Winslow's Bungalows - Key West Historic Inns
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Winslow's Bungalows - Key West Historic Inns · Florida Keys, United States
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Key Highlights
- ✓Secluded Tropical Oasis: The property is praised for its beautifully landscaped gardens, providing a quiet and lush escape in the midst of Key West's lively atmosphere.
- ✓Excellent Location: Its prime location allows for easy walking access to Duval Street, Ernest Hemingway Home and Museum, and the Southernmost Point, while still offering a peaceful environment.
- ✓Friendly and Helpful Staff: The hospitality provided by the staff is frequently highlighted, with guests describing them as "amazing," "friendly," and "accommodating."
- ✓Winslow's Bungalows boasts an "excellent" and "perfect" location in Old Town Key West.
Expert Review: Winslow's Bungalows - Key West Historic Inns
Winslow's Bungalows - Key West Historic Inns, a Michelin Key Selected property, offers a charming and tranquil retreat in the vibrant heart of Old Town Key West, Florida. This resort-like establishment, named for the maritime painter Winslow Homer, spans several historic houses and garden cottages, blending classic island charm with contemporary style.
1. Overall Rating & Sentiment
The general consensus for Winslow's Bungalows is overwhelmingly positive, with guests frequently describing it as "very good" to "exceptional." Booking.com rates it at 8.5 out of 10 based on over 1,200 reviews, with high scores for location (9.4) and staff (9.1). Many guests express a desire to return, highlighting its idyllic and tropical oasis ambiance.
2. Key Highlights
Guests consistently laud Winslow's Bungalows for several standout features:
- Secluded Tropical Oasis: The property is praised for its beautifully landscaped gardens, providing a quiet and lush escape in the midst of Key West's lively atmosphere.
- Excellent Location: Its prime location allows for easy walking access to Duval Street, Ernest Hemingway Home and Museum, and the Southernmost Point, while still offering a peaceful environment.
- Friendly and Helpful Staff: The hospitality provided by the staff is frequently highlighted, with guests describing them as "amazing," "friendly," and "accommodating."
- Multiple Pools: The presence of three outdoor swimming pools, complete with sun loungers and a poolside bar, is a significant draw, offering ample space for relaxation.
3. Room Quality
Winslow's Bungalows offers 85 individually furnished and decorated accommodations, accessible via exterior corridors. Rooms are generally described as charming, nicely appointed, and very clean.
- Comfort & Design: Rooms feature premium bedding, flat-screen cable TVs, small refrigerators, and private bathrooms with designer toiletries, complimentary toiletries, and hairdryers. Some rooms, such as the Premium King and Premium Queen, come with private patios.
- Variability: Guests note that rooms can vary in size and layout, with some being described as "small but cozy" or "tight without much room at all for suitcases."
- Connectivity: Complimentary wireless internet access is provided.
4. Dining Experience
The hotel offers a complimentary continental breakfast each morning at the Bungalow Bar, usually from 8:00 AM to 10:00 AM daily.
- Breakfast Quality: While generally appreciated, some guests have described the breakfast as "basic" or "okay," with comments about a lack of variety or warm options. It includes freshly baked bread, pastries, croissants, and various spreads. Mimosas are available on Saturdays and Sundays.
- Bungalow Bar: The poolside Bungalow Bar serves poolside bites, specialty cocktails, beer, and wine, and sometimes features live music.
5. Service & Staff
The service and staff at Winslow's Bungalows consistently receive high praise. Guests frequently highlight their friendliness, helpfulness, and accommodating nature. The staff's commitment to guest satisfaction is a recurring theme in reviews. Concierge services are also available to assist guests.
6. Location & Accessibility
Winslow's Bungalows boasts an "excellent" and "perfect" location in Old Town Key West.
- Proximity to Attractions: It's just a 5-minute walk to Duval Street, approximately 8 minutes to the Ernest Hemingway Home and Museum, and about 11 minutes to the Southernmost Point. The Key West Cemetery and The Basilica of St. Mary Star of the Sea are also very close by.
- Neighborhood: The property is situated in a quiet zone despite being close to the action, offering a "secluded tropical oasis" feel.
