Sugarloaf Key Hotel Guide - Historic Hotels in Sugarloaf Key, Summerland Key

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Our top choices for Sugarloaf Key historic hotels

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, (155 reviews)
"Great place with beautiful views, house could use some TLC so the trade out is location and outdoor space with nice yard and very peaceful. "
United States
Peggy H.
The price is €631
includes taxes & fees
9 May - 10 May
Cudjoe Cottages, swimming pool, just 20 miles from Key West

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, (147 reviews)
"The host was awesome, we really enjoyed our stay "
United States
Asgeir S.
The price is €217
includes taxes & fees
28 Apr - 29 Apr
CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!

Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
3.0 star property
Key West Historic District
8.2 out of 10, Very good, (1,005 reviews)
"Very nice place to stay. Noisy at night from Duval street. "
United States
Jayne
The price is €238
includes taxes & fees
11 May - 12 May
Amsterdam's Curry Mansion Inn

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Old Town Key West
8.2 out of 10, Very good, (1,002 reviews)
"Our absolute favorite place to stay when in Key West 10/10 hands down Great location, the friendliest staff, & a nice breakfast selection each morning Look no further "
United States
Amanda Tyie
The price is €212
includes taxes & fees
4 May - 5 May
Pegasus International Hotel

Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!

Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!
Stock Island
9.4 out of 10, Exceptional, (43 reviews)
"Eddie was extremely accommodating and helpful from the day we booked until check-out. We absolutely enjoyed every minute of our stay. "
United States
Nicole N.
The price is €326
includes taxes & fees
30 Apr - 1 May
Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!

The Saint Hotel Key West, Autograph Collection, Adult Only

The Saint Hotel Key West, Autograph Collection, Adult Only
3.5 star property
Key West Historic District
9.0 out of 10, Wonderful, (361 reviews)
"We loved the Saint Hotel and the staff was amazing! Will definitely be back! Perfect location. "
United States
Tunya
The price is €252
includes taxes & fees
10 May - 11 May
The Saint Hotel Key West, Autograph Collection, Adult Only

Feb 3-10 $245 off the rates close beach full kitchen & patio

Feb 3-10 $245 off the rates close beach full kitchen & patio
Old Town Key West
9.6 out of 10, Exceptional, (246 reviews)
"The condo/room was very clean and put together, the location is a nice neighborhood."
United States
Bonnie R.
The price is €319
includes taxes & fees
18 May - 19 May
Feb 3-10 $245 off the rates close beach full kitchen & patio

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 €400
includes taxes & fees
10 May - 11 May
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

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, (155 reviews)
"Such a great place and vibe!!! Very easy host to work with. Super responsive, kind and helpful. The place was clean, quiet and a great location. We would recommend!!"
United States
Jennifer C.
The price is €272
includes taxes & fees
10 May - 11 May
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

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, (181 reviews)
"Great location. "
United States
Jeffrey F.
The price is €214
includes taxes & fees
28 Apr - 29 Apr
CORONA ~ Adults Only, King Room with Community Pool 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.

Top Sugarloaf Key Hotel Reviews

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