Find 5 Star Hotels in Summerland Key, FL
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Compare Summerland Key 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.
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 Mallory Square
- Hotels near Smathers Beach
- 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 Clarence S. Higgs Memorial Beach Park
- Hotels near Key West Golf Club
- Hotels near Seven Mile Bridge
- Hotels near Stock Island Yacht Club & Marina
More Accommodation Types in Summerland Key
Explore more hotels
- Little Torch Cottages
- One of the very few beach houses with a daily, rental license in the Keys.
- JUDY'S PLACE ~ 2 Bedroom, 1 Bathroom Home in Venture Out Community!
- Oasis - Ocean view with pool and hot tub
- Fandango - private pool
- Just 20 miles from Key West! Oceanfront, dockage, swimming pool
- Quaint cottage, pool, dockage just minutes to Key West!
- Canal front, dockage, 2 bedroom, 2 bath
- SEA SHELL COTTAGE UNIT #2 Sleeps 2
- Cudjoe Cottages, swimming pool, just 20 miles from Key West
- Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
- Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
- Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
- Waterfront Home
- Tropical retreat with private beach
- Ocean/Canal Views 21ft Dock - Venture Out #357
- Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
- Walk to Beach, Open Water View from porch , dock, bikes, kayaks & snorkel gear
- Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
- Atlantic View Luxury Villa with Pool