Hotels with Pool & Resorts in Key West from AU$189

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Check availability on Key West Hotels with Pool

Our top choices for Key West hotels with a pool

4 outdoor pools, pool umbrellas, pool loungers

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,417 reviews)
  • cleanliness
    Splash into paradise at four tropical pools with poolside dining and coastal shuttles.
The price is AU$303
includes taxes & fees
28 June - 29 June
Parrot Key Hotel & Villas
Exterior

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,003 reviews)
The price is AU$409
includes taxes & fees
30 June - 1 July
Hyatt Centric Key West Resort and Spa
Outdoor pool, pool umbrellas, pool loungers

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (2,310 reviews)
  • cleanliness
    Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
The price is AU$345
includes taxes & fees
30 June - 1 July
Beachside Resort & Residences
Outdoor pool, pool umbrellas, pool 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, (1,012 reviews)
  • cleanliness
    Beachfront pool paradise with private loungers and poolside bar service at this Key West resort.
The price is AU$370
includes taxes & fees
7 July - 8 July
The Reach Key West, Curio Collection by Hilton
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
8.0 out of 10, Very good, (1 review)
The price is AU$259
includes taxes & fees
30 June - 1 July
Tranquility Guest House
Outdoor pool, pool umbrellas, pool loungers

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.0 out of 10, Very good, (2,300 reviews)
  • cleanliness
    Splash into paradise at this Art Deco hotel with a poolside bar and marina access.
The price is AU$230
includes taxes & fees
1 July - 2 July
Ibis Bay Beach Resort
A heated pool, pool loungers

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,045 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 AU$189
includes taxes & fees
29 June - 30 June
Duval House
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, (720 reviews)
  • cleanliness
    Crystal blue waters beckon from private beach paradise with 2 outdoor pools and a luxurious beachside bar.
The price is AU$459
includes taxes & fees
9 July - 10 July
Casa Marina Key West, Curio Collection by Hilton
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, (2,436 reviews)
  • cleanliness
    Float in paradise at two scenic pools with cabanas, surrounded by stunning sunset views and tropical relaxation.
The price is AU$281
includes taxes & fees
1 July - 2 July
Blue Flamingo Resort Key West
Outdoor pool, pool umbrellas, pool loungers

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1,401 reviews)
  • cleanliness
    Splash into ocean-view paradise at this poolside haven with loungers, umbrellas, and refreshing cocktail service.
The price is AU$365
includes taxes & fees
13 July - 14 July
Hampton Inn Key West FL
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
Spa pool

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, (1401)
The price is AU$365
includes taxes & fees
13 July - 14 July
Hampton Inn Key West FL
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Hotels with pools and spa pools in Key West

Property grounds
Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
3.5 star property
Key West
9.4 out of 10, Exceptional, (1112)
The price is AU$572
includes taxes & fees
20 July - 21 July
Hyatt Vacation Club at Beach House, Key West
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4-star hotels with pools in Key West

Private beach, white sand, sun-loungers, beach umbrellas
Pier House Resort & Spa

Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1187)
The price is AU$516
includes taxes & fees
8 July - 9 July
Pier House Resort & Spa
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

Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Not all the rooms that say have a roll in shower actually do. The swimming pool wheelchair lift does not work. The rooms that have roll in showers are nice but not Junior Suites."
Jim 1-night trip
Posted 1 hour ago
Pier House Resort & 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 296 places to stay with pools. During your trip, you can explore attractions such as Florida Keys Beaches and Duval Street, 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. Southernmost Beach Resort and Guesthouses: Hotel steps from South Beach. Provides 2 pool bars, 3 outdoor swimming pools and a full-service spa. Parrot Key Hotel & Villas: Hotel located near Florida Keys Beaches. Features a beach shuttle, 4 outdoor swimming pools and complimentary wireless Internet access. The Reach Key West, Curio Collection by Hilton: Resort steps from South Beach. Offers a private beach, an outdoor pool and a full-service spa.
How many hotels with pools will I find in Key West?
Expedia's 296 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 Florida Keys Beaches, Duval Street and Southernmost Point 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.