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Summerland Key, FL Homes for Rent

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    $3,950 - $4,200 per month

    Little Torch Cottages

    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

    28501 Channel View Dr, Little Torch Key, FL 33042
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    $4,500 per month

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

    24317 Caribbean Dr W, Summerland Key, FL 33042

    Welcome to Casa Caribe, a long-term rental, comfortable 2 bed, 2 bath vacation home on Summerland Key. Located on one of the best canals on the island, and conveniently across the canal from the Summerland Marina, this home provides quick boating to the blue water as well as the prime diving areas of the Gulf and Looe Key National Marine Sanctuary out front. Large boats will tie up easily at

    Mary Conklin Action Keys Realty FL Keys Inc

    24317 Caribbean Dr W, Summerland Key, FL 33042
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    $3,300 per month

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • House for Rent

    25054 5th St, Summerland Key, FL 33042

    Property Id: 1790118Fenced Yard. No neighbor across street, just trees for some privacy. Covered front porch and covered parking and street parking. Patio area in back yard. Laminate flooring, except bathrooms are tile. Granite kitchen countertops. Flat stove top, separate oven, microwave, dishwasher fridge, freezer, washer and dryer front loader. Monthly yard care provided. Utilities

    25054 5th St, Summerland Key, FL 33042
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    $4,200 per month

    • 3 Beds
    • 2 Baths
    • 1,048 Sq Ft
    • House for Rent

    29267 Cypress Dr, Big Pine Key, FL 33043

    This is a spacious long-term rental in the highly desirable Eden Pines Neighborhood on Big Pine Key. Lots of dock space, and a boat lift available for tenant use! Easy access to open water!Very comfortable three bedroom, two full bath home with open concept living area and kitchen. Lots of outdoor living space here as well! Bring your family, stretch out, and relax!

    Mary Conklin Action Keys Realty FL Keys Inc

    29267 Cypress Dr, Big Pine Key, FL 33043
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    $3,400 per month

    • 2 Beds
    • 2 Baths
    • 1,216 Sq Ft
    • House for Rent

    133 W Cahill Ct, Big Pine Key, FL 33043

    Property Id: 1919345Stilt Custom home with covered screen porch and covered patio or parking. Tile floors throughout. Central air & heat Stove, Fridge, Microwave, Dishwasher, Stackable washer dryer. Open floor plan. Storage downstairs.  Fenced, pearock yard. Wood dock, beautiful canal and boating access to Pine Channel. First, last & security. $10,200. a pet by approval $300 pet

    133 W Cahill Ct, Big Pine Key, FL 33043
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    $3,200 per month

    • 3 Beds
    • 2 Baths
    • 741 Sq Ft
    • Property for Rent

    30925 Mercedes Rd, Big Pine Key, FL 33043

    June Move-in rental ready manufactured home with new flooring, kitchen appliances, AC units, and tankless water heater. The lot has storage units and space to store your boat or trailer. Unit is spacious with 3 bedrooms and 2 bathrooms to accommodate a group or family. Close vicinity to local parks and boat ramps at Bahia Honda. F/L/S Application & Background Check Required.

    Paulette Thompson PA Ocean Sotheby's International

    30925 Mercedes Rd, Big Pine Key, FL 33043
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    $3,600 per month

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • House for Rent

    31232 Ave d, Big Pine Key, FL 33043

    Property Id: 1827042Welcome to this cute cottage with an open floor plan. Impact windows, laminate flooring, ductless ac, mini splits. New appliances. Monthly yard maintenance. Close to park and shopping center in Big Pine Key. Storage shed. Fenced yard. Covered front porch. Open patio deck in back yard. Unfurnished. Rent times 3 to move in. Utilities NOT included. 30-45 min. to Key West.

    31232 Ave d, Big Pine Key, FL 33043
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    $4,500 per month

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • House for Rent

    335 Pirates Rd, Summerland Key, FL 33042

    Escape to paradise with this incredible waterfront property located on a deep boating canal in the heart of the Lower Florida Keys. Perfectly suited for boating enthusiasts and water lovers, this home offers dockage and a boat lift, and direct, easy access to the open waters of the Atlantic Ocean and Gulf of Mexico, making it a dream come true for those who enjoy fishing, cruising, or simply

    Nick Boumerhi Meyer and Boumerhi Realty LLC

    335 Pirates Rd, Summerland Key, FL 33042
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    $3,900 per month

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

    31167 Ave G, Big Pine Key, FL 33043

    Property Id: 1827061Available until Dec 31,2025 6mos + 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 included, pool service. Park nearby, state park beach, shopping center. Key West 30-45 min. Marathon 20

