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
Tonight
15 Aug - 16 AugTomorrow
16 Aug - 17 AugNext weekend
21 Aug - 23 AugIn two weeks
28 Aug - 30 AugOur top choices for Sugarloaf Key historic hotels
AED 328
AED 555 total
includes taxes & fees
16 Aug - 17 Aug
AED 731
AED 822 total
includes taxes & fees
25 Aug - 26 Aug
3. CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!Old Town Key West
Jeffrey M.
AED 378
AED 986 total
includes taxes & fees
16 Aug - 17 Aug
4. Aug.-Sept. Special@119.lodging Only 119. + extras. From.8-17 to 9-30
Aug.-Sept. Special@119.lodging Only 119. + extras. From.8-17 to 9-30Old Town Key West
Jeanine
AED 437
AED 1,109 total
includes taxes & fees
31 Aug - 1 Sep
5. 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
Emily F.
AED 416
AED 1,067 total
includes taxes & fees
26 Aug - 27 Aug
6. FLOR DE CANA ~ Adults Only, Queen Room w/Pool View at Azul Mansion!
FLOR DE CANA ~ Adults Only, Queen Room w/Pool View at Azul Mansion!Old Town Key West
Diane D.
AED 382
AED 990 total
includes taxes & fees
25 Aug - 26 Aug
7. HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Community Pool!
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Community Pool!Old Town Key West
JUANITA R.
AED 375
AED 982 total
includes taxes & fees
17 Aug - 18 Aug
8. COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!Old Town Key West
Christina
AED 378
AED 986 total
includes taxes & fees
16 Aug - 17 Aug
View all properties
Top Sugarloaf Key Hotel Reviews
Hyatt Centric Key West Resort and Spa
10/10 Excellent
"Beautiful property."
DoubleTree Resort by Hilton Grand Key - Key West
10/10 Excellent
"Pool area was great along with the bar. Free shuttle to Duval St was very handy"
Beachside Resort & Residences
10/10 Excellent
"Don’t read the bad reviews imo it’s just people who are not happy the property is exactly what it is. It could use a some touch ups but besides that it was excellent the shuttle drivers besides one guy were all very helpful the desk was helpful pool was beautiful room was huge with amazing view into the gulf I will be staying here again"
Pier House Resort & Spa
10/10 Excellent
"Beautiful beach, helpful staff"
Hyatt Vacation Club at Windward Pointe, Key West
10/10 Excellent
"This is our second trip to the Keys this year, and first time at this property. We found our home away from home and will stay here again next time! Everything is quality!"
Southernmost Beach Resort and Guesthouses
8/10 Good
"Older resort but still nice, clean. The sargassum was in full force and the smell was very unpleasant but not the resorts fault. Amenities provided were nice. Pool area bars close way to early, adult only pool doesn’t have drinks available without walking. To neighboring pool. Close to sightseeing areas, shopping and dining options."
Casa Marina Key West, Curio Collection by Hilton
10/10 Excellent
"Love the Music at the adult pool, it didn't stink that much from the seaweed. No smell by the pool. Love the firepits by the beach and food"
Parrot Key Hotel & Villas
10/10 Excellent
"We love the ambiance and quiet adults only pool. The shuttle to and from downtown and the beach is also wonderful. The staff are friendly and accommodating."
Southwinds Motel
8/10 Good
"Love this property. Second time staying here. Quaint, nothing fancy but wonderful staff and great location."
