A waterfront with a pier, calm water, and houses with palm trees in the background.

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Our top choices for Sugarloaf Key romantic hotels

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, (173 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 ¥50,822
¥105,416 total
includes taxes & fees
Jul 5 - Jul 6
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

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, (72 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 ¥80,509
¥208,432 total
includes taxes & fees
Aug 3 - Aug 4
One of the very few beach houses with a daily, rental license in the Keys.

SAVE BIG $$ JUNE/JULY. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$ JUNE/JULY. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.4 out of 10, Exceptional, (109 reviews)
"Enjoyed our stay at Venture Out. Loved having the water view. We used the pool, bikes and kayaks. Owners were very responsive. House was clean. Would definitely stay again."
United States
Lindsey S.
The price is ¥40,174
¥90,270 total
includes taxes & fees
Jul 15 - Jul 16
SAVE BIG $$ JUNE/JULY. 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, (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 ¥43,562
¥95,634 total
includes taxes & fees
Jul 15 - Jul 16
Cudjoe Cottages, swimming pool, just 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
9.6 out of 10, Exceptional, (189 reviews)
"We had a wonderful stay in this beautiful house!"
United States
Brenda H.
The price is ¥15,908
¥42,523 total
includes taxes & fees
Jul 8 - Jul 9
CORONA ~ Adults Only, King Room with Community Pool at Azul Mansion!

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

OLD TOWN, STEPS TO DUVAL! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST
Old Town Key West
9.6 out of 10, Exceptional, (156 reviews)
"Everything was great proximity to music and food venues accommodations were superb fresh clean not worn not dated easy street parking supplies in room more than enoughHost accessible, and responsive for any communication"
United States
Robert H.
The price is ¥14,242
¥57,044 total
includes taxes & fees
Jul 26 - Jul 27
OLD TOWN, STEPS TO DUVAL! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST

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 ¥15,634
¥42,215 total
includes taxes & fees
Jul 6 - Jul 7
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

AMBROSIA ~ Adults Only, Poolside King Room in Azul Mansion!

AMBROSIA ~ Adults Only, Poolside King Room in Azul Mansion!
Old Town Key West
9.4 out of 10, Exceptional, (136 reviews)
"Nice pool"
United States
Robert
The price is ¥15,908
¥42,523 total
includes taxes & fees
Jul 5 - Jul 6
AMBROSIA ~ Adults Only, Poolside King Room in 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, (114 reviews)
"Comfortable and clean condo. Pool and hot tub very conveniently located next to building. Little grocery store within walking distance from the condo. Great location!"
United States
KATHI F.
The price is ¥44,347
¥70,108 total
includes taxes & fees
Jul 6 - Jul 7
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Community Pool!

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Community Pool!
Old Town Key West
9.6 out of 10, Exceptional, (167 reviews)
"Great place and perfect location!! "
United States
JUANITA R.
The price is ¥19,448
¥46,977 total
includes taxes & fees
Jul 17 - Jul 18
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Community Pool!
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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