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 108 properties available
If you’d like to spend your month in a neighborhood engulfed in as much history as the Matecumbe Keys, look no further! Located on William Street in Old Town atop the Seaport Inn, MATECUMBE SUITE offers simple island comfort matched with easy access to all the action and historical landmarks. When you add on Last Key Realty’s Five-Star Guest Servic
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)
Matecumbe Suite
Condo
$165.00 - $450.00 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating Rating Rating Rating Rating 5 (2)
You have many choices when choosing where to stay in Key West, but the most unique way to get an authentic Key West experience is by spending your vacation in a classic conch cottage smack dab in the heart of Old Town. You know what they say - “In a world full of apples, be a pineapple.” Whether you’re on a writer’s retreat or simply need an escap
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 Poetic Pineapple
Private Home Pet Friendly
$175.00 - $550.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating Rating Rating Rating Rating 5 (4)
SPIRIT OF KEY WEST was originally built in 1893 and features that authentic Key West charm found in other historic properties such as Hemingway’s House, Asa Tift’s manor and Truman’s Little White House. The vaulted ceilings and Dade County Pine walls harken back to a time when the cigar industry was booming and Key West featured more millionaires p
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)
Spirit of Key West
Private Home
$482.00 - $1,164.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half-Bathroom 1 half-baths
Guests 8 guests
Rating Rating Rating Rating Rating 5 (1)
It doesn't get any 'sweeter' than vacationing with a large group of your closest friends and family in America's Paradise. As a combination of two side-by-side private homes, SWEET AMERICANA not only offers plenty of comfortable accommodations for the whole crew but is an extremely rare find in the center of Old Town Key West. Located at the end of
Sweet Americana
Compound Pet Friendly
$1,300.00 - $6,130.00 / per night
Bedrooms 8 bedrooms
Bathrooms 8 baths
Half-Bathroom 2 half-baths
Guests 20 guests
Rating Rating Rating Rating Rating 5 (18)
For many, the artistic island culture of Key West is an intricate piece of its magic. THE ARTISTS' MUSE is an ode to that notion. This home, with its rich history of artists living in residence or visiting as guests, has been recently redesigned to celebrate art, culture, and the upscale island life. A spacious main living and dining area, a brand
Hot HOT 33
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 Artists' Muse
Private Home
$350.00 - $990.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
Rating Rating Rating Rating Rating 5 (13)
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 38
Casa Victoria
Private Home Pet Friendly
$995.00 - $5,002.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half-Bathroom 1 half-baths
Guests 12 guests
Rating Rating Rating Rating Rating 5 (371)
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 - $1,703.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating Rating Rating Rating Rating 5 (121)
SERENITY ON SOUTHARD is a beautifully renovated 1 bedroom second floor condo with a full kitchen and washer and dryer. This condo is located in the Truman Annex, a gated community located in the heart of the island - just steps from Mallory Square, Duval Street and all the attractions Key West has to offer. Yet, you'll have a peaceful retreat withi
Serenity on Southard
Condo
$200.00 - $917.00 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 2 guests
Rating Rating Rating Rating Rating 5 (49)
Get out of the turtle pond and make a splash in the ocean with your month stay at TORTUGA SUITE at the Seaport Inn! Within in quick walk to great sunsets, food, drinks, and attractions, you can still move at a “tortuga’s” pace and see it all! You can relax with ease as you will have access to Last Key Realty’s Five-Star Guest Services and Complimen
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)
Tortuga Suite
Condo
$225.00 - $523.00 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating Rating Rating Rating Rating 5 (2)
SUZY'S PARROT PERCH is a charming apartment that is located in the heart of Old Town on the corner of two historic streets (Whitehead and Virginia) just steps from Duval and two blocks from the Southernmost Point. You couldn't be any closer to the nightlife and attractions on Duval Street (Flamingo Crossing, the famous homemade Key West ice cream p
Suzy's Parrot Perch
Condo
$250.00 - $988.00 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating Rating Rating Rating Rating 5 (351)
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
Hot HOT 39
Colors of the Keys
Townhome
$350.00 - $1,221.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half-Bathroom 1 half-baths
Guests 6 guests
Rating Rating Rating Rating Rating 5 (64)
This precious 2 bedroom cottage with its coral front door will charm you from the moment you walk in the front gate. The front porch is private, for some quiet time reading a book. Inside, you'll see that PUERTA CORALINA reflects the simpler side of tropical living but with some useful updates.THE LIVING AREA...The living room of PUERTA CORALINA is
Puerta Coralina
Private Home Pet Friendly
$370.00 - $2,068.00 / per night
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating Rating Rating Rating Rating 5 (544)

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

I agree