Monroe County, FL Homes for Rent

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  $5,225

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 1,345 Sq Ft
  • Condo for Rent

  87001 Overseas Hwy Unit SI FL2-ID1539601P, Islamorada, FL 33036

  The advertised rate of $5,226/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 15, 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

  87001 Overseas Hwy Unit SI FL2-ID1539601P, Islamorada, FL 33036
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  /20

  $4,580

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 2,098 Sq Ft
  • Condo for Rent

  115 Marina Ave Unit SI FL2-ID1546182P, Key Largo, FL 33037

  The advertised rate of $4,580/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 9, 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

  115 Marina Ave Unit SI FL2-ID1546182P, Key Largo, FL 33037
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  /14

  $15,000

  Total Monthly Price

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • House for Rent

  309 Calzada de Bougainville, Marathon, FL 33050

  4/2 +dock+Pool+tiki bar. State of the art remodeled kitchen features include fully stocked tools. Private pool heater/chiller. Ample parking for cars and boat trailer just steps to Sombrero Beach, Florida. Dock can accommodate large boat 35-45 ft parallel to dock. New full size washer and dryer, new linens, new pillows and upgraded details throughout Home features high speed internet and

  309 Calzada de Bougainville, Marathon, FL 33050
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  $2,675

  Total Monthly Price

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

  1315 Laird St Unit C, Key West, FL 33040

  One bedroom apartment on the 2nd floor at 1315 Laird Street. 5 minute walk to White Street Pier. Located on a quiet street in the beautiful Casa Marina neighborhood. Reserved parking spot in front of apartment. Water, sewer, trash, and parking included in monthly rent. First/last/security needed for move in.

  1315 Laird St Unit C, Key West, FL 33040
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  /18

  $5,900

  Total Monthly Price

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

  634 Louisa St, Key West, FL 33040

  Newly Renovated, furnished Townhome in Prime Old Town Key West located just 3 blocks from the beach! Experience the best of island living in this beautifully renovated 2-bedroom, 1.5-bath end-unit townhouse, perfectly situated in one of Key West's most sought-after neighborhoods. Features include a stunning new kitchen with quartz countertops, custom cabinetry, stainless steel appliances, and a

  634 Louisa St, Key West, FL 33040
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  $2,875

  Total Monthly Price

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

  825 Eaton St Unit C, Key West, FL 33040

  OLD TOWN ACROSS FROM EATON BIKES - 1/1 AVAILABLE IMMEDIATELY. PAYMENT ARRANGEMENTS AVAILABLE.Second floor, PRIVATE entrance and apartment, across from Eaton Bikes. Nice rooms and storage. Ample room for scooters and bikes. W/D coin-operated on premises.Refrigerator, oven, stove and ceiling fans. A/C in living room and bedroom. Newer renovation last year. Just professionally

  825 Eaton St Unit C, Key West, FL 33040
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  $2,875

  Total Monthly Price

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

  2406 Harris Ave Unit 2406, Key West, FL 33040

  AVAILABLE NOW, Charming, unfurnished 2-bedroom, 1-bathroom condo is now available for rent. Large open area, with living room, kitchen and dining. Nestled in a quiet and friendly neighborhood, this home offers everything you need for comfortable and convenient living. With off-street parking. Washer and dryer hook-up. Great yard. $45 Application fee (anyone 18 years of age and older

  2406 Harris Ave Unit 2406, Key West, FL 33040
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  $4,000

  Total Monthly Price

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

  710 Whitmarsh Ln Unit 2, Key West, FL 33040

  Old town Key West second floor apartment. Only a block and a half from Duval and six blocks to the Gulf, to the West or the Atlantic, to the East . Properly is on Solaris Hill, the highest point on the island. Parking for one car, balcony and a private side deck. Updated kitchen and bathrooms. Central A/C & Heat.

  710 Whitmarsh Ln Unit 2, Key West, FL 33040
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  $6,000

  Total Monthly Price

  • 5 Beds
  • 2 Baths
  • 3,372 Sq Ft
  • House for Rent

  3535 17th Terrace, Key West, FL 33040

  Private Oasis with Pool & 9,000 Sq. Ft. Yard! 4BR/2BA Furnished or Unfurnished. TESLA Charging Station ready for use!Live like a local in this spacious 5-bedroom, 2-bathroom home located on a quiet, residential terrace in Key West’s desirable New Town. Situated on a rare, oversized lot, this property offers the ultimate indoor-outdoor lifestyle for families and nature lovers.The Ultimate

  3535 17th Terrace, Key West, FL 33040
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  /40

  $4,495

  Total Monthly Price

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

  113 Golf Club Dr, Key West, FL 33040

  Pet-friendly! Available starting October 1, 2026 for an annual lease at $4,495/month. A 6-month lease option is also available call to discuss 6-month pricing.Located in the Key West Golf Club, just minutes from the restaurants, bars, and attractions of downtown Key West. Less than a mile from boat rental marinas, fishing charters, sandbar excursions, and snorkeling tours.This

  113 Golf Club Dr, Key West, FL 33040
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  $1,775

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 905 Sq Ft
  • House for Rent

  354 Oleander Dr, Tavernier, FL 33070

  Just renovated in Tavernier. Seperate Laundry room. First and security. No smoking, no pets.

