A rare find — relax in the peaceful, private garden space.
Centrally-located
You're never far from where you need to be with this convenient location.
Discover nearby landmarks
Walk to Duval Street
4 bedrooms4 bathroomsSleeps 8
Popular amenities
Private pool
Barbecue
Air-conditioning
Refrigerator
Washing machine
Internet
Explore the area
Key West, FL
Duval Street
Place, Duval Street
2 min walk
Ernest Hemingway Home and Museum
Place, Ernest Hemingway Home and Museum
9 min walk
Southernmost Point
Place, Southernmost Point
15 min walk
Key West, FL (EYW-Key West Intl.)
Airport, Key West, FL (EYW-Key West Intl.)
11 min drive
Rooms & beds
4 bedrooms (sleeps 8)
Bedroom 2
1 King Bed
Bedroom 3
1 King Bed
Bedroom 4
2 Single Beds
Main Bedroom
1 King Bed
4 bathrooms
Bath 2 Ensuite
Bath 3 Ensuite
Bath 4 Ensuite
Main Bath Ensuite
Spaces
Kitchen
Garden
Dining area
About this property
Modern poolside villa steps from Duval Street
Welcome to Villa at The Watson House, a stunning luxury vacation rental that perfectly captures the essence of modern Key West living. This newer built poolside home offers the ultimate short-term rental experience, situated just steps away from the vibrant famous Duval Street and the historic seaport, yet providing a secure and serene sanctuary with its private fencing and quieter location. Whether you're seeking a family-friendly getaway or an intimate escape with friends, this four-bedroom, four-bathroom residence accommodates up to eight guests in pure tropical comfort.
The moment you step inside, you're enveloped by the villa's sophisticated design that seamlessly blends contemporary style with warmth and relaxation. A soothing color palette of warm sand tones and calming blues creates an inviting atmosphere throughout the home. Beautiful earth-tone travertine marble floors flow continuously through the residence, providing both elegance and practical comfort. The heart of the home features an open concept living, dining, and kitchen area that encourages connection and entertainment. The gourmet kitchen showcases sleek wooden cabinetry, granite countertops, and top-of-the-line appliances and fixtures, making it ideal for preparing meals during your stay or entertaining guests.
The bedroom layout ensures privacy and comfort for all guests. Three spacious bedrooms feature luxurious king-size beds, while the fourth bedroom offers two twin beds that can easily be converted into an additional king bed upon request, providing flexibility for different group configurations. Each bedroom is ensuite, meaning every guest enjoys their own full bathroom. The three king bedrooms feature expansive walk-in showers beautifully tiled for a spa-like experience, while the twin bedroom offers a classic bathtub with an in-tub tiled shower combination, perfect for families with children. With four full bathrooms, morning routines never feel rushed, and every guest enjoys private facilities.
Step through the sliding glass doors from the living area and discover your own private poolside paradise. The inviting custom-designed L-shaped pool with integrated jacuzzi jets curves gracefully around the villa, creating multiple areas for relaxation and recreation. A covered deck wraps around the pool area, featuring a long granite bar-top with comfortable seating that serves as the perfect setting for arranging poolside brunches, lunches, or dinners. French doors seamlessly connect this outdoor entertaining space back to the open concept living areas, allowing for effortless indoor-outdoor flow and making it ideal for hosting private gatherings or simply enjoying quality time with loved ones.
Your vacation rental sits in the heart of Key West's most desirable location. The nearby Key West Historic Seaport is home to numerous restaurants, shops, galleries, and water sports facilities, all within easy walking distance. Just a short stroll away, you'll find the legendary Duval Street, famous for its eclectic mix of boutiques, galleries, bars, and restaurants that capture the spirit of Old Town Key West. For nature enthusiasts, the Key West Aquarium offers fascinating exhibits of local marine life, while sunset enthusiasts shouldn't miss the nightly Sunset Celebration at Mallory Square, a beloved Key West tradition featuring street performers and local artists.
