Lower Keys Vacation Rentals – Homes in Big Pine, Sugarloaf, and More

Escape the crowds and discover the relaxed pace of the Lower Florida Keys. From Big Pine Key to Sugarloaf Key, this island chain offers a quiet, laid-back experience that feels miles away from the rush of Key West. Our Lower Keys vacation rentals provide the ideal setting for travelers looking for peace, natural beauty, and easy access to the water.
Whether planning a fishing trip, a romantic getaway, or a family gathering, these rentals bring you closer to what makes the Keys special. Stay near scenic beaches, wildlife refuges, and some of the best boating spots in the region. Many of our homes include private docks, pools, and open-water views—perfect for watching the sun melt into the horizon.
Snorkel the Looe Key Reef, kayak through mangrove tunnels, or eat at a nearby seafood shack. Every island in the Lower Keys has its charm, and staying in one of our vacation homes gives you the space and comfort to take it all in.
All of our Lower Keys vacation rentals come with the full support of our local team. Whether you need help finding the right home or tips on what to do nearby, we're here to make your stay easy and memorable. Ready to experience the quieter side of the Florida Keys?
Please browse our selection of Lower Keys vacation rentals and find your perfect island hideaway today.
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Frequently Asked Questions
What part of the Florida Keys is considered the Lower Keys?
The Lower Keys stretch from just past Marathon to Key West, including islands like Big Pine Key, Cudjoe Key, Sugarloaf Key, and Summerland Key. These islands offer a more peaceful atmosphere compared to the Upper Keys and Key West.
Are Lower Keys vacation rentals close to the beach?
Many vacation rentals in the Lower Keys are near the water, with some offering direct beach access or waterfront views. Popular beach spots nearby include Bahia Honda State Park and the shoreline around Big Pine Key.
Is it better to stay in the Lower Keys or Key West?
The Lower Keys are a great choice for visitors looking for a quiet, nature‑focused experience with easy access to boating, snorkeling, and fishing. Key West is more lively and crowded, while the Lower Keys offer a slower pace and more space to relax.
Can I rent a vacation home in the Lower Keys with a boat dock?
Yes, several vacation homes in the Lower Keys include private docks or canal access. These are perfect for guests bringing boats or looking to rent one during their stay.
What activities are popular in the Lower Keys?
Guests enjoy snorkeling at Looe Key Reef, kayaking through mangroves, fishing in the backcountry, and visiting wildlife areas like the National Key Deer Refuge on Big Pine Key.
Are pets allowed in Lower Keys vacation rentals?
Some properties do allow pets, though it depends on the individual home. Be sure to check each listing for pet policies or contact the rental team for help finding a pet‑friendly option.