Historical Hotels in Key West, FL
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Key West Historic Hotels

Southernmost House
1400 Duval Street, Key West, FL
$266 nightly
The price is $299 total per night
$299 total
Aug 12 - Aug 13
Total includes taxes and fees
At Southernmost House, guests have access to an outdoor pool, free WiFi in public areas, and coffee in a common area. Self parking is available for USD 25 per night. The front desk has multilingual staff that can help with luggage storage, concierge services, and securing valuables. Other amenities at this adults-only hotel include free newspapers, a terrace, and a reception hall.
Pool
Breakfast included

Heron House - Adult Only
512 Simonton St, Key West, FL
$152 nightly
The price is $167 total per night
$167 total
Jul 30 - Jul 31
Total includes taxes and fees
Heron House - Adult Only offers an outdoor pool, a rooftop terrace, and free WiFi in public areas. Front-desk staff can assist with luggage storage and concierge services. Other amenities at this adults-only bed & breakfast include free newspapers and a garden.
Pool
Breakfast included

Heron House Court - Adult Only
412 Frances St, Key West, FL
$139 nightly
The price is $153 total per night
$153 total
Aug 3 - Aug 4
Total includes taxes and fees
At Heron House Court - Adult Only, guests have access to an outdoor pool, a rooftop terrace, and free WiFi in public areas. The front desk has multilingual staff that can help with tours/tickets and luggage storage. Other amenities at this adults-only guesthouse include coffee/tea in a common area, a terrace, and a garden.
Pool
Free WiFi

Fitch Lodge - Key West Historic Inns
1030 Eaton St, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$203 nightly
The price is $228 total per night
$228 total
Jul 30 - Jul 31
Total includes taxes and fees
Dating back to 1892, Fitch Lodge - Key West Historic Inns offers an outdoor pool, free WiFi in public areas, and a water dispenser. Front-desk staff can assist with luggage storage and tours/tickets.
Pool
Breakfast included

The Marker Key West Harbor Resort
200 William Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$245 nightly
The price is $275 total per night
$275 total
Aug 12 - Aug 13
Total includes taxes and fees
Guests staying at The Marker Key West Harbor Resort enjoy access to 3 outdoor pools, a gym, and free WiFi in public areas. Self parking is available for USD 45.15 per day. The 24-hour front desk has staff standing by to help with tours or tickets, dry cleaning/laundry, and luggage storage. Additional amenities include a 24-hour business center, a meeting room, and a garden.
Pool
Pet friendly

The Marquesa Hotel
600 Fleming Street, Key West, FL
$242 nightly
The price is $272 total per night
$272 total
Aug 7 - Aug 8
Total includes taxes and fees
The Marquesa Hotel offers 3 outdoor pools, a computer station, and a terrace. Self parking is available for USD 37.63 per day. The front desk is staffed 24/7 to help with securing valuables, concierge services, and luggage storage. Other amenities at this adults-only hotel include laundry facilities and a garden.
Pool
Restaurant

Ridley House - Key West Historic Inns
601 Caroline St, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$254 nightly
The price is $286 total per night
$286 total
Aug 4 - Aug 5
Total includes taxes and fees
Dating back to 1884, Ridley House - Key West Historic Inns offers an outdoor pool, free WiFi in public areas, and a water dispenser. Front-desk staff can assist with concierge services and luggage storage.
Pool
Breakfast included

Ella's Cottages - Key West Historic Inns
811 Simonton Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$244 nightly
The price is $274 total per night
$274 total
Aug 4 - Aug 5
Total includes taxes and fees
Guests of Ella's Cottages - Key West Historic Inns enjoy an outdoor pool, free WiFi in public areas, and microwave in a common area. Self parking is offered for USD 33.75 per day. Front-desk staff can assist with luggage storage and concierge services. Additional amenities include a terrace, a water dispenser, and a garden.
Pool
Breakfast included

Duval House
815 Duval St, Key West, FL
$131 nightly
The price is $144 total per night
$144 total
Aug 10 - Aug 11
Total includes taxes and fees
Guests of Duval House enjoy features like microwave in a common area, express check-in and express check-out. If you drive, self parking is USD 32.25 per night, and there's also an area shuttle. The front desk has multilingual staff that can help with luggage storage, securing valuables, and tours or tickets. Other amenities at this adults-only bed & breakfast include free newspapers, a terrace, and a vending machine.
Air conditioning
Parking available

Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$267 nightly
The price is $300 total per night
$300 total
Aug 13 - Aug 14
Total includes taxes and fees
Casa Marina Key West, Curio Collection by Hilton features a private beach, a full-service spa, and 2 outdoor pools. Valet parking is offered for USD 50 per day. The front desk has multilingual staff on hand 24/7 to help with concierge services, luggage storage, and dry cleaning/laundry. Other amenities at this beach resort include a gym, free WiFi in public areas, and conference space.
On private beach
Pool

Island City House Hotel
411 William Street, Key West, FL
$265 nightly
The price is $298 total per night
$298 total
Aug 10 - Aug 11
Total includes taxes and fees
Guests staying at Island City House Hotel enjoy an outdoor pool, a rooftop terrace, and free WiFi in public areas. Limited parking is available. Front-desk staff can assist with tours or tickets, luggage storage, and dry cleaning/laundry. Additional amenities include a library, free newspapers, and a terrace.
Pool
Free WiFi

La Concha Key West, Autograph Collection
430 Duval St, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$233 nightly
The price is $262 total per night
$262 total
Aug 17 - Aug 18
Total includes taxes and fees
Guests of La Concha Key West, Autograph Collection have access to an outdoor pool, a 24-hour gym, and free WiFi in public areas. Valet parking is available for USD 45 per day. The front desk has multilingual staff standing by 24 hours a day to assist with luggage storage and concierge services. Additional amenities include meeting rooms, conference space, and express check-out.
Pool
Pet friendly

Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Free Cancellation
$244 nightly
The price is $275 total per night
$275 total
Aug 25 - Aug 26
Total includes taxes and fees
Guests of Southernmost Beach Resort and Guesthouses have access to a full-service spa, 3 outdoor pools, and a gym. Self parking is offered for USD 47 per day. Multilingual staff at the 24-hour front desk can assist with dry cleaning/laundry, concierge services, and luggage storage. Other amenities at this beach hotel include conference space, a 24-hour business center, and coffee/tea in a common area.
Pool
Spa

The Southernmost Inn - Adults Only
525 United Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$139 nightly
The price is $156 total per night
$156 total
Aug 21 - Aug 22
Total includes taxes and fees
Guests of The Southernmost Inn - Adults Only enjoy features like 2 outdoor pools, a hot tub, and coffee in a common area. Self parking is available for USD 32.25 per day. The front desk has multilingual staff that can help with tours/tickets and luggage storage. Other amenities at this adults-only hotel include a microwave in a common area, express check-out, and a terrace.
Pool
Hot Tub

Silver Palms Inn
830 Truman Ave, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$178 nightly
The price is $201 total per night
$201 total
Aug 27 - Aug 28
Total includes taxes and fees
Guests staying at Silver Palms Inn enjoy an outdoor pool, free WiFi in public areas, and a TV in a common area. Multilingual staff at the front desk are standing by 24/7 to help with luggage storage, securing valuables, and concierge services. Additional amenities include an ATM and a vending machine.
Pool
Breakfast 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.
Key West hotels essential information
Accommodation | 2,708 hotels |
---|---|
Lowest Price | $144 |
Highest Price | $300 |
Popular hotels | Southernmost House, Heron House - Adult Only, Heron House Court - Adult Only, Fitch Lodge - Key West Historic Inns, The Marker Key West Harbor Resort, The Marquesa Hotel, Ridley House - Key West Historic Inns, Ella's Cottages - Key West Historic Inns, Duval House, Casa Marina Key West, Curio Collection by Hilton, Island City House Hotel, La Concha Key West, Autograph Collection, Southernmost Beach Resort and Guesthouses, The Southernmost Inn - Adults Only, Silver Palms Inn |
Recent Historic Hotels Reviews

Beachside Resort & Residences
5/5 Excellent
"Convenient, accessible."
A verified traveler stayed at Beachside Resort & Residences
Posted 17 hours ago
Other Historic Hotels
Areas Of Key West
Hotels Near
Hotel Themes
Flights To
Book on Expedia
Top Trending
Hotels
- Hotels in Daytona Beach
- Hotels in Naples
- Cheap Hotels in Panama City Beach
- Beach Resorts & Hotels in St. Augustine
- Beach Resorts & Hotels in Panama City
- Cheap Hotels in Daytona Beach
- Beach Resorts & Hotels in Destin
- Beach Resorts & Hotels in Sarasota
- Hotels in Cocoa Beach
- Hotels in Bradenton
- Hotels in Fort Myers
- Hotels in Sarasota
- Hotels in Ormond Beach
- Cheap Hotels in Pensacola
- Hotels in Fort Walton Beach
- Hotels in Fort Myers Beach
- Hotels in St. Augustine
- Hotels in Panama City Beach
- Beach Resorts & Hotels in Pensacola
- Oceanfront Hotels in Naples
Flights
Packages