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Designer Octagon House of Key West - w Private Pool - Blocks off Duval
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4 bedrooms4 bathroomsSleeps 8254 sq m
Popular amenities
Explore the area

Key West, FL
- Duval Street4 min walk
- Mallory Square12 min walk
- Ernest Hemingway Home and Museum14 min walk
- Key West, FL (EYW-Key West Intl.)9 min drive
Rooms & beds
4 bedrooms (sleeps 8)
Bedroom 1
1 Queen Bed
Bedroom 2
1 King Bed
Bedroom 3
1 Queen Bed
Bedroom 4
1 King Bed
4 bathrooms
Bathroom 1
Bathroom 2
Bathroom 3
Bathroom 4
Spaces
Kitchen
Balcony
Separate dining area
Garden
Dining area
About this property
Designer Octagon House of Key West - w Private Pool - Blocks off Duval
Standing prominently in the sought-after Key West Historic Seaport Neighborhood, this iconic Designer Octagon House of Key West, makes a grand architectural statement. Often featured in notable publications with photos of its famous octagon shape front porches, the main structure of the house is in fact rectangular in shape with a multi-sided front. But it is the captivating five-sided front that distinguishes it from the many other remarkable centurion Victorian homes of Key West. Truly a home of fine distinction, it also has an eminent restoration history that began in 1976. Most recently in 2018, it received a sensational interior design makeover that brought it to current 5-Star Quality Resort Amenities standards.
A LITTLE BIT OF HISTORY:
Often referred to as 'The Calvin Klein House,' in truth the iconic Designer Octagon House of Key West was an avant-garde preservation project accomplished by designer superstar Angelo Donghia during 1976 – 1978. Because of Donghia's stellar status in the design world, this single renovation project was transformative for Key West during the 1970's when creatives were beginning to turn neglected wooden centurion relics into elegant homes.
The recipient of many prestigious awards during his lifetime and posthumously, Angelo Donghia was one of America's most influential interior and furniture designers during the mid 1960's through the mid 1980's, with a celebrity client list with the likes of Ralph Lauren, Neil Simon, Diana Ross, Liza Minnelli, and elite projects such as the Metropolitan Opera House in New York and Omni International Hotels in Miami. His time spent in Miami in the 1970's peaked his interest in Key West where he could easily escape from the bustle of the city for respite on an island accepting of artistic individuality and alternative lifestyles. "It's a cross between Nantucket and Papeete, in Tahiti. It's not a prissy resort, like Nantucket, but there's some of Nantucket's old elegance mixed with Key West raunchiness."
"I'm a free spirit and a gambler," is how Donghia described himself in interview, and when he got to Key West in the 1970's he was taken with the hundreds of historic wooden houses and craftsmen who were beginning to restore them. When he found the unique octagon house on Eaton Street, it had been standing for over 90 years. Originally built in 1885 by Richard Peacon, the island's principle grocer at the time, it had fallen into serious decay during economic downturns. As one of his cousins shared with me, Donghia was somewhat reluctant to do the project because of the neglected state of house. But dreamer that he was, in 1976 he purchased it for $45,000, and spent two years restoring it. He turned it into a spectacular show piece putting his indelible signature on the southernmost city.
His approach to the eccentric octagon house had a casual point of view that highlighted renovation and preservation, and the décor reflected his own classic minimalist design style that earned him the nickname the "man with the gray flannel sofa." Using tailor's suiting fabrics, such as canvas, silk, linen and flannel, he 'dressed' the rooms much like a tailor. An often-published photo of the living room displays this famous style that would become permanently embraced in the interior design world – white bleached wooden walls and floors, sofa and chairs in simple white canvas coverings, rattan furniture set on a natural fiber rug. Donghia's renovation project was impeccable to the point where the house sold in 1981 to Calvin Klein for nearly $1 million – 15 times the original purchase and a record price at the time. Today we owe thanks to Angelo Donghia for saving this iconic home while raising the bar on historic home renovation in Key West.
