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Monroe County, FL Rentals

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  • /5

    $2,500 per month

    • 2,244 Sq Ft
    • Property for Rent

    2001 Flagler Ave, Key West, FL 33040

    Prime 2,244 SQFT Vacant Lot Available for Rent.A rare opportunity to lease a centrally located vacant lot in the heart of New Town! Whether you're looking to advertise your business, operate a food truck, start a new venture, or create a space uniquely your own--this versatile lot offers endless potential. Multiple possible uses (tenant to verify).Please do not walk the property without prior

    Agent Photo

    Everett Watkins

    Keller Williams Key West Compass Realty

    (786) 244-5194

    2001 Flagler Ave, Key West, FL 33040
  • /34

    $6,000 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
  • /34

    $6,500 per month

    • 3 Beds
    • 2 Baths
    • 1,736 Sq Ft
    • House for Rent

    230 Jolly Roger Dr, Key Largo, FL 33037

    Waterfront rental in sought-after Pirates Cove, Key Largo! This fully furnished 3BD/2BA home offers 55 ft. of dockage with immediate ocean access—bring your boat! Open-concept living and spacious outdoor areas make it ideal for relaxing or entertaining. Enjoy morning coffee on the oversized terrace with bay views. Ample parking for vehicles, trailers, or jet skis. Boat/Rv parking. Optional

    Monique Cereceda

    Lifestyle International Realty

    (786) 964-5407

    230 Jolly Roger Dr, Key Largo, FL 33037
  • /6

    $1,000 per month

    • 1 Bed
    • 367 Sq Ft
    • Property for Rent

    600 Whitehead St Unit C-4, Key West, FL 33040

    Commercial office space in Old Town available for immediate use. Office is offered non-furnished, internet not included.

    Agent Photo

    Everett Watkins

    Keller Williams Key West Compass Realty

    (866) 823-0723

    600 Whitehead St Unit C-4, Key West, FL 33040
  • /45

    $4,000 per month

    • 2 Beds
    • 1 Bath
    • 1,008 Sq Ft
    • Property for Rent

    136 Sable Palm Ln, Tavernier, FL 33070

    Tropical waterfront paradise found! Welcome to 136 Sable Palm Lane -- your slice of island life in the heart of Tavernier! Nestled in the highly sought-after Bluewaters community of Key Largo offering a perfect blend of modern amenities and coastal charm. Enjoy open-concept living with abundant natural light, coastal finishes, and a breezy layout designed for relaxed living. This charming

    Agent Photo

    Sandro Herrera

    Three Palms Realty

    (844) 628-8162

    136 Sable Palm Ln, Tavernier, FL 33070
  • /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 property offers a rare layout perfect for multigenerational living, private guest stays below for your guests. The main living quarters are located upstairs, while the ground level features a private two-bedroom, one-bathroom suite complete with its own kitchenette and entrance. Whether you want to

    Agent Photo

    Victor Ruiz

    Move Miami, LLC.

    (877) 706-6314

    129 Nautilus Dr, Islamorada, FL 33036
  • /54

    $4,000 per month

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

    10877 Overseas Hwy Unit 38, Marathon, FL 33050

    SUMMER SPECIAL! Experience the ultimate FL Keys vacation getaway at this BRAND NEW condo-townhome in the breathtaking community of Ocean Isles Fishing Village! This is the ONLY 2 Bedroom/2 Bathroom in the community that offers complete, comfortable accommodations for up to 6 guests at competitive 1B/1B pricing! Unit 38 is the larger style, two story design. Come into the first floor open

