26

Summerland Key, FL Homes for Rent

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  • /12

    $2,700 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
  • /27

    $4,047 per month

    • 2 Beds
    • 2 Baths
    • Condo for Rent

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

    The advertised rate of $4,047/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 17, 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

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

    $4,900 per month

    • 2 Beds
    • 2 Baths
    • 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
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    $5,357 per month

    • 2 Beds
    • 2 Baths
    • 1,079 Sq Ft
    • House for Rent

    53 Barry Ave, Summerland Key, FL 33042

    This is a 2 story furnished or unfurnished single family house with a private pool, fenced in yard, screened patio, 2 bedrooms, 2 bathrooms with showers, stainless steel appliances, hurricane windows, washer and dryer, tile and wood floors. You are also able to use the amenities at our property next door such as 24 hour community gym and sauna. marina with boat ramp, outdoor games, bbq, kayaks

    Joseph Danieli AKT Realty LLC

    53 Barry Ave, 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
  • /15

    $3,200 per month

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

    31430 Avenue E, Big Pine Key, FL 33043

    Property Id: 2249521Annual long-term rental, $9600. to move in F/L/S . Spacious 3 bedroom, 2 bath stilt home, open floor plan. Covered porch with sliding French doors from the dining area. No neighbor on one side or across the street. Interior features include tile floors, a large kitchen, plenty of cabinets and a breakfast bar, laundry closet, hall bathroom has tub, and a master bathroom

    31430 Avenue E, Big Pine Key, FL 33043
  • /17

    $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,

    30612 23rd Ln, Big Pine Key, FL 33043
  • /35

    $3,800 per month

    • 3 Beds
    • 1.5 Baths
    • 1,247 Sq Ft
    • House for Rent

    29283 Coconut Palm Dr, Big Pine Key, FL 33043

    Ready to Rent beginning March 1st, 2026. This 3-bedroom, 1.5-bath home on Coconut Palm Drive is located in a quiet Big Pine Key neighborhood and features vaulted ceilings, crown molding, and an open-concept layout with great natural light. The property offers covered parking, a large downstairs storage area ideal for equipment or hobbies, and a fully fenced backyard for added privacy.

    Lisa Cattran Engel & Volkers Marathon

    29283 Coconut Palm Dr, Big Pine Key, FL 33043
  • /2

    $1,450 per month

    • Property for Rent

    29859 Overseas Hwy Unit A14, Big Pine Key, FL 33043

    🌴 Big Pine Key Lot for Rent - RV or Tiny Home Ready! 🌴Enjoy the Florida Keys lifestyle in this beautiful lot located in a desirable condominium community in Big Pine Key, just off U.S. 1 and close to everything!🏝️ Community Features:Heated pool for year-round enjoymentWasher/dryer available for tenantsSafe, friendly neighborhoodSteps from the bus stop, shops,

    Graciela Lozano KeysLifestyle Real Estate (KW)

    29859 Overseas Hwy Unit A14, 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

    $8,000 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
  • /20

    $7,945 per month

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

    886 Loggerhead Ln Unit ID1297829P, Summerland Key, FL 33042

    The advertised rate of $7,945/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 8, 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 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
  • /13

    $5,538 per month

    • 2 Beds
    • 2.5 Baths
    • 1,080 Sq Ft
    • Townhouse for Rent

    28513 Channel View Dr, Little Torch Key, FL 33042

    This is a waterfront 3 story, 2 bedroom, 2.5 bathroom unfurnished or furnished townhome for rent on a year lease. It is located in the community of Little Torch Cottages in Little Torch Key between Marathon and Key West. It has stainless steel appliances, full size front load stackable washer and dryer, tile floors, hurricane windows and doors, 3 balconies, 2 heated community pools, 24 hour

    Joseph Danieli AKT Realty LLC

    28513 Channel View Dr, Little Torch Key, FL 33042
  • /12

    $3,000 per month

    • 3 Beds
    • 2 Baths
    • 1,528 Sq Ft
    • House for Rent

    31167 Ave G, Big Pine Key, FL 33043

    Property Id: 2043505If your between homes, or construction, or here for a shorter period, here is a fully furnished home. Available now, 6mos + few days rental. Nice spacious, furnished home on a double lot, with fenced back yard. Utilities not included. Above ground pool. Close to local amenities. 3bd/2bth 1528 sq. ft. home with laundry room. Central AC & Heat. Monthly yard care

    31167 Ave G, Big Pine Key, FL 33043
  • /20

    $5,537 - $15,000 per month

    Little Torch Cottages

    2 - 4 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

    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
  • /14

    $3,900 per month

    • 2 Beds
    • 2.5 Baths
    • 1,080 Sq Ft
    • Townhouse for Rent

    28534 Channel View Dr, Little Torch Key, FL 33042

    Current resident moving out on 4/30/26.This is a 3 story 2 bedroom 2.5 bathroom unfurnished townhome for rent on a year lease.It is located in the community of Little Torch Cottages in Little Torch Key between Marathon and Key West. It has stainless steel appliances, stackable washer and dryer, hurricane windows and doors, two balconies, 2 heated and chilled community pools, gym, sauna, marina

    Joseph Danieli AKT Realty LLC

    28534 Channel View Dr, Little Torch Key, FL 33042
  • /9

    $12,500 per month

    • 4 Beds
    • 3 Baths
    • 2,855 Sq Ft
    • House for Rent

    28502 Channel View Dr, Little Torch Key, FL 33042

    This is a 3 story furnished 4 bedroom 3 bathroom home with a water view of the gulf in the Little Torch Cottages community of townhomes. There are 2 heated and chilled community pools, a gym, a sauna, a marina with boat ramp, bbq, exterior yard games and boat slip available for an extra charge. Kayaks and paddle boards are available for community usage.

    Joseph Danieli AKT Realty LLC

    28502 Channel View Dr, Little Torch Key, FL 33042
  • /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 Why Live in Summerland Key

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