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Find Historic Hotels in Lower Keys, FL

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Check availability on Lower Keys Historic Hotels

Tonight
Oct 2 - Oct 3
Tomorrow
Oct 3 - Oct 4
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Lower Keys historic hotels

A wooden boardwalk leading to a beach with palm trees and a clear sky.
An outdoor patio with wicker furniture and a ceiling fan, surrounded by lush greenery and a view of a residential area.
A grand room with a large wooden door, a fireplace with a mantelpiece, and a chandelier.
A large white building with a balcony, palm trees, and a brick pathway leading to the entrance.

1. Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
Key West Historic District
United States
Tiffany N
￥20,092
￥22,603 total
includes taxes & fees
Oct 5 - Oct 6
Amsterdam's Curry Mansion Inn
A balcony with a view of a street, a bench, and a potted plant.
A hotel lobby with a bar area, seating, and a fireplace.
A bar area with a Pegasus International Hotel sign, round tables, and metal chairs.
A multi-story building with a ground-level commercial space featuring a brightly lit storefront.

2. Pegasus International Hotel

Pegasus International Hotel
Old Town Key West
United States
Karla
￥18,601
￥28,896 total
includes taxes & fees
Oct 6 - Oct 7
Pegasus International Hotel
A swimming pool with lounge chairs and a thatched roof structure, surrounded by lush greenery and a brick patio.
A living room with a sofa, armchair, coffee table, and a cabinet with decorative items.
A two-story house with a front porch, a staircase, and a garage.
A pathway through a lush garden with various plants and trees.

3. Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS

Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS
Stock Island
United States
Linda
￥47,465
￥98,896 total
includes taxes & fees
Oct 7 - Oct 8
Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS
A covered outdoor area with wicker furniture and a pool.
A wooden staircase with a view of greenery outside.
A pool area with lounge chairs, a pool with clear blue water, and a covered patio with outdoor seating.
A spacious room with a ceiling fan, large windows, a sofa, two wicker chairs, and a small table with decorative items.

4. COHIBA~Adults Only, Poolview (2nd Floor) Queen Room in Historic Azul Mansion!

COHIBA~Adults Only, Poolview (2nd Floor) Queen Room in Historic Azul Mansion!
Old Town Key West
United States
Patrick
￥17,160
￥43,334 total
includes taxes & fees
Oct 8 - Oct 9
COHIBA~Adults Only, Poolview (2nd Floor) Queen Room in Historic Azul Mansion!
A bedroom with a large bed, a wooden headboard, a desk with a chair, a mirror, and a view of the kitchen and bathroom.
A narrow pathway leading to a house with a blue exterior, a number '12' sign, and various potted plants.
A compact kitchen with a microwave, oven, and sink. There is a small dining table with a bowl and a chair. The kitchen has light blue tiles and wooden cabinets.
Two orange armchairs with decorative pillows, a round coffee table with books, and a lamp.

5. Studio Blu - Historic Key West Studio + Bikes

Studio Blu - Historic Key West Studio + Bikes
Old Town Key West
United States
Emily F.
￥25,527
￥55,796 total
includes taxes & fees
Oct 5 - Oct 6
Studio Blu - Historic Key West Studio + Bikes
A covered outdoor deck with wicker furniture and a white railing.
A beach with palm trees and a clear sky.
A living room with a large painting, a glass coffee table, a beige sofa, and a view through a glass door to an outdoor area with plants.
A pool area with lounge chairs, a pool with clear blue water, and a covered patio with outdoor seating.

6. CLARO ~ Adults Only, Pool View (2nd Floor) King Room in Azul Mansion!

CLARO ~ Adults Only, Pool View (2nd Floor) King Room in Azul Mansion!
Old Town Key West
United States
Darcie B.
￥15,487
￥41,543 total
includes taxes & fees
Oct 4 - Oct 5
CLARO ~ Adults Only, Pool View (2nd Floor) King Room in Azul Mansion!
A beach with people sunbathing and swimming, a clear blue sky, and a calm sea.
A clear blue swimming pool with lane dividers, a fenced deck area, and a view of the ocean in the background.
A narrow pathway flanked by white picket fences and a tree with pink flowers.
A covered porch with white railings and wicker furniture.

7. OLD TOWN STEPS TO DUVAL! LA DOLCE VITA SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST

OLD TOWN STEPS TO DUVAL! LA DOLCE VITA SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST
Old Town Key West
United States
Michael R.
￥22,387
￥64,306 total
includes taxes & fees
Oct 6 - Oct 7
OLD TOWN STEPS TO DUVAL! LA DOLCE VITA SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST
A living room with two sofas, a coffee table, and a window with blinds.
A pool area with lounge chairs, a pool with clear blue water, and a covered patio with outdoor seating.
A wooden staircase with a view of greenery outside.
A covered outdoor deck with wicker furniture and a white railing.

8. HAVANA VIEJA ~ Adults Only, First Floor Queen Room w/ Community Pool!

HAVANA VIEJA ~ Adults Only, First Floor Queen Room w/ Community Pool!
Old Town Key West
United States
Ron C.
￥17,160
￥43,492 total
includes taxes & fees
Oct 6 - Oct 7
HAVANA VIEJA ~ Adults Only, First Floor Queen Room w/ Community Pool!
A two-story house with a swimming pool, outdoor seating, and a balcony with a yellow umbrella.
A property named Villas Key West with a covered entrance, a white picket fence, and lush greenery.
A room with a bed, a dining table, and a kitchen area.
A kitchen with white cabinets, a microwave, a toaster, a coffee maker, a stove, and a refrigerator.

9. Poolside Studio Villa Steps from Duval!

Poolside Studio Villa Steps from Duval!
Old Town Key West
United States
Benjamin K.
￥39,200
￥49,139 total
includes taxes & fees
Oct 6 - Oct 7
Poolside Studio Villa Steps from Duval!
A covered outdoor deck with wicker furniture and a white railing.
A spacious room with a ceiling fan, large windows, a sofa, two wicker chairs, and a small table with decorative items.
A covered outdoor area with wicker furniture and a pool.
A beach with palm trees and a clear sky.

10. FUENTE ~ Adults Only, 2nd Floor, Pool View, King Room at Azul Mansion!

FUENTE ~ Adults Only, 2nd Floor, Pool View, King Room at Azul Mansion!
Old Town Key West
United States
Emily K.
￥18,104
￥44,554 total
includes taxes & fees
Oct 8 - Oct 9
FUENTE ~ Adults Only, 2nd Floor, Pool View, King Room at Azul Mansion!
View all properties

Top Lower Keys Hotel Reviews

Sugar Loaf Lodge

Sugar Loaf Lodge

10/10 Excellent
"Very accommodating! Staff is very friendly! Been coming to Sugarloaf Lodge for many years! Thanks again!"
Richard 2-night trip
Posted 6 days ago
Sugar Loaf Lodge

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