A sunny street lined with historic buildings, a 'ONE WAY' sign, and a flagpole with flags.

Search Hotels with Pool in Key West

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Check availability on Key West Hotels with Pool

This weekend
31 Jul - 2 Aug
Next weekend
7 Aug - 9 Aug

Our top choices for Key West hotels with a pool

A heated pool, pool loungers

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,065 reviews)
  • cleanliness
    Soothing heated pool in the heart of Key West creates an inviting oasis amid tropical gardens at this bed and breakfast.
The price is ฿3,976
฿5,197 total
includes taxes & fees
29 Jul - 30 Jul
Duval House
Outdoor pool

Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,039 reviews)
  • cleanliness
    Pristine waters in the outdoor pool offer relaxation after exploring Key West's vibrant attractions.
The price is ฿2,807
฿5,432 total
includes taxes & fees
9 Aug - 10 Aug
Silver Palms Inn & Historic Homes
Outdoor pool, open 8:00 AM to 7:00 PM, pool umbrellas, pool loungers

Tranquility Guest House

Tranquility Guest House
2.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (9 reviews)
The price is ฿3,934
฿7,420 total
includes taxes & fees
18 Aug - 19 Aug
Tranquility Guest House
Outdoor pool, pool loungers

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (152 reviews)
The price is ฿3,002
฿4,641 total
includes taxes & fees
28 Jul - 29 Jul
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Exterior detail

Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages
2.5 star property
Key West Historic District
9.8 out of 10, Exceptional, (1,009 reviews)
The price is ฿6,368
฿7,164 total
includes taxes & fees
9 Aug - 10 Aug
Simonton Court Historic Inn & Cottages
3 outdoor pools, pool umbrellas, pool loungers

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.8 out of 10, Excellent, (3,485 reviews)
  • cleanliness
    Dive into a serene escape at this beachfront resort with 3 outdoor pools, poolside bars, and tranquil ocean views.
The price is ฿4,895
฿7,971 total
includes taxes & fees
26 Aug - 27 Aug
Southernmost Beach Resort and Guesthouses
Courtyard

Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (465 reviews)
  • cleanliness
    Tropical poolside sanctuary just steps from Duval Street offers a heated outdoor pool surrounded by lush gardens and privacy.
The price is ฿3,917
฿4,847 total
includes taxes & fees
27 Aug - 28 Aug
Douglas House - Adults Only
3 outdoor pools, pool umbrellas, pool loungers

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,017 reviews)
  • cleanliness
    Splash into bliss at this harbour resort offering three pools, a poolside bar, and daily live entertainment.
The price is ฿5,879
฿8,736 total
includes taxes & fees
25 Aug - 26 Aug
The Marker Key West Harbor Resort
Outdoor pool, pool umbrellas, pool loungers

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (2,381 reviews)
  • cleanliness
    Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
The price is ฿3,939
฿7,654 total
includes taxes & fees
17 Aug - 18 Aug
Beachside Resort & Residences
Outdoor pool, pool loungers

Authors of Key West Guest House

Authors of Key West Guest House
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,028 reviews)
  • cleanliness
    Soak up the sun at a literary retreat with poolside bliss, where tranquility awaits in a convenient Key West location.
The price is ฿3,609
฿4,060 total
includes taxes & fees
13 Aug - 14 Aug
Authors of Key West Guest House
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.
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Choose what matters most at hotels with a pool in Key West

Breakfast included
Hot tub

Hotels with pools and free breakfast in Key West

Outdoor pool, pool umbrellas, pool loungers
Hampton Inn Key West FL

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1446)
The price is ฿5,413
฿6,090 total
includes taxes & fees
12 Aug - 13 Aug
Hampton Inn Key West FL
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Hotels with pools and hot tubs in Key West

Front of property – evening/night
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1175)
The price is ฿8,727
฿11,145 total
includes taxes & fees
6 Aug - 7 Aug
Opal Key Resort & Marina, Key West
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4-star hotels with pools in Key West

Front of property – evening/night
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1175)
The price is ฿8,727
฿11,145 total
includes taxes & fees
6 Aug - 7 Aug
Opal Key Resort & Marina, 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.
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Top Key West Hotel Reviews

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

10/10 Excellent
"Cleanliness, the staff and the massage Mindy was amazing !!"
Mandy 3-night trip
Posted 4 hours ago
Hyatt Centric Key West Resort and Spa

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 331 places to stay with pools. During your trip, you can explore attractions such as Duval Street and Florida Keys Beaches, and then take it easy poolside at one of the accommodation options in Key West that guests like for their pools.
What are some hotels with pools in Key West?
Blue Flamingo Resort Key West: Hotel located near Florida Keys Beaches. Features 2 restaurants, 2 outdoor swimming pools and 2 pool bars. Southernmost Beach Resort and Guesthouses: Hotel steps from South Beach. Offers 2 pool bars, 3 outdoor swimming pools and a full-service spa. Hilton Garden Inn Key West / The Keys Collection: Hotel located near Florida Keys Beaches. Provides 2 restaurants, a pool and complimentary high-speed (wired) Internet access. The Reach Key West, Curio Collection by Hilton: Resort steps from South Beach. Features a private beach, an outdoor pool and a full-service spa. Parrot Key Hotel & Villas: Hotel located near Florida Keys Beaches. Offers a beach shuttle, 4 outdoor swimming pools and complimentary wireless Internet access.
How many hotels with pools will I find in Key West?
Expedia's 331 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 and Florida Keys Beaches while you're in Key West. The picturesque setting of Key West Butterfly and Nature Conservatory and Southernmost Point 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.