    Agent Photo

    Ganit Arazi

    Beachfront Realty Inc

    (786) 756-7350

    10877 Overseas Hwy Unit 38, Marathon, FL 33050
  • /21

    $3,050 - $3,904 per month

    Arrive Key West

    1-2 Beds

    3333 Duck Ave, Key West, FL 33040

    Achieve a true, glamorous beach lifestyle at?Arrive Key West, the area's only luxury apartment community featuring spacious one-, two-, and three-bedroom apartment homes. Opulent home features include: Charming Outdoor Terraces Chef-Inspired Kitchens with Stone Countertops and Stainless-Steel Appliances Wood-Style Flooring Spa-Like Bathrooms Take a dip in our resort-style

    3333 Duck Ave, Key West, FL 33040
  • /37

    $18,000 per month

    • 3 Beds
    • 2 Baths
    • 1,180 Sq Ft
    • House for Rent

    235 Tavernier Dr, Tavernier, FL 33070

    Ocean front home with full ocean views and direct Atlantic Ocean access. 3 generously sized bedrooms & 2 bathrooms in the main area. Lower area includes workshop with full bathroom and laundry. 50' Seawall including inlet for 30' vessel and a dock for 35' vessel. Enter this astonishing, fully renovated "Fisherman's Paradise" to find beautiful Dade County Pine woodwork throughout the foyer and

    Monica Benitez Xcellence Realty

    235 Tavernier Dr, Tavernier, FL 33070
  • /35

    $2,309 - $4,666 per month

    Ocean Walk

    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

    3900 S Roosevelt Blvd, Key West, FL 33040
  • /13

    $3,800 per month

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

    2401 Patterson Ave Unit 102, Key West, FL 33040

    Spacious 2BD/1BA - Renovated Second-Floor Duplex in MidtownBe the first to enjoy this beautifully renovated 2-bedroom, 1-bath upstairs apartment in the heart of Key West's desirable Midtown neighborhood. This bright and airy home features a large open-concept living room and kitchen, complete with brand-new stainless steel appliances, modern finishes, and sleek countertops. Enjoy the convenience

    Jody Clark Key West Luxury Real Estate Inc (KW)

    2401 Patterson Ave Unit 102, Key West, FL 33040
  • /35

    $2,735 - $3,969 per month

    The Quarry

    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.

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

    $5,000 per month

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

    2401 Patterson Ave Unit 101, Key West, FL 33040

    Spacious 3BD/2BA - Renovated First-Floor Duplex in MidtownThis fully renovated 3-bedroom, 2-bath apartment offers everything you need for comfortable long-term living in Key West's Midtown neighborhood. Located on the first floor of a freshly updated duplex, this home features a large open-concept living area and kitchen with all new appliances and high-end finishes. The unit includes a brand-new

    Jody Clark Key West Luxury Real Estate Inc (KW)

    2401 Patterson Ave Unit 101, Key West, FL 33040
  • /35

    $2,286 - $3,222 per month

    Playa Apartments

    1-2 Beds

    21 1st Ave, Key Largo, FL 33037

    Our Apartments in Key Largo, FL Live in a tropical oasis where summers are endless live at Playa Apartments! Nestled in gorgeous buildings with Old Florida Keys architecture and boasting a location in Key Largo, our apartments invite you to enjoy the sweet pleasures of life. Youll dwell close to sun-washed beaches and underwater attractions, where even the major thoroughfare is a landmark in

    21 1st Ave, Key Largo, FL 33037
  • /8

    $3,200 per month

    • 1 Bed
    • 1 Bath
    • 536 Sq Ft
    • Property for Rent

    201 Coppitt Rd Unit 102, Key West, FL 33040

    Waterfront ground-floor one-bedroom, one-bath condominium available for immediate 12-month lease. This well-maintained unit features central A/C, ceramic tile flooring, an in-unit washer and dryer, and a spacious bedroom with a large closet. Enjoy a private balcony with water views and easy access for kayaking. One assigned parking space included. Located just minutes from Key West and NAS.Rent

