Key West, FL Homes for Rent

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  $3,200 Per Month

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

  717 Emma St Unit C, Key West, FL 33040

  717 Emma St Unit C, Key West, FL 33040
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  $3,000 Per Month

  • 2 Beds
  • 2 Baths
  • 804 Sq Ft
  • 2 Bedroom 2 bathroom condo available!

  3930 S Roosevelt Blvd, Key West, FL 33040

  Spacious 2-bedroom, 2-bathroom unfurnished condo ready for new tenants! This unit features easy-to-maintain tile and linoleum flooring throughout, making cleaning a breeze. Enjoy the convenience of an in-unit washer and dryer, plus two parking spaces included — with an option to rent a covered parking spot for added convenience! Las Salinas residents have access to a refreshing pool and a

  3930 S Roosevelt Blvd, Key West, FL 33040
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  $5,200 Per Month

  • 2 Beds
  • 1 Bath
  • Beautiful condo located inside the Truman Annex.

  202 Southard St, Key West, FL 33040

  Beautiful condo located inside the Truman Annex in Key West, FL. This furnished 2-bedroom, 1-bath unit offers a private patio and designated private parking for convenience. Residents have access to the community pool, providing a relaxing outdoor option just steps from the unit. With an ideal location in the Truman Annex, this property combines comfortable living and easy access to neighborhood

  202 Southard St, Key West, FL 33040
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  $4,000 Per Month

  • 2 Beds
  • 2 Baths
  • Old Town Apt Steps From Duval

  415 Julia St, Key West, FL 33040

  Welcome to 415 Julia-Back. This 2br two story furnished unit is part of a 2 unit duplex. Unit is located in the back of the property. You are steps away from famous Duval Street but the unit is tucked back on a one way street that you don't get the hussle and bussle noise. The first floor consists of the living room, full kitchen, guest bedroom with ensuite bathroom and washer/dryer.

  415 Julia St, Key West, FL 33040
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  $2,100 Per Month

  • 1 Bed
  • 1 Bath
  • 325 Sq Ft
  • Bright & Newly Renovated FURNISHED 1-Bedroom Rental

  34 Dondi Rd, Key West, FL 33040

  This newly renovated FURNISHED 1-bedroom, 1-bathroom home offers a clean and inviting living space perfect for long-term renters. The unit is bright and open, featuring newly installed vinyl flooring throughout for easy maintenance.The kitchen includes full-sized appliances and a double sink, giving you all the essentials for comfortable cooking. Two window A/C units—one in the living

  34 Dondi Rd, Key West, FL 33040
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  $2,625 Per Month

  • 1 Bed
  • 1 Bath
  • Old Town Location - 1 bed / 1 bath Apartment

  725 Southard St, Key West, FL 33040

  Welcome to this great Old Town Location, a charming 1 bed / 1 bath apartment nestled in the heart of Key West. This cozy and well-maintained home offers a convenient and desirable location. Step inside and discover a thoughtfully designed living space that includes a stove, refrigerator, AC Mini Splits, washer/dryer, microwave, and a private deck. With its prime location, you'll have easy access

  725 Southard St, Key West, FL 33040
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  /23

  $5,200 Per Month

  • 4 Beds
  • 1.5 Baths
  • 1,176 Sq Ft
  • NEW PRICE!! Move in Ready Single Family Home - 4 bedroom - 1.5 Bathroom on Stock Island

  H16 Miriam St, Key West, FL 33040

  Great Family Home Located on Stock Island with water view. This unfurnished single-family 4 bed / 2 - half baths plus adjoining tub/shower stilt home offers central AC, washer/dryer, ample off street parking and fully fenced yard. Small dogs (25 lbs or less), sorry no cats! $5,200.00/mo plus utilities. Available mid-June for a 12 month rental. First/Last/Security. At Historic Key West

  H16 Miriam St, Key West, FL 33040
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  /22

  $4,500 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft
  • $500 OFF FIRST MONTH-Beautifully Furnished 3 Bed 2.5 Bath Home in the Sanctuary of the Key West G...

