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Hotels with Swimming Pool in Key West, Florida

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Check availability on Key West Hotels with Swimming Pool

Next weekend
Jul 10 - Jul 12
In two weeks
Jul 17 - Jul 19

Our top choices for Key West hotels with a pool

Outdoor pool, pool umbrellas, sun loungers

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (2,323 reviews)
  • cleanliness
    Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
The price is P7,921
P14,786 total
includes taxes & fees
Jul 14 - Jul 15
Beachside Resort & Residences
Outdoor pool, pool umbrellas, sun loungers

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.2 out of 10, Very Good, (2,282 reviews)
  • cleanliness
    Splash into paradise at this Art Deco hotel with a poolside bar and marina access.
The price is P5,713
P8,409 total
includes taxes & fees
Jul 7 - Jul 8
Ibis Bay Beach Resort
Poolside bar

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.4 out of 10, Very Good, (2,493 reviews)
  • cleanliness
    Float in paradise at two scenic pools with cabanas, surrounded by stunning sunset views and tropical relaxation.
The price is P7,685
P12,101 total
includes taxes & fees
Jul 8 - Jul 9
Blue Flamingo Resort Key West
4 outdoor pools, pool umbrellas, sun loungers

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,418 reviews)
  • cleanliness
    Splash into paradise at four tropical pools with poolside dining and coastal shuttles.
The price is P8,796
P13,421 total
includes taxes & fees
Jul 8 - Jul 9
Parrot Key Hotel & Villas
Outdoor pool, sun 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, (149 reviews)
The price is P6,026
P9,099 total
includes taxes & fees
Jul 6 - Jul 7
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
A heated pool, sun loungers

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,041 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 P7,310
P9,544 total
includes taxes & fees
Jul 6 - Jul 7
Duval House
Dock

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1,004 reviews)
  • cleanliness
    Soak up sun and sea at this coastal oasis with a sparkling pool, private beach, and marina.
The price is P8,237
P11,272 total
includes taxes & fees
Jul 13 - Jul 14
Parmer's Resort
Outdoor pool, open 8:00 AM to 7:00 PM, pool umbrellas, sun loungers

Tranquility Guest House

Tranquility Guest House
2.0 star property
Old Town Key West
8.0 out of 10, Very Good, (1 review)
The price is P7,389
P13,772 total
includes taxes & fees
Jul 9 - Jul 10
Tranquility Guest House
Outdoor pool, pool umbrellas, sun loungers

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (1,003 reviews)
  • cleanliness
    Beachfront pool paradise with private loungers and poolside bar service at this Key West resort.
The price is P12,838
P18,590 total
includes taxes & fees
Jul 12 - Jul 13
The Reach Key West, Curio Collection by Hilton
Courtyard

Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (440 reviews)
  • cleanliness
    Tropical poolside sanctuary just steps from Duval Street offers a heated outdoor pool surrounded by lush gardens and privacy.
The price is P7,166
P8,868 total
includes taxes & fees
Jul 9 - Jul 10
Douglas House - 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.
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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, sun 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, (1417)
The price is P13,453
P15,134 total
includes taxes & fees
Aug 4 - Aug 5
Hampton Inn Key West FL
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Hotels with pools and hot tubs in Key West

Property grounds
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
Key West
9.4 out of 10, Exceptional, (1172)
The price is P21,823
P27,315 total
includes taxes & fees
Jul 27 - Jul 28
Hyatt Vacation Club at Windward Pointe, Key West
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4-star hotels with pools in Key West

4 outdoor pools, pool umbrellas, sun loungers
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1418)
The price is P8,796
P13,421 total
includes taxes & fees
Jul 8 - Jul 9
Parrot Key Hotel & Villas
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

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Staff is very friendly, professional, and helpful. The room was comfortable and clean. Could use more pool seatings. Overall excellent stay. Would stay again."
Edwin 2-night trip
Posted less than an hour ago
Blue Flamingo Resort Key West

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 325 places to stay with pools. While you're here, you can explore attractions like Duval Street and Mallory Square, and then relax and unwind poolside at one of the accommodations 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 pools, and 2 pool bars. Southernmost Beach Resort and Guesthouses: Hotel steps from South Beach. Offers 2 pool bars, 3 outdoor 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 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 pools, and complimentary wireless internet access.
How many hotels with pools are there in Key West?
Expedia's 325 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, Mallory Square, and Southernmost Point while you're in Key West. The picturesque setting of Florida Keys Beaches and Audubon House and Tropical Gardens 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.

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