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Cudjoe Key, FL Homes for Rent

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  • /70

    $12,500 per month

    • 4 Beds
    • 4 Baths
    • 2,952 Sq Ft
    • Property for Rent

    21640 Overseas Hwy, Summerland Key, FL 33042

    Waterfront Paradise in Cudjoe KeyWelcome to 21640 Overseas Highway, Cudjoe Key, FL 33042--a spectacular 4-bedroom, 4-bathroom waterfront sanctuary offering panoramic open-water views and the ultimate Florida Keys lifestyle.Inside, the home features a beautifully updated kitchen with modern finishes, spacious living areas designed for comfort and entertaining, and a huge master suite overlooking

    Agent Photo

    Dan Serban

    Key West Luxury Real Estate Inc (KW)

    (786) 442-3255

    21640 Overseas Hwy, Summerland Key, FL 33042
  • /8

    $2,700 - $3,000 per month

    Coco Palms

    2 Beds

    21585 Overseas Hwy, Cudjoe Key, FL 33042

    Discover our newly constructed community at Coco Palms in Cudjoe Key, Florida. The leasing team will assist you in finding your new place. A selection of amenities are waiting for you: hurricane windows and doors, dishwashers, washers and dryers and convenient on-site parking options. Contact us today to see available floor plans and find your new place at Coco Palms.

    21585 Overseas Hwy, Cudjoe Key, FL 33042
  • /14

    $6,300 per month

    • 7 Beds
    • 6 Baths
    • 3,249 Sq Ft
    • House for Rent

    21660 Overseas Hwy, Summerland Key, FL 33042

    Private Oceanfront Beach House - Annual Rental Available.Your private slice of the Florida Keys, just 20 minutes from Key West. This direct oceanfront home offers sweeping Atlantic views and the ultimate coastal escape.Inside, you'll find an airy layout with plenty of natural light, stainless steel appliances, French doors, impact-rated sliders, doors, and windows, plus updated AC units for

    Kelly Gardner Bluescape Real Estate

    21660 Overseas Hwy, Summerland Key, FL 33042

Why Live in Cudjoe Key

Cudjoe Key, FL, is a small community known for its waterfront properties and unique attractions. The island, which began as a U.S. Air Force base in the late 1950s, features a mix of single-family homes and resort rentals, with much of the land remaining undeveloped. The National Key Deer Refuge, a 9,000-acre preserve, protects the endangered Key deer on the island. A notable feature is the aerostat site at the northern tip, where a large white blimp, nicknamed “Fat Albert,” hovers. Residential areas like Cutthroat Harbor Estates and Cudjoe Gardens offer stilt homes and canal-front properties, with prices ranging from $600,000 to over $3 million. The island lacks traditional parks, but residents enjoy water activities such as deep-sea diving, boating, and fishing. Bahia Honda State Park, located 15 miles away, provides additional outdoor recreation with its beach, hiking trails, and snorkeling sites. Dining options include Broil, a gourmet steakhouse, and The Bent Prop, known for its happy hour specials. For groceries, Murray’s Market is 2 miles away on Summerland Key, and a Winn-Dixie is 9 miles away on Big Pine Key. Students attend highly rated schools like Key West High School and Big Pine Academy. The Overseas Highway connects Cudjoe Key to Key West, 20 miles south, and Marathon, 30 miles north. Residents face high home and flood insurance premiums due to the island's susceptibility to hurricanes.

Frequently Asked Questions

What are the most popular neighborhoods in Cudjoe Key, FL for renters?
The most popular neighborhoods in Cudjoe Key, FL for renters are New Town, Mid Town and Old Town.
What are the most popular zip codes in Cudjoe Key, FL for renters?
The most popular zip codes in Cudjoe Key, FL for renters include 33042, 33040 and 33043.
How to Rent a Home