334

Monroe County, FL Homes for Rent

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  • /43

    $6,500 Per Month

    • 3 Beds
    • 2 Baths
    • 2,129 Sq Ft
    • House for Rent

    273 W Seaview Dr, Duck Key, FL 33050

    Welcome to 273 W Seaview Dr, your sanctuary in the heart of tropical paradise! This concrete fortress, built to withstand hurricanes, ensures peace of mind in any weather. The 3/2 house, completed in 2020, boasts modern amenities and stylish finishes, offering both safety and spaciousness. This property is perfect for a vacation home, allowing you to relax and enjoy the vibrant surroundings of

    Agent Photo

    Joseph Suarez

    Trustpoint Realty, LLC

    273 W Seaview Dr, Duck Key, FL 33050
  • /34

    Starting at $3,199 Per Month

    • 1 - 3 Beds

    96 Coco Plum Dr, Marathon, FL 33050

    CoCo Vista

    96 Coco Plum Dr, Marathon, FL 33050
  • /43

    $5,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,421 Sq Ft
    • House for Rent

    84 Avenue C, Key Largo, FL 33037

    Looking for a beautiful 3-bedroom, 2-bath home in Key Largo? Whether you need a move-in-ready rental or a peaceful island retreat, this charming residence is exactly what you've been waiting for. Available for a one-year lease, this turnkey home delivers effortless living in one of Key Largo's most desirable communities. Enjoy exclusive access to a private beach and two bayside boat ramps, giving

    Agent Photo

    Joe Vigo, P.A.

    RE/MAX All Keys Real Estate

    84 Avenue C, Key Largo, FL 33037
  • /35

    Starting at $2,850 Per Month

    • 1 - 3 Beds

    10 Betty Rose Dr, Key West, FL 33040

    Welcome to The Quarry, a residential community in Key West, FL featuring one, two, and three bedroom apartments. Spacious layouts welcome you home, along with exceptional service and an ideal location close to shopping, dining and entertainment.

    The Quarry

    10 Betty Rose Dr, Key West, FL 33040
  • /36

    $6,500 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,080 Sq Ft
    • House for Rent

    121 Long Key Lake Dr, Layton, FL 33001

    Beautifully redesigned and fully furnished waterfront home available for seasonal rental in Layton. Available starting October 2026 till May 2027. Recently renovated from top to bottom, this canal-front retreat feels like a brand new home while offering the peaceful, natural setting that makes this part of the Keys so special. Boaters will love the 50 feet of dockage, 15,000-pound boat lift, and

    Agent Photo

    Megan Jones

    Coldwell Banker Schmitt Islamorada

    121 Long Key Lake Dr, Layton, FL 33001
  • /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
  • /38

    $3,800 Per Month

    • 2 Beds
    • 1.5 Baths
    • Townhouse for Rent

    96000 Overseas Hwy Unit U1, Key Largo, FL 33037

    Annual rental available in this beautiful end unit townhome with a 32' boat slip in Buttonwood Bay Club. This fully furnished, beautifully updated home has granite countertops, an open-concept living and dining area, and screened in patio that looks out to your back patio where you can chill or entertain. This is a true boater's dream, complete with a 32' boat slip in a deep-water, protected

    Agent Photo

    Karol Marsden

    Langley Knight Gardner Islamorada

    96000 Overseas Hwy Unit U1, Key Largo, FL 33037
  • /20

    Starting at $3,999 Per Month

    • 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

    Little Torch Cottages

    28501 Channel View Dr, Little Torch Key, FL 33042
  • /50

    $14,000 Per Month

    • 4 Beds
    • 3.5 Baths
    • 1,570 Sq Ft
    • House for Rent

    16 North Dr, Key Largo, FL 33037

    Bayfront living in the Upper Keys at its finest. Located at 16 North Drive, this modern coastal residence offers 3 bedrooms plus a studio and separate in-law quarters, 5 bathrooms, and approximately 2,608 sq ft of living space, set on a 0.26-acre lot with serene open-bay views and calm waters. Designed for relaxed island living, the home features light-filled interiors, seamless indoor-outdoor

