
Find hotels in Summerland Key, FL from ₩409,898
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Our top choices for Summerland Key hotels

Sugar Loaf Lodge
Sugar Loaf Lodge
Parmer's Resort
Parmer's Resort
Atlantic View Luxury Villa with Pool
Atlantic View Luxury Villa with Pool
Starlight Serenity - Hideaway w Stunning Views
Starlight Serenity - Hideaway w Stunning Views
Captain Pips Marina & Hideaway
Captain Pips Marina & Hideaway
Ibis Bay Beach Resort
Ibis Bay Beach Resort
Margaritaville Beach House Key West
Margaritaville Beach House Key West
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
Old Wooden Bridge Resort and Marina
Old Wooden Bridge Resort and Marina
Knight's Key Suites
Knight's Key Suites
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
Tranquility Bay Beachfront Hotel and Resort
Tranquility Bay Beachfront Hotel and Resort
Sunshine Key RV Resort & Marina
Sunshine Key RV Resort & Marina
Parrot Key Hotel & Villas
Parrot Key Hotel & Villas
Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Sunset Harbor, Key West
Hyatt Vacation Club at Sunset Harbor, Key West
Opal Key Resort & Marina, Key West
Opal Key Resort & Marina, Key West
Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys CollectionWhere to stay in Summerland Key

Cutthroat Harbor Estates
Cutthroat Harbor Estates offers a tranquil slice of Florida Keys living with private boat docks and crystal-clear waters. This residential waterfront neighborhood provides an authentic escape from tourist crowds. Homes on stilts with weathered wood docks create a classic Keys atmosphere. The neighborhood's canals connect directly to the Gulf, making it perfect for fishing and boating enthusiasts. Gentle waves lap against private docks while tropical birds call at dawn. Nearby Venture Out Keys and Summerland Key provide dining options and additional sights.

Sugarloaf Shores
Sugarloaf Shores offers a tranquil escape on the Florida Keys waterfront. Private homes line peaceful canals where turquoise waters invite fishing, kayaking, and boating adventures. This residential haven sits away from tourist crowds yet provides easy access to stunning ocean views. The neighborhood's charm lies in its authentic Keys lifestyle with homes on stilts and tropical landscaping. Nearby Sugarloaf Beach and Lower Sugarloaf Sound provide perfect spots for swimming and snorkeling. Visitors appreciate the quiet streets for evening strolls and stargazing.
Cudjoe Gardens
Cudjoe Gardens offers a peaceful waterfront retreat in the Florida Keys. This quiet residential haven features canal-front properties with private docks for easy boat access. Travelers can enjoy fishing, wildlife watching, and stargazing from their vacation rentals. The neighborhood's tropical charm comes alive with pastel homes on stilts surrounded by palm trees and native plants. A rental car is essential for exploring nearby Summerland Key attractions and dining options. Water enthusiasts will appreciate direct canal access to open waters and nearby beaches.

Breezeswept Beach Estates
Escape to the peaceful shores of Breezeswept Beach Estates on Summerland Key. This residential haven offers private waterfront properties with boat docks and direct access to crystal-clear Florida waters. The neighborhood's charm lies in its quiet streets lined with pastel homes and tropical landscaping. Outdoor enthusiasts will love exploring nearby Newfound Harbor Keys by kayak or boat. Fish in the shallow waters, spot native birds, or simply relax under swaying palms. With minimal commercialization and abundant natural beauty, this peaceful retreat captures authentic Keys living without the tourist crowds.
Bay Point
Bay Point might not have many top sights, but Lower Sugarloaf Sound and Florida Keys Beaches are two attractions nearby that you can check out.
Learn more about Summerland Key
Snorkel the vibrant coral reefs at Looe Key, where rangers can direct you to spots with fewer boats. Rent kayaks to explore the mangrove trails, then ask locals about their favorite seafood shacks serving fresh-caught Keys lobster.

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