A multi-directional signpost with various destination names and distances.

Find Historic Hotels in Lower Keys, FL

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Lower Keys Historic Hotels

Next weekend
In two weeks

Our top choices for Lower Keys historic hotels

Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West
Cudjoe Key
9.4 out of 10, Exceptional, (172 reviews)
"Great place "
United States
David
The price is AED 826
AED 1,516 total
includes taxes & fees
7 Jul - 8 Jul
Cottage with 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, (161 reviews)
"This was our second stay here and just as we remembered. It was clean and we had everything we needed. Would recommend it for visiting Key West as its only a 30 minute drive in."
United States
John S.
The price is AED 992
AED 2,177 total
includes taxes & fees
15 Jul - 16 Jul
Cudjoe Cottages, swimming pool, just 20 miles from Key West

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, (122 reviews)
"Very communicative, property was as pictured and bikes were perfect for getting around. We didn’t need a car but had no trouble parking right next to the front door. Sandy’s had the best coffee and food was delicious! Will definitely come again!"
United States
Emily F.
The price is AED 566
AED 1,276 total
includes taxes & fees
6 Jul - 7 Jul
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

Summer JULY Special@129 Sun. thru Wed. ngts.lodging Only 129. + extras.

Summer JULY Special@129 Sun. thru Wed. ngts.lodging Only 129. + extras.
Old Town Key West
9.0 out of 10, Wonderful, (196 reviews)
"Fantastic location! Close enough to walk to all the things, but very quiet and relaxing to hang out. Loved the back deck. Owner was very responsive and helpful. Neighbors were nice as well."
United States
Jeanine
The price is AED 511
AED 1,202 total
includes taxes & fees
1 Aug - 2 Aug
Summer JULY Special@129 Sun. thru Wed. ngts.lodging Only 129. + extras.

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

BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL
Key West Historic District
10.0 out of 10, Exceptional, (126 reviews)
"Great little house for a family "
United States
Edward M.
BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL

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, (161 reviews)
"Great vacation. "
United States
Jeffrey M.
The price is AED 356
AED 961 total
includes taxes & fees
6 Jul - 7 Jul
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

STEPS TO DUVAL! OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST

STEPS TO DUVAL! OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST
Old Town Key West
9.8 out of 10, Exceptional, (44 reviews)
"Great place and location. Walking distance to many shops and restaurants. Our flight arrived a few hours before check in, but the place was ready and we were able to get in right away. Would stay here again! "
United States
Heather W.
STEPS TO DUVAL! OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST

Heated Pool, Steps to Duval St - Poolside Paradise

Heated Pool, Steps to Duval St - Poolside Paradise
Old Town Key West
8.8 out of 10, Excellent, (24 reviews)
"Great location"
United States
Peter S.
The price is AED 1,855
AED 4,092 total
includes taxes & fees
6 Jul - 7 Jul
Heated Pool, Steps to Duval St - Poolside Paradise

Two Bedroom Two Bath Balcony Villa Steps from Duval!

Two Bedroom Two Bath Balcony Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (46 reviews)
"Location was great. Facility and rooms were clean. Great amenities - we will book again"
United States
William P.
The price is AED 1,576
AED 1,960 total
includes taxes & fees
6 Jul - 7 Jul
Two Bedroom Two Bath Balcony Villa Steps from Duval!

Two Bedroom Two Bath Poolside Villa Steps from Duval!

Two Bedroom Two Bath Poolside Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (60 reviews)
"The property was more than expected. The hosts were wonderful people, and they thought of everything to make it an enjoyable stay."
United States
Glenn E.
The price is AED 1,649
AED 2,090 total
includes taxes & fees
12 Jul - 13 Jul
Two Bedroom Two Bath Poolside Villa Steps from Duval!
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

Explore a world of travel with Expedia