    Agent Photo

    Catherine Pineda

    Coldwell Banker - Pinecrest

    16 North Dr, Key Largo, FL 33037
  • /35

    Starting at $2,440 Per Month

    • Studio - 3 Beds

    3900 S Roosevelt Blvd, Key West, FL 33040

    Ocean Walk apartments are located on the peaceful Atlantic side of the island, nestled among lush natural vegetation, just steps away from the beach. Ideally located just minutes from the best dining, shopping and entertainment Key West has to offer, Ocean Walk Apartment Homes boast spacious one, two, and three bedroom apartments, spectacular views, and first-rate amenities. Each recently

    Ocean Walk

    3900 S Roosevelt Blvd, Key West, FL 33040
  • /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
  • /18

    Starting at $3,200 Per Month

    • 2 Beds

    5555 College Rd, Key West, FL 33040

    Sunset Marina Apts

    5555 College Rd, Key West, FL 33040
  • /76

    $12,500 Per Month

    • 4 Beds
    • 3 Baths
    • 1,800 Sq Ft
    • House for Rent

    129 Nautilus Dr, Islamorada, FL 33036

    Waterfront Islamorada Pool Home with Private Beach Access & New 60' Dock. Experience the best of the Florida Keys in this beautifully updated waterfront retreat in Islamorada, accommodating up to 12 guests and ideal for family vacations, multigenerational gatherings, or extended stays. The spacious layout features a main living area upstairs, while the ground level offers a private 2-bedroom,

    Agent Photo

    Victor Ruiz

    Move Miami, LLC.

    129 Nautilus Dr, Islamorada, FL 33036
  • /20

    Starting at $2,250 Per Month

    • 2 - 3 Beds

    106003 Overseas Hwy, Key Largo, FL 33037

    Whether you're looking to experience the turquoise waters and tropical landscapes that define Key Largo living for a little while or more. Keys Lake Villas welcomes you to a serene, vacation-style community at the gateway to the Florida Keys. Our townhomes offer spacious two or three-bedroom floor plans designed for comfort and pet-friendly living. Enjoy resort-inspired amenities and a relaxed

    Keys Lake Villas

    106003 Overseas Hwy, Key Largo, FL 33037
  • /20

    Starting at $2,853 Per Month

    • 2 - 3 Beds

    6973 Overseas Hwy, Marathon, FL 33050

    Call Today to Book Your Appointment, we are eager to connect with you in Person!Tarpon Harbour is located in Monroe County, the 33050 ZIP Code, and the Monroe attendance zone.

    Tarpon Harbour

    6973 Overseas Hwy, Marathon, FL 33050
  • /20

    Starting at $3,145 Per Month

    • 1 - 3 Beds

    750 Fort St, Key West, FL 33040

    Discover your place in the heart of Key West's most historic and vibrant neighborhood. The Lofts at Bahama Village offers affordable housing options designed for locals, where homeownership and rental opportunities meet the warmth of a close-knit community.Live steps away from iconic Key West landmarks, while enjoying the charm and cultural heritage that make Bahama Village truly one of a

    Lofts at Bahama Village

    750 Fort St, Key West, FL 33040
  • /20

    Starting at $2,349 Per Month

    • 1 - 2 Beds

    21 1st Ave, Key Largo, FL 33037

    Live in a tropical oasis where summer never ends at Playa Apartments in Key Largo. Surrounded by Old Florida Keys architecture and the ocean breeze, our community offers open-concept one- and two-bedroom homes with modern features and easy access to sun-soaked beaches and world-famous diving. Enjoy white sands at Harry Harris Park, explore John Pennekamp Coral Reef State Park, or dine along the

    Playa Apartments

    21 1st Ave, Key Largo, FL 33037
  • /20

    $7,015

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,044 Sq Ft
    • Condo for Rent

    201 E Ocean Dr Unit SI FL3-ID1545795P, Key Colony Beach, FL 33051

    The advertised rate of $7,016/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

    201 E Ocean Dr Unit SI FL3-ID1545795P, Key Colony Beach, FL 33051
  • /20

    $19,500

    Total Monthly Price

    • 5 Beds
    • 4.5 Baths
    • 5,198 Sq Ft
    • Condo for Rent

    59720 Overseas Hwy Unit SI FL3-ID1531779P, Marathon, FL 33050

    The advertised rate of $19,500/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 9, 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

