Hotels with Pool & Resorts in Key West from NZ$279

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Our top choices for Key West hotels with a pool

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 NZ$402
includes taxes & fees
2 June - 3 June
Beachside Resort & Residences

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1,273 reviews)
  • cleanliness
    Dive into aquatic bliss with two poolside bars and waterfront dining at this Key West retreat.
The price is NZ$377
includes taxes & fees
15 June - 16 June
The Perry Hotel & Marina Key West

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1,367 reviews)
  • cleanliness
    Splash into ocean-view paradise at this poolside haven with loungers, umbrellas, and refreshing cocktail service.
The price is NZ$353
includes taxes & fees
15 June - 16 June
Hampton Inn Key West FL

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 NZ$541
includes taxes & fees
31 May - 1 June
Margaritaville Beach House Key West

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 NZ$486
includes taxes & fees
4 June - 5 June
The Reach 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, (682 reviews)
  • cleanliness
    Crystal blue waters beckon from private beach paradise with 2 outdoor pools and a luxurious beachside bar.
The price is NZ$563
includes taxes & fees
21 June - 22 June
Casa Marina Key West, Curio Collection by Hilton

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 NZ$404
includes taxes & fees
17 June - 18 June
Parrot Key Hotel & Villas

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.4 out of 10, Very good, (2,304 reviews)
  • cleanliness
    Float in paradise at two scenic pools with cabanas, surrounded by stunning sunset views and tropical relaxation.
The price is NZ$349
includes taxes & fees
31 May - 1 June
Blue Flamingo Resort Key West

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,037 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$279
includes taxes & fees
31 May - 1 June
Duval House

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 NZ$595
includes taxes & fees
29 June - 30 June
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.

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 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. 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 high-speed (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 swimming pools 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 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 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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