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

Tonight
28 Apr - 29 Apr
Tomorrow
29 Apr - 30 Apr
This weekend
2 May - 4 May
Next weekend
9 May - 11 May

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, (1011)
"Very kind and helpful staff"
The price is AED 658
AED 988 total
includes taxes & fees
18 May - 19 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, (1059)
"I had An amazing time at this property and it offers a great breakfast, all day two pools, and a hot tub that is open all night and day."
The price is AED 393
AED 608 total
includes taxes & fees
11 May - 12 May
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, (1015)
"We enjoyed staying in room 280. The ac was loud but worked consistently for 4 days. Shower was wonderful and drained. Toilet flush consistently. Bed. Too firm. We had a small balcony facing a parking lot however it was quiet. The beach was clean and quiet. Food was very good and a healthier option than what is out side on the avenue. We loved our stay here. "
The price is AED 1,936
AED 2,418 total
includes taxes & fees
30 Apr - 1 May
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, (1005)
"Was very quaint. Perfect for a two night stay. Everyone was hospitable. Check in was a breeze. Perfect location to Duval. "
The price is AED 1,466
AED 1,814 total
includes taxes & fees
4 May - 5 May
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, (1011)
"Walking distance only 2 blocks to Duval St for shopping and restaurants. "
The price is AED 1,098
AED 1,422 total
includes taxes & fees
15 May - 16 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, (1009)
"Beds were very comfortable. Carpets could use a good wash. Super convenient location to Key West Express. Early check in wasn’t available but they did check your bags for the day both coming and going and allowed you to use the amenities. Very helpful for an overnight stay. "
The price is AED 1,025
AED 1,376 total
includes taxes & fees
27 May - 28 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, (1004)
"Its been a few years since we had been back and the experience was excellent. Room was ice cold and the pool and bar service was excellent! Watching the boats come in and out from the pool is awesome!"
The price is AED 1,576
AED 2,041 total
includes taxes & fees
11 May - 12 May
Ocean Key Resort - A Noble House Resort
La Concha Key West, Autograph Collection
Exterior

La Concha Key West, Autograph Collection

4.0 star property
8.6 out of 10, Excellent, (109)
"We love the place!"
The price is AED 871
AED 1,090 total
includes taxes & fees
27 May - 28 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, (1007)
"Very nice hotel in the heart of key west. The pools are the best part of this place. Very cool outdoor area. "
The price is AED 448
AED 670 total
includes taxes & fees
30 Apr - 1 May
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, (533)
"Very private. Great amenities "
The price is AED 1,466
AED 1,814 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 59 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. Hyatt Centric Key West Resort and Spa: Resort, 3-minute walk from Duval Street. Provides a full-service spa, a pool, and a snack bar/deli. Opal Key Resort & Marina, Key West: Hotel steps from Mallory Square. Features 3 bars, an outdoor pool, and spa services. Douglas House: Guesthouse, 1-minute walk from Duval Street. Offers free self parking, an outdoor pool, and complimentary wireless internet access.
How many hotels with pools will I find in Key West Historic District?
Expedia’s 59 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.