Find Historic Hotels in Florida Keys from CA $341

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Check availability on Florida Keys Historic Hotels

Our top choices for Florida Keys historic hotels

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Old Town Key West
8.2 out of 10, Very good, (1,025 reviews)
"Excellent location, pretty much situated in Duval street👌"
United States
Ruth
The price is CA $241
CA $341 total
includes taxes & fees
Jun 1 - Jun 2
Pegasus International Hotel

COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
Old Town Key West
9.6 out of 10, Exceptional, (157 reviews)
"Great location and accommodations. "
United States
Brenda W.
The price is CA $144
CA $372 total
includes taxes & fees
May 24 - May 25
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

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, (1,000 reviews)
"This is our favorite place to stay! Great location and perfect accommodations for a trip to Key West!"
United States
Patti
The price is CA $306
CA $344 total
includes taxes & fees
Jun 9 - Jun 10
Amsterdam's Curry Mansion Inn

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

STEPS TO DUVAL! OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!
Old Town Key West
9.8 out of 10, Exceptional, (44 reviews)
"Great location, one block from Duval Street but still quiet, clean and comfortable. "
United States
Jackie H.
The price is CA $158
CA $541 total
includes taxes & fees
Jun 8 - Jun 9
STEPS TO DUVAL! OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!

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, (120 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 CA $273
CA $556 total
includes taxes & fees
Jun 8 - Jun 9
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

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, (217 reviews)
"Our stay was amazing, I highly recommend Heidi and this location!"
United States
Becky S.
The price is CA $340
CA $603 total
includes taxes & fees
May 24 - May 25
Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures

Key Largo Kawama villa K1, 3/3

Key Largo Kawama villa K1, 3/3
Key Largo
9.8 out of 10, Exceptional, (188 reviews)
"Great place, the lake outside was amazing. Would stay here again. "
United States
Spencer H.
The price is CA $482
CA $947 total
includes taxes & fees
Jun 10 - Jun 11
Key Largo Kawama villa K1, 3/3

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, (157 reviews)
"Great place with beautiful views, house could use some TLC so the trade out is location and outdoor space with nice yard and very peaceful. "
United States
Peggy H.
The price is CA $402
CA $858 total
includes taxes & fees
Jun 2 - Jun 3
Cudjoe Cottages, swimming pool, just 20 miles from Key West

Key largo Kawama Villa N2

Key largo Kawama Villa N2
Key Largo
9.6 out of 10, Exceptional, (134 reviews)
"The condo was perfectly appointed with everything we would want or need, including some snorkel masks, beach towels, bikes. Really a wonderful stay. Thanks."
United States
Wendy R.
The price is CA $518
CA $995 total
includes taxes & fees
Jun 4 - Jun 5
Key largo Kawama Villa N2

Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!

Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!
Old Town Key West
9.2 out of 10, Wonderful, (302 reviews)
"Great place. Walking distance to everything! Would highly recommend!"
United States
Leslie S.
The price is CA $447
CA $845 total
includes taxes & fees
Jun 1 - Jun 2
Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!
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