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 Key West rental home, here is a list of our homes located within walking distance of Duval Street.

If you have any questions, please feel free to contact one of our Key West vacation rental specialists today!

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Baileys Mango Mansion $313.50 - $825.00 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 4Bedrooms:
    • 4Baths:
    • 12Sleeps:
    10 people are interested in this property!
  • Description:
    3-Story Private Home in Old Town + Private Saltwater Pool, 4 Bedrooms, 4 Bathrooms (Sleeps 10-12) Available Monthly....Read More

Southernmost Hospitality VII $990.00 - $4,950.00 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Nightly, Weekly, Monthly
    • 7Bedrooms:
    • 7.5Baths:
    • 16Sleeps:
    23 people are interested in this property!
  • Description:
    2-Story 7BR/7.5BA Private Home + Guest House w/ Private Pool & Fully Fenced Yard on Duval Street. Sleeps 14-16 Availab...Read More

The Contented Crane $385.00 - $2,398.00 Nightly

  • Property Highlights
    Type: Townhouse
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Nightly, Weekly, Monthly
    • 3Bedrooms:
    • 3.5Baths:
    • 8Sleeps:
    13 people are interested in this property!
  • Description:
    2-Story 3BR/3.5BA Private Townhome w/ Private Pool in Old Town. Sleeps 6-8. Available Nightly, Weekly, Monthly....Read More

Avalynn House $495.00 - $3,025.00 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Truman Annex
    Stay Type: Weekly, Monthly
    • 5Bedrooms:
    • 3.5Baths:
    • 8Sleeps:
    17 people are interested in this property!
  • Description:
    3-Story 5BR/3.5BA Private Home w/ Private Pool in Truman Annex, Sleeps 10, Available Weekly & Monthly....Read More

Bahamian Bamboo $550.00 - $2,167.00 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Truman Annex
    Stay Type: Weekly, Monthly
    • 3Bedrooms:
    • 3Baths:
    • 8Sleeps:
    20 people are interested in this property!
  • Description:
    2-Story Private Home + Private Pool in Truman Annex, 3 Bedrooms, 3 Full Baths (Sleeps 6-8) Available Weekly & Monthly...Read More

That's Amore! $249.70 - $660.00 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 3Bedrooms:
    • 3.5Baths:
    • 8Sleeps:
    14 people are interested in this property!
  • Description:
    Stunning 3BR/3.5BA Private Old Town Home & Pool (Sleeps 6-8) Available Monthly....Read More

The Mellow Macaw $198.00 - $1,182.50 Nightly

  • Property Highlights
    Type: Apartment
    Pets Allowed: No
    Neighborhood: Old Town
    Stay Type: Nightly, Weekly, Monthly
    • 2Bedrooms:
    • 1Baths:
    • 6Sleeps:
    16 people are interested in this property!
  • Description:
    1st Floor 2BR/1BA Apartment just off Duval Street with Private Garden & Spa. Sleeps 4-6. Available Nightly, Weekly, Mont...Read More

Southernmost Solace $125.40 - $397.10 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 2Bedrooms:
    • 2Baths:
    • 6Sleeps:
  • Description:
    One-Story Private Home in Old Town, 2 Bedrooms, 2 Bathrooms (Sleeps 4-6.) Available Monthly....Read More

Coastal Cabana $192.50 - $506.00 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 3Bedrooms:
    • 2.5Baths:
    • 6Sleeps:
    14 people are interested in this property!
  • Description:
    Ranch-Style 3BR/2.5BA Old Town Home on Quiet Lane (Sleeps 6)...Read More

Southernmost Palms $194.70 - $1,001.00 Nightly

  • Property Highlights
    Type: Townhouse
    Pets Allowed: No
    Neighborhood: Truman Annex
    Stay Type: Weekly, Monthly
    • 2Bedrooms:
    • 2.5Baths:
    • 6Sleeps:
    12 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