Bedding Summary:
First Floor (Bedroom One) - 1 King size bed
Second Floor – (Bedroom Two) – 1 Queen size bed
Second Floor - (Bedroom Three) Master Bedroom – 1 King size bed
Second Floor – (Bedroom Four) - 1 Queen size bed
Amenities: Impeccable renovation with extraordinary designer decor. Expansive exotic back yard resort-style gardens, large swimming pool, outdoor back porch living room, mature tropical landscaping, expansive octagon verandahs, privacy fences. Fully equipped luxury kitchen, central a/c, 43-inch flat screen TV in living room, a 43-inch TV in the master bedroom, and 70-inch TV in the poolside pagoda. Full-size front-loading washer / dryer is set on the covered back porch, tropical style, hidden by a curtain. Linens and towels are provided. Catering can be arranged. Maid service can be scheduled.
Activities:Heart of Key West's designated Historic Seaport District. Walk to all old town features, no need for a car. Close to Duval St., close to Mallory Square Sunset Celebration,and a few short streets from Historic Seaport (remember it takes 3 to 4 Key West streets to equal the distance of a typical city block). Sailing, boating, diving, museums, nightlife. Conveniently located to Fausto's Food Palace for gourmet grocery shopping with excellent wine selection, sushi deli, and butcher. Close to shopping, art galleries, and a wide variety of outstanding restaurants and coffee shops. Close to the beach.
Area:This estate home is situated on famous Eaton Street, just one block from the docks of the Key West Historic Seaport. This tiny district is where the founding fathers and mothers built the first shipping docks and warehouses, restaurants and grand homes, including this one. Today these homes stand as one of the largest and most impressive collection of turn-of-the-century architecture in the U.S.A. Today this district includes famous waterfront restaurants and bars, retail stores, museums, fishing and sailing charters, a large variety of historic homes.
Parking:There is a bricked driveway to the left of the house as you face the front. There is room to park more than one car if you park end to end. Once you're here, park your vehicles and enjoy walking or biking everywhere—you'll see more that way.
Restrictions:30-day minimum stay. Ideal for families and groups to unite but is not suitable for staging loud parties. We do not accept guests less than 25 years of age unless accompanied by a family group or guardian. Smoke free house.No pets please.
Notes:This property is ideal for professionals, corporate groups, and executives who have discerning tastes looking for a spacious and luxurious accommodation.
A LITTLE BIT OF HISTORY:
Often referred to as 'The Calvin Klein House,' in truth the iconic Designer Octagon House of Key West was an avant-garde preservation project accomplished by designer superstar Angelo Donghia during 1976 – 1978. Because of Donghia's stellar status in the design world, this single renovation project was transformative for Key West during the 1970's when creatives were beginning to turn neglected wooden centurion relics into elegant homes.
The recipient of many prestigious awards during his lifetime and posthumously, Angelo Donghia was one of America's most influential interior and furniture designers during the mid 1960's through the mid 1980's, with a celebrity client list with the likes of Ralph Lauren, Neil Simon, Diana Ross, Liza Minnelli, and elite projects such as the Metropolitan Opera House in New York and Omni International Hotels in Miami. His time spent in Miami in the 1970's peaked his interest in Key West where he could easily escape from the bustle of the city for respite on an island accepting of artistic individuality and alternative lifestyles. "It's a cross between Nantucket and Papeete, in Tahiti. It's not a prissy resort, like Nantucket, but there's some of Nantucket's old elegance mixed with Key West raunchiness."
"I'm a free spirit and a gambler," is how Donghia described himself in interview, and when he got to Key West in the 1970's he was taken with the hundreds of historic wooden houses and craftsmen who were beginning to restore them. When he found the unique octagon house on Eaton Street, it had been standing for over 90 years. Originally built in 1885 by Richard Peacon, the island's principle grocer at the time, it had fallen into serious decay during economic downturns. As one of his cousins shared with me, Donghia was somewhat reluctant to do the project because of the neglected state of house. But dreamer that he was, in 1976 he purchased it for $45,000, and spent two years restoring it. He turned it into a spectacular show piece putting his indelible signature on the southernmost city.
