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Monroe County, FL Rentals

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  • /17

    $5,000 per month

    • 3 Beds
    • 2 Baths
    • 1,392 Sq Ft
    • Townhouse for Rent

    660 11th St, Marathon, FL 33050

    Updated 3 bedroom, 2 bath, stilt half-duplex in Key Colony Beach. On a canal with 37' of seawall dock. Available August 1st.

    Agent Photo

    Karen Liskey

    Key Colony Beach Realty

    (786) 983-6199

    660 11th St, Marathon, FL 33050
  • /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

    $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
  • /6

    $1,500 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 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.

    (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
  • /54

    $4,200 per month

    • 2 Beds
    • 2 Baths
    • Condo for Rent

    96000 Overseas Hwy Unit W44, Key Largo, FL 33037

    Stunning fully furnished condo with 31' boat slip. Such a rare find with high-end finishes, stainless appliances, granite countertops, beautifully decorated with marina and partial bay views. Enjoy your coffee on the expansive screened balcony in the morning and then marvel at the spectacular sunsets in the evening. This is a true boater's dream, complete with a 31' boat slip in a deep-water,

    Agent Photo

    Karol Marsden

    Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    (786) 807-9668

    96000 Overseas Hwy Unit W44, Key Largo, FL 33037
  • /35

    $2,109 - $3,222 per month

    Playa Apartments

    1 - 2 Beds

    21 1st Ave, Key Largo, FL 33037

    Receive 1st month's rent free! Must move in by 08/31/2025 to qualify.

    21 1st Ave, Key Largo, FL 33037
  • /14

    $4,250 per month

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

    136 Marina Ave Unit EAST, Key Largo, FL 33037

    Waterfront 2-Bedroom Getaway in Port Largo! This remodeled home is filled with natural lighting and showcases an open layout, modern kitchen with stainless steel appliances, in-unit laundry, covered parking, and a 12,000 lb boat lift. Enjoy the Keys lifestyle with a tiki hut, fish-cleaning station, tropical landscaping, and exclusive community boat ramp access—just minutes from parks, dining, and

    Elian Sierra Ramos Julies Realty, LLC

    136 Marina Ave Unit EAST, Key Largo, FL 33037
  • /35

    $2,853 - $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
  • /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, cabinets, SS appliances, driftwood decor floors, updates 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' sea

    Paul Rogers Coldwell Banker Schmitt RE Co.

    30867 Delgado Ln, Big Pine Key, FL 33043
  • /35

    $2,589 - $4,600 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
  • /41

    $6,750 per month

    • 3 Beds
    • 2 Baths
    • 1,304 Sq Ft
    • Property for Rent

    1422 Boca Chica Rd, Key West, FL 33040

    Turnkey Furnished Rental - Annual, Seasonal, or Monthly Options AvailableThis rare and exceptional waterfront home is offered fully furnished--including kitchenware, linens, and curated art--ready for move-in 11/1. Available annually at $6,750/month (tenant pays only electric), or as a monthly/seasonal vacation rental (inquire for rates).This elevated 3-bedroom, 2-bath split-floorplan home

    Michelle Blades Realty Executives Florida Keys Old Town

    1422 Boca Chica Rd, 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
  • /26

    $4,000 per month

    • 2 Beds
    • 2 Baths
    • Townhouse for Rent

    182 Paradise Way, Islamorada, FL 33036

    Now available for an annual rental at Sun Outdoors! This beautifully furnished 2 bedroom, 2 bath stilted home offers resort-style living right on Plantation Key. Enjoy a balcony off the living room with ocean views, a fully equipped kitchen, and inviting living spaces. Community amenities include a residents-only pool, fitness center, and tiki hut overlooking the water. A boat slip is included

    Courtney Jeffers Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    182 Paradise Way, Islamorada, FL 33036
  • /14

