Rentals near Duval Street

Every major destination has a “main street.” In Key West, our hub of activity, attractions, restaurants, shopping and nightlife is Duval Street. Because it is only a two-mile road stretching from the Southernmost part of the island to the Cruise Ship port, Duval Street can be walked end-to-end in an afternoon, but it is nearly impossible to experience all that Duval Street has to offer in a day, or even a week. Key West Foodies will find a never-ending array of dining options, from small walk-up bodegas to upscale restaurants touting competitive accolades. From street performers to real estate offices, t-shirt shops to upscale boutiques, Duval Street is a magical mix of culture and life that is the island of Key West. Although Key West is a small island, and getting around by bicycle, electric car, taxi, or your own car is not difficult, many visitors prefer the luxury of simply walking to all of their favorite spots. Staying a few blocks away from Duval Street gives you the option of escaping the action of Duval Street but still being a short walk from main attractions. A location within eight blocks of Duval Street (up to one mile away) can facilitate a perfect balance of peace in your vacation home with the freedom to walk back and forth to the fun of Duval Street at your leisure. For those looking for a balance of a prime location with the peace of an escape to your rental home, here is a list of our homes located within walking distance of Duval Street.

Map All Results

Pilar's Secret $1,056.00 - $3,118.50 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Nightly, Weekly, Monthly
    • 3Bedrooms:
    • 2Baths:
    • 8Sleeps:
    52 people are interested in this property!
  • Description:
    2-Story Private Home with Private Pool off Duval St, 3 Bedrooms, 2 Baths (Sleeps 6-8) Available Nightly, Weekly, Monthly...Read More

Endless Summer $1,078.00 - $3,465.00 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Nightly, Weekly, Monthly
    • 5Bedrooms:
    • 5Baths:
    • 12Sleeps:
    61 people are interested in this property!
  • Description:
    Private Home with Private Pool Half Block from Duval Street, 5 Bedrooms, 5 Bathrooms, Sleeps 10-12. Pets Considered....Read More

The Polynesian House $12,001.00 - $27,500.00 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Casa Marina & Casa East
    Stay Type: Monthly
    • 4Bedrooms:
    • 4.5Baths:
    • 10Sleeps:
    49 people are interested in this property!
  • Description:
    Immaculate Island Estate + Private Pool & Jacuzzi, 4 Bedrooms + Yoga Studio, 4.5 Bathrooms. Available Monthly....Read More

La Petite Penthouse $1,996.50 - $5,252.50 Weekly

  • Property Highlights
    Type: Condominium
    Pets Allowed: No
    Neighborhood: Truman Annex
    Stay Type: Weekly, Monthly
    • 2Bedrooms:
    • 1Baths:
    • 4Sleeps:
    33 people are interested in this property!
  • Description:
    2BR/1BA 2nd Floor Condo in Gated Community with Large Pool, Available Weekly & Monthly....Read More

Keys to Happiness $2,700.50 - $7,502.00 Monthly

  • Property Highlights
    Type: Condominium
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 2Bedrooms:
    • 1Baths:
    • 6Sleeps:
    25 people are interested in this property!
  • Description:
    First Floor Condo in Renovated Old Town Home + Large Front Porch & Shared Pool, 2 Bedrooms, 1 Bathroom, Great Location, ...Read More

Villa Bahama $2,887.50 - $6,352.50 Weekly

  • Property Highlights
    Type: Townhouse
    Pets Allowed: No
    Neighborhood: Truman Annex
    Stay Type: Weekly, Monthly
    • 2Bedrooms:
    • 2.5Baths:
    • 6Sleeps:
    32 people are interested in this property!
  • Description:
    3-Story 2BR/2.5BA Townhome in Truman Annex w/ Pool Access. Sleeps 4-6. Available Weekly & Monthly....Read More

Puerta Coralina $544.50 - $1,732.50 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Nightly, Weekly, Monthly
    • 2Bedrooms:
    • 3Baths:
    • 6Sleeps:
    51 people are interested in this property!
  • Description:
    2-Story Private Home in Old Town, 2 Bedrooms + Sleeper Sofa, 3 Baths, Private Pool (Sleeps 4-6) Available Nightly, Weekl...Read More

Sweet Home Angelita $1,116.50 - $3,492.50 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Nightly, Weekly, Monthly
    • 5Bedrooms:
    • 4Baths:
    • 13Sleeps:
    30 people are interested in this property!
  • Description:
    Spacious and Modern 5 Bedroom, 4 Bathroom Home just off Duval Street...Read More

Casita Angelita $500.50 - $1,589.50 Nightly

  • Property Highlights
    Type: Condominium
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Nightly, Weekly, Monthly
    • 2Bedrooms:
    • 2Baths:
    • 6Sleeps:
    27 people are interested in this property!
  • Description:
    Fully Renovated 1st Floor 2 Bedroom, 2 Bathroom Condo just off Duval Street...Read More

Viva Margarita! $7,260.00 - $17,847.50 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 3Bedrooms:
    • 4.5Baths:
    • 8Sleeps:
    22 people are interested in this property!
  • Description:
    Three-Story Private Home in Old Town, 3 Bedrooms, 4.5 Bathrooms (Sleeps 8). Available Monthly....Read More