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

Top Key West Historic District Hotels with a Pool

Building design
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3.0 star property
Old Town Key West
8.2 out of 10, Very Good, (1177)
"Great stay! "
United States
Mary Ellen
The price is ￥18,410
￥27,671 total
includes taxes & fees
Nov 18 - Nov 19
The Southernmost Inn - Adults Only
Outdoor spa tub
NYAH Key West - Adults Only

NYAH Key West - Adults Only

3.0 star property
Key West Historic District
7.8 out of 10, Good, (1000)
"Clean great staff and perfect pool!! "
United States
Kristy
NYAH Key West - Adults Only
3 outdoor pools, pool umbrellas, sun loungers
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (2858)
"Loved loved loved this hotel Comfy bed, great shower, fantastic breakfast in the beach bar Would highly recommend "
United Kingdom
Philippa
The price is ￥27,362
￥42,096 total
includes taxes & fees
Nov 30 - Dec 1
Southernmost Beach Resort and Guesthouses
Outdoor pool
Silver Palms Inn

Silver Palms Inn

3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1012)
"Great location"
United States
Beverly
The price is ￥16,569
￥29,085 total
includes taxes & fees
Nov 17 - Nov 18
Silver Palms Inn
Outdoor pool
The Garden House

The Garden House

3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (665)
"The property was nice and welcoming. Dog-friendly. Breakfast was delicious "
United States
William
The price is ￥18,720
￥24,387 total
includes taxes & fees
Nov 17 - Nov 18
The Garden House
Courtyard
Duval House

Duval House

3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1014)
"Love it, place was beautiful and staff was very friendly."
United States
Robert
The price is ￥23,195
￥29,420 total
includes taxes & fees
Nov 17 - Nov 18
Duval House
Outdoor pool, pool umbrellas, sun loungers
Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only

3.5 star property
Old Town Key West
9.2 out of 10, Wonderful, (1003)
"Check in a little awkward but a lovely relaxing stay. Great location for both Southern most point and Duval. "
United Kingdom
Susannah
Paradise Inn Key West - Adults Only
View from room
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

4.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1001)
"Great view, staff was friendly and helpful "
United States
Meaghan
The price is ￥38,523
￥49,431 total
includes taxes & fees
Nov 30 - Dec 1
Opal Key Resort & Marina, Key West
3 outdoor pools, open 7:00 AM to 10:00 PM, sun loungers
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1039)
"Great location near many attractions. "
United States
Marwin
The price is ￥30,757
￥42,434 total
includes taxes & fees
Nov 30 - Dec 1
Winslow's Bungalows - Key West Historic Inns
Outdoor pool
La Pensione Inn

La Pensione Inn

3.5 star property
Old Town Key West
8.8 out of 10, Excellent, (1000)
"Clean room, housekeeping staff was extra on the ball."
United States
Jessica
The price is ￥15,177
￥27,518 total
includes taxes & fees
Nov 17 - Nov 18
La Pensione Inn
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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Top Key West Historic District Hotel Reviews

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent
"Great setting and overall experience. Beautiful grounds!"
Michael 2-night trip
Posted 2 days ago
Winslow's Bungalows - Key West Historic Inns

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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 138 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. La Concha Key West, Autograph Collection: Hotel, 1-minute walk from Duval Street. Features 3 restaurants, an outdoor pool, and 2 bars. 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 138 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.