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Our top choices for Sugarloaf Key romantic hotels

One of the very few beach houses with a daily, rental license in the Keys.

One of the very few beach houses with a daily, rental license in the Keys.
Summerland Key
8.8 out of 10, Excellent, (67 reviews)
"If you are looking to see spectacular sunrises in the Keys, this location is great. Kitchen is well stocked with everything you need. "
United States
Paula D.
The price is ¥95,475
¥226,873 total
includes taxes & fees
Apr 6 - Apr 7
One of the very few beach houses with a daily, rental license in the Keys.

SAVE BIG $$$ APRIL! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ APRIL! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.4 out of 10, Exceptional, (106 reviews)
"Janet and Jerry were excellent hosts and the property was perfect for our trip "
United States
Shayne H.
The price is ¥31,719
¥79,576 total
includes taxes & fees
Apr 13 - Apr 14
SAVE BIG $$$ APRIL! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

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, (155 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. "
United States
Peggy H.
The price is ¥55,787
¥111,215 total
includes taxes & fees
Apr 6 - Apr 7
Cudjoe Cottages, swimming pool, just 20 miles from Key West

Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!

Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!
Stock Island
9.4 out of 10, Exceptional, (42 reviews)
"Really neat lodging experience at reasonable price.Owner was extremely responsive & accommodating."
United States
Stephen C.
The price is ¥35,863
¥60,489 total
includes taxes & fees
Mar 29 - Mar 30
Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!

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, (153 reviews)
"Overall a very good stay. Innkeepers were friendly and the main area of the home was clean "
United States
Brittany P.
The price is ¥32,914
¥63,589 total
includes taxes & fees
Mar 29 - Mar 30
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.

Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.
Key West
9.4 out of 10, Exceptional, (108 reviews)
"Balcony overlooking airport so not great view. Apartment could use some upgrades "
United States
Charlotte J.
The price is ¥71,726
¥105,617 total
includes taxes & fees
Apr 6 - Apr 7
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.

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, (119 reviews)
"Brilliant location… very generous to leave bikes and chairs which was used every day. Well decorated and equipped room and comfy bed . Shower is hot and has great water pressure . Check in and out is easy . Thank you "
United Kingdom
Simon
The price is ¥40,501
¥75,371 total
includes taxes & fees
Apr 19 - Apr 20
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

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

'LA DOLCE VITA' OLD TOWN! STEPS TO DUVAL! SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!
Old Town Key West
9.8 out of 10, Exceptional, (41 reviews)
"It was a nice location, everything was as expected, I’m very pleased with the accommodations. "
United States
Bill L.
The price is ¥42,529
¥89,085 total
includes taxes & fees
Apr 11 - Apr 12
'LA DOLCE VITA' OLD TOWN! STEPS TO DUVAL! SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!

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

CLARO ~ Adults Only, Pool View King Room in Azul Mansion!
Old Town Key West
9.8 out of 10, Exceptional, (152 reviews)
"Great location beautuful house!"
United States
Suzanne U.
The price is ¥30,013
¥60,165 total
includes taxes & fees
Mar 31 - Apr 1
CLARO ~ Adults Only, Pool View King Room in Azul Mansion!

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, (153 reviews)
"My husband and I stayed in the Cortez for three nights, and it was super clean and cozy. There wasn’t a lot of extra space, but it was perfect for sleeping and relaxing since we spent most of our time sightseeing. The common home was adorable. We didn’t end up using it, but it would be great for a larger group. We’re giving the pool four stars—it was heated, which was nice, but it didn’t get much sun for lounging. All in all, it was a great stay!"
United States
Christopher
The price is ¥32,914
¥63,748 total
includes taxes & fees
Mar 27 - Mar 28
CORTEZ ~ Adults Only, King Room w/Pool View 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 Sugarloaf Key Hotel Reviews

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