vacation homes of key west
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July 28th
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Key West Vacation Villas

Want to rent your own home for your family or a few couples or friends? Then a vacation villa could be your best choice. Our privately owned houses have "full fledged" interiors, their own swimming pools and sun decks, and many have beautiful tropical gardens. In a Key West villa you'll live in local Key West neighborhood in your own private 'home-away-from-home.'

Key West Bungalows & Cottages

Find your own cozy retreat or tropical 'love nest' in a charming Key West cottage. If it's just the 2 of you or a "couple of couples," go for a Key West cottage and relish in the romantic ambiance of vintage style decor with all the modernized comforts of a home. Get a real taste of the original Key West life-style and actually live in an authentic wooden custom built 'turn-of-the-century' abode.

Key West Town Houses & Condos

Sometimes it just doesn't get any better than the carefree convenience of a modern tropical style gated complex. What's not to love about manicured gardens, swimming pools with the added security of gated shared grounds? The interior of each town house and condo has its own unique individual style. Take a look and find the one you love the best.

Key West Suites

Find your own special slice of paradise in a Key West suite. If you don't really need your own house... but you definitely don't want to stay in a hotel or condo, then a suite is a great choice. There is nothing "cookie cutter" about our suites. They combine bargain with all the authenticity you could want plus the amenities of a private condo.

Key West Compounds

Looking for the perfect place for a larger group to get together for a family reunion or special occasion with friends? Key West compounds give you fantastic opportunities to gather, reconnect, and "chill out" with plenty of room to spread out and relax. With multiple adjoining dwellings there's ample bedrooms, bathrooms, and multiple kitchens. It's literally like renting your own little private family resort complete with tropical gardens and private swimming pools.

Key West Penthouses

Want to be 'in the scene' with a 'birds eye view'? Choose the lifestyle of penthouse chic right in the heart of Old Town Key West. Step out your front door and you're in the village fun. When your senses are sated with all the sites, your own penthouse gives you the private retreat you want. Key West penthouses are unique and luxurious, and literally... "over the top."

Key West Estates

The Victorian mansions of Key West are famous world-wide. Choose one of these estates and you'll live in classic luxury in the timeless charm of a custom "turn of the century" home, built when families were large and they needed lots of room. Experience "first hand" a piece of exclusive architectural history built by the landed gentry of Key West. But don't let the time honored architecture dissuade you. The beautifully renovated interiors will give you all the modern comforts you want, with all the grace and style you desire. And in the back yard you'll find your own private swimming pool.

Key West Sunset Key

Residential Sunset Key is an exclusive resort island 500 yards from Old Town Key West. It provides ultimate luxury with casual elegant ambiance, and feels like a private estate island. Designed for the sophisticated traveler, Sunset Key offers 5 - Star Westin Resort Amenities, where you can leave your stresses and burdens of the ‘real world’ behind. When you’re ready to take in the sites and excitement of Key West, you’re only a 5 minute ferry ride away.

Vacation Villas

Bungalows & Cottages
Key West Cottages

Town Houses & Condos
Key West Condos

Key West Suites

Key West Compounds

Vacation Penthouses

Key West Estates

Featured Businesses

Around Key West
Around Key West

Key West Golf Club
Key West Golf Club

Best Key West Rentals
Best Key West Rentals

Old Town Bakery
Old Town Bakery