* 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.
2BR 1.5BA
Nov 12 -Jan 2
Monthly $5300
Standard Rates: $450 - $9965 per month
2BR 1.5BA
Sleeps 2 - 4
Limited Edition 2-Story Condo
2 Streets from Historic Seaport
Private Porches and Courtyard Garden
Hidden from View in Heritage Building
Magic happened when this Key West wooden heritage building was redesigned. Now offers limited-edition condominiums. A case in point is this 2BR 1.5BA Seaport Hideaway. Architecturally intriguing. Epic historic atrium stairwell. Masterfully tucked away on Fleming Street. A special residence ideally located 2 short blocks from the docks, at the Key West Historic Seaport neighborhood.
2BR 1BA
Oct 31 - Nov 30
Monthly $4500
Dec 1- Jan 2
Monthly $4800
Standard Rates: $4200 - $8265 per month
2BR 1BA
Overlooks large historic Meditation Garden
Quiet living
One Set of Stairs
Close to Higgs Beach
Discretely built back off the street to quietly overlook an historic tropical garden, this Elegant Key West Tree House, encompasses the entire 2nd floor of a beautifully renovated 1930’s building. Perched among mature tropical trees, the 1200 square foot 2nd floor flat is situated on a quiet road in the exclusive Old Town Casa Marina neighborhood. With a wide wooden covered porch spanning the front of the house, every room still has the original casement windows providing a fabulous look-down view of different garden scenes.
2 BR 2.5 BA
Monthly
Dec 1 - Dec 31
Monthly $9500
Standard Rates: $6200 - $17610 per month
2BR 2.5BA - Sleeps 4
Located in Small Gated Enclave w/in Truman Annex Neighborhood
Large Shared Heated Pool and Jacuzzi
Private Gate is Steps to Downtown Old Town
Short stroll to Truman Waterfront Park and Ft. Zacharay Taylor Beach
Close your eyes for a moment and take a deep breath ... Now imagine yourself on an extraordinary Old Town Key West vacation. This luxury townhome vacation rental stands on a serene street, tucked in a tiny enclave called Key West Porter Court. A bit of a secret, it’s nicely hidden within the stunning neighborhood of Truman Annex where the gated grounds are park-like and immaculate. It’s as if you’re in a dream.
2BR 3BA
Nov 1- Nov 30
Monthly $10900
Standard Rates: $9900 - $21930 per month
2BR + Office 3 BA
Sleeps 4
Private Roof Top Viewing Deck
White Sandy Beaches
Garden Oasis Swimming Pool
Private Tropical Resort Island
Sunset Sonnet Luxury Villa provides an exclusive private island experience with all the amenities of resort living. A colonial - modern 2-story private luxury home. Wrap around porches overlooking pool gardens. Manicured beaches, tennis, award winning restaurant close by, 5-Star amenities. Experience the peace of living on a tiny island with no cars. To stay on Sunset Key is to be in secluded surroundings, just a 15-minute ferry ride from downtown Key West.
1 BR 2 BA
Nov 5 - Dec 31
Monthly $5400
Standard Rates: $4900 - $9150 per month
1BR 2BA
Sleeps 2 - 4
Stunning 2-Story Luxury Condo
Hidden in a Heritage Victorian
Private open-air deck
Shared Zen-pool and spa
2 Streets from Historic Seaport
Rooftop Renaissance falls into a unique architectural category of Heritage Victorian - Meets Modern Luxury. This one-of-a-kind monthly rental is situated on the 2nd and 3rd level of a historic Victorian house on Caroline Street. An exquisite 1BR 2BA luxury accommodation, it was redesigned to offer all the accoutrements of a 5-Star condominium.
2 BR 2.5 Baths
Feb 1- Feb 28
Monthly $39000
Mar 1- Mar 31
Monthly $39000
Standard Rates: $20000 - $45795 per month
2BR 2.5BA Sunset Key Villa
Sleeps 4-7
Private Pool
Faces West for sunset
Private beach access
Private resort island
Beautiful nautical themed resort villa on Sunset Key private island. Situated on the western shore for perfect unobstructed view for sunset. Garden gate provides direct access to a white sand private swimming beach.
