KW270FLR - The Southernmost Comfort House

Escape to the heart of Old Town Key West and experience the perfect blend of luxury, comfort, and island living. Located in the exclusive, gated Truman Annex community, this beautifully renovated three-story vacation home is just steps from famous Duval Street while offering the privacy and tranquility of a quiet cul-de-sac.

Designed for families and groups, this spacious retreat features elegant furnishings, multiple indoor and outdoor gathering spaces, and everything you need for an unforgettable Key West getaway. Whether you're planning a family vacation, friends' retreat, or special celebration, you'll have plenty of room to relax, reconnect, and make lasting memories.

Recent updates—including new carpeting, refreshed upstairs bathrooms, and a beautiful waterfall feature in the private pool—make this home even more inviting.

Inside, you'll find a fully equipped gourmet kitchen that's perfect for preparing everything from casual breakfasts to family dinners. Sun-filled living spaces, French doors throughout, and cozy sunrooms create the ideal setting for relaxing after a day of exploring the island.

Step outside into your own tropical paradise. Surrounded by lush palms and banana trees, the private backyard is designed for enjoying the Key West lifestyle. Take a refreshing swim in the sparkling pool, unwind in the shade with your favorite drink, or fire up the gas grill for an evening barbecue. Enjoy meals outdoors under the palms or gather around the formal dining table for memorable dinners together. At the end of the day, settle into the spacious sectional sofa for movie night or simply relax after another beautiful island sunset.

Prime Truman Annex Location

One of the home's greatest features is its unbeatable location. Situated in the sought-after Truman Annex neighborhood, you'll be within easy walking distance of many of Key West's most popular attractions, restaurants, shops, and entertainment.

Spend your days exploring Duval Street, watching the famous sunset celebration at Mallory Square, visiting the Key West Aquarium, touring the Harry S. Truman Little White House, climbing the Key West Lighthouse, or experiencing the Ernest Hemingway Home & Museum and the Mel Fisher Maritime Museum. Many of the island's best waterfront restaurants, local cafés, and fresh seafood spots are just a short walk from your front door.

Whether you're looking for adventure, relaxation, or the perfect balance of both, this exceptional Key West home places everything within easy reach while providing a private oasis to return to each day.

Things to Know

Private pool with waterfall feature

Located in the exclusive, gated Truman Annex community

Walking distance to Duval Street, Mallory Square, restaurants, shopping, and attractions

Gourmet kitchen

Gas grill

Multiple indoor and outdoor living spaces

Family-friendly home

Check-in: 4:00 PM

Check-out: 10:00 AM

Guests are asked to observe the community's Good Neighbor Policy. Quiet hours are from 10:00 PM to 8:00 AM. No smoking is permitted anywhere on the property.

Professionally managed by Seven Keys Vacations by Casago.

Permit info: BTR-2026-000120

You must be 25 years or older to rent this property.