Historic Seaport Retreat with Private Heated Pool & Guest Cottage

Experience the charm of Key West living in the heart of the Seaport Historic District with this beautifully appointed Conch-style home, offered as an exceptional monthly vacation rental.

Set on two lots, this unique Key West property offers plenty of space and privacy for families and friends traveling together. The spacious 2-bedroom main residence features a comfortable layout, with a loft bedroom that includes its own en-suite bathroom, while the first-floor guest bedroom has a full bathroom conveniently located nearby.

A separate 1-bedroom guest cottage with a half bathroom provides an additional private retreat—perfect for couples, grandparents, or guests who appreciate their own space. An outdoor shower adds a fun touch of the quintessential Key West lifestyle.

Inside, the home blends authentic Key West character with comfortable modern living. Original Dade County Pine accent walls add warmth and historic charm, while beautifully appointed marble bathrooms provide a touch of luxury. The generous primary accommodations offer added flexibility, with the option to use either the upstairs suite or downstairs bedroom as your primary retreat.

The well-appointed kitchen makes preparing meals a pleasure, with bar-top seating and a cozy cove dining area creating inviting spaces to gather. Enjoy morning coffee or evening cocktails under the covered lanai, or dine al fresco while surrounded by lush tropical landscaping. French doors open from the living and kitchen areas directly onto the outdoor space, creating an effortless indoor-outdoor living experience.

The private tropical oasis is the true centerpiece of the property. A large L-shaped heated pool and spa is surrounded by brick and wood decking, creating a serene setting for swimming, relaxing, dining, and entertaining. Whether you're spending a quiet afternoon poolside or gathering with friends in the evening, the outdoor living space is designed to make the most of the Key West lifestyle.

With its historic architecture, flexible sleeping arrangements, private guest cottage, heated pool and spa, and spectacular tropical outdoor living, this one-of-a-kind property provides an ideal setting for an unforgettable monthly Key West getaway.

Important Notice: Some booking platforms may not correctly display our security deposit requirements. This contract is based on a $125 non-refundable damage protection plan in place of a $5000.00 refundable security deposit; if you prefer to pay the $5000.00 deposit instead, please let us know.

Guests are subject to a 2% credit card processing fee. In order to avoid that fee, we encourage you to pay by check.

This property is a monthly rental only, minimum of 29 nights

Property has assigned parking but smaller cars are suggested as the lane is narrow. Larger vehicles might have a hard time backing out.