Welcome to this exeptional nautical themed beach house villa on the private island of Sunset Key. Owned by a world champion sailor the curated decor is reminiscent of cruising the open sea in ultimate comfort. This 3BR 3.5BA home faces west for spectacular evening sunset viewing. It boasts a large private heated swimming pool, direct access to a private swimming beach reserved for only the neighboring few homes, covered outdoor dinint porch and true nautical Key West charm.
4 BR 3.5 Baths
Jan 11 - Jan 18
Weekly $6900
Standard Rates: $5420 - $12570 per week
4BR 3.5BA - Sleeps 8
Located in Truman Annex Neighborhood
Waterfront Park Amphitheater
Shared Heated Pool
Short Walk to Beach
Elegant tropical luxury home with impeccable attention to detail. Situated in Key West’s prestigious gated community of Truman Annex! Short walk to Fort Zachary Taylor and Truman Waterfront. Just out the gate to downtown Old Town Key West and Duval Street.
3 BR 3.5 Baths
Oct 31 - Dec 28
Monthly $14000
Standard Rates: $12000 - $32960 per month
3BR 4BA
Sleeps 6 - 8
Luxury Vacation Villa
Private Pool and Spa
Located in the Heart of Old Town
Beautifully furnished, complete with modern amenities and coastal charm. Each bedroom offers ample space and privacy, with en-suite bathrooms ensuring convenience for all guests. Fully-equipped kitchen, perfect for entertaining.
1BR 1BA
Nov 27 - Dec 31
Monthly $3900
Standard Rates: $3750 - $6180 per month
1 BR 1 BA
Sleeps 2 - 3
Luxury Interior Upgrades
Solares Hill Neighborhood
Center of Old Town
5 Minute Walk to Duval Street
Diminutive in size but huge in style, Little Digs Key West, authenticates how ‘big things’ really do happen in small spaces. Spacious design. A complete luxury makeover of this 1933 historic cottage. It sits in proud harmony with other historic residential cottages, on a narrow one-way lane in the middle of Old Town Key West.
1BR 1BA
Oct 31 - Nov 30
Monthly $3,800
Standard Rates: $3850 - $6360 per month
1 BR 1 BA
Sleeps 2 - 3
Free-Standing Story-Book Cottage
Gorgeous Interior Upgrades
On a Hidden Walking Path
5 Minute Walk to Duval Street
Tucked away down a short walking path in the Center of Old Town Key West, this precious 1BR 1BA Hidden Story-Book Cottage is completely hidden from the street. Comfortable as it is adorable, it even offers a fenced in yard. Perfect for one or two people, here you can set up home and live as a local for a month or more - or settle in to work remotely.
2BR 2 Bath
Mar 1 - Mar 31
Monthly $16300
Standard Rates: $7500 - $18500 per month
2BR 2BA - Sleeps 4
Award Winning Historic Cottage
Gorgeous Interior Re-design
Swimming Pool
First impressions are everything. And its love at first glance with this Old Town Key West cottage. The 2BR 2BA Casa Bella Petite le Bleu is a luxurious charming pool-garden home. Situated on the quiet upper end of famous Elizabeth Street, this stylish house is filled with authentic charm.
The impressive renovation of this 18th Century wooden cottage earned it the coveted Historic Florida Keys Foundation Preservation Award. It provides off-street bricked parking with a Tesla charging station.
An ideal cottage for 2 to 4 people, if more people decide to join you in Key West - No Problem! Right across the street is the extraordinary 5BR 5.5 BA Bella Grand Premier Estate.
2BR 2BA
Nov 20 - Dec 4
Weekly $1900
Standard Rates: $2230 - $4260 per week
2BR 2BA - Sleeps 4
Overlooks Tropical Swimming Pool Garden
Shared Heated Pool w/ Caribbean Cabana
Truman Annex Neighborhood
Gates lead to Ft. Zachary Taylor Beach, Truman Waterfront, and Downtown Old Town Key West
If you’re looking for a place to chill-out in the tropical warmth of Key West, this cottage-style flat is a wonderful place to relax and take a breather from everyday life.