  354 Oleander Dr, Tavernier, FL 33070
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  $3,250

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 1,175 Sq Ft
  • Condo for Rent

  1901 S Roosevelt Blvd Unit 404N, Key West, FL 33040

  This 2 bedroom, 2 bath fully furnished condo at La Brisa condominium is available for rent August 2, 2026 through September 30. 2026. Rent is $3,250 per month and includes $250 per month for water/sewer and electric. Wi-Fi also included. There's a covered parking space and adjacent storage space. Sorry, no pets and a background check is required. Exit cleaning fee of $250. La Brisa offers a

  1901 S Roosevelt Blvd Unit 404N, Key West, FL 33040
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  /13

  $2,800

  Total Monthly Price

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

  3312 Northside Dr Unit 111, Key West, FL 33040

  Available NOW through January 30,2027!Welcome to paradise in Santa Clara Condominiums — a beautifully renovated, fully furnished 2 Fully renovated kitchen & bathroomsHurricane-impact windows & doorsSpacious walk-in storage/closet spacePrivate patio & secluded yard areaDirect access to tennis courts & poolOn-site laundry & secure entryJust minutes from beaches,

  3312 Northside Dr Unit 111, Key West, FL 33040
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  $3,500

  Total Monthly Price

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

  901 White St Unit 2, 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 Unit 2, Key West, FL 33040
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  $3,595

  Total Monthly Price

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

  818 White St Unit 5, Key West, FL 33040

  Rate: $3,595/mo. Plus utilities (for a 3–6 month lease)Refundable Security Deposit: $1,500.00(Note: First month's rent, last month's rent, and security deposit are due upfront for long-term rentals).

  818 White St Unit 5, Key West, FL 33040
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  $2,675

  Total Monthly Price

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

  1318 Duncan St Unit 3, Key West, FL 33040

  AVAILABLE JULY. Lease at $2675 per month for a yearly lease. Renovated detached pool view cottage with stainless range and fridge/freezer close to vibrant White St with its cafes and restaurants, gourmet food stores, galleries and yoga studios. A short walk or bike ride to the beaches and the heart of Old Town, the Historic Seaport and Duval Street.....The compound has a large pool shared with

  1318 Duncan St Unit 3, Key West, FL 33040
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  $2,900

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 1,200 Sq Ft
  • Condo for Rent

  8 Hilton Haven Rd, Key West, FL 33040

  This 1-bedroom, (with additional bonus room for office, workout equipment, art studio etc) 1 large bathroom with double sinks . canal property on Hilton Haven Rd offers 1,200 square feet of living space. The living room provides ample room for relaxation and features ceiling fans for comfort. The kitchen is equipped with a refrigerator, freezer, microwave, dishwasher, and includes a washer

  8 Hilton Haven Rd, Key West, FL 33040
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  $2,700

  Total Monthly Price

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

  108 Caribbean Ave, Tavernier, FL 33070

  Ready to Move!!Beautifully maintained and freshly painted back-unit duplex (2 bed / 1 bath), centrally located in Tavernier, within walking distance to Harry Harris Beach and Park.This unit features modern bathroom, an updated kitchen, along with central A/C and laundry room with washer and dryer. Enjoy the convenience of parking for up to four vehicles, space for a boat and a

  108 Caribbean Ave, Tavernier, FL 33070
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  $5,000

  Total Monthly Price

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

  1102 Pearl St, Key West, FL 33040

  Totally restored historic conch furnished pool home. On site parking, one bedroom, den, one interior bath, one pool side bath, IPE deck, central AC, Exposed beam ceilings, loft and pool. Very High quality renovation. Available monthly or annually. Pool heater, central AC, Viking & Wolf appliances, sleeps 6. King bed in bedroom, den has a pull out couch, living room has a pull out couch, you

