Located in Old Town Key West, this vacation home is adjacent to Duval Street and within a 5-minute walk of other popular sights like Ernest Hemingway Home and Museum. The vacation home includes a kitchen, a balcony, and a refrigerator.
Ernest Hemingway Home and Museum - 3 min walk - 0.2 miles
Key West Lighthouse and Keeper's Quarters Museum - 3 min walk - 0.2 miles
South Beach - 6 min walk - 0.4 miles
Southernmost Point - 8 min walk - 0.4 miles
Getting around
Key West Intl. Airport (EYW) - 9 min drive
Restaurants
Circle K - 1 min walk
Old Town Tavern - 2 min walk
Cuban Coffee Queen (Duval) - 2 min walk
Rum Bar at the Speakeasy Inn - 1 min walk
Banana Cafe - 3 min walk
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Duval Square - Downtown Key West!
Like no other place on this remarkable island, the gated and secluded rooftop community above Duval Square is the perfect place to vacation. Quaint townhomes cluster a story above a charming bricked-in square featuring restaurants, shops, an art gallery, and more. Best of all, the enclave is adjacent to and overlooks the world-famous Duval Street. Enjoy the sights of Key West’s main artery from the spectacular rooftop pool. Maybe do a little sunning or people watch. And when you’ve had enough, enter the air-conditioned comfort and tranquility of this townhome with its generous two-level living space, private deck with a hot tub, 2 bedrooms with a balcony off the master suite, and 2.5 baths.
NOTICE: The COA that oversees this complex imposes a $50 per rental fee. This additional fee will be added to your rental agreement when booking and appears as a Reimburse Owner charge.
The townhouse door opens into a front foyer with windows on two sides inviting the sunshine in. Or pull the shades for seamless privacy. Here there’s a bench, hooks for hanging items, a bookcase, baskets, in other words plenty of surfaces for sun lotion, pool towels, your keys and a guidebook, so they’ll be handy to grab when you venture out.
Next in the floor plan is the kitchen, done in cloud white cabinets and white Whirlpool appliances against ocean blue walls and coordinating area rug below. One side of the U-shaped countertop also serves double duty as a convenient breakfast bar complete with chairs. All the kitchen amenities you’d expect are at your fingertips. This is an ideal kitchen for preparing a four-course meal or for warming leftovers from some fabulous meal you ate out the night before. A window over the double sink provides plenty of ambient light or later, as the day turns to evening, use the contemporary track lighting. Next to the kitchen is a laundry closet with washer and dryer, a catch-all closet for a broom and the like, and an ever-so-convenient guest half bath.
The home’s dining space features a crafted wooden table and chairs and a handsome and functional hutch with drawers and cabinets. The track lighting mirroring that in the kitchen carries through to the dining and living areas. The dining area features an eye-catching rope chandelier which provides illumination and an artistic focal point for the area.
To the front is the living room space outfitted with a couch that pulls out into queen bed and a matching love sea. Both invite lounging. The seating is dotted with colorful pillows that take their fabric cue from a nearby swivel chair while the ottoman that doubles as a coffee table blends with the fabric of the couches. Below is an area rug that cushions the natural tile floor beneath while a Florida ceiling fan whirrs above. Across the room is a cabinet with shelves and drawers and space for the large flat screen TV which is in perfect position for viewing from the seating area. Of course, there’s cable and wireless high-speed internet. This is the perfect space for reading, watching a movie, or enjoying family and friends.
From the living area, through glass doors is the private deck with a bubbly hot tub. Or maybe you’re in the mood for a mid-morning meal or starlight dinner in which case there’s a perfect table and four chairs out here to accommodate.
If you don’t already wish you could move in permanently, you’ll probably feel that way once you see the upstairs. A staircase leads to the second floor with its two bedrooms and two full baths. Each bedroom is professionally decorated with lamps, end tables, a TV, spacious closet space for hanging items and chest of drawers for foldable items. The first room offers a comfy queen bed and en-suite full bath. The second, the Master bedroom, offers a just-as-comfy king bed, en-suite full bath, and, through glass doors, a private fresh air balcony with four chairs. If you feel inclined to enjoy a morning latte or nightcap, this is the perfect spot.
