4-5 Bedroom Key West Vacation Rentals
Are you looking for a 4-5 bedroom rental in Key West, FL? Last Key Realty has you covered! We have vacation homes that are private homes in the most desirable locations in all of Key West Florida. Whether it is located on Duval St, a block off Duval Street, 1800 Atlantic, Truman Annex, or a location in the heart of Historic Old Town we have something for everyone. Many of our homes have private pools, full baths, and a front porch for you to enjoy the seasonally warm weather we have year-round. In addition, our homes come fully stocked with all of the appliances, linens, and comforts you can expect in a luxury vacation home in the whole Key West area. Each home is tastefully decorated to show the unique conch flavor of the area.
If you have any questions please feel free to contact one of our vacation specialists today!
42 properties available
Like many highlights of Key West, THE ADMIRAL'S ESTATE celebrates a rich history of the island while embracing a modern restoration. THE ADMIRAL'S ESTATE is a true historic Key West home, originally built for a high-ranking Naval Officer in the early 1900s. This impressive estate is armed with two living areas, a top-of-the-line gourmet kitchen, cl
SOUTHERNMOST BLISS is a historic Key West eyebrow home that recently underwent a complete renovation, and the result is nothing short of pure bliss. This home was designed to combine the best of classic Key West with luxurious modern comfort. SOUTHERNMOST BLISS features 3 bedrooms in the main house and a 4th bedroom in the Guest House, each with it
The moment you arrive at this midtown mansion, you’ll know your time in Key West is going to be special. The circular driveway and covered portico provide a grand entrance, which set the stage for what awaits you inside. At over 3,900 square feet, ISLAND OPULENCE is one of the largest private residences in Key West. This impressive ranch-style home
For many, the artistic island culture of Key West is an intricate piece of its magic. THE ARTISTS' MUSE is an ode to that notion. This home, with its rich history of artists living in residence or visiting as guests, has been recently redesigned to celebrate art, culture, and the upscale island life. A spacious main living and dining area, a brand
For the ultimate stay in America's Paradise, what could be more perfect for your whole group than AMERICANA TROPICALE? This festive and patriotic home will promise a one-of-a-kind island experience. AMERICANA TROPICALE has 4 spacious bedrooms each complete with its own en-suite bathroom for privacy, a private saltwater pool, a fully equipped kitch
Nestled in the heart of Old Town Key West, BLUE HERON’S HIDEOUT is a newly renovated ranch-style home that perfectly blends historic charm with modern luxury. Featuring 4 bedrooms each with an en-suite bathroom, a heated pool, home office, and off-street parking, this exquisite home is a private oasis for discerning travelers seeking both convenien
If you’re looking for a Florida Keys home that rivals the seaside homes found in ‘Coastal Living’ magazine, look no further! COASTAL LOVING is an inviting two-story private home that offers a relaxing vacation setting and comfortable accommodations. This easy living home combines a classic Key West design with the finest modern updates and convenie
Think back to being a kid in the middle of summer — when the days stretched out long and golden, your biggest worry was whether the ice cream would melt before you finished it, and the whole world smelled like sunscreen and warm grass? That's DREAMSICLE BY DUVAL. From the moment you spot that nostalgic orange front door, something inside you slows
In the Historic Seaport area of Old Town, there is a house that will behold your eye. At first glance you'll see that HEAVENLY ZEN is beautifully maintained with carefully tended landscaping; however, nothing will prepare you for what is inside. As you walk in, you will feel an immediate sense of peace and relaxation. All of the spaces in this meti
Drop anchor and let the good life begin. Situated on the waterfront shores of Sugarloaf Key, THE COMMODORE'S REFUGE puts you in the heart of the Lower Keys — a quieter, more authentic slice of island life. With direct water access, serious dock space, private tiki hut, a sparkling pool, and a private pickleball court, this is the kind of place wher
If the rhythm of the islands has been calling and you're ready for a taste of the good life, then a stay at HALFWAY TO HAVANA is just what your soul is craving! Situated between the calm waters of the Florida Bay and the vibrant nightlife of Cuba's capital City, this unique vacation home blends the laid-back island vibes with all of the modern conv
Travelers from around the world would agree spending a month in Key West is truly a magical experience, especially when you find two classic conch homes made into one. This cozy compound perfectly captures the magic of the island, with its beautiful Dade County Pine walls, tropical decor, and the plunge pool waiting just outside. MARGARET’S MAGIC
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