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

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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 AED 909
AED 1,620 total
includes taxes & fees
15 Jul - 16 Jul
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 AED 493
AED 927 total
includes taxes & fees
28 Jun - 29 Jun
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 AED 398
AED 634 total
includes taxes & fees
28 Jun - 29 Jun
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 AED 992
AED 2,188 total
includes taxes & fees
28 Jun - 29 Jun
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 AED 359
AED 965 total
includes taxes & fees
1 Jul - 2 Jul
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 AED 1,286
AED 2,563 total
includes taxes & fees
29 Jun - 30 Jun
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 AED 479
AED 1,192 total
includes taxes & fees
2 Jul - 3 Jul
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 AED 826
AED 1,398 total
includes taxes & fees
30 Jun - 1 Jul
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 AED 1,649
AED 2,076 total
includes taxes & fees
1 Jul - 2 Jul
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 AED 629
AED 1,351 total
includes taxes & fees
14 Jul - 15 Jul
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