275

Monroe County, FL Homes for Rent

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  • /28

    $3,250 Per Month

    • 2 Beds
    • 2 Baths
    • 1,016 Sq Ft
    • House for Rent

    21 Poinciana Dr, Key Largo, FL 33037

    All concrete home with impact windows, ample parking for cars and Boat(s) available Furnished Turnkey for Annual Rental, just bring your toothbrush! This home exudes Keys style and charm from the Polished Concrete Flooring to the bright and Islandly decor. Just minutes from John Pennekamp Coral Reef Park State Park in the heart of Key Largo. Tenant is eligible for membership at the exclusive

    Agent Photo

    Andrew Burr

    The Keyes Company

    (844) 917-3066

    21 Poinciana Dr, Key Largo, FL 33037
  • /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
  • /2

    $3,650 Per Month

    • 3 Beds
    • 2 Baths
    • 1,380 Sq Ft
    • House for Rent

    50 Orange Dr Unit A, Key Largo, FL 33037

    Beautifully furnised 3 bedroom, 2 bath upstairs unit of a single family home. This remodeled open floorplan is located near mile marker 100 and just a few blocks from the water. Private homeowners park with beach, picnic area, tiki and boat ramp. Owner including electricity and water up to $165 per month and internet/wifi. Downstairs unit also available (2/1) for additional price if larger unit

    Agent Photo

    Zachary Tranten

    Keys Gate Realty, Inc.

    (786) 839-6008

    50 Orange Dr Unit A, Key Largo, FL 33037
  • /29

    Starting at $2,349 Per Month

    • 1 - 3 Beds

    96 Coco Plum Dr, Marathon, FL 33050

    CoCo Vista

    (645) 238-8124

    96 Coco Plum Dr, Marathon, FL 33050
  • /79

    $11,500 Per Month

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

    129 Nautilus Dr, Islamorada, FL 33036

    Your White Marlin Beach seasonal rental awaits! Sleeps up to 12 guests. This charming two-story home offers a rare layout perfect for multigenerational living. Upstairs you’ll find the main living quarters, while the ground level features a private 2BD/1BA suite with its own kitchenette and entrance. Ideal for hosting guests, creating a private office, or enjoying family retreats. By mid-October,

    Agent Photo

    Victor Ruiz

    Move Miami, LLC.

    (786) 783-6791

    129 Nautilus Dr, Islamorada, FL 33036
  • /20

    Starting at $3,999 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
  • /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)

    (786) 442-3255

    21640 Overseas Hwy, Summerland Key, FL 33042
  • /35

    Starting at $2,410 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

    (786) 971-2112

    3900 S Roosevelt Blvd, Key West, FL 33040
  • /91

    $15,000 Per Month

    • 3 Beds
    • 4.5 Baths
    • 2,608 Sq Ft
    • House for Rent

    16 North Dr, Key Largo, FL 33037

    May Lease for 6.1 months minimum. Call listing agent for showing. Ready to lease right away. Mile marker 105.6

    Agent Photo

    Catherine Pineda

    Coldwell Banker Realty

    (786) 204-2340

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

    Starting at $3,146 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

    (786) 933-4302

    10 Betty Rose Dr, Key West, FL 33040
  • /18

    Starting at $3,300 Per Month

    • 2 Beds

    5555 College Rd, Key West, FL 33040

    Sunset Marina Apts

    (786) 751-3820

    5555 College Rd, Key West, FL 33040
  • /20

    Starting at $2,400 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

    (786) 876-7291

    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

    (786) 705-3607

    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

    (786) 706-4309

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

    Starting at $2,702 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

    (844) 210-8152

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

    $24,918

    Total Monthly Price

    • 4 Beds
    • 4.5 Baths
    • 2,594 Sq Ft
    • Condo for Rent

    811 104th St Unit SI ID1325586P, Marathon, FL 33050

    The advertised rate of $24,919/month is the lowest available price, based on a 30 day(s) stay with a move-in date of January 2, 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

    (305) 930-7143

    811 104th St Unit SI ID1325586P, Marathon, FL 33050
  • /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
  • /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 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

    (786) 998-1981

    629 Elizabeth St Unit SI ID1297833P, Key West, FL 33040
  • /17

    $4,850 Per Month

    • 3 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Townhouse for Rent

    3321 Harriet Ave, Key West, FL 33040

    Property Id: 2589714Available July 1, 2026 | $4,850 per MonthWelcome to 3321 Harriet Avenue! A rare opportunity to lease a private pool home in Key West with no HOA restrictions and all the comforts of island living!This charming 3-bedroom, 2-bath home offers approximately 1,280 square feet of thoughtfully designed living space. The flexible floor plan features one bedroom

    (786) 705-8334

    3321 Harriet Ave, Key West, FL 33040
  • /20

    $3,800 Per Month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    2601 S Roosevelt Blvd, Key West, FL 33040

