
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

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, (157 reviews)
The price is AED 1,194
AED 2,445 total
includes taxes & fees
2 Jun - 3 Jun

8.2 out of 10, Very Good, (1,019 reviews)
The price is AED 505
AED 755 total
includes taxes & fees
20 May - 21 May

CLARO ~ Adults Only, Pool View King Room in Azul Mansion!
CLARO ~ Adults Only, Pool View King Room in Azul Mansion!Old Town Key West
9.8 out of 10, Exceptional, (156 reviews)
The price is AED 350
AED 950 total
includes taxes & fees
20 May - 21 May

8.2 out of 10, Very Good, (1,002 reviews)
The price is AED 884
AED 994 total
includes taxes & fees
19 May - 20 May

May Special 9-13 & 17 -19 & 29-1st 30$ off a ngt @169 lod + extras
May Special 9-13 & 17 -19 & 29-1st 30$ off a ngt @169 lod + extrasOld Town Key West
9.6 out of 10, Exceptional, (250 reviews)
The price is AED 559
AED 1,292 total
includes taxes & fees
19 May - 20 May

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)
The price is AED 586
AED 1,541 total
includes taxes & fees
30 May - 31 May

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)
The price is AED 722
AED 1,474 total
includes taxes & fees
8 Jun - 9 Jun

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, (157 reviews)
The price is AED 435
AED 1,057 total
includes taxes & fees
24 May - 25 May
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
Explore a world of travel with Expedia
More Hotel Options in Sugarloaf Key
- Adventure Hotels in Sugarloaf Key
- Beach Hotels in Sugarloaf Key
- Cheap Hotels in Sugarloaf Key
- Family Hotels in Sugarloaf Key
- Hotels with Bars in Sugarloaf Key
- Hotels with Free Parking in Sugarloaf Key
- Hotels with WiFi in Sugarloaf Key
- Hotels with a Pool in Sugarloaf Key
- Luxury Hotels in Sugarloaf Key
- Shopping Hotels in Sugarloaf Key
More Accommodation Types in Sugarloaf Key
Sugarloaf Key Hotels by Star Rating
Explore more hotels
- DoubleTree Resort by Hilton Grand Key - Key West
- Pier House Resort & Spa
- Ibis Bay Beach Resort
- Opal Key Resort & Marina, Key West
- Parrot Key Hotel & Villas
- Oceans Edge Key West Resort, Hotel & Marina
- Hyatt Vacation Club at Beach House, Key West
- Hyatt Vacation Club at Windward Pointe, Key West
- The Southernmost Inn - Adults Only
- The Reach Key West, Curio Collection by Hilton
- Hampton Inn Key West FL
- NYAH Key West - Adults Only
- Southwinds Motel
- Fairfield by Marriott Inn & Suites Key West at The Keys Collection
- Hyatt Centric Key West Resort and Spa
- Heron House - Adult Only
- Winslow's Bungalows - Key West Historic Inns
- Heron House Court - Adult Only
- Ocean Key Resort - A Noble House Resort







































