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

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

Silver Palms Inn
Outdoor pool

Silver Palms Inn

3.5 star property
9.2 out of 10, Wonderful, (1006)
"Everyone is so nice. It’s an easy place to stay."
The price is SAR 970
SAR 1,345 total
includes taxes & fees
8 May - 9 May
Silver Palms Inn
The Southernmost Inn - Adults Only
Courtyard

The Southernmost Inn - Adults Only

3.0 star property
8.2 out of 10, Very Good, (1042)
"Best spot to stay in the Keys! Amazing facilities and staff. Beautiful pool area. Breakfast was. Bonus too! "
The price is SAR 691
SAR 946 total
includes taxes & fees
9 Apr - 10 Apr
The Southernmost Inn - Adults Only
Pier House Resort & Spa
View from room

Pier House Resort & Spa

4.0 star property
9.0 out of 10, Wonderful, (1003)
"Great Property the location is fantastic. Love the beach and pool areas. My only complaint was the room was right behind the loading area and the trucks were heard delivering all night and some kind of loud generator making noise all night. However the staff were all great . Great hotel overall this was our 2nd visit . "
The price is SAR 2,099
SAR 2,606 total
includes taxes & fees
13 Apr - 14 Apr
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, (1000)
"Great place for the price!"
The price is SAR 1,085
SAR 1,390 total
includes taxes & fees
16 Apr - 17 Apr
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
9.0 out of 10, Wonderful, (1001)
"This was one of our favorite stays we have been to. The property was gorgeous. Quite but close to everything in Key West. The pictures do not do it justice. We will be back. "
The price is SAR 1,235
SAR 1,580 total
includes taxes & fees
5 May - 6 May
Winslow's Bungalows - Key West Historic Inns
The Marker Key West Harbor Resort
3 outdoor pools, pool umbrellas, sun loungers

The Marker Key West Harbor Resort

4.0 star property
9.0 out of 10, Wonderful, (1003)
"Overall it was a nice and memorable stay. Location was great to walk to everything. Rented bikes for a day which was great to get around without a car. Walked everywhere else. Really a beautiful property with the pools and greenery but the lounge chairs fill up really fast so I never got to enjoy the pool area. We did enjoy the live music from the pool area in our room by just opening our patio doors. With them closed the music was so quiet that it didn't bother us at all. Music was a single...
The price is SAR 1,517
SAR 1,935 total
includes taxes & fees
5 May - 6 May
The Marker Key West Harbor Resort
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, (1003)
"."
The price is SAR 1,874
SAR 2,361 total
includes taxes & fees
27 Apr - 28 Apr
Ocean Key Resort - A Noble House Resort
La Concha Key West, Autograph Collection
Exterior

La Concha Key West, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (96)
"Great location, beautiful property. Fantastic staff. Highly recommend."
The price is SAR 1,449
SAR 1,743 total
includes taxes & fees
6 May - 7 May
La Concha Key West, Autograph Collection
NYAH Key West - Adults Only
Outdoor spa tub

NYAH Key West - Adults Only

3.0 star property
7.6 out of 10, Good, (1001)
"Great stay, would recommend to others visiting Key West."
The price is SAR 504
SAR 735 total
includes taxes & fees
16 Apr - 17 Apr
NYAH Key West - Adults Only
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, (531)
"Very private. Great amenities "
The price is SAR 1,911
SAR 2,319 total
includes taxes & fees
5 May - 6 May
H2O Suites - Adults Only
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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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 62 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. The Reach Key West, Curio Collection by Hilton: Resort steps from South Beach. Offers a private beach, an outdoor pool, and a full-service spa. Opal Key Resort & Marina, Key West: Hotel steps from Mallory Square. Provides 3 bars, an outdoor pool, and spa services. Douglas House: Guesthouse, 1-minute walk from Duval Street. Features free self parking, an outdoor pool, and complimentary wireless internet access. 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 62 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.