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Summerland Key, FL Homes for Rent

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  • /34

    $5,750 per month

    • 3 Beds
    • 3 Baths
    • 1,380 Sq Ft
    • Property for Rent

    59 Palm Dr, Key West, FL 33040

    Enjoy the Keys lifestyle in this stunning canal-front 3-bedroom, 3-bathroom elevated modular home, located in the desirable Bay Point neighborhood, just behind Baby's Coffee. Available for $5,900 per month, this 2015-built home offers modern amenities and a spacious layout perfect for comfortable living.The lower level features a bedroom with a full bath, 9-foot ceilings, and access to a covered

    Agent Photo

    Dan Serban

    Key West Luxury Real Estate Inc (KW)

    (645) 205-0832

    59 Palm Dr, Key West, FL 33040
  • /20

    $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
  • /24

    $3,900 per month

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

    30867 Delgado Ln, Big Pine Key, FL 33043

    A great waterfront family home with brand new granite, new cabinets, SS appliances, driftwood decor flooring, updated baths, brand new impact patio slider doors, brand new accent drapes, freshly painted interior/exterior, remote ceiling fans, large bedrooms, brand new blinds, washer/dryer in laundry room walk-out deck facing north, giant yard/double lot for parking/toys, heavy davits along 50'

    Paul Rogers Coldwell Banker Schmitt RE Co.

    30867 Delgado Ln, Big Pine Key, FL 33043
  • /17

    $3,950 per month

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

    19590 Tequesta St, Summerland Key, FL 33042

    This property at 19590 Tequesta St offers 3 bedrooms and 2 bathrooms within a total of 1,296 square feet. The living room provides ample space for relaxation and features air conditioning and ceiling fans for comfort. The kitchen includes convenient laundry facilities with a washer and dryer. The master bathroom is equipped with double vanities, enhancing functionality. Additional amenities

    19590 Tequesta St, Summerland Key, FL 33042
  • /13

    $5,500 per month

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

    28515 Channel View Dr, Little Torch Key, FL 33042

    Current resident moving out on 10/31/25.This is a waterfront 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, full size front load stackable washer and dryer, tile floors, hurricane windows and doors, 3 balconies, 2 heated

    Joseph Danieli AKT Realty LLC

    28515 Channel View Dr, Little Torch Key, FL 33042
  • /22

    $3,700 per month

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • House for Rent

    29172 Rose Dr, Big Pine Key, FL 33043

    Freshly remodeled waterfront home! Located in a lovely neighborhood with a boat ramp right around the corner! Exterior of property has open parking as well as covered parking for multiple vehicles. Below home is surrounded by lattice to give additional shade and privacy. So much potential downstairs for outdoor entertainment.The main living area has gone through a full renovation. Kitchen boast

    29172 Rose Dr, Big Pine Key, FL 33043
  • /9

    $4,800 per month

    • 2 Beds
    • 1 Bath
    • Apartment for Rent

    29420 Enterprise Ave Unit B, Big Pine Key, FL 33043

    Enjoy the best of Keys living in this beautifully renovated 2 bedroom, 1 bath upstairs unit in Big Pine Key. This spacious home offers stunning open water views and direct canal access perfect for boating enthusiasts, with room to dock your boat right outside.Inside, you'll find a modern feel with top-of-the-line appliances, a washer and dryer, and high-end finishes throughout. The open floor

    Halley Haack Coldwell Banker Schmitt RE Co.

    29420 Enterprise Ave Unit B, Big Pine Key, FL 33043
  • /9

    $2,100 per month

    • 1 Bed
    • 1 Bath
    • 528 Sq Ft
    • House for Rent

    31020 Avenue B, Big Pine Key, FL 33043

    Property Id: 2043481 $2100. for one person. Cozy 1 Bedroom, 1 Bath Mobile Home This well-maintained mobile home features laminate flooring, a screened-in back porch, and a small fenced side and backyard. Parking for 2 vehicles max. It includes washer/dryer hookups and an on-demand water heater. The home is unfurnished, and utilities are not included. Lease Terms: Maximum 2 people .

    31020 Avenue B, Big Pine Key, FL 33043
  • /15

    $5,000 per month

    • 2 Beds
    • 2 Baths
    • Apartment for Rent

    29420 Enterprise Ave Unit A, Big Pine Key, FL 33043

    Enjoy the best of Keys living in this beautifully renovated 2 bedroom, 2 bath upstairs unit in Big Pine Key. This spacious home offers stunning open water views and direct canal access perfect for boating enthusiasts, with room to dock your boat right outside.Inside, you'll find a modern feel with top-of-the-line appliances, a washer and dryer, and high-end finishes throughout. The open floor

    Halley Haack Coldwell Banker Schmitt RE Co.