    31167 Ave G, Big Pine Key, FL 33043
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    $3,650 per month

    • 2 Beds
    • 1 Bath
    • 774 Sq Ft
    • Property for Rent

    29656 Constitution Ave, Big Pine Key, FL 33043

    Wonderful renovated waterfront 1/2 Duplex for rent! This one is the right side of duplex and has spacious 2 bedrooms and 1 full bath with open floor plan for living. Completely renovated and gorgeous inside! Beautiful Quartz countertops and stainless appliances in kitchen, all new fixtures and flooring thru-out. Stylish barn doors in both bedrooms with ample closet space. Screened in back porch

    Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

    29656 Constitution Ave, Big Pine Key, FL 33043
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    $4,890 per month

    • 3 Beds
    • 2 Baths
    • 1,482 Sq Ft
    • House for Rent

    19453 Seminole St, Summerland Key, FL 33042

    UNFURNISHED! LONG-TERM RENTAL AVAILABLE ON SUGARLOAF KEY - 1 YEAR LEASE. Tenant will pay only $310 for utilities, pool maintenance and landscaping. Only 15-20 minutes from all that Key West has to offer, yet in a very serene island setting in an awesome neighborhood! You get the best of both worlds living in this home! A beautiful island home on a huge double lot only a block (and a quarter, or

    19453 Seminole St, Summerland Key, FL 33042
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    $3,650 per month

    • 2 Beds
    • 1 Bath
    • 774 Sq Ft
    • Property for Rent

    Unlisted Address

    Wonderful renovated waterfront 1/2 Duplex for rent! This one is the left side of duplex and has spacious 2 bedrooms and 1 full bath with open floor plan for living. Completely renovated and gorgeous inside! Beautiful Quartz countertops and stainless appliances in kitchen, all new fixtures and flooring thru-out. Stylish barn doors in both bedrooms with ample closet space. Screened in back porch

    Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

    Unlisted Address
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    $7,500 per month

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

    1540 Lantana Ln, Big Pine Key, FL 33043

    FISHERMANS DREAM HOUSEBRING YOUR BOATS TO THIS AMAZING 3/2 HOUSE SECLUDED ON A CORNER LOT WITH 190FT. SEAWALL .BOAT RAMP BLOCKS AWAY.ENJOY THE POOL, COCKTAILS AT THE OUTSIDE BAR AND THE ADORABLE KEY DEER ROAMING THE NEIGHBORHOOD.ICE MAKER AT BAR. SLEEPS 8.MULTIPLE MONTHS AND OFF SEASON MONTHS OFFERED AT DISCOUNT RATES.$7500/mo for April-June

    Andrea Lennon Vylla Home

    1540 Lantana Ln, Big Pine Key, FL 33043
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    $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
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    $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 in Big Pine Key! This waterfront getaway is located in the National Key Deer Refuge, just 30 minutes away from Key West. This three-bedroom/two-bath home features an open floor plan, a fully furnished living area, and a modern, fully equipped kitchen. The kitchen is a culinary dream, featuring stainless steel appliances and an oversized quartz island, surrounded by eight

    Mary Jo Selden DomainRealty.com LLC

    3770 Park Ave, Big Pine Key, FL 33043
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    $4,900 per month

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • House for Rent

    74 Pelican Ln Unit 1, Big Pine Key, FL 33043

    Completely remodeled property, 2024 roof, new floors, termite treatment done 2025, fully furnished, with an excellent location 30 minutes from Key West, restaurants, schools, beaches, recreational centers and everything you need for a quiet and pleasant life, all nearby

    Yunior Molina My Realty Group, LLC.

    74 Pelican Ln Unit 1, Big Pine Key, FL 33043
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    $3,900 per month

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

    28507 Channel View Dr, Little Torch Key, FL 33042

    Current resident moving out on 5/31/25.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

    28507 Channel View Dr, Little Torch Key, FL 33042
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    $13,900 per month

    • 4 Beds
    • 3 Baths
    • 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
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    $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
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    $4,000 per month

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

    29050 Rose Dr, Big Pine Key, FL 33043

    This spectacular FL Keys home is available for rent with direct access to a canal that goes to the ocean.

    Evelyn Brito Lifestyle International Realty

    29050 Rose Dr, Big Pine Key, FL 33043
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    $20,000 per month

    • 3 Beds
    • 3 Baths
    • House for Rent

    1851 Long Beach Dr, Big Pine Key, FL 33043

    Petra Pataki Ether Real Estate, LLC

    1851 Long Beach Dr, Big Pine Key, FL 33043
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    $7,000 per month

    • 4 Beds
    • 3 Baths
    • 1,633 Sq Ft
    • Property for Rent

    34 Bay Dr, Key West, FL 33040

    Live the ultimate Florida Keys lifestyle in this beautifully renovated canalfront retreat available for long-term lease. This ground-level home blends luxury and laid-back comfort just 15 minutes from downtown Key West.Set on a sprawling 15,047 sq. ft. lot, the property features a fenced yard for privacy and serenity. Enjoy direct canal access with your own private boat dock--perfect for fishing,

    Karen Quist Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

    34 Bay Dr, Key West, FL 33040

Frequently Asked Questions

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 33043, 33042 and 33040.
How to Rent a Home