A waterfront with a pier, calm water, and houses with palm trees in the background.

Find Historic Hotels in Sugarloaf Key, FL from CA $236

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Check availability on Sugarloaf Key Historic Hotels

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Our top choices for Sugarloaf Key historic hotels

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 CA $351
CA $626 total
includes taxes & fees
Jul 15 - Jul 16
Cottage with Pool and Dockage, just minutes to Key West

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 CA $177
CA $343 total
includes taxes & fees
Jun 29 - Jun 30
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 CA $146
CA $236 total
includes taxes & fees
Jun 29 - Jun 30
Pegasus International Hotel

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 CA $383
CA $846 total
includes taxes & fees
Jun 29 - Jun 30
Cudjoe Cottages, swimming pool, just 20 miles from Key West

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, (158 reviews)
"Great location and accommodations. "
United States
Brenda W.
The price is CA $139
CA $373 total
includes taxes & fees
Jul 1 - Jul 2
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

Just 20 miles from Key West! Oceanfront, dockage, swimming pool

Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Cutthroat Harbor Estates
8.4 out of 10, Very good, (126 reviews)
"Great location for all we wanted to do. The house is an older property and could use a bit more maintenance but it worked well for us, not fancy but very clean! "
United States
Connie S.
The price is CA $497
CA $990 total
includes taxes & fees
Jun 29 - Jun 30
Just 20 miles from Key West! Oceanfront, dockage, swimming pool

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 CA $185
CA $461 total
includes taxes & fees
Jul 2 - Jul 3
Summer special@ 129 Sun thru Wed.ngts lodging only 129 + extras

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 CA $319
CA $540 total
includes taxes & fees
Jun 30 - Jul 1
Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!

Two Bedroom Two Bath Poolside Villa Steps from Duval!

Two Bedroom Two Bath Poolside Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (59 reviews)
"Key West Villa's is an awesome place!"
United States
Andrew B.
The price is CA $637
CA $808 total
includes taxes & fees
Jul 1 - Jul 2
Two Bedroom Two Bath Poolside Villa Steps from Duval!

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 CA $231
CA $504 total
includes taxes & fees
Jul 14 - Jul 15
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
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 Sugarloaf Key Hotel Reviews

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