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.


heavenly hideout at rainbows end
special rates available

March 25- April 1
April 8- April 22
$3750/week
$750/night


Standard Rates: $2900 - $6700 per week

4BR 4BA - Sleeps 8
Famous Mile 0 Location
1 block off Duval Street.
Custom Interior Design
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.

 


flower power house
special rates available

March 25- April 1
April 1- April 8
$4900 per week
$800/night


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.


cockadoodle cottage
special rates available

March 26-April 2
April 1- April 8
$1900 per week
$400 night


Standard Rates: $1700 - $3225 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.'

 


amelias hideaway
special rates available

March 25- April 1
April 15-April 26
$4000/week
$750/night


Standard Rates: $3600 - $7400 per week

4BR 3.5BA - Sleeps 10
Heated Pool
Expansive Roof-Top Deck
Steps from Upper Duval Street

"In-the-know" travelers who return to Key West love to choose the more elegant area of Upper Duval St. as their favorite area to stay ... "Amelia's Hideaway."

 


key west wabi sabi
special rates available

March 26 - April 1
April 15-April 22
$4000 per week
$750/Night


Standard Rates: $3500 - $6700 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.


villa on the green
New
special rates available

April 1- April 30
Monthly $3500


Standard Rates: $3000 - $5900 per month

3BR 2BA - Sleeps 6
View of Golf Course
Private Covered Back Deck
2 Shared Swimming Pools
Lush Tropical Landscaping
Wild Life Viewing
15 minutes from Old Town

When you awaken each day, and ponder your plans …

To tee, or not to tee: that is the question.

Whether ‘tis nobler to gaze at the peaceful scenery,

Or to take swings at golf balls on a sea of greens,

And by opposing end them? To relax: To live the Key West dream: 


villa deja vu key west
special rates available

March 25 - April 1
April 1- April 8

$4000 per week
$750 /night


Standard Rates: $3500 - $7400 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.


key west spa villa
special rates available

March 25- March 28
April 5- April 8
April 15-April 27

$4000/week
$750 Night


Standard Rates: $3600 - $7400 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.


tropical tranquility
special rates available

April 1- April 19

$5000 per week


Standard Rates: $3900 - $8500 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.

 


a tropical tradition
special rates available

April 1- April 8
weekly $2200
nightly $425


Standard Rates: $1750 - $3670 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.


pavilion villa
special rates available

April 1- April 8
April 15-April 22
Weekly $4000


Standard Rates: $3600 - $7400 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.


secret courtyard cottage quartet
special rates available

March 25- April 1
April 1- April 8
April 16-April 30
$1750 per week
$375/night


Standard Rates: $1475 - $2800 per week

2BR 1BA - Sleeps 2-5
Private Renovated Cottage
Private Jacuzzi Tub
Steps from Duval St.

Welcome to a little piece of hidden paradise you never knew existed. Once you're nestled into this hideaway, you'll never know you're right in the center of Old Town Key West.

 


grande dame key west
special rates available

April 1 -April 8
$8000
$1800/night


Standard Rates: $6750 - $12920 per week

7BR 7BA - Sleeps 16
Amazing Historic Luxury Mansion
Heated Pool - Private Sun Deck
Steps from Duval St.

This award winning renovation of a 3 - story Key West mansion is by far one the rarest private estate Key West rentals offered as a single-family vacation home available by the week. Steps from Duval Street.


havana moon
special rates available

April 1 - April 8
April 15- April 22
$2350/week
$450/night


Standard Rates: $1900 - $4175 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.

 


city island view
special rates available

April 9-April 15
6 nights 41800
nightly $400


Standard Rates: $1500 - $3500 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.


twice as nice
special rates available

April 1 - April 8
$4000 week


Standard Rates: $3600 - $7400 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.

 


lazy iguana
special rates available

April 15- April 22
$4000/week
$750 nightly


Standard Rates: $3500 - $6600 per week

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.

Sort Properties


Rental Period



Vacation Rentals

Sunset Key

sunset key

Villas

villas

Cottages

cottages

Condos

town houses and condos

Suites

suites

Compounds

compounds

Penthouses

penthouses

Estates

estates