2 BR 1 Bath
Oct 31 - Nov 30
Monthly $4700
Dec 1 - Jan 2
Monthly $5200
Standard Rates: $4500 - $9800 per month
2BR 1BA
Sleeps 2 - 4
Upscale Renovation
Colorful Caribbean Ambience
Adorable Curb Appeal
Most Requested Old Town Key West Neighborhood
Close to Historic Seaport
Beautiful and imaginative one-and-a-half-story shot-gun cottage ideally situated in Old Town Key West. Enchanting as can be, feng shui elements were also used in both the renovation and decorating, to achieve a calming and relaxing ambience.
2BR 2BA
Nov 11-Nov 16
Nov 23- Nov 26
Nov 29 - Dec 1
Dec 8- Dec 12
Dec 16 - Dec 22
Weekly $2400
Nightly $525
Standard Rates: $2580 - $6200 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
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!
2BR 2BA
Oct 29 - Nov 6
Nov 11- Dec 1
Jan 4- Jan 10
Nightly $450
Weekly $1900
Oct 25- Oct 28
Nightly $575
Standard Rates: $2095 - $4760 per week
2BR 2BA
Sleeps 4
Great for 2 Couples or Small Family
Jacuzzi Bath Tub
On Charming Upper Duval St.
1 minute walk to South Beach.
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.'
6BR 4BA
Oct 31 - Nov 7
Nov 17- Nov 24
Dec 2 - Dec 7
Nightly $800
Weekly $4900
Standard Rates: $5900 - $12250 per week
6BR 4BA- Sleeps 12+
Attached 1BR Cottage-style Suite
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. Off the beaten path but close to everything.
3 BR 2.5 Baths
Dec 1 - Jan 2
Monthly $8400
Standard Rates: $7500 - $20800 per month
3BR 2.5BA - Sleeps 6
Upscale renovation of Historic Home on Picturesque Lane
Private Swimming Pool w/ Sun Deck
1st & 2nd FL Covered Porches
Expansive Porch Room off Master BR
Off-Street Parking
1 Block Off Duval
Governor's Retreat is situated on a less-traveled lane that exudes sought after charm and character. Pictorial 1900’s historic home with upscale renovations and amenities. Exquisite and imaginative décor. Private pool and deck in fenced tropical garden. Multiple sitting porches in the front and back of the house. A block from the Hemingway Home and Museum.
1BR 1BA
Standard Rates: $3975 - $6500 per month
1BR 1BA - Sleeps 1-2
Historic meditation garden.
Quiet Living Exclusive Casa Marina neighborhood.
Close to Higgs Beach
Completely hidden from the street, this historic Butterfly Garden flat provides you with two private entrances off the large gated meditation garden. A private covered sitting porch outside your front door beckons you to sit in the freshness of the garden and watch for the butterflies.
3BR 2BA
Oct 30 - Nov 6
Nov 10 - Nov 26
Dec 28 - Dec 31
Nightly $525
Weekly $2300
Standard Rates: $2580 - $5775 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.
2BR 3BA
Nov 2 - Nov 9
Nov 29 - Dec 8
Weekly $2500
Jan 18 -Jan 25
Weekly $3900
Standard Rates: $2530 - $5775 per week
2BR 3BA
Designer Condominium Overlooking Key West Ocean Sanctuary
You can see for miles & miles & miles ... South over the turquoise ocean, the White Street Pier stretches out in the near distance. Fresh Caribbean Breeze, great white herons wade in clear shallows below, relaxing on the balcony, southern sunrise, full moon rising ...
2BR 1BA
Nov 11 - Nov 23
Weekly $1700
Standard Rates: $1800 - $3675 per week
2BR 1BA - Sleeps 4
Truman Annex Neighborhood
Steps to Truman Waterfront Park
Shared Heated Pool w/ Caribbean Cabana
2 Blocks from Duval Street
10 minute walk to the waters' edge of Ft. Zachary Taylor Beach
Sweet Sunshine Garden Flat is perfectly situated for a week near the beach and downtown Old Town Key West. Looking north, you’re less than two blocks from downtown old town – looking south you’re less than two blocks from the Truman Waterfront Park and Fort Zachary Taylor State Park and Beach.
