218 Whitehead St, Key West, FL 33040
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FOR RENT
NEW - 11 HRS AGO
APPLY INSTANTLY
PET FRIENDLY

218 Whitehead St
Key West, FL 33040

Truman Annex
  • 3 Beds
  • 2 Baths
  • 1,407 sqft
Price may not include required fees and charges.
Cost and fees breakdown

$5,500/mo

$5,500 deposit, available now
Taking Applications
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$5,500/mo

$5,500 deposit, avail. now
Taking Applications
Powered by
Price may not include required fees and charges.
Cost and fees breakdown
  • 3 Beds
  • 2 Baths
  • 1,407 sqft

Home Highlights

Pets
Dogs allowed
Outdoor
Patio
Climate Control
Heating & Cooling
Listed
Less than a day ago

Local Information

  • Map ViewExplore the area around 218 Whitehead St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Description

Rare opportunity to lease a spacious 1,407-square-foot second-floor apartment in the heart of Old Town Key West. This 3-bedroom, 2-bath residence features an expansive open-concept floor plan, generous living and dining areas, and two private balconies overlooking one of the city's most iconic intersections. Filled with natural light and offering ample space for comfortable living, the apartment is ideally suited for employee housing or a long-term residence. Located at the corner of Whitehead Street and Front Street, tenants will enjoy immediate access to the Historic Seaport, Duval Street, world-class dining, shopping, and Key West's most popular attractions. A unique opportunity to lease a residence in one of the island's most desirable and walkable locations.

Costs and Fees

Required monthly rent & fees
  • Base rent
    $5,500/mo
Required one-time fees
  • Security deposit
    $5,500
  • Application fee
    Contact for details
  • Administrative fee
    Contact for details
Pricing is subject to change. All calculations are estimates and provided for informational purposes only. Actual amounts may include additional mandatory or optional fees. Please consult the community manager for a complete breakdown of all rental costs.
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Details for 218 Whitehead St

Interior Features

Heating & Cooling
Heating: CentralAir ConditioningHeating Fuel: Central
Appliances & Utilities
Refrigerator
Levels, Entrance, & Accessibility
Floors: Tile

Days on Market

Days on Market: Just Listed

Property Information

Property Type / Style
Property Type: Apartment

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: nowSmall dogs allowedDeposit: $5,500

Price History for 218 Whitehead St

DatePriceEventSource
07/22/2026$5,500Listed For RentZillow Rentals
10/19/2009$2,750,000ListingRemovedAgent Provided
03/20/2009$2,750,000PriceChange
Agent Provided
10/27/2008$2,500,000Listed For SaleAgent Provided

New Rentals Nearby

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Explore by feature - Pet Friendly

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Explore by feature - Outdoor Space

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
$198,000 PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.

Nearby homes

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Assigned Schools

These are the assigned schools for 218 Whitehead St.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Truman Annex
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Truman Annex

At least 1 Trulia users voted on each feature.

  • 100 % Say it's walkable to grocery stores

  • 100 % Say it's quiet

  • 100 % Say there's wildlife

  • 100 % Say neighbors are friendly

  • 100 % Say it's walkable to restaurants

  • 100 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "It’s a great neighborhood, we absolutely love having the opportunity to be able to live here!! We don’t have young kids so can’t really express things that are impt for them to know!!"
    1
    Flag
  • Langanlady
    "I have a 2 minute commute to the county courthouse. I could walk or bike but I am lazy and drive a car. "
    0
    Flag
  • Maya T.
    "This is the heart of historic Old Town Key West!"
    1
    Flag

Local Legal Protections

LGBTQ • Source of Income
Logan Guevremont Realtor
218 Whitehead St, Key West, FL is a 3 bedroom, 2 bathroom, 1,407 sqft apartment. 218 Whitehead St is located in Truman Annex, Key West. 218 Whitehead St was listed for rent for $5,500/month on Jul 22, 2026. This property is pet friendly.