Winslow's Bungalows
Winslow's Bungalows is named after landscape painter Winslow Homer who wintered in Key West around the turn of the 20th century. With 85 guestrooms including two deluxe suites, this is the largest hotel in the Kimpton Key West collection and spans a lush, landscaped campus in the heart of Old Town combining several historic Key West architectural styles. The array of past owners, including an army officer, an Irish steamboat captain, and a circus performer, creates a colorful and unique backstory that is matched by the artful, bohemian interiors, and elegant touches. With three private pools, an outdoor bar, and vibrant gardens it's a relaxing scene for couples and families, as well as groups and wedding parties.
- Pet Friendly
Founded in 1959, Pleasant Holidays is one of the largest travel companies in the U.S., offering customizable vacation packages including flights, hotel and cruise accommodations, airport transfers and car rentals, exciting sightseeing tours and activities, travel protection coverage and more. Our vast portfolio spans the globe while featuring the world's most popular vacation destinations, including Hawaii, Australia, Canada, Caribbean, Central America, Cook Islands, Europe, Fiji, Japan &
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