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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. 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.
Redfin is redefining real estate and the home buying process in Key West with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers. Brenda Donnelly and her team are second to none when it comes to Key West real estate! My expectations were exceeded every step of the way — and the process is long — as Brenda and her team kept my best interest at heart. Brenda’s keen knowledge of the housing inventory wascritical in the process. Even post closing, Brenda continues to impress us with her connections and recommendations.
Villa Corazon ~ Monthly Rental
We have bought several properties with her and she was able to counsel, negotiate and bring to fruition our desires and dreams. We have and will continue to recommend her to friends without reservation. This consent applies even if you are on a do not call list and is not a condition of any purchase. Few places exist where you can ride the fine line separating a secluded tranquil luxury villa, and the Heart of Old Town Key West.

It is comprised of a stunningly renovated 2–Story Victorian home, plus an adjoining one-bedroom guest cottage. Large private resort-style swimming pool with spacious sunning deck.. Great opportunity on Stock Island in a gated communityminutes from Key West.
Key West Homes for Sale, Single Family Houses, MLS Home Listings
But when you rent this Heavenly Hideout Key West penthouse, you’re spot on, and you can do exactly that. We invite you to discover that incredible experience of Déjà vu ... You know, when you enter someplace for the very first time, and instantly you get that sense that you’ve been there before. When I first walked into this house it happened to me.
Don't pay booking fees, save money by booking directly with VHKW today. Hundreds of homes, condos, townhomes & cottages located between Key Largo & Key West, most with waterfront locations. Preview them on our website & chat online or let our rental managers help you find your ideal vacation spot. This map is refreshed with the newest listings matching vacation rental in Key West every 15 minutes. This property is a Townhome/Townhouse located at 1209 Grinnell Street, Key West, Florida 33040, and is currently For Sale at $1,600,000. This Townhome/Townhouse has 2 bedrooms, 3.0 baths, 1360 sq ft.
Key West Real Estate & Homes for Sale
There is currently 1 home for sale matching vacation rental in Key West at a median listing price of $1.39M. Palm fronds gently dancing in the breeze, orchids hanging in the trees, manicured gardens, a pristine swimming pool set with comfortable lounge chairs. This is what you’ll experience as you make your entrance to this beautiful Bahamian ‘eyebrow’ style home, nestled away in private back corner of the small Old Town Key West gated community ofWindward Park. Vacation Homes of Key West can help you find the perfect vacation rental for your next Key West vacation.

AWARD WINNING...Private 1, 2 & 3 bedroom bungalows, cottages & homes. Steps off Duval in Old Town & close to South Beach. Our resorts have a charming "conch" style with all imaginable amenities. Heated Pools, Full Kitchens, Sundecks, BBQ Grills & more. Vacation rental homes, villas, condos and timeshares in Key West and the Lower Keys.
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One of the nicest places to stay in the Florida Keys! Set around a stunning pool and reaching three stories into the blue Florida sky, our 3 & 4 bedroom residences are just off our state-of-the-art marina with luxurious resort amenities to enjoy. A third-party browser plugin is preventing JavaScript from running.

Because you're smart and want the greatest value for your vacation dollar! We offer romantic hideaways, distinctive private Old Town residences and elegant waterfront condos to fit any lifestyle or budget. In addition to houses in Key West, there were also 40 condos, 21 townhouses, and 17 multi-family units for sale in Key West last month. Look no further.Get your prime week in one of the best Timeshares in the world, the Hyatt Windward Pointe.
It may sound like a poetic abstraction, but for this masterful property with 5-Star amenities, the distinction is definitely real. Key West Vacation Properties & Realty is Key West's most innovative real estate team. Some examples of investments properties and best use are below.

Key West Vacation Properties & Realty’s agents have over 28 years of experience in the Key West property management industry and 14 years in real estate sales. Our success comes from being born and raised in Key West and understanding our market and income potential for investment properties. Key West Vacation Properties & Realty is in the business to provide the highest level of real estate sales and property management services to our customers. Our company is the most experienced in Key West with the most responsive and fast service. When you join us you are a part of the family and treated as such.
Visitors to the site are advised to double check information such as dates, times, and prices. Visit Craig & Cindy's website for Key West's finest locations, including Truman Annex & other locations. We have been offering deluxe accommodations with a Caribbean spirit since 1995.
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