  205 Golf Club Dr, Key West, FL 33040

  This beautifully furnished 3 bedroom, 2.5 bath home is located in the exclusive Sanctuary of the Golf Course community. This home is offering a $500 off the first months rent as a move in special.The first level welcomes you to the kitchen, dining area, and living room, all with new furnishings. Open the French doors and step out onto a partially covered deck with outdoor dining area. Dip

  205 Golf Club Dr, Key West, FL 33040
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  $4,225 Per Month

  • 2 Beds
  • 1 Bath
  • 1,326 Sq Ft
  • 6 MONTH RENTAL - 2 Bedroom / 1 Bath Private Family Home on Stock Island

  3 6th Ave, Stock Island, FL 33040

  2-bedroom 1-bath unfurnished single-family home features a large fenced yard, carport, laundry room with full-sized washer & dryer, Window AC. Pets considered. $4,225.00/mo plus utilities. Maximum 4 Occupants. Available mid-February for a 6 month rental. First/Last/Security. Please call for a showing appointment: At Historic Key West Annual Rentals, we strive to provide an experience

  3 6th Ave, Stock Island, FL 33040
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  $3,200 Per Month

  • 1 Bed
  • 1 Bath
  • 718 Sq Ft
  • Oceanfront Condo!

  2601 S Roosevelt Blvd, Key West, FL 33040

  Attractive one bedroom, one bath oceanfront unit featuring breaktaking views of Smather's Beach and the turquoise water that surrounds Key West. Located at Key West By The Sea with gated access, one parking spot, 2 pools, and 2 tennis courts. Interior features include: Kitchen with dishwasher, ice maker, full bath with shower, 2 ductless AC units, hurricane windows, balcony facing the ocean, and

  2601 S Roosevelt Blvd, Key West, FL 33040
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  $3,300 Per Month

  • 1 Bed
  • 1 Bath
  • Beautiful Condo with Private Hot Tub!

  817 White St, Key West, FL 33040

  Located in Key West, this furnished 1-bedroom, 1-bath condo offers comfortable island living with convenience and modern touches. The unit includes in-home washer/dryer and window air units, and features digital locks for easy access. Outside, residents can enjoy a hot tub and private parking. This property is offered fully furnished and ready for move-in.

  817 White St, Key West, FL 33040
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  $4,500 Per Month

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

  204-5 Southard St, Key West, FL 33040

  This well maintained 2-bedroom, 1-bathroom condo is ideally situated on the second floor.Enjoy two private balconies, one at the front and one at the rear, perfect for catching the ocean breeze and taking in peaceful tropical treetop views.Inside, the condo features an inviting open layout with a modern kitchen and living area.The property is offered fully furnished, and available immediately on

  204-5 Southard St, Key West, FL 33040
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  /22

  $14,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Condo for Rent

  918 Southard St Unit 205, Unit 205, Key West, FL 33040

  Art-Filled 1,700SF 3BR/2BA Old Town Key West Home with 2 Decks, Pool, ParkingLarge art-filled, two story Key West condo boasts 2 large inviting bedrooms, including a king bed, queen bed, and large office or third bedroom for extra flexibility. Guests enjoy living and dining rooms, 2 full bathrooms, one with a large shower and one with bathtub, high ceilings throughout, wrap around porch in lush

  918 Southard St Unit 205, Unit 205, Key West, FL 33040
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  $3,400 Per Month

  • 2 Beds
  • 1.5 Baths
  • 836 Sq Ft
  • Fully Furnished 2 Bed 1.5 bath Home in the Key West Golf Club Community

