from NZ$263

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on Key West Hotels with Pool

Best Key West Hotels with Pool

Southernmost Beach Resort and Guesthouses
3 outdoor pools, pool umbrellas, pool loungers

Southernmost Beach Resort and Guesthouses

4.0 star property
8.6 out of 10, Excellent, (2672)
"Loved the location of the resort, everything was walkable."
The price is NZ$447
includes taxes & fees
24 Aug - 25 Aug
Southernmost Beach Resort and Guesthouses
Blue Flamingo Resort Key West
2 outdoor pools, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)

Blue Flamingo Resort Key West

4.0 star property
7.8 out of 10, Good, (1543)
"Staff was great, really enjoyed our short stay. "
The price is NZ$318
includes taxes & fees
9 Sept - 10 Sept
Blue Flamingo Resort Key West
Hampton Inn Key West FL
Outdoor pool, pool umbrellas, pool loungers

Hampton Inn Key West FL

2.5 star property
9.0 out of 10, Wonderful, (1204)
"Was an amazing stay"
The price is NZ$328
includes taxes & fees
26 Aug - 27 Aug
Hampton Inn Key West FL
The Gates Hotel Key West Newly Renovated
Exterior

The Gates Hotel Key West Newly Renovated

4.0 star property
7.8 out of 10, Good, (1000)
"Beautiful resort!!"
The Gates Hotel Key West Newly Renovated
Parrot Key Hotel & Villas
4 outdoor pools, pool umbrellas, pool loungers

Parrot Key Hotel & Villas

4.0 star property
9.0 out of 10, Wonderful, (1050)
"Great location, food and space"
The price is NZ$334
includes taxes & fees
25 Aug - 26 Aug
Parrot Key Hotel & Villas
Silver Palms Inn
Outdoor pool

Silver Palms Inn

3.5 star property
9.2 out of 10, Wonderful, (1006)
"Staff was very helpful and we enjoyed our stay"
The price is NZ$290
includes taxes & fees
17 Aug - 18 Aug
Silver Palms Inn
Margaritaville Beach House Key West
Outdoor pool, open 7:00 AM to 11 PM, pool umbrellas, pool loungers

Margaritaville Beach House Key West

4.0 star property
8.4 out of 10, Very good, (999)
"Everything was was great "
Margaritaville Beach House Key West
Fairfield Inn and Suites by Marriott Key West
Outdoor pool, open 7:00 AM to 10:00 PM, free pool cabanas, pool loungers

Fairfield Inn and Suites by Marriott Key West

3.0 star property
7.8 out of 10, Good, (1139)
"Good place to stay"
The price is NZ$266
includes taxes & fees
24 Aug - 25 Aug
Fairfield Inn and Suites by Marriott Key West
The Southernmost Inn - Adults Only
Building design

The Southernmost Inn - Adults Only

3.0 star property
8.2 out of 10, Very good, (1151)
"Very friendly staff. "
The price is NZ$263
includes taxes & fees
26 Aug - 27 Aug
The Southernmost Inn - Adults Only
Oceans Edge Key West Resort, Hotel & Marina
Exterior

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
9.0 out of 10, Wonderful, (1717)
"Amazing place to stay! "
The price is NZ$395
includes taxes & fees
12 Aug - 13 Aug
Oceans Edge Key West Resort, Hotel & Marina
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.

Top Key West Hotel Reviews

Ibis Bay Beach Resort

Ibis Bay Beach Resort

10/10 Excellent
"The mgr gave us an upgraded room which was the rooms facing the ocean w hammets which was nice .. the workers was great ..we enjoyed our stay I would go back "
Veronica 3-night trip
Posted 1 day ago
Ibis Bay Beach Resort

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 98 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 98 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.