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 Key and Venture Out Keys are some notable places to visit nearby.
Sugarloaf Shores
While Sugarloaf Shores isn't home to many top sights, Upper Sugarloaf Sound and Florida Keys Beaches are some notable places to visit nearby.
Cudjoe Gardens
When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Upper Sugarloaf Sound, some noteworthy sights in the nearby area.
Breezeswept Beach Estates
While Breezeswept Beach Estates isn't home to many top sights, Cook Island and Newfound Harbor Keys are some notable places to visit nearby.
Looe Key Reef Resort
Great place ! Friendly staff
Reviewed on 6 February 2026
Parmer's Resort
Good price. Nice grounds. Clean room. Nice staff.
Reviewed on 11 February 2026
Sugarloaf Key Hotel at KOA Resort
Room and staff are amazing, can't wait to book another stay here.
Reviewed on 9 February 2026
Private Secluded Ocean View & Pool Near Key West
A wonderful time was had by all. Host was very responsive and we had no issues. Beautiful home and views!
Reviewed on 18 November 2025
Old Florida Style, wrap around porch, boat basin for dockage, open water
The house was everything it claimed to be. They don't allow cats, but said they allow dogs. The only suggestion I would make is that they could invest in a better coffee maker. Next door to the property is a boat dock and rental business- so at times it can get a little loud. But other than that, ...
Reviewed on 18 January 2026
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
It was good for what we wanted. The price point was really good. As others have stated, it is in need of some updates. The host was very communicative and very nice! We definitely enjoyed our stay and would consider staying there again.
Reviewed on 11 August 2025
Popular places to visit
Sugarloaf Beach
Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?
Upper Sugarloaf Sound
Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.
Upper Sugarloaf Key
Commune with nature and explore the great outdoors at Upper Sugarloaf 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.
Crab Key
Commune with nature and explore the great outdoors at Crab Key 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.
- Florida Keys Beaches
- Sugarloaf Beach
- Upper Sugarloaf Sound
- Lower Sugarloaf Sound
- Sombrero Beach
- Fort Zachary Taylor Historic State Park
- Ernest Hemingway Home and Museum
- South Beach
- Stock Island Yacht Club & Marina
- Clarence S. Higgs Memorial Beach Park
- Boca Chica Nude Beach
- Harry S. Truman Little White House
- Key West Lighthouse and Keeper's Quarters Museum
- Key West Naval Station
- Florida Keys Eco - Discovery Center
