Monroe County, FL Rentals

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  $2,396 - $4,376 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
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  $2,950 - $3,650 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
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  $2,250 - $2,935 per month

  Keys Lake Villas

  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

  106003 Overseas Hwy, Key Largo, FL 33037
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  $2,700 per month

  Coco Palms

  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.

  21585 Overseas Hwy, Cudjoe Key, FL 33042
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  $2,650 - $3,967 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
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  $2,795 per month

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

  701 124th Street Gulf, Marathon, FL 33050

  Property Id: 2301674CLEAN CONCRETE GROUND LEVEL HOMERestored Terrazzo FloorsBRIGHT - Light - FRESHLY PAINTED2 large Bedrooms - 1 TILED BATH with Full Size TUBEAT IN KITCHEN with Tile floorINCLUDES 2 large Screen Mounted TVs AIR Conditioners Plus Ceiling fans in each roomPARK at Your front door - NO stairsPRIVATE ROAD - PRIVATE FENCED YARDACCORDIAN

  701 124th Street Gulf, Marathon, FL 33050
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  $18,000 per month

  • 4 Beds
  • 4 Baths
  • 2,300 Sq Ft
  • House for Rent

  96180 Overseas Hwy Unit 1, Key Largo, FL 33037

  UNIQUE KEY LARGO WATERFRONT ESTATE | PRIVATE SANDY BEACH + DOCK | 4BD/4BA | POOL | ~0.90 ACREWelcome to your own slice of the Keys—an exceptional waterfront retreat in Key Largo featuring a private sandy beach, dock, and resort-style outdoor living on approximately 0.90 acres. Designed for effortless coastal living and entertaining, this home offers 4 bedrooms and 4 bathrooms with seamless

  Alex Lipzer Key Biscayne Realty Group, Inc

  96180 Overseas Hwy Unit 1, Key Largo, FL 33037
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  $1,800 per month

  • 1 Bed
  • 1 Bath
  • Property for Rent

  325 Calusa St Unit 5, Key Largo, FL 33037

  Beautifully maintained residence in the heart of Key Largo! This bright and spacious unit offers a comfortable layout with great natural light and a relaxed Florida Keys lifestyle. Conveniently located near restaurants, shops, marinas, and main roads, making daily living and commuting easy. Ideal for tenants looking to enjoy island living while staying close to all essentials. Schedule your

  Sandra Alayon Keller Williams Realty International Lifestyles

  325 Calusa St Unit 5, Key Largo, FL 33037
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  $3,000 per month

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

  87465 Old Hwy Unit 105, Islamorada, FL 33036

  Experience easy Florida Keys living in this fully furnished 2-bedroom, 2-bath condominium located in the gated, oceanfront community of Plantation By The Sea on Plantation Key. Offered as a long-term rental for 6 months or longer, this move-in-ready residence is ideal for tenants seeking a low-maintenance coastal lifestyle in a secure, well-maintained setting.The unit features approximately 976

  Caroline Hendrix Coldwell Banker Schmitt Islamorada

  87465 Old Hwy Unit 105, Islamorada, FL 33036
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  $4,994 per month

  • 2 Beds
  • 2 Baths
  • 1,348 Sq Ft
  • Townhouse for Rent

  202 Sanctuary Dr, Key Largo, FL 33037

  Beautiful Waterfront, FULLY FURNISHED One-Level FLAT, 2 Bedroom, 2 Bath Townhome for Rent at The Sanctuary at Key Largo, MM 100, Bayside. This rare rental opportunity offers the perfect combination of nature, history, and coastal living. Enjoy a serene lifestyle in one of Key Largo's most unique, treasured and Gated communities. Nestled on 24 acres of lush tropical hardwood hammock, this historic

