Find Historic Hotels in Florida Keys from CA $310

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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, (1,001 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 $295
CA $332 total
includes taxes & fees
Jun 9 - Jun 10
Amsterdam's Curry Mansion Inn

FUENTE ~ Adults Only, 2nd Level Pool View King Room at Azul Mansion!

FUENTE ~ Adults Only, 2nd Level Pool View King Room at Azul Mansion!
Old Town Key West
9.6 out of 10, Exceptional, (144 reviews)
"Amazing room, would stay again!"
United States
Emily K.
The price is CA $132
CA $358 total
includes taxes & fees
May 31 - Jun 1
FUENTE ~ Adults Only, 2nd Level Pool View King Room at Azul Mansion!

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Old Town Key West
8.2 out of 10, Very good, (1,003 reviews)
"Excellent location, pretty much situated in Duval street👌"
United States
Ruth
The price is CA $213
CA $310 total
includes taxes & fees
May 28 - May 29
Pegasus International Hotel

Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West
Cudjoe Key
9.2 out of 10, Wonderful, (170 reviews)
"Great place "
United States
David
The price is CA $249
CA $491 total
includes taxes & fees
May 25 - May 26
Cottage with Pool and Dockage, just minutes to Key West

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 $137
CA $515 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 $272
CA $554 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 $435
CA $727 total
includes taxes & fees
May 31 - Jun 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, (157 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.
Cudjoe Cottages, swimming pool, just 20 miles from Key West

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 $435
CA $888 total
includes taxes & fees
May 25 - May 26
Key Largo Kawama villa K1, 3/3

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 $438
CA $881 total
includes taxes & fees
May 27 - May 28
Key largo Kawama Villa N2
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