Newest Homes for Rent in Monroe County, FL

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  /20

  $5,870

  Total Monthly Price

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

  398 Burton Dr Unit SI ID1545789P, Tavernier, FL 33070

  The advertised rate of $5,871/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 30, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  398 Burton Dr Unit SI ID1545789P, Tavernier, FL 33070
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  $4,500 Per Month

  • 3 Beds
  • 3 Baths
  • 1,428 Sq Ft
  • Condo for Rent

  94825 Overseas Hwy Unit 178, Key Largo, FL 33037

  BEAUTIFUL RESORT-STYLE HOME 3 BED 3 BATH OCEAN VIEW, POOL, BOAT RAMP , CHILDREN PLAYGROUND EXT

  Gladys Ibarra Monteriny Properties Corporation

  94825 Overseas Hwy Unit 178, Key Largo, FL 33037
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  $3,100 Per Month

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

  2421 Patterson Ave, Key West, FL 33040

  Welcome home to this charming 2-bedroom, 1-bathroom unfurnished rental located at 2421 Patterson Ave #1. Offering approximately 825 square feet of comfortable living space, this home is available now for a one-year lease.The unit features tile flooring throughout, a newer kitchen with updated appliances and a built-in microwave, and the convenience of an in-unit washer and dryer. Step

  2421 Patterson Ave, Key West, FL 33040
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  $5,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,458 Sq Ft
  • House for Rent

  31441 Avenue F, Big Pine Key, FL 33043

  Brand-New Waterfront Home in the Florida KeysDiscover the perfect blend of modern luxury and relaxed island living in this stunning brand-new construction home in the Florida Keys. Boasting beautiful canal views, this exceptional property offers the ideal setting to enjoy the tropical lifestyle the Keys are famous for.The home features 4 spacious bedrooms and 3 beautifully appointed bathrooms,

  31441 Avenue F, Big Pine Key, FL 33043
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  $5,000 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,654 Sq Ft
  • House for Rent

  31490 Avenue F, Big Pine Key, FL 33043

  Brand-New Waterfront Home in the Florida KeysDiscover the ultimate Florida Keys lifestyle in this stunning brand-new construction, perfectly designed for those who love boating, waterfront living, and the beauty of the Gulf. This exceptional property features 3 spacious bedrooms, 2.5 bathrooms, and a private boat dock, providing direct access to the Gulf for unforgettable days on the water.The

  31490 Avenue F, Big Pine Key, FL 33043
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  $2,600 Per Month

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

  88500 Overseas Hwy Unit 301, Tavernier, FL 33070

  2 Bedroom 1.5 Bathroom unit available for long term rental in the sought after Summer Sea waterfront condominium. Fully furnished and can be rented unfurnished if desired. Amenities include 2 pools (1 heated) with large deck space overlooking the Florida Bay, Boat ramp, Trailer parking, Kayak storage, Exercise room, Game room, Laundry room and a Bayfront beach with BBQ grills. Docking is first

  Colin Cornell Cornell Commercial Real Estate, Inc.

  88500 Overseas Hwy Unit 301, Tavernier, FL 33070
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  /18

  $2,850 Per Month

  • 1 Bath
  • 360 Sq Ft
  • House for Rent

  312 Catherine St, Key West, FL 33040

  Perfect Location for this Studio apartment that has a one bedroom feel. Beautiful, garden like, front yard with an amazing front porch.First, Last and Security deposit is required and pets are on a case by case basis. Tenant pays all utilities.Call today for a private showing.

  Bobby Coe RE/MAX Keys Connection (KW)

  312 Catherine St, Key West, FL 33040
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  /17

  $3,250 Per Month

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

  3655 Seaside Dr Unit 423, Key West, FL 33040

  Available for annual lease starting August 1st, 2026, this 2 bedroom, 2 bathroom fourth-floor condo is located in the desirable SaltPonds community in Key West. The condo offers a comfortable split floor plan, with each bedroom featuring its own ensuite bathroom, making it ideal for privacy and convenience. The primary bedroom also includes a walk-in closet. Enjoy a peaceful view from the

  3655 Seaside Dr Unit 423, Key West, FL 33040
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  $2,900 Per Month

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

  799 Hazel St, Key Largo, FL 33037

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

  799 Hazel St, Key Largo, FL 33037
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  $3,400 - $3,500

  Total Monthly Price

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

  901 White St, Key West, FL 33040

  Available October 1. YEAR LEASE Beautiful Large one bedroom located in old town. COMPLETELY UPDATED THROUGHOUT. New custom bath, updated kitchen, new appliances, fixtures, fans, fresh paint throughout, hardwood floors. Open spacious unit meticulously upkept. Large private shaded front porch off second floor unit with furniture. Quiet building exceptionally maintained. Storage for bike in gated

