Monroe County, FL Rentals

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  $3,200 per month

  • 2 Beds
  • 2 Baths
  • House for Rent

  154 Cocoa Dr, Tavernier, FL 33070

  Welcome to this charming 2-bedroom, 2-bath concrete home with concrete roof is located in a quiet, local neighborhood. This well-maintained property offers a versatile layout with the option to convert one of the existing spaces into a third bedroom, making it ideal for families or those in need of extra room. Enjoy a spacious fenced yard perfect for pets, gatherings, or simply relaxing in

  Kelly Randin RE/MAX All Keys Real Estate

  154 Cocoa Dr, Tavernier, FL 33070
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  /16

  $4,000 per month

  • 2 Beds
  • 2 Baths
  • 1,275 Sq Ft
  • Condo for Rent

  83201 Old Hwy Field Unit 218, Islamorada, FL 33036

  Property Id: 2215193Spectacular Ocean Views from this unit at Beacon Reef located in the Heart of Islamorada! Offering 2 bedroom and 2 bath unit with a beautifully renovated kitchen with Stainless Steel appliances and Granite Countertops and Custom Cabinetry allowing an open and airy feeling leading to your Dining and Living Area. The Master Bedroom offers gorgeous tropical views

  83201 Old Hwy Field Unit 218, Islamorada, FL 33036
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  /26

  $4,450 per month

  • 4 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Property for Rent

  164 Blue Harbor Dr, Tavernier, FL 33070

  PERFECT VACATION HOME! Available Immediately Beautiful & Spacious 4 Bedrooms & 2 Bathrooms POOL HOME with a wraparound porch & Pool Cabana & outdoor kitchen located in Blue Harbor Private Community Home is located Right across from the Boat Ramp Property offers plenty of space for a Big Family to enjoy endless days of fishing and water activities Space for boat and other water crafts, home is

  Ernie Echauri RE/MAX All Keys Real Estate

  164 Blue Harbor Dr, Tavernier, FL 33070
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  /20

  $4,000 per month

  • 2 Beds
  • 2 Baths
  • 1,339 Sq Ft
  • Condo for Rent

  1800 Atlantic Blvd Unit 220C, Key West, FL 33040

  Property Id: 2208861This beautiful 2-bedroom, 2-bath condo is located in the desirable 1800 Atlantic complex with a private beach in Key West. It is situated on the second floor, offering ocean and garden views. The condo has a spacious open floor plan, high ceilings that create a light and airy feel, and a private balcony accessible from the living room and both bedrooms, ensuring a

  1800 Atlantic Blvd Unit 220C, Key West, FL 33040
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  /5

  $2,800 per month

  • 2 Beds
  • 1 Bath
  • 891 Sq Ft
  • Apartment for Rent

  187 Casa Court Dr Unit 187, Key Largo, FL 33070

  Beautifully renovated 2 bedroom 1 bath corner home that is move in ready and freshly painted. Ideally located on the bayside of Key Largo just minutes from shopping dining and local attractions. Enjoy exceptional privacy and natural light throughout. The home features a spacious living area screened porch and outdoor patio perfect for relaxing or entertaining. Covered parking under the home with

  Paola Gutierrez Premier Elite Realty Inc.

  187 Casa Court Dr Unit 187, Key Largo, FL 33070
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  $2,950 per month

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

  87465 Old Hwy Unit 224, Islamorada, FL 33036

  LONG TERM RENTAL in desirable Islamorada at Plantation By The Sea Condominiums. 6 Mos and 1 day ; 1 year; or 2 years. See below for details. Ocean front complex. During your free time lounge by the pool and gaze at the Atlantic Ocean or walk out on the long pier and catch your dinner! Wonderful two-story townhouse style condo completely furnished. Linens, dishes, pots and pans - everything,

  

  Andrea (Andi) Saylor

  Paradise Florida Keys Real Estate

  (888) 430-3847

  87465 Old Hwy Unit 224, Islamorada, FL 33036
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  /55

  $22,000 per month

  • 5 Beds
  • 5 Baths
  • 3,868 Sq Ft
  • House for Rent

  32 N Bounty Ln Unit 32, Key Largo, FL 33037

  Escape to paradise in this ultra-luxe Key Largo home, where every whim is met and serenity reigns. Nestled in a peaceful enclave, yet close to all the action, this fully furnished masterpiece boasts breathtaking water views, an infinity pool overlooking the turquoise horizon, and a private oasis unlike any other. Ultra-luxury amenities, Chef kitchen, 5 bedrooms & 5 Bathrooms, Movie Theater, and a

  Shani Maimoni Related ISG Realty, LLC.