  67 Spoonbill Way, Key West, FL 33040

  It doesn't get better than this! This stylishly decorated, fully furnished 2 bedroom 1.5 bath townhome is located in the Key West Golf Community and features Central AC, a flat screen TV, and a full size washer & dryer. This home boasts upper and lower, front and back porches. Enjoy the lush view of the beautiful golf course from both your large master bedroom and living room porches. This

  67 Spoonbill Way, Key West, FL 33040
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  $4,000 Per Month

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft
  • Key West Condo For Rent

  3029 N Roosevelt Blvd, Key West, FL 33040

  Welcome to Key Cove, a desirable residential community in Key West. This well-maintained two-story townhome at 3029 North Roosevelt Blvd, Unit 12 offers comfortable island living with convenient access to shopping, beaches, and Old Town. This unit is unfurnished. First and Security required. Must pass background check. Application fee of $175. Renter will be required to furnish renters insurance.

  3029 N Roosevelt Blvd, Key West, FL 33040
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  $2,600 Per Month

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft
  • 1 Bedroom 1 Bathroom Furnished Direct Ocean View Condo: Lease dates April 15 through November 30

  2601 S Roosevelt Blvd, Key West, FL 33040

  Key West by the Sea Rentals & Sales, Inc. top floor direct breathtaking beach and ocean view unit in the "B" building. Available April 15, 2026 through November 30, 2026This 1 bedroom 1 bathroom has an open floor plan. hurricane-proof windows in doors. Ductless AC units. Smathers Beach is located across the street. Popular with sunbathers and watersports enthusiasts. This is a

  2601 S Roosevelt Blvd, Key West, FL 33040
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  $5,100 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,060 Sq Ft
  • $5400 - Furnished 7-month rental Private Pool! 2 Bedroom / 2.5 Bathroom

  58 Golf Club Dr, Key West, FL 33040

  Tropical Townhome with Private Pool in Key West Golf Club – Furnished 7-Month RentalEscape to your own island retreat in the gated Key West Golf Club community. Available May 15 - December 1st - flexible dates, but rental must be 6 months plus 1 day or longer. furnished lease, this beautifully updated 2-bedroom, 2.5-bath townhome blends resort vibes with everyday comfort – complete with

  58 Golf Club Dr, Key West, FL 33040
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  $3,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,171 Sq Ft
  • Seasonal Waterfront Living | Available April 15 – October 31

  5603 College Rd, Key West, FL 33040

  Escape to your own slice of paradise in this beautifully maintained 2-bedroom, 2-bathroom fully furnished condo with stunning water views and a private balcony perfect for morning coffee or sunset cocktails.Step inside to find a bright and inviting living space designed for comfort and relaxation. The fully equipped kitchen makes meal prep effortless, whether you're hosting guests or

  5603 College Rd, Key West, FL 33040
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  /19

  $3,450 Per Month

  • 2 Beds
  • 1.5 Baths
  • 6+ MONTH RENTAL-Temporarily discounted to $3000 for this season!

  121 Golf Club Dr, Key West, FL 33040

  Available May to November - Decorated with island charm, this 2-bedroom 1.5 bath home is located in the Key West Golf Community and is offered fully furnished. The home features Central AC, a full size washer & dryer, and a flat screen TV. The screened deck off the living room and the master bedroom balcony both offer beautiful views of the golf course.The Key West Golf Club HOA is a gated

  121 Golf Club Dr, Key West, FL 33040
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  /23

  $2,350 Per Month

  • 1 Bed
  • 1 Bath
  • 400 Sq Ft
  • Move in Special! $500 off the First Months Rent!

  55 Boca Chica Rd, Key West, FL 33040

  Welcome to this beautiful 1 bedroom, 1 bathroom home with stunning water views located in a seaside resort in Key West, FL. This charming home features two community pools for relaxation and enjoyment, as well as a gated community for added security and peace of mind. Stay comfortable year-round with central AC, and enjoy the convenience of off-street parking. With a community washer/dryer

  55 Boca Chica Rd, Key West, FL 33040

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