Duval Street Penthouse & Guest House is your perfect retreat in Old Town Key West, offering two private heated pools, endless porches and terraces with a fabulous deck overlooking Duval St. Enjoy gourmet Viking kitchens, HD flat screen TVs and WiFi for the ultimate island getaway.
Reviews
9.89.8 out of 10
Exceptional
Entire home
6 bedrooms6 bathroomsSleeps 164500 sq ft
Popular amenities
Hot tub
Kitchen
Washing machine
Dryer
Air-conditioning
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.
Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking
Along with an outdoor pool, this smoke-free villa has a hot tub and laundry facilities. Other amenities include barbecues. The villa has 6 bedrooms and offers a sofa bed and a DVD player. A kitchen comes with a fridge and an oven, and guests will also find upscale touches, such as a private pool and a jetted bath. Housekeeping is available on request.
Air-conditioned accommodation at this villa offers private pools and DVD players. Rooms open to balconies. Kitchens offer fridges, stovetops, microwaves and kitchenware and utensils.
Bathrooms include a shower with in-room jetted baths and hairdryers. Business-friendly amenities include safes and telephones. Additionally, rooms include coffee/tea makers and an iron/ironing board. Housekeeping is provided on request.
An outdoor pool and a hot tub are on site.
The recreational activities listed below are available either on-site or nearby; fees may apply.
Property amenities
Beach
Beach nearby
Pool/Spa
Heated pool
Hot tub
Outdoor pool
Private pool
Internet
Available in the villa: WiFi
Parking and transport
Car not required
Parking on site
Kitchen
Blender
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Ice maker
Microwave
Oven
Paper towels
Refrigerator
Spices
Toaster
Bedrooms
6 bedrooms
Bedsheets provided
Sofa bed
Bathroom
6 bathrooms
Bathtub
Hair dryer
Shower
Toilet paper
Towels provided
Living spaces
Living room
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
Housekeeping on request
Iron/ironing board
Phone
Safe
Location highlights
In the city centre
Near a health/beauty spa
Near a hospital
Near the marina
Near the sea
Things to do
Bicycles
Boat
Golf
Heated pool
Tennis
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
Snorkelling nearby
Swimming nearby
Water skiing nearby
Wildlife walks nearby
Windsurfing 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)
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
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 are allowed on site
Host has indicated that there is a carbon monoxide detector on the property
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 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. 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. Visit our Key West travel guide
Does Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
Is Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking pet-friendly?
No, pets are not allowed at this property.
How much is parking at Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking?
On-site parking is available at the property.
What time is check-in at Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking?
Check-in begins at 4:00 PM.
What time is check-out at Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking?
Checkout is at 10:00 AM.
Where is Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking located?
Located in Old Town Key West, this villa is steps away from San Carlos Institute - Casa Cuba and Duval Street. Florida Keys Beaches and Ernest Hemingway Home and Museum are also within 15 minutes.
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Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking 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.
Great location right off of Duval. We walked everywhere! Plenty of space on both properties for our group of 12.
Catherine R.
Stayed 7 nights in Nov 2024
Verified
10/10 Excellent
Jodie
8 May 2025
Liked: Cleanliness, amenities, property conditions & facilities, communication
We loved our stay at this Keywest property. It’s a perfect spot for a celebration getaway. There is Willy T’s next door with live music so you have entertainment on your patio with amazing music.
The property is large enough with the two pools and 6 rooms to host a large group. You can walk everywhere as it’s in the center of all the shops and restaurants. Would definitely love to stay again. Thank you!
Amazing house! Great location, house was very clean. Pictures were exactly as advertised, and the owner was very responsive to any questions we had, would definitely rent again!!!
This was the perfect location on Duval Street - right near all of the bars/restaurants, easy walk to Mallory Square for the sunsets. Great setup with 2 houses on one property, everyone had plenty of space
Lots of space for adults to commune on one of the several balconies, lay by one of two pools, or retreat to another room for solitude. Perfectly appointed and gently worn. Only recommend that upon turnover for next rental, make sure all appliances, locks, etc. are fully functioning. Overall, a great location and well managed. Thank you!
The property is in an amazing location. Beautiful homes. Fit our group perfectly. Easily walk anywhere. Beaches not that far. Grocery store on the same street about 200 yards down, very convenient. Would recommend highly.
This property is ideal for a large group with plenty of space to spread out and also to gather. Perfectly located within walking distance of everything. Both units are very well appointed, extremely clean, and very comfortable. This is our second time renting this property, and we hope to do it again! We were better acclimated this time and enjoyed our stay that much more. So convenient and easy, and the property manager is super friendly and responsive.
Be prepared to enjoy the live music from the restaurant next door that runs from 11am to 2am every day, virtually without stopping. It both adds ambience and annoys, though it is largely unobjectionable classic rock performed adequately well. It ends up being the soundtrack to the visit, at least for penthouse guests (and we were in the main suite, which is otherwise luxuriously appointed for a KW rental suite). A sound machine is provided to help at night and we brought our own, so getting to sleep was not an issue. Otherwise, the property was a wonderful place to bring our large group. The property manager was highly responsive, the kitchen has everything you need to make a big meal, there's a market short walking distance and the balconies of the penthouse side all overlook Duval and make jumping into the thick of KW a moment away, even as the property is a respite from it. The pools were always warm, we had plentiful towels. Bring your own soap and shampoo for the showers (hand soap is provided). Bring your Firestick too, if you're a TV watcher. It was amazing to get to step out into downtown KW, yet retreat at any time. Don't bring more than the two vehicles for which there is parking for the property because overnight parking elsewhere on KW is usurious. We would return.
This place was perfect. Location is amazing, right in the middle of all the action of Duval. Layout of the 2 houses worked great for our extended family reunion. There is something for everyone on the island.
We rented both the penthouse and guesthouse for our large group. The location was perfect for walking everywhere we wanted to go. Both houses were clean, well stocked, with super comfortable beds and pillows! The owner was easy to reach and work with.
The location is ideal for walking to just about all the major sightseeing points of interest even including a very nice beach. Good restaurants are also near by as well as many shops and groceries.
The guest house and penthouse accommodations were very comfortable for our family of 12.