Historical Hotels in Florida Keys
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Featured Florida Keys Historic Hotels

Southernmost House - Adult Exclusive
1400 Duval Street Key West FL
The price is $360 total per night
$360 total
per night
May 25 - May 26
At Southernmost House - Adult Exclusive, guests have access to an outdoor pool, free WiFi in public areas, and coffee in a common area. Self parking is available for USD 40 per night. The front desk has multilingual staff that can answer questions about the accommodations, services, and more. Other amenities at this adults-only hotel include a terrace and a picnic area.
Pool
Breakfast included

Heron House - Adult Only
512 Simonton St Key West FL
The price is $190 total per night
$190 total
per night
May 10 - May 11
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
The price is $167 total per night
$167 total
per night
May 18 - May 19
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 luggage storage and tours/tickets. 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
The price is $230 total per night
$230 total
per night
May 25 - May 26
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 tours/tickets and luggage storage.
Pool
Pet friendly

The Marker Key West Harbor Resort
200 William Street Key West FL
Free Cancellation
The price is $325 total per night
$325 total
per night
May 25 - May 26
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 dry cleaning/laundry, tours or tickets, 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
The price is $404 total per night
$404 total
per night
May 25 - May 26
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 concierge services, securing valuables, 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
The price is $308 total per night
$308 total
per night
May 26 - May 27
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 luggage storage and concierge services.
Pool
Breakfast included

Ella's Cottages - Key West Historic Inns
811 Simonton Street Key West FL
Free Cancellation
Reserve now, pay when you stay
The price is $342 total per night
$342 total
per night
Jun 1 - Jun 2
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 concierge services and luggage storage. Additional amenities include a terrace, a garden, and a picnic area.
Pool
Breakfast included

Duval House
815 Duval St Key West FL
The price is $200 total per night
$200 total
per night
May 12 - May 13
Guests of Duval House enjoy features like microwave in a common area, express check-in and express check-out. Self parking is available for USD 32.25 per night. 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
The price is $368 total per night
$368 total
per night
May 27 - May 28
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 dry cleaning/laundry, securing valuables, and luggage storage. 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
The price is $294 total per night
$294 total
per night
Jun 3 - Jun 4
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, tours or tickets, 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
The price is $291 total per night
$291 total
per night
May 25 - May 26
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
The price is $319 total per night
$319 total
per night
May 25 - May 26
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 dry cleaning/laundry, tours or tickets, and luggage storage. Other amenities at this beach hotel include conference space, coffee/tea in a common area, and a computer station.
Pool
Spa

The Southernmost Inn - Adults Only
525 United Street Key West FL
Free Cancellation
Reserve now, pay when you stay
The price is $240 total per night
$240 total
per night
May 10 - May 11
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 concierge services 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
The price is $213 total per night
$213 total
per night
May 10 - May 11
Guests staying at Silver Palms Inn & Historic Homes enjoy an outdoor pool, free WiFi in public areas, and an ATM. Multilingual staff at the front desk are standing by 24/7 to help with tours or tickets, securing valuables, and luggage storage. Additional amenities include a vending machine 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 | 8,336 hotels |
|---|---|
Lowest Price | $167 |
Highest Price | $404 |
Popular hotels | Southernmost House - Adult Exclusive, 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

Hawks Cay Resort
4/5 Good
"The place is amazing.. the pool front room was on point. The only thing I disliked was for the amount of money spent on the room (which was over $310, and I stayed 5 days) they did not provide breakfast. All meals need to be purchased and they are not cheap by any means. Now I will say that the food was amazing though."
A verified traveler stayed at Hawks Cay Resort
Posted 18 hours ago