After you’ve checked out this exceptional living space, wander down to the temperature-controlled pool reserved for the exclusive use of Duval Square townhouse residents. The pool and chaise loungers are very inviting. Sit here under the canopied roof for shade or out in the sun to work on a tan. If other bathers are enjoying the pool at the same time, you can strike up a conversation, share vacation stories, and get tips about great places to go in Key West. Although the townhome comes with covered parking for a car, you can walk or bike almost anywhere you want to go from this ideal location.
When adventure calls, wander down to the shops, boutiques, a full-service salon, and restaurants that comprise the charming Duval Square. The Square has the feel of a courtyard garden with the convenience of services and food added in. Down a few steps from here brings you to Duval Street itself, which has been officially designated a Great Street by the American Planning Association. A left turn will head you toward the shores of the Atlantic and a right turn will head you toward the Gulf.
In between are all the things that make the Conch Republic so famous: beaches, tours, museums, shopping, over two hundred restaurants, bars, and the Key West Aquarium where you can pet a shark if you dare. Or maybe you’d prefer to have butterflies land on your shoulder at the Butterfly Conservatory. Perhaps have your picture taken at the Southernmost Point buoy or pose with a parrot perched on your head. If the arts are of interest, you’ve come to the right place for music, movies, plays, art galleries, lectures, artists in residence open studios, and more.
Check your phone for sunset times so you don’t miss the world-famous celebration at Mallory Square. Be there as locals and visitors alike gather seven days a week, 365 days a year, to witness the sun sinking into the horizon. Be sure to applaud as the last round edge of fiery orange disappears. If you’re lucky, maybe you’ll see the elusive “green flash” and claim the bragging rights for years to come. Then stick around as artists and street performers entertain the enthusiastic crowd with performing cats, fire eaters, musicians, fortune tellers, and more
Find opportunities for all kinds of water sports along the Historic Seaport boardwalk. Maybe sign up for a sunset sail, a fishing charter, or try water sport opportunities like diving, parasailing, snorkeling, jet-skiing, and more. Maybe take a Conch Train or Trolly ride to preview the island. If this is your first trip to the Conch Republic, a guidebook from Books & Books on Eaton Street or a stop at the Chamber of Commerce Information Center on Greene Street will help make sure you don’t miss anything. Other info on the current music scene, movies, plays, gallery openings, and charitable events can be found at milezerokeywest.com (calendar section). Historic Hideaways' informative Area Guide/Events page located on our website also has a Calendar of Events. We DO NOT guarantee that the information VRBO (and affiliated sites) scrapes from our site to display on theirs is 100% accurate, particularly the amenities. If you come to us through them, be sure to look at all the information on our site related to your rental once you book to be sure you have accurate and up to date information.
The vacation home is air-conditioned and features a kitchen, 2.5 bathrooms, and a balcony, and there's space to spread out with 2 bedrooms. Guests can expect to find free WiFi and a TV with a DVD player. Other standard amenities include a washing machine, a coffee maker, and an ironing board.
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If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
20 steps to reach entrance
Area rugs in public areas
Hardwood flooring in public areas
Tile flooring in public areas
Upper floors accessible by stairs only
Smoking not allowed
Note from host: Smoking is not allowed.
Services and conveniences
Iron/ironing board
Location highlights
In the city center
Near a health/beauty spa
Near a hospital
Near the marina
Near the sea
Things to do
Heated pool
Basketball nearby
Birdwatching nearby
Cycling nearby
Ecotours nearby
Fishing nearby
Golfing nearby
Jet skiing nearby
Kayaking nearby
Motor boating nearby
Parasailing nearby
Sailing nearby
Scuba diving nearby
Snorkeling nearby
Swimming nearby
Wildlife walks nearby
Safety features
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
Fire extinguisher
Deadbolt lock
General
Unit size: 950 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25
Check-out
Check-out before 11:00 AM
Contactless check-out available
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
This property doesn't allow pets
Children and extra beds
Note from host: Children Allowed
Events
No events allowed
Smoking
Smoking is not permitted
Smoking is not allowed.
