Squirrel Key
Visit Squirrel Key
Popular places to visit

Shark Key
Commune with nature and explore the great outdoors at Shark Key during your travels in Key West. In the area, take in the great live music and beautiful sunsets.

Sugarloaf Beach
Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?

Florida Keys Beaches
Nothing says holiday like spending a care-free day in Florida Keys Beaches, a popular beach in Long Beach Estates.
Upper Sugarloaf Sound
Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.
Halfmoon Key
Commune with nature and explore the great outdoors at Halfmoon Key during your travels in Key West. Discover the area's entertainment choices or seek out its cycling trails.
Wilhelmina Harvey Park
Explore the great outdoors at Wilhelmina Harvey Park, a lovely green space in Key West.
Top Squirrel Key Hotel Deals

Sugar Loaf Lodge
17001 Overseas Hwy Summerland Key FL

Summer get away desination- at the newly renovated three story fun house!
Key West FL

Key West Beach House with heated pool, tiki, and dock.♿︎
Key West FL

34’ Catamaran Sailboat
Key West FL

Private and Exclusive Florida Keys Getaway
Upper Sugarloaf Key FL

The Hemingway - Beach Houses Key West
Upper Sugarloaf Key FL

The Lighthouse - Beach Houses Key West
Upper Sugarloaf Key FL

Private and Exclusive Beach Getaway
Sugarloaf Key FL

Florida Keys Beach Getaway
Sugarloaf Key FL
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.