Luxury Key West Compound with Pool, Guest Cottage, and Walkable Access to Duval
Located in the coveted Historic District of Old Town! Situated on a quiet residential street, close to the Atlantic Ocean, beachfront restaurants, the Southernmost Point of the United States, the South end of Duval Street, and the White Street gallery and shopping area.
THE MAIN HOME… As you enter the main home, you will be captivated by the huge high-end chef’s kitchen, natural light, and hardwood floors. A white, quartz waterfall island has seating for four and a built-in microwave. Custom cabinets, recessed lighting, and stainless-steel countertops complement this unique home. Stainless steel KitchenAid appliances and a large refrigerator are sure to impress the chef in your group.
The adjacent open-concept living room/dining room and convenient powder room are accented with Dade County pine and designer décor. A large L-shaped sleeper sofa, a chair, and two swivel chairs provide views of the large-screen TV and the pool. The dining area seats 6 comfortably at the trestle table.
A lighted staircase at the entry leads to the primary bedroom, a luxurious retreat, and an immense spa-styled bath, complete with private access to the front porch and a large, oversized 2nd-floor back deck accessed through double French doors and a bank of windows! It is adorned with a woven rattan bed, nightstands, lamps, a dresser, and a large screen TV. Two large closets are also provided for your extended stay. The oversized ensuite bath features a double walk-in shower, multiple showerheads, a soaking tub, a water closet, and dual sinks with lighted coral mirrors. The stackable full-size washer and dryer are conveniently located on the 2nd floor of the home.
The 3rd floor has two additional ensuite bedrooms flanking the hall. The first guest bedroom includes a queen bed, nightstands with lamps (each with built-in USB charging), built-in open shelving, a dresser, a closet, and a desk, as well as an ensuite bath. The second guest bedroom has a canopy bed, side tables with lamps, a closet, and its own cozy, modern ensuite bath.
THE BACKYARD & POOL… Stepping outside through the double French doors, you’ll be transported to your very own private oasis. The backyard is surrounded by privacy fencing and features lush tropical landscaping. You’ll have plenty of room for everyone to lie out, relax, or enjoy an outdoor meal. Taking a dip in the heated saltwater pool and spa is the perfect way to relax after a day of exploring the island. Treat everyone to a poolside BBQ using the propane grill and outdoor dining table. There’s even a convenient outdoor shower located by the pool area.
THE GUEST COTTAGE… Steps away from the pool is the guest cottage, which is like no other! The 1st floor includes an open-concept family room, a wet bar, and a wall of windows overlooking the pool. Ample seating, a large-screen TV, a washer/dryer, and a powder room provide all the comforts of home. Sleek stainless steel appliances include a microwave, refrigerator/freezer drawers, a sink, an ice maker, and a wine cooler to ensure refreshments are close to the pool and guests. The 2nd floor bedroom is cozy and comfortable. Reading in bed is no problem with two nightstands and lamps. Complete with a closet, ensuite bath, and walk-in shower, this charming space is perfect for guests.
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Events allowed: family gatherings and birthday parties
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Pets
No pets allowed, service animals permitted
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Smoking
Smoking allowed: in designated areas
Quiet hours start at 10:00 pm (11:00 pm on weekends). Any disturbance violates city rules and may result in immediate eviction and forfeiture of rent.
When you leave the property, lock all windows and doors (including the pool door) and never leave valuables unattended.
Reservation holder must stay onsite for the entire rental period and may not book the property on behalf of other guests.
Important information
You need to know
Property # 3553459vb
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 and birthday parties) are allowed on site. Maximum attendees: 20
Long-term renters welcome
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, a first aid kit and a deadlock
About the area
Key West
Old Town Key West, a neighbourhood in Key West, is home to this holiday home. 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. Key West Butterfly and Nature Conservatory and MLK Community Pool & Community Center are also worth visiting. Looking to get your feet wet? Jet skiing, scuba diving and snorkelling adventures can be found near the property.
Clarence S. Higgs Memorial Beach Park - 9 min walk - 0.8 km
Ernest Hemingway Home and Museum - 10 min walk - 0.9 km
Southernmost Point - 11 min walk - 0.9 km
Getting around
Key West, FL (EYW-Key West Intl.) - 8 min drive
Restaurants
Dions Truman & White - 9 min walk
Sandy's Café - 8 min walk
Louie's Backyard - 8 min walk
El Siboney Restaurant - 3 min walk
Dairy Queen - 5 min walk
Frequently asked questions
Does Luxury Key West Compound with Pool, Guest Cottage, and Walkable Access to Duval have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
How much does it cost to stay at Luxury Key West Compound with Pool, Guest Cottage, and Walkable Access to Duval?
