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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

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, (299 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
Exterior

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, (55 reviews)
"Clean rooms, clear guidelines, completely no contact experience without facing any trouble."
United States
Raj
The price is NZ$759
includes taxes & fees
23 Feb - 24 Feb
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Exterior

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, (165 reviews)
"Everything was there that I needed. Very nice area for my dog."
United States
Terry
The price is NZ$527
includes taxes & fees
15 Feb - 16 Feb
Cottage with swimming pool and dockage, just minutes to Key West!
Outdoor dining

Waterfront Home

Waterfront Home
Cudjoe Key
8.6 out of 10, Excellent, (177 reviews)
"Great location if you bring a boat. Secure location. Venture Out is a nice community. "
United States
Georgiana V.
The price is NZ$805
includes taxes & fees
22 Feb - 23 Feb
Waterfront Home
Exterior

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
8.6 out of 10, Excellent, (52 reviews)
"We were very happy with our stay. Everything was as expected or above. Old Keys vibe was exactly what we wanted. "
United States
Lauren R.
The price is NZ$753
includes taxes & fees
10 Feb - 11 Feb
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Exterior

Beautiful Cottage & Amenities in Gated Community

Beautiful Cottage & Amenities in Gated Community
Cudjoe Key
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful home, perfect for our needs"
United States
Lindsay S.
The price is NZ$1,808
includes taxes & fees
28 Feb - 1 Mar
Beautiful Cottage & Amenities in Gated Community
Exterior

Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West
Cudjoe Key
9.2 out of 10, Wonderful, (163 reviews)
"Very convenient to Restaurants & nice drive to Key West"
United States
Kim V.
The price is NZ$721
includes taxes & fees
12 Feb - 13 Feb
Cottage with Pool and Dockage, just minutes to Key West
Exterior

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, (90 reviews)
"Nice place to vacation "
United States
Kevin D.
The price is NZ$759
includes taxes & fees
23 Feb - 24 Feb
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Outdoor pool, a heated pool

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
8.6 out of 10, Excellent, (77 reviews)
"Place was everything we needed, would definitely stay again "
United States
James h.
The price is NZ$753
includes taxes & fees
11 Feb - 12 Feb
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Exterior

Charming cottages, dockage, pool, just minutes to Key West

Charming cottages, dockage, pool, just minutes to Key West
Cudjoe Key
8.6 out of 10, Excellent, (122 reviews)
"Amazing place for a getaway. Very calm quiet area and close to 2 nice beaches. "
United States
ANJANA
The price is NZ$578
includes taxes & fees
10 Feb - 11 Feb
Charming cottages, dockage, pool, just minutes to Key West
Terrace/patio

OSPREY STUDIO @ The Colony-Sleeps up to 4

OSPREY STUDIO @ The Colony-Sleeps up to 4
Old Town Key West
9.6 out of 10, Exceptional, (54 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 NZ$1,174
includes taxes & fees
11 Feb - 12 Feb
OSPREY STUDIO @ The Colony-Sleeps up to 4
1 bedroom, free WiFi, bed sheets

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Old Town Key West
9.8 out of 10, Exceptional, (39 reviews)
"Great place!!! Private with but still in the middle of everything. 5+ stars will be back in November!!!"
United States
Rob
The price is NZ$904
includes taxes & fees
10 Feb - 11 Feb
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Exterior

Find your zen at HIDDEN TREASURE

Find your zen at HIDDEN TREASURE
Old Town Key West
8.8 out of 10, Excellent, (12 reviews)
"Great place to stay! "
United States
sarah R.
The price is NZ$1,758
includes taxes & fees
11 Feb - 12 Feb
Find your zen at HIDDEN TREASURE
Terrace/patio

Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
Old Town Key West
9.6 out of 10, Exceptional, (27 reviews)
"Safe location. Clean room and comfortable beds."
United States
Billie W.
The price is NZ$1,010
includes taxes & fees
10 Feb - 11 Feb
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
1 bedroom, WiFi

Osprey Suite | Charming Hideaway, Hot Tubs!

Osprey Suite | Charming Hideaway, Hot Tubs!
Old Town Key West
9.8 out of 10, Exceptional, (31 reviews)
"Loved this little place "
United States
Charles N.
The price is NZ$1,142
includes taxes & fees
3 Mar - 4 Mar
Osprey Suite | Charming Hideaway, Hot Tubs!
1 bedroom, WiFi

Pelican Suite | Cozy Cottage, Hot Tubs, Close to D

Pelican Suite | Cozy Cottage, Hot Tubs, Close to D
Old Town Key West
10.0 out of 10, Exceptional, (30 reviews)
"Wonderful clean place. It was an enjoyable experiance. "
United States
Chels J.
The price is NZ$1,113
includes taxes & fees
18 Feb - 19 Feb
Pelican Suite | Cozy Cottage, Hot Tubs, Close to D
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

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"Room was great pool wonderful. Watch your receipt as they try and charge for valet when you have no car/golf cart "
Denise 5-night trip
Posted 2 days ago
Parrot Key Hotel & Villas

Find out more about Sugarloaf Key

Sugarloaf Key Cottages information

Number of reviews
1,356
Accommodation
109 Cottages
Lowest Price
NZ$527
Highest Price
NZ$1,808

Frequently asked questions

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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