    Megan Mcdowell eXp Realty LLC

    201 Coppitt Rd Unit 102, 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
  • /18

    $2,200 per month

    • 2 Beds
    • 2 Baths
    • Property for Rent

    96 Avenue B, Key Largo, FL 33037

    COMPLETELY REMODELED trailer home for rent in sought after Key Largo, FL! This CORNER lot, 2 bed, 2 bath home boasts new tile flooring throughout, stainless steel kitchen appliances, beautiful full baths, zebra blinds, plenty of parking, room for a boat, and washer and dryer included. Down the street from Gilbert’s, The Big Chill, and shopping at Publix and Dollar Tree—all accessible by golf

    Idelsa Herrera Florida Realty of Miami Corp

    96 Avenue B, Key Largo, FL 33037
  • /11

    $2,980 per month

    • 3 Beds
    • 2.5 Baths
    • 1,280 Sq Ft
    • House for Rent

    374 73rd St, Marathon, FL 33050

    This end unit brings in tons of natural light and has plenty of storage space, one pet will be considered! With an amazing location close to the middle of town, this home is only a few minutes drive to local grocery stores and restaurants. No utilities are included, long term rental only. First, Last, and security to move in, this unit comes unfurnished, photos were taken before move out.

    374 73rd St, Marathon, FL 33050
  • /14

    $4,200 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
  • /26

    $2,600 per month

    • 1 Bed
    • 1.5 Baths
    • 850 Sq Ft
    • Condo for Rent

    10877 Overseas Hwy Unit 96, Marathon, FL 33050

    Ocean Isles Retreat: Your Annual Escape in Marathon, Florida KeysNestled within the serene landscapes of Marathon in the heart of the captivating Florida Keys, Ocean Isles presents an unparalleled opportunity for an annual rental that epitomizes coastal living at its finest. This exclusive retreat offers an idyllic haven where the boundless beauty of the ocean meets the tranquil charm of

    10877 Overseas Hwy Unit 96, Marathon, FL 33050
  • /23

    $6,500 per month

    • 4 Beds
    • 3.5 Baths
    • 1,912 Sq Ft
    • House for Rent

    1027 Adams Dr, Key Largo, FL 33037

    Breath taking house in Key Largo 4 bedroom 3 1/2 bathroom water front. House features stainless steel appliances, cooking island, wall oven and microwave, laundry room . Master bedroom has its own balcony. Exterior features a 75 feet concrete sea wall with a boat lift ,pool , fire pit and plenty of front space to park RV, boat and cars .

    Sajay Marquez Premier Luxury Realty, LLC

    1027 Adams Dr, Key Largo, FL 33037
  • /18

    $3,600 per month

    Sunset Marina Apts

    2 Beds

    5555 College Rd, Key West, FL 33040

    5555 College Rd, Key West, FL 33040
  • /19

    $3,000 per month

    • 2 Beds
    • 2 Baths
    • 1,104 Sq Ft
    • Property for Rent

    799 Hazel St, Key Largo, FL 33037

    This beautifully maintained, fully fenced 2-bedroom, 2-bathroom single-family home is now available for rent. Featuring all modern appliances and an elevator for easy accessibility, it’s the perfect fit for those with mobility needs. The spacious ground floor offers a relaxing outdoor area, ideal for family barbecues or enjoying sunsets by the peaceful canal that leads directly to the ocean. Full

    Suzanne Wong Real Property Management Genesis

    799 Hazel St, Key Largo, FL 33037
  • /2

    Call for Price

    Lofts at Bahama Village

    1-2 Beds

    750 Fort St, Key West, FL 33040

    750 Fort St, Key West, FL 33040
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    $3,500 per month

    • 3 Beds
    • 2 Baths
    • 1,094 Sq Ft
    • Property for Rent

    108 Valjean Ln, Tavernier, FL 33070

    For vacation rental families come and enjoy the Florida Keys. This great 3bdrms 2bths house is fully furnished with a modern bath and kitchen, cable, internet, pots and pans, water and more. Ocean access for boat lovers with a dock available. Located within minutes of shops, restaurants, and John Pennekamp Park, it is the ideal location for Salt Life, boating, fishing, and scuba diving.