As of 19 June 2026, prices found for a 1-night stay for 2 adults at Luxury Key West Compound with Pool, Guest Cottage, and Walkable Access to Duval on 31 Aug 2026 start from AU$1,072, 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.
Is Luxury Key West Compound with Pool, Guest Cottage, and Walkable Access to Duval pet-friendly?
No, only service animals are welcome at the property.
How much is parking at Luxury Key West Compound with Pool, Guest Cottage, and Walkable Access to Duval?
On-site parking is available at the property.
What time is check-in at Luxury Key West Compound with Pool, Guest Cottage, and Walkable Access to Duval?
Check-in begins at 4:00 PM.
What time is check-out at Luxury Key West Compound with Pool, Guest Cottage, and Walkable Access to Duval?
Checkout is at 10:00 AM.
Where is Luxury Key West Compound with Pool, Guest Cottage, and Walkable Access to Duval located?
Located in Old Town Key West, this holiday home is within a 10-minute walk of Key West Firehouse Museum, Duval Street and Florida Keys Beaches. Southernmost Point and South Beach are also within 15 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Fantastic property, very clean, location amazing!! Can’t wait to go back.
Kathy R.
Stayed 58 nights in Feb 2025
Response from VrboOwner on 11 Sept 2025
Thank you so much! We’re thrilled to hear you enjoyed your stay and had a great experience at our property. It was a pleasure hosting you, and we would be delighted to welcome you back anytime.
The house was very clean & comfortable and the location is great. The beds were comfortable which is a big deal for me… I slept great every night! The property manager made sure all was as expected upon check-in. If we had any questions or needed anything, he was quick to answer our texts. We would definitely stay here again and recommend the property to anyone.
Michele F.
Stayed 28 nights in Aug 2025
Response from VrboOwner on 11 Sept 2025
Thank you so much for your review! We’re so happy to hear you found the house clean and comfortable — and that you got great sleep (that’s always a win!). I’m glad our property manager could make check-in easy and be there when you needed anything. We’d love to have you back anytime and really appreciate you recommending the property to others!
We had a wonderful stay on Margaret St in this comfortable and spacious home. The kitchen was the best outfitted kitchen of any place I have ever rented, and having the extra refrigerators and ice machine of the pool house was wonderful. It was a chilly January for Key West, and the heated salt water pool and hot tub were used every day. All of this plus location make this one of our favorite Key West rentals!
Alison M.
Stayed 30 nights in Jan 2025
Response from VrboOwner on 13 Feb 2025
We had the pleasure of hosting Alison at our property in January, and it was a delightful experience. We would highly recommend her to any future hosts and would love to welcome them back anytime. Thank you for being such a fantastic guest!
My first time using Vrbo and I was a bit apprehensive. The property manager, Chris, contacted me the day before my stay with the information that I needed for checkin. My flight arrived early and Chris was able to let me have an earlier checkin. The property was immaculate and just as pictured. It was perfect for our stay being close enough to walk to just about anywhere we wanted. The hot tub and pool were a welcome respite in the later afternoons and evenings.
Ann K.
Stayed 28 nights in Feb 2024
Response from VrboOwner on 2 Mar 2024
It was a pleasure to host you, Ann. What a wonderful and perfect guest! Thank you for choosing to stay with us. We are happy you enjoyed your stay.
We loved this property and the property manager was very responsive. The property was nicely decorated and well equipped especially the kitchen. I brought some things from my kitchen as my previous experience with rentals is that the kitchens usually are minimally equipped. This was not the case as the kitchen had everything we needed. The bedrooms were comfortable and everyone loved the rainfall shower heads. Location was great as we could walk or cycle to anywhere we wanted to go. The house has one dedicated parking space but there was always free parking available nearby for a second or third car. All essentials such as paper products, soaps, and detergent were supplied as well. I would definitely rent this property again.
Kathy F.
Stayed 28 nights in Jan 2024
Response from VrboOwner on 1 Feb 2024
Thank you for being such great guests! We are so happy you all loved our home as much as we do! We look forward to hosting you again in the future.