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Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere

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TV, DVD player, stereo - Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere (Key West)
3 bedrooms, iron/ironing board, WiFi, bed sheets - Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere (Key West)
Fridge, microwave, dishwasher, coffee/tea maker - Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere (Key West)
Outdoor pool - Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere (Key West)
Outdoor dining - Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere (Key West)
A short walk from Duval Street and Mallory Square, Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere provides laundry facilities, a hot tub and more. Stay connected with in-room WiFi.

Reviews

9.8 out of 10
Exceptional

Entire home

3 bedrooms3 bathroomsSleeps 8207 sq m

Popular amenities

  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning

Add dates for prices

About this property

Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere

  • • Luxury 2nd & 3rd floor Penthouse
    • 3 Bedrooms with private porches & 2 1/2 Baths
    • 2200 square feet of living space
    • Over 2000 square feet of porches and decks
    • Backyard with tropical landscaping, pool & waterfall
    • Huge roof top sun deck overlooking Duval Street
    • off-street parking

    One of a kind! Located in the heart of Old Town Key West on famous Duval St. just steps from restaurants, shops and theatres, this very unique Duval Street Luxury Residence offers a discerning traveler the best of Key West.

    Brand new and beautiful, this sprawling two-story penthouse has three bedrooms, each with private terraces, a huge roof top sun deck overlooking the action of Duval St., and a private tropical garden with pool and gorgeous waterfall to relax by.

    Fine furnishings and art, top of the line Viking kitchen, fabulous bathrooms, and endless outdoor entertaining & sun worshiping areas make this a very special Key West retreat.

    Keywords: Penthouse

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Hot tub
  • Outdoor pool
  • Private pool

Internet

  • Available in the villa: WiFi

Parking and transport

  • Car not required
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Microwave
  • Refrigerator

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2.5 bathrooms
  • Hair dryer
  • Towels provided

Entertainment

  • DVD player
  • Stereo
  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • In the city centre
  • Near a health/beauty spa
  • Near a hospital
  • Near the marina
  • Near the sea

Things to do

  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Swimming nearby
  • Water tubing nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 2,225 square feet

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Policies

Check-in

Check-in time starts at 4:00 PM

Check-out

Check-out before 10:00 AM

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

Pets not allowed

Children and extra beds

Children are welcome

Events

Events allowed: family gatherings, birthday parties, weddings

Smoking

Smoking is not permitted

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
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 18
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that 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

We should mention

A car is not required for transport to and from this property

About the area

Located near the beach, this villa is in Old Town Key West, a neighbourhood in Key West. Southernmost Point and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. USCGC Ingham Maritime Museum and Mel Fisher Maritime Museum are also worth visiting. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with ecotours and cycling. Visit our Key West travel guide
View more Villas in Key West
Map
Key West, FL

What's nearby

  • A street with a pharmacy, a theater, and a yellow building.
    Duval Street
    1 min walk - 0.0 km
  • A historical marker for The Little White House, built in 1890, used by American Navy officers, and listed on the National Register of Historic Places in 1974.
    Harry S. Truman Little White House
    8 min walk - 0.7 km
  • A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.
    Ernest Hemingway Home and Museum
    8 min walk - 0.7 km
  • A sign reading "Welcome to Mallory Square" with an American flag, a red and white striped awning, and a statue of a man in a blue shirt and straw hat.
    Mallory Square
    11 min walk - 0.9 km
  • A brick corridor with arched ceilings and benches.
    Fort Zachary Taylor Historic State Park
    12 min walk - 1.1 km

Getting around

  • Key West, FL (EYW-Key West Intl.)
    13 min drive

Restaurants

  • Green Parrot Bar
    3 min walk
  • Margaritaville
    1 min walk
  • DJ's Clam Shack
    2 min walk
  • Jack Flats
    1 min walk
  • Bearded Lady
    2 min walk

Frequently asked questions

Does Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere have a pool?

Yes, this property has an outdoor pool.

Is Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere pet-friendly?

No, pets are not allowed at this property.

How much is parking at Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere?

On-site parking is available at the property.

What time is check-in at Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere?

Check-in begins at 4:00 PM.

What time is check-out at Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere?

Checkout is at 10:00 AM.

Where is Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere located?

Located in Old Town Key West, this villa is steps away from San Carlos Institute - Casa Cuba and Duval Street. Mallory Square and Florida Keys Beaches are also within 15 minutes.

