A sailboat on calm water during sunset.

Find Historic Hotels in Dredgers Key, FL from CA $206

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Check availability on Dredgers Key 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 Dredgers Key historic hotels

A balcony with a view of a street, a bench, and a potted plant.
A reception desk with clocks, a Pegasus International Hotel sign, and a computer monitor.
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.

1. Pegasus International Hotel

Pegasus International Hotel
Old Town Key West
United States
Karla
CA $168
CA $261 total
includes taxes & fees
Oct 4 - Oct 5
Pegasus International Hotel
A wooden boardwalk leading to a beach with palm trees and a clear sky.
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.
A grand room with a large wooden door, a fireplace with a mantelpiece, and a chandelier.

2. Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
Key West Historic District
United States
Tiffany N
CA $184
CA $206 total
includes taxes & fees
Oct 5 - Oct 6
Amsterdam's Curry Mansion Inn
A covered outdoor area with a table and chairs, surrounded by white railings and palm trees.
A beach with palm trees and a clear sky.
A large window with multiple panes overlooking a swimming pool and lush greenery.
A spacious room with a ceiling fan, large windows, a sofa, two wicker chairs, and a small table with decorative items.

3. 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.
CA $164
CA $401 total
includes taxes & fees
Oct 4 - Oct 5
CORONA ~ Adults Only, 2nd Floor King Room w/ Community Pool at Azul Mansion!
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 beach with palm trees and a clear sky.
A covered outdoor deck with wicker furniture and a white railing.

4. 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.
CA $149
CA $384 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 wooden staircase with a view of greenery outside.
A covered outdoor deck with wicker furniture and a white railing.
A beach with palm trees and a clear sky.

5. 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.
CA $155
CA $393 total
includes taxes & fees
Oct 6 - Oct 7
HAVANA VIEJA ~ Adults Only, First Floor Queen Room w/ Community Pool!
A swimming pool with lounge chairs and a thatched roof structure, surrounded by lush greenery and a brick patio.
A pathway through a lush garden with various plants and trees.
A living room with a sofa, armchair, coffee table, and a cabinet with decorative items.
A bar with a signboard listing various destinations.

6. 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
CA $429
CA $905 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 pool area with lounge chairs, a pool with clear blue water, and a covered patio with outdoor seating.
A beach with palm trees and a clear sky.
A wooden staircase with a view of greenery outside.

7. 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.
CA $149
CA $384 total
includes taxes & fees
Oct 4 - Oct 5
FLOR DE CANA ~ Adults-Only 2nd Floor Queen Room w/Pool View at 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 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.
A well-lit bedroom with a large bed, a desk, a chair, and a sofa. There are multiple pillows, a lamp, and a plant on the bedside table.
Two orange armchairs with decorative pillows, a round coffee table with books, and a lamp.

8. Studio Blu - Historic Key West Studio + Bikes

Studio Blu - Historic Key West Studio + Bikes
Old Town Key West
United States
Emily F.
CA $236
CA $515 total
includes taxes & fees
Oct 5 - Oct 6
Studio Blu - Historic Key West Studio + Bikes
A covered outdoor area with wicker furniture and a pool.
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 beach with palm trees and a clear sky.

9. 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
CA $155
CA $390 total
includes taxes & fees
Oct 8 - Oct 9
COHIBA~Adults Only, Poolview (2nd Floor) Queen Room in Historic Azul Mansion!
A covered outdoor deck with wicker furniture and a white railing.
A pool area with lounge chairs, a pool with clear blue water, and a covered patio with outdoor seating.
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.

10. 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.
CA $139
CA $371 total
includes taxes & fees
Oct 4 - Oct 5
CLARO ~ Adults Only, Pool View (2nd Floor) King Room in Azul Mansion!
View all properties

Top Dredgers Key Hotel Reviews

Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Great experience even with the rain. Great place to stay."
Jacqueline 7-night trip
Posted 2 hours ago
Hampton Inn Key West FL
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

10/10 Excellent
"Location is excellent. Very quiet. Pool and bar are quite relaxing and convenient."
Scott 6-night trip
Posted 3 hours ago
Hyatt Centric Key West Resort and Spa
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Great shuttle service"
Eric 1-night trip
Posted 14 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
Southwinds Motel

Southwinds Motel

10/10 Excellent
"Clean room, nice pool, nice staff. Good little Cuban restaurant and grocery store across the street. Loved it."
Ann 4-night trip
Posted 22 hours ago
Southwinds Motel
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

8/10 Good
"Valet parking obligatoire ce qui était pour nous plutôt une nuisance qu’un avantage car nous sortions souvent visiter les alentours! Nous ne pouvions pas apporter de boissons alcoolisé au bord de la piscine il fallait les acheter directement au bar de piscine …"
Alexandre 1-night trip
Posted 1 day ago
Parrot Key Hotel & Villas
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"The property was immaculate, the staff friendly and the location was perfect. We love that the resort allows you access to The Reach, which is basically next door. You are able to use all of their amenities as well and charge them to Your room. We had a beach front room with a balcony. It was beautiful!"
Amber Dawn 4-night trip
Posted 1 day ago
Casa Marina Key West, Curio Collection by Hilton
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

8/10 Good
"Thank you"
Agustin 2-night trip
Posted 4 days ago
Hilton Garden Inn Key West / The Keys Collection

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