Find Historic Hotels in Florida Keys

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Check availability on Florida Keys Historic Hotels

Tonight
6 Feb - 7 Feb
Tomorrow
7 Feb - 8 Feb
This weekend
6 Feb - 8 Feb
Next weekend
13 Feb - 15 Feb

Our top choices for Florida Keys historic hotels

Outdoor dining

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, (165 reviews)
"Everything was there that I needed. Very nice area for my dog."
United States
Terry
The price is AED 661
AED 1,190 total
includes taxes & fees
15 Feb - 16 Feb
Cottage with swimming pool and dockage, just minutes to Key West!
Exterior

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,005 reviews)
"Our room was clean, staff was very friendly and accommodating. The location was perfect…plan to return. "
United States
Carol
The price is AED 1,646
AED 2,106 total
includes taxes & fees
8 Feb - 9 Feb
Hyatt Centric Key West Resort and Spa
TV

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
Old Town Key West
9.6 out of 10, Exceptional, (158 reviews)
"Had a wonderful visit and everything was amazing I would highly recommend this place "
United States
Joel
The price is AED 784
AED 1,502 total
includes taxes & fees
9 Feb - 10 Feb
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
Food and drink

The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1,006 reviews)
"Great Location and Very Friendly Staff! Would come back here again!"
United States
Milos
The Cabana Inn Key West - Adults Only
Beach towels

"LA DOLCE VITA", OLD TOWN! STEPS TO DUVAL! 3 BLOCKS TO SOUTH BEACH! SLEEPS 2-4!

"LA DOLCE VITA", OLD TOWN! STEPS TO DUVAL! 3 BLOCKS TO SOUTH BEACH! SLEEPS 2-4!
Old Town Key West
9.6 out of 10, Exceptional, (147 reviews)
"Great location and perfect for a 1 or 2 night stay. "
United States
Charles G.
"LA DOLCE VITA", OLD TOWN! STEPS TO DUVAL! 3 BLOCKS TO SOUTH BEACH! SLEEPS 2-4!
Terrace/patio

Balcony, Pool, & Near Duval - Curry House Room 7

Balcony, Pool, & Near Duval - Curry House Room 7
Old Town Key West
7.6 out of 10, Good, (18 reviews)
"Neat property. Great location. Attentive owner. "
United States
Richard J.
The price is AED 720
AED 1,589 total
includes taxes & fees
10 Feb - 11 Feb
Balcony, Pool, & Near Duval - Curry House Room 7
Exterior detail

Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
Old Town Key West
10.0 out of 10, Exceptional, (118 reviews)
"Brilliant location… very generous to leave bikes and chairs which was used every day. Well decorated and equipped room and comfy bed . Shower is hot and has great water pressure . Check in and out is easy . Thank you "
United Kingdom
Simon
The price is AED 894
AED 1,693 total
includes taxes & fees
10 Feb - 11 Feb
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
Fridge, microwave, oven, stovetop

Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures

Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures
Tavernier
9.8 out of 10, Exceptional, (213 reviews)
"Absolutely wonderful property in every way!"
United States
Christopher K.
The price is AED 1,286
AED 2,084 total
includes taxes & fees
8 Feb - 9 Feb
Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures
Exterior

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, (350 reviews)
"Fantastic spot, close to everything, but just far enough away. "
United States
Ruth
The price is AED 1,653
AED 1,859 total
includes taxes & fees
4 Mar - 5 Mar
The Saint Hotel Key West, Autograph Collection, Adult Only
Sundeck

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Old Town Key West
8.2 out of 10, Very Good, (1,008 reviews)
"Very clean, great amenities! "
United States
Heather
Pegasus International Hotel
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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Top Florida Keys Hotel Reviews

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