Search Sugarloaf Key Cottage Rentals from CA $351

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Sugarloaf Key cottages

Exterior

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (348 reviews)
"Very nice, clean and cozy, with the deers walking around."
United States
Sofia
The price is CA $135
CA $351 total
includes taxes & fees
Jun 28 - Jun 29
Old Wooden Bridge Resort and Marina
Exterior

Cottage with Pool and Boat Dockage just minutes to Key West!

Cottage with Pool and Boat Dockage just minutes to Key West!
Cudjoe Key
8.6 out of 10, Excellent, (166 reviews)
"Quite location, nice amenities and directions for check in/out were clear."
United States
Kasey M.
The price is CA $197
CA $385 total
includes taxes & fees
Jun 22 - Jun 23
Cottage with Pool and Boat Dockage just minutes to Key West!
Outdoor dining

Waterfront Home

Waterfront Home
Cudjoe Key
8.8 out of 10, Excellent, (187 reviews)
"Clean, great view, wonderful porch, comfortable bed"
United States
Karen H.
The price is CA $354
CA $691 total
includes taxes & fees
Jul 2 - Jul 3
Waterfront Home
Property grounds

2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS

2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS
Cudjoe Key
9.8 out of 10, Exceptional, (31 reviews)
"Everything about this home is perfect!"
United States
Shari H.
The price is CA $508
CA $1,002 total
includes taxes & fees
Jun 21 - Jun 22
2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS
Exterior

OCEANIA... water front cottage retreat ~

OCEANIA... water front cottage retreat ~
Cudjoe Key
9.8 out of 10, Exceptional, (6 reviews)
"Super beautiful place and the decor was just on point."
United States
Josefina S.
The price is CA $1,131
CA $1,748 total
includes taxes & fees
Jul 12 - Jul 13
OCEANIA... water front cottage retreat ~
Exterior

NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
Old Town Key West
10.0 out of 10, Exceptional, (29 reviews)
"Great location, freshly renovated "
United States
Jackie M.
The price is CA $453
CA $843 total
includes taxes & fees
Jul 5 - Jul 6
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
Exterior

Find your zen at HIDDEN TREASURE

Find your zen at HIDDEN TREASURE
Old Town Key West
9.2 out of 10, Wonderful, (20 reviews)
"Location was great. "
United States
Karen B.
The price is CA $643
CA $1,322 total
includes taxes & fees
Jul 10 - Jul 11
Find your zen at HIDDEN TREASURE
Exterior

The Dancing Rooster: 2 Blocks from Duval in Old Town.

The Dancing Rooster: 2 Blocks from Duval in Old Town.
Old Town Key West
9.8 out of 10, Exceptional, (147 reviews)
"Such a great stay. A nice walk to duval for nightlife!"
United States
Mercedes A.
The price is CA $565
CA $985 total
includes taxes & fees
Jul 9 - Jul 10
The Dancing Rooster: 2 Blocks from Duval in Old Town.
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

Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Room was clean. Hotel offered a shuttle to downtown on the hour which was great. The staff were all very friendly and helpful"
Nicole 4-night trip
Posted 1 hour ago
Beachside Resort & Residences

Find out more about Sugarloaf Key

Sugarloaf Key Cottages information

Number of reviews
348
Accommodation
104 Cottages
Lowest Price
CA $351
Highest Price
CA $351

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 vacay 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.
How can I find cheap cottages in Sugarloaf Key?
A great way to find cheap cottages in Sugarloaf Key is with Expedia's convenient filter tool. Narrow your search by budget, star rating and amenities to grab awesome rates in just a few clicks.
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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