    $5,500 per month

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Condo for Rent

    1800 Atlantic Blvd Unit 302A, Key West, FL 33040

    1800 Atlantic blvd. Has so much to offer, quiet location, fantastic apartment views, and a long list of amenities.

    1800 Atlantic Blvd Unit 302A, Key West, FL 33040
  • /9

    $3,000 per month

    • 2 Beds
    • 2 Baths
    • 804 Sq Ft
    • Property for Rent

    3930 S Roosevelt Blvd Unit 109N, Key West, FL 33040

    AVAILABLE NOW!! Las Salinas condominium. Two bedrooms and two baths located on the first floor. Its private balcony overlooks the pool.Las Salinas is located on South Roosevelt Blvd across the street from the oceanfront boardwalk perfect for biking, jogging and walking as it curves along the coastline toward Smathers Beach. This unit comes with its own private storage room. In addition to the

    Rebecca Cobo Berkshire Hathaway HomeServices Knight & Gardner Realty

    3930 S Roosevelt Blvd Unit 109N, Key West, FL 33040
  • /14

    $2,400 per month

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Condo for Rent

    44 Gumbo Limbo Ave Unit Upstairs, Key Largo, FL 33037

    Beach Cottage Living in Key Largo. Must see, beautiful 2 bed, 2 bath home in a desirable neighborhood at MM94. The kitchen has granite counter tops, and bathrooms are beautifully tiled. There is a spacious shaded screened in porch perfect for outdoor furniture and plants. The house is unfurnished. A $200/month fee for utilities. One year lease required. No pets. No smoking. Property available

    44 Gumbo Limbo Ave Unit Upstairs, Key Largo, FL 33037
  • /8

    $2,200 per month

    • 1 Bed
    • 1 Bath
    • Apartment for Rent

    74560 Overseas Hwy Unit 2, Islamorada, FL 33036

    Freshly renovated, this charming 1-bedroom apartment offers everything you need for island living. Enjoy stunning ocean views right from your bedroom and living room.Furniture can be negotiated to suit your needs, and dockage is available behind the building for an additional fee. Shared laundry room in building. Utilities are not included.

    Courtney Jeffers Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    74560 Overseas Hwy Unit 2, Islamorada, FL 33036
  • /5

    $2,500 per month

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

    6400 2nd St, Key West, FL 33040

    Very nice bright airy updated and freshly painted, central AC, fans, tiled floor throughout, private large yard, walls. Covered porch.Utilities included excluding internet and cable. No smoking. 2 people maximum.

    6400 2nd St, Key West, FL 33040
  • /3

    $2,500 per month

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

    7 Sunset Rd Unit 4, Key Largo, FL 33037

    Welcome to Paradise!!! enjoy living in this fully renovated 2/1 Unit. This unit is located in a great neighborhood in Key Largo close to great schools and shopping and fantastic restaurants. This unit offers brand new A/C units custom kitchen including Quartz countertops and new S/S appliances. large Fully renovated Bathroom with all modern fixtures. This unit also offers impact windows and new

    Germain Garcia, PA Lifestyle International Realty

    7 Sunset Rd Unit 4, Key Largo, FL 33037
  • /15

    $2,500 per month

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

    1209 William St Unit 1, Key West, FL 33040

    This 2/1 Old Town apartment is in good condition with a new shower and combination window and ductless a/c units. Stack laundry in the unit and 1 off street parking spot included. Available August 1st. F/L/S to move in. Please contact David Austin, Anchor Line Realty, Licensed Real Estate Broker for showings.

