Vacation Homes of Key West - VHKW

Vacation Homes of Key West - VHKW VHKW - Vacation Homes of Key West is a boutique vacation rental company since 1997. We are located at 507 Whitehead St., Key West, FL.

We offer: One-of-a-kind rental Homes from Luxury to Boho; Full Management Services; Unique Guest Experiences, Concierge. In-house Concierge for Vacation Rental Guests and Key West Travelers; Full Service Property Management of Privately Owned Homes in Key West

Tucked away in a quiet corner of Key West, Amelia’s Hideaway is the perfect retreat for those who want the best of both ...
01/16/2025

Tucked away in a quiet corner of Key West, Amelia’s Hideaway is the perfect retreat for those who want the best of both worlds.

Enjoy peaceful morning swims on the crystal clear swimming pool ,or stroll to nearby restaurants, beaches, and attractions.

Book your stay.
vhkw.com

🌊 DID YOU KNOW? Key West is one of the few places where you can experience SNUBA Diving – a mix of snorkeling and scuba ...
01/15/2025

🌊 DID YOU KNOW? Key West is one of the few places where you can experience SNUBA Diving – a mix of snorkeling and scuba diving! No certification needed, just you, a floating air tank, and the vibrant coral reefs below. 🐠 Perfect for first-time divers and adventurers alike.

(c) Snuba Key West

Old Town Caribbean Estate is your tropical oasis in Key West. With a private pool framed by lush greenery and spacious i...
01/13/2025

Old Town Caribbean Estate is your tropical oasis in Key West. With a private pool framed by lush greenery and spacious island-inspired interiors, this stunning retreat places you just moments from the best of Old Town.

Available for weekly rental.

Book your stay.
vhkw.com

Twice as Nice on Duval Street puts you right in the heart of Key West’s action.Two fully equipped units, perfect for fam...
01/08/2025

Twice as Nice on Duval Street puts you right in the heart of Key West’s action.

Two fully equipped units, perfect for families or groups.
Steps away from Duval Street’s vibrant dining, shopping, and nightlife.
Relaxation on the private patios after exploring the island.

It’s twice the fun, twice the convenience, and all the charm of Key West.

Book this retreat.
vhkw.com

Is it really a Key West vacation without Key Lime Pie? Here are 3 top spots to try:1️⃣ Blue Heaven – their pie towers ta...
01/06/2025

Is it really a Key West vacation without Key Lime Pie? Here are 3 top spots to try:
1️⃣ Blue Heaven – their pie towers tall!
2️⃣ Kermit’s – a classic slice at the source.
3️⃣ Old Town Bakery – flaky crust heaven.

Pack a slice to enjoy on the porch of your vacation rental. Perfect end to a perfect day. 🍋💛

📸 Lesko Explore, Kermit's & Old Town Bakery

🌺 Villa Deja Vu – A Key West gem that’s just as unique as the island itself.Chic interiors designed for relaxation.Priva...
01/02/2025

🌺 Villa Deja Vu – A Key West gem that’s just as unique as the island itself.

Chic interiors designed for relaxation.
Private patio for sunny mornings and starry evenings.
Located in the heart of Old Town, steps from dining, shopping, and nightlife.

Available for weekly rentals.

Book your stay.
vhkw.com

Welcome 2025! Happy New Year, everyone.
01/01/2025

Welcome 2025! Happy New Year, everyone.

As we wrap up another year, we’re sending a huge thank-you to everyone who stayed with us. We promise to keep the island...
12/28/2024

As we wrap up another year, we’re sending a huge thank-you to everyone who stayed with us. We promise to keep the island magic alive for you in the year ahead. Here’s to authentic stays and tropical adventures in 2025! 🌺

Merry Christmas from Key West! 🎄❤️
12/25/2024

Merry Christmas from Key West! 🎄❤️

The holiday magic is alive in Key West. 2 days to go until Christmas!
12/23/2024

The holiday magic is alive in Key West. 2 days to go until Christmas!