    29420 Enterprise Ave Unit A, Big Pine Key, FL 33043
  • /11

    $3,650 per month

    • 2 Beds
    • 2 Baths
    • 1,050 Sq Ft
    • House for Rent

    29188 Tulip Ln, Big Pine Key, FL 33043

    Property Id: 2080670Welcome to this renovated charming 2 bed, 2 bath single-family home in Big Pine Key, FL! This cozy property features modern amenities such as a dishwasher, washer/dryer, and security cameras. With utilities included and off-street parking, this pet-free rental is perfect for a comfortable and convenient lifestyle. Don't miss out on this amazing opportunity in EDEN

    29188 Tulip Ln, Big Pine Key, FL 33043
  • /12

    $5,900 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 4-bedroom, 2-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
  • /12

    $4,800 per month

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • House for Rent

    467 W Shore Dr, Summerland Key, FL 33042

    Property Id: 1850307Welcome to your dream home in the heart of Summerland Key! Located at MM25 in the coveted Summerland Key Cove neighborhood conveniently located near restaurants, shopping, and boat ramps. This spacious property features modern amenities such as a stainless steel appliances, central AC, and in ground swimming pool. Extra large driveway with plenty of off street parking

    467 W Shore Dr, Summerland Key, FL 33042
  • /33

    $4,500 per month

    • 4 Beds
    • 3 Baths
    • Property for Rent

    31380 Avenue G, Big Pine Key, FL 33043

    Brand New Construction All CBS 4BR/3BA. Now available for long term rental! Minutes from Shopping, Local Parks, and nearby Amenities.

    Justyn Ewald Expert Realty LLC (HQ)

    31380 Avenue G, Big Pine Key, FL 33043
  • /17

    $3,600 per month

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

    29654 Constitution Ave, Big Pine Key, FL 33043

    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

    29654 Constitution Ave, Big Pine Key, FL 33043
  • /19

    $3,900 per month

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

    29267 Cypress Dr, Big Pine Key, FL 33043

    Located in the Eden Pines community, this unfurnished single-family home offers 2 bedrooms plus a bonus room previously used as a third bedroom. Enjoy canal-front living with a boat lift and plenty of storage, including an enclosed downstairs area and separate shed. Washer and dryer included. Pet-friendly with deposit. 6-8 month lease preferred. Utilities not included. Background and credit check

    Melissa Gibbins Expert Realty LLC (HQ)

    29267 Cypress Dr, Big Pine Key, FL 33043
  • /36

    $5,000 per month

    • 3 Beds
    • 1 Bath
    • 1,116 Sq Ft
    • House for Rent

    27316 Cayman Ln Unit 1, Summerland Key, FL 33042

    Presenting Villa Marquesa — the perfect opportunity to lease a charming private villa in the heart of Ramrod Key, located in the picturesque Lower Keys. This fully furnished 3-bedroom, 1-bath tropical retreat offers stylish South Florida beach decor, a fully equipped kitchen, and two spacious living areas for ultimate comfort. Ideal for tenants seeking privacy, relaxation, and a resort-style

    Gilbert Garcia Proxy Realty Group LLC

    27316 Cayman Ln Unit 1, Summerland Key, FL 33042
  • /65

    $6,995 per month

    • 4 Beds
    • 3 Baths
    • 3,116 Sq Ft
    • House for Rent

    30825 Ortega Ln, Big Pine Key, FL 33043

    Welcome to your slice of paradise in Big Pine Key! This stunning property offers peace and privacy on a quiet street,just minutes from world class fishing, boating, and the natural beauty of Bahia Honda State Park. This charminghome comes fully furnished and features an open-concept layout, modern updates, and coastal finishes throughout. relax on the coveredporch, entertain on the

    Walter Vargas Cervera Real Estate Inc.

    30825 Ortega Ln, 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
  • /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 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
  • /23

    $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
  • /14

    $4,550 per month

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

    28543 Channel View Dr, Little Torch Key, FL 33042

    Current resident moving out on 9/30/25.Water view from balcony.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

    Joseph Danieli AKT Realty LLC

    28543 Channel View Dr, Little Torch Key, FL 33042
  • /9

    $13,500 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
  • /2

    $10,000 per month

    • 3 Beds
    • 2 Baths
    • House for Rent

    1540 Lantana Ln, Big Pine Key, FL 33043

    FISHERMANS DREAM HOUSE! BRING YOUR BOATS TO THIS AMAZING 3/2 HOUSE SECLUDED ON A CORNER LOT WITH 190FT OF SEAWALL. BOAT RAMP MINUTES AWAY. ICE MAKER AT THE OUTSIDE BAR.ENJOY THE POOL, OPEN DECKS, COCKTAILS AT THE OUTSIDE BAR, AND THE ADORABLE KEY DEER ROAMING THE NEIGHBORHOOD. SLEEPS 8. AVAILABLE FOR MONTHLY RENTALS TOO. DISCOUNTED PRICES FOR MULTIPLE MONTH RENTALS AND OFF SEASON.

    Andrea Lennon Vylla Home

    1540 Lantana Ln, Big Pine Key, FL 33043

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 33042, 33043 and 33040.
How to Rent a Home