  1102 Pearl St, Key West, FL 33040
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  $3,300

  Total Monthly Price

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

  563 49th St, Marathon, FL 33050

  Escape to year-round paradise in this charming 2-bedroom, 1-bathroom canal-front half duplex in Marathon, Florida Keys! Offering tranquil waterfront views and a private 24-foot dock, this cozy retreat is perfect for boating enthusiasts, anglers, or anyone seeking a relaxed tropical lifestyle.Property Features:Bedrooms: 2 | Bathrooms: 1 | Sleeps: 6Waterfront Living: Screened-in

  563 49th St, Marathon, FL 33050
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  $3,800

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Condo for Rent

  1505 White St Unit Large Two bedroom, Key West, FL 33040

  This unit is unique at 1505 White large two bedroom and one bathroom, with private large deck & grill washer dryer Located 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 Large Two bedroom, Key West, FL 33040
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  $2,300

  Total Monthly Price

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

  3314 Northside Dr Unit 21A, Key West, FL 33040

  1 bedroom condo available in Solano Village. W/D in unit, $2300+utilities. No pets or smoking.1st month+equal deposit to move in. Please message me for more info and pictures/video tour.

  3314 Northside Dr Unit 21A, Key West, FL 33040
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  $3,300 Per Month

  • 2 Beds
  • 1 Bath
  • 1,226 Sq Ft
  • House for Rent

  800 50th Ct, Marathon, FL 33050

  Florida Keys living! Come enjoy this beautiful single-family pool home located in the Hammocks area of Marathon. This charming 2-bedroom, 1-bath home features upgrades including impact windows and doors, paver driveway and walkways, front porch canopy, engineered flooring, and plantation shutters. The spacious kitchen offers real wood cherry cabinets, granite countertops, a large eat-at island,

  Haydee Lavastida La Rosa Realty Kendall, LLC

  800 50th Ct, Marathon, FL 33050
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  $18,964

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 2,023 Sq Ft
  • Condo for Rent

  536 Fleming St Unit SI FL2-ID1297611P, Key West, FL 33040

  The advertised rate of $18,964/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 9, 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

  536 Fleming St Unit SI FL2-ID1297611P, Key West, FL 33040
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  $1,750 Per Month

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

  180 12 15c Unit 15c, Hallandale Beach, FL 33009

  Beautiful third-floor apartment featuring one bedroom, one bathroom, a full kitchen, and a balcony with a pool view. The building offers laundry facilities, an elevator, and a clubhouse with a pleasant swimming pool.It boasts an excellent location near the beach—just half a block from Hallandale Avenue—and close to restaurants, banks, medical centers, schools, Gulfstream Casino, and Aventura

  180 12 15c Unit 15c, Hallandale Beach, FL 33009
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  /27

  $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 9, 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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  $3,300 Per Month

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Property for Rent

  806 S Jade Dr, Key Largo, FL 33037

  AVAILABLE AUGUST 5TH, 2026! Welcome to your perfect retreat in the heart of Key Largo! Golf cart in photos included! Located in the vibrant 55+ community of Silver Shores, this fully furnished 2-bedroom, 2-bathroom home features tasteful modern coastal decor and an inviting open-concept layout. The spacious living room, kitchen, and dining area flow seamlessly together for comfortable everyday

  806 S Jade Dr, Key Largo, FL 33037
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  $3,300 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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  /27

  $5,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,360 Sq Ft
  • House for Rent

  133 Indies Rd, Summerland Key, FL 33042

  Unfurnished or furnished single story ocean access home in Breezeswept Beach Estates. Pets allowed! Close to Military Bases like Naval Air Station Key West & USCG Sector Key West. This home is so cozy that you will never want to leave. Experience the star filled sky’s and quiet nights that will provide some of the best rest you will ever get. This home has a gourmet kitchen, including seating for

  Harold Viera Global Luxury Realty LLC

  133 Indies Rd, Summerland Key, FL 33042
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  /7

  $3,000 Per Month

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

  4166 Dorn Rd, Summerland Key, FL 33042

  Property Id: 2728964 This Very Nice Home is available on a 28 day minimum term. 2 bedroom, 2 bath home in a quiet neighborhood with 60 Ft dock. Deep water access to gulf or Atlantic. Fully furnished. Please email, call or text questions if interested. Tours are not available. All excellent appliances, gas stove with convection/electric oven, and bait freezer downstairs. Contact

  4166 Dorn Rd, Summerland Key, FL 33042
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  $6,900 Per Month

  • 3 Beds
  • 2 Baths
  • 1,380 Sq Ft
  • House for Rent

  102 Venetian Dr, Islamorada, FL 33036

  Rental now offered in White Marlin Beach located in Islamorada the Sport Fishing Capital of the World. This immaculate 3 bedroom 2 bath home with outdoor grilling island, hot tub and deep water canal for your boat is now available for rent. Has private beach access to the white sand beach in the exclusive community of Port Antigua and direct bay access as well as minutes to the Atlantic Ocean. A

