Book a Sugarloaf Key Cottage
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Featured Cottages in Sugarloaf Key
Old Wooden Bridge Resort and Marina
Punta Brisa
8.6 out of 10, Excellent, (267)
"I love this place!!!"
Greg
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key
8.2 out of 10, Very good, (48)
"Very quiet place close to restaurants of all source we would like to come back and stay in the 3/2 cabin on the water with our grown children"
Nathalie F.
The price is NZ$596
includes taxes & fees
10 Nov - 11 Nov
Cottage with Pool and Dockage, just minutes to Key West
Cudjoe Key
9.2 out of 10, Wonderful, (157)
"Great location and very happy with our accommodations."
Carrie B.
The price is NZ$564
includes taxes & fees
13 Nov - 14 Nov
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Old Town Key West
9.6 out of 10, Exceptional, (29)
"Loved listening to live music right across the street. Very convenient location. Booze, food, coffee and beach within blocks. "
Dianna F.
The price is NZ$625
includes taxes & fees
18 Nov - 19 Nov
Canal front, dockage, 2 bedroom, 2 bath
Cudjoe Key
9.0 out of 10, Wonderful, (88)
"Community is great, location in the Keys is great, house was perfect for our family of 3."
Christina H.
The price is NZ$697
includes taxes & fees
16 Nov - 17 Nov
Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz
Cudjoe Key
9.8 out of 10, Exceptional, (26)
"Renting was easy and hassle free."
chuck s.
The price is NZ$1,086
includes taxes & fees
16 Nov - 17 Nov
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Old Town Key West
10.0 out of 10, Exceptional, (128)
"We enjoyed our stay. Everything was perfect, close to Duval Street and everywhere we wanted to go!"
Leslie M.
The price is NZ$1,071
includes taxes & fees
10 Dec - 11 Dec
Living Life Dockside
Stock Island
The price is NZ$1,015
includes taxes & fees
10 Nov - 11 Nov
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.
Save an average of 15% on thousands of hotels when you're signed in
Top Sugarloaf Key Hotel Reviews
Southernmost Beach Resort and Guesthouses
10/10 Excellent
Find out more about Sugarloaf Key
Sugarloaf Key Cottages information
Number of reviews | |
|---|---|
Accommodation | Cottages |
Lowest Price | |
Highest Price |
Frequently asked questions
Explore a world of travel with Expedia
More accommodation types in Sugarloaf Key
- Holiday Homes in Sugarloaf Key
- Condo Rentals in Sugarloaf Key
- Apartments in Sugarloaf Key
- Houseboats in Sugarloaf Key
- Guest Houses in Sugarloaf Key
- B&B in Sugarloaf Key
- Resort in Sugarloaf Key
- Villas in Sugarloaf Key
- Serviced Apartments in Sugarloaf Key
- Caravan Parks in Sugarloaf Key
- Cabin Rentals in Sugarloaf Key
- Motels in Sugarloaf Key
- Hostels in Sugarloaf Key
- Inns in Sugarloaf Key
- Hotels
All Accommodation Types
Be inspired: Top Cottages destinations in 2025
- Russell Cottages
- Cottages in New Zealand
- Christchurch Cottages
- Akaroa Harbour Cottages
- Cottages in France
- Kaikoura Cottages
- Rotorua Cottages
- Hawke's Bay Cottages
- Queenstown Cottages
- Kumeu Cottages
- Martinborough Cottages
- Bali Cottages
- Rarotonga Cottages
- Devon Cottages
- Auckland Cottages
- Kerikeri Cottages
- Wanaka Cottages
- Cottages in England
- Cottages in United Kingdom
- Cottages in Wales
Expedia's Latest Trends
Hotels
Flights
- Flights to Paphos
- Flights from Berlin (BER) to Munich (MUC)
- Flights from Aluva (COK) to Brisbane (BNE)
- Flights to Nairobi
- Flights from Palmerston North (PMR) to Kerikeri (KKE)
- Flights from Brussels (BRU) to London (LHR)
- Flights from Queenstown (ZQN) to Amsterdam (AMS)
- Flights to Québec City
- Flights from London (LHR) to Haidong (XNN)
Activities
Holiday Rentals
General