Skip to Main Content.
List your propertySupportTrips
Unlock instant savings with Member Prices
Sign in
Feedback
Entire home

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

Villa with an outdoor pool, steps from Duval Street

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

Outdoor dining
TV, DVD player, stereo
Outdoor pool
TV, DVD player, stereo
Fridge, microwave, dishwasher, coffee/tea maker
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

  • Dryer
  • Washer
  • Barbecue grill

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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 transportation

  • 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

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • In the city center
  • 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
  • Snorkeling 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

Similar properties

Outdoor dining

Downtown Retreat - A++ Location W/ Private Heated Pool/Hot Tub

  • Pool
  • Hot Tub
  • Kitchen
  • Washer
9.8 out of 10, Exceptional, 152 reviews
Downtown Retreat - A++ Location W/ Private Heated Pool/Hot Tub

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 21

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

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 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

We should mention

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

About the neighborhood

Map
FL, Key West

What's nearby

  • Duval Street - 1 min walk - 0.2 km
  • Ernest Hemingway Home and Museum - 6 min walk - 0.6 km
  • Mallory Square - 11 min walk - 0.9 km
  • South Beach - 14 min walk - 1.2 km
  • Southernmost Point - 15 min walk - 1.3 km

Getting around

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

Restaurants

  • ‪Margaritaville - ‬1 min walk
  • ‪Willie T's - ‬1 min walk
  • ‪Jack Flats - ‬1 min walk
  • ‪The Cafe - ‬1 min walk
  • ‪Antonia's Restaurant - ‬1 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.

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?

Check-out 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 from San Carlos Institute - Casa Cuba and Duval Street. Ernest Hemingway Home and Museum and Mallory Square are also within 15 minutes.

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Reviews

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

9.8

Exceptional

10

Cleanliness

9.8

Location

10

Property conditions & facilities
Rating 10 - Excellent. 146 out of 162 reviews
Rating 8 - Good. 13 out of 162 reviews
Rating 6 - Okay. 2 out of 162 reviews
Rating 4 - Poor. 1 out of 162 reviews
Rating 2 - Terrible. 0 out of 162 reviews

Reviews

8/10 Good

pamela a.

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

Duval st view

Property and location were great beds were comfy
Stayed 7 nights in Mar 2023

10/10 Excellent

Joan B., Wernersville, PA

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

Family Vacation

2nd time staying at this property and it was just as great as the first time. Love the location and the amenities are fabulous. Can't wait to go back!
Stayed 7 nights in Sep 2021

8/10 Good

Andrea S.

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

Best Vacation Ever!

Plenty of room, great location. Mark was super, came whenever we texed him. Would definitely stay there again. A little pricey though.
Stayed 7 nights in Jun 2024

10/10 Excellent

Luis C.

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

Perfect getaway

Impeccable property in a perfect location
Stayed 2 nights in Aug 2019

10/10 Excellent

C K.

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

Duval Penthouse

Great property and superb location.
Stayed 4 nights in Oct 2019

10/10 Excellent

Terressa N.

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

amazingly Key West

Great location to be right in the middle of all the fun. Shopping close, awesome restaurants, grocery store within walking. My family and I will book this property anytime we visit Key West!
Stayed 7 nights in Aug 2020

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

10/10 Excellent

Chayne and Tammy K., CAPE CORAL, FL

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

Great location!

Mark is awesome! Thought it was nice having Mark show us around the house when we checked in...nice touch! This home is beautiful and in a great location! Enjoyed our stay very much!
Stayed 7 nights in Aug 2022

10/10 Excellent

Jennifer W.

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

All that and more!

Amazing property, even better than the pictures! Great location.
Stayed 4 nights in Nov 2020

10/10 Excellent

gretchen m.

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

Amazing stay!

This was our second time at this property! Directly on Duval Street. Plenty of room. Great communication with Mark. We would definitely recommend and come back!
Stayed 7 nights in Aug 2022

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

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

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

10/10 Excellent

Jim C.

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

Perfect spot to experience Duval street

This is our second time staying here and it’s always perfect. It’s in a great spot right in the middle of Duval. We had a couple who never stayed in Key West and this is perfect for them to experience Key West! Mark is very responsive and always helps out. You won’t be disappointed with this house
Stayed 7 nights in Nov 2021

10/10 Excellent

Melody R.

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

Nice stay on Duvall Street

Our stay on Duval street was great.The home is very nice and perfect location if you want to be involved in all activities on Duval and downtown.The only thing i would recommend would be access to pool heater as pool was not warm and not very comfortable at night.I wuld highly recommend staying in this home
Stayed 7 nights in Oct 2021

10/10 Excellent

Pierre L.