The villa is ideally situated for exploring everything this island paradise has to offer. Water sports enthusiasts can take advantage of nearby marinas and boat rentals for snorkeling, scuba diving, and deep-sea fishing adventures. The Florida Reef, North America's only living coral barrier reef, lies nearby for unforgettable underwater exploration. Kayaking, paddleboarding, and dolphin watching excursions are readily available for those seeking more leisurely aquatic activities. Nature lovers appreciate the area's abundant opportunities for bird watching, cycling through charming neighborhoods, and exploring the tropical landscape that defines the Keys.
Entertainment options abound with live theater, concerts, and vibrant nightlife just minutes away. History buffs can embark on guided walking or biking tours that bring Key West's fascinating past to life. The villa provides free wireless internet access throughout the home, allowing you to stay connected or simply share photos of your tropical escape. Essential amenities include air conditioning, cable television, dryer and washer, dishwasher, and all necessary cooking basics and bedroom linens. A coffee maker awaits you each morning, and the wine cooler refrigerator adds a touch of luxury for storing your favorite beverages.
Parking is provided with one dedicated off-street space. Please note that this four-bedroom property requires a 4pm check-in time. Although completely separate and private, the villa is situated on the Watson House Grand Estate. For larger groups seeking additional space, the gate in the northwest rear corner of the property can be unlocked to access the Mansion's additional outdoor living spaces and amenities, offering even more room to spread out and enjoy your Key West vacation.
This is the ideal choice for guests seeking a family-friendly luxury vacation rental that combines modern comfort with authentic Key West charm. Book your stay at Villa at The Watson House today and discover why this exceptional short-term rental is the perfect home base for creating unforgettable tropical memories.
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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
On-site parties or group events are strictly prohibited
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 not indicated whether there is a smoke detector on the property
About the area
Key West
Located in Key West, this holiday home is in the city centre. 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 The Kite House are also worth visiting. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with hiking and cycling.
Ernest Hemingway Home and Museum - 9 min walk - 0.8 km
Key West Lighthouse and Keeper's Quarters Museum - 9 min walk - 0.8 km
South Beach - 14 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 - 4 min walk
Mangoes Restaurant - 4 min walk
Jack Flats - 4 min walk
DJ's Clam Shack - 4 min walk
La Concha Bar - 4 min walk
Frequently asked questions
Is Modern poolside villa steps from Duval Street pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Modern poolside villa steps from Duval Street?
As of 19 June 2026, prices found for a 1-night stay for 2 adults at Modern poolside villa steps from Duval Street on 7 September 2026 start from NZ$1,691, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Modern poolside villa steps from Duval Street?
On-site parking is available at the property.
What time is check-in at Modern poolside villa steps from Duval Street?
Check-in begins at 4:00 PM.
What time is check-out at Modern poolside villa steps from Duval Street?
Checkout is at 10:00 AM.
Where is Modern poolside villa steps from Duval Street located?
Located in Old Town Key West, this holiday home is within a 10-minute walk of Duval Street, Florida Keys Beaches and Ernest Hemingway Home and Museum. Southernmost Point and Mallory Square are also within 1 mile (2 km).
Reviews
9.4
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Everything was great! A bit confusing to find our way in, but after that was cleared up, we had a great time!
David B.
Stayed 5 nights in Feb 2026
Response from VrboOwner on 10 March 2026
Thank you for the great review! We’re so glad you had a wonderful time once you settled in. We appreciate the feedback about the check-in process. We’d love to host you again!
Had a wonderful family vacation. Beautiful property. Private back yard. Perfect place to stay. Walking distance to Duval. The breakfast place Sarabeth is right across the street. Highly recommend stopping there. The communication from the rental company was fantastic.
Amanda T.
Stayed 5 nights in Mar 2026
Response from VrboOwner on 25 March 2026
Thank you so much for the glowing review! We are thrilled your family enjoyed the private backyard and our prime location. Sarabeth’s is definitely a local favorite, we’re glad you got to enjoy a world-class breakfast just steps away! It was a pleasure communicating with you, and we’d love to host your family again for your next Key West getaway!
Pool area could have had trees trimmed some. Lots of shade and debris in pool.
