Monroe County, FL Rentals

• 

  

  

  /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

  Everett Watkins Keller Williams Key West Compass Realty

  2001 Flagler Ave, Key West, FL 33040
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  /11

  $4,500 per month

  • 4 Beds
  • 2 Baths
  • 1,620 Sq Ft
  • House for Rent

  350 Hazel St, Key Largo, FL 33037

  For more information call the listing agent.

  Edith Diaz Next House Realty

  350 Hazel St, Key Largo, FL 33037
• 

  

  

  /20

  $6,500 per month

  • 5 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • House for Rent

  176 Lorelane Place, Key Largo, FL 33037

  Available for 1-6 months starting in September, the property consists of 3/1 on the second level which is the main house of approximately 900 sq Ft and 2/1 on the first floor of approximately 900 sq ft. The house sits on 2 lots and has a 34X34 boat slip and boat ramp. The canal offers easy ocean access as well as kayaking in the back area of Rock Harbor. Room for RV and boat trailers. There

  Ralph Pena Pena Realty Inc.

  176 Lorelane Place, Key Largo, FL 33037
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  /73

  $10,000 per month

  • 3 Beds
  • 3 Baths
  • 1,596 Sq Ft
  • House for Rent

  232 W Seaview Dr, Marathon, FL 33050

  This 2 bed 2 bath home on the second floor. Recently gone through major renovations from top to bottom- inside out. Open concept with brazilian wood floor, fully furnished, chefs kitchen with top of the line wolf appliances. A warp around balcony to enjoy the water and spectacular sunset views. On the lower level you have a one car garage used as storage a separate laundry room, cabana bath and a

  Jen Reyes Keller Williams Realty Premier Properties

  232 W Seaview Dr, Marathon, FL 33050
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  /32

  $3,100 per month

  • 3 Beds
  • 2.5 Baths
  • 1,292 Sq Ft
  • House for Rent

  104 Poinciana Dr, Key Largo, FL 33037

  Escape to Paradise: Stunning 3/2.5 Key Largo Gem Awaits!Dive into the island lifestyle with this breathtaking 3-bedroom, 2.5-bathroom, two-story concrete masterpiece, built in 2021, nestled off Mile Marker 100 on the serene bayside of Key Largo, Florida. This bright and beautiful home, equipped with impact windows for ultimate storm protection, is offered fully furnished (or unfurnished if you

  Ernie Echauri RE/MAX All Keys Real Estate

  104 Poinciana Dr, Key Largo, FL 33037
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  /14

  $2,800 per month

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

  6440 2nd St Unit 9, Key West, FL 33040

  Half of a Duplex, unfurnished, tenant pays for all utilities, instant on demand tankless water heater saves on your electric bill. Approx. 600 Sq.Ft. 2 units per building so only 1 shared wall for a typical duplex layout with fenced gravel yard, landscaping with palm trees. Has hookups for a clothes washing machine or the new combination models that wash and dry in the same drum. Kitchen has a

  Dave Lewis Key West Real Estate Sales & Rentals, LLC (KW)

  6440 2nd St Unit 9, Key West, FL 33040
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  /28

  $2,850 per month

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft
  • House for Rent

  101620 Overseas Hwy Unit 5N, Key Largo, FL 33037

  2/2 Conch house in gated Coastal Waterway community. Fully furnished, all tile, washer and dryer. Community offers boat ramp, tikis, fish tables, hammock, and the most beautiful sunsets. Across the street from Publix and shopping center.

  Carlos Rivero Xcellence Realty

  101620 Overseas Hwy Unit 5N, Key Largo, FL 33037
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  /10

  $1,800 per month

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

  247 Pueblo St, Tavernier, FL 33070

  One bedroom one bath apartment in a private home downstairs with screen and Patio on a canal $1,800 a month long-term located in Tavernier all utilities Wi-Fi cable TV included washer and dryer on the Promises small pets considered very peaceful neighborhood looking for the same preferred daytime worker first last and security required as well as references call or text me

