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

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Entire home

Stairs leaning up to the 2nd & 3rd floor.

Overview
Amenities
Policies
Location
Host

Exceptional

3 bedrooms2+ bathroomsSleeps 82225 sq ft

Popular amenities

Dryer
Hot tub
Washer
Parking available
Kitchen
Pool

Explore the area

Key West, FL

Duval Street
‪1 min walk‬
Ernest Hemingway Home and Museum
‪7 min walk‬
Mallory Square
‪11 min walk‬
Key West, FL (EYW-Key West Intl.)
‪13 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

2 bathrooms, 1 half bathroom

Bathroom 1

Bathroom 2

Bathroom 3

Spaces

Deck or patio

Kitchen

Balcony

Dining area

About this property

• 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 manager

Mark Phillips

Languages

English, Spanish

Add dates for prices

Amenities

Pool

Hot tub

Kitchen

Washer

Dryer

Air conditioning

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Pool
Hot tub
Kitchen
Washer

House Rules

Check in after 4:00 PM

Minimum age to rent: 21

Check out before 10:00 AM

Children

Children allowed: ages 0–17

Events

Events allowed: family gatherings, birthday parties, weddings

Pets

No pets allowed

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

We should mention

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

About the area

Key West

Located near the beach, this villa is in Old Town Key West, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. 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 cycling and ecotours.

Key West, FL

What's nearby

Duval Street - 1 min walk - 0.1 km
Ernest Hemingway Home and Museum - 7 min walk - 0.7 km
Mallory Square - 11 min walk - 1.0 km
Fort Zachary Taylor Historic State Park - 13 min walk - 1.2 km
Southernmost Point - 15 min walk - 1.3 km

Getting around

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

Restaurants

‪Margaritaville - ‬1 min walk
‪Green Parrot Bar - ‬4 min walk
‪Willie T's - ‬1 min walk
‪Mattheessen's - ‬2 min walk
‪Mangoes Restaurant & Island Cuisine - ‬3 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?

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. Ernest Hemingway Home and Museum and Mallory Square are also within 15 minutes.

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

10/10

Cleanliness

10/10

Property conditions & facilities

9.8/10

Check-in

9.8/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

10/10 Excellent

CarolRichard H.

20 Apr, 2025

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.

5 Apr, 2025

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

10/10 Excellent

Chris D.

20 Mar, 2025

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

8/10 Good

Crystal H.

18 Dec, 2024

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

10/10 Excellent

Gail A.

20 Aug, 2024

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

8/10 Good

Andrea S.

3 Jul, 2024

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

Robert C.

23 Jun, 2024

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

10/10 Excellent

John W.

21 May, 2024

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

10/10 Excellent

Kenda S.

6 May, 2024

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

10/10 Excellent

Taylor H.

13 Apr, 2024

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

10/10 Excellent

Krystin D.

10 Apr, 2024

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

6/10 Okay

Lisa L.

6 Apr, 2024

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

Janna G.

28 Mar, 2024

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

Mary Beth M.

12 Mar, 2024

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

Chris D., Leelanau County, Michigan

9 Mar, 2024

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

10/10 Excellent

Theresa C.

29 Feb, 2024

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

Great apartment and location!

We enjoyed our stay very much.

Stayed 7 nights in Feb 2024

10/10 Excellent

Bradley R., Silver Spring

23 Jan, 2024

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

10/10 Excellent

Tom R.

30 Dec, 2023

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

Fantastic Property

Beautiful property- highly recommend

Stayed 3 nights in Dec 2023

10/10 Excellent

Jessica H.

22 Aug, 2023

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

10/10 Excellent

Paige V.

16 Jul, 2023

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

Perfect spot

Awesome location!! Loved the pool and all the room. Very private even though it’s on Duval

Stayed 7 nights in Jul 2023

10/10 Excellent

Brent M., Rockwall, TX

6 Jul, 2023

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

Duval St. Penthouse

Great stay and the location could not be better. The pool was perfect and was actually a little larger than it appeared in the photos. Our host was very responsive to questions and was able to deliver a couple of things we needed promptly. We loved sitting out on the balcony and listening to live music from the venue next door. The only thing we would have liked better is direct access to Duval St. without having to walk around the block.

Stayed 7 nights in Jun 2023

8/10 Good

Stacey S.

18 Jun, 2023

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

Great location, lovely house, bring earplugs

We had a great week but Willie T's next door was so loud with music and screaming, followed by the morning garbage cleanup on the sidewalk below. The upstairs back bedroom was a bit quieter but it was still loud most nights. The pictures accurately showed the property, the kitchen had everything we needed and the location was convenient.

Stayed 7 nights in Jun 2023

10/10 Excellent

Ed B.

21 May, 2023

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

Margaret H., Port Austin, Michigan

30 Apr, 2023

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

Spacious and great location!

This was a wonderful place to stay. We had lots of room with all the porches and pool areas. I highly recommend it.

Stayed 7 nights in Apr 2023

10/10 Excellent

Tyler K., Midland, MI US

18 Apr, 2023

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

Good vibes & a great stay

This is our second time at Mark's place. Mark was always super responsive in communication, and great to work with. We stayed for a week during our Spring break. The location is among the best you will find in Key West. The front of the property is right on Duval where you can people watch and take in the live music from next door; while the back with the pool feels like a secluded paradise. As other reviews have stated, the music at Willie T's can be loud late into the night, but ear plugs and a white noise machine easily take care of that, and if you have kids just put them in the back upstairs bedroom and they won't hear a thing. Overall, a great stay, and somewhere we will stay on our next Key West visit.

Stayed 7 nights in Mar 2023