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Apartments for Rent in Key West, FL with a Swimming Pool

74 Rentals
  1. Building Photo - 2911 Seidenberg Ave
    3 BEDS, 2 BATHS
    $5,800
    Total Monthly Price Total Monthly Price New
    Base Rent$5,800
    Required Monthly FeesNone
    Total Monthly Price$5,800

    2911 Seidenberg Ave

    2911 Seidenberg Ave, Key West, FL 33040
  2. Building Photo - 3655 Seaside Dr
    2 BEDS, 2 BATHS
    $3,200
    Total Monthly Price Total Monthly Price New
    Base Rent$3,200
    Required Monthly FeesNone
    Total Monthly Price$3,200

    3655 Seaside Dr Unit 326

    3655 Seaside Dr, Key West, FL 33040
  3. 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
  4. Building Photo - 5031 5th Ave
    2 BEDS, 2 BATHS
    $4,000

    5031 5th Ave

    5031 5th Ave, Key West, FL 33040
  5. Building Photo - Arrive Key West
    1 BED
    $2,759+
    2 BEDS
    $3,529+
    3 BEDS
    $3,879+

    Arrive Key West

    3333 Duck Ave, Key West, FL 33040

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Key West at a Glance

Average Rent

$2,595
(All bedrooms and property types)
Learn more about
Average Rent in Key West
5

School Rating

out of 10 Rating
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Schools in Key West

Key West, FL Apartments for Rent

Key West is the southernmost city in the continental United States, an island where the Atlantic Ocean meets the Gulf of Mexico just 90 miles from Cuba. If you're searching for apartments for rent in Key West, you'll discover everything from charming Conch-style bungalows in Old Town to contemporary condos in New Town, all within this compact 7-square-mile paradise. The architecture here celebrates the island's maritime roots, with many properties featuring breezy tropical designs perfect for coastal living.

Renting in Key West means embracing an easygoing island lifestyle with beaches, great food, and local culture all within reach. Old Town puts you within walking distance of Duval Street's shops and restaurants, the Ernest Hemingway Home and Museum, and Mallory Square's famous sunset celebrations. The Casa Marina area offers beachfront living, while the Historic Seaport keeps its authentic working waterfront vibe. Fort Zachary Taylor State Park delivers excellent beach access and snorkeling spots, and since the island is so compact, you can get almost anywhere by bike or scooter. Key West International Airport connects you to mainland Florida and beyond, while U.S. Highway 1 serves as your main road link through the Florida Keys to Miami, about 160 miles northeast.

Renting in Key West

Average Rental Rates and Apartment Sizes

Education

GreatSchools Rating

Public High School

Public
Grades 9-12
Students
GreatSchools Rating

Public High School

Public
Grades 9-12
Students
GreatSchools Rating

Public High School

Public
Grades 9-12
Students

Data provided by GreatSchools.org 2025 © 2025. All rights reserved.

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