Rentals near Duval Street

Although Key West is a small island, many visitors prefer the luxury of simply walking to all of their favorite spots. Staying near Duval Street allows you to escape Duval Street's action while still being a short walk from the 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 within walking distance of Duval Street. Or, search for rentals on Duval Street. 

If you have any questions, don't hesitate to get in touch with one of our Key West vacation rental specialists today.


Properties Available 98 properties available
SOUTHERN STAR is a modern Key West home nestled in the quiet Meadows neighborhood of Old Town that combines the island way and the sweet life of the South. With wide porches, a breezy interior, cathedral ceilings, and an apparent southern charm, it's easy to see where this home gets its name. In addition to its distinct southern features, this home
New Property New Property
New Property
Fabulously Fresh New Property!!
Monthly Rental Monthly Rental
Monthly Rental
A week isn't enough time in Key West! This property is available for longer stays of 29 nights+. Please adhere to calendar months if you can. (Due to strict city ordinances we can't offer it for any less time)
Southern Star
Private Home Pet Friendly
$300.00 - $1,076.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
CASA VICTORIA, located in the heart of Old Town just two blocks from Duval Street, is a large 5 bedroom home built with the charm and quirkiness of early 20th century Key West. Dating back to the Cigar Manufacturers' era, CASA VICTORIA exudes the classic Old Town style that makes Key West such a unique vacation experience. This authentic Conch Hous
Hot HOT 31
Casa Victoria
Private Home Pet Friendly
$995.00 - $5,585.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 12 guests
Rating 5 (145)
Traveling to Key West with a group deserves the ultimate vacation rental home: plenty of space to stretch out and enjoy time together, separate rooms and bathrooms to enjoy privacy, a private saltwater pool and outdoor lounge area, and off street parking for scooters, and of course, bicycles. THE CONTENTED CRANE checks all of these boxes, and more.
The Contented Crane
Townhome Pet Friendly
$400.00 - $3,308.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (86)
This compound is fit for a Queen and her court! These professionally designed homes have everything you need - the location, the amenities and the impeccable service fit for royalty. From the QUEEN’S modern interior and heat-optional saltwater pool to the DUKE’S spacious layout and robust hot tub, your Highness will be treated to a luxurious stay.
The Duke & The Queen
Compound Pet Friendly
$800.00 - $5,890.00 / per night
Bedrooms 6 bedrooms
Bathrooms 7 baths
Guests 18 guests
THE DUKE & THE DUCHESS is a compound fit for a Queen, her King, and their whole court! These newly built, professionally designed side-by-side homes have everything you could desire for a large group vacation - a prime location, coveted amenities, and plenty of space. Your stay at the THE DUKE & THE DUCHESS also includes Last Key Realty's F
The Duke & The Duchess
Compound Pet Friendly
$1,200.00 - $7,156.00 / per night
Bedrooms 7 bedrooms
Bathrooms 8 baths
Guests 22 guests
This ultimate Key West dream home is nestled in the highly desirable residential Old Town neighborhood of Solares Hill, just a quick walk from Duval Street and the Historic Seaport areas. No expense has been spared in upgrading and furnishing VILLA OLIVIETTA; the most up-to-date appliances and technology can be found in each room. The comfortable a
Monthly Rental Monthly Rental
Monthly Rental
A week isn't enough time in Key West! This property is available for longer stays of 29 nights+. Please adhere to calendar months if you can. (Due to strict city ordinances we can't offer it for any less time)
Villa Olivietta
Private Home Pet Friendly
$299.00 - $1,076.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
Rating 5 (1)
CONCH CASA GRANDE has been reborn! This majestic home recently underwent a complete renovation, turning an already stunning property into the crown jewel of Truman Annex. As the largest home in the gated community, CONCH CASA GRANDE is one of Key West’s premiere rental properties available.From the moment you set foot in this magnificent home, wit
Hot HOT 28
Conch Casa Grande
Private Home
$1,350.00 - $6,660.00 / per night
Bedrooms 5 bedrooms
Bathrooms 6 baths
Guests 8 guests
Rating 5 (77)
Get ready to reel in Last Key Realty’s newest vacation home! THE WICKED TUNA is a classic Key West home located in one of the most desirable areas of Old Town. This tastefully restored home features a historic appearance and charm, while offering all the modern conveniences one could desire. In addition to the two bedrooms and two full bathrooms in
New Property New Property
New Property
Fabulously Fresh New Property!!
Monthly Rental Monthly Rental
Monthly Rental
A week isn't enough time in Key West! This property is available for longer stays of 29 nights+. Please adhere to calendar months if you can. (Due to strict city ordinances we can't offer it for any less time)
The Wicked Tuna
Private Home Pet Friendly
$250.00 - $756.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
This modern Old Town condo is designed for the real downtown experience in the Conch Republic, ideal for anyone looking to indulge in Key West’s famous late night scene. VILLA ANGELITA is located right in Old Town, half a block away from Duval Street and smack dab in the center of the entertainment district. Although this property does not include
Villa Angelita
Condo Pet Friendly
$333.00 - $2,142.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 (29)
COLORS OF THE KEYS is a bright and vibrant townhome that embodies Key West’s colorful & tropical spirit. Located within Truman Annex, Key West's most exclusive gated community, this home is within walking distance of all that Key West has to offer: restaurants, shopping, attractions, and nightlife. In addition to a prime location, COLORS OF THE
Colors of the Keys
Townhome
$350.00 - $1,656.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (31)
For a month in Key West it is ideal to harness the comforts of new construction similar to the luxuries of your own home, but keeping the true spirit of Old Town Key West and the magical surprises around every corner. This brand newly constructed home, located a stone's throw from the Southernmost Point, also backs up to the famous Butterfly Museum
Monthly Rental Monthly Rental
Monthly Rental
A week isn't enough time in Key West! This property is available for longer stays of 29 nights+. Please adhere to calendar months if you can. (Due to strict city ordinances we can't offer it for any less time)
Dance of the Butterflies
Private Home Pet Friendly
$250.00 - $809.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (3)
This renovated Old Town estate is designed for the real downtown experience in the Conch Republic, but in a large home-base all your own. SWEET HOME ANGELITA is located right in Old Town, half a block away from Duval Street and smack dab in the center of the entertainment district. You couldn't be any closer to the late-night scene and attractions
Hot HOT 25
Sweet Home Angelita
Private Home Pet Friendly
$560.00 - $4,054.00 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 13 guests
Rating 5 (51)

Tell us what you're looking for and someone will contact you with available options.

I agree