Time To Book Your Winter 2019 Monthly Vacation Rental
Next winter's 2019 Key West rental season may seem a long way out, but many of our
monthly vacation rentals have been re-booked by this year's customers. Our rental agents have spoken with current guests and have confirmed which of our monthly rentals are available in January, February, and March of 2019. This is your chance to reserve these properties. Get in now as many might not be available again for several seasons. Don't hesitate to contact us regarding questions on rates or any details about these
Monthly Vacation Rentals. Call (305) 294-7358 to speak with a friendly rental agent and make your reservation today.
The Available Vacation Rentals For January 2019
Available 1/2-1/31 - Rate $26000 after Tax & Processing Total = $31290
Standard Rates: $18000 - $26000 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 imparts that elusive
je ne sais quoiof island architectural history. Rent the best of Key West!
Available 1/2-1/31 - Rate $9500 after Tax & Processing Total = $11221
NEW
Standard Rates: $5400 - $9500 per month
3BR 3BA - Sleeps 6
Timeless Historic Features
Split-bedroom Design
Spacious Front Porch
Tropical Landscaping
Bricked Private Driveway
Close to Key West Beaches on the South Shore
Channeling the island spirit in oft-missed mid-town, this home makes a classical curbside statement. Timeless craftsman-colonial architecture, lush mature tropical landscaping. Here you live away from the hubbub, yet close enough to beaches and Old Town. With many places to place a hammock, you may even find yourself making a new daily island ritual of swinging, reading, and sipping wine.
Available 1/2-1/31 - Rate $4100 after Tax & Processing Total = $4921
Standard Rates: $3200 - $4200 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.
Available 1/2-1/31 - Rate $2600 after Tax & Processing Total = $31487
Standard Rates: $18000 - $26000 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, its divine.
Available 1/2-1/31 - Rate $19500 after Tax & Processing Total = $23534
Standard Rates: $12000 - $21500 per month
5BR + Den 5BA - Sleeps 12
Extraordinary swimming pool gardens
Famous Elizabeth St. in Historic Seaport Neighborhood
Stroll to Duval Street
Refined and Elegant. Displaying a perfected cosmopolitan flair, the designer has artfully intertwined a look-back into architectural history with a sophisticated contemporary Caribbean charm. Situated on renowned Elizabeth Street, in the historic seaport neighborhood of Old Town, this home is steeped in colorful lore and seafaring history so much so, it is sometimes referred to as the pirate house.
The Available Vacation Rentals For February 2019
Available 2/1-2/28 - Rate $17000 after Tax & Processing Total = $19968
NEW
Standard Rates: $10000 - $17000 per month
2BR 2.5BA - Sleeps 6
Private Tropical Resort Island
w/Luxury Amenities
Expansive Wrap-Around Porches
w/Pool-Garden Views
Private Rooftop Viewing Deck
Oasis Swimming Pool
Crescent white sandy beaches
'Turquoise waters surrounding the land, with crowning sunsets in a pastel sky
' Private luxury villa blends airy contemporary island design with access to high-end Sunset Key resort amenities. The crowning glory is a private rooftop deck where you can steal away and savor the famous Key West sunsets.
Available 2/1-2/28 - Rate $9500 after Tax & Processing Total = $11221
NEW
Standard Rates: $5400 - $9500 per month
3BR 3BA - Sleeps 6
Timeless Historic Features
Split-bedroom Design
Spacious Front Porch
Tropical Landscaping
Bricked Private Driveway
Close to Key West Beaches on the South Shore
Channeling the island spirit in oft-missed mid-town, this home makes a classical curbside statement. Timeless craftsman-colonial architecture, lush mature tropical landscaping. Here you live away from the hubbub, yet close enough to beaches and Old Town. With many places to place a hammock, you may even find yourself making a new daily island ritual of swinging, reading, and sipping wine.
The Available Vacation Rentals For March 2019
Cabana Boheme ~ Monthly Rental
Available 3/1-3/31 - Rate $9500 After Tax & Cleaning Total= $11165
NEW
Standard Rates: $3950 - $9500 per month
3BR 3BA
Small Gated Garden Compound
Shared Pool w/ Trickling Waterfall
Newly Constructed in Traditional Design
Private Covered Parking
On Block Off Duval St.
Center to the common gardens, a brick path winds through a hidden courtyard, leading to an alluring pool with a trickling waterfall. This is what creates the "ah ... feeling." So relaxing yet only a block from boho Upper Duval St., in Old Town Key West.
Available 3/1-3/31 - Monthly Rate $17000 After Tax & Cleaning Total = $19968
NEW
Standard Rates: $10000 - $17000 per month
2BR 2.5BA - Sleeps 6
Private Tropical Resort Island
w/Luxury Amenities
Expansive Wrap-Around Porches
w/Pool-Garden Views
Private Rooftop Viewing Deck
Oasis Swimming Pool
Crescent white sandy beaches
'Turquoise waters surrounding the land, with crowning sunsets in a pastel sky
' Private luxury villa blends airy contemporary island design with access to high-end Sunset Key resort amenities. The crowning glory is a private rooftop deck where you can steal away and savor the famous Key West sunsets.
Key West Sunset Sojourn ~ Monthly Rental
Available 3/1-3/31 - Monthly Rate $17000 After Tax & Cleaning Total = $19968
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.
Available 3/1-3/31 - Monthly Rate $4100 After Tax & Cleaning Total = $4921
Standard Rates: $3200 - $4200 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.
Available 3/1-3/31 - Monthly Rate $9500 After Tax & Cleaning Total = $11278
Standard Rates: $6000 - $10000 per month
3BR 2BA - Sleeps 6-7
Private Back Deck and garden
Shared Pool
Special Resort Amenities Gratis
Born in 1925, the Key West Quartermaster House may have found its way from the Bahamas, lock stock and barrel, during one of the most colorful points in Key West maritime history. Located in the Historic Seaport Neighborhood, today it offers all the comforts of home plus gratis resort amenities.
Available 3/1-3/31 - Monthly Rate $9500 After Tax & Cleaning Total = $11221
NEW
Standard Rates: $5400 - $9500 per month
3BR 3BA - Sleeps 6
Timeless Historic Features
Split-bedroom Design
Spacious Front Porch
Tropical Landscaping
Bricked Private Driveway
Close to Key West Beaches on the South Shore
Channeling the island spirit in oft-missed mid-town, this home makes a classical curbside statement. Timeless craftsman-colonial architecture, lush mature tropical landscaping. Here you live away from the hubbub, yet close enough to beaches and Old Town. With many places to place a hammock, you may even find yourself making a new daily island ritual of swinging, reading, and sipping wine.
