Find Hotels with a Pool in Key West, FL

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Check availability on Key West Hotels with a Pool

Next weekend
Jun 5 - Jun 7
In two weeks
Jun 12 - Jun 14

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, (2,253 reviews)
  • cleanliness
    Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
The price is NT$4,546
NT$8,113 total
includes taxes & fees
Jun 8 - Jun 9
Beachside Resort & Residences
Marina

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1,274 reviews)
  • cleanliness
    Dive into aquatic bliss with two poolside bars and waterfront dining at this Key West retreat.
The price is NT$4,565
NT$7,021 total
includes taxes & fees
Jun 16 - Jun 17
The Perry Hotel & Marina Key West
Outdoor pool, pool umbrellas, sun loungers

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1,372 reviews)
  • cleanliness
    Splash into ocean-view paradise at this poolside haven with loungers, umbrellas, and refreshing cocktail service.
The price is NT$5,309
NT$5,973 total
includes taxes & fees
May 31 - Jun 1
Hampton Inn Key West FL
Food and drink

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,803 reviews)
  • cleanliness
    Float in serene waters at this sun-soaked poolside paradise with direct beach access and friendly round-the-clock service.
The price is NT$6,837
NT$9,674 total
includes taxes & fees
Jun 16 - Jun 17
Margaritaville Beach House Key West
View from room

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 NT$5,838
NT$8,685 total
includes taxes & fees
Jun 16 - Jun 17
The Reach Key West, Curio Collection by Hilton
Exterior

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very Good, (683 reviews)
  • cleanliness
    Crystal blue waters beckon from private beach paradise with 2 outdoor pools and a luxurious beachside bar.
The price is NT$7,438
NT$10,484 total
includes taxes & fees
Jun 27 - Jun 28
Casa Marina Key West, Curio Collection by Hilton
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, (1,402 reviews)
  • cleanliness
    Splash into paradise at four tropical pools with poolside dining and coastal shuttles.
The price is NT$5,305
NT$7,768 total
includes taxes & fees
Jun 22 - Jun 23
Parrot Key Hotel & Villas
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, (2,310 reviews)
  • cleanliness
    Float in paradise at two scenic pools with cabanas, surrounded by stunning sunset views and tropical relaxation.
The price is NT$4,488
NT$6,813 total
includes taxes & fees
Jun 9 - Jun 10
Blue Flamingo Resort Key West
Courtyard

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,033 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 NT$4,367
NT$5,588 total
includes taxes & fees
Jun 3 - Jun 4
Duval House
Outdoor pool, free cabanas, sun loungers

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Float in the outdoor pool with Key West sunset views, poolside loungers, and bar service for luxury.
The price is NT$7,689
NT$11,085 total
includes taxes & fees
Jun 29 - Jun 30
Ocean Key Resort - A Noble House Resort
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, (1372)
The price is NT$5,309
NT$5,973 total
includes taxes & fees
May 31 - Jun 1
Hampton Inn Key West FL
View all properties

Hotels with pools and hot tubs in Key West

Ocean View 3BR Condo with Rooftop Balcony | Balcony
Beachside Resort & Residences

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (2253)
The price is NT$4,546
NT$8,113 total
includes taxes & fees
Jun 8 - Jun 9
Beachside Resort & Residences
View all properties

4-star hotels with pools in Key West

Oceanfront Walkout Suite - King | View from room
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very Good, (683)
The price is NT$7,438
NT$10,484 total
includes taxes & fees
Jun 27 - Jun 28
Casa Marina Key West, Curio Collection by Hilton
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

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

8/10 Good
"Great location. Helpful staff. Some rooms need updating, especially when it comes to noisy A/Cs."
Charbel 3-night trip
Posted less than an hour ago
Southernmost Beach Resort and Guesthouses

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 327 places to stay with pools. While you're here, you can explore attractions like Duval Street and Florida Keys Beaches, 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. Ibis Bay Beach Resort: Hotel located near Florida Keys Beaches. Offers a private beach, an outdoor pool, and daily. DoubleTree Resort by Hilton Grand Key - Key West: Resort located near Florida Keys Beaches. Provides complimentary wired internet access, a pool, and a beach shuttle. Southernmost Beach Resort and Guesthouses: Hotel steps from South Beach. Features 2 pool bars, 3 outdoor pools, 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 327 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 and Florida Keys Beaches 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 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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