  901 White St, Key West, FL 33040
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  /23

  $3,500 Per Month

  • 3 Beds
  • 3 Baths
  • 1,444 Sq Ft
  • Townhouse for Rent

  28 Bonefish Ave, Key Largo, FL 33037

  Available for annual lease, this unfurnished 3 bedroom, 3 bath home has been completely remodeled and has never been lived in. Located at MM 103.5 in Key Largo, the home features an open living and dining area, a brand new kitchen with white cabinetry, stone countertops and stainless steel appliances, two en-suites, three fully renovated bathrooms, a full size washer and dryer, and an exterior

  Natalie Bevis Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  28 Bonefish Ave, Key Largo, FL 33037
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  /20

  $3,700 Per Month

  • 4 Beds
  • 2 Baths
  • 1,380 Sq Ft
  • Townhouse for Rent

  360 3rd St, Key Colony Beach, FL 33051

  Welcome to easy island living in Key Colony Beach. This furnished half duplex offers approximately 1,380 sq. ft. of comfortable living space, stainless steel appliances, impact-resistant windows and doors, and a spacious backyard with patio and storage. Enjoy the relaxed Keys lifestyle with nearby beaches, bike paths, tennis courts, the Key Colony Beach par-3 golf course, Sunset Park, local

  Maria Acosta Keller Williams Capital Realty - Coral Gables

  360 3rd St, Key Colony Beach, FL 33051
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  /21

  $2,500 Per Month

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

  34 Pompano Ave, Key Largo, FL 33037

  Exceptionally private, beautifully updated 2 bedroom home with 1 bathroom upstairs and a second convenance bathroom downstairs. The ground level offers a fantastic entertainment area, while the main level boasts a screened-in porch--a perfect spot for savoring morning coffee or evening cocktails.Background and credit check $60 pp required.

  Shanti Cope Coldwell Banker Schmitt Key Largo

  34 Pompano Ave, Key Largo, FL 33037
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  /23

  $3,395 Per Month

  • 4 Beds
  • 2 Baths
  • 2,141 Sq Ft
  • House for Rent

  101 Marina Ave, Key Largo, FL 33037

  Welcome to 101 Marina Avenue, ideally located in the highly desirable Port Largo community of Key Largo. This well-maintained 4-bedroom, 2-bath home features a desirable split floor plan offering privacy and comfortable living for family and guests. The updated kitchen serves as the heart of the home, with a functional layout perfect for everyday living and entertaining.Enjoy the Florida

  Pedro Riveiro Capital Real Estate Group Inc

  101 Marina Ave, Key Largo, FL 33037
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  $6,000 Per Month

  • 3 Beds
  • 4 Baths
  • 2,012 Sq Ft
  • House for Rent

  129 N Indies Dr, Duck Key, FL 33050

  Brand new construction for rent in the heart of Duck Key, FL, between Marathon and Islamorada. This newly built, single story 3 bedroom, 4 bathroom home features a split floor plan and a dedicated pool bathroom, with 10.8 foot ceilings, 8 foot solid doors, impact rated windows and doors, a one car garage, and a gourmet kitchen with marble countertops and premium finishes, plus a heated saltwater

  

  Joseph Suarez

  Trustpoint Realty, LLC

  129 N Indies Dr, Duck Key, FL 33050
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  $9,500 Per Month

  • 5 Beds
  • 4 Baths
  • 3,362 Sq Ft
  • House for Rent

  177 Lorelane Place, Key Largo, FL 33037

  Unique and spacious 5-bedroom, 4-bath long-term rental with three separate floors, each featuring its own kitchen, living area, washer/dryer, and private entrance.Perfect for extended families, roommates, or anyone looking for flexible living arrangements with plenty of privacy. Enjoy a private pool overlooking a canal with direct ocean access, beautifully landscaped grounds, a rooftop

  Shanti Cope Coldwell Banker Schmitt Key Largo

  177 Lorelane Place, Key Largo, FL 33037
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  $3,500 Per Month

  • 3 Beds
  • 2 Baths
  • 1,525 Sq Ft
  • House for Rent

  129 Normandy Dr, Tavernier, FL 33070

  3-bedroom, 2-bath spacious wood-frame home with impact windows, a fenced-in yard, and a great location on a quiet, private street along a closed canal.This home is available for $3,500 per month with a one-year lease. Utilities are not included. Landlords require first month's rent, last month's rent, and a security deposit.Pets may be considered with landlord approval and an

  Kelly Randin Sharon J. Kelly Realty, Inc.