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Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers 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.
More informationOpens in a new window
Rating 10 - Excellent. 164 out of 183 reviews
Rating 8 - Good. 15 out of 183 reviews
Rating 6 - Okay. 3 out of 183 reviews
Rating 4 - Poor. 1 out of 183 reviews
Rating 2 - Terrible. 0 out of 183 reviews

10

Cleanliness

9.8

Location

10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Allison C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Like most of the other reviews state, the Duval Penthouse was very clean and comfy. The location is second to none for getting around and regarding some mentions about noise from Willie T's, the sound machine in the master bedroom solved everything except for one rowdy Key West rooster who enjoyed crowing every morning starting at 4am lol.
Stayed 7 nights in Mar 2026
Verified

10/10 Excellent

H from PA

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice property with a great location. Very clean and well equipped. only downside is that the noise from the live bands can be bothersome from the master bedroom.We really enjoyed our time here and plan to return.
Stayed 7 nights in Feb 2026
Verified

10/10 Excellent

Steve F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful time at this house in Key West! The house had all the amenities you would need. We were not aware that you had no access to Duval Street---just a balcony overlooking it---you needed to walk around the block to the backyard pool entrance. We were aware of the noise from the bar next door, but the roosters at 3:30am daily were much louder! The early morning street cleaning and recycling collection out on Duval street unfortunately were super loud. The pool which is shaded was a wonderful addition and we used it daily.
Stayed 7 nights in Feb 2026
Verified

10/10 Excellent

Jon B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Always a great stay

We have been staying at this property and Bahama street multiple times. Always such a good time and great location. Appreciate Mark and his team taking care of us.
Stayed 7 nights in Mar 2025
Verified

10/10 Excellent

Mary Beth M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family vacay

Convenient location, but a bit loud at night (we were warned)… still it was fun to be in the middle of the action.
Stayed 7 nights in Jan 2024
Verified

10/10 Excellent

Chris D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Another perfect stay!

This property does not disappoint! Very clean, well appointed, and you cannot beat the location. The owner is super personable and responsible. We hope to come back!
Stayed 7 nights in Feb 2024
Verified

10/10 Excellent

Janna G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house

Beautiful house, great location, convenient to have a friendly, neighborhood market across the street. Perfect place for friends to hang out. Looking forward to coming back.
Stayed 7 nights in Mar 2024
Verified

10/10 Excellent

Krystin D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Couldn't Ask For More

Seriously can't beat the location. Tones of outside seating and so much common gathering space. We loved having our own pool and upstairs sun deck. It truly was amazing!
Stayed 7 nights in Mar 2024
Verified

10/10 Excellent

Taylor H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Duval penthouse

Great property in a great location. Easily walked to all our favorite restaurants and bars. Minor issues easily managed quickly by Mark.
Stayed 7 nights in Apr 2024
Verified

10/10 Excellent

Robert C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Vacation 2024

Mark’s Duval Street penthouse is very nice. It was clean and well appointed with everything we needed. We enjoyed the convenient central location in old town Key West, evening swims in the private pool and Willie Ts right next door providing live entertainment for our enjoyment while lounging in large outdoor rooftop space.
Stayed 7 nights in Jun 2024
Verified

10/10 Excellent

Chris D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

another perfect stay

We have stayed here now at least a few years in a row, and it continues to be wonderful. You cannot beat the location for convenience and to enjoy the music from next door at Willy T's. We love sitting on the balcony overlooking Duval Street and taking in all of those sights and sounds from the comfort of home! Sun is plenty on the rooftop patio, while the pool stays mostly shaded. Parking is easy, and the owner and property manager are both delightful. The music next door can be loud at night, but we (mostly) find that to be a plus.
Stayed 14 nights in Mar 2025
Verified

10/10 Excellent

Jessica H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ideal Key West Experience

What a gem! This property is amazing. The location, the layout, the balconies overlooking Duval street, and the furnishing couldn’t have been more perfect. Added bonus is the shaded pool tucked in back yard to cool off and relax after a busy day touring around the island. Would stay here again for sure.
Stayed 7 nights in Aug 2023
Verified

10/10 Excellent

Bradley R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

So close to everything

The unit is likely the best location on the island. Less than a block to the grocery, two drugstores, great coffee in the am, restaurants in the pm, late night bites and plenty of entertainment. The space was luxurious and the furnishings very comfortable. There is a second unit just as large or latger behind it so you can bring an army. So glad i stayed here
Stayed 7 nights in Jan 2024
Verified