  202 Sanctuary Dr, Key Largo, FL 33037
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  $7,000 per month

  • 4 Beds
  • 2 Baths
  • Property for Rent

  417 Southard St Unit A, Key West, FL 33040

  Long term rental, 4 bedroom, 2-bathroom furnished apartment is conveniently located just steps away from Duval Street, Mile Marker 0, and within walking distance to the Southernmost Point, Fort Zachary Taylor Historic State Park. The apartment boasts Beautiful bathrooms with walk-in showers, spacious kitchens equipped with upgraded stainless steel appliances, a stunning waterfall kitchen counter

  Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

  417 Southard St Unit A, Key West, FL 33040
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  $6,000 per month

  • 4 Beds
  • 3 Baths
  • House for Rent

  251 Pueblo St, Tavernier, FL 33070

  Located in the desirable Indian Waterways neighborhood on Plantation Key. Canal-front home with private dockage and a layout well suited for comfortable long-term living in the Florida Keys. The main living area is on the second level and features an open, light-filled floor plan with large windows and vibrant coastal decor. The primary bedroom includes a queen bed, an ensuite bath, and access to

  Jocelyn Marzella Ocean Sotheby's International Realty

  251 Pueblo St, Tavernier, FL 33070
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  $9,750 per month

  • 3 Beds
  • 2 Baths
  • 2,137 Sq Ft
  • Condo for Rent

  200 Wrenn St Unit 701, Tavernier, FL 33070

  Oceanfront PENTHOUSE located in the Sea Gulls community in Tavernier. This top-floor 3 bedroom, 2 bath unit offers approximately 2,100 sq. ft. of living space with direct Atlantic Ocean views. Open living and dining areas with abundant natural light and access to two private oceanfront balconies. Fully furnished and move-in ready. In-unit washer and dryer. Elevator building.Community amenities

  Maris Delgado LoKation Real Estate

  200 Wrenn St Unit 701, Tavernier, FL 33070
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  $2,000 per month

  • 1 Bed
  • 1 Bath
  • 1,347 Sq Ft
  • House for Rent

  75 Coral Dr, Key Largo, FL 33037

  Beautiful Location in the Heart of Key Largo. Lots of excellent Restaurants and Key Largo Community Park nearby/walking distance. Brand new Appliances include Refrigerator, Range, and Microwave.

  Tate Gettinger Florida Realty of Miami Corp

  75 Coral Dr, Key Largo, FL 33037
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  $2,349 - $2,849 per month

  CoCo Vista

  1 - 3 Beds

  96 Coco Plum Dr, Marathon, FL 33050

  96 Coco Plum Dr, Marathon, FL 33050
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  $3,500 per month

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft
  • Apartment for Rent

  106 Channel Dr Unit B, Marathon, FL 33050

  Welcome to your ideal Florida Keys getaway in the heart of Marathon! This beautifully furnished 2-bedroom, 2-bath canal-front home offers the perfect balance of relaxation and adventure. Located on a peaceful canal just moments from open water, you can enjoy fishing right from the 37.5-foot concrete dock or hop on your boat for a quick ride to the renowned Vaca Cut, providing easy access to both

  Juan Gutierrez LPT Realty, LLC

  106 Channel Dr Unit B, Marathon, FL 33050
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  $3,800 per month

  • 2 Beds
  • 1 Bath
  • Property for Rent

  65821 Overseas Hwy Unit 98, Long Key, FL 33001

  Tracey Petrusha Venture Realty Group

  65821 Overseas Hwy Unit 98, Long Key, FL 33001
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  $4,994 per month

  • 2 Beds
  • 2 Baths
  • 1,348 Sq Ft
  • Townhouse for Rent

  202 Sanctuary Dr Unit 202, Key Largo, FL 33037

  Beautiful Waterfront FULLY FURNISHED One-Level FLAT 2 Bedroom, 2 Bath Condo for Rent at The Sanctuary at Key Largo, MM 100, Bayside. This rare rental opportunity offers the perfect combination of nature, history, and coastal living. Enjoy a serene lifestyle in one of Key Largo's most unique, treasured and Gated communities. Nestled on 24 acres of lush tropical hardwood hammock, this historic and

