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info@vhkw.com
Key West Time
February 23rd
5:05pm · 81°F
 
 

Vacation Rental Discounts and Special Rates

* PLEASE NOTE: The following special rates are a one time offer for the properties listed below. The rates and terms are subject to change without notice. For more information on terms and pricing please see our Rental Policies And Procedures. For faster response & more details please call 305-294-7358 ext. 1 or e-mail info@vhkw.com.

There are no special deals at this time.


flower power house
special rates available

Apr 9- Apr 12
Apr 15- Apr 19
Apr 22- Apr 25
Nightly $800


Standard Rates: $3950 - $8100 per week

5-6BR (Sleeping Porch) - Sleeps 12+
Attached 1BR Cottage
Overlooks Large Tropical Garden Large Shared Pool.
Boho style. Great value.
Easy walk to Higgs Beach

Boho beautiful, the free-spirited presence of the Key West Flower Power House has much more in common with the 'real Key West'  than the shiny hotels around town.


heavenly hideout at rainbows end
special rates available

Mar 5- Mar 10
Mar 17 - Mar 22
Apr 8- Apr 20
Apr 24- May 1
Weekly $4400
Nightly $650


Standard Rates: $3500 - $6825 per week

4BR 4BA - Sleeps 8
Famous Mile 0 Location
1 block off Duval Street.
Custom Interior Design
Private Heated Pool starting August 1, 2017
Sun deck on ground level

Welcome to the end (and the beginning) of the road. There aren’t many places in the world where you can say you’re both beginning and ending your journey at the same time.  But when you rent this Heavenly Hideout Key West penthouse, you’re spot on, and you can do exactly that.

 


dancing palms villa
special rates available

Mar 3 - Mar 10
Mar 17- Mar 24
Weekly $2500


Standard Rates: $1850 - $3525 per week

2BR 2BA - Sleeps 4
Manicured Tropical Swimming Pool Garden
Shared Heated Pool
Walk to Duval St. in 3 minutes

I must confess, there’s something about walking along an exotic tropical pool-garden path that sends me to an instant state of calm. 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 of Windward Park.

 


key west mile zero suite
special rates available

Apr 8- Apr 20
Weekly $2250


Standard Rates: $2500 - $4000 per week

2BR 2BA - Sleeps 4
2nd FL Condo Suite plus private back deck on ground level
Downtown - 1 block off 500 block of Duval Street near Margaritaville
Private Heated Pool starting August 1, 2017
Sun deck on ground level

When taking a selfie at the iconic Key West Mile Marker 0 just isn’t enough, now you can luxuriously live right next to this famous landmark ... in luxury and style!


key west sunset sojourn
New
special rates available

March ~ $15000


Standard Rates: $10000 - $17000 per month

2BR + Office 3BA - Sleeps 6
Private Tropical Resort Island
Roof Top Viewing Deck
White Sandy Beaches
Oasis Swimming Pool

Imagine the ultimate Key West dream home that feels like a faraway oasis - where you can watch crowning tropical sunsets from a private rooftop deck. Someplace truly extraordinary, elegant yet also comfortable – a sojourn on a private island surrounded by sparkling turquoise waters and balmy breezes. 


by the beautiful sea ~ a key west beach front condo
special rates available

Mar 17 - Mar 24
Apr 7- Apr 14
Apr 21- Apr 28
Weekly $2600
Nightly $500


Standard Rates: $1800 - $3975 per week

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.


cockadoodle cottage
special rates available

Apr 11-Apr 22
Weekly $2100
Nightly $400


Standard Rates: $1700 - $3275 per week

2BR 2BA (with Jacuzzi Bath Tub) - Sleeps 4-6
On Upper Duval St. - 1 min walk to South Beach.
Great for 2 couples or small family.

Key West cottage architecture has been time-tested in island life and culture in this infamous little wooden 'cigar maker's' cottage located on famous Duval Street, at the 'classier upper-end.'

