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

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Check availability on Sugarloaf Key Romantic Hotels

This weekend
Jul 3 - Jul 5
Next weekend
Jul 10 - Jul 12

Our top choices for Sugarloaf Key romantic hotels

TV

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 ￥15,626
￥42,194 total
includes taxes & fees
Jul 5 - Jul 6
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Community Pool!
Exterior

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 ￥50,797
￥105,364 total
includes taxes & fees
Jul 5 - Jul 6
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Property grounds

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, (160 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 ￥43,540
￥95,587 total
includes taxes & fees
Jul 15 - Jul 16
Cudjoe Cottages, swimming pool, just 20 miles from Key West
Exterior

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

SAVE BIG $$ JUNE/JULY. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.4 out of 10, Exceptional, (109 reviews)
"Enjoyed our stay at Venture Out. Loved having the water view. We used the pool, bikes and kayaks. Owners were very responsive. House was clean. Would definitely stay again."
United States
Lindsey S.
The price is ￥40,154
￥89,903 total
includes taxes & fees
Jul 14 - Jul 15
SAVE BIG $$ JUNE/JULY. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Beach

Summer special@ 129 Sun thru Wed.ngts lodging only 129 + extras

Summer special@ 129 Sun thru Wed.ngts lodging only 129 + extras
Old Town Key West
9.6 out of 10, Exceptional, (252 reviews)
"Loved our stay here!"
United States
Kristin E.
Summer special@ 129 Sun thru Wed.ngts lodging only 129 + extras
Exterior detail

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)
"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!"
United States
Emily F.
The price is ￥24,868
￥56,035 total
includes taxes & fees
Jul 6 - Jul 7
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
Terrace/patio

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, (159 reviews)
"Great location and accommodations. "
United States
Brenda W.
The price is ￥15,763
￥42,347 total
includes taxes & fees
Jul 8 - Jul 9
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
TV

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 ￥15,763
￥42,347 total
includes taxes & fees
Jul 5 - Jul 6
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
Terrace/patio

CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!

CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!
Old Town Key West
9.8 out of 10, Exceptional, (151 reviews)
"Loved how easy check-in/check out was and its location was perfect!"
United States
Chris S.
The price is ￥16,037
￥42,655 total
includes taxes & fees
Jul 6 - Jul 7
CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!
Terrace/patio

FLOR DE CANA ~ Adults Only, Queen Room w/Pool View at Azul Mansion!

FLOR DE CANA ~ Adults Only, Queen Room w/Pool View at Azul Mansion!
Old Town Key West
9.6 out of 10, Exceptional, (168 reviews)
"Small bijou residence in a perfect location for exploring Key West. The rooms are individual, small but stunning. Nothing has been missed off - great coffee & machine and all the little things the big hotels miss. Book it, you won’t be disappointed !!"
United Kingdom
Andrew
The price is ￥16,037
￥42,655 total
includes taxes & fees
Jul 5 - Jul 6
FLOR DE CANA ~ Adults Only, Queen 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.
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Top Sugarloaf Key Hotel Reviews

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

10/10 Excellent
"We loved the room Decor and the screened in porch with the bathroom being my favorite. The views are excellent. We thoroughly enjoyed the pool and the seating area near the beach. I recommend asking for a 3rd floor room as there was a little noise from upstairs."
Jerri 5-night trip
Posted less than an hour ago
Hyatt Vacation Club at Beach House, Key West

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