  129 Normandy Dr, Tavernier, FL 33070
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  $2,195 Per Month

  • 2 Beds
  • 1 Bath
  • Condo for Rent

  117 N Bay Harbor Dr Unit Upstairs, Key Largo, FL 33037

  Property Id: 2818463 MM 95 Spacious 2 bdrm / 1 bth unf apt. $2,195 mo. Includes water. Washer and dryer on property. Must be clean, neat, quiet. Non-partier. Professional adults. No smoking. Will consider pet based on the pet. F/L/S Call or text . Large fenced in back yard. Security deposit $1,600. One year lease. This is a duplex, upstairs. We screen tenants and require an application

  117 N Bay Harbor Dr Unit Upstairs, Key Largo, FL 33037
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  $3,250 Per Month

  • 2 Beds
  • 2 Baths
  • 1,062 Sq Ft
  • House for Rent

  1635 Pandorea Ln, Big Pine Key, FL 33043

  Welcome to your ideal rental in Big Pine Key, Florida! This charming property offers a perfect environment for those seeking a peaceful lifestyle close to nature and conveniences.Key Property Features include a spacious living area designed for comfort, ensuring you have plenty of room to relax and entertain. Enjoy the benefit of central heating and air conditioning, complemented by

  1635 Pandorea Ln, Big Pine Key, FL 33043
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  $3,250 Per Month

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

  3675 Seaside Dr Unit 337, Key West, FL 33040

  Two bedroom, two bathroom third floor condo in SaltPonds with view of the saltponds. Split floorplan, each bedroom has bathroom ensuite. Washer/dryer in unit. Pool and tennis courts on site. No pets allowed. No last month required with decent credit and back ground check ($50 per applicant, all adults living in the condo must be on the lease). You must view the

  3675 Seaside Dr Unit 337, Key West, FL 33040
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  $4,500 Per Month

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

  2627 Staples Ave Unit A, Key West, FL 33040

  Welcome to Slow Water at Staples, a furnished two-bedroom, one-bath residence in a peaceful canal-front duplex on the island of Key West-residential, welcoming, and hidden in plain sight.RATE INFORMATIONThe displayed $4,500 monthly rent is a general starting rate and does not apply to every date or term. Limited discounted summer opportunities may begin at $3,300 per month.

  2627 Staples Ave Unit A, Key West, FL 33040
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  $2,195 Per Month

  • 2 Beds
  • 1 Bath
  • Condo for Rent

  117 N Bay Harbor Dr Unit Upstairs, Key Largo, FL 33037

  Property Id: 2818463 MM 95 Spacious 2 bdrm / 1 bth unf apt. $2,195 mo. Includes water. Washer and dryer on property. Must be clean, neat, quiet. Non-partier. Professional adults. No smoking. Will consider pet based on the pet. F/L/S Call or text . Large fenced in back yard. Security deposit $1,600. One year lease. This is a duplex, upstairs. We screen tenants and require an application

  117 N Bay Harbor Dr Unit Upstairs, Key Largo, FL 33037
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  /20

  $9,800

  Total Monthly Price

  • 4 Beds
  • 4 Baths
  • 2,292 Sq Ft
  • Condo for Rent

  841 Copa D Oro W Unit SI ID1608714P, Marathon, FL 33050

  The advertised rate of $9,800/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 5, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  841 Copa D Oro W Unit SI ID1608714P, Marathon, FL 33050
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  /23

  $3,900

  Total Monthly Price

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

  596 W Shore Dr, Summerland Key, FL 33042

  Enjoy the laid-back Florida Keys lifestyle in this spacious downstairs 3-bedroom, 2-bath waterfront duplex located on beautiful Summerland Key. With approximately 1,392 square feet of living space, this home offers a comfortable, open layout in a convenient location near Key West, Big Pine Key, and Marathon.Inside, you'll find an open-concept living and dining area with plenty of room to

  596 W Shore Dr, Summerland Key, FL 33042
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  $3,600

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • 1,250 Sq Ft
  • Townhouse for Rent

