Historic Hotels in Lower Keys
Florida
United States of America
Historic Hotels
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Find Historic Hotels in Lower Keys, FL

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your current months are November, 2026 and December, 2026.

November 2026

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Our top choices for Lower Keys historic hotels

A balcony with two metal chairs and a wicker basket, overlooking a street with a white building with domes and a balcony.

A multi-story building with a ground-level commercial space featuring a brightly lit storefront.

A hotel lobby with a bar area, seating, and a fireplace.

1. Pegasus International Hotel

Pegasus International Hotel

2.5 star property

Old Town Key West

8.2 out of 10, Very good, (1,005 reviews)

8.2/10

Very good

(1,005 reviews)

"Great location next to Everything. Love staying here."

Jason

The price is AED 689

AED 689

AED 962 total

includes taxes & fees

15 Nov - 16 Nov

Pegasus International Hotel

A wooden boardwalk leading to a beach with palm trees and a clear sky.

A grand room with a large wooden door, a fireplace with a mantelpiece, and a chandelier.

An outdoor patio with wicker furniture and a ceiling fan, surrounded by lush greenery and a view of a residential area.

A large white building with a balcony, palm trees, and a brick pathway leading to the entrance.

2. Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn

3.0 star property

Key West Historic District

8.0 out of 10, Very good, (1,000 reviews)

8.0/10

Very good

(1,000 reviews)

"Great location!"

carmen

The price is AED 807

AED 807

AED 1,279 total

includes taxes & fees

22 Nov - 23 Nov

Amsterdam's Curry Mansion Inn

A living room with two sofas, a coffee table, and a window with blinds.

A covered outdoor deck with wicker furniture and a white railing.

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.

3. 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

9.6 out of 10, Exceptional, (167 reviews)

9.6/10

Exceptional

(167 reviews)

"Excellent property near the sites and shops on Truman and Duval. We reccommend renting bicycles from Eaton Bikes next door to avoid driving and parking!"

COLIN J.

The price is AED 562

AED 562

AED 1,163 total

includes taxes & fees

17 Nov - 18 Nov

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

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.

4. 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

9.6 out of 10, Exceptional, (175 reviews)

9.6/10

Exceptional

(175 reviews)

"Cute, clean, and great amenities"

Cindy D.

The price is AED 540

AED 540

AED 1,194 total

includes taxes & fees

10 Nov - 11 Nov

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

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.

An open door to a room with a bed, a heart-shaped pillow, and a painting on the wall.

A room with a bed, a dining table, and a kitchen area.

5. Poolside Studio Villa Steps from Duval!

Poolside Studio Villa Steps from Duval!

Old Town Key West

10.0 out of 10, Exceptional, (26 reviews)

10/10

Exceptional

(26 reviews)

"Great place to stay"

Benjamin K.

The price is AED 1,282

AED 1,282

AED 1,552 total

includes taxes & fees

22 Nov - 23 Nov

Poolside Studio Villa Steps from Duval!

A view through a window with white blinds, a pool, a palm tree, and a white fence.

A living room with a sofa, armchair, and a television.

A living room with a sofa, coffee table, and a red chair. There is a ceiling fan and a window with blinds.

A mobile home with two air conditioning units, a white fence, and a white car parked in front.

6. Poolside Paradise - Heated Pool & Steps to Duval St

Poolside Paradise - Heated Pool & Steps to Duval St

Old Town Key West

9.0 out of 10, Wonderful, (26 reviews)

9.0/10

Wonderful

(26 reviews)

"Great location"

Peter S.

The price is AED 2,050

AED 2,050

AED 4,462 total

includes taxes & fees

1 Dec - 2 Dec

Poolside Paradise - Heated Pool & Steps to Duval St

A spacious living room with large windows, a blue sofa, a green sectional, and a wooden ceiling.

A rooftop deck with a wooden floor, outdoor seating area, and string lights.

A modern living room with a sectional sofa, a round wooden coffee table, and a black rug.

A bedroom with a large bed, a desk, and a staircase.

7. KAMP - Rooftop Penthouse Overlooking Duval

KAMP - Rooftop Penthouse Overlooking Duval

Old Town Key West

8.4 out of 10, Very good, (23 reviews)

8.4/10

Very good

(23 reviews)

"We had a blast in Key West. The roof top Penthouse was PERFECT "

Ward R.

The price is AED 2,031

AED 2,031

AED 3,782 total

includes taxes & fees

9 Nov - 10 Nov

KAMP - Rooftop Penthouse Overlooking Duval

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.