    Property Id: 2585627THIS IS A MONTHLY OFF SEASON VACATION RENTAL, DISCOUNT FOR 6 MO. RENTAL FULLY FURNISHED. Rent for one month or six. Subject to 12.5 tourist tax. All utilities includedAll new stainless appliances. Two mini-split AC units, tankless hot water heater, new countertops. New hurricane-soundproof doors and windows. Open the large slider and enjoy listening to the ocean

    (656) 208-3517

    2601 S Roosevelt Blvd, Key West, FL 33040
  • /16

    $2,500 Per Month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    34G Miriam St Unit 34 Miriam st stock Island, Stock Island, FL 33040

    Property Id: 2604250Location : 34 Miriam st Stock Island10 minutes to downtown Key West$2500 per month rent. Require security deposit and first month rent to move in.Total $5,000 to move in.All utilities are included.Furnished.Only good for 1 person and good background. Short or long term is ok.Contact # Grace thnaks.

    (786) 822-7042

    34G Miriam St Unit 34 Miriam st stock Island, Stock Island, FL 33040
  • /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 4, 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

    (786) 952-7654

    59720 Overseas Hwy Unit SI FL3-ID1531779P, Marathon, FL 33050
  • /14

    $5,100 Per Month

    • 2 Beds
    • 2 Baths
    • 1,311 Sq Ft
    • Condo for Rent

    1800 Atlantic Blvd Unit C127, Key West, FL 33040

    Property Id: 2599443As one of the most coveted condominium properties in Key West, 1800 Atlantic is iconic for its oceanfront location, lush gardens, and spectacular pool setting overlooking the ocean. The heated, salt-water, Olympic-sized pool, jacuzzi hot-tub and lounge seating area is the centerpiece of this beautifully cared-for property. Tennis enthusiasts, will have access to 3

    (855) 259-3944

    1800 Atlantic Blvd Unit C127, Key West, FL 33040
  • /19

    $3,200 Per Month

    • 2 Beds
    • 2 Baths
    • Condo for Rent

    3625 Seaside Dr Unit 25110, Key West, FL 33040

    Property Id: 2572967Escape to Cat Island Suite, a serene, beautifully updated, and well-appointed 2-bedroom condo located in the peaceful Sunrise Suites community on the east side of Key West. Just a mile from the beach, this charming getaway provides the perfect combination of relaxation and adventure. Whether you're lounging by the pool, exploring nearby attractions, or enjoying the

    (645) 300-4830

    3625 Seaside Dr Unit 25110, 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: 11679981 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

    (954) 320-6712

    101 Caloosa St Unit 3, Tavernier, FL 33070
  • /17

    $3,400 Per Month

    • 2 Beds
    • 2 Baths
    • 1,062 Sq Ft
    • House for Rent

    1635 Pandorea Ln, Big Pine Key, FL 33043

    Property Id: 2562956One level two bed, two bath open concept floor plan. Separate laundry room and storage area. Wood deck, and concrete dock for boating. Located in the Eden Pines development.

    (959) 666-9604

    1635 Pandorea Ln, Big Pine Key, FL 33043
  • /20

    $7,200

    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 $7,200/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 1, 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

    (786) 833-8476

    886 Loggerhead Ln Unit SI ID1297829P, Summerland Key, FL 33042
  • /8

    $2,300 Per Month

    • Studio
    • 1 Bath
    • Condo for Rent

    34G Miriam St Unit Studio for rent, Stock Island, FL 33040

    Property Id: 2483336Studio for rent with furnished.$2300 per month rent for a person, 2 people $2400, Pet $100 extra.Require security deposit and first month rent to move in.New renovation.10 minutes to downtown Key West.Only good for good background and long term.

    (786) 980-9208

    34G Miriam St Unit Studio for rent, Stock Island, FL 33040
  • /20

    $19,752

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 2,023 Sq Ft
    • Condo for Rent

    536 Fleming St Unit SI FL2-ID1297611P, Key West, FL 33040

    The advertised rate of $19,752/month is the lowest available price, based on a 30 day(s) stay with a move-in date of December 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

    (305) 419-2644

    536 Fleming St Unit SI FL2-ID1297611P, Key West, FL 33040
  • /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
  • /20

    $3,700 Per Month

    • 3 Beds
    • 2 Baths
    • 1,071 Sq Ft
    • Condo for Rent

    3930 S Roosevelt Blvd Unit N204, Key West, FL 33040

    Property Id: 2388877Annual Lease. Option to renew excellent Key West location along Smathers Beach. UnfurnishedSpacious 3 Bedroom, 2 Bath at Las Salinas overlooking community pool, private balcony. Washer/dryer in units. Stainless appliances, several upgrades: new HVAC unit, fresh paint, solid wood cabinets, granite countertops, custom Container Store Elfa closets and tankless

