Historic Hotels & Resorts in Florida Keys from AU$505

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Check availability on Florida Keys Historic Hotels

Our top choices for Florida Keys historic hotels

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Old Town Key West
8.2 out of 10, Very good, (1,003 reviews)
"Great location 👌 "
United States
Matt
Pegasus International Hotel

NYAH Key West - Adults Only

NYAH Key West - Adults Only
3.0 star property
Key West Historic District
8.0 out of 10, Very good, (1,011 reviews)
"Great stay"
United States
Venkata Durga Phanindra Reddy
NYAH Key West - Adults Only

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 AU$560
includes taxes & fees
25 Jan - 26 Jan
Charming cottages, dockage, pool, just minutes to Key West

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, (347 reviews)
"Fantastic spot, close to everything, but just far enough away. "
United States
Ruth
The price is AU$567
includes taxes & fees
2 Feb - 3 Feb
The Saint Hotel Key West, Autograph Collection, Adult Only

FONTANA ~ Adults Only, Poolside King Room at Azul Mansion!

FONTANA ~ Adults Only, Poolside King Room at Azul Mansion!
Old Town Key West
9.4 out of 10, Exceptional, (137 reviews)
"Awesome Relaxing atmosphere Very clean "
United States
Carl W.
The price is AU$505
includes taxes & fees
27 Jan - 28 Jan
FONTANA ~ Adults Only, Poolside King Room at Azul Mansion!

L'Habitation Guest House

L'Habitation Guest House
2.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (932 reviews)
"Great location "
United States
Scott
The price is AU$522
includes taxes & fees
22 Jan - 23 Jan
L'Habitation Guest House

Low Rates.& spec. early & late book spec. & 10% wk stays & close all& beach!

Low Rates.& spec. early & late book spec. & 10% wk stays & close all& beach!
Old Town Key West
9.0 out of 10, Wonderful, (184 reviews)
"We had such a delightful time staying here! While the space is small, it was absolutely perfect for two people. Everything was clean, comfortable, and conveniently located. We really enjoyed our time in Key West and would definitely stay here again! "
United States
ALISHA
The price is AU$691
includes taxes & fees
24 Jan - 25 Jan
Low Rates.& spec. early & late book spec. & 10% wk stays & close all& beach!

CORNISH SUITE @ Inn on Fleming ADULTS ONLY 3rd Floor 2 BR /Shared Heated Pool

CORNISH SUITE @ Inn on Fleming ADULTS ONLY 3rd Floor 2 BR /Shared Heated Pool
Old Town Key West
9.2 out of 10, Wonderful, (18 reviews)
"Super charming and very clean and quiet Inn. We loved the fact that we could walk to everything downtown and could leave our car on an adjacent street. This was a very memorable visit and my young adult sons loved the location as much as I did."
United States
Ulrike F.
The price is AU$1,022
includes taxes & fees
31 Jan - 1 Feb
CORNISH SUITE @ Inn on Fleming ADULTS ONLY 3rd Floor 2 BR /Shared Heated Pool

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, (117 reviews)
"The property was exactly as expected. Host was excellent. Great location and the bikes were great for getting around town. White Street Pizza down the street was amazing too!"
United States
Joanna B.
The price is AU$647
includes taxes & fees
25 Jan - 26 Jan
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED

Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED
Stock Island
9.8 out of 10, Exceptional, (117 reviews)
"Great location, close to everything family had a great time."
United States
rafael m.
The price is AU$936
includes taxes & fees
26 Jan - 27 Jan
Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED
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 Florida Keys Hotel Reviews