Explore a world of travel with Expedia
- B&B in Raccoon Key
- Hyatt Hotels in Big Pine Key
- Equity Lifestyle Hotels in Big Pine Key
- Rv Parks in Big Pine Key
- Hotel Wedding Venues Hotels in Key West
- Motels in Cudjoe Key
- Marriott Hotels & Resorts in Sugarloaf Shores
- Romantic Hotels in Key Colony Beach
- Hotels with Early Check-in in Key West
- Wyndham Hotels in Summerland Key
- 3 Star Hotels in Raccoon Key
- Hilton Hotels in Cudjoe Key
- Hilton Hotels in Sugarloaf Shores
- Rv Parks in Cudjoe Key
- Houseboats in Raccoon Key
- Cottages in Raccoon Key
- Marriott Hotels & Resorts in Summerland Key
- Hilton Hotels in Big Pine Key
- Resorts in Sugarloaf Key
- Golf Hotels in Stock Island
- Hotels with Free Parking in Stock Island
- Hyattvacations Supechain Hotels in Summerland Key
- Motels in Ramrod Key
- Rv Parks in Summerland Key
- Noble House Hotels in Stock Island
- Resorts in Big Pine Key
- Resorts in Stock Island
- B&B in Cudjoe Key
- Guest Houses in Ramrod Key
- Vacation Homes in Ramrod Key
- 5 Star Hotels in Sugarloaf Shores
- Vacation Homes in Cow Key
- Houseboats in Stock Island
- B&B in Cow Key
- Wyndham Hotels in Stock Island
- Hotels with Bars in Bahama Village
- Hotels with smoking rooms in Key West
- Resorts & Hotels with Spas in Big Pine Key
- Resorts in Little Torch Key
- Luxury Hotels in Key West Historic District
- Apartments in Raccoon Key
- Marriott Hotels & Resorts in Sugarloaf Key
- Highgate Independent Hotels in Cudjoe Key
- Best Western Hotels in Sugarloaf Key
- Condo Rentals in Stock Island
- Guest Houses in Cudjoe Key
- Resorts & Hotels with Spas in Marathon
- Motels in Big Pine Key
- Luxury Hotels in Key Colony Beach
- Beach Hotels in Cudjoe Key
- Vacation Homes in Little Torch Key
- Condo Rentals in Cow Key
- Boutique Hotels in Key West
- Romantic Hotels in Big Pine Key
- Remington Hotels in Sugarloaf Shores
- Inns in Cow Key
- Apartments in Big Pine Key
- Flights from Brandon (YBR) to Key West (EYW)
- Flights from Toulon (TLN) to Key West (EYW)
- Flights from Big Torch Key
- Flights from Dayton (DAY) to Key West (EYW)
- Flights from Longview (GGG) to Key West (EYW)
- Flights from Lazaro Cardenas (LZC) to Key West (EYW)
- Flights from Big Pine Key
- Flights from Summerland Key
- Flights from Nantucket (ACK) to Key West (EYW)
- Flights from Charleston (CHS) to Key West (EYW)
- Flights from Riverside (RAL) to Key West (EYW)
- Flights from Great Harbour Cay (GHC) to Key West (EYW)
- Flights from Key West Intl.
- Flights from Duluth (DLH) to Key West (EYW)
- Flights from Elko (EKO) to Key West (EYW)
- Flights from Shreveport (SHV) to Key West (EYW)
- Flights from Brindisi (BDS) to Key West (EYW)
- Flights from Marietta (MGE) to Key West (EYW)
- Flights from Rockford (RFD) to Key West (EYW)
- Flights from Huntington (HTS) to Key West (EYW)
- Flights from Karachi (KHI) to Key West (EYW)
- Flights from Santa Rosa (STS) to Key West (EYW)
- Flights from Oakland (OAK) to Key West (EYW)
- Flights from Eugene (EUG) to Key West (EYW)
- Flights from Orange (OAG) to Key West (EYW)
- Flights from Upland (CCB) to Key West (EYW)
- Flights from Monterrey (MTY) to Key West (EYW)
- Flights from Lower Keys
- Flights from Brownsville (BRO) to Key West (EYW)
- Flights from Youngstown (YNG) to Key West (EYW)
- Flights from Cudjoe Key
- Flights from Raccoon Key
- Flights from Rochester (ROC) to Key West (EYW)
- Flights from Ramrod Key
- Flights from Altamira (ATM) to Key West (EYW)
- Flights from Cincinnati (CVG) to Key West (EYW)