Historical Hotels in Florida Keys
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Featured Florida Keys Historic Hotels

Southernmost House
1400 Duval Street Key West FL
$450 nightly
The price is $506 total per night
$506 total
Jan 14 - Jan 15, 2026
Total with 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 securing valuables, tours or tickets, and luggage storage. Other amenities at this adults-only hotel include free newspapers, a terrace, and a TV in a common area.
Pool
Breakfast included

Heron House - Adult Only
512 Simonton St Key West FL
$231 nightly
The price is $260 total per night
$260 total
Jan 4 - Jan 5, 2026
Total with 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 tours/tickets and luggage storage. 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
$182 nightly
The price is $204 total per night
$204 total
Jan 5 - Jan 6, 2026
Total with 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
$318 nightly
The price is $358 total per night
$358 total
Jan 15 - Jan 16, 2026
Total with 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 concierge services and luggage storage.
Pool
Breakfast included

The Marker Key West Harbor Resort
200 William Street Key West FL
Free Cancellation
Reserve now, pay when you stay
$438 nightly
The price is $492 total per night
$492 total
Jan 14 - Jan 15, 2026
Total with 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 47.30 per day. The 24-hour front desk has staff standing by to help with luggage storage, tours or tickets, and dry cleaning/laundry. Additional amenities include a 24-hour business center, a meeting room, and a banquet hall.
Pool
Pet friendly

The Marquesa Hotel
600 Fleming Street Key West FL
$449 nightly
The price is $505 total per night
$505 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Marquesa Hotel offers 3 outdoor pools, a computer station, and a terrace. Self parking is available for USD 43.00 per day. The front desk is staffed 24/7 to help with tours or tickets, luggage storage, and securing valuables. 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
$408 nightly
The price is $459 total per night
$459 total
Jan 4 - Jan 5, 2026
Total with 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
$445 nightly
The price is $500 total per night
$500 total
Jan 5 - Jan 6, 2026
Total with 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 tours/tickets. Additional amenities include a terrace, a water dispenser, and a picnic area.
Pool
Breakfast included

Duval House
815 Duval St Key West FL
$271 nightly
The price is $302 total per night
$302 total
Jan 6 - Jan 7, 2026
Total with 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 tours or tickets, securing valuables, and luggage storage. Other amenities at this adults-only bed & breakfast include free newspapers, a terrace, and wedding services.
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
$545 nightly
The price is $613 total per night
$613 total
Jan 12 - Jan 13, 2026
Total with 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 luggage storage, dry cleaning/laundry, and concierge services. 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
$401 nightly
The price is $451 total per night
$451 total
Jan 4 - Jan 5, 2026
Total with 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 luggage storage, concierge services, 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
$429 nightly
The price is $483 total per night
$483 total
Jan 5 - Jan 6, 2026
Total with 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 night. The front desk has multilingual staff standing by 24 hours a day to assist with concierge services and luggage storage. 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
$360 nightly
The price is $405 total per night
$405 total
Jan 13 - Jan 14, 2026
Total with 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 53.75 per day. Multilingual staff at the 24-hour front desk can assist with concierge services, dry cleaning/laundry, 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
$288 nightly
The price is $324 total per night
$324 total
Jan 6 - Jan 7, 2026
Total with 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
$311 nightly
The price is $350 total per night
$350 total
Jan 19 - Jan 20, 2026
Total with taxes and fees
Guests staying at Silver Palms Inn enjoy an outdoor pool, free WiFi in public areas, and a vending machine. Multilingual staff at the front desk are standing by 24/7 to help with concierge services, securing valuables, and luggage storage. Additional amenities include an ATM and a TV in a common area.
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.
Florida Keys hotels essential information
Accommodation | 8,414 hotels |
|---|---|
Lowest Price | $204 |
Highest Price | $613 |
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

Marina Del Mar Resort and Marina
5/5 Excellent
"Excellent staff! Breakfast was outstanding!"
A verified traveler stayed at Marina Del Mar Resort and Marina
Posted 18 hours ago


