Find Hotels with a Pool in Key West, FL

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Check availability on Key West Hotels with a Pool

Tonight
28 Feb - 1 Mar
Tomorrow
1 Mar - 2 Mar
Next weekend
6 Mar - 8 Mar
In two weeks
13 Mar - 15 Mar

Our top choices for Key West hotels with a pool

Food and drink

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,780 reviews)
"Clean room, amazing food at the resort, and a courteous staff. Thank you for a great stay."
United States
michael
The price is SAR 1,497
SAR 1,928 total
includes taxes & fees
25 Mar - 26 Mar
Margaritaville Beach House Key West
Outdoor pool, pool umbrellas, sun loungers

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (2,021 reviews)
"Great stay"
United States
Timothy
The price is SAR 1,054
SAR 1,545 total
includes taxes & fees
1 Mar - 2 Mar
Beachside Resort & Residences
6 outdoor pools, free cabanas, pool umbrellas

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, (1,809 reviews)
"Good location and service"
United States
Weiling
The price is SAR 1,179
SAR 1,559 total
includes taxes & fees
2 Mar - 3 Mar
Oceans Edge Key West Resort, Hotel & Marina
Outdoor pool, sun loungers

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (142 reviews)
"We absolutely loved finding this gem to stay on our first visit to Key West. Great location, wonderful staff, and excellent room. "
United States
Sammy
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Exterior detail

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, (1,003 reviews)
"Great place to stay!"
United States
Brenton
The price is SAR 1,778
SAR 2,169 total
includes taxes & fees
26 Mar - 27 Mar
Hyatt Vacation Club at Beach House, Key West
4 outdoor pools, pool umbrellas, sun loungers

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,307 reviews)
"Staff was amazing and very clean rooms and amenities "
Canada
giovanni
The price is SAR 1,400
SAR 1,790 total
includes taxes & fees
23 Mar - 24 Mar
Parrot Key Hotel & Villas
Outdoor pool

Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (339 reviews)
"Great place to stay! "
United States
Alicia
The price is SAR 1,262
SAR 1,547 total
includes taxes & fees
4 Mar - 5 Mar
Hyatt Vacation Club at Sunset Harbor, Key West
Poolside bar

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.2 out of 10, Very Good, (1,957 reviews)
"Great hotel! "
United States
Farrah
The price is SAR 1,178
SAR 1,536 total
includes taxes & fees
10 Mar - 11 Mar
Blue Flamingo Resort Key West
A heated pool

CLARO ~ Adults Only, Pool View King Room in Azul Mansion!

CLARO ~ Adults Only, Pool View King Room in Azul Mansion!
Old Town Key West
9.8 out of 10, Exceptional, (149 reviews)
"Beautiful historic home, close to everything. We rented bikes for the week and were able to get pretty much anywhere in 15 minutes or less. Super clean and the host was went over and above for us! We would love to stay here again. "
United States
gina t.
CLARO ~ Adults Only, Pool View King Room in Azul Mansion!
Outdoor pool, open 7:00 AM to 11:00 PM, cabanas (surcharge)

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.2 out of 10, Very Good, (1,001 reviews)
"Nice place to stay. "
United States
David
The price is SAR 1,212
SAR 1,490 total
includes taxes & fees
24 Mar - 25 Mar
DoubleTree Resort by Hilton Grand Key - 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

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Hotels with pools and free breakfast in Key West

Outdoor pool, open 7:00 AM to 11:00 PM, cabanas (surcharge)
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.2 out of 10, Very Good, (1001)
The price is SAR 1,212
SAR 1,490 total
includes taxes & fees
24 Mar - 25 Mar
DoubleTree Resort by Hilton Grand Key - Key West
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Hotels with pools and hot tubs in Key West

Sundeck
Pegasus International Hotel

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Old Town Key West
8.2 out of 10, Very Good, (1000)
Pegasus International Hotel
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4-star hotels with pools in Key West

Food and drink
Margaritaville Beach House Key West

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1780)
The price is SAR 1,497
SAR 1,928 total
includes taxes & fees
25 Mar - 26 Mar
Margaritaville Beach House 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

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Location was great! Breakfast, pools, friendly attentive staff."
Robert 5-night trip
Posted 14 hours ago
Southernmost Beach Resort and Guesthouses

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 300 places to stay with pools. While you're here, you can explore attractions like Duval Street, and then relax and unwind poolside at one of the accommodations in Key West that travelers 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 pools, and a full-service spa. Blue Flamingo Resort Key West: Hotel located near Florida Keys Beaches. Offers 2 restaurants, 2 outdoor pools, and 2 pool bars. DoubleTree Resort by Hilton Grand Key - Key West: Resort located near Florida Keys Beaches. Provides complimentary wired internet access, a pool, and a beach shuttle. Parrot Key Hotel & Villas: Hotel located near Duval Street. Features a beach shuttle, 4 outdoor pools, and complimentary wireless internet access. Ibis Bay Beach Resort: Hotel located near Duval Street. Offers a private beach, an outdoor pool, and daily.
How many hotels with pools are there in Key West?
Expedia's 300 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 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.