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Our top choices for Florida Keys historic hotels

Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
3.0 star property
Key West Historic District
8.2 out of 10, Very Good, (1,002 reviews)
"This place was in a great location."
United States
Curtis
The price is ¥30,633
¥34,462 total
includes taxes & fees
Jul 6 - Jul 7
Amsterdam's Curry Mansion Inn

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Old Town Key West
8.2 out of 10, Very Good, (1,001 reviews)
"Great location."
United States
Jeffrey
The price is ¥17,546
¥27,927 total
includes taxes & fees
Jun 29 - Jun 30
Pegasus International Hotel

CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!

CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!
Old Town Key West
9.8 out of 10, Exceptional, (151 reviews)
"Loved how easy check-in/check out was and its location was perfect!"
United States
Chris S.
The price is ¥16,085
¥42,782 total
includes taxes & fees
Jun 29 - Jun 30
CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!

Summer special@ 129 Sun thru Wed.ngts lodging only 129 + extras

Summer special@ 129 Sun thru Wed.ngts lodging only 129 + extras
Old Town Key West
9.6 out of 10, Exceptional, (252 reviews)
"Loved our stay here!"
United States
Kristin E.
The price is ¥21,107
¥52,475 total
includes taxes & fees
Jul 2 - Jul 3
Summer special@ 129 Sun thru Wed.ngts lodging only 129 + extras

Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West
Cudjoe Key
9.4 out of 10, Exceptional, (171 reviews)
"Great place "
United States
David
The price is ¥40,031
¥71,318 total
includes taxes & fees
Jul 15 - Jul 16
Cottage with Pool and Dockage, just minutes to Key West

OLD TOWN, STEPS TO DUVAL! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST

OLD TOWN, STEPS TO DUVAL! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST
Old Town Key West
9.6 out of 10, Exceptional, (155 reviews)
"Everything was great proximity to music and food venues accommodations were superb fresh clean not worn not dated easy street parking supplies in room more than enoughHost accessible, and responsive for any communication"
United States
Robert H.
The price is ¥14,136
¥57,693 total
includes taxes & fees
Jul 26 - Jul 27
OLD TOWN, STEPS TO DUVAL! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST

Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
Old Town Key West
10.0 out of 10, Exceptional, (121 reviews)
"Very communicative, property was as pictured and bikes were perfect for getting around. We didn’t need a car but had no trouble parking right next to the front door. Sandy’s had the best coffee and food was delicious! Will definitely come again!"
United States
Emily F.
The price is ¥27,714
¥59,483 total
includes taxes & fees
Jul 14 - Jul 15
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!

Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!
Stock Island
9.4 out of 10, Exceptional, (43 reviews)
"Great Stay"
United States
Denton S.
The price is ¥36,392
¥61,543 total
includes taxes & fees
Jun 30 - Jul 1
Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!

Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures

Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures
Tavernier
9.8 out of 10, Exceptional, (219 reviews)
"Our stay was amazing, I highly recommend Heidi and this location!"
United States
Becky S.
The price is ¥50,948
¥84,571 total
includes taxes & fees
Jun 30 - Jul 1
Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures

Cudjoe Cottages, swimming pool, just 20 miles from Key West

Cudjoe Cottages, swimming pool, just 20 miles from Key West
Cudjoe Key
8.8 out of 10, Excellent, (160 reviews)
"This was our second stay here and just as we remembered. It was clean and we had everything we needed. Would recommend it for visiting Key West as its only a 30 minute drive in."
United States
John S.
The price is ¥43,670
¥96,357 total
includes taxes & fees
Jun 29 - Jun 30
Cudjoe Cottages, swimming pool, just 20 miles from 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.

Top Florida Keys Hotel Reviews