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
Staff was friendly. Room was clean. Furniture a little worn but bed comfortable and clean linens
Reviewed on 8 January 2026
Parmer's Resort
Excellent
Reviewed on 5 January 2026
Sugar Loaf Lodge
The room was spacious well proportioned very clean and friendly staff only drawback was no coffee pot in the room
Reviewed on 1 January 2026
Cottage with Pool and Boat Dockage just minutes to Key West!
Stayed one night, conveniently located.
Reviewed on 16 December 2025
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
Great place!
Reviewed on 29 November 2025
Atlantic View Luxury Villa with Pool
We were here for a night and it was great. A nice rustic feel on a big property, with good view.
Reviewed on 28 January 2025
Popular places to visit
Upper Sugarloaf Sound
Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.
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.
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.
Squirrel Key
Commune with nature and explore the great outdoors at Squirrel Key during your travels in Summerland Key.
- Florida Keys Beaches
- Sugarloaf Beach
- Upper Sugarloaf Sound
- Saddlebunch Keys
- Upper Sugarloaf Key
- Lower Sugarloaf Sound
- Duval Street
- Mallory Square
- Smathers Beach
- Southernmost Point
- Sombrero Beach
- Ernest Hemingway Home and Museum
- Fort Zachary Taylor Historic State Park
- South Beach
- Seven Mile Bridge
- Key West Butterfly and Nature Conservatory
- Stock Island Yacht Club & Marina
- Clarence S. Higgs Memorial Beach Park
- Boca Chica Nude Beach
- Key West Golf Club
- Harry S. Truman Little White House
- Vaca Key
- Florida Keys National Marine Sanctuary
- The Turtle Hospital
- Key West Tropical Forest and Botanical Garden
- Key West Lighthouse and Keeper's Quarters Museum
- Calusa Beach
