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

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May 2 - May 3
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May 3 - May 4
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May 3 - May 5
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May 10 - May 12

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

H2O Suites - Adults Only
Deluxe Suite, 1 King Bed, Private Pool | View from room
H2O Suites - Adults Only
3.5 star property
9.8 out of 10, Exceptional, (476)
"Our first time in Key West and H2O suites was the perfect place. A modern facility with exceptional service, decor, and staff. We are greeted with a glass of champagne, easy check-in, and escorted to our beautifully appointed modern room with a private pool on the patio. There’s a gym on the second floor and a community pool on the third floor with an all day happy hour and staff that are even happier to serve us. It’s very walkable to the busy part of town, restaurants, and anything you might...
The price is NT$15,605
NT$19,021 total
includes taxes & fees
May 27 - May 28
H2O Suites - Adults Only
Duval House
View from property
Duval House
3.0 star property
9.4 out of 10, Exceptional, (1004)
"The location was excellent and the staff was excellent. Would stay there again!"
The price is NT$6,483
NT$7,994 total
includes taxes & fees
May 13 - May 14
Duval House
Silver Palms Inn
Outdoor pool
Silver Palms Inn
3.5 star property
9.2 out of 10, Wonderful, (1007)
"Good location and easy parking. Breakfast omelette is a major bonus. "
The price is NT$7,460
NT$10,226 total
includes taxes & fees
May 27 - May 28
Silver Palms Inn
Ocean Key Resort - A Noble House Resort
Outdoor pool, sun loungers
Ocean Key Resort - A Noble House Resort
4.0 star property
9.2 out of 10, Wonderful, (1005)
"Great Place to see it all and the Staff was awesome. "
The price is NT$13,650
NT$17,409 total
includes taxes & fees
Jun 2 - Jun 3
Ocean Key Resort - A Noble House Resort
Paradise Inn Key West - Adults Only
Cottage, 2 Bedrooms (Royal Poinciana) | Terrace/patio
Paradise Inn Key West - Adults Only
3.5 star property
9.2 out of 10, Wonderful, (1001)
"Cute and spacious. A little older but has a lot of charm! "
The price is NT$12,347
NT$15,356 total
includes taxes & fees
May 6 - May 7
Paradise Inn Key West - Adults Only
Heron House - Adult Only
Free daily continental breakfast
Heron House - Adult Only
3.5 star property
9.0 out of 10, Wonderful, (1044)
"Everyone was very friendly and helpful. A wonderful experience!!!"
The price is NT$5,831
NT$7,375 total
includes taxes & fees
May 5 - May 6
Heron House - Adult Only
Eden House
Down comforters, pillowtop beds, in-room safe, iron/ironing board
Eden House
3.5 star property
9.0 out of 10, Wonderful, (1002)
"The picture of the room we booked on line was nothing like the room we got. "
The price is NT$9,891
NT$12,462 total
includes taxes & fees
May 6 - May 7
Eden House
Pier House Resort & Spa
Suite (Dockside) | Balcony
Pier House Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (1003)
"Fantastic staff. Delicious food. Great pool and beach areas."
The price is NT$16,256
NT$20,250 total
includes taxes & fees
Jun 2 - Jun 3
Pier House Resort & Spa
The Cabana Inn Key West - Adults Only
Courtyard
The Cabana Inn Key West - Adults Only
3.0 star property
8.8 out of 10, Excellent, (1001)
"Love this place! Great location. Outside pool area is small but so nice and relaxing! We will definitely be back! "
The price is NT$10,471
NT$13,246 total
includes taxes & fees
May 5 - May 6
The Cabana Inn Key West - Adults Only
Winslow's Bungalows - Key West Historic Inns
3 outdoor pools, open 7:00 AM to 10:00 PM, sun loungers
Winslow's Bungalows - Key West Historic Inns
4.0 star property
8.8 out of 10, Excellent, (677)
"Nice hotel, great location being equally between the two sides of the island. However, it is right on Truman Blvd. which is quite loud if you are sensitive to street noise. Wonderful breakfast every morning, nice pool options to use, beautiful property. "
The price is NT$12,380
NT$15,283 total
includes taxes & fees
May 19 - May 20
Winslow's Bungalows - Key West Historic Inns
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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.

Key West Historic District Hotels with a Pool information

 

Hotels with a Pool in Key West Historic District

60

Highest price
NT$16,256
Cheapest price
NT$4,369
Number of guest reviews
9,436
Total number of hotels in Key West Historic District
1,739

 

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 239 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: 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. NYAH Key West - Adults Only: Guesthouse, 7-minute walk from Duval Street. Provides a rooftop terrace, 3 outdoor pools, and a snack bar/deli. Pier House Resort & Spa: Resort steps from Mallory Square. Features a private beach, an outdoor pool, and a full-service spa. Opal Key Resort & Marina, Key West: Hotel steps from Mallory Square. Offers 3 bars, an outdoor pool, and spa services.
How many hotels with pools will I find in Key West Historic District?
Expedia’s 239 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 Court - Adult Only

Heron House Court - Adult Only

5/5 Excellent
"I had a wonderful time! Roman was incredibly helpful, welcoming, and kind. The hotel is located in a great spot - it’s quiet but close enough to walk to anything you want to do. I was traveling alone and felt safe the whole time!"
A verified traveler stayed at Heron House Court - Adult Only
Posted 16 hours ago
Heron House Court - Adult Only