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  • (305) 294-7358
Key West Time
July 14th
4:38pm · 92°F

Authentic Key West Vacation Rentals ...

where you can really live your Key West vacation island style.

key west dreamin
tropical tranquility vacation rental
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rooftop renaissance
seaport treasure estate
things to do in key west

Welcome to VHKW ~ Vacation Homes of Key West, a locally owned and operated full service vacation rental and vacation property management company. Since 1997 we have helped pave the way for licensed vacation rentals in Key West, Florida. We are three generations of local professionals dedicated to helping visitors discover the lifestyle of Key West by renting authentic privately-owned homes, managing and maintaining these homes for property owners with our hands-on care, and caring for our guests by sharing our unique Key West local knowledge.

VHKW staff live in Key West, we love our island, and it is our pleasure to host our guests! Beyond providing unique privately owned Key West vacation rentals, our local staff are committed to helping our guests plan the best island vacation ever. To that end, we’ve created our forever evolving Insider’s Guide to Key West which is chocked full of local knowledge for planning your journey. And, once you’ve confirmed your vacation rental with us, you’ll have access to special guided schedules and itineraries to make your stay with us even better.

Our company was founded on the belief that Key West's historic homes and neighborhoods are an important tangible investment in our special island community heritage and economy, and one of our island's most treasured sustainable resources to be preserved for generations to come. We are proud to offer a wide range of unique vacation rentals (something for everyone), from intimate charming cottages, to ocean view condos, to luxury island estates - each reflecting the island style of their individual owners. Our website provides detailed information about each home, a descriptive map of the neighborhoods of Key West where they are located, vacation rental management services, and vacation rentals as an investment. Welcome to Key West. We hope to meet you soon!

Rentals For Social Distancing

rentals for social distancing

Sunset Key

sunset key






town houses and condos







Truman Annex

truman annex

Vacation Rental Management Services

Whether you are new to the Key West vacation rentals business or have an established Key West rental, we are a professional vacation management company and we are passionate about what we do. We are locally owned and operated, we've been in Key West for a long time, and are autonomous from the mega corporate rental industry. We provide customized marketing and business services, and on-the-ground support maintenance, housekeeping and hospitality.

Vacation RentalsAs An Investment

Vacation rentals are the strongest growing trend in the hospitality industry. Key West is currently one of most popular tourist destinations in the world. If you're thinking about a Key West vacation rental as an investment, we have a long track record of managing short-term rentals as profit centers. We own real data comparison of rental income for Key West properties - from one bedroom cottages to eleven bedroom estates, going back 15+ years and projecting into the future.

Around Key West Concierge Services

Dreaming of your perfect Key West getaway, but don't know where to start? The key to success is to live the island like a local. The best way to do that is with the help of those who know the island best. Our in-house concierge is at your service 7 days a week from 9 a.m. - 10 p.m. Whether it's to reserve activities or special events, recommend restaurants, book a customized cruise, shop for groceries and more, we have the local knowledge. We're a call, text, or email away.