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

Find Historic Hotels in Sugarloaf Key, FL

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Check availability on Sugarloaf Key Historic Hotels

Tonight
Aug 15 - Aug 16
Tomorrow
Aug 16 - Aug 17
Next weekend
Aug 21 - Aug 23
In two weeks
Aug 28 - Aug 30

Our top choices for Sugarloaf Key historic hotels

1. Pegasus International Hotel

Pegasus International Hotel
Old Town Key West
United States
Vincent
NT$2,859
NT$4,838 total
includes taxes & fees
Aug 20 - Aug 21
Pegasus International Hotel

2. Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
Key West Historic District
United States
Melissa
NT$6,375
NT$7,172 total
includes taxes & fees
Aug 25 - Aug 26
Amsterdam's Curry Mansion Inn
View all properties

Top Sugarloaf Key Hotel Reviews

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

10/10 Excellent
"Beautiful property."
Jeff 1-night trip
Posted 5 hours ago
Hyatt Centric Key West Resort and Spa
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Pool area was great along with the bar. Free shuttle to Duval St was very handy"
Stephen 4-night trip
Posted 5 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Don’t read the bad reviews imo it’s just people who are not happy the property is exactly what it is. It could use a some touch ups but besides that it was excellent the shuttle drivers besides one guy were all very helpful the desk was helpful pool was beautiful room was huge with amazing view into the gulf I will be staying here again"
Jeffrey 7-night trip
Posted 8 hours ago
Beachside Resort & Residences
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Beautiful beach, helpful staff"
Cynthia 2-night trip
Posted 8 hours ago
Pier House Resort & Spa
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"This is our second trip to the Keys this year, and first time at this property. We found our home away from home and will stay here again next time! Everything is quality!"
Annie 3-night trip
Posted 8 hours ago
Hyatt Vacation Club at Windward Pointe, Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

8/10 Good
"Older resort but still nice, clean. The sargassum was in full force and the smell was very unpleasant but not the resorts fault. Amenities provided were nice. Pool area bars close way to early, adult only pool doesn’t have drinks available without walking. To neighboring pool. Close to sightseeing areas, shopping and dining options."
Heath 4-night trip
Posted 9 hours ago
Southernmost Beach Resort and Guesthouses
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"Love the Music at the adult pool, it didn't stink that much from the seaweed. No smell by the pool. Love the firepits by the beach and food"
maria 1-night trip
Posted 11 hours ago
Casa Marina Key West, Curio Collection by Hilton
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"We love the ambiance and quiet adults only pool. The shuttle to and from downtown and the beach is also wonderful. The staff are friendly and accommodating."
Cara 4-night trip
Posted 12 hours ago
Parrot Key Hotel & Villas
Southwinds Motel

Southwinds Motel

8/10 Good
"Love this property. Second time staying here. Quaint, nothing fancy but wonderful staff and great location."
Tracy 4-night trip
Posted 13 hours ago
Southwinds Motel

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