Duval Square - Downtown Key West!

Key West, Florida
$638 avg/night Minimum Stay 2 Nights
Bed 2

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

Night 2 nights

Min Stay

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.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Near The Beach
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 950 Sq Ft (88 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Paper Towels Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Onsite Parking Onsite Parking Options Include A Garage
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Outdoor Furniture
  • POOL/SPA

    Heated Pool Hot Tub Shared/communal Pool
  • BATHROOMS

    2.5 Bathrooms Hair Dryer Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Basketball Nearby Fishing Nearby Fitness Facilities Nearby Golf Nearby Jet Skiing Nearby Marina Nearby Parasailing Nearby Sailing Nearby Scuba Diving Nearby Swimming Nearby
  • ENTERTAINMENT

    DVD Player TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    In The City Center Near A Health Or Beauty Spa Near A Hospital Near The Sea
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    20 Stairs To Reach Property Area Rugs In Public Areas Hardwood Flooring In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Note From Host: Smoking Is Not Allowed. Smoke-free Property Tile Flooring In Public Areas Upper Floors Accessible By Stairs Only

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Rates & Availability

Review Review

  • Christine G.

    Submitted Nov 21, 2025

    Stayed Nov 3, 2025

    Everything was great

  • Tammy M.

    Submitted Oct 7, 2025

    Stayed Oct 3, 2025

    Great location. Plenty of room.

  • RK E.

    Submitted May 25, 2025

    Stayed May 9, 2025

    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.

  • Julie H.

    Submitted May 18, 2025

    Stayed Apr 28, 2025

    Good Location, well stocked kitchen with cooking utensils and pots and pans. Microwave could use and upgrade!

  • Bill J.

    Submitted Mar 25, 2025

    Stayed Mar 20, 2025

    50th birthday trip with friends & family. Amazing location!! Will come again.

  • Anne and Ralph C.

    Submitted Mar 23, 2025

    Stayed Mar 5, 2025

    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.

  • Jamie Z.

    Submitted Mar 16, 2025

    Stayed Feb 22, 2025

    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.

  • Caroline H.

    Submitted Feb 22, 2025

    Stayed Feb 8, 2025

    Loved it! Great proximity to everything & at the same time quiet for Duval st!

  • Fern C.

    Submitted Feb 8, 2025

    Stayed Jan 31, 2025

    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.

  • Tim K.

    Submitted Feb 1, 2025

    Stayed Jan 23, 2025

    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.

  • Christine D.

    Submitted Dec 28, 2024

    Stayed Dec 26, 2024

    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.

  • Justine C.

    Submitted Dec 21, 2024

    Stayed Dec 18, 2024

    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

  • Johnna W.

    Submitted Oct 9, 2024

    Stayed Oct 4, 2024

    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.

  • Dave L.

    Submitted Aug 24, 2024

    Stayed Aug 8, 2024

    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 !! ?

  • Susan B.

    Submitted Jun 29, 2024

    Stayed Jun 24, 2024

    The unit exceeded our expectations; it was well appointed and comfortable.. the location was great.

  • Michelle V.

    Submitted Jun 2, 2024

    Stayed May 19, 2024

    The apartment was welcoming and perfect location. We had a fun few days. Only complaint was lack of hot water in guest bedroom ( no matter how we turned the knobs). Thanks, Michelle

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Total

Includes taxes and fees
$638+
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