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

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Sugarloaf Key cottages

A floating houseboat with a covered deck and seating area, docked at a marina.

1. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (380 reviews)
"Great view , clean room and excellent staff ( Mr. shaggy )"
United States
Jordan
The price is AED 257
AED 805 total
includes taxes & fees
4 Dec - 5 Dec
Old Wooden Bridge Resort and Marina
A balcony with white chairs and a table, overlooking a canal with houses and palm trees.

2. Canal Front home with easy Ocean access

Canal Front home with easy Ocean access
Cudjoe Key
8.8 out of 10, Excellent, (191 reviews)
"Porsche Berry Duty"
United States
Rafael G.
The price is AED 606
AED 1,324 total
includes taxes & fees
26 Nov - 27 Nov
Canal Front home with easy Ocean access
A covered outdoor deck with a sofa and table, overlooking a marina with boats and palm trees.

3. Canal front, dockage, 2 bedroom, 2 bath

Canal front, dockage, 2 bedroom, 2 bath
Cudjoe Key
8.8 out of 10, Excellent, (110 reviews)
"Exactly as shown in the pictures and as described. Appreciated the extra location for the boat trailer."
United States
Laurie C.
The price is AED 1,047
AED 1,934 total
includes taxes & fees
14 Nov - 15 Nov
Canal front, dockage, 2 bedroom, 2 bath
A small, single-story building with a white exterior and a metal roof, surrounded by lush greenery and a paved patio area.

4. Find your zen at HIDDEN TREASURE

Find your zen at HIDDEN TREASURE
Old Town Key West
9.2 out of 10, Wonderful, (23 reviews)
"Great location, clean and well equipped."
United States
Richard M.
Find your zen at HIDDEN TREASURE
A two-story building with balconies, surrounded by lush greenery and palm trees.

5. The Dancing Rooster: Newly Renovated Key West Retreat, One Block to Duval!

The Dancing Rooster: Newly Renovated Key West Retreat, One Block to Duval!
Old Town Key West
9.8 out of 10, Exceptional, (155 reviews)
"Perfect for what we needed. Close to Duval and all the action."
United States
Jonnye W.
The price is AED 1,928
AED 3,091 total
includes taxes & fees
12 Nov - 13 Nov
The Dancing Rooster: Newly Renovated Key West Retreat, One Block to Duval!
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

Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"Excellent everything was fantastic staff and pool"
Colin 4-night trip
Posted 1 hour ago
Havana Cabana at Key West

Frequently asked questions

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