
Search Summerland Key hotels
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Summerland Key
Check prices for these dates
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
Douglas House
Douglas House
Oceans Edge Key West Resort, Hotel & Marina
Oceans Edge Key West Resort, Hotel & Marina
Old Wooden Bridge Resort and Marina
Old Wooden Bridge Resort and Marina
Knight's Key Suites
Knight's Key Suites
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
Aqua Lodges at Hurricane Hole Marina
Aqua Lodges at Hurricane Hole Marina
Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Windward Pointe, Key West
Ibis Bay Beach Resort
Ibis Bay Beach Resort
The Laureate Key West
The Laureate Key West
Isla Bella Beach Resort & Spa
Isla Bella Beach Resort & Spa
Parrot Key Hotel & Villas
Parrot Key Hotel & VillasOur guide on where 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
Recent Reviews in Summerland Key

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

Sugar Loaf Lodge
Frequently asked questions
Explore a world of travel with Expedia
- Holiday Homes in Bahia Honda Key
- Luxury Hotels in Bahia Honda Key
- Bahia Honda Key Hotels
- Bay Point Hotels
- B&B in Big Pine Key
- Cabin Rentals in Big Pine Key
- Business Hotels in Big Pine Key
- Family Hotels in Big Pine Key
- Big Pine Key Hotels
- Motels in Big Pine Key
- Ranches in Big Pine Key
- Big Torch Key Hotels
- Beach Hotels in Boca Chica Key
- Luxury Hotels in Boca Chica Key
- Boca Chica Key Hotels
- Town Houses in Boca Chica Key
- Casa Marina Hotels
- Motels in Cow Key
- Holiday Homes in Cudjoe Key
- Cudjoe Key Hotels
- Monroe County Hotels
- Dredgers Key Hotels
- Hotels near Dry Tortugas National Park
- Fleming Key Hotels
- Hotels near Florida Keys Beaches
- Hotels near Fort East Martello Museum and Gallery
- Luxury Hotels in Geiger Key
- Key Haven Hotels
- Key West Hotels
- Hotels near Key West Intl.
- Hotels near Key West Naval Station
- Hotels near Key West Visitors Center
- Historic Hotels in Little Torch Key
- Little Torch Key Hotels
- B&B in Lower Florida Keys
- Holiday Homes in Lower Florida Keys
- Luxury Hotels in Lower Florida Keys
- Pet Friendly Hotels in Lower Florida Keys
- Lower Keys Hotels
- Melody Key Hotels
- Midtown Hotels
- New Town Hotels
- Holiday Homes in No Name Key
- Holiday Homes in Raccoon Key
- Raccoon Key Hotels
- Cheap Hotels in Sands
- Hotels near Smathers Beach
- Hotels near Sombrero Beach
- Hostels in Stock Island
- Stock Island Hotels
- Hotels near Studios of Key West
- B&B in Sugarloaf Key
- Sugarloaf Key Hotels
- Villas in Sugarloaf Key
- Sugarloaf Shores Hotels
- The Meadows Hotels
- Flights to Bahia Honda Key
- Flights to Boca Chica Key
- Flights to Lower Florida Keys
- Flights to Rockland Key
- Flights from Key West Intl.
- Flights from Little Torch Key
- Flights from Charlotte to Sugarloaf Key
- Flights from Boca Chica Key
- Flights from Melody Key
- Flights from Middle Torch Key
- Flights from Big Pine Key
- Flights from Cancun (CUN) to Key West (EYW)
- Flights from Washington (DCA) to Key West (EYW)
- Flights from Dallas (DFW) to Key West (EYW)
- Flights from Fort Lauderdale (FLL) to Key West (EYW)
- Flights from New York (JFK) to Key West (EYW)
- Flights from Los Angeles (LAX) to Key West (EYW)
- Flights from Orlando (MCO) to Key West (EYW)
- Flights from Melbourne (MEL) to Key West (EYW)
- Flights from Miami (MIA) to Key West (EYW)
- Flights from Melbourne (MLB) to Key West (EYW)
- Flights from New Orleans (MSY) to Key West (EYW)
- Flights from Chicago (ORD) to Key West (EYW)
- Flights from Perth (PER) to Key West (EYW)
- Flights from Sarasota (SRQ) to Key West (EYW)
- Flights from Sydney (SYD) to Key West (EYW)
- Flights from Tampa (TPA) to Key West (EYW)













































































