Sugarloaf Key Cottages

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

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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

Punta Brisa

Anthony

includes taxes & fees

4 Dec - 5 Dec

A balcony with white chairs and a table, overlooking a canal with houses and palm trees.

2. Canal Front home with easy Ocean access

Cudjoe Key

Rafael G.

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

Cudjoe Key

Joseph L.

A cozy outdoor patio area with a wooden deck, a white table, and a cushioned seating area.

4. OSPREY STUDIO @ The Colony-Sleeps up to 4

Old Town Key West

Juan B.

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!

Old Town Key West

Jonnye W.

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Top Sugarloaf Key Hotel Reviews

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent

"Friendly staff, great adult pool and service. Allergy friendly food options, great location."

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

8/10 Good

"The well known roosters are great and to be respected, however, they WILL wake you up at 4am, despite the (poor) quality earplugs provided by the hotel. The hotel in itself is basic and the room could do with some modernising and a spruce up, however it was very clean. The shower and the taps had the worst water pressure I’ve experienced in an hotel, the lift on the 2nd floor was broken. There’s really not many alternatives as the layout is somewhat chaotic, so trying to find another lift was not easy. When I reported this nobody was really bothered, more of shoulder being shrugged whilst we lugged 80kg down the steps. However, it’s a practical hotel with, my opinion a very high priced resort tax. The only benefit to this is the free shuttle to the touristy parts in the Keys. Breakfast was basic but ok, I am shocked at the sheer ‘disposable’ approach to the rubbish at such a large hotel chain. There’s nowhere in the breakfast hall to recycle all of their recyclable breakfast items & utensils. Plastic cups, plates, cutlery and cartons are all destined for landfill which I can’t comprehend in all honesty. Pool was nice and the staff at the bar were so welcoming and friendly, as were all of the staff. I’d stay here again but I think the price is overall quite high for what you get in return."

Find out more about Sugarloaf Key