Key West isn’t just a destination—it’s a vibe. This little island is big on charm and natural beauty.
12/17/2024

Key West isn’t just a destination—it’s a vibe. This little island is big on charm and natural beauty.

Tucked in the Truman Annex, Truman Treasure is a weekly rental that offers charm, comfort, and a location near Key West’...
12/16/2024

Tucked in the Truman Annex, Truman Treasure is a weekly rental that offers charm, comfort, and a location near Key West’s best spots, from Mallory Square to the beach.

Short walk to the Fort Zachary Taylor State Park and Beach and the Key West Truman Waterfront Park.

Book your stay.
vacationhomesofkeywest.com

Experience Key West your way at Villa Déjà Vu. (Weekly rental, sleeps 8)From the private pool to the thoughtfully design...
12/13/2024

Experience Key West your way at Villa Déjà Vu. (Weekly rental, sleeps 8)

From the private pool to the thoughtfully designed interiors, this villa has everything you need for a relaxing getaway.

Its central location means you’re close to all the island’s highlights while having a quiet retreat to call your own.

Escape to your own tropical oasis 🌺 at the Sweet Sunshine Garden Flat! Nestled in a lush, private garden, this charming ...
12/11/2024

Escape to your own tropical oasis 🌺 at the Sweet Sunshine Garden Flat!

Nestled in a lush, private garden, this charming retreat offers the perfect blend of cozy elegance and Key West flair.

Enjoy morning coffee on the patio, soak up the sunshine, and explore iconic Duval Street just a short stroll away.

2-bedroom, sleeps 4.

Book your stay.
vacationhomesofkeywest.com

Experience Key West’s liveliest street with a touch of luxury at Havana Moon Over Duval. A beautiful pool deck and vibra...
12/10/2024

Experience Key West’s liveliest street with a touch of luxury at Havana Moon Over Duval.

A beautiful pool deck and vibrant design make this weekly rental a true gem.

Ideally located right at the top of Upper Duval Street and just down from Key West's South Beach this historic residential cottage received a beautiful renovation and now offers 5-Star resort quality amenities.

Book your stay.
vacationhomesofkeywest.com

Twice as Nice on Duval Street lives up to its name, offering two luxury units in the heart of it all. Stay steps away fr...
12/09/2024

Twice as Nice on Duval Street lives up to its name, offering two luxury units in the heart of it all.

Stay steps away from iconic Key West hotspots, then unwind on your private balcony or in the comfort of bright, modern interiors.

Perfect for groups or families craving space and style.

4-bedroom, sleeps 8.

Book your stay.
vacationhomesofkeywest.com

Your month-long oasis awaits at Island Interlude.This tranquil retreat offers a private pool, tropical gardens, and a pe...
12/08/2024

Your month-long oasis awaits at Island Interlude.

This tranquil retreat offers a private pool, tropical gardens, and a peaceful ambiance. Perfect for extended stays in Key West.

Book your stay.
vacationhomesofkeywest.com

Address

507 Whitehead Street
Key West, FL
33040

Opening Hours

Monday 9am - 5pm
Tuesday 9am - 5pm
Wednesday 9am - 5pm
Thursday 9am - 5pm
Friday 9am - 5pm
Saturday 9am - 5pm
Sunday 9am - 5pm

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Your Key West escape, but make it cozy and stylish! 🌴✨ From charming townhomes to stunning condos, we’ve got the perfect space for your next island getaway. ☀️ Book here now! vhkw.com #VacationHomesOfKeyWest #VHKW #VHKWCondoRentals #TropicalTranquility #KeyWestRetreat #VacationInLuxury #KeyWestVibes #VacationDreaming #StayKeyWest

Welcome to Tropical ~ Tranquility, where secluded luxury meets the vibrant heart of Old Town Key West. 🌴✨ Tucked away on an enchanting artist's lane, this villa offers an exclusive retreat you’d never stumble upon by chance. From the gated entrance to the lush, hidden oasis beyond, discover a true Caribbean-style escape right in Key West. Ready to experience paradise? 🌺 Book now! vhkw.com #VacationHomesOfKeyWest #VHKW #TropicalTranquility #KeyWestRetreat #VacationInLuxury

