The Calvin Klein House

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 featured in notable architectural publications. 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 it 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.

Guests: 8
Bedrooms: 4
Bathrooms: 4
Traditional Key West Estate

7 BR Main House + 3 BR Guest House Heated Pool 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.

Guests: 22
Bedrooms: 10
Bathrooms: 7
Blue Pineapple Estate

Blue Pineapple Estate, a Key West Victorian house from the turn of the 19th century, has undergone a remarkable redesign that exudes sophistication and elegance. The interior showcases a fusion of romantic architectural elements from the past and a contemporary Caribbean charm, resulting in a refined and cosmopolitan tropical style. With five bedrooms and five and a half bathrooms, this exceptional property offers a level of luxury and refinement that is truly unparalleled. Additionally, it boasts amenities such as a heated swimming pool, private parking, and is situated in a historic seaport neighborhood.

Guests: 10
Bedrooms: 5
Bathrooms: 5

The Coco Plum Inn sits in the heart of Key West's Old Town, a block from Duval Street, in between the Gulf and Atlantic coasts. We've lovingly restored the two Victorian houses that make up our inn. The first at 611 Whitehead Street was built in 1891, while the house at 615 Whitehead was constructed in 1898. Our Inn has seen its share of historic characters. The "Queen of Balido" once lived at the house at 615 Whitehead. Local legend states money from Cuban gambling was stuffed in the walls, and poker was played in our upstairs Jungle room. President Harry Truman had tea with the residents of 611 Whitehead Street during his visits to the Little White House in Key West. And then there's "Papa" Ernest Hemingway himself. He often napped on our front porch on his way home. At least that's the story. We love how wild west Whitehead Street was back in the 1800's!

Guests: 8
Bedrooms: 14
Bathrooms: 4

Luxury Rentals Key West
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