    59720 Overseas Hwy Unit SI FL3-ID1531779P, Marathon, FL 33050
  • /7

    $2,400 Per Month

    • 2 Beds
    • 1 Bath
    • House for Rent

    117 N Bay Harbor Dr, Key Largo, FL 33037

    Property Id: 2777415 MM 95 Spacious 2 bdrm / 1 bth unf apt. $2,400 mo. Includes water. Washer and dryer on property. Must be clean, neat, quiet. Non-partier. Professional adults. No smoking or pets. F/L/S Call or text . Large fenced in back yard. Each room has it's own A/C wall unit. Security deposit $1,700. One year lease. This is a duplex, upstairs. We screen tenants and require an

    117 N Bay Harbor Dr, Key Largo, FL 33037
  • /5

    $2,795 Per Month

    • 1 Bed
    • 1 Bath
    • House for Rent

    307 Elizabeth St, Key West, FL 33040

    Property Id: 2536515 Experience the very best of Old Town Key West from one of the island's most desirable locations. Just a short stroll from Lazy Way Lane, the Historic Seaport, Schooner Wharf Bar, and only a few blocks from Duval Street, this charming, fully furnished detached studio cottage lets you enjoy the true Key West lifestyle. Walk or bike to waterfront restaurants, coffee

    307 Elizabeth St, Key West, FL 33040
  • /20

    $13,547

    Total Monthly Price

    • 3 Beds
    • 4 Baths
    • 3,595 Sq Ft
    • Condo for Rent

    45 Mutiny Place Unit SI ID1546436P, Key Largo, FL 33037

    The advertised rate of $13,547/month is the lowest available price, based on a 1 month(s) and 2 day(s) stay with a move-in date of February 21, 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

    45 Mutiny Place Unit SI ID1546436P, Key Largo, FL 33037
  • /16

    $9,148

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 796 Sq Ft
    • Condo for Rent

    169 Golf Club Dr Unit SI FL1-ID1545690P, Key West, FL 33040

    The advertised rate of $9,149/month is the lowest available price, based on a 1 month(s) and 2 day(s) stay with a move-in date of February 23, 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

    169 Golf Club Dr Unit SI FL1-ID1545690P, Key West, FL 33040
  • /20

    $6,617

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 775 Sq Ft
    • Condo for Rent

    28 Merganser Ln Unit SI FL1-ID1545971P, Key West, FL 33040

    The advertised rate of $6,618/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 3, 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

    28 Merganser Ln Unit SI FL1-ID1545971P, Key West, FL 33040
  • /20

    $6,690

    Total Monthly Price

    • 4 Beds
    • 3 Baths
    • 1,797 Sq Ft
    • Condo for Rent

    1315 Whitehead St Unit SI ID1297834P, Key West, FL 33040

    The advertised rate of $6,690/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 17, 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

    1315 Whitehead St Unit SI ID1297834P, Key West, FL 33040
  • /8

    $1,400 Per Month

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    4D 10th Ave Unit B units, Stock Island, FL 33040

    Property Id: 2725581 Location : D4 10th Apt B Stock Island Only good for 1 person and no pet. This is a 2 bedroom Apt shared kitchen and bathroom with a person. 10 minutes to Down town Key west . Required security deposit $1400 and first month rent $1400 to move in. All utilities are included. 1 parking space. Contact # Grace Thanks.

    4D 10th Ave Unit B units, Stock Island, FL 33040
  • /20

    $15,000 Per Month

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

    309 Calz de Bougainvillea, Marathon, FL 33050

    Property Id: 2741415 4/2 pool waterfront home features boat slip for up to 50 ft vessel. Generous parking for 6 cars and boat trailer, custom tiki bar and fire pit situated on large private lot only steps from Award Winning Sombrero Beach in quaint seaside enclave community. Home is available for weekly, monthly, annual or seasonal stays. Direct inquiries to Thania Moses, MBA &

    309 Calz de Bougainvillea, Marathon, FL 33050
  • /20

    $6,838

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,388 Sq Ft
    • Condo for Rent

    31 Palm Dr Unit SI FL1-ID1546457P, Key West, FL 33040

    The advertised rate of $6,838/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 9, 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

    31 Palm Dr Unit SI FL1-ID1546457P, Key West, FL 33040
  • /20

    $1,900 Per Month

    • 1 Bed
    • 1 Bath
    • 383 Sq Ft
    • Condo for Rent

    101 Caloosa St Unit 3, Tavernier, FL 33070

    Property Id: 1167998 1 bed 1 bath furnished apartment in Islamorada (mm89.5), on desirable Plantation Key, available for annual lease. $1900 per month includes electric, water, sewer, trash removal and monthly pest control. Tenant responsible for comcast/internet if desired. Laundromat nearby. Perfect for 1 person, no smoking inside. 1 assigned off-street parking space. $2000 security