Alicia L.
Stayed 6 nights in Apr 2026
Response from VrboOwner on 19 May 2026
Thank you for the feedback. We have trimmed the trees on the property back as much as possible. The pool is cleaned and water tested once a week, but often, especially if it is windy, tree debris will get into the pool. Thank you for the 5 stars!
We had 4 couples and it was perfect! Everything was clean and well functioning and thoughtfully stocked. Overall spice was more roomy than we expected. The pool was warm and clean we could not find fault with anything!!
Melissa R.
Stayed 2 nights in Feb 2026
Response from VrboOwner on 10 February 2026
Hi Melissa, thank you so much for the glowing review! We were so happy to host your group, and it’s wonderful to hear that the house provided plenty of room for all four couples to relax comfortably.
We take a lot of pride in keeping the kitchen and home thoughtfully stocked, so we're thrilled to hear you felt right at home! We'll also be sure to pass along your kind words to our maintenance team, who work hard to keep the pool warm and sparkling.
We would love to welcome your group back for another getaway in the future!
We had a lovely stay here, location was everything! The beds were comfy although one of the rooms was a bit extra toasty. Loved that each room had their own bathroom. Plenty of towels for our group. The WiFi wasn’t great, kept going in and out for people in our group who had to WFH. There were quite a few bugs but not sure if there’s any way to avoid that considering it’s Florida. Otherwise we felt very welcome in the house and had such a good time here.
Samantha H.
Stayed 4 nights in Dec 2025
Response from VrboOwner on 27 December 2025
Thank you so much for your thoughtful review, Samantha! We appreciate your feedback and are happy to hear you felt welcome and had a great time. We hope to have the pleasure of hosting you again in the future!
Thank you for your Five Star review of the Villa at the Watson House. We are delighted that the you enjoyed the house and its great Old Town Key West location. We hope to welcome you back again soon!
This is a great house, with a perfect location. Blocks from Duval, and centered perfectly in the middle of the strip. While this is not a large house, each bedroom having their own bathroom is a huge benefit and very convenient for each person in our group. Plenty of hot water to accommodate everyone in the house, although water pressure is a little light - not a major concern.One item that was disappointing - the pool area does not get sun, or only enough sun for part of one chair. This looks to be partially due to the trees around the pool. This was disappointing and had us looking elsewhere for sun. We ended up taking an uber to Smathers Beach which was a 10 minute ride away. One other minor piece - there is very little pantry space to keep dry food, a small cabinet would be a great addition,
Chad F.
Stayed 5 nights in Mar 2026
Response from VrboOwner on 7 April 2026
Thank you for the detailed feedback! We are so glad the en-suite bathrooms and central location made for a convenient stay for your group, and we’re happy the hot water kept everyone comfortable!
We appreciate your honesty regarding the pool shade; being tucked into a lush, private tropical setting does mean the sun can be a bit selective. We love the suggestion for more pantry space. We’re glad you found Smathers Beach nearby for those sun-soaked afternoons and would love to host you again!
Thank you for your Five Star review of Louisa House Key West. We are so glad that you had everything that you needed for your stay and enjoyed the house and its great location. We hope to welcome you back again soon!
This house was the perfect location for being able to walk to the places we wanted to visit. Short walk to/from local restaurants and bars. Smaller rooms, but that didn't matter.
Eric D.
Stayed 3 nights in Sep 2022
Response from VrboOwner on 25 September 2022
Thank you for your Five Star review of the Villa at the Watson House Grand Estate. We are so glad that you enjoyed your stay at the villa and its convenient location. We hope to welcome you back again soon!
This property is in a great location within walking distance of all of the Key West attractions while also in a quiet neighborhood. We had five adults and found that there was plenty of room to spread out. The bedrooms are all a good size and each one has its own bathroom. The small swimming pool is an added bonus.
Dan P.
Stayed 5 nights in Jan 2025
Response from VrboOwner on 20 January 2025
Thank you for your great review! We’re so glad you enjoyed the location, spaciousness, and the added bonus of the pool. We hope to welcome you back soon!