10BR 7.5 BA
Nov 10 - Nov 13
Nov 28 - Dec 5
Dec 15 - Dec 21
Nightly $1600
Standard Rates: $11800 - $25220 per week
10 BR 7.5 BA - Sleeps 18 - 21
Heated Pool
7 BR Main House + 3 BR Guest House
Lush Tropical Gardens
Famous Historic Seaport neighborhood
Stroll to Duval St.
Spacious. Luxurious. Exotic. Old Town Caribbean Estate is a masterful combination of a classic Key West Victorian home with an exotic Caribbean-style guest house. A remarkable place for family and friends to stay together in a Key West weekly rental.
2BR 2.5BA
Oct 31 -Nov 30
Monthly $4900
Dec 2 - Jan 2
Monthly $5400
Standard Rates: $4900 - $10125 per month
2BR 2.5BA - Sleeps 4
Upscale Town home in gated bricked pool-garden courtyard
Shared Dipping pool with waterfall
Around the corner from trendy Petronia Street where you find Blue Heaven
Short Street from entrance to Fort Zachary Taylor Beach
Aspirational, luxurious, well appointed, and whimsical, are four attributes that make this courtyard townhome a lovely place to call home in Key West. Aptly named, Island Interlude, this 2-story property is situated around the corner from one of the most popular transitional urban scenes of Key West.
2BR 2BA
Oct 30 - Nov 6
Nov 18 - Nov 23
Jan 5 - Jan 10
Nightly $525
Weekly $2400
Standard Rates: $2475 - $5820 per week
2BR 2BA - Sleeps 4
Private Swimming Pool
On Upper Duval St. - 1 min. walk to South Beach.
Great for 2 couples or small family
Originally built in the late 1800’s as a 'cigar makers’ cottage, the authentic exterior of this turn-of-the-century cottage is protected by historic preservation rules and today stands renovated to form, to be proud and handsome. But the interior of Havana Moon, is an entirely different story. Inside the owners had creative license to redesign in order to bring the cottage upscale modern vacation standards, with all the luxurious accoutrements. The cottage also has a swimming pool and large deck for lounging and sunning. 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.
4BR 4BA
Dec 1 - Jan 1
Monthly $23500
Standard Rates: $3480 - $34800 per month
4BR 4BA
Sleeps 8
Private Swimming Pool w/ fenced gardens
Private porches off each BR
Private Roof-Top Lookout Deck
White Sandy Beaches
Private Tropical Resort Island
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.
4BR 3BA
Oct 30 - Nov 3
Nov 18 - Nov 25
Dec 15 - Dec 19
Jan 4 - Jan 8
Nightly $925
Weekly $4900
Standard Rates: $5250 - $11075 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.
3BR 2.5BA
Nov 11- Nov 15
Nov 24 - Nov 28
Nightly $675
Weekly $3700
Standard Rates: $720 - $6950 per week
3BR 2.5BA - Sleeps 6
Main House
Large Private Swimming Pool
with Spacious Outdoor Cabana
Close to Higgs Beach
Experience true tropical Key West living in this lush garden oasis home with large swimming pool and garden cabana located just one block from the beach. Easy bike ride to center of Old Town.
2 BR 1 BA
Oct 30 - Nov 7
Nov 17 - Nov 24
Dec 2 - Dec 8
Nightly $450
Weekly $2100
Standard Rates: $2200 - $4380 per week
2BR 1BA - Sleeps 4-6
Overlooks large tropical garden with very large shared pool.
Boho style. Great value.
The Tree Tops Suite vacation rental is has a classic undying Key West charm that exudes a real down-island vacation feel. Approximately 750 square feet of living space offering an open floor plan joining the beamed ceiling living room and galley kitchen.
7BR 5.5BA
Nov 10 - Nov 13
Nov 28 - Dec 5
Dec 15- Dec 21
Nightly $1500
Standard Rates: $8750 - $19050 per week
7 BR 5.5 BA - Sleeps 14 - 16
Heated Pool
Lush Tropical Gardens
Famous Historic Seaport neighborhood
Stroll to Duval St.
