
Find Historic Hotels in Sugarloaf Key, FL
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check availability on Sugarloaf Key Historic Hotels
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, (165 reviews)
The price is AED 661
AED 1,190 total
includes taxes & fees
15 Feb - 16 Feb

Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Just 20 miles from Key West! Oceanfront, dockage, swimming poolCutthroat Harbor Estates
8.4 out of 10, Very Good, (121 reviews)
The price is AED 1,286
AED 2,559 total
includes taxes & fees
22 Feb - 23 Feb

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, (150 reviews)
The price is AED 1,377
AED 2,674 total
includes taxes & fees
21 Feb - 22 Feb

Cottage with Pool and Dockage, just minutes to Key West
Cottage with Pool and Dockage, just minutes to Key WestCudjoe Key
9.2 out of 10, Wonderful, (163 reviews)
The price is AED 909
AED 1,620 total
includes taxes & fees
12 Feb - 13 Feb

Charming cottages, dockage, pool, just minutes to Key West
Charming cottages, dockage, pool, just minutes to Key WestCudjoe Key
8.6 out of 10, Excellent, (122 reviews)
The price is AED 826
AED 1,516 total
includes taxes & fees
15 Feb - 16 Feb

CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!
CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!Old Town Key West
9.8 out of 10, Exceptional, (136 reviews)
The price is AED 1,579
AED 2,510 total
includes taxes & fees
10 Mar - 11 Mar

8.2 out of 10, Very Good, (1,008 reviews)

Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED
Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATEDStock Island
9.6 out of 10, Exceptional, (120 reviews)
The price is AED 1,506
AED 2,840 total
includes taxes & fees
27 Feb - 28 Feb
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

Blue Flamingo Resort Key West
10/10 Excellent



































