Find Romantic Hotels in Sugarloaf Key, FL

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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, (68 reviews)
"Such a beautiful home, the view is to die for. It could definitely use some upgrades like the washer and dryer, but can’t beat the location and the fact that its beachfront. "
United States
LIZ
The price is ¥78,183
¥203,195 total
includes taxes & fees
May 17 - May 18
One of the very few beach houses with a daily, rental license in the Keys.

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

SAVE BIG $$$ MAY!! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.4 out of 10, Exceptional, (108 reviews)
"Had everything we needed. "
United States
Moriah W.
The price is ¥31,179
¥77,909 total
includes taxes & fees
May 18 - May 19
SAVE BIG $$$ MAY!! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Cudjoe Key
8.8 out of 10, Excellent, (167 reviews)
"Great location with a great staff. The Bug House is very spacious and clean. I would recommend it as a great place to stay and relax with family. "
United States
Phillip
The price is ¥54,838
¥109,323 total
includes taxes & fees
Jun 9 - Jun 10
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

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
9.8 out of 10, Exceptional, (184 reviews)
"Great location. "
United States
Jeffrey F.
The price is ¥16,342
¥42,456 total
includes taxes & fees
May 13 - May 14
CORONA ~ Adults Only, King Room with Community Pool at 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
9.2 out of 10, Wonderful, (112 reviews)
"Clean, quiet place very safe. "
United States
Suzanne L.
The price is ¥43,087
¥69,527 total
includes taxes & fees
May 19 - May 20
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.

May Special 9-13 & 17 -19 & 29-1st 30$ off a ngt @169 lod + extras

May Special 9-13 & 17 -19 & 29-1st 30$ off a ngt @169 lod + extras
Old Town Key West
9.6 out of 10, Exceptional, (249 reviews)
"The condo/room was very clean and put together, the location is a nice neighborhood."
United States
Bonnie R.
The price is ¥23,831
¥55,112 total
includes taxes & fees
May 18 - May 19
May Special 9-13 & 17 -19 & 29-1st 30$ off a ngt @169 lod + extras

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)
"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 ¥38,684
¥72,035 total
includes taxes & fees
May 17 - May 18
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

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

STEPS TO DUVAL! OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!
Old Town Key West
9.8 out of 10, Exceptional, (43 reviews)
"Great location, one block from Duval Street but still quiet, clean and comfortable. "
United States
Jackie H.
STEPS TO DUVAL! OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!

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, (156 reviews)
"Great location and accommodations. "
United States
Brenda W.
The price is ¥20,682
¥47,965 total
includes taxes & fees
May 25 - May 26
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

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, (145 reviews)
"All was great. Very convenient location and Key West vibe. "
United States
laurie y.
The price is ¥20,165
¥47,227 total
includes taxes & fees
Jun 1 - Jun 2
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.

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