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Find Historic Hotels in Lower Keys, FL

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Top Lower Keys Historic Hotels

Cottage with Pool and Dockage, just minutes to Key West

Cudjoe Key
9.2 out of 10, Wonderful, (161)
"Great property,Great location. Will definitely stay there again."
United States
Roy F.
The price is SAR 563
SAR 1,187 total
includes taxes & fees
6 Dec - 7 Dec
Cottage with Pool and Dockage, just minutes to Key West

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

Cutthroat Harbor Estates
8.4 out of 10, Very Good, (118)
"Great experience "
United States
Peyton S.
The price is SAR 845
SAR 2,024 total
includes taxes & fees
4 Dec - 5 Dec
Just 20 miles from Key West! Oceanfront, dockage, swimming pool

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

Stock Island
10.0 out of 10, Exceptional, (37)
"Checkin couldn't be easier. The place looks new and the furniture is comfortable. It had everything we needed. Located on stock island, it's a short drive to key west. There are plenty of good restaurants close by and cvs is a mile away."
United States
Timothy K.
The price is SAR 1,112
SAR 2,569 total
includes taxes & fees
5 Dec - 6 Dec
Gorgeous Ocean View in Paradise - Three Bedroom Condo - Minutes from Key West!

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

Stock Island
9.8 out of 10, Exceptional, (115)
"Great location, close to everything family had a great time."
United States
rafael m.
The price is SAR 2,252
SAR 3,806 total
includes taxes & fees
3 Jan - 4 January 2026
Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED

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)
"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 SAR 600
SAR 1,287 total
includes taxes & fees
7 Dec - 8 Dec
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL

Key West Historic District
10.0 out of 10, Exceptional, (114)
"Everything was as advertised! Pool was great to come back to after spending days roaming the streets of Key West. Facilities (kitchen, bathrooms, bedrooms) were all clean and comfortable. Would 100% recommend to anyone wishing to stay."
Canada
Brian M.
The price is SAR 3,754
SAR 7,350 total
includes taxes & fees
2 Jan - 3 January 2026
BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL

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

Old Town Key West
9.6 out of 10, Exceptional, (143)
"Great property. Lots of thoughtful amenities. Management friendly and responsive. "
United States
Diane V.
The price is SAR 368
SAR 987 total
includes taxes & fees
4 Dec - 5 Dec
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

FLOR DE CANA ~ Adults Only, Queen Room w/Pool View at Azul Mansion!

Old Town Key West
9.8 out of 10, Exceptional, (145)
"Great property, great location.. close to everything but quiet at night!! "
United States
brian s.
The price is SAR 360
SAR 952 total
includes taxes & fees
7 Dec - 8 Dec
FLOR DE CANA ~ Adults Only, Queen Room w/Pool View at Azul Mansion!

CLARO ~ Adults Only, Pool View King Room in Azul Mansion!

Old Town Key West
9.8 out of 10, Exceptional, (144)
"Great place to stay good location!"
United States
Jill S.
The price is SAR 360
SAR 978 total
includes taxes & fees
16 Dec - 17 Dec
CLARO ~ Adults Only, Pool View King Room in Azul Mansion!

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

Old Town Key West
9.4 out of 10, Exceptional, (136)
"Easy check in, room was great pool very nice. You can walk any where. Quick uber trip from airport. "
United States
Tony M.
The price is SAR 364
SAR 960 total
includes taxes & fees
7 Dec - 8 Dec
FONTANA ~ Adults Only, Poolside King Room at Azul Mansion!
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 Lower Keys Hotel Reviews

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