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Marriott Hotels & Resorts in Summerland Key
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Hilton Hotels in Sugarloaf Shores
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Wyndham Hotels in Summerland Key
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B&B in Cow Key
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Guest Houses in Cudjoe Key
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Noble House Hotels in Stock Island
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Resorts in Sugarloaf Key
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Motels in Cudjoe Key
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Rv Parks in Summerland Key
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Condo Rentals in Cow Key
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Highgate Independent Hotels in Cudjoe Key
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Hotel Wedding Venues Hotels in Key West
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Guest Houses in Ramrod Key
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Remington Hotels in Sugarloaf Shores
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Rv Parks in Cudjoe Key
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Hilton Hotels in Cudjoe Key
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Golf Hotels in Stock Island
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Apartments in Big Pine Key
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Condo Rentals in Stock Island
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Boutique Hotels in Key West
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Hilton Hotels in Big Pine Key
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Best Western Hotels in Sugarloaf Key
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Houseboats in Stock Island
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B&B in Cudjoe Key
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Resorts in Big Pine Key
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Resorts & Hotels with Spas in Marathon
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Luxury Hotels in Key Colony Beach
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Luxury Hotels in Key West Historic District
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Apartments in Raccoon Key
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Hotels with Bars in Bahama Village
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Motels in Big Pine Key
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Rv Parks in No Name Key
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Vacation Homes in No Name Key
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Resorts in Little Torch Key
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Hotels with Free Parking in Stock Island
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Business Hotels in Grassy Key
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Vacation Homes in Little Torch Key
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Rv Parks in Big Pine Key
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Romantic Hotels in Key Colony Beach
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Hotels with smoking rooms in Key West
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5 Star Hotels in No Name Key
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Hyattvacations Supechain Hotels in Summerland Key
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B&B in Raccoon Key
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5 Star Hotels in Sugarloaf Shores
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Vacation Homes in Cow Key
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Marriott Hotels & Resorts in Sugarloaf Key
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Marriott Hotels & Resorts in Sugarloaf Shores
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Hotels with Early Check-in in Key West
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Resorts in Stock Island
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Vacation Homes in Ramrod Key
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Beach Hotels in Cudjoe Key
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Resorts & Hotels with Spas in Big Pine Key
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Cottages in Raccoon Key
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Wyndham Hotels in Stock Island
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Inns in Cow Key
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Romantic Hotels in Big Pine Key
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Hyatt Hotels in Big Pine Key
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Houseboats in Raccoon Key
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3 Star Hotels in Raccoon Key
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Motels in Ramrod Key
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Equity Lifestyle Hotels in Big Pine Key
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Flights from Truk (TKK) to Key West (EYW)
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Flights from Ixtapa (ZIH) to Key West (EYW)
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Flights from Big Torch Key
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Flights from No Name Key
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Flights from Desroches Island (DES) to Key West (EYW)
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Flights from Brindisi (BDS) to Key West (EYW)
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Flights from Cincinnati (CVG) to Key West (EYW)
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Flights from Red Bluff (RBL) to Key West (EYW)
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Flights from Rochester (ROC) to Key West (EYW)
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Flights from Toulon (TLN) to Key West (EYW)
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Flights from Rockford (RFD) to Key West (EYW)
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Flights from Summerland Key
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Flights from Charleston (CHS) to Key West (EYW)
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Flights from Harlingen (HRL) to Key West (EYW)
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Flights from Santiago (STI) to Key West (EYW)
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Flights from Tyler (TYR) to Key West (EYW)
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Flights to No Name Key
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Flights from The Valley (AXA) to Key West (EYW)
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Flights from Corpus Christi (CRP) to Key West (EYW)
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Flights from Aberdeen (ABZ) to Key West (EYW)
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Flights from Lower Keys
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Flights from Big Pine Key
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Flights from Dayton (DAY) to Key West (EYW)
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Flights from Key West Intl.
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Flights from Ramrod Key
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Flights from Cudjoe Key
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Flights from Raccoon Key
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Flights from Youngstown (YNG) to Key West (EYW)
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Flights from Victoria Falls (VFA) to Key West (EYW)
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Flights from Pontiac (PTK) to Key West (EYW)
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Flights from Grand Island (GRI) to Key West (EYW)
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Flights from Duluth (DLH) to Key West (EYW)
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Bay Point Vacations
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Whispering Pines Vacations
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Pine Channel Estates Vacations
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Tropical Bay Estates Vacations
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Cutthroat Harbor Estates Vacations
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Sands Vacations
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Midsize Car Rentals in Summerland Key
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Find Historic Hotels in Lower Keys, FL

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Lower Keys historic hotels

1. Pegasus International Hotel

2. Amsterdam's Curry Mansion Inn

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

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

5. Poolside Studio Villa Steps from Duval!

6. Poolside Paradise - Heated Pool & Steps to Duval St

7. KAMP - Rooftop Penthouse Overlooking Duval

Explore a world of travel with Expedia