 


island brownstone
New
special rates available

Mar 11 - Mar 29 ~
Weekly $2900


Standard Rates: $1900 - $3950 per week

2BR 2.5BA - Sleeps 4-6
Stroll to downtown Old Town Key West
Short walk to Fort Zachary Taylor Park and beach

An exclusive island style brownstone town home offers a dramatic and spacious layout with features and details that include extra high ceilings, artistic crown molding, lots of windows and French doors. It is perfectly nestled in Key West’s most prominent gated waterfront neighborhood known as ‘Truman Annex.’


penthouse on duval
special rates available

Apr 10- Apr 19
Weekly $3900
Nightly $700


Standard Rates: $2900 - $6100 per week

4BR 4BA + (2 1/2 BA) - Sleeps 8
2 Kitchens
Entire 2nd + 3rd floors of the building
Porch overlooks Duval Street in the 700 Block.
Spacious deck in the back.
Adult Location

Perfectly staged on Duval Street Key West, this unique downtown Key West rental received a major renovation to become the  fabulous "Penthouse On Duval." Stroll to South Beach and Mallory Square. Plenty of room to spread out. Enviable Fantasy Fest location!  Mallory Square and the beach.


caribbean cottage ~ duval street key west
special rates available

Apr 7-Apr 10
Apr 16-Apr 21
Nightly $400


Standard Rates: $1850 - $3850 per week

2BR 2BA
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
special rates available


Mar 21 - Mar 24
Apr 6- Apr 23
Weekly $4400
Nightly $700


Standard Rates: $3500 - $6825 per week

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.


down island digs
special rates available

April 7- April 14
Weekly $2400
Nightly $475


Standard Rates: $1900 - $4250 per week

2BR 2BA - Sleeps 2-6
1/2 block off Duval Street
Unique large private manicured pool-side garden.

Everything about "Down Island Digs" adds up to make a precious private garden cottage. Sitting in the mature tropical tree garden in the hidden back yard, you would never know you're just 1/2 block off Duval Street.

 


villa deja vu key west
special rates available

Feb 24 - Feb 28
Mar 8 - Mar 17
Apr 7- Apr 26
Weekly $4900
Nightly $850


Standard Rates: $3500 - $7500 per week

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.


classic key west estate
special rates available

Mar 10 - Mar 17
Mar 24 - Mar 31
Apr 7- Apr 10
Apr 22- Apr 26
Weekly $6950
Nightly $1500


Standard Rates: $5900 - $12100 per week

7BR 5BA - Sleeps 12-14
Heated Pool
Lush Tropical Gardens
Famous Historic Seaport neighborhood
Stroll to Duval St.

Classic Key West Estate is one of the few grand centurion wooden estate homes plus pool-side cottage, with private deck and swimming pool, licensed to rent weekly in the Historic Seaport neighborhood. It is located on famous Fleming St. with beautiful curb side appeal.


key west spa villa
special rates available

Mar 13 - Mar 17
Apr 7- Apr 12
Nightly $750


Standard Rates: $3600 - $7500 per week

4BR 4BA - Sleeps 8
Dipping Pool w/ Waterfall
Large Hot Tub
Sun Deck
Just off Upper Duval Street

This proud 1890's 'cigar maker's cottage, just off Duval Street, has been lovingly transformed into a stylish 4 bedroom, 4 bathroom spa villa. Captivated by the uninhibited yet wonderfully elegant Key West island life-style, the designer created a fabulous balance of opposites.


vintage luxury cottage
special rates available

Apr 14- Apr 18
Apr 23- April 28
Nightly $375


Standard Rates: $1800 - $3800 per week

1BR 1BA - Sleeps 2-4
Duval Street
Hidden pool and courtyard.
2 min. walk to South Beach. Perfect couples retreat.

Vintage Luxury Cottage - An elegant Cottage with Private Heated Pool. "Best Kept Key West Secret."


a tropical tradition
special rates available

Apr 4- Apr 19
Apr 22-May 1
Weekly $2500
Nightly $450


Standard Rates: $1750 - $3770 per week

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.


tropical tranquility
special rates available

Apr 14- Apr 26
Weekly $5500
Nightly $1150


Standard Rates: $3900 - $8575 per week

4BR 3.5BA - Sleeps 8
Heated Oasis Swimming Pool
Private Manicured Pool Garden
Little lane in the Heart of Old Town Key West

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 may sound like a poetic abstraction, but for this masterful property with 5-Star amenities, the distinction is definitely real.

 


city island view
special rates available

Mar 10- Mar 17
Apr 8- Apr 19
Apr 24- May 1
Weekly $1975
Nightly $400


Standard Rates: $1550 - $3600 per week

2BR 2.5BA - Sleeps 4
Best for Adults
Great view of Duval St. below in the 700 block.