  247 Pueblo St, Tavernier, FL 33070
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  /41

  $5,865 per month

  • 3 Beds
  • 2 Baths
  • 1,593 Sq Ft
  • Condo for Rent

  88181 Old Hwy Unit A41, Islamorada, FL 33036

  Welcome to Sea Breeze 41, a refined island residence in the gated Coral Harbour Club. This spacious 3-bedroom, 2-bath condo offers elegant coastal living with a private 30' boat slip included (fits up to 33') Professionally decorated in a Tropical Modern style, The open-concept layout seamlessly connects the gourmet kitchen with stainless steel appliances and corian counter tops to the living,

  Steven Koleno Beycome of Florida, LLC

  88181 Old Hwy Unit A41, Islamorada, FL 33036
• 

  

  /30

  $3,800 per month

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

  95401 Overseas Hwy, Key Largo, FL 33037

  Available July 15th! Fully furnished and renovated, this tropical Keys retreat offers the perfect blend of fun and functionality. Located at MM 95 Oceanside, right on the Overseas Highway, you'll enjoy front-row access to Key Largo's best restaurants, sandbars, and outdoor activities. The fully fenced property provides privacy and ample space to park your boat, RV, or water toys, with access to a

  Lizzet Torres One Family Realty, LLC

  95401 Overseas Hwy, Key Largo, FL 33037
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  /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,

  

  Victor Ruiz

  Move Miami, LLC.

  (305) 788-7183

  129 Nautilus Dr, Islamorada, FL 33036
• 

  

  /16

  $1,900 per month

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

  134 Burgundy Dr Unit 1, Tavernier, FL 33070

  Looking for a cozy, clean, and convenient apartment for rent? Look no further! Our 1 bedroom, 1 bathroom apartment is available, and it includes light, water, and internet.Located in a quiet community, this apartment is perfect for those seeking a peaceful and relaxing living environment. It's conveniently located close to Harry Harris, making it easy to access all the amenities the area

  134 Burgundy Dr Unit 1, Tavernier, FL 33070
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  /15

  $3,400 per month

  • 3 Beds
  • 2 Baths
  • 1,150 Sq Ft
  • Property for Rent

  46 Ocean Dr, Key Largo, FL 33037

  Beautiful double wide mobile in The Harborage - and ocean side private community with a pool. Nicely furnished. Spacious living arrangement, and ready to move in. Conveniently located in the Keys to great restaurants and shopping. A special place to hang your hat for the year. Extra fee for docking your boat.

  Wendy Ives RE/MAX All Keys Real Estate

  46 Ocean Dr, Key Largo, FL 33037
• 

  

  /20

  $5,500 per month

  • 2 Beds
  • 2 Baths
  • Townhouse for Rent

  87200 Overseas Hwy Unit 1, Islamorada, FL 33036

  Prestigious Executive Bay Club corner townhouse in Islamorada. Offering 2BD/2Bth and loft. Spacious, updated & completely furnished. Beach front private community with 24 manned gate entrance, private beach to enjoy beautiful sunsets, pool, tennis courts, club house, first come first serve dock. Next door to Founder's Park offering many activities including the famous Nautical flee market. Assoc

  Isabel Ruiz Coldwell Banker Realty

  87200 Overseas Hwy Unit 1, Islamorada, FL 33036
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  /17

  $4,250 per month

  • 3 Beds
  • 3.5 Baths
  • 1,428 Sq Ft
  • House for Rent

  94825 Overseas Hwy Unit 178, Key Largo, FL 33037

  Beautiful House with ocean view in key largo ocean resort , 3 bedroom 3 1/2 bath , complete furniture , Gym, pool tennis courts and pickleball, play ground for kids and so much more...