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Check-in: 4:00 PM
Check-out: 11:00 AM
Minimum check-in age: 25
We should mention
Details about charges, deposits, or other important information:
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Onsite parties or group events are strictly prohibited.
Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, and a deadbolt lock.
Additional information about polices, regulations, and more:
There are no elevators.
Property is also known as
43177
Frequently asked questions
What can I see close to this vacation home?
This vacation home is situated in Old Town Key West, just steps from Duval Street and Ernest Hemingway Home and Museum, and within a short walk of Florida Keys Beaches. You'll also find South Beach and Southernmost Point less than a mile away.
Is this vacation home adjacent to a casino?
No, this vacation home is not connected to a casino.
Is there an indoor pool at this vacation home?
No, this vacation home doesn't have an indoor pool; however, there is a hot tub.
Does this vacation home provide breakfast?
No, this vacation home doesn't offer breakfast.
Does this vacation home allow pets to stay free of charge?
No, pets aren't allowed at this vacation home.
How far is the airport from this vacation home?
The closest major airport to this vacation home is Key West Intl. Airport (EYW), which is 3.6 mi away (9 minutes by car).
Duval Square - Downtown Key West! Reviews
Reviews
9.6
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 31 out of 40 reviews
10 - Excellent
31
Rating 8 - Good. 7 out of 40 reviews
8 - Good
7
Rating 6 - Okay. 2 out of 40 reviews
6 - Okay
2
Rating 4 - Poor. 0 out of 40 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 40 reviews
2 - Terrible
0
9.8/10
Cleanliness
Reviews
10/10 Excellent
Jenn C.
Apr 6, 2026
Liked: Cleanliness
Amazing location. It was great to have a pool! I would definitely stay here again.
Jenn C.
Stayed 3 nights in Mar 2026
10/10 Excellent
Jane N.
Mar 3, 2026
Liked: Cleanliness
We really enjoyed our stay. Good location, perfect size and host.
Jane N.
Stayed 3 nights in Feb 2026
10/10 Excellent
Julie B.
Feb 22, 2026
Liked: Cleanliness
Perfect! Comfortable and clean! Great location.
Julie B.
Stayed 4 nights in Feb 2026
10/10 Excellent
Christine G.
Nov 21, 2025
Liked: Cleanliness
Everything was great
Christine G.
Stayed 7 nights in Nov 2025
10/10 Excellent
Tammy M.
Oct 7, 2025
Liked: Cleanliness
Great location. Plenty of room.
Tammy M.
Stayed 3 nights in Oct 2025
6/10 Okay
Jerry P.
Aug 17, 2025
Jerry P.
Stayed 3 nights in Jul 2025
10/10 Excellent
John C.
Jun 22, 2025
Liked: Cleanliness
John C.
Stayed 3 nights in May 2025
8/10 Good
RK E.
May 25, 2025
Liked: Cleanliness
Comfortable Key West
We had a heck of a time finding the actual condo and parking garage. Had it been night time, we'd have been in real trouble. The check-in materials might include an exact map of the complex, showing how to get to the parking garage entrance, then which lift to take to the 2nd level, and where to find the condo on the second level. Once inside, we loved everything, the decor, the little patio, and the bedrooms and kitchen. A really nice place. The pool also is very nice.A few more thoughts . . .Given how much you charge, we were surprised and disappointed to find no shampooAlso, if you are going to require that guests wash the towels, provide them with cloths-washing soap.
RK E.
Stayed 3 nights in May 2025
10/10 Excellent
Julie H.
May 18, 2025
Liked: Cleanliness
Sunny getaway
Good Location, well stocked kitchen with cooking utensils and pots and pans. Microwave could use and upgrade!
Julie H.
Stayed 5 nights in Apr 2025
10/10 Excellent
Bill J.
Mar 25, 2025
Liked: Cleanliness
Spring 2025
50th birthday trip with friends & family. Amazing location!! Will come again.
Bill J.