Perched just above the fun and frolic of Duval Street you're sure to capture the "island beat" that stirs this tiny tropical island of Key West, Florida. Easy stroll to Mallory Square and South Beach.


havana moon
special rates available

Feb 24 - Mar 2
Nightly $500
Six Nights $2500


Standard Rates: $1900 - $4250 per week

2BR 2BA - Sleeps 4-6
Private Swimming Pool
On Upper Duval St. - 1 min. walk to South Beach.
Great for 2 couples or small family

Open the front door of this hand crafted Key West cottage and look south toward Havana Cuba and you'll catch a view of the ocean where the full moon rises with a soft salt southern breeze.

 


pavilion villa
special rates available

Feb 24- Mar 3
Apr 9- Apr 14
Weekly $5100
Nightly $850


Standard Rates: $3600 - $7500 per week

4BR 3BA - Sleeps 10
Unique 2 Cottage Design
Heated Pool - Sun Deck
Deck + Balconies
1/2 Block Off Duval Street

A Private Tropical Paradise... is the feeling you get when you enter the pavilion of this extraordinary award winning villa just a half block off Duval St. in Old Town Key West.


cocos poolside retreat
special rates available

Feb 24 - Mar 1
Mar 4- Mar 11
Apr 8- Apr 29
Weekly $2500
Nightly $425


Standard Rates: $1750 - $3770 per week

3BR 2.5BA - Sleeps 6-8

The artist-owner of this sun-lit pool-side town-home has created a delightful living space that welcomes you to an authentic tropical life-style in a unique Key West "pool garden compound."


starlight siesta
special rates available

Mar 3 - Mar 9
Mar 24 - Apr 3
Apr 10- Apr 19
Weekly $1975
Nightly $400


Standard Rates: $1500 - $3600 per week

2BR 2.5BA - Sleeps 4
Private back deck at end of lane off Duval St. in the 700 block. Island urban. Best for Adults.

Cleverly staged in the island's city center, this downtown Key West rental is located in the 700 block of Duval Street, at the end of a narrow urban 'dead end' lane. Completely hidden from view on the 2nd and 3rd levels, spacious and creative renovation. Easy stroll to Mallory Square and South Beach.


twice as nice
special rates available

At 17- Apr 21
Nightly $700


Standard Rates: $3600 - $7500 per week

4BR 4BA Sleeps 8-10
Heated Pool
2 Sun Decks
2 Kitchens
On Upper Duval St. - 1 min. walk to South Beach

"Two is definitely better than One!" A rare set of early 1900's twin-cigar maker's cottages are both adorable and elegant and a perfect solution for a discerning group who want to lodge together in luxury but require maximum privacy.

 


garden suite
special rates available

Apr 9- Apr 12
Apr 15- Apr 19
Apr 22-Apr 25
Nightly $375


Standard Rates: $1975 - $3500 per week

3BR 2BA - Sleeps 6
Garden Suite
Vacation Rental
Large covered porch steps to large tropicial garden with very large shared pool. Boho style. Great value.

The allure of the bohemian style Garden Suite vacation rental comes from its one-of-a-kind architectural design, the original wood it is built with, the fun decor, and its authentic Key West pool garden setting. Garden Suite offers over 1200 square feet of living space and features a large living room with cathedral ceilings.


the caroline house
special rates available

Apr 14- Apr 17
Apr 22- Apr 28
Nightly $1150
Six nights $5900


Standard Rates: $4500 - $9375 per week

5BR 3BA Classic Victorian House - Sleeps 10
Plus 2BR 1/2 story Caribbean Bungalow
Heated Pool
Jacuzzi
Large Private Garden

An exceptional degree of refinement was reserved for the sophisticated renovation and décor of this circa 1930’s Key West Victorian house plus Caribbean bungalow cottage. Displaying a perfected tropical style the architect and designer artfully intertwined a romantic look-back into architectural history with a superior eclectic cosmopolitan island charm.


villa nouveau key west
special rates available


Apr 1 - Apr 4
Apr 8 - Apr 14
Apr 18- Apr 21
Six Nights $4500
Nightly $850


Standard Rates: $3600 - $7500 per week

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.

 


key west dreamin
special rates available

Apr 7- Apr 10
Apr 14- Apr 19
Apr 24- Apr 28
Nightly $500


Standard Rates: $2300 - $4875 per week

2BR 2BA - Sleeps 4-6
Heated Pool
Private Bricked Courtyard
Lush Landscaping

This Old Town Key West premier rental home offers all the luxury amenities, including a privateback yard pool garden. Situated in a charming Upper Duval neighborhood, a stroll through the neighborhood is to rendezvous with an important part of our island's rich cigar and rum history.

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