  R. Scott Darden John U. Darden R.E. Broker

  202 Sanctuary Dr Unit 202, Key Largo, FL 33037
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  $4,000 per month

  • 3 Beds
  • 1 Bath
  • Property for Rent

  201 4th St, Key West, FL 33040

  Jenny Perry Preferred Properties (KW)

  201 4th St, Key West, FL 33040
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  $7,000 per month

  • 4 Beds
  • 2 Baths
  • 1,900 Sq Ft
  • House for Rent

  1330 3rd St, Key West, FL 33040

  Property Id: 2292938Move-in ready Key West living! Close to shopping, schools, beaches and Old Town.Property Highlights•Spacious 4 bedrooms / 2 bathrooms•~1,900 sq ft•Fenced yard with covered porch•Pet-friendly with deposit•Annual lease - $7,000 per month•Utilities not included•Credit/Background Check This home combines comfort, space, and

  1330 3rd St, Key West, FL 33040
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  $13,000 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

  

  Catherine Pineda

  Coldwell Banker Realty

  (645) 215-6846

  16 North Dr, Key Largo, FL 33037
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  $27,500 per month

  • 3 Beds
  • 3 Baths
  • 2,192 Sq Ft
  • House for Rent

  Unlisted Address

  Escape to the Florida Keys and enjoy island living along iconic Overseas Highway. This home is offered as a seasonal rental from May through October, with a 28-day minimum stay, making it perfect for extended vacations, snowbirds in reverse, or work-from-paradise stays. Close to marinas, dining, and outdoor adventures, this is an ideal summer retreat in the Keys.Please note: stays under 28 days

  John Maderal Compass Florida, LLC - Miami Beach

  Unlisted Address
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  $1,999 - $3,096 per month

  Playa Apartments

  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

  21 1st Ave, Key Largo, FL 33037
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  $1,900 per month

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

  65821 Overseas Hwy Unit 110, Long Key, FL 33001

  Escape to the Florida Keys! This charming fully furnished 2BR/1BA manufactured home is available for short-term rental and conveniently located near everything the Keys are known for—sunshine, island vibes, and outdoor adventures. Ready for you to enjoy the most amazing weather, relax, and make memories. Ideal for families or anyone looking for a comfortable, easy getaway in paradise. Utilities

  Milena Duenas Chez Realty, LLC.

  65821 Overseas Hwy Unit 110, Long Key, FL 33001
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  $2,400 per month

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

  6099 Overseas Hwy Unit 75W, Marathon, FL 33050

  Seasonal Rental! 3 month rental from 2/1/2026 through 4/30/2026. Waterfront Mobile home on private lot at Key by the Sea. Huge covered outdoor patio with 30 FT dock, outdoor sink with fish cleaning table, and large storage shed. Spacious new 5th wheel trailer with queen bedroom in the front side, and double bunks in the back. This community offers great amenities, including club house, private

  Jennifer Davis Island Breeze Realty, LLC

  6099 Overseas Hwy Unit 75W, Marathon, FL 33050
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  $1,700 per month

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

  14 Sunset Rd Unit Studio, Key Largo, FL 33037

  INVITING OUTDOOR PATIOBeautiful 1 Bed / 1 Bath Downstairs Studio Key Largo (MM 95, Bayside)Enjoy the true island lifestyle in this spacious and bright 1 Bed / 1 Bath downstairs studio located in one of Key Largo's most desirable neighborhoods.Just steps from a peaceful park and with a beach around the corner, this cozy and private studio offers the perfect blend of comfort,

  14 Sunset Rd Unit Studio, Key Largo, FL 33037
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  $3,800 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  179 Jasmine St, Tavernier, FL 33070

  AVAILABLE FEB 1. Three-bedroom, two-bath upstairs home located in a popular neighborhood. Close to schools, hospital, shopping and great restaurants. Concrete home with large kitchen, granite countertops, all appliances, great counter with seating for dining or entertainment. Also has a separate dining room. There are three nicely sized bedrooms - two have sliding glass doors leading out to a

