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Hotels with Swimming Pools in Key West

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Check availability on Key West Hotels with Swimming Pools

Tonight
3 Oct - 4 Oct
Tomorrow
4 Oct - 5 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

Our top choices for Key West hotels with a pool

1. 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.
S$219
includes taxes & fees
7 Oct - 8 Oct
Hampton Inn Key West FL

2. 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.
S$157
includes taxes & fees
5 Oct - 6 Oct
Duval House

3. Authors of Key West Guest House

Authors of Key West Guest House
Key West Historic District
  • Soak up the sun at a literary retreat with poolside bliss, where tranquility awaits in a convenient Key West location.
S$118
includes taxes & fees
4 Oct - 5 Oct
Authors of Key West Guest House

4. Beachside Resort & Residences

Beachside Resort & Residences
Key West
  • Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
S$248
includes taxes & fees
4 Oct - 5 Oct
Beachside Resort & Residences

5. 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.
S$240
includes taxes & fees
14 Oct - 15 Oct
Silver Palms Inn & Historic Homes

6. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
  • Splash into tropical paradise at this resort's cabana-lined pool with views and poolside cocktails.
S$220
includes taxes & fees
14 Oct - 15 Oct
DoubleTree Resort by Hilton Grand Key - Key West

7. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
S$418
includes taxes & fees
4 Oct - 5 Oct
Hyatt Centric Key West Resort and Spa

8. 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.
S$242
includes taxes & fees
5 Oct - 6 Oct
Blue Flamingo Resort Key West

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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
  • Float in a tranquil oasis at this Key West hotel, where the outdoor pool beckons after adventures along nearby hiking trails.
S$222
includes taxes & fees
4 Oct - 5 Oct
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

10. Havana Cabana at Key West

Havana Cabana at Key West
New Town
  • Poolside paradise awaits with hot tub, dining, and bar service at this vibrant Key West oasis.
S$265
includes taxes & fees
2 Nov - 3 Nov
Havana Cabana at Key West
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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

Authors of Key West Guest House

Authors of Key West Guest House
Key West Historic District
S$118
includes taxes & fees
4 Oct - 5 Oct
Authors of Key West Guest House

Heron House - Adult Only

Heron House - Adult Only
Old Town Key West
S$216
includes taxes & fees
11 Oct - 12 Oct
Heron House - Adult Only

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
S$220
includes taxes & fees
14 Oct - 15 Oct
DoubleTree Resort by Hilton Grand Key - Key West

Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
Old Town Key West
S$240
includes taxes & fees
14 Oct - 15 Oct
Silver Palms Inn & Historic Homes

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
S$242
includes taxes & fees
5 Oct - 6 Oct
Blue Flamingo Resort Key West

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
S$263
includes taxes & fees
12 Oct - 13 Oct
Parrot Key Hotel & Villas

Havana Cabana at Key West

Havana Cabana at Key West
New Town
S$265
includes taxes & fees
2 Nov - 3 Nov
Havana Cabana at Key West

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
Old Town Key West
S$300
includes taxes & fees
6 Oct - 7 Oct
Almond Tree Inn Hotel - Adults Only

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
S$197
includes taxes & fees
5 Oct - 6 Oct
Hilton Garden Inn Key West / The Keys Collection

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
Old Town Key West
S$183
includes taxes & fees
7 Oct - 8 Oct
The Southernmost Inn - Adults Only
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Hotels with pools and hot tubs in Key West

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
S$423
includes taxes & fees
4 Oct - 5 Oct
Opal Key Resort & Marina, Key West

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
Old Town Key West
S$300
includes taxes & fees
6 Oct - 7 Oct
Almond Tree Inn Hotel - Adults Only

Havana Cabana at Key West

Havana Cabana at Key West
New Town
S$265
includes taxes & fees
2 Nov - 3 Nov
Havana Cabana at Key West

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
S$242
includes taxes & fees
5 Oct - 6 Oct
Blue Flamingo Resort Key West

Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
S$407
includes taxes & fees
12 Oct - 13 Oct
Pier House Resort & Spa

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
Old Town Key West
S$322
includes taxes & fees
4 Oct - 5 Oct
Orchid Key Inn - Adults Only

Tropical Inn

Tropical Inn
Old Town Key West
S$251
includes taxes & fees
6 Oct - 7 Oct
Tropical Inn

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
Northside Resort
S$278
includes taxes & fees
26 Oct - 27 Oct
Courtyard by Marriott Key West Waterfront

Alexander's Guesthouse - Adult Exclusive

Alexander's Guesthouse - Adult Exclusive
Old Town Key West
S$364
includes taxes & fees
4 Oct - 5 Oct
Alexander's Guesthouse - Adult Exclusive

Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only
Old Town Key West
S$245
includes taxes & fees
4 Oct - 5 Oct
Paradise Inn Key West - Adults Only
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4-star hotels with pools in Key West

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
S$220
includes taxes & fees
14 Oct - 15 Oct
DoubleTree Resort by Hilton Grand Key - Key West

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
S$263
includes taxes & fees
12 Oct - 13 Oct
Parrot Key Hotel & Villas

Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
S$257
includes taxes & fees
12 Oct - 13 Oct
Hilton Key West Resort & Marina

Havana Cabana at Key West

Havana Cabana at Key West
New Town
S$265
includes taxes & fees
2 Nov - 3 Nov
Havana Cabana at Key West

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
S$242
includes taxes & fees
5 Oct - 6 Oct
Blue Flamingo Resort Key West

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
S$418
includes taxes & fees
4 Oct - 5 Oct
Hyatt Centric Key West Resort and Spa

Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive
Old Town Key West
S$362
includes taxes & fees
26 Oct - 27 Oct
Southernmost House - Adult Exclusive

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
S$398
includes taxes & fees
14 Oct - 15 Oct
The Reach Key West, Curio Collection by Hilton

Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
S$407
includes taxes & fees
12 Oct - 13 Oct
Pier House Resort & Spa

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
S$423
includes taxes & fees
4 Oct - 5 Oct
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.
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Top Key West Hotel Reviews

Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Wonderful"
James 2-night trip
Posted 11 hours ago
Hampton Inn Key West FL
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Amazing!"
Naomi 2-night trip
Posted 15 hours ago
Southernmost Beach Resort and Guesthouses
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent
"Staff was very nice. Pool was great as well as the hot tub."
Cana 1-night trip
Posted 16 hours ago
Hilton Garden Inn Key West / The Keys Collection
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

10/10 Excellent
"Location is excellent. Very quiet. Pool and bar are quite relaxing and convenient."
Scott 6-night trip
Posted 1 day ago
Hyatt Centric Key West Resort and Spa
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Great shuttle service"
Eric 1-night trip
Posted 2 days ago
DoubleTree Resort by Hilton Grand Key - Key West
Southwinds Motel

Southwinds Motel

10/10 Excellent
"Clean room, nice pool, nice staff. Good little Cuban restaurant and grocery store across the street. Loved it."
Ann 4-night trip
Posted 2 days ago
Southwinds Motel
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

8/10 Good
"Valet parking obligatoire ce qui était pour nous plutôt une nuisance qu’un avantage car nous sortions souvent visiter les alentours! Nous ne pouvions pas apporter de boissons alcoolisé au bord de la piscine il fallait les acheter directement au bar de piscine …"
Alexandre 1-night trip
Posted 2 days ago
Parrot Key Hotel & Villas
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"Hotel was great. All of the staff were friendly and accommodating"
Kellie 1-night trip
Posted 2 days ago
The Perry Hotel & Marina 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 281 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. 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 Perry Hotel & Marina Key West: Hotel located near Smathers Beach. Features 2 restaurants, 2 outdoor swimming pools and 2 pool bars. 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 281 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.

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