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Check availability on Key West Hotels with Pool

Next weekend
7 Aug - 9 Aug
In two weeks
14 Aug - 16 Aug

Our top choices for Key West hotels with a pool

Outdoor pool, pool umbrellas, pool loungers

1. Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1,444 reviews)
  • cleanliness
    Splash into ocean-view paradise at this poolside haven with loungers, umbrellas, and refreshing cocktail service.
The price is ฿4,945
฿5,563 total
includes taxes & fees
31 Aug - 1 Sept
Hampton Inn Key West FL
View from room

2. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1,174 reviews)
The price is ฿8,660
฿11,059 total
includes taxes & fees
16 Aug - 17 Aug
Opal Key Resort & Marina, Key West
Outdoor pool

3. 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, (1,212 reviews)
  • cleanliness
    Oceanfront relaxation awaits with heated pool sanctuary and hot tub retreat, mere steps from Key West's beautiful Smathers Beach.
The price is ฿6,703
฿9,045 total
includes taxes & fees
30 Aug - 31 Aug
Hyatt Vacation Club at Windward Pointe, Key West
Exterior detail

4. 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, (1,174 reviews)
  • cleanliness
    Bask in tropical bliss with a dip in the outdoor pool and hot tub near Smathers Beach.
The price is ฿7,907
฿10,397 total
includes taxes & fees
24 Aug - 25 Aug
Hyatt Vacation Club at Beach House, Key West
Outdoor pool, pool umbrellas, pool loungers

5. Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,253 reviews)
The price is ฿8,415
฿11,799 total
includes taxes & fees
10 Aug - 11 Aug
Pier House Resort & Spa
Exterior

6. 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, (1,002 reviews)
The price is ฿7,824
฿11,134 total
includes taxes & fees
10 Aug - 11 Aug
Hyatt Centric Key West Resort and Spa
2 outdoor pools, pool loungers

7. Santa Maria Suites

Santa Maria Suites
4.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,001 reviews)
The price is ฿8,660
฿11,999 total
includes taxes & fees
30 Aug - 31 Aug
Santa Maria Suites
Exterior

8. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (808 reviews)
  • cleanliness
    Crystal blue waters beckon from private beach paradise with 2 outdoor pools and a luxurious beachside bar.
The price is ฿8,493
฿11,811 total
includes taxes & fees
23 Aug - 24 Aug
Casa Marina Key West, Curio Collection by Hilton
Outdoor pool, free pool cabanas, pool loungers

9. 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, (1,003 reviews)
  • cleanliness
    Float in the outdoor pool with Key West sunset views, poolside loungers, and bar service for luxury.
The price is ฿7,361
฿10,877 total
includes taxes & fees
27 Aug - 28 Aug
Ocean Key Resort - A Noble House Resort
Outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, pool loungers

10. The Laureate Key West

The Laureate Key West
3.5 star property
New Town
9.2 out of 10, Wonderful, (1,007 reviews)
  • cleanliness
    Splash into relaxation with indoor and outdoor pools surrounded by plush loungers and umbrellas at this waterfront retreat.
The price is ฿5,307
฿6,910 total
includes taxes & fees
13 Aug - 14 Aug
The Laureate 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.
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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, 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, (1444)
The price is ฿4,945
฿5,563 total
includes taxes & fees
31 Aug - 1 Sept
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, (1212)
The price is ฿6,703
฿9,045 total
includes taxes & fees
30 Aug - 31 Aug
Hyatt Vacation Club at Windward Pointe, Key West
View all properties

4-star hotels with pools in Key West

Front of property – evening/night
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1174)
The price is ฿8,660
฿11,059 total
includes taxes & fees
16 Aug - 17 Aug
Opal Key Resort & Marina, 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.
View all properties

Top Key West Hotel Reviews

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"The shuttle every hour was perfect. The pool and cabanas were great. Great location. I didn’t get a chance to rent a bike but I loved that they were available on the property."
Alice 3-night trip
Posted 1 hour ago
DoubleTree Resort by Hilton Grand Key - Key West

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 338 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?
Southernmost Beach Resort and Guesthouses: Hotel steps from South Beach. Features 2 pool bars, 3 outdoor swimming pools and a full-service spa. Blue Flamingo Resort Key West: Hotel located near Florida Keys Beaches. Offers 2 restaurants, 2 outdoor swimming pools and 2 pool bars. 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 338 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 Key West Butterfly and Nature Conservatory and Southernmost Point 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.