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Find Historic Hotels in Lower Keys, FL
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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 WestCudjoe Key
9.4 out of 10, Exceptional, (172 reviews)
The price is AED 826
AED 1,516 total
includes taxes & fees
7 Jul - 8 Jul

Cudjoe Cottages, swimming pool, just 20 miles from Key West
Cudjoe Cottages, swimming pool, just 20 miles from Key WestCudjoe Key
8.8 out of 10, Excellent, (161 reviews)
The price is AED 992
AED 2,177 total
includes taxes & fees
15 Jul - 16 Jul

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)
The price is AED 566
AED 1,276 total
includes taxes & fees
6 Jul - 7 Jul

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)
The price is AED 511
AED 1,202 total
includes taxes & fees
1 Aug - 2 Aug

BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL
BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOLKey West Historic District
10.0 out of 10, Exceptional, (126 reviews)

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)
The price is AED 356
AED 961 total
includes taxes & fees
6 Jul - 7 Jul

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 SOUTHERNMOSTOld Town Key West
9.8 out of 10, Exceptional, (44 reviews)

Heated Pool, Steps to Duval St - Poolside Paradise
Heated Pool, Steps to Duval St - Poolside ParadiseOld Town Key West
8.8 out of 10, Excellent, (24 reviews)
The price is AED 1,855
AED 4,092 total
includes taxes & fees
6 Jul - 7 Jul
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

Sugar Loaf Lodge
10/10 Excellent
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Lower Keys Hotels by Star Rating
Explore more hotels
- Cottage with Pool and Boat Dockage just minutes to Key West!
- Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
- SEA SHELL COTTAGE, perfect for 2. Summer fun boating, fishing 🎣 and 🦞 Lobster
- Charming cottages, dockage, pool, just minutes to Key West
- Private Oceanfront Cottage with dockage, pool just minutes to Key West!
- JUDY'S PLACE ~ 2 Bedroom, 1 Bathroom Home in Venture Out Community!
- Waterfront Home
- Waterfront 2BR Home w/ Dock + Golf Cart, Open Water Views in Venture Out
- Cottage with swimming pool and dockage, just minutes to Key West!
- Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
- Springs Venture Out Dolphin House #386 with beautiful open water views
- Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!
- Open Water View from porch , golf cart, dock, bikes, kayaks, trailer parking
- A Tropical Luxury Getaway, Your own private resort!!
- Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf Cart
- Caribbean Blue #517 Oceanfront Retreat with Dock, Pool & Stunning Views
- Relax by Florida Keys Beaches, just a 7-min drive away
- 🌴 TROPICAL RETREAT 🌴 RV In The Keys
- Dock, Htd 80' Pool, Deep Channel, 15 Min To Key West
- One of the very few beach houses with a daily, rental license in the Keys.































