Luxury Windsor, Key West Retreat- Old Town ; Pool, Gated Parking, Walk to Duval | House in Key West
2 Bedroom House in Old Town, Key West
Welcome to 921 Windsor Lane, a newly built coastal-modern retreat in the heart of Old Town Key West. Located just half a block from Truman Avenue and about an 8-minute walk to Duval Street, this stand-alone home offers the perfect blend of comfort, style, privacy, and walkable island living.
Designed for families, couples, and friends traveling together, the home sleeps up to 8 guests and has a layout that feels both open and inviting. Upstairs, you’ll find two large king bedrooms, each with its own private en-suite bathroom. Downstairs, the home offers additional sleeping space with two queen foam-mattress sleeper sofas, making it easy to accommodate extra guests comfortably.
The main living area was designed for gathering and relaxing. A spacious open kitchen flows into the Florida Room/family room and dining area, while a separate living room offers even more space to spread out. The kitchen is fully equipped with a full-size refrigerator, 36-inch stove with oven, drawer microwave, ice maker, wine cooler, large island with seating for 4, and a double farmhouse-style sink. A dedicated coffee and tea station makes mornings easy before heading out to explore Key West.
Upstairs, the home continues to impress with a convenient wet bar with sink & small fridge and washer and dryer. The primary suite features a king bed, walk-in closet, a spacious en-suite bathroom with walk-in shower, soaking tub, and a his & hers vanity, plus a private balcony overlooking the pool. The guest suite also has a king bed and a private en-suite bath with a walk-in shower and single vanity.
Outside, the private backyard is built for lounging and enjoying the island atmosphere. The heated and chilled pool can be enjoyed year-round, and the pool deck includes two chaise lounges, additional easy seating, and side tables for laid-back afternoons and evenings at home. Rear doors from the house open directly to the pool area, creating an easy indoor-outdoor flow.
One of the rare advantages of this Old Town location is the private gated parking. The property includes space for 1 car and 1 golf cart, an automatic sliding entry gate, an EV charging station, and a separate golf cart charging stationfor guests who choose to explore the island that way.
The home also includes high-speed Wi-Fi, smart TVs with streaming capability in the bedrooms, family room, and pool area, plus beach gear for guest use including 4 beach chairs, 2 umbrellas, beach towels, and a small cooler.
Whether you’re spending your days walking Old Town, dining on Duval, relaxing by the pool, or heading to the beach, 921 Windsor Lane is designed to make your Key West stay feel easy, stylish, and memorable.
Luxury Windsor, Key West Retreat- Old Town ; Pool, Gated Parking, Walk to Duval is located in Old Town. Luxury Windsor, Key West Retreat- Old Town ; Pool, Gated Parking, Walk to Duval provides accommodation, featuring TV, View, Private Pool, among other amenities. This House features Air Conditioner, Parking and Pool to make your stay a comfortable one.
Luxury Windsor, Key West Retreat- Old Town ; Pool, Gated Parking, Walk to Duval has 2 Bedrooms , 2 Bathrooms, and max occupancy of 8 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Old Town has interesting places to visit. If you want to learn more about the House in Old Town, such as places to visit and things to do nearby, you can check below to learn more.
This Property is OneKey Eligible
Earn OneKeyCash for every dollar spent on eligible vacation rentals, villas, cottages, cabins, and more when you book on Vrbo.
Amenities
Facility Overview
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Air conditioning
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Heating
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2+ bathrooms
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Shampoo
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Toilet paper
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Soap
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Hair dryer
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Towels provided
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Bathtub or shower
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2 bedrooms
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Bed sheets provided
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Dining table
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Living room
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Dining room
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Stovetop
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Ice maker
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Coffee/tea maker
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Dishwasher
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Microwave
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Oven
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Refrigerator
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Blender
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Kitchen island
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Laundry facilities
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Near laundromat
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Washing machine and dryer
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Beach sun loungers
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Beach towels
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Onsite parking
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Electric car charging station on site
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Service animals only (pets not allowed)
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Upper floors accessible by stairs only
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Tile flooring in public areas
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Smoke-free property
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Stairway handrail height (inches): 30
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If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
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7 stairs to reach property
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Handrails in stairways
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Area rugs in public areas
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No elevators
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Gravel flooring in public areas
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Parasailing nearby
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Golf nearby
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Cycling nearby
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Power boating nearby
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Snorkeling nearby
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Fitness facilities nearby
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Scuba diving nearby
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Jet skiing nearby
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Sailing nearby
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Marina nearby
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Smart TV
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Reusable coffee/tea filters
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Double-glazed windows
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Unit size: 2000 sq ft (186 sq m)
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Uses some LED lighting
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Recycling
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Living plant wall
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English
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Near a hospital
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Near a health or beauty spa
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In the city center
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Travel crib
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Children's dinnerware
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Housekeeping (on request)
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Iron/ironing board
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Living plant wall
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Safe
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Free WiFi, with speed of 500+ Mbps (good for 6+ people or 10+ devices)
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Outdoor furniture
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Balcony
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Deadbolt lock
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Fire extinguisher
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Smoke detector installed (host has indicated there is a smoke detector on the property)
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Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
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First aid kit
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Outdoor pool
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Private pool
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Heated pool
Policies
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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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
FAQ's
Is this Old Town house pet-friendly for guests?
No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.
Does the Old Town house have a swimming pool?
Yes, this Old Town house has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.
How much does it cost per night to stay in Old Town house?
Best-rates for the Old Town house starts from $741 per night with includes TV, View, Private Pool, Ocean View, Child Friendly, Air Conditioner, Pool, Balcony/Terrace, Security/Safety, Fireplace/Heating, Internet, Kitchen, Laundry, Parking, Bedding/Linens, Wellness Facilities with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.
Is Old Town house a family-friendly place to stay?
Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.
Is the Old Town house wheelchair accessible or offer services for disabled guests?
Based on the information received from our partner, the Old Town house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.
What is the minimum night stay policy for the Old Town house?
Based on the information reported by the owner or manager, the Old Town house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.
What cancellation policy is in place for Old Town house?
Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.
