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

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

Exterior

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very Good, (648 reviews)
  • cleanliness
    Crystal blue waters beckon from private beach paradise with 2 outdoor pools and a luxurious beachside bar.
"Wonderful pool."
United States
Sheila Renee
The price is ￥47,122
￥63,651 total
includes taxes & fees
May 25 - May 26
Casa Marina Key West, Curio Collection by Hilton
Outdoor pool, free cabanas, sun loungers

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Float in the outdoor pool with Key West sunset views, poolside loungers, and bar service for luxury.
"The pool was very comfortable"
United States
Michael
The price is ￥44,073
￥61,816 total
includes taxes & fees
May 31 - Jun 1
Ocean Key Resort - A Noble House Resort
View from room

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (1,013 reviews)
  • cleanliness
    Beachfront pool paradise with private loungers and poolside bar service at this Key West resort.
"Beach access and a beautiful pool."
United States
Jayne
The price is ￥31,191
￥45,729 total
includes taxes & fees
May 25 - May 26
The Reach Key West, Curio Collection by Hilton
Exterior

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,013 reviews)
"Friendly staff, clean rooms, good pool and hot tub."
United States
Elizabeth
The price is ￥36,878
￥52,481 total
includes taxes & fees
May 25 - May 26
Hyatt Centric Key West Resort and Spa
A heated pool, sun loungers

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,036 reviews)
  • cleanliness
    Soothing heated pool in the heart of Key West creates an inviting oasis amid tropical gardens at this bed and breakfast.
"the pool was just the perfect spot for recovering from the previous night's festivities!"
United States
Lisa
The price is ￥28,210
￥35,125 total
includes taxes & fees
May 26 - May 27
Duval House
Courtyard

Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (385 reviews)
  • cleanliness
    Tropical poolside sanctuary just steps from Duval Street offers a heated outdoor pool surrounded by lush gardens and privacy.
"Coffee in the morning, near the pool, perfect for adults."
United States
Jim
The price is ￥28,259
￥34,970 total
includes taxes & fees
Jun 10 - Jun 11
Douglas House - Adults Only
Outdoor pool

Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (526 reviews)
"We enjoyed the pool and morning breakfasts."
United States
John
The price is ￥43,072
￥48,456 total
includes taxes & fees
May 14 - May 15
Coco Plum Inn
View from room

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1,096 reviews)
"The pool and services there were great!"
United States
Pamela
The price is ￥40,818
￥52,127 total
includes taxes & fees
May 25 - May 26
Opal Key Resort & Marina, Key West
Poolside bar

Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (782 reviews)
"Love the tropical garden pool where we ate breakfast both days."
United States
Anne E
The price is ￥19,891
￥30,356 total
includes taxes & fees
May 14 - May 15
Duval Inn
Outdoor pool, sun loungers

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (144 reviews)
"The morning breakfast and afternoon happy hour at the pool were both great for meeting the other guests and making everything relaxed and social."
United States
Jacob
The price is ￥28,226
￥38,067 total
includes taxes & fees
May 14 - May 15
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
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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Choose what matters most at hotels with a pool in Key West Historic District

Breakfast included
4 stars

Top Key West Historic District Hotel Reviews

The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only

6/10 Okay
"I will say it is a great location. The room we were in needs upgrades. It was very small and the blinds were broken and missing pieces. We had to put a towel in the remaining slats on the blind for privacy. They TV did not work"
Wanda 3-night trip
Posted 1 hour ago
The Cabana Inn Key West - Adults Only

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 187 places to stay with pools. While you're visiting, you can explore attractions like Duval Street and Florida Keys Beaches, and then relax poolside at one of the accommodations in Key West Historic District that guests like for their pools.
What are some accommodations with pools in Key West Historic District?
Hyatt Centric Key West Resort and Spa: Resort, 1-minute walk from Florida Keys Beaches. Features a full-service spa, a pool, and a snack bar/deli. La Concha Key West, Autograph Collection: Hotel, 1-minute walk from Duval Street. Offers 3 restaurants, an outdoor pool, and 2 bars. Amsterdam's Curry Mansion Inn: Guesthouse, 1-minute walk from Duval Street. Provides cabanas (surcharge), an outdoor pool, and sun loungers. Grand Bahama suite-3 bedroom 2 bath, a block off Duval St w/pool, parking: Guesthouse, 2-minute walk from Duval Street. Features kitchens, a communal pool, and televisions. Harbor Walk Hideaways | Group Compound In Old Town, Pool!: Guesthouse, 3-minute walk from Duval Street. Offers kitchens, a communal pool, and televisions.
How many hotels with pools will I find in Key West Historic District?
Expedia's 187 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 and Florida Keys Beaches 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.