- Transport: Key West International Airport is a short 10-minute drive away. On-site parking is available for a surcharge. Bicycle rentals are also offered.
7. Value & Pricing
Value for money receives mixed feedback, with a Booking.com score of 7.7.
- Price Range: Room prices can vary significantly depending on dates and room type, with reported ranges from around $121 to over $1400 per night. Recent bookings on KAYAK showed prices between $499 and $921.
- Perception: While some guests find it a "more affordable option" compared to other hotels in Key West Old Town and a good compromise between location and price, others have found it to be "very low value for money" or a "total rip off" at certain prices. The surcharge for parking is also a point of criticism for some.
8. Common Complaints
While generally positive, some recurring criticisms have been noted by guests:
- Room Size: Some rooms, particularly the "Annex room," are described as small, making it difficult to fit large suitcases.
- Bed and Pillow Comfort: A number of guests have found the beds and pillows to be uncomfortable, impacting sleep quality.
- Noise: Complaints include noisy refrigerators, air conditioning units, and ventilation systems in some rooms. One guest noted that a "nicer" pool had loud music.
- Breakfast Variety: While complimentary, the continental breakfast is sometimes perceived as basic with limited options and no hot food.
- Cleanliness Issues: Occasional reports of cleanliness issues, such as hair on bathroom floors upon arrival, have been mentioned. Some guests also reported strong mold or chemical smells in certain rooms, leading to room changes.
- Parking Surcharge: The extra charge for on-site parking is a point of contention for some guests, especially considering the room rates.
- Lack of In-Room Coffee Makers: Some guests have expressed a desire for in-room coffee makers, finding it inconvenient to walk to the breakfast area for coffee.
Sources
Points to Consider
- •While generally positive, some recurring criticisms have been noted by guests:
- •Noise: Complaints include noisy refrigerators, air conditioning units, and ventilation systems in some rooms. One guest noted that a "nicer" pool had loud music.
Google Reviews
1,192 reviews
Recent Guest Reviews
Ann Couch
My husband and I spent 2 nights this past week at Winslow's Bungalows. The location was perfect, the grounds are beautiful, the bar area and breakfast are outstanding. As soon as we walked into our room we noticed a very musty smell. I went to the front desk to request moving to another room, but they were sold out. I was told to go first thing Tuesday morning to see about a switch then. No ...
Sarah Cassidy
I stayed with my boyfriend in bungalow 57 in January 2025 and we loved it! The location was close enough to walk everywhere but far enough off Duval to be quiet at night. The breakfast area was cute and offered meats, cheeses, hard boiled eggs, fruits, breads, bagels, pastries, coffee, tea and juice. What we loved most was the relaxing areas. We sat on our large front porch every night and had cof...
Joanne Philpott
We loved staying here and will definitely be back. Great location near to Duval Street. There are lots of beautiful white individual rooms like little houses in this complex, we had ones across the street from the main place and loved it. They have a nice bar and a good breakfast in the morning time. Such a cute place with nice staff. Only thing I'd say would be to have a set of drawers in our roo...
Jaime Herrington
Beautiful property and great location. This was our third time in Key West and our first time to stay at Winslows Bungalows. We normally stay near the harbor but wanted to try a different spot that was more quaint away from the crowds. While the property was beautiful, the rooms are very small. When we booked, the only available room was the Winslet. The room Was really tiny and seemed a little d...
Laura Stegherr
Booked Winslow's Bungalows for a long weekend with my husband and two of our friends. Our stay was absolutely amazing! The front desk staff were the most outgoing and helpful I have ever encountered at any hotel, absolutely gorgeous lush grounds, and a beautiful breakfast spread (don't sleep on the sugared waffles!) There are 80 or so rooms on the property so it never felt overly crowded or touris...
Mike Kenerson
This was our first visit to Key West and our choice to stay at Winslow’s Bungalows was a great one. Grounds are beautiful and quiet, rooms are spacious and comfortable and the location in Old Town allowed us to walk to all the sights and restaurants that were on our list. All the staff members we interacted with were pleasant and helpful. Special thanks to staff member Sonya who went above and ...
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