  Gladys Ibarra Monteriny Properties Corporation

  94825 Overseas Hwy Unit 178, Key Largo, FL 33037
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  /55

  $7,500 per month

  • 3 Beds
  • 2 Baths
  • 1,702 Sq Ft
  • House for Rent

  147 Plantation Ave, Tavernier, FL 33070

  Beautifully renovated ground-level home situated on a prime canal in Islamorada, offering quick and easy access to Tavernier Creek. This 3-bedroom, 2-bathroom residence features a spacious master suite with stunning water views, vaulted tongue-and-groove ceilings, a stylish kitchen, and a fun-filled game room. Fully furnished and move-in ready--just bring your swimsuit and start enjoying the

  AJ Vetter Palm House Real Estate

  147 Plantation Ave, Tavernier, FL 33070
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  /34

  $5,100 per month

  • 3 Beds
  • 3 Baths
  • 1,945 Sq Ft
  • Townhouse for Rent

  96 Ave C Unit 6, Marathon, FL 33050

  Fully Furnished Long Term Rental (no short-term or subletting requests please). Beautiful, fully-furnished townhome in Bonefish Yacht Club next to Bonefish Marina. The home overlooks the marina. This 3-story townhome, end unit, has been thoughtfully updated and curated for a tranquil living experience with all the comforts of home. 1st Level: Entry WayEnter with a sense of

  96 Ave C Unit 6, Marathon, FL 33050
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  /5

  $5,000 per month

  • 1 Bath
  • 500 Sq Ft
  • Property for Rent

  74560 Overseas Hwy Unit Dock, Islamorada, FL 33036

  Remarkable Commercial Approved 100 Ft Dock for RENT with deep water access with Helicopter Pad Option. Rare in the Florida Keys! Can also be packaged with an additional 1 Bedroom Apartment or Studio

  Graciela Lozano KeysLifestyle Real Estate (KW)

  74560 Overseas Hwy Unit Dock, Islamorada, FL 33036
• 

  

  /20

  $3,900 - $15,000 per month

  Little Torch Cottages

  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

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

  

  /26

  $3,600 per month

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

  188 Atlantic Blvd Unit B, Key Largo, FL 33037

  Enjoy breathtaking ocean views from this fully renovated 2-bedroom, 2-bathroom apartment in the prestigious Port Largo community. This 1,200 sqft unit sits at the end of a canal, offering a private patio with water views just past the homeowners park. Both bedrooms are ensuite, and the unit includes a new washer and dryer.A boat slip may be available, and residents can join the homeowners

  Taylor Engel Coldwell Banker Schmitt R.E.

  188 Atlantic Blvd Unit B, Key Largo, FL 33037
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  /23

  $5,000 per month

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

  184 Harborview Dr, Tavernier, FL 33070

  Charming Waterfront Home in Tavernier - Old Keys Style Living!Discover the beauty of waterfront living in this charming ground-level concrete home in Tavernier. Featuring two bedrooms, one bathroom, and an open living floor plan, this home offers comfort and convenience in a serene setting. Enjoy breathtaking bay views from the expansive screened porch and huge back yard, perfect for relaxing and

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  184 Harborview Dr, Tavernier, FL 33070
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  /41

  $7,500 per month

  • 4 Beds
  • 3 Baths
  • 2,581 Sq Ft
  • House for Rent

  103 Starfish Ln, Tavernier, FL 33070

  Awesome view of the Bay from the Chickee Hut Dock to Full Roof Top Patio. 2 story Large Master Bedroom with Steam Shower. Concrete L shaped dock with 15,000 lb lift. There is also a cocktail pool to enjoy after a day out on the water. Ready for your families dream vacation in the Florida Keys. Fantastic Neighbors and Neighborhood. Great water access!! King bed in main bedroom queen beds in the

  George Matter EXP Realty LLC

  103 Starfish Ln, Tavernier, FL 33070
• 

  

  /20

  $9,500 per month

  • 3 Beds
  • 2 Baths
  • 1,602 Sq Ft
  • Condo for Rent

  7401 Gulf of Mexico Blvd Unit 4, Marathon, FL 33050

  Experience luxury coastal living in this beautifully furnished penthouse condo at 7401 Gulf of Mexico Blvd. This renovated 3-bedroom, 2-bathroom unit boasts upscale amenities and breathtaking water views. Every detail has been meticulously updated, offering modern finishes and high-end fixtures throughout. Relax on the expansive balcony, perfect for enjoying sunsets or entertaining guests. For

  Joel Izaguirre MMLS Assoc.-Inactive Member

  7401 Gulf of Mexico Blvd Unit 4, Marathon, FL 33050
• 

  

  /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
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  /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
• 

  

  /37

  $13,000 per month

  • 4 Beds
  • 4 Baths
  • Property for Rent

  2214 Seidenberg Ave, Key West, FL 33040

  Welcome to your luxurious oasis in Key West, where modern comfort meets tropical paradise. This stunning new construction home features four spacious bedrooms, each with an en suite bathroom. Lushly landscaped grounds, this 5,700 square foot property offers plenty of room to unwind and enjoy the beauty of the island.Imagine starting your day with a refreshing swim in the large, private, heated

  Paige Bethel Island Home Realty Inc.

