Summerland Key
Travel Guide
Visit Summerland Key
Where to stay in Summerland Key
Cutthroat Harbor Estates
While there might not be top attractions in Cutthroat Harbor Estates, you can explore the larger area and discover places like Venture Key and Venture Out Keys.
Sugarloaf Shores
Though Sugarloaf Shores may not have many top sights, you can venture to the surrounding area to see attractions like Florida Keys Beaches and Sugarloaf Beach.
Cudjoe Gardens
While Cudjoe Gardens may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Upper Sugarloaf Key and Upper Sugarloaf Sound.
Breezeswept Beach Estates
While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Cook Island and Big Pine Key Flea Market.
Sugarloaf Key Hotel at KOA Resort
Fantastic resort. I really don’t want to post how awesome it is because I don’t want it to be hard to book.
Reviewed on 10 Mar 2026
Parmer's Resort
Ocean views and warm pool!
Reviewed on 10 Mar 2026
Looe Key Reef Resort
Clean room, but very dated. Comfortable beds, no king option available. Tiki bar was very nice with live music. Pool was very nice.
Reviewed on 11 Mar 2026
Canal front, dockage, 2 bedroom, 2 bath
Nice community, not far from Key West. However the house was not clean. The sheets and pillows had blood on them and looked like they had not been washed, there was a lot of dust and floors were not vacuumed properly. The bathrooms had hair on the walls. This resulted in us having to sleep on top ...
Reviewed on 3 Mar 2026
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
This location was better than the pictures. My family and I truly enjoyed every minute we spent here and will definitely return if we’re back in the area. The backyard……..pictures can not do this kind of beauty justice!!! Sunrise and sunsets are gorgeous. Coconuts everywhere, we swam in the pool ...
Reviewed on 23 Feb 2026
Private Secluded Ocean View & Pool Near Key West
I wish we'd been able to stay some years prior, as the house has clearly been through some years of vacationers use and abuse.
Reviewed on 11 Mar 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.
Pye Key
Commune with nature and explore the great outdoors at Pye Key during your travels in Summerland Key.
Things to do
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Key West Mangrove Kayak Eco Tour
Round-trip Transportation to Key West from Miami
