Summerland Key Vacations
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Where to stay in Summerland Key
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.
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.
Discover the most popular places to visit in Summerland Key
Summerland Key Hotel Deals
"We stayed for four nights. The hotel was quiet, clean, and comfortable. The staff was very friendly. Our patio had a beautiful view of the water. We had drinks and pie in the restaurant, and they were delicious. We would definitely stay there again."
"Lovely, quiet spot. Perfect for an anniversary trip."
Starlight Serenity - Hideaway w Stunning Views
Starlight Serenity - Hideaway w Stunning Views"The host team is amazing and very responsive. The house is very beautiful inside and out. We loved grilling downstairs, so much room down there. We loved our stay here because it was very secluded, unlike Key West, where you are on top of each other. The location is perfect because you can still make it down to Key West in 25 minutes for activities and food."
Atlantic View Luxury Villa with Pool
Atlantic View Luxury Villa with Pool"Everything the description states is inaccurate. The Host was not available at any time, it plain as day states to contact host for gate code and I notified 24hrs before, I called at 1pm the next day, no response, I called at 3pm and texted that i would arrive at house by 5pm like check in states with no response, I stopped for lunch and my new arrival was at 6pm, which is the time I arrived at the house, I called several times to host for gate code, and no success again, It was frustrating I...
Old Wooden Bridge Resort and Marina
Old Wooden Bridge Resort and Marina"The location could be wonderful, but the unit we were checked into had an active mold problem and was not the one originally booked. The staff was unhelpful about correcting the situation. My party had to split up and find alternative lodging."
The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key West
"While check in was a little confusing, everything after that was fantastic. Room was great, spacious, and clean. The location is fabulous. A short walk to the center of Duval st, giving easy access to everything you'd want to do. The staff was super friendly. I needed to let someone know the battery was low on our lock and it was immediately handled, with a very friendly follow up call to make sure everything was all set and if we needed anything. Also nice 2nd floor porch, great for a morning...