3-Nights Winslow's Bungalows
from $790
Pleasant Holidays
OFFER ID 1603571
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.
3 nights from $790 per person
Featured Destinations
Key West
Key West is the southernmost point in the Continental United States and has tropical climate, tantalizing blue water, and laid-back island ambiance. Capture Key West and let Key West capture you-with beautiful beaches, delicious dining, fantastic fishing. Breath-taking dives are offered just miles off shore, or immerse yourself in the attractions and historical sites. A visit to Key West will grab the interest of both the young and old, the energetic and laid-back, the water lovers and land loungers. Ride the Conch Train's wheels or walk the streets to see all Key West has to offer. Experience Ripley's Believe It or Not, pages of history in the Key West Lighthouse, and the way life was for famous former Key West residents Ernest Hemmingway and John James Audubon in their historical island homes. Old Town is the location of many popular Key West sites and attractions. Duval Street is in the heart of Old Town and home of some favorite Key West drinking establishments like Sloppy Joes, Hog's Breath Saloon and Jimmy Buffetts Margaritiville Cafe.
Vacation Details
Valid Date Ranges
02/20/2026 -
02/23/2026
from
$790 per person
* This departure has been designated a guaranteed departure by the operator, meaning that the minimum number of guests has been met, although still subject to weather and other conditions.
Prices Start At
from $790 per person
Air City
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Vacation Rating
Deluxe
Fine dining, on-site bars or lounges and room service with extended hours are characteristic of deluxe establishments. Guest services usually include valet parking, concierge services, baggage assistance and laundry services. Other on-site facilities often include shops and boutiques, full service spas, full fitness facilities with pools and tennis courts. Business amenities may include available up-to-date technology and support staffs available for services. Attention to detail is apparent in the guestrooms which typically have stylish furnishings, quality bedding and bath products and often provide an evening turn down service.
Remarks
Unless otherwise indicated: rates quoted are accurate at time of publication, & are per person, based on double occupancy. Hotel-only package. Airfare, taxes, gratuities, transfers & excursions are additional. Rates, terms, conditions, availability, itinerary, government taxes, surcharges, deposit, payment, cancellation terms/conditions & policies subject to change without notice at any time. For complete Terms and Conditions, please inquire. Not responsible for errors or omissions. Pleasant Holidays acts only as an agent for cruise & tour providers listed. CST# 1007939-10. Pleasant Holidays is registered with the State of Florida as a Seller Of Travel ST#37983. Copyright©2024 Pleasant Holidays, LLC. All Rights Reserved.
All fares are quoted in US Dollars.
OFFER ID
1603571
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