    (656) 232-1043

    3930 S Roosevelt Blvd Unit N204, Key West, FL 33040
  • /5

    $1,400 Per Month

    • 1 Bed
    • 1 Bath
    • House for Rent

    2102 Staples Ave, Key West, FL 33040

    Property Id: 1785777Key West, FL (Midtown) - available July 1Private 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.  Ready to move in.$1400 per month - utilities and wi-fi included. 6 month lease. F/L plus $1400 security

    (850) 999-5738

    2102 Staples Ave, Key West, FL 33040
  • /18

    $5,900

    Total Monthly Price

    • 2 Beds
    • 1.5 Baths
    • 850 Sq Ft
    • Townhouse for Rent

    634 Louisa St, Key West, FL 33040

    Newly Renovated, furnished Townhome in Prime Old Town Key West located just 3 blocks from the beach! Experience the best of island living in this beautifully renovated 2-bedroom, 1.5-bath end-unit townhouse, perfectly situated in one of Key West's most sought-after neighborhoods. Features include a stunning new kitchen with quartz countertops, custom cabinetry, stainless steel appliances, and a

    634 Louisa St, Key West, FL 33040
  • /16

    $2,495

    Total Monthly Price

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

    701 124th Street Gulf, Marathon, FL 33050

    Marathon -Ground-Level Keys Retreat with Private Fenced Yard – Walk Everywhere!Enjoy easy island living in this bright and freshly painted 2-bedroom home located on a quiet private road in a fantastic Marathon location.Features Include:Large private fenced yard — perfect for relaxing or entertainingGround-level living with no stairsOcean breezes throughoutBright open

    701 124th Street Gulf, Marathon, FL 33050
  • /35

    $5,500

    Total Monthly Price

    • 4 Beds
    • 2 Baths
    • 3,372 Sq Ft
    • House for Rent

    3535 17th Terrace, Key West, FL 33040

    Private Oasis with Pool & 9,000 Sq. Ft. Yard! 4BR/2BA Furnished or Unfurnished. TESLA Charging Station ready for use!Live like a local in this spacious 4-bedroom, 2-bathroom home located on a quiet, residential terrace in Key West’s desirable New Town. Situated on a rare, oversized lot, this property offers the ultimate indoor-outdoor lifestyle for families and nature lovers.The Ultimate

    3535 17th Terrace, Key West, FL 33040
  • /8

    $1,975

    Total Monthly Price

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

    354 Oleander Dr, Tavernier, FL 33070

    Just renovated in Tavernier. Seperate Laundry room. First and security. No smoking, no pets.

    354 Oleander Dr, Tavernier, FL 33070
  • /13

    $3,550

    Total Monthly Price

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

    3312 Northside Dr Unit 111, Key West, FL 33040

    Available NOW through January 30,2027!Welcome to paradise in Santa Clara Condominiums — a beautifully renovated, fully furnished 2 Fully renovated kitchen & bathroomsHurricane-impact windows & doorsSpacious walk-in storage/closet spacePrivate patio & secluded yard areaDirect access to tennis courts & poolOn-site laundry & secure entryJust minutes from beaches,

    3312 Northside Dr Unit 111, Key West, FL 33040
  • /12

    $4,500

    Total Monthly Price

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

    1113 Grinnell St, Key West, FL 33040

    Fully furnished - beautifully painted in Keyzie colors, 1br/1ba rear cottage in the historic district of Old Town, Key West; 5 blocks to the beach and 4 blocks to the world famous Duval Street with shops, art galleries, restaurants, bars and night clubs.FEATURES:One off street parking spot is included on sitePrivate porch, as well as the use of the fully fenced courtyard and high

    1113 Grinnell St, Key West, FL 33040
  • /34

    $2,950

    Total Monthly Price

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

    818 White St Unit 5, Key West, FL 33040

    Specials: Get 5% off for a month stay or a deep discount for 6-month bookings in 2026! Available May till October 2026Refundable Security Deposit: $1200.00 (Note: First month's rent, security deposit, and last month's rent are due upfront for long-term rentals.)Additional Features: pool access, porches, private entrance Rebuilt in 2005, this unique home offers modern

    818 White St Unit 5, Key West, FL 33040
  • /25

    $1,800

    Total Monthly Price

    • 6 Beds
    • 6.5 Baths
    • 3,840 Sq Ft
    • Townhouse for Rent

    51 Barcelona Dr, Key West, FL 33040

    NEW CONSTRUCTION. This house is set up for primarily single individuals with your own 300+ sq ft Master bedroom and master bathroom, large closet with a 200 sq ft balcony. Second Level has community washer and dryer with a living room/common area. Third Level there is an extremely large kitchen, huge living room with a 30x8 beautiful view balcony. 3rd floor washer and dryer. Appliances are all

    51 Barcelona Dr, Key West, FL 33040

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