  32 N Bounty Ln Unit 32, Key Largo, FL 33037
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  /5

  $2,400 per month

  • 2 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • Condo for Rent

  579 Boyd Dr, Key Largo, FL 33037

  Quiet Street great location boat ramp around Corner

  579 Boyd Dr, Key Largo, FL 33037
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  /25

  $2,700 per month

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

  88500 Overseas Hwy Unit 413, Tavernier, FL 33070

  This beautiful apartment with a stunning direct open water bay view is available for an Annual lease, available now. Modern and clean with a gorgeous kitchen and renovated bathroom. King size bed and a pull-out couch in the Livingroom. Fully furnished down to the linens and silverware. Water, sewer, garbage Comcast TV as provided by the condominium included. $2,700 per month plus electric.Summer

  Jonelle Kop Blue 9 Realty, Inc.

  88500 Overseas Hwy Unit 413, Tavernier, FL 33070
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  /10

  $3,750 per month

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

  621 Whitehead St, Key West, FL 33040

  Charming 1-Bedroom Home in Old Town with Bonus Loft Space! Fully renovated 1-bedroom, 1-bathroom rental home in the heart of Old Key West, featuring a bonus loft, one off-street parking space and a washer/dryer inside. Fully furnished, the property includes a cozy sitting room, a well-equipped kitchen, large bedroom, and updated bathroom with new shower. Relax on the porch, surrounded by lush

  

  Damian Vantriglia

  Berkshire Hathaway HomeServices Knight & Gardner Realty

  (786) 882-1353

  621 Whitehead St, Key West, FL 33040
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  /13

  $2,500 per month

  • 2 Beds
  • 1 Bath
  • Apartment for Rent

  91790 Overseas Hwy Unit back, Tavernier, FL 33070

  Price Reduced! INCLUDES utilities, this recently updated, this two bedroom, 1 bath apartment in the back of the house (front is used as a daytime legal office) has a very spacious living room and master bedroom. The kitchen has all new appliances (refrigerator, stove/oven, dishwasher and microwave) and plenty of storage. Has a stackable washer/dryer in the apartment and large storage closet.

  Jonelle Kop Blue 9 Realty, Inc.

  91790 Overseas Hwy Unit back, Tavernier, FL 33070
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  /18

  $5,200 per month

  • 2 Beds
  • 2 Baths
  • 1,776 Sq Ft
  • House for Rent

  133 Valois Blvd Unit na, Key Largo, FL 33037

  Waterfront, pet-friendly, 2 bd/2 bth, 1 car garage with parking for your boat or RV. Canoe or kayak from your own backyard with easy commute to Miami

  Alexandria Suarez Keller Williams Capital Realty

  133 Valois Blvd Unit na, Key Largo, FL 33037
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  /7

  $2,700 per month

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

  65821 Overseas Hwy Unit 114, Long Key, FL 33001

  AVAILABLE APRIL 1ST 2026 - Live like you're always on vacation. This rarely remodeled 2 bedroom 1 bathroom canal-front rental in Outdoor Resorts has it all- gated entry, pickleball, gym, sauna, private beach & more. Move in and make waves! Available now for an annual rental term. Contact listing agent for showings. RENTED JANUARY-MARCH.

  Yaritza Lopez Lifestyle International Realty

  65821 Overseas Hwy Unit 114, Long Key, FL 33001
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  /13

  $5,000 per month

  • 3 Beds
  • 2 Baths
  • Property for Rent

  1010 17th Terrace, Key West, FL 33040

  This house has three bedrooms and two baths with a fenced in yard and off street parking.The back yard has a big pool with waterfall plus a outdoor shower.

  Danny Sanchez Century 21 All Keys Inc (KW)

  1010 17th Terrace, Key West, FL 33040
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  /13

  $5,000 per month

  • 3 Beds
  • 2 Baths
  • 1,718 Sq Ft
  • Property for Rent

  900 Morris Ave, Key Largo, FL 33037

  Most Beautiful Ocean Views! 3 Bedrooms, 2 Bathrooms in Key Largo with remodeled kitchen overlooking the ocean! Boat Dock! Escape to Paradise.