    Yovani Garcia Cervera Real Estate Inc.

    108 Valjean Ln, Tavernier, FL 33070
  • /20

    $2,800 - $3,150 per month

    Tarpon Harbour

    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.

    6973 Overseas Hwy, Marathon, FL 33050
  • /40

    $2,950 per month

    • 1 Bed
    • 2 Baths
    • 850 Sq Ft
    • Townhouse for Rent

    10877 Overseas Hwy Unit 12, Marathon, FL 33050

    Experience luxury living in this brand new, modern 1 bedroom, 2 bathroom condo in beautiful Marathon, Florida. Located in a secure gated community, this fully furnished unit boasts two floors of spacious living space, totaling approximately 850 square feet. Each floor features a full bathroom for your convenience. The price includes Electric, Water, WiFi and trash removal. This turn key townhouse

    Frank Griffiths Ocean Sotheby's International

    10877 Overseas Hwy Unit 12, Marathon, FL 33050
  • /20

    $2,550 per month

    Keys Lake Villas

    2-3 Beds

    106003 Overseas Hwy, Key Largo, FL 33037

    Bright turquoise water and tropical landscape set the tone for a true Key Largo, Florida, living experience. Keys Lake Villas sits at the gateway of a vacation-like destination in the Florida Keys. Residing in our garden-style townhome community is only the beginning when you live in one of our comfortable two or three bedroom pet-friendly townhomes, you will be surrounded by appealing amenity

    106003 Overseas Hwy, Key Largo, FL 33037
  • /14

    $4,800 per month

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Property for Rent

    844 Olivia St, Key West, FL 33040

    AVAILABLE SEPTEMBER 1,2025 3 bedroom 2 bathroom in Old Town Key West with off street parking. Make an appointment to view this home and see all the possibilities this home has to offer. First room can be a bedroom or living area. Back room is a washer dryer room, it also has a small bathroom and shower. Upstairs loft is a great room for a bedroom along with seating area or bedroom and office, one

    Rebecca Cobo Berkshire Hathaway HomeServices Knight & Gardner Realty

    844 Olivia St, Key West, FL 33040
  • /12

    $5,000 per month

    • 2 Beds
    • 1 Bath
    • 1,008 Sq Ft
    • Condo for Rent

    1022 Fleming St Unit Lower, Key West, FL 33040

    Property Id: 1249660Fully Furnished, amazing 2 bedroom, 1 bathroom (upper level) newly furnished, gorgeous home in Key West on spectacular Fleming street in the old town, historic district, just a few blocks from famous Duval street. Amenities included: central air, central heat, deck, dishwasher, hardwood floors, stainless steel appliances, washer and dryer and pool. Small dog or two

    1022 Fleming St Unit Lower, Key West, FL 33040
  • /20

    $2,975 per month

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

    2929 Patterson Ave, Key West, FL 33040

    DUPLEX-BOTH UNITS ARE AVAILABLE NOW!12-Month Lease | \$2,000 Security Deposit | BOTH UNITS ARE AVAILABLE in this freshly updated duplex! Each unit features 2 bedrooms and 1 bathroom and is offered unfurnished. Recent improvements include fresh paint and maintenance repairs by the new owner, giving the units a clean and inviting feel without a full remodel.**Features include:** 2 Bedrooms / 1

    Rebecca Cobo Berkshire Hathaway HomeServices Knight & Gardner Realty

    2929 Patterson Ave, Key West, FL 33040
  • /9

    $2,400 per month

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

    31020 Avenue B, Big Pine Key, FL 33043

    Property Id: 2043481Cozy 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. 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 $2,400.00/ per month 12-month lease First month, last month,

