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Hotels with Swimming Pool in Key West, Florida

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Check availability on Key West Hotels with Swimming Pool

Tonight
Aug 20 - Aug 21
Tomorrow
Aug 21 - Aug 22
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

Our top choices for Key West hotels with a pool

1. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
Old Town Key West
  • Pristine waters in the outdoor pool offer relaxation after exploring Key West's vibrant attractions.
P5,227
P10,052 total
includes taxes & fees
Aug 23 - Aug 24
Silver Palms Inn & Historic Homes

2. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
  • Splash into ocean-view paradise at this poolside haven with loungers, umbrellas, and refreshing cocktail service.
P7,300
P8,213 total
includes taxes & fees
Aug 31 - Sep 1
Hampton Inn Key West FL

3. Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West
  • Oceanfront relaxation awaits with heated pool sanctuary and hot tub retreat, mere steps from Key West's beautiful Smathers Beach.
P11,522
P15,743 total
includes taxes & fees
Sep 2 - Sep 3
Hyatt Vacation Club at Windward Pointe, Key West

4. Duval House

Duval House
Old Town Key West
  • Soothing heated pool in the heart of Key West creates an inviting oasis amid tropical gardens at this bed and breakfast.
P6,426
P8,558 total
includes taxes & fees
Aug 24 - Aug 25
Duval House

5. Tranquility Guest House

Tranquility Guest House
Old Town Key West
P3,487
P9,417 total
includes taxes & fees
Aug 30 - Aug 31
Tranquility Guest House

6. Beachside Resort & Residences

Beachside Resort & Residences
Key West
  • Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
P6,591
P13,324 total
includes taxes & fees
Aug 24 - Aug 25
Beachside Resort & Residences

7. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
  • Float in paradise at two scenic pools with cabanas, surrounded by stunning sunset views and tropical relaxation.
P7,174
P11,546 total
includes taxes & fees
Sep 1 - Sep 2
Blue Flamingo Resort Key West

8. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
  • Splash into bliss at this harbor resort offering three pools, a poolside bar, and daily live entertainment.
P10,329
P15,513 total
includes taxes & fees
Sep 1 - Sep 2
The Marker Key West Harbor Resort

9. Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
Key West
  • Bask in tropical bliss with a dip in the outdoor pool and hot tub near Smathers Beach.
P13,747
P18,246 total
includes taxes & fees
Sep 2 - Sep 3
Hyatt Vacation Club at Beach House, Key West

10. Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
Old Town Key West
P9,760
P10,980 total
includes taxes & fees
Aug 23 - Aug 24
Orchid Key Inn - Adults Only
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Choose what matters most at hotels with a pool in Key West

Breakfast included
Hot tub
4 stars
Spa
Water park

Hotels with pools and free breakfast in Key West

Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
P7,300
P8,213 total
includes taxes & fees
Aug 31 - Sep 1
Hampton Inn Key West FL

Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
P12,096
P17,917 total
includes taxes & fees
Aug 26 - Aug 27
Pier House Resort & Spa

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
P12,296
P18,143 total
includes taxes & fees
Sep 7 - Sep 8
Hyatt Centric Key West Resort and Spa

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
Northside Resort
P11,684
P13,144 total
includes taxes & fees
Aug 23 - Aug 24
Courtyard by Marriott Key West Waterfront

Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns
Old Town Key West
P12,667
P17,378 total
includes taxes & fees
Aug 27 - Aug 28
Lighthouse Hotel - Key West Historic Inns

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
Old Town Key West
P9,760
P10,980 total
includes taxes & fees
Aug 23 - Aug 24
Almond Tree Inn Hotel - Adults Only

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
P13,340
P19,179 total
includes taxes & fees
Aug 31 - Sep 1
Casa Marina Key West, Curio Collection by Hilton

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
P7,174
P9,808 total
includes taxes & fees
Aug 26 - Aug 27
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
P6,775
P9,360 total
includes taxes & fees
Aug 30 - Aug 31
Hilton Garden Inn Key West / The Keys Collection

Ridley House - Key West Historic Inns

Ridley House - Key West Historic Inns
Key West Historic District
P13,903
P18,769 total
includes taxes & fees
Aug 24 - Aug 25
Ridley House - Key West Historic Inns
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Hotels with pools and hot tubs in Key West

Beachside Resort & Residences

Beachside Resort & Residences
Key West
P6,591
P13,324 total
includes taxes & fees
Aug 24 - Aug 25
Beachside Resort & Residences

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West
P11,522
P15,743 total
includes taxes & fees
Sep 2 - Sep 3
Hyatt Vacation Club at Windward Pointe, Key West

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
Old Town Key West
P9,760
P10,980 total
includes taxes & fees
Aug 23 - Aug 24
Orchid Key Inn - Adults Only

Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only
Old Town Key West
P9,566
P13,543 total
includes taxes & fees
Sep 10 - Sep 11
Paradise Inn Key West - Adults Only

Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
P12,096
P17,917 total
includes taxes & fees
Aug 26 - Aug 27
Pier House Resort & Spa

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
P7,174
P11,546 total
includes taxes & fees
Sep 1 - Sep 2
Blue Flamingo Resort Key West

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
Old Town Key West
P9,760
P10,980 total
includes taxes & fees
Aug 23 - Aug 24
Almond Tree Inn Hotel - Adults Only

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
P6,775
P9,360 total
includes taxes & fees
Aug 30 - Aug 31
Hilton Garden Inn Key West / The Keys Collection

