Hotels in Summerland Key
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Atlantic View Luxury Villa with Pool
Atlantic View Luxury Villa with Poolcleanliness Waterfront villa with 10 pools on tranquil Summerland Key, minutes from beaches.

Parmer's Resort
Parmer's Resort
Starlight Serenity - Hideaway w Stunning Views
Starlight Serenity - Hideaway w Stunning Views
Sugar Loaf Lodge
Sugar Loaf Lodge
Old Wooden Bridge Resort and Marina
Old Wooden Bridge Resort and Marinacleanliness Waterfront escape with a marina, outdoor pool, and easy access to Florida Keys Beaches.

Sunshine Key RV Resort & Marina
Sunshine Key RV Resort & Marina
Waterfront Luxury Home - Tidelands House
Waterfront Luxury Home - Tidelands Housecleanliness Secluded garden retreat near Duval Street and Key West's famous beaches.

Oceans Edge Key West Resort, Hotel & Marina
Oceans Edge Key West Resort, Hotel & Marinacleanliness Relax in a luxurious marina getaway with six outdoor pools and Key West views.

Aqua Lodges at Hurricane Hole Marina
Aqua Lodges at Hurricane Hole Marinacleanliness Floating marina oasis puts you minutes from Duval Street and Smathers Beach.

Hyatt Vacation Club at Beach House, Key West
Hyatt Vacation Club at Beach House, Key Westcleanliness Embrace oceanfront luxury at this Key West retreat with a bar and hot tub.

Knight's Key Suites
Knight's Key Suitescleanliness Relaxing aparthotel near Sombrero Beach with pool and premium comforts.

The Laureate Key West
The Laureate Key Westcleanliness Explore the tropical haven minutes from Hemingway's home and Duval Street.

Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Windward Pointe, Key Westcleanliness Oceanfront condo hotel with resort pool just minutes from Smathers Beach.

Blue Flamingo Resort Key West
Blue Flamingo Resort Key Westcleanliness Paradise awaits at this Key West hotel, featuring 2 outdoor pools and poolside bars.

Beachside Resort & Residences
Beachside Resort & Residencescleanliness Beachside escape with private shoreline, two restaurants, and scenic ocean views.

Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys Collectioncleanliness Unwind poolside in Key West with convenient access to Duval Street and beaches.

Grand Marina Suite by Brightwild Waterfront
Grand Marina Suite by Brightwild Waterfrontcleanliness Experience Key West waterfront living with short drives to Duval and Smathers Beach.

The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key Westcleanliness Bask in waterfront marina luxury with two pools and seafood dining on Stock Island.

Captain Pips Marina & Hideaway
Captain Pips Marina & Hideawaycleanliness Marina-side escape with outdoor pool and free bicycles near Sombrero Beach.
Go beyond your typical stay in Summerland Key
Top neighborhoods in Summerland Key

Cutthroat Harbor Estates
Escape the tourist rush at Cutthroat Harbor Estates, a peaceful slice of paradise on Summerland Key. This residential waterfront neighborhood offers crystal-clear waters perfect for fishing, kayaking, and boating from your private dock. The low-rise coastal homes on stilts create a genuine Keys atmosphere where you can spot tropical birds and enjoy breathtaking sunset views. You'll need to drive to nearby Cudjoe Key or Summerland Key for dining options featuring fresh seafood and Caribbean flavors. Vacation rental homes with waterfront views dominate accommodation choices. The neighborhood's layout prioritizes privacy and seclusion, making it ideal for travelers seeking the authentic Florida Keys lifestyle.

Sugarloaf Shores
Sugarloaf Shores delivers waterfront paradise without the tourist crowds. Private canals weave between stilted homes where you can launch kayaks right from your rental's backyard dock. The crystal-clear backcountry waters beckon with world-class fishing, while gentle waves provide perfect spots for swimming and snorkeling. Dining and shopping require a short drive, as this peaceful residential enclave focuses on natural beauty rather than commercial offerings. Most visitors stay in spacious vacation homes with private pools and boat docks. A rental car is essential for exploring the rest of the Florida Keys from this secluded waterfront haven.
Cudjoe Gardens
Cudjoe Gardens offers a slice of authentic Florida Keys living with canal-front homes where you can park your boat right out back. This peaceful residential retreat lets you escape the crowds while still having easy access to the surrounding waters. Wildlife enthusiasts will spot herons stalking the shallows and fish jumping at sunrise while the gentle sound of water lapping against docks creates your vacation soundtrack. Nearby restaurants in Summerland Key and Cudjoe Key serve up fresh seafood just a short drive away. Most homes feature private pools, boat docks, and tropical landscaping, all designed for relaxation and water activities. A rental car is essential for exploring the area, as this quiet community focuses on waterfront living rather than tourist amenities.

Breezeswept Beach Estates
Breezeswept Beach Estates is a slice of Florida Keys paradise where private docks and waterfront homes replace tourist traps. You'll spend your days exploring crystal-clear waters, spotting marine life while kayaking, or casting a line into the Gulf. The surrounding Newfound Harbor Keys and nearby islands offer perfect day-trip adventures when you're ready to venture beyond your peaceful retreat. Vacation rentals with tropical landscaping and breezy porches make up the accommodation options here. You'll need a car to reach restaurants on Ramrod Key or stock up on groceries for cooking. The quiet streets and gentle waves create the perfect soundtrack for stargazing and disconnecting from the everyday hustle.
Learn more about Summerland Key
Summerland Key is well-known for its attractions such as Florida Keys Beaches and Sugarloaf Beach.

Check out reviews of Summerland Key hotels guests love

Sugarloaf Key Hotel at KOA Resort
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