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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 hallway with ornate ironwork, a chandelier, and a wooden floor.
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
￥20,277
￥22,811 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 multi-story building with a ground-level commercial space featuring a brightly lit storefront.
A bar area with a Pegasus International Hotel sign, round tables, and metal chairs.
A reception desk with clocks, a Pegasus International Hotel sign, and a computer monitor.

2. Pegasus International Hotel

Pegasus International Hotel
Old Town Key West
United States
Karla
￥18,671
￥29,004 total
includes taxes & fees
Oct 4 - Oct 5
Pegasus International Hotel
A covered outdoor area with wicker furniture and a pool.
A beach with palm trees and a clear sky.
A spacious room with a ceiling fan, large windows, a sofa, two wicker chairs, and a small table with decorative items.
A wooden staircase with a view of greenery outside.

3. FLOR DE CANA ~ Adults-Only 2nd Floor Queen Room w/Pool View at Azul Mansion!

FLOR DE CANA ~ Adults-Only 2nd Floor Queen Room w/Pool View at Azul Mansion!
Old Town Key West
United States
Jake H.
￥16,574
￥42,897 total
includes taxes & fees
Oct 4 - Oct 5
FLOR DE CANA ~ Adults-Only 2nd Floor Queen Room w/Pool View at Azul Mansion!
A swimming pool with lounge chairs and a thatched roof structure, surrounded by lush greenery and a brick patio.
A two-story house with a front porch, a staircase, and a garage.
A bar with a signboard listing various destinations.
A pathway through a lush garden with various plants and trees.

4. 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
￥46,224
￥97,516 total
includes taxes & fees
Oct 7 - Oct 8
Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS
A living room with two sofas, a coffee table, and a window with blinds.
A wooden staircase with a view of greenery outside.
A beach with palm trees and a clear sky.
A pool area with lounge chairs, a pool with clear blue water, and a covered patio with outdoor seating.

5. CORTEZ ~ Adults Only, 2nd Floor King Room w/Pool View at Azul Mansion!

CORTEZ ~ Adults Only, 2nd Floor King Room w/Pool View at Azul Mansion!
Old Town Key West
United States
Jeffrey M.
￥16,574
￥42,897 total
includes taxes & fees
Oct 4 - Oct 5
CORTEZ ~ Adults Only, 2nd Floor King Room w/Pool View at Azul Mansion!
A living room with two sofas, a coffee table, and a window with blinds.
A beach with palm trees and a clear sky.
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.

6. 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.
￥17,225
￥43,657 total
includes taxes & fees
Oct 6 - Oct 7
HAVANA VIEJA ~ Adults Only, First Floor Queen Room w/ Community Pool!
A covered outdoor deck with wicker furniture and a white railing.
A wooden staircase with a view of greenery outside.
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 beach with palm trees and a clear sky.

7. 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.
￥17,225
￥43,499 total
includes taxes & fees
Oct 8 - Oct 9
CLARO ~ Adults Only, Pool View (2nd Floor) King Room in Azul Mansion!
A covered outdoor area with a table and chairs, surrounded by white railings and palm trees.
A large window with multiple panes overlooking a swimming pool and lush greenery.
A beach with palm trees and a clear sky.
A spacious room with a ceiling fan, large windows, a sofa, two wicker chairs, and a small table with decorative items.

8. CORONA ~ Adults Only, 2nd Floor King Room w/ Community Pool at Azul Mansion!

CORONA ~ Adults Only, 2nd Floor King Room w/ Community Pool at Azul Mansion!
Old Town Key West
United States
The Rogue P.
￥18,153
￥44,831 total
includes taxes & fees
Oct 4 - Oct 5
CORONA ~ Adults Only, 2nd Floor King Room w/ Community Pool at Azul Mansion!
A beach with people sunbathing and swimming, a clear blue sky, and a calm sea.
A covered porch with white railings and wicker furniture.
A clear blue swimming pool with lane dividers, a fenced deck area, and a view of the ocean in the background.
A compact kitchen with a microwave, refrigerator, and a sink.

9. 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.
￥28,161
￥71,741 total
includes taxes & fees
Oct 6 - Oct 7
OLD TOWN STEPS TO DUVAL! LA DOLCE VITA SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST
A covered outdoor area with wicker furniture and a pool.
A spacious room with a ceiling fan, large windows, a sofa, two wicker chairs, and a small table with decorative items.
A beach with palm trees and a clear sky.
A pool area with lounge chairs, a pool with clear blue water, and a covered patio with outdoor seating.

10. 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
￥17,225
￥43,499 total
includes taxes & fees
Oct 8 - Oct 9
COHIBA~Adults Only, Poolview (2nd Floor) Queen Room in Historic 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 7 days ago
Sugar Loaf Lodge

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