  Cristy De Toro One Stop Realty

  900 Morris Ave, Key Largo, FL 33037
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  /10

  $4,200 per month

  • 4 Beds
  • 2 Baths
  • 1,431 Sq Ft
  • Property for Rent

  30964 Nathalie Rd, Big Pine Key, FL 33043

  Unfurnished long term rental. Nicely upgraded and available for occupancy now.

  Roberta Mira Sunshine State Realty Services

  30964 Nathalie Rd, Big Pine Key, FL 33043
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  /54

  $5,000 per month

  • 2 Beds
  • 2.5 Baths
  • 1,609 Sq Ft
  • Townhouse for Rent

  94220 Overseas Hwy Unit 6D, Tavernier, FL 33070

  Townhouse in an Exclusive and secluded spot in Tavernier -Resort Style -Sunset Hammock Condominium It is complete gated - only a few townhouses and all were built on 3 levels and surrounded by lush tropical setting. This Spacious End-Unit with 1700+ sq. Ft. of living space. Nestled in the exclusive, gated community in Tavernier, offers an ideal island-living retreat with resort-style amenities.

  isabel linowitz Coldwell Banker Schmitt Key Largo

  94220 Overseas Hwy Unit 6D, Tavernier, FL 33070
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  /28

  $4,000 per month

  • 3 Beds
  • 2 Baths
  • 1,470 Sq Ft
  • House for Rent

  94825 Overseas Hwy Unit 172, Key Largo, FL 33037

  Immerse yourself in this seaside retreat in the heart of the Florida Keys. With its recent construction, this FURNISHED home blends modern-day finishes and is withing walking distance of the community dock. The galley chef’s kitchen makes gatherings simple and memorable, ideal master bedroom on the ground floor, while the entertaining area is upstairs. The balcony from the living room opens to

  Marlene Gonzalez MMLS Assoc.-Inactive Member

  94825 Overseas Hwy Unit 172, Key Largo, FL 33037
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  /13

  $2,500 per month

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

  972 73rd St, Marathon, FL 33050

  For Rent in Marathon! 🌴 Spacious and inviting 2 bedroom, 1 bathroom half duplex available immediately for move-in! This charming coastal home is perfectly located on a quiet street with the ocean right at the end, offering that true island-living feel. Inside, you'll find a bright and open layout with a comfortable living spaces, and a functional kitchen that's great for everyday cooking

  Saara Staten Engel & Volkers Marathon

  972 73rd St, Marathon, FL 33050
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  /2

  $8,000 per month

  • 5 Beds
  • 4 Baths
  • 2,027 Sq Ft
  • House for Rent

  311 Belmont Ln, Key Largo, FL 33037

  Monthly and seasonal rental available in the beautiful Three-Story Waterfront Haven in Cross Key Waterways, KEY LARGO! Embrace the allure of coastal living in this impressive 5-bedroom, 4-bathroom Key Largo retreat. This waterfront charm provides abundant living space for you and your loved ones with large open balconies off each floor. This property have a 40-foot dock, and a 15,000-pound lift

  Raydel Cabale Florida Realty of Miami

  311 Belmont Ln, Key Largo, FL 33037
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  /7

  $1,950 per month

  • 3 Beds
  • 1 Bath
  • 846 Sq Ft
  • Property for Rent

  740 Largo Rd, Key Largo, FL 33037

  Nice 3 bedroom, 1 bath mobile home, great location easy walking to public transit, dining and shopping.

  Danilo Muniz Real Estate Sales Force

  740 Largo Rd, Key Largo, FL 33037
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  $8,000 per month

  • 3 Beds
  • 3 Baths
  • 1,344 Sq Ft
  • House for Rent

  214 Aberdeen Ct, Tavernier, FL 33070

  Monthly and seasonal rental available in the beautifulneighborhood of Hammer Point, located in Tavernier, FL, at mile marker 93. Available starting October 1, 2025, with a minimum stay of 28 days. Fully furnished. Enjoy the bayside lifestyle with a range of outdoor amenities, including a built-in BBQ, outdoor TV, pergola, 15,000 lb boat lift, additional docking space and a hot tub. Bring your own