  Arelys Doger-Sanchez Keller Williams Realty Premier Properties

  102 Venetian Dr, Islamorada, FL 33036
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  /27

  $5,993

  Total Monthly Price

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

  205 Pirates Dr Unit SI ID1546154P, Key Largo, FL 33037

  The advertised rate of $5,993/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 9, 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

  205 Pirates Dr Unit SI ID1546154P, Key Largo, FL 33037
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  $4,950 Per Month

  • 2 Beds
  • 2 Baths
  • 1,312 Sq Ft
  • House for Rent

  149 N Bay Harbor Dr, Key Largo, FL 33037

  Enjoy the best of Florida Keys living in this beautifully updated single-family home situated on a 10,000 sqft lot with breathtaking Florida Bay views in one of Key Largo's most desirable neighborhoods. This annual rental features 2 bedrooms, 2 bathrooms, a bright open-concept living area, a remodeled kitchen, and impact windows and doors for added security and energy efficiency. The main home is

  Emily Strain Coldwell Banker Schmitt Key Largo

  149 N Bay Harbor Dr, Key Largo, FL 33037
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  /31

  $7,200

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 1,431 Sq Ft
  • Condo for Rent

  886 Loggerhead Ln Unit SI ID1297829P, Summerland Key, FL 33042

  The advertised rate of $7,200/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 1, 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

  886 Loggerhead Ln Unit SI ID1297829P, Summerland Key, FL 33042
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  /19

  $4,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,032 Sq Ft
  • Townhouse for Rent

  3318 Harriet Ave, Key West, FL 33040

  PRIVATE, LUSH TOWNHOUSE in New Town with 2 bedrooms and 2 baths available this month! Offers new hardwood floors, new appliance package, new ductless AC units, bright, spacious bedrooms w/ built-in closet systems, beautiful fixtures, ample storage inside and out and washer/ dryer. Close to dining, shopping, and great schools. Available for long term lease with F & S, credit and background check.

  Regan Butler Truman & Co. (KW)

  3318 Harriet Ave, Key West, FL 33040
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  /23

  $4,500 Per Month

  • 2 Beds
  • 2.5 Baths
  • Newly Renovated 2 bed with 2.5 bath!

  1211 Varela St, Key West, FL 33040

  Newly Renovated 2 bed with 2.5 bath! Located in Key West, this furnished two-bedroom, two-and-a-half-bath home offers a renovated kitchen with new appliances and included cable. A full-size washer and dryer are provided for convenience. Please note there is no off-street parking. Ideal for those seeking an updated, move-in-ready residence in a central location. This is a 6 to 9 month rental with

  1211 Varela St, Key West, FL 33040
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  $3,500 Per Month

  • 3 Beds
  • 2 Baths
  • 1,409 Sq Ft
  • House for Rent

  11 Pompano Ave, Key Largo, FL 33037

  Newly built 3/2 bungalow perfectly situated in the center of Key Largo. Elegantly furnished, all-new appliances, and tasteful décor that captures the spirit of the Keys. The flexible third bedroom doubles as a private office or guest space with a convenient sleeper sofa, allowing the home to comfortably sleep six guests.Enjoy a peaceful patio with a complimentary grill for your personal use —

  11 Pompano Ave, Key Largo, FL 33037
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  $3,350 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 property in person before applying,

  3675 Seaside Dr Unit 337, Key West, FL 33040
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  $4,250 Per Month

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

  19 Garden Cove Dr, Key Largo, FL 33037

  Gorgeous newly remodeled home is the epitome of the Florida Keys lifestyle. Above ground pool, gazebo with gas grill. Paradise found! Plenty of room for the entire family with one bedroom and one bathroom downstairs with separate entrance. Plus 2 bedrooms / 3 bathrooms upstairs. This fully furnished home features tile floors throughout, spacious gourmet kitchen with stainless steel appliances,

  Vivian Alfred Coldwell Banker Realty - Coral Gables

  19 Garden Cove Dr, Key Largo, FL 33037
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  /18

  $3,975 Per Month

  • 2 Beds
  • 1 Bath
  • 664 Sq Ft
  • Old Town Cottage Ready for Move In!

  914 Packer St, Key West, FL 33040

  Welcome to the Old Town Cottage, a charming 2-bedroom, 1-bath furnished home in the heart of Key West. Featuring high ceilings, hardwood floors, and abundant natural light, this move-in-ready residence offers effortless island living. Enjoy a private enclosed outdoor seating area with exclusive community pool access, creating a peaceful personal retreat. The unit also includes an in-unit washer

  914 Packer St, Key West, FL 33040

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