Historic Hotels & Resorts in Sugarloaf Key from NZ$253
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14 Aug - 15 AugTomorrow
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21 Aug - 23 AugOur top choices for Sugarloaf Key historic hotels
NZ$253
includes taxes & fees
16 Aug - 17 Aug
NZ$380
includes taxes & fees
15 Sept - 16 Sept
3. 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
Jeffrey M.
NZ$444
includes taxes & fees
14 Sept - 15 Sept
4. Aug.-Sept. Special@119.lodging Only 119. + extras. From.8-17 to 9-30
Aug.-Sept. Special@119.lodging Only 119. + extras. From.8-17 to 9-30Old Town Key West
Jeanine
NZ$506
includes taxes & fees
31 Aug - 1 Sept
5. 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
Emily F.
NZ$487
includes taxes & fees
24 Aug - 25 Aug
6. 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
Diane D.
NZ$446
includes taxes & fees
14 Sept - 15 Sept
7. HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Community Pool!
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Community Pool!Old Town Key West
JUANITA R.
NZ$442
includes taxes & fees
14 Sept - 15 Sept
8. COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!Old Town Key West
Christina
NZ$444
includes taxes & fees
14 Sept - 15 Sept
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Top Sugarloaf Key Hotel Reviews
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"
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"
Pier House Resort & Spa
10/10 Excellent
"Beautiful beach, helpful staff"
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!"
Hyatt Centric Key West Resort and Spa
10/10 Excellent
"We looked at a lot of the local hotels before choosing to go with one of the big chains. The things we saw in the reviews of the local places...street noise, no air conditioning or air that didn't work well, small rooms, places in need of renovation, etc, etc. So the chain was the "safe" choice and honestly it didn't disappoint. It was clean, the air worked, it was a good location, the beds were comfortable, they have a really neat sparkling water machine in the lobby, they have free pina coladas or margaritas, the staff was friendly. The room was quiet. I don't know what else we could have asked for."
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."
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"
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."
Southwinds Motel
8/10 Good
"Love this property. Second time staying here. Quaint, nothing fancy but wonderful staff and great location."
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