Find Hotels with a Pool in Key West Historic District, FL

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Check availability on Key West Historic District Hotels with a Pool

Our top choices for Key West Historic District hotels with a pool

Exterior

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very Good, (544 reviews)
"Beautiful beach- gorgeous hotel-top level service - love everything about it!"
United States
Debbie
The price is AED 1,888
AED 2,372 total
includes taxes & fees
16 Feb - 17 Feb
Casa Marina Key West, Curio Collection by Hilton
Courtyard

Douglas House

Douglas House
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (283 reviews)
"Great place with a perfect location. "
United States
Brandon
The price is AED 1,304
AED 1,614 total
includes taxes & fees
10 Mar - 11 Mar
Douglas House
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
3 outdoor pools, a heated pool, sun loungers

NYAH Key West - Adults Only

NYAH Key West - Adults Only
3.0 star property
Key West Historic District
8.0 out of 10, Very Good, (1,003 reviews)
"Nice location and nice Hostel! Would go again. "
United States
Christopher
The price is AED 1,190
AED 1,504 total
includes taxes & fees
1 Mar - 2 Mar
NYAH Key West - Adults Only
Outdoor pool, free cabanas, sun loungers

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,004 reviews)
"The staff and management were super friendly and accommodating!"
United States
burton
The price is AED 2,347
AED 2,926 total
includes taxes & fees
22 Feb - 23 Feb
Ocean Key Resort - A Noble House Resort
Courtyard

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,000 reviews)
"The staff was amazing and the location was perfect. We were very comfortable and the room was very clean. Thank you the Duval house!"
United States
Jane
The price is AED 1,392
AED 1,645 total
includes taxes & fees
8 Mar - 9 Mar
Duval House
A heated pool

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Old Town Key West
9.8 out of 10, Exceptional, (119 reviews)
"we had a wonderful room with a great location. It was too cold to use the pool, but it looked very inviting. Would definitely stay again."
United States
Richard
The price is AED 743
AED 1,497 total
includes taxes & fees
17 Feb - 18 Feb
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Porch

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)
"Nice room, comfortable bed, friendly staff"
United States
Ben
The price is AED 1,277
AED 1,583 total
includes taxes & fees
3 Mar - 4 Mar
Heron House Court - Adult Only
Outdoor pool

The Key West Hotel

The Key West Hotel
2.5 star property
Key West Historic District
9.2 out of 10, Wonderful, (526 reviews)
"Great location, very clean, and great staff"
United States
William
The price is AED 1,875
AED 2,311 total
includes taxes & fees
22 Feb - 23 Feb
The Key West Hotel
Outdoor pool, pool umbrellas, sun loungers

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (1,001 reviews)
"Hotel was very nice in all respects, but its location on the beach was the best."
United States
Stephen
The price is AED 2,107
AED 2,618 total
includes taxes & fees
4 Mar - 5 Mar
The Reach Key West, Curio Collection by Hilton
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 Historic District

Breakfast included
4 stars

Top Key West Historic District Hotel Reviews

Duval House

Duval House

10/10 Excellent
"Great place! Real cool people working there, and extremely well kept."
james m 4-night trip
Posted 3 days ago
Duval House

Frequently asked questions

What's it like visiting Key West Historic District?
If lounging next to a pool is your idea of the perfect getaway, you may want to consider Key West Historic District, which offers 158 places to stay with pools. While you're visiting, you can explore attractions like Duval Street, and then relax poolside at one of the accommodations in Key West Historic District that travelers like for their pools.
What are some accommodations with pools in Key West Historic District?
Southernmost Beach Resort and Guesthouses: Hotel steps from South Beach. Features 2 pool bars, 3 outdoor pools, and a full-service spa. Winslow's Bungalows - Key West Historic Inns: Hotel, 5-minute walk from Duval Street. Offers daily, 3 outdoor pools, and complimentary wireless internet access. The Reach Key West, Curio Collection by Hilton: Resort steps from South Beach. Provides a private beach, an outdoor pool, and a full-service spa. The Southernmost Inn - Adults Only: Hotel, 1-minute walk from Duval Street. Features daily, 2 outdoor pools, and flat-screen televisions. Hyatt Centric Key West Resort and Spa: Resort, 3-minute walk from Duval Street. Offers a full-service spa, a pool, and a snack bar/deli.
How many hotels with pools will I find in Key West Historic District?
Expedia's 158 hotels in Key West Historic District give you a great choice for your poolside getaway.
What is there to see and do in Key West Historic District?
Explore places like Duval Street while you're in Key West Historic District. The picturesque setting of Audubon House and Tropical Gardens and Key West Butterfly and Nature Conservatory showcase the area's natural beauty. Key West Historic District appeals to visitors with its bar scene and great live music scene.