10/10 Excellent

Kenda S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Key West Duval Penthouse

Great location if you want to be in the middle of Old Town, with lots to do within walking distance! Enjoyed this large condo, enough room for many. Also used the pool more than originally thought but it was very refreshing! Only downfall... the bar next door was very loud until 1a.m. almost every night, bring your ear plugs!!! Would definitely stay at this location again!
Stayed 7 nights in Apr 2024
Verified

10/10 Excellent

John W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Choice

We couldn’t have been happier with our choice to stay in this first class condo. It’s perfect. The condo itself is beautiful- along with amazing artwork that my wife didn’t stop talking about. The many outside spaces and pool are just perfect. And the location can’t be beat. We were a bit worried about the noise before we arrived because of the busy location - but it didn’t bother us at all. So if that’s a concern I wouldn’t worry about it. Just a perfect place to stay in Key West and would be happy to stay there again.
Stayed 7 nights in Apr 2024
Verified

8/10 Good

Crystal H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Vacation with Friends

Property itself is great, pool is nice, glad it was heated. Property manager allowed us to drop off bags once we arrived, which was good so we didnt have to carry them around before check in. Also allowed for us to leave bags after checkout, before our flight. Great location if you do not mind the noise throughout the night and earler morning. Top 2 bedrooms the noise was not an issue, the Master bedroom on the other hand if you are a light sleeper DO NOT pick that room. Besides that the room is wonderful. There is plenty of places to lounge around, get some sun and people watch.
Stayed 6 nights in Dec 2024
Verified

10/10 Excellent

Gail A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Super time in Key West!

Mark’s property is beautiful. The rooms are spacious, especially the master bedroom. The outdoor spaces are wonderful - the private pool was great for a dip after traveling around KW. The kitchen supplies were great -lots of pots and pans with matching lids, plenty of baking sheets and cutting boards, and utensils. There were laundry pods, dishwasher pods, trash bags, TP, dish soap, and paper towels—also, basic spices left over from previous guests. There are plenty of bath towels and pool towels. AC was perfect - cool and comfortable. As far as the bar next door - Willie T's - there is live music playing every day (that's KW) we slept in the front bedroom right next to the bar and we did have to put the white noise machine on but it did drown it out fine. The music did not affect the two bedrooms on the 3rd floor. We had groceries delivered by DoorDash through Win Dixie which worked out perfectly. Our flight was in the afternoon and Mark kept our bags until 1 pm. Check-out is promptly at 10 am. (the cleaners were waiting by the door for us to leave) We would rent this house again and recommend it highly. Its location is fantastic - a 15-minute drive to the airport, a 10-minute walk to Mallory Square, and a 15-minute walk to the A & B mariana. Mark is an A+++ host.
Stayed 7 nights in Aug 2024
Verified

10/10 Excellent

Andrew M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay!
Stayed 2 nights in Dec 2025
Verified

10/10 Excellent

John K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a very nice place. Great location.
Stayed 7 nights in Jan 2026
Verified

10/10 Excellent

Karen K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic place! Clean, comfortable & lots of room for indoor & outdoor relaxation. Had everything we could need for kitchen & outdoor grilling. Overloads of outdoor space to enjoy the scenery.
Stayed 7 nights in Feb 2026
Verified

10/10 Excellent

david p.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great time host was wonderful second time booking this penthouse everything was great.
Stayed 7 nights in Jan 2026
Verified

10/10 Excellent

Daniel M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very Welcoming! Beautiful space. Wonderful location! It doesn't get much better than this!
Stayed 5 nights in Nov 2025
Verified

10/10 Excellent

Heather F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was amazing! Great location right in the middle of the action. Enjoyed the live music from The bar next door and sound was never an issue while sleeping as the owner supply’s sound machines in all bedrooms.
Stayed 7 nights in Sep 2025
Verified

10/10 Excellent

Becky M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property is absolutely fabulous and a great location. The owner met us at check in and showed us around the condo. Would highly recommend.
Stayed 7 nights in Jul 2025
Verified

8/10 Good

Amy S.

Liked: Cleanliness, check-in, location, listing accuracy
Family trip for 30th bday. Great location and yes its loud however we had no issues with that. Pool was fantastic. House was clean and well equiped. Communication is hit or miss but dont let that deter you.
Stayed 7 nights in Oct 2025