Summerland Key, FL
Travel Guide





Visit Summerland Key
Where to stay in Summerland Key

Cutthroat Harbor Estates
While Cutthroat Harbor Estates isn't home to many top sights, Venture Out Keys and Venture Key are some notable places to visit nearby.

Sugarloaf Shores
While Sugarloaf Shores isn't home to many top sights, Florida Keys Beaches and Sugarloaf Beach are some notable places to visit nearby.

Cudjoe Gardens
When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Venture Out Keys, some noteworthy sights in the nearby area.

Breezeswept Beach Estates
While Breezeswept Beach Estates isn't home to many top sights, Cook Island and Crab Key are some notable places to visit nearby.

Sugarloaf Key Hotel at KOA Resort
Stayed in one of the apartments. Good location if key west accommodation is too pricy or unavailable - approx 25min drive. Nice pool, jacuzzi and bar set-up. Only negative was very uncomfortable mattress on sofa bed.
Reviewed on 10 April 2026

Parmer's Resort
Great location neat beaches and key west. It felt a little bit like stepping back in time. Chill vibes.
Reviewed on 11 April 2026

Looe Key Reef Resort
Staff was great rooms were clean well worth it
Reviewed on 9 April 2026

Canal front, dockage, 2 bedroom, 2 bath
The photo shot from above from the outside of the building is abit misleading. The lower building on the left is the apartment and the high building next to it is a large separate home, so you can’t actually see the bay unless you walk to the water edge for a slight bay view. The houses across the ...
Reviewed on 12 March 2026

Old Florida Style, wrap around porch, boat basin for dockage, open water
This property is a gem! Better than the pictures. Well equipped kitchen. Although, with Kiki's down the street and Rooster's just South on US1 there is no need for cooking, just snack foods and drinks. The place is much bigger than the pictures depict. Quiet neighborhood. Breath taking views. Easy ...
Reviewed on 27 March 2026

Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Yes you are on the ocean, yes there are docks, and yes you are centrally located for activities. Cottage was clean but very dated and not well kept. It is not private, we had people walking and driving in and around us throughout the day. We did bring a dog, which is why we liked the private description, ...
Reviewed on 18 March 2026
Popular places to visit

Sugarloaf Beach
Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?
Upper Sugarloaf Key
Commune with nature and explore the great outdoors at Upper Sugarloaf Key during your travels in Summerland Key.
Upper Sugarloaf Sound
Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.
Venture Key
Commune with nature and explore the great outdoors at Venture Key during your travels in Summerland Key.
Crab Key
Commune with nature and explore the great outdoors at Crab Key during your travels in Summerland Key.
Squirrel Key
Commune with nature and explore the great outdoors at Squirrel Key during your travels in Summerland Key.
