Find Historic Hotels in Sugarloaf Key, FL
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Our top choices for Sugarloaf Key historic hotels
Cottage with swimming pool and dockage, just minutes to Key West!
Cottage with swimming pool and dockage, just minutes to Key West!Cudjoe Key
9.0 out of 10, Wonderful, (167 reviews)
"Location was perfect. Oceanfront dock had beautiful sunsets. Oceanfront pool lovely and warm with incredible view. Very friendly vibe and relaxed atmosphere. "
Jennifer
The price is AED 661
AED 1,179 total
includes taxes & fees
26 Mar - 27 Mar
Cudjoe Cottages, swimming pool, just 20 miles from Key West
Cudjoe Cottages, swimming pool, just 20 miles from Key WestCudjoe Key
8.8 out of 10, Excellent, (154 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. "
Peggy H.
The price is AED 1,286
AED 2,563 total
includes taxes & fees
5 Apr - 6 Apr
Gorgeous Ocean View in Paradise - Three Bedroom Condo - Minutes from Key West!
Gorgeous Ocean View in Paradise - Three Bedroom Condo - Minutes from Key West!Stock Island
10.0 out of 10, Exceptional, (38 reviews)
"Super clean "
Vicki A.
The price is AED 2,063
AED 3,750 total
includes taxes & fees
26 Mar - 27 Mar
Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!
Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!Stock Island
9.4 out of 10, Exceptional, (42 reviews)
"Really neat lodging experience at reasonable price.Owner was extremely responsive & accommodating."
Stephen C.
The price is AED 826
AED 1,398 total
includes taxes & fees
26 Mar - 27 Mar
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, (119 reviews)
"Brilliant location… very generous to leave bikes and chairs which was used every day.
Well decorated and equipped room and comfy bed . Shower is hot and has great water pressure . Check in and out is easy . Thank you "
Simon
The price is AED 910
AED 1,699 total
includes taxes & fees
24 Mar - 25 Mar
SPECIALS 4-4 to 6th @225 lod+ 4-20 to 25 + 4-28 to 5-1 @209 lod+kitch+beach
SPECIALS 4-4 to 6th @225 lod+ 4-20 to 25 + 4-28 to 5-1 @209 lod+kitch+beachOld Town Key West
9.0 out of 10, Wonderful, (188 reviews)
"Great location for &10 Uber to anywhere"
Barbara
The price is AED 1,074
AED 1,921 total
includes taxes & fees
26 Mar - 27 Mar
BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL
BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOLKey West Historic District
10.0 out of 10, Exceptional, (121 reviews)
"Really great location, friendly accommodating hosts. Just lovely."
David L.
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, (153 reviews)
"Overall a very good stay. Innkeepers were friendly and the main area of the home was clean "
Brittany P.
The price is AED 723
AED 1,425 total
includes taxes & fees
25 Mar - 26 Mar
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
Parrot Key Hotel & Villas
10/10 Excellent
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