Adventure Sport Hotels & Resorts in Sugarloaf Key

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Sugarloaf Key Adventure Sport Hotels

Best Sugarloaf Key Adventure Sport Hotels

Havana Cabana at Key West

4.0 star property
New Town
8.8 out of 10, Excellent, (1742)
"Wonderful staff, nice rooms, reasonable rates, love the shuttle service!"
United States
Wendy
The price is AU$228
includes taxes & fees
20 Nov - 21 Nov
Havana Cabana at Key West

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

Cudjoe Key
8.8 out of 10, Excellent, (73)
"It was ok for what we needed. Needs some repairs though."
United States
Craig M.
The price is AU$512
includes taxes & fees
21 Nov - 22 Nov
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

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

Cudjoe Key
8.6 out of 10, Excellent, (150)
"This cottage served our purpose well, very close to our family’s home and was very clean and comfortable for a short stay."
United States
Richard S.
Cottage with Pool and Boat Dockage just minutes to Key West!

Southernmost House

4.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1003)
"Great place with excellent staff. "
United States
Willie
The price is AU$556
includes taxes & fees
2 Dec - 3 Dec
Southernmost House

Simonton Court Historic Inn & Cottages

2.5 star property
Key West Historic District
9.8 out of 10, Exceptional, (869)
"Really enjoyed my stay. The staff were super friendly, and the location was amazing—close to all the Old Town activities! "
United States
Leonid
The price is AU$258
includes taxes & fees
26 Nov - 27 Nov
Simonton Court Historic Inn & Cottages

Cottage with Pool and Dockage, just minutes to Key West

Cudjoe Key
9.2 out of 10, Wonderful, (158)
"Great property,Great location. Will definitely stay there again."
United States
Roy F.
The price is AU$494
includes taxes & fees
25 Nov - 26 Nov
Cottage with Pool and Dockage, just minutes to Key West

CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

Old Town Key West
9.6 out of 10, Exceptional, (141)
"Great property. Lots of thoughtful amenities. Management friendly and responsive. "
United States
Diane V.
The price is AU$408
includes taxes & fees
20 Nov - 21 Nov
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

Stock Island
7.8 out of 10, Good, (26)
"This was exactly what was advertised, it was clean, and in a great location. The on-site restaurant had great food. Also, all staff members we encountered were very friendly and accommodating. I hope it’s available for our next trip."
United States
Julie
The price is AU$784
includes taxes & fees
2 Dec - 3 Dec
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!

Old Town Key West
10.0 out of 10, Exceptional, (76)
"We really enjoyed our get-away here. Super cute and clean property, within walking distance of most attractions. Host was very responsive to questions. Great for a couple trip!"
United States
Joy H.
The price is AU$494
includes taxes & fees
25 Nov - 26 Nov
JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!

🌴 TROPICAL RETREAT 🌴 RV in the Keys

Big Pine Key
10.0 out of 10, Exceptional, (2)
"Its clean and plenty of room.Outdoor seating is wonderful. Could use a gas grill. But definitely a great place."
United States
DeeBrett
The price is AU$509
includes taxes & fees
20 Nov - 21 Nov
🌴 TROPICAL RETREAT 🌴 RV in the Keys
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.

Top Sugarloaf Key Hotel Reviews

Explore a world of travel with Expedia