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Check availability on Key West Hotels with Pool

Tonight
14 Sept - 15 Sept
Tomorrow
15 Sept - 16 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept

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.
Rp1.410.641
Rp2.775.846 total
includes taxes & fees
16 Sept - 17 Sept
Silver Palms Inn & Historic Homes

2. 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.
Rp3.220.699
Rp4.415.781 total
includes taxes & fees
4 Oct - 5 Oct
Hyatt Vacation Club at Windward Pointe, Key West

3. 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.
Rp1.743.489
Rp2.340.063 total
includes taxes & fees
16 Sept - 17 Sept
Duval House

4. 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.
Rp2.368.327
Rp2.664.368 total
includes taxes & fees
22 Sept - 23 Sept
Hampton Inn Key West FL

5. 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.
Rp1.817.455
Rp2.639.008 total
includes taxes & fees
27 Sept - 28 Sept
DoubleTree Resort by Hilton Grand Key - Key West

6. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
Rp3.504.589
Rp5.171.030 total
includes taxes & fees
28 Sept - 29 Sept
Hyatt Centric Key West Resort and Spa

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.
Rp1.931.046
Rp3.163.046 total
includes taxes & fees
15 Sept - 16 Sept
Blue Flamingo Resort Key West

8. Beachside Resort & Residences

Beachside Resort & Residences
Key West
  • Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
Rp1.537.264
Rp3.413.540 total
includes taxes & fees
21 Sept - 22 Sept
Beachside Resort & Residences

9. 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.
Rp1.937.210
Rp3.290.792 total
includes taxes & fees
29 Sept - 30 Sept
Havana Cabana at Key West

10. Douglas House - Adults Only

Douglas House - Adults Only
Old Town Key West
  • Tropical poolside sanctuary just steps from Duval Street offers a heated outdoor pool surrounded by lush gardens and privacy.
Rp1.378.941
Rp1.706.440 total
includes taxes & fees
16 Sept - 17 Sept
Douglas House - 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
Rp2.368.327
Rp2.664.368 total
includes taxes & fees
22 Sept - 23 Sept
Hampton Inn Key West FL

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
Rp3.504.589
Rp5.171.030 total
includes taxes & fees
28 Sept - 29 Sept
Hyatt Centric Key West Resort and Spa

Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns
Old Town Key West
Rp3.081.925
Rp4.358.810 total
includes taxes & fees
17 Sept - 18 Sept
Lighthouse Hotel - Key West Historic Inns

Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
Rp4.836.597
Rp6.669.539 total
includes taxes & fees
23 Sept - 24 Sept
Pier House Resort & Spa

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
Northside Resort
Rp2.712.094
Rp3.051.106 total
includes taxes & fees
15 Sept - 16 Sept
Courtyard by Marriott Key West Waterfront

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
Rp1.931.046
Rp3.163.046 total
includes taxes & fees
15 Sept - 16 Sept
Blue Flamingo Resort Key West

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
Rp3.996.816
Rp5.685.161 total
includes taxes & fees
22 Sept - 23 Sept
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
Rp1.981.238
Rp2.724.113 total
includes taxes & fees
20 Sept - 21 Sept
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
Old Town Key West
Rp1.410.641
Rp2.775.846 total
includes taxes & fees
16 Sept - 17 Sept
Silver Palms Inn & Historic Homes

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
Rp1.817.455
Rp2.639.008 total
includes taxes & fees
27 Sept - 28 Sept
DoubleTree Resort by Hilton Grand Key - Key West
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Hotels with pools and hot tubs in Key West

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
Old Town Key West
Rp3.011.481
Rp3.387.916 total
includes taxes & fees
20 Sept - 21 Sept
Almond Tree Inn Hotel - Adults Only

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
Old Town Key West
Rp2.879.398
Rp3.239.322 total
includes taxes & fees
20 Sept - 21 Sept
Orchid Key Inn - Adults Only

Alexander's Guesthouse - Adult Exclusive

Alexander's Guesthouse - Adult Exclusive
Old Town Key West
Rp1.569.140
Rp2.425.915 total
includes taxes & fees
15 Sept - 16 Sept
Alexander's Guesthouse - Adult Exclusive

Tropical Inn

Tropical Inn
Old Town Key West
Rp1.698.933
Rp2.351.597 total
includes taxes & fees
15 Sept - 16 Sept
Tropical Inn

Havana Cabana at Key West

Havana Cabana at Key West
New Town
Rp1.937.210
Rp3.290.792 total
includes taxes & fees
29 Sept - 30 Sept
Havana Cabana at Key West

Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only
Old Town Key West
Rp2.347.839
Rp3.512.886 total
includes taxes & fees
28 Sept - 29 Sept
Paradise Inn Key West - Adults Only

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
Rp1.931.046
Rp3.163.046 total
includes taxes & fees
15 Sept - 16 Sept
Blue Flamingo Resort Key West

Eden House

Eden House
Key West Historic District
Rp1.805.620
Rp2.275.082 total
includes taxes & fees
11 Oct - 12 Oct
Eden House

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
Old Town Key West
Rp1.175.534
Rp2.114.795 total
includes taxes & fees
15 Sept - 16 Sept
The Southernmost Inn - Adults Only

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
Key West
Rp3.220.699
Rp4.415.781 total
includes taxes & fees
28 Sept - 29 Sept
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
Rp4.561.249
Rp5.825.014 total
includes taxes & fees
15 Sept - 16 Sept
Opal Key Resort & Marina, Key West

Santa Maria Suites

Santa Maria Suites
Old Town Key West
Rp4.913.469
Rp6.716.396 total
includes taxes & fees
15 Sept - 16 Sept
Santa Maria Suites

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
Rp3.504.589
Rp5.171.030 total
includes taxes & fees
28 Sept - 29 Sept
Hyatt Centric Key West Resort and Spa

Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
Rp4.836.597
Rp6.669.539 total
includes taxes & fees
23 Sept - 24 Sept
Pier House Resort & Spa

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
Rp3.996.816
Rp5.685.161 total
includes taxes & fees
22 Sept - 23 Sept
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
Rp3.877.062
Rp5.728.837 total
includes taxes & fees
28 Sept - 29 Sept
Ocean Key Resort - A Noble House Resort

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
Rp1.931.046
Rp3.163.046 total
includes taxes & fees
15 Sept - 16 Sept
Blue Flamingo Resort Key West

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
Rp1.817.455
Rp2.639.008 total
includes taxes & fees
27 Sept - 28 Sept
DoubleTree Resort by Hilton Grand Key - Key West

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
Rp3.329.712
Rp4.855.419 total
includes taxes & fees
22 Sept - 23 Sept
The Marker Key West Harbor Resort

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
Key West Historic District
Rp2.976.259
Rp3.942.662 total
includes taxes & fees
27 Sept - 28 Sept
La Concha Key West, Autograph Collection
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

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Clean hotel, clean room, staff was very friendly. We would definitely stay here again!"
Sherill 2-night trip
Posted 2 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Maravilloso hotel, muy bien ubicado y buen servicio, espero volver pronto por más días."
Nolberto 1-night trip
Posted 5 hours ago
Hampton Inn Key West FL
Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Pictures do NOT do this property justice. I have beeen ti all 50 states, 6 provinces in Canada and 14 countries and this was the best surprise ever"
Andrea 5-night trip
Posted 12 hours ago
Beachside Resort & Residences
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Pools were well maintained but crowded. Property was beautiful. Staff was helpful. Breakfast was very good."
Megan 4-night trip
Posted 13 hours ago
Southernmost Beach Resort and Guesthouses
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

8/10 Good
"The room was clean but small. It was hard for all of my family to move around in it. The cleaning staff was not friendly. The pool was clean but really warm. The breakfast that you could purchase was to expensive. $20 for an omelet is to much."
Amelia 1-night trip
Posted 16 hours ago
Blue Flamingo Resort Key West
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"Beautiful property and rooms!!"
Brent Robert 3-night trip
Posted 19 hours ago
Hyatt Vacation Club at Windward Pointe, Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent
"Good"
William 2-night trip
Posted 20 hours ago
Hilton Garden Inn Key West / The Keys Collection
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Best location in Key West. The private beach and service on the beach are the best"
Michael 4-night trip
Posted 2 days 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 288 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. Parrot Key Hotel & Villas: Hotel located near Florida Keys Beaches. Offers a beach shuttle, 4 outdoor swimming pools and complimentary wireless Internet access. Ibis Bay Beach Resort: Hotel located near Florida Keys Beaches. Provides a private beach, an outdoor pool and daily. Hilton Garden Inn Key West / The Keys Collection: Hotel located near Florida Keys Beaches. Features 2 restaurants, a pool and complimentary high-speed (wired) Internet access. The Perry Hotel & Marina Key West: Hotel located near Smathers Beach. Offers 2 restaurants, 2 outdoor swimming pools and 2 pool bars.
How many hotels with pools will I find in Key West?
Expedia's 288 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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