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Our top choices for Sugarloaf Key historic hotels

Cottage with swimming pool and dockage, just minutes to Key West!

Cottage with swimming pool and dockage, just minutes to Key West!
Cudjoe Key
9.0 out of 10, Wonderful, (164 reviews)
"Everything was there that I needed. Very nice area for my dog."
United States
Terry
The price is AED 735
AED 1,269 total
includes taxes & fees
15 Feb - 16 Feb
Cottage with swimming pool and dockage, just minutes to Key West!

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, (150 reviews)
"Boat access and docking spaces could be improved but overall not terrible. Spent a week here and enjoyed the stay. Quiet decent location. "
United States
bryan c.
The price is AED 1,377
AED 2,677 total
includes taxes & fees
6 Feb - 7 Feb
Cudjoe Cottages, swimming pool, just 20 miles from Key West

Just 20 miles from Key West! Oceanfront, dockage, swimming pool

Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Cutthroat Harbor Estates
8.4 out of 10, Very Good, (121 reviews)
"Great experience "
United States
Peyton S.
The price is AED 1,286
AED 2,552 total
includes taxes & fees
22 Feb - 23 Feb
Just 20 miles from Key West! Oceanfront, dockage, swimming pool

Charming cottages, dockage, pool, just minutes to Key West

Charming cottages, dockage, pool, just minutes to Key West
Cudjoe Key
8.6 out of 10, Excellent, (121 reviews)
"Amazing place for a getaway. Very calm quiet area and close to 2 nice beaches. "
United States
ANJANA
The price is AED 918
AED 1,619 total
includes taxes & fees
15 Feb - 16 Feb
Charming cottages, dockage, pool, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West
Cudjoe Key
9.2 out of 10, Wonderful, (162 reviews)
"Very convenient to Restaurants & nice drive to Key West"
United States
Kim V.
The price is AED 1,010
AED 1,744 total
includes taxes & fees
12 Feb - 13 Feb
Cottage with Pool and Dockage, just minutes to Key West

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Old Town Key West
8.2 out of 10, Very Good, (1,000 reviews)
"Great location 👌 "
United States
Matt
Pegasus International Hotel

Heron House Court - Adult Only

Heron House Court - Adult Only
3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,000 reviews)
"Nice room, comfortable bed, friendly staff"
United States
Ben
The price is AED 1,352
AED 1,669 total
includes taxes & fees
1 Mar - 2 Mar
Heron House Court - Adult Only

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

CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
Old Town Key West
9.6 out of 10, Exceptional, (148 reviews)
"Great property. Lots of thoughtful amenities. Management friendly and responsive. "
United States
Diane V.
The price is AED 697
AED 1,389 total
includes taxes & fees
4 Feb - 5 Feb
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

The Saint Hotel Key West, Autograph Collection, Adult Only

The Saint Hotel Key West, Autograph Collection, Adult Only
3.5 star property
Key West Historic District
9.0 out of 10, Wonderful, (349 reviews)
"Fantastic spot, close to everything, but just far enough away. "
United States
Ruth
The price is AED 1,135
AED 1,277 total
includes taxes & fees
1 Feb - 2 Feb
The Saint Hotel Key West, Autograph Collection, Adult Only

Gorgeous Ocean View in Paradise - Three Bedroom Condo - Minutes from Key West!

Gorgeous Ocean View in Paradise - Three Bedroom Condo - Minutes from Key West!
Stock Island
10.0 out of 10, Exceptional, (37 reviews)
"Awesome! Would stay here again!"
United States
Rebecca W.
The price is AED 2,226
AED 3,956 total
includes taxes & fees
20 Feb - 21 Feb
Gorgeous Ocean View in Paradise - Three Bedroom Condo - Minutes from Key West!
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 Sugarloaf Key Hotel Reviews