  2214 Seidenberg Ave, Key West, FL 33040
• 

  

  /36

  $7,500 per month

  • 3 Beds
  • 3 Baths
  • 3,011 Sq Ft
  • Property for Rent

  72 Ocean Dr, Key Largo, FL 33037

  Available for the Winter season! This Oceanfront peaceful paradise sits on the Ocean point to Rodriguez Key from it's convenient 90 ft private dock w/ a lift for a Jet ski. The Harborage is a fabulous quaint 2 street private community on the Oceanside in Key Largo mm 97.5. - a 2 minutes boat ride to the sandbar on Rodriguez Key. This opportunity just came about and is available from December for

  Amy McDaniel Luxury Real Estate Properties

  72 Ocean Dr, Key Largo, FL 33037
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  /63

  $3,700 per month

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

  98202 Windward Ave Unit 202 and Boatslip, Key Largo, FL 33037

  CONDO W/ BOATSLIP FOR RENT 2/2KEY LARGOEscape to a bayside retreat with this updated 2-bedroom, 2-bathresidence, privately set on the second floor and only steps from the water's edge. A light-filled interior opens to a screened balcony, the perfect spot to unwind while taking in the tropical breeze. What truly sets this property apart is its 30 ft deeded boat slip--a coveted

  98202 Windward Ave Unit 202 and Boatslip, Key Largo, FL 33037
• 

  

  /14

  $2,900 per month

  • 2 Beds
  • 2 Baths
  • 1,070 Sq Ft
  • Condo for Rent

  3930 S Roosevelt Blvd Unit N303, Key West, FL 33040

  This is one of 12 large two bedroom units in the Las Salinas community. Very large kitchen with many cabinets, accordion hurricane shutters on living room doors, each bedroom has walk in closet, baths updated. An assigned covered parking area is included. New carpet in bedrooms Condo management requires background check. Applications require credit check, employment, rent references. NO PETS

  3930 S Roosevelt Blvd Unit N303, Key West, FL 33040
• 

  

  /58

  $15,000 per month

  • 4 Beds
  • 4 Baths
  • 3,083 Sq Ft
  • House for Rent

  3 North Dr, Key Largo, FL 33037

  SEASONAL .This 4 bed 4 baths Key West style pool . Price depends of the season . Once inside take the stairs up to the main living area where you will find two bedrooms and two baths ,living room and eat in kitchen with wet bar fully equipped laundry room , large screened patio for dining with TV, back yard with large heated pool with lounge sitting area ,tropical landscaping, Dock will

  Arturo Rodriguez Coldwell Banker Realty

  3 North Dr, Key Largo, FL 33037
• 

  

  /18

  $3,300 - $3,800 per month

  Sunset Marina Apts

  2 Beds

  5555 College Rd, Key West, FL 33040

  5555 College Rd, Key West, FL 33040
• 

  

  /27

  $6,800 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  39 Lake Shore Dr, Key Largo, FL 33037

  Escape the cold and enjoy your tropical retreat in this beautifully furnished 3 bed, 2 bath home in serene Buttonwood Bay! Located in a quiet residential neighborhood on a spacious double lot, this turnkey home is ideal for seasonal stays. Enjoy effortless water access with a boat dock & boat ramp, perfect for jet skis, kayaks, and paddle-boards. Nestled bayside with quick access to the ocean,

