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

Hotels with Pool & Resorts in Key West from NZ$251

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Check availability on Key West Hotels with Pool

Our top choices for Key West hotels with a pool

Tranquility Guest House

Tranquility Guest House
2.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (3 reviews)
The price is NZ$334
includes taxes & fees
27 July - 28 July
Tranquility Guest House

Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,032 reviews)
  • cleanliness
    Pristine waters in the outdoor pool offer relaxation after exploring Key West's vibrant attractions.
The price is NZ$293
includes taxes & fees
2 Aug - 3 Aug
Silver Palms Inn & Historic Homes

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1,440 reviews)
  • cleanliness
    Splash into ocean-view paradise at this poolside haven with loungers, umbrellas, and refreshing cocktail service.
The price is NZ$310
includes taxes & fees
14 July - 15 July
Hampton Inn Key West FL

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,053 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 NZ$244
includes taxes & fees
11 Aug - 12 Aug
Duval House

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,432 reviews)
  • cleanliness
    Splash into paradise at four tropical pools with poolside dining and coastal shuttles.
The price is NZ$379
includes taxes & fees
4 Aug - 5 Aug
Parrot Key Hotel & Villas

Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (813 reviews)
The price is NZ$273
includes taxes & fees
14 July - 15 July
Duval Inn

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (2,343 reviews)
  • cleanliness
    Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
The price is NZ$451
includes taxes & fees
9 Aug - 10 Aug
Beachside Resort & Residences

Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages
2.5 star property
Key West Historic District
9.8 out of 10, Exceptional, (1,010 reviews)
The price is NZ$271
includes taxes & fees
15 July - 16 July
Simonton Court Historic Inn & Cottages

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,826 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 NZ$506
includes taxes & fees
3 Aug - 4 Aug
Margaritaville Beach House Key West

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, (1,024 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 NZ$192
includes taxes & fees
14 July - 15 July
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.

Choose what matters most at hotels with a pool in Key West

Hotels with pools and free breakfast in Key West

Hotels with pools and spa pools in Key West

4-star hotels with pools in 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.

Top Key West Hotel Reviews

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 327 places to stay with pools. During your trip, you can explore attractions such as Duval Street and Mallory Square, 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 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 such as 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 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.

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