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Vacation Homes of Key West - VHKW

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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

02/11/2025

For couples seeking a truly memorable getaway, Key West offers a blend of natural beauty, unique experiences, and unparalleled charm.

Here’s how to make the most of your romantic escape:

1️⃣ Relax on pristine beaches like Smathers or Fort Zachary Taylor. Walk along the shoreline, swim in turquoise waters, and unwind with a piña colada in hand.

2️⃣ Dine seaside at Louie’s Backyard, enjoy wine and tapas at Santiago’s Bodega, or savor a fine surf-and-turf meal at Prime Steakhouse. Don’t skip dessert at Better Than S*x, known for its playful and indulgent creations.

3️⃣ Explore local wine spots like Gran Vin, Viv Wine Bistro, or Vino’s on Duval, offering tastings, pairings, and Key lime wine.

4️⃣ Sail into the evening on a catamaran with champagne in hand. Some cruises even include extras like dolphin sightings.

5️⃣ Book a couples massage or pamper yourselves with spa treatments that include body wraps and aromatherapy.

6️⃣ Explore vibrant coral reefs, part of the only living reef system in the continental U.S., brimming with marine life.

7️⃣ Learn to make Key West’s iconic Key Lime Pie in a fun, hands-on class.

8️⃣ Visit iconic landmarks like Hemingway’s House, Mallory Square, or the Southernmost Point. Take a trolley tour to see it all.

9️⃣ Charter a seaplane to Dry Tortugas National Park or take the Overseas Highway to explore the other Keys.

For privacy and comfort, a vacation rental with a private pool or ocean views is the perfect base for your adventure. Key West is ready to make your romantic getaway unforgettable.

Book your Key West retreat
vhkw.com

02/09/2025

Welcome to The Old Town Caribbean Estate, a sprawling 10BR retreat blending Victorian elegance with Caribbean charm.

Gated, spacious, and designed for family & friends to stay together, this estate features lush gardens, a private pool, and multiple decks for the perfect island escape.

Just 3 blocks from the Historic Seaport, you’re steps from the best of Key West.

📍 Sleeps 20-21 | Weekly Rental

Book your stay
vhkw.com

02/07/2025

The iconic blue porch welcomes you to this 1BR, 1.5BA Old Town retreat, restored with meticulous craftsmanship and filled with Key West character.

Enjoy the lush private garden, saltwater dipping pool, and hand-crafted interiors, all within walking distance of the island’s best spots.

Available for monthly rental.
vhkw.com

02/04/2025

Looking for the perfect stay for your romantic Key West getaway? Here are some tips to help you choose:

🌺 For ultimate privacy, opt for a secluded villa with a private pool and garden.

🌺 For breathtaking views, a seaside condo or penthouse is ideal for enjoying the famous Key West sunsets.

🌺 For convenience, stay near Duval Street to be close to vibrant dining, shopping, and nightlife.

We have an array of properties across the island to choose from, whether you want to stay close to downtown on Duval Street or in a secluded villa on Sunset Key.

Browse weekly and monthly Key West rentals.
vhkw.com

02/03/2025

Nestled on a quiet, tucked-away lane, Casa Bella Petite le Bleu is a rare find—a historic home that blends timeless beauty with modern comfort. Built in 1889 and honored with the Historic Florida Keys Foundation Preservation Award, this 2BR, 2BA cottage is a true Key West treasure.

Book your monthly stay and experience the magic of Key West like a true local.
vhkw.com

01/29/2025

Gather your extended family or closest friends for an unforgettable Key West reunion at Flower Power and Coco’s Poolside Retreat.

This gated compound offers two spacious homes, a large swimming pool, and a tropical garden oasis – everything you need to relax and reconnect.

Sleeps 20-22!

Book your retreat.
vhkw.com

01/28/2025

DID YOU KNOW? 🐓 Key West’s colorful roosters are more than just noisy neighbors – they’re the island’s unofficial mascots! Once brought for cockfighting (thankfully outlawed), these feral birds now roam free and are a protected part of Key West’s quirky charm.

Spot one on your visit!

01/27/2025

Escape to Sweet Sunshine Garden Flat, a Caribbean cottage-style flat near the beach and Old Town.

Bright, cozy, and full of charm, this flat features a private garden patio where you can soak up the tropical vibes.

Available for weekly rental.

Book your stay.
vhkw.com

01/22/2025

The Blue Llama Estate Compound is a one-of-a-kind retreat in Key West. With two private homes, a stunning pool, and lush tropical surroundings, this spacious property is Ideal for extended families or a group of friends.

7-Bedroom, Sleeps 14. Available for monthly rental.

Book your stay.
vhkw.com

01/19/2025

Your Key West vacation should feel like you’re living island life, not just visiting.
⁠
From intimate cottages to luxury estates, each of our homes reflects the charm and character of the island itself.
⁠
✅ Wake up to ocean breezes.
✅ Stroll historic Old Town.
✅ End your day with a Hemingway-approved mojito on your private patio. 🍹

Live your best island life – the authentic Key West way.

Book your stay.
vhkw.com

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

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

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

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

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

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

01/01/2025

Welcome 2025! Happy New Year, everyone.

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! 🌺

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

Website

https://vacationhomesofkeywest.com/

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POV: You’re living the Key West dream at a home so iconic it’s been on HGTV. 🌴✨ Welcome to the Classic Key West Estate—where history, charm, and a whole lot of island magic come together. #VacationHomesOfKeyWest #VHKW #KeyWestLife #IslandVibes #StayClassicKeyWest

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

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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.