  594 W Shore Dr, Summerland Key, FL 33042

  Enjoy the laid-back Florida Keys lifestyle in this spacious upstairs 2-bedroom, 1-bath waterfront duplex located on beautiful Summerland Key. With approximately 1,180 square feet of living space, this home offers a comfortable, open layout in a convenient location near Key West, Big Pine Key, and Marathon.Inside, you'll find a bright open-concept living and dining area with plenty of room to

  594 W Shore Dr, Summerland Key, FL 33042
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  $3,100 Per Month

  • 2 Beds
  • 1 Bath
  • House for Rent

  18 Drury Dr, Key Largo, FL 33037

  KEY LARGO LIVING -- SPACE, LOCATION & THE FLORIDA KEYS LIFESTYLE!18 Drury | Key Largo, FL 330372 Bedrooms | 1 BathroomLooking for your own piece of paradise in the Florida Keys? This charming 2-bedroom, 1-bath home combines a convenient Key Largo location with something that's increasingly hard to find -- plenty of outdoor space to enjoy the Keys lifestyle your

  Ernie Echauri RE/MAX All Keys Real Estate

  18 Drury Dr, Key Largo, FL 33037
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  $1,850 Per Month

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

  98480 Overseas Hwy Unit 7, Key Largo, FL 33037

  Key Largo Rental, located at Mile Marker 98 on Overseas Highway. This is a two-bedroom, one-bath unit situated in a multi-family building with nine units. It features two spacious bedrooms and one bathroom, along with a large front patio. Parking is available for two vehicles, plus additional guest parking.

  Jeffrey Bishoff Bishoff Realty, Inc.

  98480 Overseas Hwy Unit 7, Key Largo, FL 33037
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  /13

  $2,450 Per Month

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

  31439 A, Big Pine Key, FL 33043

  Charming, fully furnished 1-bedroom, 1-bath cottage in Big Pine Key, conveniently located just off US-1 for easy access to local shopping, restaurants, and everything the Lower Keys has to offer. This cozy home features a screened-in covered porch, grassy backyard with partial fencing, off-street parking, and an on-site washer and dryer. Non-waterfront property. Available for a 6-12 month lease

  Melissa Gibbins Expert Realty LLC (HQ)

  31439 A, Big Pine Key, FL 33043
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  $5,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,458 Sq Ft
  • House for Rent

  750 91st Court Ocean, Marathon, FL 33050

  Welcome to your slice of paradise in the heart of Marathon! This charming three-bedroom, two-bath stilted home offers comfortable Keys living with the convenience of being located directly across from Marathon Airport and close to everything the Middle Keys have to offer.The open-concept living area creates an inviting space to relax and entertain, while the elevated design provides plenty of

  Nate Bartlett Berkshire Hathaway HomeServices Keys Real Estate

  750 91st Court Ocean, Marathon, FL 33050
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  $3,200 Per Month

  • 2 Beds
  • 1 Bath
  • Apartment for Rent

  1527 von Phister St Unit Up, Key West, FL 33040

  This apartment is the upstairs of a two unit property. The apartment has a full kitchen with dishwasher, new refrigerator updated bath and airconditioning. A pool is shared by the two apartments. Each unit has their own washer / dryer, off street parking, separate yard space and private entry. Perfect for someone who is looking for a quiet peaceful environment and a long term lease. Small pet

  Laura McChesney Preferred Properties (KW)

  1527 von Phister St Unit Up, Key West, FL 33040
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  $15,000 Per Month

  • 3 Beds
  • 4 Baths
  • 1,700 Sq Ft
  • House for Rent

  203 Gulfview Dr, Islamorada, FL 33036

  Welcome to island living in the exclusive Port Antigua community of Islamorada! This beautifully renovated and fully furnished waterfront home offers the perfect combination of comfort, boating, and the Florida Keys lifestyle. Featuring impact windows, an updated kitchen and bathrooms, tile flooring throughout, and inviting indoor and outdoor living spaces, this home is ready to enjoy. Step

  Christina Lopez Lifestyle International Realty

  203 Gulfview Dr, Islamorada, FL 33036
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  $4,689

  Total Monthly Price

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

  279 89th Street Ocean Unit SI ID1608678P, Marathon, FL 33050

  The advertised rate of $4,689/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 7, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  279 89th Street Ocean Unit SI ID1608678P, Marathon, FL 33050
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  $5,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,420 Sq Ft
  • House for Rent

