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Find Historic Hotels in Lower Keys, FL
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Our top choices for Lower Keys historic hotels
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, (157 reviews)
"Great place with beautiful views, house could use some TLC so the trade out is location and outdoor space with nice yard and very peaceful. "
Peggy H.
The price is AED 1,074
AED 2,292 total
includes taxes & fees
2 Jun - 3 Jun
SOMBRERO BEACH LARGE 4/3 HOME w/ HEATED POOL, 40 ft BOAT DOCK, BEACH NEARBY
SOMBRERO BEACH LARGE 4/3 HOME w/ HEATED POOL, 40 ft BOAT DOCK, BEACH NEARBYMarathon
9.8 out of 10, Exceptional, (63 reviews)
"This was our second time staying in this house lots of room great location."
Anonymous traveler
The price is AED 1,095
AED 3,794 total
includes taxes & fees
30 May - 31 May
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, (120 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!"
Emily F.
The price is AED 731
AED 1,465 total
includes taxes & fees
8 Jun - 9 Jun
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, (123 reviews)
"Good location, very clean and comfortable stay in Key West. We enjoyed the heated pool and the parking spot! Key west was very busy this week but we enjoyed being able to relax here."
Marc E.
CORONA ~ Adults Only, King Room with Community Pool at Azul Mansion!
CORONA ~ Adults Only, King Room with Community Pool at Azul Mansion!Old Town Key West
9.6 out of 10, Exceptional, (185 reviews)
"Great location. "
Jeffrey F.
The price is AED 352
AED 957 total
includes taxes & fees
20 May - 21 May
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!Old Town Key West
9.6 out of 10, Exceptional, (157 reviews)
"Great location and accommodations. "
Brenda W.
The price is AED 591
AED 1,244 total
includes taxes & fees
18 Jun - 19 Jun
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, (147 reviews)
"The bed was fantastic. Perfect for a couple of days in Key West. "
Amanda R.
The price is AED 350
AED 950 total
includes taxes & fees
20 May - 21 May
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, (156 reviews)
"Such a great place and vibe!!! Very easy host to work with. Super responsive, kind and helpful. The place was clean, quiet and a great location. We would recommend!!"
Jennifer C.
The price is AED 350
AED 950 total
includes taxes & fees
20 May - 21 May
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
- Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
- Charming 3-bedroom house in Big Pine Key near Beach and Key West
- Waterfront 2BR Home w/ Dock + Golf Cart, Open Water Views in Venture Out
- Cottage with Pool and Boat Dockage just minutes to Key West!
- Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!
- Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
- Cottage with swimming pool and dockage, just minutes to Key West!
- Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.
- Private Oceanfront Cottage with dockage, pool just minutes to Key West!
- Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
- Relax by Florida Keys Beaches, just a 7-min drive away
- Canal front, dockage, 2 bedroom, 2 bath
- Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
- 🌴 TROPICAL RETREAT 🌴 RV in the Keys
- Charming cottages, dockage, pool, just minutes to Key West
- Tranquility Bayview House-Ocean Front with pool, boat basin and boat ramp
- SEA SHELL COTTAGE, Sleeps 2 - ESCAPE THE COLD; OUR POOL IS HEATED!
- Quaint cottage, pool, dockage just minutes to Key West!
- One of the very few beach houses with a daily, rental license in the Keys.