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

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

Silver Palms Inn

3.5 star property
9.2 out of 10, Wonderful, (1107)
"The hotel was very nice and the staff were friendly and helpful. The location is great. Walkable to many of the restaurants and other attractions including Duvall Street. The only complaint would be the parking garage which the spaces were pretty tight. The waffle bar was very good. I would stay there again. "
The price is AED 657
AED 988 total
includes taxes & fees
3 Apr - 4 Apr
Silver Palms Inn

The Southernmost Inn - Adults Only

3.0 star property
8.2 out of 10, Very Good, (1198)
"I thought the property overall was nice, the pools were well kept. I did feel that the rooms were a lot smaller than they looked online; however, the staff was very helpful! My stay was great!"
The price is AED 1,044
AED 1,340 total
includes taxes & fees
9 Apr - 10 Apr
The Southernmost Inn - Adults Only

Pier House Resort & Spa

4.0 star property
9.0 out of 10, Wonderful, (1176)
"Great location "
The price is AED 2,053
AED 2,550 total
includes taxes & fees
6 Apr - 7 Apr
Pier House Resort & Spa

The Cabana Inn Key West - Adults Only

3.0 star property
8.8 out of 10, Excellent, (1105)
"Great place for the price!"
The price is AED 1,392
AED 1,731 total
includes taxes & fees
7 Apr - 8 Apr
The Cabana Inn Key West - Adults Only

Winslow's Bungalows - Key West Historic Inns

4.0 star property
9.0 out of 10, Wonderful, (1062)
"No chair to sit down on room was very inconvienant"
The price is AED 1,760
AED 2,133 total
includes taxes & fees
28 Apr - 29 Apr
Winslow's Bungalows - Key West Historic Inns

The Marker Key West Harbor Resort

4.0 star property
8.8 out of 10, Excellent, (1116)
"The location is perfect. The staff was very attentive. Pool bar and area was nice. Live music! We really enjoyed our stay! We would book here again. "
The price is AED 1,418
AED 1,819 total
includes taxes & fees
8 Apr - 9 Apr
The Marker Key West Harbor Resort

Ocean Key Resort - A Noble House Resort

4.0 star property
9.2 out of 10, Wonderful, (1081)
"it is at the end of Duvall so there was no constant passing traffic. There were a lot of noisy pesty chickens on the street though."
The price is AED 1,833
AED 2,310 total
includes taxes & fees
6 Apr - 7 Apr
Ocean Key Resort - A Noble House Resort

La Concha Key West, Autograph Collection

4.0 star property
8.2 out of 10, Very Good, (1006)
"Newly remodeled beautiful property right on Duval and close to all the action. The rooms are a bit on the small side but most hotel rooms in key west are. I’ve stayed in many different places and for the price this one is the best deal due to location. "
The price is AED 1,502
AED 1,800 total
includes taxes & fees
7 Apr - 8 Apr
La Concha Key West, Autograph Collection

NYAH Key West - Adults Only

3.0 star property
7.6 out of 10, Good, (1126)
"We enjoyed the quant tropical patio and pool area, the front entry is very nice providing good coffee and beverage serve, very good breakfast. However the room had some issues, cracked broken floors that were not pleasant to walk on, low ceilings, tiny unpractical shower, lamps that didn’t work. All in all we enjoyed our stay though.staff was obliging and pleasant. "
The price is AED 691
AED 943 total
includes taxes & fees
9 Apr - 10 Apr
NYAH Key West - Adults Only

H2O Suites - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (531)
"Very private. Great amenities "
The price is AED 1,980
AED 2,393 total
includes taxes & fees
20 Apr - 21 Apr
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 72 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. The Southernmost Inn - Adults Only: Hotel, 1-minute walk from Duval Street. Offers daily, 2 outdoor pools, and flat-screen televisions.
How many hotels with pools will I find in Key West Historic District?
Expedia’s 72 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.