Key West Vacation Rentals For Social Distancing
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info@vhkw.com
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September 18th
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Key West ~ Vacation Rentals For Social Distancing

Rental houses in Key West for Social Distancing - Retreat to Key West in a private one-of-a-kind single-family home, cottage, or estate. Enjoy a social distance vacation and / or work remotely within the privacy of your own home rental. Amenities include private swimming pools, spas, and fenced tropical gardens.

These private vacation homes include weekly and monthly rentals and range from one to eleven bedrooms. Choose unique architectural styles from Key West cottages, Victorian, to modern.

View our exclusive Key West vacation rentals. Vacation Homes of Key West can help you find the perfect vacation rental for your next Key West vacation. Don't pay booking fees, save money by booking directly with VHKW today.

* PLEASE NOTE: Some properties displayed may not be available for rent due to other inquiries and pending reservations. Please contact our office to be sure of availability. info@vhkw.com or 305-294-7358 ext. 1

There are no properties available that fit all of your search options. Please contact our office if you would like assistance. info@vhkw.com or 305-294-7358 ext. 1


seaport treasure estate

Standard Rates: $16000 - $26750 per month

6BR 6.5BA - Sleeps 12
Luxurious Estate ~ 2 Houses plus Guest Cottage = Private Residential Resort
Gated and Grand
Premier Historic Seaport location! Steps from the boardwalk.

A whole vacation experience for the entire family. Rent this estate and live in luxury in the most requested Historic Seaport location in Key West. Three historic dwellings are seamlessly joined to become one private luxury Key West rental estate. A combination of unique design elements impart that elusive je ne sais quoi of island architectural history. Rent the best of Key West!


the meeting point   key west

Standard Rates: $10725 - $21350 per week

11BR 11BA - Sleeps up to 22
2 heated swimming pools (1 with Spa Jets)
Steps from the 500 block of Duval Street
3-story historic Victorian home plus new 4 BR villa

"Let's stay together ... for a week or more." Start calling your family and make a plan. If you’re looking for luxury and plenty of room, The Meeting Point Key West is the grandest vacation rental licensed to rent weekly in Key West, both in stature and style. 7 BR 7 Full BA elegant Victorian Mansion plus 4 BR 4 Full BA luxury villa. 


modernistic key west luxury home
New

Standard Rates: $7500 - $17000 per month

4BR 3BA - Sleeps 8
Modernistic 3BR Home + Studio Cottage
Premier Resort-Style Living
Upscale Minimalist Interior
Private Heated Pool
Multi-level decks / bricked courtyard
Rooftop with panoramic views

Avant-garde home melds flawlessly with a free-standing luxury studio cottage via private pool-garden. Minimalist interiors, floor to ceiling windows, architectural ceilings, sleek built-in cabinetry, Viking chef’s kitchen, all enhance the clean modernistic design. A unique signature to Key West resort-style contemporary living.

 


key west wabi sabi
special rates available

Sept 18- Oct 8
Oct 21- Oct 31

Weekly $3400
Nightly $725

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Standard Rates: $3500 - $7140 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.


ultimate key west beach house  sunset key ~ vip

Standard Rates: $16000 - $26750 per month

5BR + Den 6BA - Sleeps 10-12
Private Tropical Resort Island
Front Line Ocean Views
White Sandy Beaches
Custom Fantasy Swimming Pool w/ Waterfalls

Sit back, relax, and choose your favorite mesmerizing view from one of the magnificent private decks on this private island property, 500 yards from the ''main island' of Key West.  Unhurried sunrise, serene sunset, warm turquoise waters, and white sandy beaches – from any direction, it’s divine.


the grand marshall house ~ key west
New
special rates available

Months of Sept/Oct
available for a reduced price
Monthly $8500

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Standard Rates: $9000 - $25000 per month

4BR 3BA - Sleeps 8 - 10
Grand Luxury Estate Home
Historic Seaport Neighborhood
Heated Pool w/In-ground Jacuzzi
Propane Fireplace
Wrap-around Verandas

Entertain in grand style in the open living & formal dining room and outdoor pool-side chill-out room. Estate home built from original heart-pine wood, the interior is re-fit to be grand with polished Brazilian tigerwood floors and stunning mahogany open-beams on 12-foot ceilings. Built-in propane indoor/outdoor fireplace. Wrap around covered porches on the 1st and 2nd floor, and multi-level decks and covered porch create outdoor living spaces. 


classic key west estate
special rates available

Sept 18- Sept 30
Oct 12- Oct 17
Oct 24- Oct 31
Weekly $6600
Nightly $1400

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Standard Rates: $6575 - $12810 per week

7BR 5BA + 1 half BA - 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.


heavenly hideout at rainbows end
special rates available

Sept 18 - Oct 15
Oct 19 - Oct 31

Weekly $3200
Nightly $625

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Standard Rates: $3500 - $7140 per week

