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Newest Homes for Rent in Cudjoe Key, FL

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  • 21585 Overseas Hwy, Cudjoe Key, FL 33042
    21585 Overseas Hwy, Cudjoe Key, FL 33042
    21585 Overseas Hwy, Cudjoe Key, FL 33042
    /23

    Starting at $2,700 Per Month

    • 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.

    Coco Palms

    21585 Overseas Hwy, Cudjoe Key, FL 33042
  • 22860 Blackbeard Ln, Cudjoe Key, FL 33042
    22860 Blackbeard Ln, Cudjoe Key, FL 33042
    22860 Blackbeard Ln, Cudjoe Key, FL 33042
    /17

    $5,100 Per Month

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • House for Rent

    22860 Blackbeard Ln, Cudjoe Key, FL 33042

    Enjoy the Florida Keys lifestyle in this 3-bedroom, 2-bathroom canal front home, now available for long-term rental in the highly desirable community of Cudjoe Key. Situated on a quiet dead-end street, this home offers privacy and minimal traffic, making it an ideal retreat.Boaters will appreciate the 10,000-pound boat lift, commercial ice maker downstairs, and quick, easy access to open

    Maria Sanchez LoKation Real Estate

    22860 Blackbeard Ln, Cudjoe Key, FL 33042
  • 21074 Hamilton Ave, Cudjoe Key, FL 33042
    21074 Hamilton Ave, Cudjoe Key, FL 33042
    21074 Hamilton Ave, Cudjoe Key, FL 33042
    /12

    $3,800 Per Month

    • 3 Beds
    • 2 Baths
    • House for Rent

    21074 Hamilton Ave, Cudjoe Key, FL 33042

    Enjoy the Florida Keys lifestyle in this spacious 3 bedroom, 2 bath waterfront duplex located in the desirable Cudjoe Gardens community. Step outside and enjoy dock space with direct boating access, making it easy to spend your days on the water. The property is conveniently located just seconds from the local marina. Please note that this is a duplex, so there are some shared outdoor/common

    Halley Haack Coldwell Banker Schmitt RE Co.

    21074 Hamilton Ave, Cudjoe Key, FL 33042
  • 142 Sawyer Dr, Summerland Key, FL 33042
    142 Sawyer Dr, Summerland Key, FL 33042
    142 Sawyer Dr, Summerland Key, FL 33042
    /19

    $11,600 Per Month

    • 5 Beds
    • 3 Baths
    • 2,528 Sq Ft
    • House for Rent

    142 Sawyer Dr, Summerland Key, FL 33042

    Welcome to Paradise!Enjoy this beautiful 5-bedroom, 3-bathroom waterfront rental featuring 120 feet of private dockage--perfect for boating enthusiasts and families alike. Shore power would be an additional charge.This fully furnished home is move-in ready and offers everything you need for a comfortable and relaxing stay. Whether you're planning a vacation getaway or an extended

    Tracey Petrusha Venture Realty Group

    142 Sawyer Dr, Summerland Key, FL 33042
  • 22777 Jolly Roger Dr, Summerland Key, FL 33042
    22777 Jolly Roger Dr, Summerland Key, FL 33042
    22777 Jolly Roger Dr, Summerland Key, FL 33042
    /8

    $5,750 Per Month

    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft
    • House for Rent

    22777 Jolly Roger Dr, Summerland Key, FL 33042

    Property Id: 1197908 Canal front pool home with a double fenced in lot. Enough room for all your boats and toys. Large saltwater pool perfect for soaking up the sun and enjoying a peaceful afternoon. The split layout provides privacy with your own separate areas to unwind. Bring your 4 legged family members. Bonus room could be the 4th bedroom or office. Large AC storage area or workshop and

    22777 Jolly Roger Dr, Summerland Key, FL 33042
  • 22961 John Avery Ln, Summerland Key, FL 33042
    22961 John Avery Ln, Summerland Key, FL 33042
    22961 John Avery Ln, Summerland Key, FL 33042
    /16

    $4,750 Per Month

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft
    • House for Rent

    22961 John Avery Ln, Summerland Key, FL 33042

    Florida Keys Boater's pardise now available for rent! 2 bedrooms 2 bathrooms with direct ocean access, boat slift, double jetski lifts, RV hook up, shore power, fish cleaning station. Just Bring your toys! One year lease minimun. This beautiful home is also available for sale. Call listing agent for questions.

    Rayden Vega Casa Miami Real Estate

    22961 John Avery Ln, Summerland Key, FL 33042
  • 21640 Overseas Hwy, Summerland Key, FL 33042
    21640 Overseas Hwy, Summerland Key, FL 33042
    21640 Overseas Hwy, Summerland Key, FL 33042
    /70

    $12,500 Per Month

    • 4 Beds
    • 4 Baths
    • 2,952 Sq Ft
    • House 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)

    21640 Overseas Hwy, Summerland Key, FL 33042
Florida Monroe County

Newest Homes for Rent in Cudjoe Key, FL

Frequently Asked Questions

How much does it cost to rent a home in Cudjoe Key, FL?
The median rent for a home in Cudjoe Key, FL is $5,550 per month, though prices vary by neighborhood, size, and property type. As of August 2026, single-family homes tend to be the most affordable option.
How much do you need to make to afford rent in Cudjoe Key, FL?
To comfortably afford the median rent in Cudjoe Key, FL, a household needs to earn roughly $222,000 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $5,550 per month in Cudjoe Key, FL, renters typically need to show $16,650 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.
Is it more affordable to rent or buy in Cudjoe Key, FL?
In Cudjoe Key, FL, the price-to-rent ratio is 15.2, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.
What neighborhoods in Cudjoe Key, FL are best for renting a home?
The best neighborhood for renting in Cudjoe Key, FL depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a home include New Town, Mid Town and Old Town, each with its own character and price range.

Rental Trends in Cudjoe Key, FL

There are currently 7 homes available for rent in Cudjoe Key, FL. The median rent is $5,550 per month, with single-family homes renting at $5,550.

Rental Home Trends

Number of Homes for Rent
7
Median Rent
$5,550
Median Single Family Home Rent
$5,550
How to Rent a Home

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