Eden House

Eden House
Key West Historic District
P7,328
P9,233 total
includes taxes & fees
Aug 26 - Aug 27
Eden House

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
Key West
P13,747
P18,246 total
includes taxes & fees
Sep 2 - Sep 3
Hyatt Vacation Club at Beach House, Key West
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4-star hotels with pools in Key West

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
P16,003
P20,437 total
includes taxes & fees
Aug 24 - Aug 25
Opal Key Resort & Marina, Key West

Santa Maria Suites

Santa Maria Suites
Old Town Key West
P17,239
P23,565 total
includes taxes & fees
Aug 23 - Aug 24
Santa Maria Suites

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
P12,296
P18,143 total
includes taxes & fees
Sep 7 - Sep 8
Hyatt Centric Key West Resort and Spa

Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
P12,096
P17,917 total
includes taxes & fees
Aug 26 - Aug 27
Pier House Resort & Spa

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
P13,340
P19,179 total
includes taxes & fees
Aug 31 - Sep 1
Casa Marina Key West, Curio Collection by Hilton

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
P13,603
P20,100 total
includes taxes & fees
Sep 2 - Sep 3
Ocean Key Resort - A Noble House Resort

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
P8,525
P14,109 total
includes taxes & fees
Sep 1 - Sep 2
Southernmost Beach Resort and Guesthouses

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
P8,650
P13,277 total
includes taxes & fees
Aug 30 - Aug 31
Parrot Key Hotel & Villas

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
Key West Historic District
P10,998
P14,459 total
includes taxes & fees
Sep 2 - Sep 3
La Concha Key West, Autograph Collection

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
P10,329
P15,513 total
includes taxes & fees
Sep 1 - Sep 2
The Marker Key West Harbor 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.
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Top Key West Hotel Reviews

Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"The staff was great. Super friendly and helpful inclusive of the bell men, maids, bartenders and front desk. Everything I needed was supplied. Couldn’t have asked for a better stay."
Rainer 4-night trip
Posted 1 hour ago
Pier House Resort & Spa
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Awesome"
Todd 2-night trip
Posted 5 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"This place was really nice. It was very clean and quiet. The staff is very helpful and friendly. We enjoyed the outdoor pools, food and bar. There is lots of activities outside to do with your family and friends. We didn’t have a problem at all while we stayed there. I would definitely stay there again if we go back to Key West. This is the best place I have stayed at."
Justin 4-night trip
Posted 7 hours ago
Blue Flamingo Resort Key West
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"Beautiful Marina Views"
Amanda 7-night trip
Posted 10 hours ago
The Perry Hotel & Marina Key West
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

10/10 Excellent
"We had a wonderful stay at La Concha Hotel in Key West! The location on Duval Street was one of the biggest highlights..it was within perfect walking distance of so many of Key West’s attractions, restaurants, bars, and things to do, which made exploring the area incredibly convenient. Having onsite parking was also a huge benefit, especially in Key West where parking can be difficult to find. The hotel bar was excellent, and the staff throughout the hotel were incredibly friendly and welcoming. Overall, La Concha was a great choice for a Key West stay, especially if you want to be right in the heart of everything!"
Janet 1-night trip
Posted 10 hours ago
La Concha Key West, Autograph Collection
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

10/10 Excellent
"Best customer service I ever had at a hotel. They have someone you can text for any needs and they answer right away. Rooms were nice only complaint about the room was the shower seemed to use to have a sliding glass door but it must of broke because they had a shower curtain there instead. Great other than that tho"
Broden 3-night trip
Posted 11 hours ago
The Reach Key West, Curio Collection by Hilton
Ibis Bay Beach Resort

Ibis Bay Beach Resort

8/10 Good
"Room too small and breakfast not so good"
Alfredo 1-night trip
Posted 12 hours ago
Ibis Bay Beach Resort
Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Close to airport, good breakfast"
Christopher Lynn 4-night trip
Posted 1 day ago
Hampton Inn Key West FL
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

10/10 Excellent
"Great choice!!! I’ll be back everything within walking distance!! Museum. Restaurant and bars!!! 👍👍👍"
Ernesto 2-night trip
Posted 2 days ago
Hyatt Centric Key West Resort and Spa

Frequently asked questions

What's it like visiting Key West?
If taking it easy by the pool is your idea of a great getaway, you might want to think about Key West, which has 343 places to stay with pools. While you're here, you can explore attractions like Duval Street and Florida Keys Beaches, and then relax and unwind poolside at one of the accommodations in Key West that guests like for their pools.
What are some hotels with pools in Key West?
Southernmost Beach Resort and Guesthouses: Hotel, 1-minute walk from Duval Street. Features 2 pool bars, 3 outdoor pools, and a full-service spa. Parrot Key Hotel & Villas: Hotel located near Florida Keys Beaches. Offers a beach shuttle, 4 outdoor pools, and complimentary wireless internet access. Blue Flamingo Resort Key West: Hotel located near Florida Keys Beaches. Provides 2 restaurants, 2 outdoor pools, and 2 pool bars. Hilton Garden Inn Key West / The Keys Collection: Hotel located near Florida Keys Beaches. Features 2 restaurants, a pool, and complimentary wired internet access. The Reach Key West, Curio Collection by Hilton: Resort, 3-minute walk from Duval Street. Offers a private beach, an outdoor pool, and a full-service spa.
How many hotels with pools are there in Key West?
Expedia's 343 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 like 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 into account the local weather in Key West is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 84°F, while the coldest months are January and February with an average of 73°F. Average annual precipitation for Key West is 38 inches.

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