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.

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Brisa Fresca $5,830.00 - $12,397.00 Weekly

  • Property Highlights
    Type: House
    Pets Allowed: No
    Neighborhood: Truman Annex
    Stay Type: Weekly, Monthly
    • 3Bedrooms:
    • 3Baths:
    • 8Sleeps:
    18 people are interested in this property!
  • Description:
    2-Story 3BR/3BA Private Home w/ Private Pool in the Truman Annex, Sleeps 6-8. Available Weekly & Monthly. No Pets....Read More

Villa Bahama $1,798.50 - $6,050.00 Weekly

  • Property Highlights
    Type: Townhouse
    Pets Allowed: No
    Neighborhood: Truman Annex
    Stay Type: Weekly, Monthly
    • 2Bedrooms:
    • 2.5Baths:
    • 6Sleeps:
    15 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

Avalynn House $7,947.50 - $21,780.00 Weekly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Truman Annex
    Stay Type: Weekly, Monthly
    • 5Bedrooms:
    • 3.5Baths:
    • 8Sleeps:
    27 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

Conch Casita $2,975.50 - $7,617.50 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 1Bedrooms:
    • 1Baths:
    • 4Sleeps:
    14 people are interested in this property!
  • Description:
    1-Story Private 1BR/1BA Cottage + Fully Fenced Yard & Spa, Sleeps 2-4. Available Monthly....Read More

Bohemian Rhapsody $5,511.00 - $16,742.00 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Casa Marina & Casa East
    Stay Type: Monthly
    • 3Bedrooms:
    • 3.5Baths:
    • 6Sleeps:
    16 people are interested in this property!
  • Description:
    Tranquil 2-Story 3BR/3.5BA Private Home + Lanai, Pool & Spa (Sleeps 6) Available Monthly...Read More

Casa Victoria $1,468.50 - $4,537.50 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Nightly, Weekly, Monthly
    • 5Bedrooms:
    • 7Baths:
    • 14Sleeps:
    47 people are interested in this property!
  • Description:
    3-Story Private Home + Guest House & Private Pool & Spa in Old Town, 5 Bedrooms, 7 Bathrooms, Sleeps 14. Available Nigh...Read More

Havana House $5,296.50 - $13,117.50 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 3Bedrooms:
    • 2Baths:
    • 8Sleeps:
    27 people are interested in this property!
  • Description:
    1.5 Story Private Home + Private Pool in Old Town, 3 Bedrooms, 2 Baths, Sleeps 6-8. Available Monthly....Read More

Sea Captain's Haven $1,798.50 - $6,435.00 Weekly

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

The Lilac Cottage $4,537.50 - $13,387.00 Monthly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Monthly
    • 2Bedrooms:
    • 2Baths:
    • 7Sleeps:
    10 people are interested in this property!
  • Description:
    2-Story 2BR/2BA Private Home + Private Pool & Large Fenced Yard in Old Town. Sleeps 4-6. Available Monthly....Read More

Star of the Seaport $1,650.00 - $4,950.00 Nightly

  • Property Highlights
    Type: House
    Pets Allowed: Yes
    Neighborhood: Old Town
    Stay Type: Nightly, Weekly, Monthly
    • 5Bedrooms:
    • 5Baths:
    • 10Sleeps:
    25 people are interested in this property!
  • Description:
    Grand Spacious Home + Private Pool & Grounds, 5 Bedrooms, 5 Bathrooms (Sleeps 10) Available Nightly, Weekly, Monthly....Read More