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Timeless Key West Elegance

44.58From $7,685 per month
Price Details
Price per night: $ 340
Price per night (29d+): $ 265
Minimum no of nights: 6
Security deposit: $ 3,500
Early Bird Discount: 10% discount for bookings made 90 nights in advance

Property Description

Situated on Southard St. Gracefully positioned on the corner of one of Old Town’s most distinguished streets, this remarkable 1925 residence captures the enduring charm and sophistication that define Key West living. Showcasing classic island architecture with striking rooflines, expansive porches, and oversized verandas, the home offers both stunning curb appeal and inviting outdoor spaces designed for relaxed coastal living. Meticulously restored, it seamlessly blends historic craftsmanship with refined modern updates.

Inside, rich Dade County pine walls and floors, original light-filled windows, and a beautifully preserved staircase reflect the home’s storied past. Thoughtful enhancements elevate every space, from custom cabinetry to carefully curated finishes that create an atmosphere of understated luxury. The flowing layout is ideal for both comfortable everyday living and elegant entertaining.

The main residence features three spacious bedrooms, each with a private en suite bath and its own veranda for tranquil moments outdoors. The primary suite, located on the ground floor, opens directly to a serene pool courtyard, offering a seamless indoor-outdoor experience. A stylish half bath adds convenience for guests, while a detached cottage beyond the pool provides a fully private retreat complete with its own kitchen, bath, and living area, perfect for visitors or extended stays.

With rare amenities including multiple off-street parking spaces, an electric gate, and a sought-after X-500 flood zone designation, this exceptional property offers both comfort and peace of mind. Just steps from the island’s celebrated dining, galleries, and historic landmarks, this home embodies the very best of refined island living.

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Property Features
Amenities
Air Conditioner
Heating
Kitchen
Satellite channels
Smoke Detectors
Washer
Wireless Internet
Bed and bath
Essentials
Facilities
Family/Kid Friendly
Free Parking on Premises
Pets Allowed
Pool
Wheelchair Accessible
Other Features
Garden or backyard
Picnic area
Property Details
Property ID: 39607
Property Size: 2,310 ft2
Rooms: 0
Bedrooms: 4
Bathrooms: 4.5
Check-in hour: 1 p.m.
Check-Out hour: 11 a.m.
Monthly Rent: From $7,685 per month
Family Friendly: Yes

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Availability

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past
today
booked
Terms and Conditions
Smoking Allowed
Pets Allowed
Children Allowed
*No smoking indoors, smoking is allowed outdoor.
$ 340 per night
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Guests
Adults
Ages 13 or above
0
Children
Ages 2 to 12
0
Infants
Under 2 years
0
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$ 340 per night