Classic Key West Estate is a grand centurion home in the Historic Seaport neighborhood. It offers a spacious two-story Victorian home and a private pool side cottage. It's ideally located two blocks from the famous Historic Seaport.
3 BR 2 BA
Oct 30 - Nov 7
Nov 17 - Nov 24
Dec 2 - Dec 8
Nightly $475
Weekly $2500
Standard Rates: $2800 - $5430 per week
3BR 2BA - Sleeps 6
Situated in Gated Tropical Garden
Expansive covered porch
Very Large Pool.
Boho Style Decor
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.
4BR 3.5BA
Nov 19 - Nov 24
Nov 30 - Dec 5
Dec 13 - Dec 15
Dec 19 - Dec 22
Nightly $725
Five nights $3400
Weekly $4200
Standard Rates: $4650 - $9950 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. More spacious than you may think. 2nd floor bedroom and private bath. Each bedroom has a bathroom. 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.
5BR 3BA
Nov 4 - Nov 7
Nov 17 - Nov 23
Nov 30 - Dec 3
Dec 16 - Dec 20
Nightly $1000
Weekly $5900
Standard Rates: $6645 - $13310 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.
4BR 4BA
Nov 11-Nov 16
Nov 23- Nov 26
Nov 29 - Dec 1
Dec 8- Dec 12
Dec 16 - Dec 22
Nightly $775
Weekly $4400
Standard Rates: $4650 - $9950 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.
4BR 4BA
Oct 30 - Nov 4
Nov 23- Nov 29
Dec 9 - Dec 12
Dec 16 - Dec 22
Nightly $925
Weekly $4650
Standard Rates: $5250 - $11075 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."
2BR 2BA
Nov 10 - Nov 14
Nov 18 - Nov 29
Dec 14 - Dec 16
Nightly $525
Weekly $2600
Standard Rates: $2445 - $5650 per week
2BR 2BA
Sleeps 2 - 5
Charming Upper Duval Street
Private Heated Pool and Bricked Courtyard
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 ambience plus a private pool with bricked courtyard. Historic construction with original wood planked polished floors, vintage hand-hewn 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.
4BR 4BA
Dec 15 - Dec 21
Jan 10 - Jan 13
Nightly $1100
Standard Rates: $5420 - $12570 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.
3BR 2.5BA
Oct 30 - Nov 4
Nov 17 - Nov 22
Nov 30 - Dec 17
Nightly $500
Weekly $2450
Standard Rates: $2600 - $5660 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."
1 1/2 BR 1BA
Monthly
Oct 30 - Nov 30
Monthly $5100
Standard Rates: $4875 - $11600 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.
4BR 3BA
Oct 30 - Nov 3
Nov 19 - Nov 26
Dec 19 - Dec 22
Jan 5 - Jan 8
Jan 15- Jan 17
Nightly $925
Weekly $4650
Standard Rates: $5250 - $11075 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. Close to shops, restaurants, museums, Mallory Square.
1BR 1BA
Nov 1 - Nov 4
Nightly $450
Weekly $2100
Dec 23 - Dec 28
Five nights $2900
Nightly $700
Standard Rates: $2390 - $5550 per week
1BR 1BA - Sleeps 2-4
Duval Street
Heated pool in garden courtyard.
2 min. walk to South Beach. Perfect couples retreat.
Vintage Luxury Cottage on Duval. Romantic hideaway. Completely hidden from the street! Private Heated Pool in charming bricked courtyard garden. Expansive covered porches. Nothing else like this extraordinary cottage in Key West.
2BR 2BA
Nov 11- Nov 16
Nov 23- Nov 27
Dec 15 - Dec 19
Nightly $525
Weekly $2400
Dec 19 - Dec 26
Weekly $4400
Nightly $800
Standard Rates: $2580 - $6250 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.
4BR 4BA
Oct 30 - Nov 6
Nov 18 - Nov 23
Jan 5- Jan 9
Nightly $925
Weekly $4760
Standard Rates: $5245 - $10500 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.
2BR 2BA
Nov 4 - Nov 7
Dec 6 - Dec 20
Nightly $575
Weekly $2625
Jan 7 - Jan 11
Nightly $700
Standard Rates: $3035 - $7170 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.