
Summerland Key Hotels from S$289
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Our top choices for Summerland Key hotels

Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and Guesthouses
DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key West
Havana Cabana at Key West
Havana Cabana at Key West
Parmer's Resort
Parmer's Resort
Sugar Loaf Lodge
Sugar Loaf Lodge
Atlantic View Luxury Villa with Pool
Atlantic View Luxury Villa with Pool
Starlight Serenity - Hideaway w Stunning Views
Starlight Serenity - Hideaway w Stunning Views
Isla Bella Beach Resort & Spa
Isla Bella Beach Resort & Spa
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
Knight's Key Suites
Knight's Key Suites
Tranquility Bay Beachfront Hotel and Resort
Tranquility Bay Beachfront Hotel and Resort
Captain Pips Marina & Hideaway
Captain Pips Marina & Hideaway
The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key West
Hampton Inn Key West FL
Hampton Inn Key West FL
Opal Key Resort & Marina, Key West
Opal Key Resort & Marina, Key West
Beachside Resort & Residences
Beachside Resort & Residences
Parrot Key Hotel & Villas
Parrot Key Hotel & Villas
Blue Flamingo Resort Key West
Blue Flamingo Resort Key WestWhere to stay in Summerland Key

Cutthroat Harbor Estates
Cutthroat Harbour Estates offers a tranquil slice of Florida Keys living with private boat docks and crystal-clear waters. This residential waterfront area 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 snorkelling. 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. Travellers can enjoy fishing, wildlife watching, and stargazing from their holiday rentals. The neighborhood's tropical charm comes alive with pastel homes on stilts surrounded by palm trees and native plants. A hire 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 Harbour 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
While Bay Point may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Saddlebunch Keys and Sugarloaf Beach.
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 favourite seafood shacks serving fresh-caught Keys lobster.

Top Summerland Key Hotel Reviews

Sugarloaf Key Hotel at KOA Resort
More cheap stays in Summerland Key

Sugar Loaf Lodge
Hotels in Summerland Key with star rating

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