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Our top choices for Sugarloaf Key cottages

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (313 reviews)
"Great stay in Bug Pine Key! Clean and spacious room, excellent staff and Beautiful views!"
United States
Peter
Old Wooden Bridge Resort and Marina

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key
9.0 out of 10, Wonderful, (56 reviews)
"Clean rooms, clear guidelines, completely no contact experience without facing any trouble."
United States
Raj
The price is €345
includes taxes & fees
2 Apr - 3 Apr
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cottage with swimming pool and dockage, just minutes to Key West!

Cottage with swimming pool and dockage, just minutes to Key West!
Cudjoe Key
9.0 out of 10, Wonderful, (167 reviews)
"Location was perfect. Oceanfront dock had beautiful sunsets. Oceanfront pool lovely and warm with incredible view. Very friendly vibe and relaxed atmosphere. "
Canada
Jennifer
The price is €280
includes taxes & fees
26 Mar - 27 Mar
Cottage with swimming pool and dockage, just minutes to Key West!

Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!

Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!
Cudjoe Key
9.6 out of 10, Exceptional, (14 reviews)
"The owners were fantastic to deal with and the house was great. "
United States
Anonymous traveller
The price is €349
includes taxes & fees
8 Apr - 9 Apr
Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!

Waterfront Home

Waterfront Home
Cudjoe Key
8.6 out of 10, Excellent, (178 reviews)
"Great location if you bring a boat. Secure location. Venture Out is a nice community. "
United States
Georgiana V.
The price is €391
includes taxes & fees
29 Mar - 30 Mar
Waterfront Home

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key
8.8 out of 10, Excellent, (92 reviews)
"Nice place to vacation "
United States
Kevin D.
The price is €394
includes taxes & fees
4 Apr - 5 Apr
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Living Life Dockside

Living Life Dockside
Stock Island
10.0 out of 10, Exceptional, (2 reviews)
"The host was very welcoming and friendly. Very quiet and relaxing. Great place to stay. "
United States
Chris S.
The price is €542
includes taxes & fees
24 Mar - 25 Mar
Living Life Dockside

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, (28 reviews)
"Very nicely remodeled Vrbo, excellent location for a quick drive down to Key West or exploring the other Keys!"
United States
Patrick M.
The price is €606
includes taxes & fees
19 Apr - 20 Apr
2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS

Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK

Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK
Old Town Key West
9.0 out of 10, Wonderful, (105 reviews)
"Loved the location and the private back yard. "
United States
Margaret
The price is €496
includes taxes & fees
19 Apr - 20 Apr
Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK

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, (56 reviews)
"We loved our stay here. It was calm and quiet--such a nice place to lounge and enjoy a morning coffee when you're not hanging out on Duval or exploring the island! We loved it!"
United States
Dean H.
The price is €616
includes taxes & fees
14 Apr - 15 Apr
OSPREY STUDIO @ The Colony-Sleeps up to 4

Dog-Friendly Cottage with Private Hot Tub & Garden - Great Downtown Location

Dog-Friendly Cottage with Private Hot Tub & Garden - Great Downtown Location
Old Town Key West
8.8 out of 10, Excellent, (91 reviews)
"Close walk to Duval St."
United States
chris w.
The price is €487
includes taxes & fees
19 Apr - 20 Apr
Dog-Friendly Cottage with Private Hot Tub & Garden - Great Downtown Location

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, (139 reviews)
"Great place to stay"
United States
JEFFREY Z.
The price is €592
includes taxes & fees
22 Apr - 23 Apr
The Dancing Rooster: 2 Blocks from Duval in Old Town.

HIDDEN OASIS 3 blocks from Duval

HIDDEN OASIS 3 blocks from Duval
Old Town Key West
9.6 out of 10, Exceptional, (100 reviews)
"Parking was easy. This was we a great place for me and my pup!"
United States
Tiffany H.
The price is €660
includes taxes & fees
19 Apr - 20 Apr
HIDDEN OASIS 3 blocks from Duval

Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK

Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK
Old Town Key West
9.2 out of 10, Wonderful, (99 reviews)
"These were very quaint cottages and a fantastic location close to everything you’d want to see and experience"
United States
Kevin M.
The price is €968
includes taxes & fees
19 Apr - 20 Apr
Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK

Find your zen at HIDDEN TREASURE

Find your zen at HIDDEN TREASURE
Old Town Key West
9.0 out of 10, Wonderful, (15 reviews)
"Great place to stay! "
United States
sarah R.
The price is €910
includes taxes & fees
2 Apr - 3 Apr
Find your zen at HIDDEN TREASURE
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

Find out more about Sugarloaf Key

Sugarloaf Key Cottages information

Number of reviews
1,399
Accommodation
109 Cottages
Lowest Price
€280
Highest Price
€968

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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