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 Florida Keys Beaches, some noteworthy sights in the nearby area.
Breezeswept Beach Estates
While Breezeswept Beach Estates isn't home to many top sights, Venture Out Keys and Cook Island are some notable places to visit nearby.
Sugarloaf Key Hotel at KOA Resort
Enjoyed our time there
Reviewed on Apr 13, 2026
Parmer's Resort
Nice place. Little older but to maintain property sitting close to sea is difficult and time consuming so I don’t have a problem with properties not being flashy and new. It is in very quiet part of the island in residential neighborhood. Supermarket and other stores are less than 15 minutes on next ...
Reviewed on Apr 16, 2026
Looe Key Reef Resort
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 Mar 12, 2026
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Cute clean cottage. The bed needs a new box spring badly! Woke us up every time we rolled over…but firm Mattress was comfortable enough. Awesome spot to spend a few relaxing days for sure! Screened porch with fan was definitely a plus!
Reviewed on Apr 1, 2026
Old Florida Style, wrap around porch, boat basin for dockage, open water
Great house, great location. Everything was exactly as described.
Reviewed on Mar 30, 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
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
Key West Mangrove Kayak Eco Tour
Key West Sunset Cruise & Glass Bottom Eco Tour
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Key West Dolphin & Snorkeling Tour - Small Group
- Duval Street
- Mallory Square
- Southernmost Point
- Smathers Beach
- Sombrero Beach
- Fort Zachary Taylor Historic State Park
- Ernest Hemingway Home and Museum
- South Beach
- Seven Mile Bridge
- Florida Keys National Marine Sanctuary
- Clarence S. Higgs Memorial Beach Park
- Key West Butterfly and Nature Conservatory
- Boca Chica Nude Beach
- Harry S. Truman Little White House
- Key West Lighthouse and Keeper's Quarters Museum
