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November 24th
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Key West Vacation Rental Blog

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Vacation Homes of Key West (VHKW) News. We are on your favorite social networks. Friend Us, Like Us, & follow Us for updates on the latest additions to our vacation rental property inventory, and beautiful pictures of and information about Key West.

2017 Key West Holiday Vacation Rental Availability

With Fantasy Fest just finishing up, visitors are returning to Key West. While clean up of the festivities are going on VHKW is preparing for the busy season to come. We are almost fully booked for 2017 Holiday dates. If you are planing on a December trip, now is the time to make your reservation. The remaining properties with open dates are listed below.

By The Beautiful Sea

Available 12/19 - 12/26 - By The Beautiful Sea: Rate $3300 After Tax & Cleaning Total = $4065 

3BR 2BA - Sleeps up to 6
Private Ocean-View Terrace
Resort-Style Shared Pool

If you’re craving a Key West beach accommodation with a bona fide front-line view to the sea, you can instantly gratify this need with a stay in this pretty vacation rental condominium, By The Beautiful Sea.

Villa Nouveau

Available 12/19 - 12/26 - Villa Nouveau: Rate $5100 After Tax & Cleaning Total = $6253

4BR 4BA - Sleeps 8
Heated Pool
Private Sun Deck
Steps from Duval St.

A modern interior re-design has thoughtfully transformed a prosaic 'shot-gun' cottage it into the sophisticated 'L-Shape' 4 bedroom 4 bathroom pool-side courtyard Villa Nouveau. Fabulous downtown Key West location just off-Duval St. Rent separate or with Grande Dame Key West - 'The Watson House' estate.

Villa Deja Vu

Key West vacation Rental

Available 12/23 - 12/26 - Villa Deja Vu: Rate $2100 After Tax & Cleaning Total = $2838

4BR 3BA - Sleeps 8
Heated Pool - Sun Deck
Lush Pool Garden
1/2 Block Off Duval Street

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. My mind sparked and I felt an instant kinship with the surroundings.


Key West Vacation Rentals Available For New Year's

Caribbean Cottage

Key West Vacation Rental On Duval Street

Available 12/30 - 1/6 or 7 - Caribbean Cottage: Rate $3300 After Tax & Cleaning Total = $4065

Duval Street
Private Heated Pool and Bricked Courtyard
Sleeps 2-5
2 min. walk to South Beach.
Great for 2 couples + or small family

Just steps from Duval Street, this unique Key West cottage has an authentic Caribbean feel plus a private pool with bricked courtyard, with original wood planked polished floors, vintage hand-hewned beams, bright blue tile kitchen and Bahama style wooden window shutters. One of the oldest houses in Key West, exudes authentic charm with all the comforts of home.

Key West Wabi-Sabi

Rental In Key West

Available 12/30 - 1/2 - Key West Wabi-Sabi: Rate $2550 After Tax & Cleaning Total = $3345

4BR 3.5BA - Sleeps 8
Custom Interior Design
Heated Pool - Sun Deck
Steps from Duval St.

Undeniably adorable, Key West Wabi Sabi vacation rental is a celebration of authentic cottage style island living. Built in 1930, the front of the historic wooden plank house is held to vintage form with loads of original details, complete with welcoming front porch and saw-tooth tin roof.

Tropical Tadition

Available 12/26 - 1/2 - Tropical Tradition: Rate $2900 After Tax & Cleaning Total = $3571

3BR 2.5BA - Sleeps 6

A lush private tropical garden complete with large 40' X 16' swimming pool is the main focus of this unique island setting, and this traditional Key West town-home home is situated at the "pool-side" of the garden.

Lazy Iguana

Key West Lazy Iguana Rental

Available 12/30 - 1/6 - Lazy Iguana: Rate $5300 After Tax & Cleaning Total = $6618

Large Private Swimming Pool
with Spacious Outdoor Cabana
4BR 3.5BA Main house plus Studio Cottage
Sleeps 8

During the months of May through January 2,  this genuine Key West combo of our Private Pool Garden Villa plus a classy private studio cottage that adjoins the property can be your very own get-away.