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

 


key west island village cottage
New

Standard Rates: $3800 - $8700 per month

2BR 1.5 BA - Sleeps 2-6
Award Winning Historic Cottage
Private Dipping Pool in Tropical Garden
Great For Small Family
Historic Seaport Neighborhood
5 Minute Walk to Seaport Docks

Story-book charm, originally built in 1860, a restoration won it the coveted Star Award by the Historic Florida Keys Foundation, in 1995. Situated on famous Southard St., in the Historic Seaport neighborhood, its unique character has so captured lovers of Key West homes and gardens, that it’s been featured in two books - Mary Emmerling’s American Country Cottages, 1993, and again in Key West Gardens and Their Stories, Frawley-Holler, 2000.


the caroline house
special rates available

Sept 20 - Sept 28
Oct 11- Oct 18
Weekly $5000
Nightly $975

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Standard Rates: $4750 - $9695 per week

5BR 3BA Classic Victorian Estate
Sleeps 10
3 BR Main House plus
2.5 BR Caribbean Bungalow
Heated Pool
In-ground 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.


little red pool garden cottage

Standard Rates: $3600 - $6230 per month

2 BR 1 BA
Sleeps 2 - 4
Private Pool
Idyllic Pool-Garden Island Cottage
Close to the Beach
Quiet Neighborhood on lane less traveled

‘Heads Up’ to all of you incurable romantics who are looking for the perfect Old Town Key West garden cottage retreat close to the beach. Dream worthy and authentic, it’s a little bit like ‘Little Red Riding Hood’s cottage merges with a ‘Fantasy Island’s’ private pool garden,’ and the two are seamlessly blended.


designer octagon house of key west
New

Standard Rates: $20000 - $30000 per month

4BR 4.5BA - Sleeps 8
Famous Iconic Victorian Estate
Extraordinary Designer Home
Expansive Resort-Style Gardens
Large Swimming Pool
Wrap-around Verandahs

Standing prominently in the sought-after Key West Historic Seaport Neighborhood, this iconic designer octagon Victorian house is often feaured in notable architectural publilcations. Purchased and restored by superstar designer Angelo Donghia in 1976, and purchased in 1981 by famous designer Calvin Klein, it raised the bar on historic home renovation in Key West. Today is stands as a phenomenal paradise home with luxury designer decor and 5-Star amenities. Truly an amazing historic and top-of-the-line place to stay in Key West.


ocean view luxury villa

Standard Rates: $4280 - $9300 per week

3BR 4BA – Sleeps 6-8
Ocean View / Sun Deck
Private Heated Pool
Key West Truman Annex Neighborhood
Short Walk to Beach and Key West Waterfront Park Amphitheater
Pet Friendly

Gorgeous Old Town Key West Ocean View Luxury Home in immaculate gated neighborhood! Holding an enviable spot in Key West’s gated community of Truman Annex, this classic home offers an open water view, easy beach access, and is a short walking distance to Duval Street and downtown Old Town Key West..


amelias hideaway
special rates available

Sept 26 - Oct 3
Oct 21 - Oct 28
Weekly $3900
Nightly $750

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Standard Rates: $3850 - $8190 per week

4BR 4BA - 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."

 


down island digs
special rates available

Sept 26- Oct 10
Oct 24 - Oct 31
Weekly $1800
Nightly $400

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Standard Rates: $2000 - $4690 per week

2BR 2BA
Sleeps 2 - 6
1/2 block off Duval Street
Traditional Key West Cottage-Style Charm
Hidden Large Back Yard Rare for Downtown Location
Private Manicured Pool-Side Garden.

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

 


villa deja vu key west
special rates available

Sept 18 - Oct 1
Oct 17 - Oct 31
Weekly $3900
Nightly $750

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Standard Rates: $3850 - $8190 per week

4BR 3BA - Sleeps 8-10
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.


tropical tranquility
special rates available

Sept 20 - Oct 15

Weekly $4100
Nightly $1000

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Standard Rates: $3975 - $8890 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.

 


pavilion villa
special rates available

Sept 18 - Oct 10

Weekly $3900
Nightly $825

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Standard Rates: $3850 - $8190 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.


on hemingways rounds

Standard Rates: $4600 - $9600 per month

3BR 2BA - Sleeps 6
Private Spa Garden with Pool & Waterfall
1/2 block off Duval St.

On Hemingway's Rounds, is an inspired renovation of a classic 1930's ‘American Bungalow’ redone Key West style.  While the street side remains true to the original casual arts-and-crafts form, the interior now boasts an elegant simplicity that meets even the most discerning of modern tastes.

 


key west dreamin
special rates available

Sept 26 - Oct 4
Oct 11- Oct 16

Weekly $2200
Nightly $450

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Standard Rates: $2350 - $5390 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.