Check in process was smooth and easy, house was very well equipped and the location was amazing. Four bedrooms and four bathrooms is a big deal for big groups, the only thing to really take note is the parking is tight to get off the street, much easier with smaller vehicles. Overall, awesome place to stay.
Thomas J.
Stayed 5 nights in May 2024
Response from VrboOwner on 27 May 2024
Thank you for the 5 star review! We are happy to hear you enjoyed your stay with us. Overall parking is tight here in Key West, but it's a big plus to have off street parking at the rental. We hope to see you again!
The villa was beautiful. It had everything that we needed to make our trip perfect! It was a few minute walk to Duval Street. It is perfectly nestled in the back and it feels like a private getaway. The pool is so relaxing. I would definitely stay there again.
Enjoyed our stay. House was spacious and very well located. Only constructive criticism would be having the place better-stocked with essentials like trash bags, dish soap/sponges, shampoo/body wash, etc.
Great location. Close to Duval St. and all that there is to do. 4 bedrooms with 4 separate bathrooms. Pool is a little small. Inside of house was very clean. Outside kept getting dirty due to the changing of the season's.
Bryon F.
Stayed 6 nights in Apr 2025
Response from VrboOwner on 25 April 2025
Thank you for your review.
We hope you enjoyed your stay with us and
will come back and visit again soon.
Great 4 bed 4 ba Key West Rental. Central to everything. Well stocked and well appointed. Tjere was even a small fridge/nightstand in one bedroom. Living space is small for a large group but we did not spend a lot of time in doors. Beds are definitely firm. Had everything we needed. Pool was great on a hot afternoon! Would stay again!
Great property for multiple couples. Each bedroom has its own bathroom and the kitchen has a (small) shared common area. The pool is small but great for a dip in the heated water and someone cleaned it every day. Washer and dryer were great to have but temperamental to operate. Clean space but some amenities are missing (no extra trash bags). A good spot that is walking distance to a lot of spots on the island, barely had to take the car out. Easy to get to everything without the noise of Duval.
Melaney B.
Stayed 5 nights in Jan 2023
Response from VrboOwner on 22 January 2023
Thank you for your Five Star review of The Villa at the Watson House. We are so glad that you enjoyed the house and its location. We hope to welcome you back again soon!
The location is stellar !
But …
The bedrooms were fine, but uber cramped …
The bathrooms all too small
The fridge was broken upon arrival - some of our food had to be thrown away and no ice . And no bottles of water to welcome us…
The common area is way too small .
The pictures showed a table outside , and there was no table .
There were limited dishes - 3 plates so we had to go buy plates -
Additionally, no one ever mentioned street parking cost one by so we got a ticket .there were no signs near where we parked the second car
Although we made the best of it… the fridge caused a great deal Of unwanted stress! We brought two coolers packed w food!…
Leland B.
Stayed 4 nights in Nov 2024
Response from VrboOwner on 4 December 2024
Thank you for your feedback. We truly appreciate you sharing your experience, and we’re sorry to hear that the unit did not meet all of your expectations. We sincerely apologize for the issues with the fridge and the inconvenience it caused during your stay. We acted quickly to resolve this, and a new fridge was delivered right away.
Regarding the parking, we did inform you upon arrival that there is one assigned parking spot for the unit, and for a second vehicle, guests are responsible for finding street parking. We will make sure this information is clearer in our communications moving forward to prevent any confusion.
We also appreciate your comments about the space and will work on improving the kitchen setup for a more comfortable stay. We're glad that, despite these challenges, you made the best of your time here, and we hope to have the opportunity to provide a more seamless experience for you in the future.
About the host
Hosted by Rent Key West Vacations
We are a dedicated team of professionals who want to ensure you have a great vacation experience in Key West. We are happy to give our opinions of best activities and restaurants/bars to enhance your stay in Key West. For nearly 30 years of experience, Rent Key West Vacations has been managing properties here on our beautiful island and sharing them with tourists looking for their piece of paradise.
Languages:
English, Spanish
Premier Host
They consistently provide great experiences for their guests