  Gamal Riquelme Sunshine Brokers

  214 Aberdeen Ct, Tavernier, FL 33070
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  /8

  $5,100 per month

  • 2 Beds
  • 3 Baths
  • House for Rent

  214 Normandy Dr, Key Largo, FL 33037

  Sandra Fernandez Lifestyle International Realty

  214 Normandy Dr, Key Largo, FL 33037
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  /10

  $5,500 per month

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

  65821 Overseas Hwy Unit 82, Long Key, FL 33001

  Your Winter escape awaits

  Arelys Doger-Sanchez Keller Williams Realty Premier Properties

  65821 Overseas Hwy Unit 82, Long Key, FL 33001
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  /22

  $3,000 per month

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

  65821 Overseas Hwy Unit 169, Long Key, FL 33001

  Arelys Doger-Sanchez Keller Williams Realty Premier Properties - Kendall

  65821 Overseas Hwy Unit 169, Long Key, FL 33001
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  /16

  $4,000 per month

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

  1116 Truman Ave Unit 1, Key West, FL 33040

  Beautifully renovated Old Town second floor condo, furnished. High ceilings, freshly painted, and a wonderful front porch to relax on. Walk or Bike to everything Old Town, local restaurants, steps to Sandy's Cafe for your morning cuban coffee, Walk on White event, food store, and more! This unit has a beautiful kitchen with a dish washer, an in unit washer and dryer, and access to a shared pool.

  Elaine Coyle Keller Williams Key West Compass Realty

  1116 Truman Ave Unit 1, Key West, FL 33040
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  $5,500 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

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  (645) 241-5597

  59 Palm Dr, Key West, FL 33040
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  /23

  $3,000 per month

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

  67 Coral Dr Unit 1, Key Largo, FL 33037

  Beautiful Updated WATERFRONT 2/1 Apartment remodeled with attention to detail Unfurnished and ready for your decor and furniture ALL UTILITIES ARE INCLUDEDAdditionally, there is a EV charging station available on premises that can used for an additional $25 a month!! That's a steal! This property sits on a canal that leads out to the open waters of the Florida keys and it's located within walking

  Ernie Echauri RE/MAX All Keys Real Estate

  67 Coral Dr Unit 1, Key Largo, FL 33037
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  $3,900 per month

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • House for Rent

  47 Bass Ave, Key Largo, FL 33037

  AVAILABLE DECEMBER!Looking for a long-term rental that feels like a vacation every single day? Welcome to this stunning, fully furnished and beautifully remodeled home located on Bass Ave right on Adam's Cut, offering direct bay and ocean access from the homeowners park boat ramp.Vaulted wood ceilings, a bright and modern kitchen with stainless steel appliances, and updated spa-style

  Samantha Arce Better Homes and Gardens Real Estate Destinations

  47 Bass Ave, Key Largo, FL 33037
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  /48

  $3,600 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  320 Sound Dr, Key Largo, FL 33037

  Looking for a home in a fantastic neighborhoodin the fabulous Florida Keys for rent .this beautiful home 3 bedroom 2 bath home feature a open floor plan recently updated, impact window new roof beautiful bathroomsplenty of parking for both your boat and carsnext to John Pennekamp State ParkEven better the owners is not planning to sale

  Martha Noval RE/MAX All Keys Real Estate

  320 Sound Dr, Key Largo, FL 33037
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  /34

  $3,400 per month

  • 3 Beds
  • 2 Baths
  • 1,574 Sq Ft
  • House for Rent

  12 S Andros Rd, Key Largo, FL 33037

  Come check out this beautiful family home, wonderfully located near the entrance of Key Largo. This home features 3 bedrooms and 2 bathrooms, along with a spacious den that can be utilized as a spare bedroom, den, family room, playroom, or office. This property features a fruit tree, ample outdoor space, and parking. The roof is brand new as of October 2025, and impact windows and doors as of

  Ambar Marcelo The Keyes Company

  12 S Andros Rd, Key Largo, FL 33037
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  /25

  $2,100 per month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • House for Rent

  661 Colson Dr Unit Upstairs, Key Largo, FL 33037

  Upstairs 2/1 in Key Largo Available December 1st | Long-Term Lease OnlyNicely kept upstairs unit of a stilt home at MM 103 Bayside, just across the street from John Pennekamp State Park!This 2-bedroom, 1-bath space offers comfortable island living with a large screened-in porch, spacious fenced yard, and neighborhood boat ramp access. Perfect for boating, kayaking, or enjoying sunsets

  661 Colson Dr Unit Upstairs, Key Largo, FL 33037
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  /34

  $2,500 per month

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft
  • Apartment for Rent

  45 Gumbo Limbo Ave Unit 2nd flr, Key Largo, FL 33037

  Looking for a place that feels like a vacation but still lets you handle business like a pro? Welcome to this beautifully updated second-floor rental in Key Largo, featuring an open-concept layout with 2 spacious bedrooms and 1 bathroom, all freshly painted and ready to move in. Enjoy cooking in the modern kitchen with brand-new stainless steel appliances, then step out to your private balcony

