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Newest Homes for Rent in Summerland Key, FL

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  • /14

    $3,500 Per Month

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

    3693 Landers St, Big Pine Key, FL 33043

    Property Id: 2514237Annual Canal-Front Rental on Big Pine Key! Utilities not included. This charming 2-bedroom, 2-bath home sits on a desirable corner lot with water access, offering a relaxed island lifestyle. Enjoy peaceful views. House is on a corner cana. Nice screened-in back porch with sliding doors to living and dining areas.—perfect for morning coffee or evening unwinding. Open

    (786) 933-7769

    3693 Landers St, Big Pine Key, FL 33043
  • /15

    $4,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft
    • House for Rent

    813 Hawksbill Ln, Summerland Key, FL 33042

    If you want to Rent a home with Canal View that leads to the Bay. This is your perfect home. Has a Lift and a great view from the second story Porch, Fishing is always near

    Miguel Riveron Douglas Elliman

    813 Hawksbill Ln, Summerland Key, FL 33042
  • /66

    $4,000 Per Month

    • 3 Beds
    • 2 Baths
    • 888 Sq Ft
    • House for Rent

    30361 Hardin Rd, Big Pine Key, FL 33043

    270' OF CANAL FRONTAGE & TWO CONCRETE DOCKS (70' + 54') - Welcome to the Blue Heron Estate, the ultimate waterfront compound for the serious boater and nature lover. Nestled on an expansive, fenced 15,045-square-foot lot within the tranquil National Key Deer Refuge, this newly renovated contemporary masterpiece offers a level of scale and privacy rarely found in a rental. With two massive

    Maris Delgado LoKation

    30361 Hardin Rd, Big Pine Key, FL 33043
  • /41

    $7,500 Per Month

    • 3 Beds
    • 2 Baths
    • 6,098 Sq Ft
    • House for Rent

    280 Airport Dr S, Summerland Key, FL 33042

    *** Private Airstrip *** Welcome to your slice of paradise in the Florida Keys! For aviation enthusiasts, the allure of this property is further enhanced by its location within a private airpark community (FD51 Summerland Key Airport). Nestled on a serene, clear wide canal with direct access to the Atlantic Ocean with no bridges, within a private airpark community, this home offers the

    Lisa Guirguis Genesis Realty Team

    280 Airport Dr S, Summerland Key, FL 33042
  • /29

    Starting at $2,500 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

    (786) 640-1903

    21585 Overseas Hwy, Cudjoe Key, FL 33042
  • /27

    $4,868

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • Condo for Rent

    29179 Rose Dr Unit SI ID1307168P, Big Pine Key, FL 33043

    The advertised rate of $4,868/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 18, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    29179 Rose Dr Unit SI ID1307168P, Big Pine Key, FL 33043
  • /19

    $4,500 Per Month

    • 2 Beds
    • 1 Bath
    • 884 Sq Ft
    • House for Rent

    27346 Martinique Ln, Summerland Key, FL 33042

    Welcome to your private slice of paradise in the Florida Keys. This fully remodeled, exquisitely furnished 2-bedroom, 1-bathroom waterfront home is a true island escape. Where turquoise waters, swaying palms, and golden sunsets become your everyday view. Enjoy direct ocean access from your private dock, no bridges to slow you down. Lounge by the heated pool, dine under the stars, and feel the

    Alicia Rufino Island Living Realty, LLC

    27346 Martinique Ln, Summerland Key, FL 33042
  • /13

    $4,350 Per Month

    • 3 Beds
    • 2 Baths
    • 1,290 Sq Ft
    • Property for Rent

    2635 Koehns Ave, Big Pine Key, FL 33043

    Discover this charming 3-bedroom, 2-bathroom furnished home. ALL UTILITIES ARE INCLUDED. The spacious, open floor plan features a gourmet kitchen with white quartz countertops and sleek, stainless-steel Bertazzoni appliances imported from Italy.Relax in the dining area, overlooking a screened-in patio with stunning views of the heated saltwater pool. The lush backyard is a tropical paradise,

    Agent Photo

    Karen Liskey

    Key Colony Beach Realty

    (866) 729-5076

    2635 Koehns Ave, Big Pine Key, FL 33043
  • /16

    $3,500 Per Month

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

    30612 23rd Ln, Big Pine Key, FL 33043

    Property Id: 2240886Discover the beauty of Big Pine Key from this delightful 2-bedroom house. With a king bed and a queen bed, guests can relax in comfort. Enjoy the convenience of WiFi, AC, and a washing machine during your stay. The 2 bathrooms are equipped with all of the conveniences of home. Located between the Back Bay and the Ocean. Property sits on an acre lot, enjoy the breezy,

    (786) 574-3854

    30612 23rd Ln, Big Pine Key, FL 33043
  • /17

    $5,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,565 Sq Ft
    • House for Rent

