Find Historic Hotels in Florida Keys from CA $341

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Florida Keys Historic Hotels

Next weekend
In two weeks

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 $303
CA $341 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 $149
CA $379 total
includes taxes & fees
Jun 3 - Jun 4
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, (1,000 reviews)
"Excellent location, pretty much situated in Duval street👌"
United States
Ruth
The price is CA $242
CA $342 total
includes taxes & fees
May 27 - May 28
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 $248
CA $489 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 $154
CA $536 total
includes taxes & fees
Jun 11 - Jun 12
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 $270
CA $553 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 $342
CA $607 total
includes taxes & fees
May 24 - May 25
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.
The price is CA $404
CA $862 total
includes taxes & fees
Jun 3 - Jun 4
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 $519
CA $998 total
includes taxes & fees
Jun 10 - Jun 11
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