    1209 William St Unit 1, Key West, FL 33040
  • /25

    $2,750 per month

    • 1 Bed
    • 1 Bath
    • 660 Sq Ft
    • Townhouse for Rent

    10 Clara Blvd, Key Colony Beach, FL 33051

    This charming 1 bedroom, 1 bathroom half-duplex offers the perfect blend of comfort and Keys living. Bright and airy with an open floor plan, it features a spacious living area, updated kitchen, brand new AC units, impact windows and doors, and a private outdoor space to enjoy the ocean breeze.Centrally located near shops, dining, and Sunset Park. This property is ideal for those looking to enjoy

    Nate Bartlett Berkshire Hathaway HomeServices Keys Real Estate

    10 Clara Blvd, Key Colony Beach, FL 33051
  • /28

    $4,950 per month

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

    2005 Fogarty Ave, Key West, FL 33040

    This Quintessential “Keysie” home is truly something special. Situated in a quiet, family friendly, local neighborhood, this Cozy 2 bedroom, 1 bath “plus”, includes an additional private outdoor shower in a tropical setting! FULLY furnished/turn key with all living essentials, complete renovation in Spring 2025. Includes laundry room as well as large tranquil backyard with lush foliage and

    2005 Fogarty Ave, Key West, FL 33040
  • /34

    $5,000 per month

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

    325 Calusa St Unit 320, Key Largo, FL 33037

    Key Largo Waterfront Paradise Awaits Step into your dream escape with this stunning 2-bedroom, 2-bath canal-front gem in the coveted Calusa subdivision. With panoramic open water views and direct access to the Florida Keys' aquatic playground, this home is your gateway to endless adventure and relaxation.

    Jose Vigo RE/MAX All Keys Real Estate

    325 Calusa St Unit 320, Key Largo, FL 33037
  • /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
  • /15

    $4,950 per month

    • 3 Beds
    • 2 Baths
    • 1,144 Sq Ft
    • Property for Rent

    27452 Anguila Ln, Summerland Key, FL 33042

    27452 ANGUILA LANE RAMROD KEY FOR RENT. REPAINTED INSIDE AND OUT. ALL NEW FLOORING. 1400 SQFT 180 MPH RATED 3/2 HOME. 300SQFT ENCLOSURE FOR ALL YOUR FISHING NEEDS.40' DOCK ON AN OVERSIZED CORNER LOT WITH LOTS OF ROOM FOR RV AN BOAT PARKING. MINUTES FROM LOOE KEY REEF. 9' CEILINGS, CROWN MOLDING AND CENTRAL AC. FULLY PEA ROCKED YARD FOR LOW MAINTENANCE. NEW METAL ROOF, HURRICANE WINDOWS AND DOORS.

    Charles Roberts ICAMCO Realty LLC, dba Cosgrove Realty

    27452 Anguila Ln, Summerland Key, FL 33042
  • /49

    $2,700 per month

    • 3 Beds
    • 1 Bath
    • 1,300 Sq Ft
    • Townhouse for Rent

    82 N Conch Ave, Marathon, FL 33050

    This is an up, down duplex in Conch Keys near Hawks cay resort and 10 mins to marathon. Each unit has its own washer and dryer and all kitchen appliances are included. This unit (downstairs) is newly renovated with new flooring throughout, a new bath vanity, new kitchen cabinets, countertops, oven/range and microwave. Owner is a FL licensed real estate broker.

    82 N Conch Ave, Marathon, FL 33050
  • /25

    $6,000 per month

    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft
    • House for Rent

    241 W Seaview Dr, Duck Key, FL 33050

    For rent in the gorgeous neighborhood of Duck Key, FL, this newly built unfurnished home offers 3 bedrooms and 2 bathrooms, with the primary bedroom set apart for privacy. Highlights include an open-concept kitchen, dining, and living room, spacious bedrooms with double closets, a laundry room with storage, and stainless-steel appliances. The fenced yard features a Jacuzzi and patio area. Club

    Kelly Randin RE/MAX All Keys Real Estate

    241 W Seaview Dr, Duck Key, FL 33050
  • /49

    $2,800 per month

    • 3 Beds
    • 1 Bath
    • 1,300 Sq Ft
    • Townhouse for Rent

    82 N Conch Ave, Marathon, FL 33050

    This is an up, down duplex in Conch Keys near Hawks cay resort and 10 mins to marathon. Each unit has its own washer and dryer and all kitchen appliances are included. This unit (downstairs) is newly renovated with new flooring throughout, a new bath vanity, new kitchen cabinets, countertops, oven/range and microwave. Owner is a FL licensed real estate broker.

