Key West Hotel with Pool

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Key West Hotel with Pool

Our top choices for Key West hotels with a pool

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,790 reviews)
"We had a nice stay there."
United States
Deanne
The price is HK$2,677
HK$3,518 total
includes taxes & fees
13 Apr - 14 Apr
Margaritaville Beach House Key West

Heron House Court - Adult Only

Heron House Court - Adult Only
3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,002 reviews)
"excellent location, quiet neighborhood, walk to the harbor and restaurants and bars nearby"
United States
Thomas
The price is HK$1,497
HK$1,961 total
includes taxes & fees
23 Mar - 24 Mar
Heron House Court - Adult Only

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,330 reviews)
"Rooms were clean and staff was very helpful. "
United States
Jason
The price is HK$2,355
HK$3,099 total
includes taxes & fees
24 Mar - 25 Mar
Parrot Key Hotel & Villas

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.2 out of 10, Very good, (1,983 reviews)
"It is a beautiful property, So many fun options and the staff was so friendly!"
United States
Carey
The price is HK$2,214
HK$2,931 total
includes taxes & fees
15 Apr - 16 Apr
Blue Flamingo Resort 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, (1,007 reviews)
"Great location and great poolside and tiki bar"
United States
Rodger
The price is HK$3,172
HK$3,921 total
includes taxes & fees
16 Apr - 17 Apr
Hyatt Vacation Club at Beach House, Key West

Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West
3.0 star property
New Town
7.8 out of 10, Good, (1,162 reviews)
"Friendly Staff, clean hotel, great breakfast"
United States
Akiem
The price is HK$1,965
HK$2,431 total
includes taxes & fees
15 Apr - 16 Apr
Fairfield Inn and Suites by Marriott 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, (1,005 reviews)
"Great location, wonderful room and resort. "
United States
Farrah
The price is HK$3,502
HK$4,292 total
includes taxes & fees
16 Apr - 17 Apr
Hyatt Vacation Club at Windward Pointe, Key West

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
Stock Island
9.0 out of 10, Wonderful, (1,830 reviews)
"Good place to stay ."
United States
DaShawn
The price is HK$2,307
HK$3,080 total
includes taxes & fees
14 Apr - 15 Apr
Oceans Edge Key West Resort, Hotel & Marina

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (2,077 reviews)
"Great stay "
United States
Arpit
The price is HK$2,402
HK$3,451 total
includes taxes & fees
13 Apr - 14 Apr
Beachside Resort & Residences

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,008 reviews)
"Great place in an excellent location! Staff were lovely, had a great time."
United Kingdom
Maurice
The price is HK$2,420
HK$2,890 total
includes taxes & fees
24 Mar - 25 Mar
Duval 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 hot tubs 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 310 places to stay with pools. During your trip, you can explore attractions such as Duval Street, and then take it easy poolside at one of the accommodation options in Key West that travellers 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. Parrot Key Hotel & Villas: Hotel located near Duval Street. Provides a beach shuttle, 4 outdoor swimming pools and complimentary wireless Internet access. The Perry Hotel & Marina Key West: Hotel located near Smathers Beach. Features 2 restaurants, 2 outdoor swimming pools and 2 pool bars. DoubleTree Resort by Hilton Grand Key - Key West: Resort located near Florida Keys Beaches. Offers complimentary high-speed (wired) Internet access, a pool and a beach shuttle.
How many hotels with pools will I find in Key West?
Expedia's 310 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 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.

Explore a world of travel with Expedia