  223 El Capitan Dr Unit B, Islamorada, FL 33036

  Live the Florida Keys lifestyle in this fully furnished upstairs 3-bedroom, 2-bath unit in beautiful Islamorada! This move-in-ready rental offers comfortable island living with utilities and dockage included.Enjoy the convenience of having everything you need from day one, plus easy access to the water and all that Islamorada has to offer.3 Bedrooms | 2 BathsDockage

  Lizette Miller Coldwell Banker Schmitt Islamorada

  223 El Capitan Dr Unit B, Islamorada, FL 33036
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  $5,800 Per Month

  • 3 Beds
  • 2 Baths
  • House for Rent

  14 Aster Terrace, Key West, FL 33040

  This beautiful Key Haven home is situated on one of the area's most desirable boating and swimming canals, offering a peaceful setting on a quiet residential street just a few homes from open water and less than a mile from Key West.The seawall is in excellent condition, making this an ideal property for boating and enjoying the surrounding waterways. Inside, the home features a formal dining

  Daniel Coll Coll & Coll Inc

  14 Aster Terrace, Key West, FL 33040
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  $3,200 Per Month

  • 2 Beds
  • 1 Bath
  • 1,160 Sq Ft
  • House for Rent

  223 El Capitan Dr Unit A, Islamorada, FL 33036

  Florida Keys Living at Its Best!Beautifully furnished downstairs 2-bedroom, 1-bath unit available for rent in Islamorada. This move-in-ready home offers comfortable island living with utilities and dockage included.Enjoy the convenience of a fully furnished rental in one of the most desirable areas of the Florida Keys. Bring your boat, settle in, and start enjoying the Keys

  Lizette Miller Coldwell Banker Schmitt Islamorada

  223 El Capitan Dr Unit A, Islamorada, FL 33036
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  $5,500 Per Month

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

  24 Beach Dr, Key West, FL 33040

  Enjoy the best of both worlds with this completely remodeled oceanfront home, located just fifteen minutes from downtown Key West. Quiet mornings and breathtaking sunsets make this the ideal spot for a relaxing island retreat.Start and end your day with incredible views of the ocean from the comfort of your home. Includes a master bedroom with a king-size bed, smart TV, and private bathroom,

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  24 Beach Dr, Key West, FL 33040
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  $4,100 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,000 Sq Ft
  • Townhouse for Rent

  208 Olivia St, Key West, FL 33040

  Offered for yearly rental in one of Key West's most iconic and desirable neighborhoods. This charming two-story townhouse features 2 bedrooms and 2½ bathrooms, storage attic, along with a welcoming front porch perfect for enjoying the relaxed island lifestyle. Located in a quiet Old Town residential neighborhood, the property is surrounded by Key West's history, character, and timeless charm.

  Maria Sanchez LoKation Real Estate

  208 Olivia St, Key West, FL 33040
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  $5,750 Per Month

  • 3 Beds
  • 2 Baths
  • 1,488 Sq Ft
  • House for Rent

  22777 Jolly Roger Dr, Summerland Key, FL 33042

  Property Id: 1197908 Canal front pool home with a double fenced in lot. Enough room for all your boats and toys. Large saltwater pool perfect for soaking up the sun and enjoying a peaceful afternoon. The split layout provides privacy with your own separate areas to unwind. Bring your 4 legged family members. Bonus room could be the 4th bedroom or office. Large AC storage area or workshop and

  22777 Jolly Roger Dr, Summerland Key, FL 33042
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  $3,500 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,250 Sq Ft
  • House for Rent

  22 Ed Swift Rd, Key West, FL 33040

  Introducing a charming 2-bedroom, 2.5-bathroom house located in Big Coppitt. This unfurnished 2 story home boasts a central A/C system to keep you comfortable year-round. There is a living room, kitchen, and half a bathroom on First floor. On the second floor is 2 bedrooms and 2 bathrooms. The fenced-in yard provides privacy and a safe space for outdoor activities. With a spacious driveway,

  22 Ed Swift Rd, Key West, FL 33040
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  $3,400 Per Month

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

  3312 Northside Dr Unit 107, Key West, FL 33040

  Annual rental available for immediate occupancy. Ground floor 2 bedroom and 2 bath unfurnished apartment in the recently updated Santa Clara Condominium community. Onsite coin operated laundry facilities, pool and tennis courts with gated keyed access parking. First, last and security deposit. Tenant pays utilities. Sorry, NO pets and NO smoking.

  Tonya Cabanas Truman & Co. (KW)

  3312 Northside Dr Unit 107, Key West, FL 33040

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