Find Historic Hotels in Lower Keys, FL

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Check availability on Lower Keys Historic Hotels

Our top choices for Lower Keys historic hotels

Cudjoe Cottages, swimming pool, just 20 miles from Key West

Cudjoe Cottages, swimming pool, just 20 miles from Key West
Cudjoe Key
8.8 out of 10, Excellent, (156 reviews)
"Great place with beautiful views, house could use some TLC so the trade out is location and outdoor space with nice yard and very peaceful. "
United States
Peggy H.
The price is AED 1,194
AED 2,445 total
includes taxes & fees
2 Jun - 3 Jun
Cudjoe Cottages, swimming pool, just 20 miles from Key West

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Old Town Key West
8.2 out of 10, Very Good, (1,015 reviews)
"The woman at the front desk was very nice. "
United States
Ronald
The price is AED 505
AED 755 total
includes taxes & fees
17 May - 18 May
Pegasus International Hotel

Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
3.0 star property
Key West Historic District
8.2 out of 10, Very Good, (1,002 reviews)
"Nice historic place to stay with comfortable beds"
United States
Brenda
The price is AED 884
AED 994 total
includes taxes & fees
18 May - 19 May
Amsterdam's Curry Mansion Inn

FONTANA ~ Adults Only, Poolside King Room at Azul Mansion!

FONTANA ~ Adults Only, Poolside King Room at Azul Mansion!
Old Town Key West
9.4 out of 10, Exceptional, (146 reviews)
"The bed was fantastic. Perfect for a couple of days in Key West. "
United States
Amanda R.
The price is AED 347
AED 947 total
includes taxes & fees
18 May - 19 May
FONTANA ~ Adults Only, Poolside King Room at Azul Mansion!

SOMBRERO BEACH LARGE 4/3 HOME w/ HEATED POOL, 40 ft BOAT DOCK, BEACH NEARBY

SOMBRERO BEACH LARGE 4/3 HOME w/ HEATED POOL, 40 ft BOAT DOCK, BEACH NEARBY
Marathon
9.8 out of 10, Exceptional, (63 reviews)
"This was our second time staying in this house lots of room great location."
United States
Anonymous traveler
The price is AED 1,095
AED 3,794 total
includes taxes & fees
30 May - 31 May
SOMBRERO BEACH LARGE 4/3 HOME w/ HEATED POOL, 40 ft BOAT DOCK, BEACH NEARBY

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 + extras
Old Town Key West
9.6 out of 10, Exceptional, (249 reviews)
"The condo/room was very clean and put together, the location is a nice neighborhood."
United States
Bonnie R.
The price is AED 559
AED 1,292 total
includes taxes & fees
18 May - 19 May
May Special 9-13 & 17 -19 & 29-1st 30$ off a ngt @169 lod + extras

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)
"Brilliant location… very generous to leave bikes and chairs which was used every day. Well decorated and equipped room and comfy bed . Shower is hot and has great water pressure . Check in and out is easy . Thank you "
United Kingdom
Simon
The price is AED 727
AED 1,482 total
includes taxes & fees
8 Jun - 9 Jun
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

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)
"Great location, one block from Duval Street but still quiet, clean and comfortable. "
United States
Jackie H.
The price is AED 617
AED 1,579 total
includes taxes & fees
30 May - 31 May
STEPS TO DUVAL! OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!

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, (156 reviews)
"Great location and accommodations. "
United States
Brenda W.
The price is AED 444
AED 1,071 total
includes taxes & fees
26 May - 27 May
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!

CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!
Old Town Key West
9.8 out of 10, Exceptional, (149 reviews)
"The host was awesome, we really enjoyed our stay "
United States
Asgeir S.
The price is AED 352
AED 957 total
includes taxes & fees
18 May - 19 May
CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!
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 Lower Keys Hotel Reviews

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