Looking for the ultimate luxury getaway in Old Town Key West? Welcome to Bella Grand Premier Estate, a stunning blend of historic charm and modern luxury. 🌴✨ ✅ 5 Bedrooms ✅ 5.5 Bathrooms, ✅ Sleeps 10 ✅ The Main House – A grand 2,900 sq ft 2-story oasis set toward the back of the property. ✅ The Guest House – A 1,400 sq ft 2-story retreat at the front, ensuring privacy and space for all. Inspired by romantic turn-of-the-century architecture, Bella Grand Premier Estate brings a new twist to the classic Key West lifestyle. Whether you’re lounging by the pool or exploring the historic neighborhood, this estate is designed for the ultimate island experience. Book your unforgettable stay today and indulge in true Key West luxury! 🌅🏝️ vhkw.com #VacationHomesOfKeywest #KeyWest #LuxuryVacation #BellaGrandPremierEstate

Check out our exclusive KW Beach Front vacation property in 10 seconds✨

Welcome to Part 1 of our Key West Vacation Cottages! 🌴✨ Dive into the charm and comfort of our homes, where island vibes and relaxation await. Start your journey here and stay tuned for Part 2! Reserve your dream cottage here👇🏻 vhkw.com . . . #VacationHomesOfKeyWest #KeyWestCottages #IslandEscape #ParadiseFound

Discover the iconic Designer Octagon House in Key West's Historic Seaport Neighborhood. With its distinctive five-sided front and a rich restoration history since 1976, this home blends timeless charm with 5-star resort amenities from its recent 2018 makeover. A true architectural gem that stands out in Key West! 🌟 Book it here👇🏻 vhkw.com

Time to book that flight, set your itinerary, and lock in your stay with us! 😉✈️ #KeyWest #Florida #KeyWestFlorida #KeyWestVacationHomes #FloridaVacationHomes #KeyWestVacationRental #FloridaVacationRental #WhereToStayInKeyWest #WhereToStayInFlorida #IslandLife #KeyWestExperience

Dreaming of your perfect Key West getaway but don't know which home to book? Check out this video featuring our Ultimate Key West Beach House! 👀✨ Book it here👇🏻 vacationhomesofkeywest.com #KeyWest #Florida #KeyWestFlorida #KeyWestVacationHomes #FloridaVacationHomes #KeyWestVacationRental #FloridaVacationRental #WhereToStayInKeyWest #WhereToStayInFlorida #IslandLife #KeyWestExperience

Experience Key West like a local with us! 😉 Book your stay. vacationhomesofkeywest.com #KeyWest #Florida #KeyWestFlorida #KeyWestVacationHomes #FloridaVacationHomes #KeyWestVacationRental #FloridaVacationRental #WhereToStayInKeyWest #WhereToStayInFlorida #IslandLife #KeyWestExperience

Your beautiful day starts here! 😋 Book now!👇🏻 vacationhomesofkeywest.com #KeyWest #Florida #KeyWestFlorida #KeyWestVacationHomes #FloridaVacationHomes #KeyWestVacationRental #FloridaVacationRental #WhereToStayInKeyWest #WhereToStayInFlorida #IslandLife #KeyWestExperience

This summer, let Key West be your backdrop for unforgettable moments. Are you in? ✨🏝️ . . . #VacationHomesOfKeyWest #KeyWestVibes #UltimateSummer #UnderwaterAdventure #HistoricKeyWest #BeachLife #TropicalParadise #SummerMemories #ExploreFlorida #VisitKeyWest

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About Vacation Homes of Key West

Welcome to Vacation Homes of Key West ~ VHKW, 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 dedicate ourselves to helping visitors discover the lifestyle of Key West by renting authentic privately owned homes, while managing and maintaining these homes for property owners with our hands-on care.

Our company was founded on the belief that Key West's historic homes and neighborhoods are an important tangible investment in our 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.