  Gladys Cornell RE/MAX All Keys Real Estate

  179 Jasmine St, Tavernier, FL 33070
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  $3,500 per month

  • 2 Beds
  • 2 Baths
  • 1,352 Sq Ft
  • Townhouse for Rent

  87200 Overseas Hwy, Islamorada, FL 33036

  Property Id: 1443403Take it easy at this unique and tranquil getaway. Enjoy this well equipped 2 bedroom, 2 bath home. Enjoy beautiful sunsets at the community dock. Fish, swim or snorkel while enjoying the bay view. close to some of the best restaurants and attractions in Islamorada.Walk to Founders Park to enjoy a beautiful beach, walking trails, picnic areas and playgrounds.

  87200 Overseas Hwy, Islamorada, FL 33036
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  $2,500 per month

  • 2 Beds
  • 1.5 Baths
  • 794 Sq Ft
  • Condo for Rent

  88500 Overseas Hwy Unit 301, Tavernier, FL 33070

  #1 WINTER DESTINATION! Mint condition, fully furnished 2BR/2BA apartment in the heart of Islamorada. Features modern porcelain floors and top-tier amenities: Private beach, two swimming pools, and a community kitchen with BBQ area. Adventure-ready with kayak/paddleboard ramp and storage rack. Enjoy the on-site gym and game room. Turnkey and ready for the season or living year round.

  Valeria Fucaraccio Benesch Brokers, LLC

  88500 Overseas Hwy Unit 301, Tavernier, FL 33070
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  $6,300 per month

  • 3 Beds
  • 2 Baths
  • 1,050 Sq Ft
  • House for Rent

  2911 Seidenberg Ave, Key West, FL 33040

  Charming, newly renovated house in desirable neighborhood close to everything. FULLY FURNISHED. 12MONTH LEASE. Rent includes pool and yard care. NO PETS. Off street parking, carport, central air, big lush backyard.

  2911 Seidenberg Ave, Key West, FL 33040
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  $3,750 per month

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

  27 Seaside Ave, Key Largo, FL 33037

  This adorable fully furnished 2 bedroom, 2 bathroom home is situated on an exceptionally large, multi-lot parcel offering space and flexibility rarely found in the Florida Keys.The home features an inviting layout with comfortable furnishings, making it ideal for tenants seeking a turnkey, long-term rental. Elevated construction with CBS exterior and metal roof provides durability and peace of

  Kimberly Hamilton Better Homes and Gardens Real Estate Destinations

  27 Seaside Ave, Key Largo, FL 33037
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  $3,900 per month

  • 4 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Property for Rent

  117 W Sandy Cir, Big Pine Key, FL 33043

  Great 4/2 in Big Pine Key, perfect for a family or roommate situation. Pets allowed!!!Walk right into your living room that over looks the heart of the home, your kitchen. Great for entertaining for family and friends coming over. Split floor plan with three bedrooms on one side and one on the other. Step outside to a great yard, big enough for all your toys and just down the highway is a boat

  Bobby Coe RE/MAX Keys Connection (KW)

  117 W Sandy Cir, Big Pine Key, FL 33043
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  $3,000 per month

  • 2 Beds
  • 1 Bath
  • 756 Sq Ft
  • Townhouse for Rent

  4903 49th St, Marathon, FL 33050

  Enjoy classic Florida Keys living in this waterfront 2-bedroom, 1-bath home located at 4903 49th Street in Marathon. Situated directly on the water, this is an ideal long-term rental for those looking to enjoy the Keys lifestyle year-round. The home features a functional and comfortable layout with two well-sized bedrooms, a full bathroom, and an open living area filled with natural light. Step

  Nate Bartlett Berkshire Hathaway HomeServices Keys Real Estate

  4903 49th St, Marathon, FL 33050
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  $2,200 per month

