A two-story house with green shutters and a wooden balcony.

Key West Historic District Hotel with Pool

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Check availability on Key West Historic District Hotel with Pool

Our top choices for Key West Historic District hotels with a pool

1. Duval House

Duval House
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,101 reviews)
  • cleanliness
    Soothing heated pool in the heart of Key West creates an inviting oasis amid tropical gardens at this bed and breakfast.
The price is HK$847
HK$1,122 total
includes taxes & fees
5 Oct - 6 Oct
Duval House

2. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,044 reviews)
  • cleanliness
    Pristine waters in the outdoor pool offer relaxation after exploring Key West's vibrant attractions.
The price is HK$628
HK$1,236 total
includes taxes & fees
28 Sept - 29 Sept
Silver Palms Inn & Historic Homes

3. The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
3.0 star property
Old Town Key West
8.4 out of 10, Very good, (1,446 reviews)
  • cleanliness
    Dive into azure bliss at this Key West adults-only retreat with two pristine pools, hot tub sanctuary, and poolside loungers.
The price is HK$558
HK$981 total
includes taxes & fees
27 Sept - 28 Sept
The Southernmost Inn - Adults Only

4. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,016 reviews)
  • cleanliness
    Splash into bliss at this harbour resort offering three pools, a poolside bar, and daily live entertainment.
The price is HK$1,483
HK$2,163 total
includes taxes & fees
29 Sept - 30 Sept
The Marker Key West Harbor Resort

5. Tropical Inn

Tropical Inn
3.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (436 reviews)
The price is HK$757
HK$1,047 total
includes taxes & fees
27 Sept - 28 Sept
Tropical Inn

6. Alexander's Guesthouse - Adult Exclusive

Alexander's Guesthouse - Adult Exclusive
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (168 reviews)
The price is HK$1,700
HK$2,235 total
includes taxes & fees
6 Oct - 7 Oct
Alexander's Guesthouse - Adult Exclusive

7. Westwinds Inn

Westwinds Inn
3.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (1,003 reviews)
The price is HK$912
HK$1,026 total
includes taxes & fees
27 Sept - 28 Sept
Westwinds Inn

8. 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, (1,426 reviews)
The price is HK$1,804
HK$2,427 total
includes taxes & fees
24 Sept - 25 Sept
Winslow's Bungalows - Key West Historic Inns

9. Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
3.5 star property
Old Town Key West
10.0 out of 10, Exceptional, (1,006 reviews)
The price is HK$1,382
HK$1,555 total
includes taxes & fees
30 Sept - 1 Oct
Almond Tree Inn Hotel - Adults Only

10. Ambrosia Key West

Ambrosia Key West
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,003 reviews)
The price is HK$1,053
HK$1,185 total
includes taxes & fees
27 Sept - 28 Sept
Ambrosia Key West
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.

Choose what matters most at hotels with a pool in Key West Historic District

Top Key West Historic District Hotel Reviews

Frequently asked questions

What's it like visiting Key West Historic District?
If relaxing by the pool is your idea of a great getaway, you might want to think about Key West Historic District, which offers 146 places to stay with pools. While you're here, you can explore attractions such as Duval Street and Florida Keys Beaches, and then relax and unwind poolside at one of the accommodation options in Key West Historic District that guests like for their pools.
What are some accommodation options with pools in Key West Historic District?
The Reach Key West, Curio Collection by Hilton: Resort steps from South Beach. Features a private beach, an outdoor pool and a full-service spa. Winslow's Bungalows - Key West Historic Inns: Hotel, 5-minute walk from Duval Street. Offers complimentary wireless Internet access, 3 outdoor swimming pools and LED televisions. Opal Key Resort & Marina, Key West: Hotel steps from Mallory Square. Provides 3 bars, an outdoor pool and spa services. La Concha Key West, Autograph Collection: Hotel, 1-minute walk from Duval Street. Features 3 restaurants, an outdoor pool and 2 bars. Hyatt Centric Key West Resort and Spa: Resort, 1-minute walk from Florida Keys Beaches. Offers a full-service spa, a pool and a snack bar/deli.
How many hotels with pools should I expect to find in Key West Historic District?
Expedia's 146 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 such as Duval Street and Florida Keys Beaches while you're in Key West Historic District. The picturesque setting of Key West Butterfly and Nature Conservatory and South Beach showcase the area's natural beauty. Key West Historic District appeals to visitors with its bar scene and great live music scene.

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