Stayed 5 nights in Mar 2025
8/10 Good
Anne and Ralph C.
Mar 23, 2025
Historic Hideaway
Duval Street is the place to be! The condo was nicely laid out but older, tired & overly decorated. Disappointed in size of second bedroom & shower( which leaked). Great access to pool which had covered area & lots of lounging chairs. Location allowed for easy walking to all activities. Felt a bit pricey for older accommodations.
Anne and Ralph C.
Stayed 7 nights in Mar 2025
10/10 Excellent
Jamie Z.
Mar 16, 2025
Liked: Cleanliness
Beautiful place in excellent location
This property was perfectly located, close to eveything, peaceful, and beautiful! We loved being able to relax on the patio and the rooms were lovely. We would definitely stay here again.
Jamie Z.
Stayed 5 nights in Feb 2025
10/10 Excellent
Caroline H.
Feb 22, 2025
Liked: Cleanliness
Winter 2025
Loved it! Great proximity to everything & at the same time quiet for Duval st!
Caroline H.
Stayed 14 nights in Feb 2025
10/10 Excellent
Fern C., Lincoln, Nebraska
Feb 8, 2025
Liked: Cleanliness
Fun in the Sun
The Condo was located right in the middle of Duval Street.Very nice and quiet and within walking distance of restaurants and shopping. The kitchen was stocked with everything you would find in your own kitchen. There was lots of hot water for showers and plenty of linens.All and all a good place to stay.
Fern C.
Stayed 7 nights in Jan 2025
10/10 Excellent
Tim K.
Feb 1, 2025
Liked: Cleanliness
Duval Square Unit 6
Sabrina was very helpful getting us checked in a little bit early. Location, location, location!!! This property is right off Duval on the quiet end and close to restaurants/shops. We had a great time and will be back.
Tim K.
Stayed 4 nights in Jan 2025
10/10 Excellent
Lorie K.
Jan 16, 2025
Lorie K.
Stayed 5 nights in Dec 2024
8/10 Good
Christine D.
Dec 28, 2024
Liked: Cleanliness
Good location but byo toiletries
Lovely condo but no shampoo or soap in showers. Would have improved overall usability to provide two bed pillows per guest (I need my “boyfriend pillow”) and bedside charging. Otherwise nice spot and good location. I will book directly with Historic Hideaways next time to avoid VRBO fees.
Christine D.
Stayed 2 nights in Dec 2024
8/10 Good
Justine C.
Dec 21, 2024
Liked: Cleanliness
Great location
We had a very nice 3 night stay The location of this condo is right in the middle of Duval and convenient for walking to most placesWe just parked in the garage when we got there and walked everywhere except the one time we used an UberThe condo was very clean with plenty of supplies in the kitchen and a half bath downstairs which is very nice not having to go upstairs. Beds were very comfortableThe chickens are very entertaining around the town but their incessant crowing in the very early morning is not Bring your own coffee and shampoo as they are not supplied
Justine C.
Stayed 3 nights in Dec 2024
10/10 Excellent
Abby H.
Oct 21, 2024
Liked: Cleanliness
Abby H.
Stayed 3 nights in Sep 2024
6/10 Okay
Johnna W.
Oct 9, 2024
Liked: Cleanliness
Pretty Good
The property location was perfect for our stay. The condo was hot upstairs & we would have preffered a cooler place. The parking garage (Under the condos) was a right squeeze & there was alot of junk in several of the parking spots.
Johnna W.
Stayed 4 nights in Oct 2024
10/10 Excellent
Tricia M.
Aug 29, 2024
Liked: Cleanliness
Tricia M.
Stayed 3 nights in Aug 2024
10/10 Excellent
Melissa F.
Aug 25, 2024
Liked: Cleanliness
Melissa F.
Stayed 3 nights in Aug 2024
10/10 Excellent
Dave L.
Aug 24, 2024
Liked: Cleanliness
Perfect in every way !!
My daughter and I stayed for three nights for my 70th birthday and we loved the accommodations and decor !! My Husband and I would love to stay in the future !! 😄