Summertime Things to Do (on the water)

There's nothing better to do in the summer than be out on the water. The surrounding oceans of Key West provide plenty of possible activities to fill everyday for everyone from those who have never seen the ocean to confident boaters and spear-fisherman. The only way you can miss out on your summertime vacation in Key West is if you spend every day on land! Read More

Parks, Picnics, and Playgrounds

A local Key Wester takes you on a tour of some of his favorite public places on the island. This guide will take you to a number of Key West parks, beaches, and points of interest you probably don't know about. If youre someone who enjoys to picnic, exercise, or just relax with a book under a palm tree, be sure to check out some of these spots to spend your day with local knowledge. Read More

Available Properties For The 4th of July, 2017

Key West loves the 4th of July and there is plenty of family fun to be had. At VHKW, we have many privately owned vacation rentals that are perfect to host you own 4th of July celebration. Read More

Vacation Homes of Key West - VHKW Hosts Business After Hours With The Chamber of Commerce

As members of our local Key West Chamber of Commerce, VHKW staff enjoy participating in the regular chamber events. Key West is a unique island community, and gathering face-to-face for a business social, always promises a fun event and an opportunity to build on our commitment to sustain and develop locally owned and operated business with other local merchants. Read More

7 Mellow Ways to Beat the Key West Rainy Day Blues

Just because the sun isn't out now doesn't mean there's nothing to do! These seven suggestions for rainy day activities will keep you off the standard tourist track and let you keep living your vacation to the fullest. Museums, beach walks, and pools are just some of the many ways locals enjoy the rain and you can too. Read More

New Truman Annex Weekly Vacation Rental

Check out the latest addition to our vacation rental inventory. With its 3 bedrooms and fantastic location next to Fort Zachary Taylor state park and beach, this new rental can accommodate families up to 8 people. Read More

New Sunset Key Monthly Rental

We are excited to announce the addition of this beautiful private island vacation rental into our inventory. A 10 minute ferry ride from Key West, this home is perfect for those looking to escape the hustle and bustle but still want access to the action. Read More

Spring in Key West

The latest spring time deals on some great properties. You'll be surprised with what you find! Read More

Key West Winter Rentals

Winter is high season in Key West. Check out what's left in our inventory for exclusive deals on gorgeous luxury homes. Read More

Happy New Years from VHKW!

New Years in Key West remains one of Key West's most spectacular displays of personality. For such a small island, the festivities are astronomical, even gaining national television coverage. Key West delivers all that you would hope with its several "ball drops" (with a local spin), wild parties, but still provides options for those who want to stay out of the thick of the crowd. New Years Eve always makes for a fantastic night out on the town. Read More

Latest Pins On Pinterest

Beautiful shallow flats of the Lower Florida Keys. #floridakeysflats
This is a Coopers Hawk that was rescued by Michael Shields and taken to the Key West Wildlife Center. #keywestwildlife #coopershawk
The ‘Eye wall of hurricane Irma.’ Fantasy Fest Key West Masquerade March. Locals favorite. #keywestfantasyfest #fantasyfest2017 #keywestmasquerademarch
Loco locals. Masquerade March. Fantasy Fest Key West 2017.
Beefaroni Shots. Fantasy Fest Masquerade March 2017. Key West locals parade.
Virginia Wark wins 2nd Place at the Headdress Ball - Key West Fantasy Fest 2017.
Key West sunrise. Photo by Richard Klitenick. #keywestsunrise
Channeling their inner-hippie, Bill and Linda Klipp trip the light fantastic for ‘Wharfstock’ at Key West Fantasy Fest 2017. #keywestfantasyfest
The infamous Key West ‘Chicken Lady.’
When you wake up to this in the morning, the rest of the day seems pretty darn Awesome!! #Ilovekeywest #keywestsunrise