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

Search Sugarloaf Key Cottage Rentals from CA $341

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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, (373 reviews)
"Nice place"
United States
abhimanyu
The price is CA $127
CA $341 total
includes taxes & fees
Sep 28 - Sep 29
Old Wooden Bridge Resort and Marina
A balcony with a view of the sea and a distant shoreline.

2. 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, (33 reviews)
"This place was great! As advertised. It is located within a resort community, so it is safe with lots of amenities. "
United States
BRIAN S.
The price is CA $358
CA $663 total
includes taxes & fees
Oct 2 - Oct 3
2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS
A patio with a grill, yellow chairs, and a table under a blue umbrella, surrounded by a wooden deck and a lattice fence.

3. HIDDEN OASIS 3 blocks from Duval

HIDDEN OASIS 3 blocks from Duval
Old Town Key West
9.6 out of 10, Exceptional, (103 reviews)
"All around amazing place! Location was perfect! "
United States
Daniel M.
The price is CA $210
CA $749 total
includes taxes & fees
Sep 30 - Oct 1
HIDDEN OASIS 3 blocks from Duval
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, (22 reviews)
"Great location, clean and well equipped."
United States
Richard M.
The price is CA $303
CA $867 total
includes taxes & fees
Sep 30 - Oct 1
Find your zen at HIDDEN TREASURE
A cozy outdoor patio area with a wooden deck, a white table, and a cushioned seating area.

5. 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)
"We had such a great time on our visit. The place was exactly like the only photos and we enjoyed the pool, the area and the other visiters. Beautiful Old Town feel!"
United States
Debra S.
OSPREY STUDIO @ The Colony-Sleeps up to 4
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

Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Rooms was spacious for 4 adults. Great pool and breakfast. Hotel shuttle was awesome. Friendly staff. Would highly recommend!!"
Tracy 7-night trip
Posted 7 hours ago
Hampton Inn Key West FL

Find out more about Sugarloaf Key

Sugarloaf Key Cottages information

Number of reviews
509
Accommodation
101 Cottages
Lowest Price
CA $341
Highest Price
CA $867

Frequently asked questions

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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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