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, (385 reviews)
"Very clean for Florida keys room - no complaints easy check in and out"
United States
Anthony
The price is €199
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.
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)
"The place was better than listed. Extremely well taken care. Highly recommend"
United States
Joseph L.
Canal front, dockage, 2 bedroom, 2 bath
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

OSPREY STUDIO @ The Colony-Sleeps up to 4
Old Town Key West
9.4 out of 10, Exceptional, (63 reviews)
"The place is very clean and AC works great. Access to pool was super convenient. Pool is very nice. Landscaping is tropical and tidy."
United States
Juan B.
OSPREY STUDIO @ The Colony-Sleeps up to 4
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 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

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"Friendly staff, great adult pool and service. Allergy friendly food options, great location."
Holly E 3-night trip
Posted 9 hours ago
Casa Marina Key West, Curio Collection by Hilton

Find out more about Sugarloaf Key

Sugarloaf Key Cottages information

Number of reviews
650
Accommodation
92 Cottages
Lowest Price
€199
Highest Price
€199

Frequently asked questions

Why book your cottage in Sugarloaf Key with Expedia?
Expedia has some excellent cottages in Sugarloaf Key, so start planning for a memorable holiday close to nature. If you have a set budget, click on how much you want to spend and the preferred star rating of your property. Or, make your way to the filters to search for cottages with a pool or free WiFi. We'll help you find the perfect place whatever your style of travel or plans.
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What is there to do in Sugarloaf Key near my cottage?
After you've unpacked your things and settled in, set out and explore the wonderful things Sugarloaf Key has to offer. Florida Keys Beaches is a great attraction to add to your must-do list.

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