  Lisette Martinez Luxe Properties

  39 Lake Shore Dr, Key Largo, FL 33037
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  /14

  $2,745 per month

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

  701 124th Street Gulf, Marathon, FL 33050

  GREAT LOCATION IN MARATHONCLEAN CONCRETE GROUND LEVEL HOMEBRIGHT – LIGHT – FRESHLY PAINTED2 BEDROOMS – 1 TILED BATH WITH FULL SIZE TUBEAT IN KITCHEN INCLUDES 2 LARGE SCREEN TV for your useAIR CONDITIONERS PLUS CEILING FANS IN EACH ROOM PARK AT YOUR FRONT DOOR, NO STAIRSPRIVATE ROAD – PRIVATE FENCED YARDACCORDIAN HURRICANE PROTECTIONPRIVATE LAUNDRY ROOMS

  701 124th Street Gulf, Marathon, FL 33050
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  /7

  $2,200 per month

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

  1505 White St Unit Efficiency, Key West, FL 33040

  This unit is unique at 1505 White large one bedroom and one bathroom, with private mini deck & outdoor bar sink & grillLocated two blocks from ocean The unit comes furnished and includes air conditioning for climate control. The smoke-free environment ensures a healthy living space. Exterior amenities include a gated entry for added security, a grill for outdoor cooking, and a deck for

  1505 White St Unit Efficiency, Key West, FL 33040
• 

  

  /13

  $7,500 per month

  • 3 Beds
  • 3 Baths
  • 1,971 Sq Ft
  • House for Rent

  169 Corrine Place, Key Largo, FL 33037

  Rare opportunity -6+ short term max 30 days -By port Largo - best deep canal - direct ocean access - dock and Boat Lift - 3 bed 3 baths living room- dining area open kitchen with breakfast counter top- wraparound terrace - downstairs is huge storage - washer & dryer - Come work or play or stay for both Island living furnished - Best location- No bridge walk to Pilot House Marina and Key Largo

  Yolie Gutierrez Sole Realty

  169 Corrine Place, Key Largo, FL 33037
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  /30

  $5,000 per month

  • 3 Beds
  • 1 Bath
  • 1,655 Sq Ft
  • Condo for Rent

  94825 Overseas Hwy Unit 144, Key Largo, FL 33037

  Looking for the perfect seasonal retreat from September to March? Or perhaps a tropical getaway for a month? Look no further! This stunning spacious 3/2.5 home is in the exclusive, gated community of Key Largo Ocean Resort on the ocean side, offering you everything you need for a perfect stay. Wake up to breathtaking sunrises & enjoy the convenience of being just steps away from the ocean. This

  Vivian Serralta BHHS EWM Realty

  94825 Overseas Hwy Unit 144, Key Largo, FL 33037
• 

  

  /30

  $20,000 per month

  • 5 Beds
  • 4.5 Baths
  • House for Rent

  128 Leoni Dr, Islamorada, FL 33036

  SPECTACULAR VENETIAN SHORES HOME! 70' concrete dock on deep water canal which opens directly to Snake Creek for quick and easy access to bay or ocean; Furnished; 5 bedrooms/4.5 baths; private master retreat with gorgeous bath on third level; marble floors throughout; elevator; FABULOUS chef's kitchen with Wolf gas range and huge island; large terraces and fantastic entertaining spaces; Sonos

  Emily Romberg Real Estate Sales Force - Coral Gables

  128 Leoni Dr, Islamorada, FL 33036
• 

  

  /14

  $3,900 per month

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

  28532 Channel View Dr, Little Torch Key, FL 33042

  Current resident moving out on 1/31/26.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 pools, gym, sauna, marina

  Joseph Danieli AKT Realty LLC

  28532 Channel View Dr, Little Torch Key, FL 33042
• 

  

  /9

  $12,857 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
• 

  

  /41

  $5,500 per month

  • 3 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • House for Rent

  246 Tavernier Dr Unit 1, Tavernier, FL 33070

  Introducing a 3/2 home located in the serene Tavernier. This idyllic hideaway is situated in a tranquil block with only eight properties providing you with the perfect opportunity to rent seasonally(min of 28 days). Enjoy the comfort of a home away from home with a fully furnished open-plan living area, well-equipped kitchen, and tastefully decorated bedrooms. The location is unbeatable!The

  Gustavo Dias Keller Williams Realty International Lifestyles

  246 Tavernier Dr Unit 1, Tavernier, FL 33070

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