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

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Pick from 60 Key West Historic District Hotels with a Pool and compare room rates, reviews, and availability. Most hotels are fully refundable.

Room
H2O Suites - Adults Only
3.5 star property
9.8 out of 10, Exceptional, (481)
"We will definitely be back to this hotel. Amazing staff, service and little attention to details. Special thanks to Angie at the bar, your were so sweet and made our afternoon at the pool enjoyable. "
The price is AED 1,539
AED 1,862 total
includes taxes & fees
19 Jun - 20 Jun
H2O Suites - Adults Only
Courtyard
Duval House
3.0 star property
9.4 out of 10, Exceptional, (1004)
"A Stay. Clean, private, and affordable. *****"
The price is AED 584
AED 736 total
includes taxes & fees
28 May - 29 May
Duval House
Outdoor pool
Silver Palms Inn
3.5 star property
9.2 out of 10, Wonderful, (1009)
"Very loud air conditioners in room. "
The price is AED 639
AED 926 total
includes taxes & fees
28 May - 29 May
Silver Palms Inn
Exterior
Ocean Key Resort - A Noble House Resort
4.0 star property
9.2 out of 10, Wonderful, (1005)
"Wonderful place - cant wait to go back"
The price is AED 1,576
AED 2,004 total
includes taxes & fees
5 Jun - 6 Jun
Ocean Key Resort - A Noble House Resort
Outdoor pool
Paradise Inn Key West - Adults Only
3.5 star property
9.2 out of 10, Wonderful, (1001)
"BEAUTIFUL ROOM"
The price is AED 547
AED 769 total
includes taxes & fees
28 May - 29 May
Paradise Inn Key West - Adults Only
Exterior
Winslow's Bungalows - Key West Historic Inns
4.0 star property
9.0 out of 10, Wonderful, (722)
"Key West feel and vegetation around the property was quite unique and beautiful. However, not very attentive staff was something you may want to address in the future. Things do get resolved but with a delay. Also, lack of body/hand lotion in the bathroom was unpleasantly surprising. "
The price is AED 976
AED 1,226 total
includes taxes & fees
25 Jun - 26 Jun
Winslow's Bungalows - Key West Historic Inns
View from room
Heron House - Adult Only
3.5 star property
9.0 out of 10, Wonderful, (1073)
"This place is awesome! We really enjoyed every part of this place."
The price is AED 768
AED 959 total
includes taxes & fees
4 Jun - 5 Jun
Heron House - Adult Only
Pool
Eden House
3.5 star property
9.0 out of 10, Wonderful, (1009)
"Property was convenient to Yankee Freedom for our trip to Tortuga. Room was extremely small, bed as you walk into room with not even a foot from wall. Outside was decorated with tropical trees and plants. Pool area very attractive "
Eden House
Beach
Pier House Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (1004)
"Great place and location. Can walk to the bars and restaurants. Highly recommended."
The price is AED 1,833
AED 2,228 total
includes taxes & fees
28 May - 29 May
Pier House Resort & Spa
Exterior
The Cabana Inn Key West - Adults Only
3.0 star property
8.8 out of 10, Excellent, (1007)
"Comfortable "
The price is AED 547
AED 768 total
includes taxes & fees
28 May - 29 May
The Cabana Inn Key West - Adults Only
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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.

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 235 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.
How many hotels with pools will I find in Key West Historic District?
Expedia’s 235 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.

Recent reviews of Key West Historic District hotels
Expedia verified reviews

Heron House - Adult Only

Heron House - Adult Only

5/5 Excellent
Awesome place
"This place is awesome! We really enjoyed every part of this place."
A verified traveler stayed at Heron House - Adult Only
Posted 1 day ago
Heron House - Adult Only