    31020 Avenue B, Big Pine Key, FL 33043
  • /42

    $4,500 per month

    • 2 Beds
    • 2 Baths
    • 1,080 Sq Ft
    • Property for Rent

    819 S Jade Dr, Key Largo, FL 33037

    BEAUTIFULLY UPDATED 2/2 OCEANFRONT HOME LOCATED IN SILVER SHORES AN ''OVER 55'' FULLY GATED COMMUNITY. ENJOY SUNRISES EVERY DAY FROM YOUR LARGE FRONT PORCH. THIS HOME COMES FULLY FURNISHED FOR YOUR ENJOYMENT AND CONVENIENCE. THERE IS PLENTY OF PARKING FOR ALL YOUR TOYS... YOU CAN EVEN KEEP YOUR BOAT RIGHT OUTSIDE THE BACK OF YOUR HOME IF YOU INSTALL A MOORING BUOY. OR YOU MAY BE ABLE TO

    Alicia Lozano Lokation Real Estate - Tavernier

    819 S Jade Dr, Key Largo, FL 33037
  • /12

    $3,100 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
  • /7

    $2,599 per month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Apartment for Rent

    74560 Overseas Hwy Unit 2, Islamorada, FL 33036

    Astonishing fully renovated waterfront apartment for rent! Enjoy a brand-new kitchen with stainless steel appliances, quartz countertops, and plenty of cabinetry. The spacious bedroom and eat-in kitchen offer comfort and style, while the luxurious tiled shower features a premium rain-style system. Step outside to your private sandy patio and experience true paradise with breathtaking water views

    Giancarlo Espinosa Virtual Realty Group FL Keys Inc

    74560 Overseas Hwy Unit 2, Islamorada, FL 33036
  • /11

    $5,000 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
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    $2,100 per month

    • 1 Bed
    • 1.5 Baths
    • 706 Sq Ft
    • Apartment for Rent

    102940 Overseas Hwy Unit 2, Key Largo, FL 33037

    Discover your dream living space in the heart of Key Largo! This beautifully crafted, two-story apartment unit offers a unique blend of style and comfort, ideal for those who appreciate the finer details. With an open floor plan, a spacious bedroom upstairs, 1.5 bathrooms, and tile flooring throughout, this home provides a comfortable and modern design. The kitchen features stunning granite

    Ada Rodriguez Better Homes and Gardens Real Estate Destinations

    102940 Overseas Hwy Unit 2, Key Largo, FL 33037
  • /18

    $4,000 per month

    • 2 Beds
    • 1.5 Baths
    • 800 Sq Ft
    • House for Rent

    6800 Maloney Ave, Key West, FL 33040

    Property Id: 1805361Rare opportunity to rent an oceanfront house for long term rental w/in the 1st 5 miles of Key West w/ seawall for boat or just enjoy the view! 2 & 2. $4,000/ month for 12 month lease + electric, water & internet. Includes sewer, trash, basic cable & landscaping. 1st, last & $2500 deposit. Available Aug. 1. Mostly unfurnished. 1 bedroom comes w/ murphy bed w/ ocean view

    6800 Maloney Ave, Key West, FL 33040
  • /35

    $2,900 per month

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

    98282 Windward Ave Unit 2, Key Largo, FL 33037

    Fully furnished 2BR/2BA condo in gated Landings of Largo. This second-floor unit offers a split floor plan, granite counters, in-unit laundry, and a private balcony with pool views. Enjoy the ultimate Keys lifestyle with access to a marina, boat ramp, 2 heated pools, tennis courts, fitness center, clubhouse, and more. 2 assigned parking spaces.

    Lina Pinzon Inmobiliata, LLC

    98282 Windward Ave Unit 2, Key Largo, FL 33037
  • /5

    $1,500 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 tv, microwave, refrigerator and window AC. Walking distance to the beach.  Ready to move in.$1500 per month - utilities and wi-fi included. 6-month lease. First month's rent ($1500),

    2102 Staples Ave, Key West, FL 33040

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