Find 5 Star Hotels in Summerland Key, FL
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Learn more about Summerland Key
Check out the local area in Summerland Key—home to attractions like Florida Keys Beaches and Sugarloaf Beach.

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Summerland Key Hotels by Star Rating
Hotels in Summerland Key Neighborhoods
Stay near popular Summerland Key attractions
- Hotels near Duval Street
- Hotels near Smathers Beach
- Hotels near Mallory Square
- Hotels near Southernmost Point
- Hotels near Sombrero Beach
- Hotels near Ernest Hemingway Home and Museum
- Hotels near South Beach
- Hotels near Fort Zachary Taylor Historic State Park
- Hotels near Key West Golf Club
- Hotels near Clarence S. Higgs Memorial Beach Park
- Hotels near Seven Mile Bridge
- Hotels near Stock Island Yacht Club & Marina
Explore more hotels
- Private Secluded Ocean View & Pool Near Key West
- Cudjoe Cottages, swimming pool, just 20 miles from Key West
- Cottage with swimming pool and dockage, just minutes to Key West!
- Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
- THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit # 3 Sleeps 4
- SEA SHELL COTTAGE UNIT #2 Sleeps 2
- Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
- One of the very few beach houses with a daily, rental license in the Keys.
- Little Torch Cottages
- Just 20 miles from Key West! Oceanfront, dockage, swimming pool
- Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
- ISLE BE BACK To The Sunny Keys
- FL Keys Cottage with Ocean Views - Venture Out Unit 395
- Charming cottages, dockage, pool, just minutes to Key West
- Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
- Waterfront Home
- 35' Seawall Sparkling , 30min from Keywest, WIFI, BBQ Grill, Pool
- OCEAN FRONT PARADISE/290 ft PRIVATE DOCK/AWESOME VIEWS
- JUDY'S PLACE ~ 2 Bedroom, 1 Bathroom Home in Venture Out Community!
- Atlantic View Luxury Villa with Pool