  Angel Estopinan United Real Estate Advisors

  45 Gumbo Limbo Ave Unit 2nd flr, Key Largo, FL 33037
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  /20

  $5,700 per month

  • 3 Beds
  • 2 Baths
  • 1,708 Sq Ft
  • House for Rent

  341 Sunset Dr, Key Largo, FL 33037

  isabel linowitz Coldwell Banker Schmitt Key Largo

  341 Sunset Dr, Key Largo, FL 33037
• 

  

  /19

  $3,600 per month

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

  29656 Constitution Ave, Big Pine Key, FL 33043

  Newly renovated ground level half duplex on a fantastic boating canal in Pine Channel Estates on Big Pine Key. 2 bedrooms and 1 bathroom. Large screened porch with canal views and with washer/dryer. No pets. No smoking. Tenant pays utilities. Each adult prospective tenant must fill out an application and undergo a credit and background check. F/L/S $3600. Rental is managed by owner.

  Karen Quist Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

  29656 Constitution Ave, Big Pine Key, FL 33043
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  /54

  $2,600 per month

  • 2 Beds
  • 2 Baths
  • 1,374 Sq Ft
  • Property for Rent

  606 N Silver Cir, Key Largo, FL 33037

  BEAUTIFUL GATED 55 PLUS COMMUNITY. OPEN FLOOR PLAN WIITH VAULTED CEILINGS. COMMUNITY HAS POOL, TENNIS COURTS, BOCCE BALL, HORSESHOE PITS. THIS PROPERTY IS LOCATED AT THE END OF THE STREET FOR NICE PRIVACY. PLENY OF STORAGE.

  Wendy Ives RE/MAX All Keys Real Estate

  606 N Silver Cir, Key Largo, FL 33037
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  /14

  $3,950 per month

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

  614 Whitehead St, Key West, FL 33040

  Fully Renovated, fully furnished 2-Bedroom in Prime Old Town Key West. Available November 1stLive the Key West dream in this beautifully renovated two-bedroom, one-bathroom apartment located in the heart of Old Town--right across from the iconic Green Parrot. This furnished rental is move-in ready--just bring your toothbrush!Worried about parking? Don't be. You'll have space for two cars right in

  Everett Watkins Keller Williams Key West Compass Realty

  614 Whitehead St, Key West, FL 33040
• 

  

  /23

  $5,300 per month

  • 3 Beds
  • 2 Baths
  • 1,274 Sq Ft
  • House for Rent

  24827 Park Dr, Summerland Key, FL 33042

  Property Id: 2171726Enjoy the best of island living in this elevated, Newer Home. 3-bedroom, 2-bath canal front home on Summerland Key. Designed for comfort and coastal style, the bright open layout features luxury vinyl plank flooring, and a chef's kitchen with quartz countertops, stainless steel appliances, and plenty of space to cook or entertain. The spacious primary suite offers

  24827 Park Dr, Summerland Key, FL 33042
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  /7

  $5,000 per month

  • 3 Beds
  • 3 Baths
  • 1,500 Sq Ft
  • House for Rent

  Unlisted Address

  3 bedroom/3 bathroom 1500 sqft canal front home. This property includes 45' of dockage in addition to a 15,000 pound boat lift. Inside you will find two en suite bedrooms & baths, and an open living and kitchen. There is also a large sized screened in covered porch overlooking the yard and canal. Pets are allowed with an additional one time pet fee of $250. Utilities paid by tenant (water and

  Nick Boumerhi Meyer and Boumerhi Realty LLC

  Unlisted Address
• 

  

  /19

  $5,000 per month

  • 3 Beds
  • 2 Baths
  • 1,617 Sq Ft
  • House for Rent

  162 Marina Ave, Key Largo, FL 33037

  Furnished 3BD/2BA concrete home built in 2020 in desirable Port Largo. Features include a spacious open layout, tile throughout, quartz kitchen with large island, and laundry room. Enjoy a brand-new pool & heated spa, outdoor kitchen and private fenced yard with fresh landscaping. Community offers boat ramp, and picnic beach area just down the street. A short distance from Key Largo Park,

  John El-Koury Coastal Realty of the Florida Keys

  162 Marina Ave, Key Largo, FL 33037

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