    24840 Park Dr, Summerland Key, FL 33042

    { WOW } Try and find a rental in the Lower Florida Keys! Then, yet again, one with 3 bedrooms, 2 Full baths and spacious Kitchen, Livingroom, Dinning open concept layout. Welcome to living in Summerland Key Cove.Live where others vacation -- in Summerland Key Cove, just 25 miles from Key West. Whether you're a boater, pilot, fisherman, or someone who simply enjoys walking their dog by the water,

    Thomas Murphy LAER Realty

    24840 Park Dr, Summerland Key, FL 33042
  • /13

    $7,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,418 Sq Ft
    • House for Rent

    1540 Lantana Ln, Big Pine Key, FL 33043

    Fishermans Dream House!Bring your boats to this beautiful canal front home in Big Pine Key. Secluded on a corner lot with 190 ft of seawall. Boat ramp is less than a mile away. Enjoy swimming in the pool, relaxing on the deck, cocktails at the outside bar, or meeting the adorable friendly Key Deer roaming the neighborhood.Sleeps 8Available February 1st for monthly rentalCall

    Andrea Lennon Vylla Home

    1540 Lantana Ln, Big Pine Key, FL 33043
  • /31

    $8,030

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,431 Sq Ft
    • Condo for Rent

    886 Loggerhead Ln Unit SI ID1297829P, Summerland Key, FL 33042

    The advertised rate of $8,030/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 10, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    886 Loggerhead Ln Unit SI ID1297829P, Summerland Key, FL 33042
  • /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
  • /20

    Starting at $5,538 Per Month

    • 2 Beds

    28501 Channel View Dr, Little Torch Key, FL 33042

    In Little Torch Key, near Mile Marker 28 on US Highway 1, Little Torch Cottages features 48 homes for those looking for something special. This beautiful property has 400 feet of open water views on Pine Channel, and also offers 22 foot boat slips at a discounted monthly rate for community residents. You will also be able to enjoy a community Clubhouse, park, BBQ areas, Paddle Board and Kayak

    Little Torch Cottages

    (786) 730-7736

    28501 Channel View Dr, Little Torch Key, FL 33042
  • /49

    $5,800 Per Month

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • House for Rent

    3770 Park Ave, Big Pine Key, FL 33043

    Welcome to Caribbean Cove located in Big Pine Key. Located in the lower keys, 30 minutes from Key West. This stunning waterfront three bedroom/two bath home features an open floor plan, with a fully furnished living area and a modern kitchen. The kitchen is a culinary dream, equipped with stainless steel appliances and an oversized quartz island, surrounded by eight comfortable seats, perfect for

    Mary Jo Selden DomainRealty.com LLC

    3770 Park Ave, Big Pine Key, FL 33043
  • /49

    $5,800 Per Month

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • House for Rent

    3770 Park Ave, Big Pine Key, FL 33043

    Welcome to Caribbean Cove located in Big Pine Key. Located in the lower keys, 30 minutes from Key West. This stunning waterfront three bedroom/two bath home features an open floor plan, with a fully furnished living area and a modern kitchen. The kitchen is a culinary dream, equipped with stainless steel appliances and an oversized quartz island, surrounded by eight comfortable seats, perfect for

    Mary Jo Selden DomainRealty.com LLC

    3770 Park Ave, Big Pine Key, FL 33043
  • /81

    $12,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,443 Sq Ft
    • House for Rent

    441 La Fitte Rd, Summerland Key, FL 33042

    ** SHORT-TERM RENTAL ** Stunning open water house with high ceilings, open floor plan, covered screen porch, and open deck for the sun lovers! New deck with a heavy-duty boat lift in place (15,000 pounds) in one of the cleanest waters in the FL Keys! Metal roof, New A/C, Water Heater, and a Front aluminum fence with beautiful landscaping This home is located in one of the best neighborhoods in

    Carolina Gil Caralex Intl Realty Group Corp

    441 La Fitte Rd, Summerland Key, FL 33042

Frequently Asked Questions

How much does it cost to rent a home in Summerland Key, FL?
The median rent for a home in Summerland Key, FL is $9,750 per month, though prices vary by neighborhood, size, and property type. As of May 2026, single-family homes tend to be the most affordable option.
How much do you need to make to afford rent in Summerland Key, FL?
To comfortably afford the median rent in Summerland Key, FL, a household needs to earn roughly $390,000 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 $9,750 per month in Summerland Key, FL, renters typically need to show $29,250 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 Summerland Key, FL?
In Summerland Key, FL, the price-to-rent ratio is 9.4, 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 Summerland Key, FL are best for renting a home?
The best neighborhood for renting in Summerland Key, FL depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a home include Mid Town and New Town, each with its own character and price range.

Rental Home Trends in Summerland Key, FL

Rental Home Trends

Number of Homes for Rent
22
Median Rent
$9,750
Median Single Family Home Rent
$9,750
How to Rent a Home