    82 N Conch Ave, Marathon, FL 33050
  • /14

    $7,000 per month

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

    96000 Overseas Hwy Unit C7, Key Largo, FL 33037

    Welcome to Casa Tropical, our 2 bedroom/3 bathroom two-story home with a 30' boat slip on the beautiful island of Key Largo, Florida, which was just completely renovated (brand new) and is now available for rent for a minimum of 6 months starting on 9/15/25. Our home is located within the beautiful Buttonwood Bay resort, a tropical private resort with 24/7 gated security, a private beach (very

    Jonathan Minerick Homecoin.com

    96000 Overseas Hwy Unit C7, Key Largo, FL 33037
  • /29

    $6,000 per month

    • 3 Beds
    • 2 Baths
    • 2,110 Sq Ft
    • House for Rent

    159 Dubonnet Rd, Tavernier, FL 33070

    6 - 12 month minimum. Rare opportunity. OCEANFRONT location offers spectacular water and island views. Situated on a quiet cul-de-sac, the community is located close to the centers of both Islamorada and Key Largo. Rent is less than the mortgage payment would be.3 bedrooms, 2 full bath living space plus downstairs laundry /storage room, carport. Incredible 180 degree water and island

    159 Dubonnet Rd, Tavernier, FL 33070
  • /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
  • /6

    $2,600 per month

    • 3 Beds
    • 1.5 Baths
    • House for Rent

    728 92nd St Ocean, Marathon, FL 33050

    Long term rental: includes 3 bedrooms 1 full bathroom 1 half bath, newer washer/dryer. Available 9/1/2025Great corner lot 56.84x 117. 1999 single wide manufacture home 5 feet off ground and strapped for hurricane.Large lot, room for boat trailers, RV ext. Peekaboo water views. Walking distance to Marathon Jet Center,Airport. Close to beach, schools, boat ramp. Located in the heart of

    Kelly Enriquez AKT Realty LLC

    728 92nd St Ocean, Marathon, FL 33050
  • /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
  • /24

    $7,000 per month

    • 3 Beds
    • 3 Baths
    • 1,844 Sq Ft
    • House for Rent

    62 Waterways Dr, Key Largo, FL 33037

    Escape to this stunning waterfront home in Sunset Waterways, the ideal winter getaway.The main floor offers 3 spacious bedrooms, 3 beautifully designed bathrooms, and a huge waterfront balcony with sweeping views of the dock and backyard. Inside, you'll find large tile flooring throughout, a gourmet kitchen with top-of-the-line stainless steel appliances, granite countertops, and a full dining

    Rodolfo Sardina Seaside Realty, LLC

    62 Waterways Dr, Key Largo, FL 33037
  • /28

    $3,000 per month

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

    1504 Flagler Ave, Key West, FL 33040

    We are family oriented here at this property, we make our tenants feel at home like family.Partners allowed. Two single roommates. Pets allowed with deposit and referral letter from vet - shots are up to date. Owner will maintain jacuzzi 2x a month. One on-property parking spot allowed per unit. Smoke free property.

    1504 Flagler Ave, Key West, FL 33040
  • /12

    $3,000 per month

    • 3 Beds
    • 2 Baths
    • Townhouse for Rent

    85 Coco Plum Dr, Marathon, FL 33050

    Brand new 3 bedroom 2 bath half duplex located on Coco Plum Drive. Requires first, last and security as well as a background check. One pet allowed. Property is stilted and offers covered parking. Floor to ceiling windows in living room, brand new kitchen and baths. Never been lived in! All tenants must live and work in Marathon to be eligible to rent these HUD Affordable Housing Deed

    Kim Show Coldwell Banker Schmitt Real Estate Co.

    85 Coco Plum Dr, Marathon, FL 33050

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