His approach to the eccentric octagon house had a casual point of view that highlighted renovation and preservation, and the décor reflected his own classic minimalist design style that earned him the nickname the "man with the gray flannel sofa." Using tailor's suiting fabrics, such as canvas, silk, linen and flannel, he 'dressed' the rooms much like a tailor. An often-published photo of the living room displays this famous style that would become permanently embraced in the interior design world – white bleached wooden walls and floors, sofa and chairs in simple white canvas coverings, rattan furniture set on a natural fiber rug. Donghia's renovation project was impeccable to the point where the house sold in 1981 to Calvin Klein for nearly $1 million – 15 times the original purchase and a record price at the time. Today we owe thanks to Angelo Donghia for saving this iconic home while raising the bar on historic home renovation in Key West.
Bedding Summary:
First Floor (Bedroom One) - 1 King size bed
Second Floor – (Bedroom Two) – 1 Queen size bed
Second Floor - (Bedroom Three) Master Bedroom – 1 King size bed
Second Floor – (Bedroom Four) - 1 Queen size bed
Amenities: Impeccable renovation with extraordinary designer decor. Expansive exotic back yard resort-style gardens, large swimming pool, outdoor back porch living room, mature tropical landscaping, expansive octagon verandahs, privacy fences. Fully equipped luxury kitchen, central a/c, 43-inch flat screen TV in living room, a 43-inch TV in the master bedroom, and 70-inch TV in the poolside pagoda. Full-size front-loading washer / dryer is set on the covered back porch, tropical style, hidden by a curtain. Linens and towels are provided. Catering can be arranged. Maid service can be scheduled.
Activities:Heart of Key West's designated Historic Seaport District. Walk to all old town features, no need for a car. Close to Duval St., close to Mallory Square Sunset Celebration,and a few short streets from Historic Seaport (remember it takes 3 to 4 Key West streets to equal the distance of a typical city block). Sailing, boating, diving, museums, nightlife. Conveniently located to Fausto's Food Palace for gourmet grocery shopping with excellent wine selection, sushi deli, and butcher. Close to shopping, art galleries, and a wide variety of outstanding restaurants and coffee shops. Close to the beach.
Area:This estate home is situated on famous Eaton Street, just one block from the docks of the Key West Historic Seaport. This tiny district is where the founding fathers and mothers built the first shipping docks and warehouses, restaurants and grand homes, including this one. Today these homes stand as one of the largest and most impressive collection of turn-of-the-century architecture in the U.S.A. Today this district includes famous waterfront restaurants and bars, retail stores, museums, fishing and sailing charters, a large variety of historic homes.
Parking:There is a bricked driveway to the left of the house as you face the front. There is room to park more than one car if you park end to end. Once you're here, park your vehicles and enjoy walking or biking everywhere—you'll see more that way.
Restrictions:30-day minimum stay. Ideal for families and groups to unite but is not suitable for staging loud parties. We do not accept guests less than 25 years of age unless accompanied by a family group or guardian. Smoke free house.No pets please.
Notes:This property is ideal for professionals, corporate groups, and executives who have discerning tastes looking for a spacious and luxurious accommodation.
Property manager
VHKW - Vacation Homes of Key West
Premier Host
Languages
English
Add dates for prices
Amenities
Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning
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- Hot tub
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
About the area
Key West
Located by the sea, this holiday home is in Key West Historic District, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. Sails To Rails Museum at Flagler Station and The Kite House are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Key West, FL
What's nearby
- Duval Street - 4 min walk - 0.4 km
- Mallory Square - 12 min walk - 1.1 km
- Ernest Hemingway Home and Museum - 14 min walk - 1.2 km
- Fort Zachary Taylor Historic State Park - 3 min drive - 1.8 km
- Southernmost Point - 4 min drive - 1.8 km
Getting around
Restaurants
- The Waterfront Brewery - 5 min walk
- Cuban Coffee Queen - 5 min walk
- Conch Republic Seafood Company - 5 min walk
- Kermit's Key West Key Lime Shoppe - 5 min walk
- Willie T's - 7 min walk
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About the host
Hosted by VHKW - Vacation Homes of Key West

Languages:
English
Premier Host
They consistently provide great experiences for their guests
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