  • 1 Bed
  • 1 Bath
  • Property for Rent

  119 Long Key Lake Dr Unit 1, Long Key, FL 33001

  Fully remodeled from top to bottom, this spacious 1 bedroom, 1 bath apartment is clean, bright, and ready for your personal touch. Offered unfurnished, it features charming upgrades and plenty of room to make it your own. Community amenities include a basketball court and tennis court. Just a short walk to beautiful Long Key State Park, the home is tucked away in peaceful Layton--a serene

  Seanna Lindback Sea Haven Realty, Inc.

  119 Long Key Lake Dr Unit 1, Long Key, FL 33001
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  $5,200 per month

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

  810 Pearl St Unit B, Key West, FL 33040

  Cottage in the Meadows. Furnished 2 bedroom, 2 bath, Cute front porch, small back yard. Washer and dryer. Available now, wifi, cable, water included. Applications being accepted. Back ground check, $35. No smoking on the property, no pets. Owner is a Florida Licensed Realtor

  Elaine Coyle Keller Williams Key West Compass Realty

  810 Pearl St Unit B, Key West, FL 33040
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  $3,450 per month

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

  203 Allen Ave, Key Largo, FL 33037

  Waterfront 2-Bedroom, 2-Bath Rental with Expansive Rooftop and 110+ Feet of Dockage! Available for long-term lease, this waterfront 2-bedroom, 2-bath home on a corner lot is perfect for those who love the water. Enjoy 110+ feet of private dockage, ideal for boating enthusiasts, with a convenient boat ramp. The home features an open floor plan with bright and airy living spaces, fully furnished

  Jessie Morales Lifestyle International Realty

  203 Allen Ave, Key Largo, FL 33037
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  $2,200 per month

  • 1 Bed
  • 1 Bath
  • Property for Rent

  119 Long Key Lake Dr Unit 2, Long Key, FL 33001

  Clean, well-maintained, and turn-key! This spacious, fully furnished ground-level unit features 1 bedroom and 1 bath and is move-in ready. Enjoy community amenities including a basketball court and tennis court, and take advantage of the short walk to Long Key State Park. Tucked away for peace and quiet, Layton offers a serene setting while being perfectly positioned between Islamorada and

  Seanna Lindback Sea Haven Realty, Inc.

  119 Long Key Lake Dr Unit 2, Long Key, FL 33001
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  $2,000 per month

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

  917 Red Bird Rd, Key Largo, FL 33037

  Property located in a very nice and quiet neighborhood with homes that are well kept. Their is a park that has a small boat ramp. From the park which is walking distance from your new home you can fish, launch your kayak or small boat, use the picnic area or simple enjoy the beautiful sunrise. We have central air conditioner, washer and dryer, large pantry, bedrooms with ample closets, covered

  917 Red Bird Rd, Key Largo, FL 33037
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  $2,500 per month

  • 2 Beds
  • 1 Bath
  • Apartment for Rent

  184 Adobe Casa Court Dr, Tavernier, FL 33070

  Half of a duplex conveniently located between Key Largo and Tavernier. Spacious living area. Recent updates. Freshly painted. Breezy screened-in-porchSmall pets considered

  Wendy Ives RE/MAX All Keys Real Estate

  184 Adobe Casa Court Dr, Tavernier, FL 33070
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  $2,300 per month

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

  10877 Overseas Hwy Unit 30, Marathon, FL 33050

  Stunning 2-Story Oceanfront Townhouse in Ocean Isles Fishing Village This newly rebuilt 1-bedroom, 2-bathroom end unit offers 850 sq. ft. of modern living space, elevated above flood level for peace of mind. The spacious upstairs bedroom features a private balcony and en-suite bathroom, while the open-concept living area on the first floor includes a full bath. Enjoy incredible Atlantic Ocean

  10877 Overseas Hwy Unit 30, Marathon, FL 33050

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