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Condos for Rent in Florida Keys, FL with a Swimming Pool

15 Rentals
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  1. Building Photo - 10877 Overseas Hwy
    2 BEDS, 2 BATHS
    $4,000
    Total Monthly Price Total Monthly Price New
    Base Rent$4,000
    Required Monthly FeesNone
    Total Monthly Price$4,000

    10877 Overseas Hwy Unit 38

    10877 Overseas Hwy, Marathon, FL 33050
  2. Building Photo - 3312 Northside Dr
    1 BED, 1 BATH
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500

    3312 Northside Dr Unit 712

    3312 Northside Dr, Key West, FL 33040
    Apply
  3. Building Photo - 3029 N Roosevelt Blvd
    2 BEDS, 1.5 BATHS
    $3,900
    Total Monthly Price Total Monthly Price New
    Base Rent$3,900
    Required Monthly FeesNone
    Total Monthly Price$3,900

    3029 N Roosevelt Blvd Unit 42

    3029 N Roosevelt Blvd, Key West, FL 33040
  4. Rent Special
    Rent Special
    2 BEDS, 2 BATHS
    $4,450
    Total Monthly Price Total Monthly Price New
    Base Rent$4,450
    Required Monthly FeesNone
    Total Monthly Price$4,450

    1901 S Roosevelt Blvd Unit 404N

    1901 S Roosevelt Blvd, Key West, FL 33040
  13. Building Photo - 196 Lorelane Pl
    Rent Special
    Rent Special
    1 BED, 1 BATH
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500

    196 Lorelane Pl Unit Daisy

    196 Lorelane Pl, Key Largo, FL 33037
    Apply
  14. Building Photo - 3930 S Roosevelt Blvd
    3 BEDS, 2 BATHS
    $3,950
    Total Monthly Price Total Monthly Price New
    Base Rent$3,950
    Required Monthly FeesNone
    Total Monthly Price$3,950

    3930 S Roosevelt Blvd Unit N204

    3930 S Roosevelt Blvd, Key West, FL 33040
    Apply

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Florida Keys at a Glance

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Florida Keys, FL Condos for Rent

The Florida Keys offers apartments for rent across a coral cay archipelago stretching approximately 120 miles off Florida's southern coast. The chain of islands, connected by the Overseas Highway (U.S. Route 1), features communities from Key Largo to Key West, each with its own distinct character.

Apartments throughout the Florida Keys provide access to diving, snorkeling, kayaking, and boating opportunities at John Pennekamp Coral Reef State Park and the Florida Keys National Marine Sanctuary. The archipelago maintains warm temperatures year-round, with no recorded freezing temperatures in its history. Housing options vary by location, from waterfront properties in Marathon to historic buildings in Key West's Old Town district. The local economy centers on tourism and marine industries, while the permanent population creates close community connections. The Florida Keys rental market offers coastal living with direct access to both the Atlantic Ocean and the Gulf of Mexico.

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