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

Extremely Central extremely private

This is a real gem in the heart of Key West, in a total privacy setting. Everything is as described, or better. Well equipped kitchen, nice large rooms, nice bathrooms, nice pool, nice everything. We'll be back for sure.
Stayed 4 nights in Jun 2020

10/10 Excellent

Jon B.

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

Great gem in Key West

We had a great time at the Downtown Penthouse. Right on Duvall but about 2 blocks South of the major bar space. We enjoyed our time on the decks, in the pool, and out and about on Duval. Don't worry about a car and enjoy the walking or rent a cart/bike if needed. Everything as advertised in our opinion and we would recommend giving this place a try.
Stayed 7 nights in Mar 2021

6/10 Okay

Lisa L.

Liked: Check-in, communication, location, listing accuracy

Great location, a lot of indoor and outdoor space

Nice but needs to be better maintained. There is black mold on master shower ceiling and moldy grout between the shower tiles. Some ceiling lights are burned out and the toilets are running. The kitchen cabinets are delaminating. Considering the high weekly rental fee, you expect better. Location was convenient to everything but it is incredibly loud at night in the front bedroom between the nearby bar and garbage trucks.
Stayed 7 nights in Mar 2024

10/10 Excellent

Carol S.

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

Gorgeous penthouse in the heart of all Key West!

This property was even more beautiful in person. The place was spotless, comfortable furnishings, well-equipped kitchen, lots of towels. Right behind Duvall Street, so all that Key West has to offer was within walking distance. Lots of outdoor space, with plenty of porches as well as the lovely pool area. Lots of space to stretch out! Mark was very responsive to any inquiries, but really we had no issues at all. It is above Willie T’s bar, so it’s nice to have white noise machines in the bedrooms. Overall we found the music enjoyable while we were on the porches - pleasant background but we could have a conversation. Sunday afternoon was really nice with some acoustic guitar while I was reading a book. We would highly recommend this property and we would definitely book again!
Stayed 7 nights in Aug 2021

10/10 Excellent

Ed B.

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

Key west 2023

Great stay, rental was all we could have hoped for. We had extra guests and the property owner went out of his way to accommodate. Relatively quiet section of Duval but action very close walking distance. Shops, restaurants, music all within a few minutes. Home was spacious for 10 guests to spread out and not be on top of each other. Many decks off to all sides to hang out. Prior reviews speak of noise from street but we found generally quiet by midnight on most nights but we thought the music from Willie Ts below was awesome to fall asleep to. The pool was a bonus coming back to on a hot afternoon or after partying late into the night I would definitely rent again. Ty Mark for a great first key west experience.
Stayed 7 nights in May 2023

10/10 Excellent

Chris P.

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

To be continued...

Due to the pandemic and the Keys being closed to non-residents we were not able to travel during our originally booked travel dates. Even so, I felt that it was appropriate to leave a review so that potential guests know what kind of host they will be dealing with. In a word, Mark is AWESOME! Mark was very gracious in allowing us to re-schedule our travel dates even though we were already outside of the change/cancellation window. There have been so many horror stories about folks having to deal with unaccommodating owners during this unprecedented time that it was a relief to not have those worries in dealing with Mark. As such, there is no doubt in my mind that our eventual stay at his property in Key West will be a top notch experience. Cheers to you Mark and we look forward to seeing you in September!
Stayed 7 nights in May 2020

8/10 Good

gary m.

Liked: Cleanliness, communication, location, listing accuracy
Disliked: Check-in

Key West Visit

The location of the property is great. It is a short walk to many of the Key West attractions and restaurants. The off street parking is terrific. The late night music from Willie T’s was a little annoying.FYI, there was an issue with the check in process. We thought we were going to meet the owner at 4pm and the owner thought that VRBO was going to send us the access code via email.
Stayed 8 nights in May 2025

10/10 Excellent

Celia P.

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

Duval Street Location

Location cannot be beat. You are in the thick of it. Next to Willie T’s in fact overlooking. Noise was not an issue for us. You can walk the entire area. Close to store, liquor, shops. Great house. Careful of that last step in the stairs-it sneaks up. Pool was just the right size. Communication with Mark was awesome! Fantastic outdoor space. Everything you could need to cook or make cocktails.
Stayed 7 nights in Jun 2025

10/10 Excellent

CarolRichard H.

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

Key West

Home was lovely, music from Willie T is playing most of the day and into the evening. We enjoyed,
Stayed 4 nights in Apr 2025

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