    101 Caloosa St Unit 3, Tavernier, FL 33070
  • /19

    $4,200 Per Month

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

    15 Whistling Duck Ln, Key West, FL 33040

    Property Id: 2732485 This is a beautiful furnished three bedroom two bath townhome, 1320 sq. ft. Located on a cul-de-sac in the golf course community. Internet and cable tv is provided. Updated kitchen and bathrooms! The community offers a fitness center, butterfly garden and two pools.

    15 Whistling Duck Ln, Key West, FL 33040
  • /20

    $2,890

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,119 Sq Ft
    • Condo for Rent

    97652 Overseas Hwy Unit SI FL2-ID1546120P, Key Largo, FL 33037

    The advertised rate of $2,890/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

    97652 Overseas Hwy Unit SI FL2-ID1546120P, Key Largo, FL 33037
  • /20

    $7,470

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,582 Sq Ft
    • Condo for Rent

    343 Oleander Dr Unit SI FL1-ID1539598P, Tavernier, FL 33070

    The advertised rate of $7,470/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

    343 Oleander Dr Unit SI FL1-ID1539598P, Tavernier, FL 33070
  • /5

    $1,400 Per Month

    • 1 Bed
    • 1 Bath
    • House for Rent

    2102 Staples Ave, Key West, FL 33040

    Property Id: 1785777 Key West, FL (Midtown) - available August 10 Private furnished bedroom and bathroom with private entrance for rent for a single person. Room comes furnished including microwave, refrigerator and window AC. Walking distance to the beach. Ā Ready to move in! $1400/month for month-to-month. Month to month lease… First plus $1400 security deposit.

    2102 Staples Ave, Key West, FL 33040
  • /5

    $3,000 Per Month

    • 2 Beds
    • 1 Bath
    • 1,300 Sq Ft
    • Condo for Rent

    40G Miriam St Unit D4 10th Ave, Stock Island, FL 33040

    Property Id: 2682074 This unit located 40G Miriam street Stock Island. This unit is 1300 Square Feet. 10 to 15 minutes to down town Key West. $3000 per month rent with washer, dryer in the unit. Private porch. Require security deposit $3000 and first month rent $3000 to move in. Pet friendly. All utilities are included You can call Grace any time to

    40G Miriam St Unit D4 10th Ave, Stock Island, FL 33040
  • /20

    $3,451

    Total Monthly Price

    • 4 Beds
    • 2 Baths
    • 1,377 Sq Ft
    • Condo for Rent

    210 W 2nd Ct Unit SI FL2-ID1546489P, Key Largo, FL 33037

    The advertised rate of $3,452/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 9, 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

    210 W 2nd Ct Unit SI FL2-ID1546489P, Key Largo, FL 33037
  • /20

    $5,225

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,345 Sq Ft
    • Condo for Rent

    87001 Overseas Hwy Unit SI FL2-ID1539601P, Islamorada, FL 33036

    The advertised rate of $5,226/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 15, 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

    87001 Overseas Hwy Unit SI FL2-ID1539601P, Islamorada, FL 33036
  • /20

    $4,580

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 2,098 Sq Ft
    • Condo for Rent

    115 Marina Ave Unit SI FL2-ID1546182P, Key Largo, FL 33037

    The advertised rate of $4,580/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 9, 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

    115 Marina Ave Unit SI FL2-ID1546182P, Key Largo, FL 33037
  • /8

    $6,000 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
  • /20

    $7,920

    Total Monthly Price

    • 2 Beds
    • 3 Baths
    • 1,345 Sq Ft
    • Condo for Rent

    629 Elizabeth St Unit SI ID1297833P, Key West, FL 33040

    The advertised rate of $7,920/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 31, 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

    629 Elizabeth St Unit SI ID1297833P, Key West, FL 33040
  • /19

    $4,155

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 990 Sq Ft
    • Condo for Rent

    29179 Rose Dr Unit SI ID1545784P, Big Pine Key, FL 33043

    The advertised rate of $4,156/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 26, 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 ID1545784P, Big Pine Key, FL 33043

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How to Rent a Home