Property building in Winslow's Bungalows - Key West Historic Inns
Kimpton Hotels

Winslow's Bungalows - Key West Historic Inns

Hotel Highlights

Welcome to Winslow's Bungalows - Key West Historic Inns, located at 725 Truman Avenue, Key West, Florida. This charming 4-star inn is the perfect spot for a relaxing and enjoyable stay in the sunny state of Florida. With its close proximity to the city center (just 0.9mi away), you'll have easy access to all the popular attractions and vibrant nightlife that Key West has to offer.

Property building in Winslow's Bungalows - Key West Historic Inns
Photo of the whole room in Winslow's Bungalows - Key West Historic Inns

Rooms

Show 6 photos

1 King Size Bed

1 Sofa Bed

/

425 sqft

Suite, Sofa, Patio

Refrigerator

Relax and unwind in our spacious King Suite with Sofa Bed and Patio, offering 592 sqft of luxurious comfort. With a private bathroom, flat-screen TV, and a beautiful patio to enjoy the fresh air, you'll feel right at home. Accommodating up to 4 adults and 3 children, this room is perfect for families or groups looking for a comfortable and enjoyable stay.

Show 13 photos

1 King Size Bed

1 Sofa Bed

/

500 sqft

Truman, King Size, Patio

Pet Friendly

Enjoy a birds eye view of the lobby pool and the neighboring Basilica of St. Mary Star of the Sea while enjoying a spacious accommodation with sofa bed and patio for enjoying the Key West sunshine.

Premium King Room with Tub in Winslow's Bungalows - Key West Historic Inns

Show 5 photos

1 King Size Bed

/

310 sqft

Premium

Private Bathroom

Flat-screen TV

Air conditioning

Shower

Indulge in luxury with our spacious Premium King Room, boasting a comfortable king-size bed and a relaxing tub in your private bathroom. Enjoy modern amenities such as a flat-screen TV, air conditioning, and free toiletries, ensuring a refreshing and unforgettable stay.

Discover More

Upon checking in, you'll be greeted by friendly staff who will ensure your comfort throughout your stay. The hotel offers a variety of amenities to enhance your experience, including an outdoor swimming pool where you can take a refreshing dip and soak up the sun. For those looking to explore the area, the hotel provides free bicycle rental, making it easy to navigate the city.

With 1241 reviews, previous guests have raved about the comfortable and well-appointed rooms, as well as the attentive service provided by the staff. Each room includes modern amenities such as free WiFi, air conditioning, and a private bathroom with free toiletries. Rest assured that you'll have everything you need for a pleasant stay at Kimpton Winslow's Bungalows.

Property building in Winslow's Bungalows - Key West Historic Inns
Property building in Winslow's Bungalows - Key West Historic Inns

Experience the Best

Prices start from just $284 per night, making this hotel an affordable yet luxurious choice for your Key West getaway. From the pet-friendly accommodations to the beautiful garden and terrace areas, this inn truly offers a delightful and memorable experience. Book your stay at Kimpton Winslow's Bungalows today and enjoy a fantastic vacation in beautiful Key West.

But that's not all! Kimpton Winslow's Bungalows is not only a pet-friendly hotel but also boasts not just one, but three outdoor swimming pools for you to enjoy. Take a relaxing dip in the water or lounge by the poolside under the warm Florida sun. Whether you're looking to cool off or soak up some rays, these beautiful pools provide the perfect oasis for relaxation and leisure.

Photo of the whole room, Bed in Winslow's Bungalows - Key West Historic Inns
Photo of the whole room, Bed in Winslow's Bungalows - Key West Historic Inns

Plan Your Stay

When it comes to payment options, Kimpton Winslow's Bungalows offers convenience and flexibility. Cash is not accepted at this hotel, but you can rest easy knowing that they accept Visa, American Express, Discover, and Mastercard. With a wide range of payment methods available, it's never been easier to book your stay and experience all that Key West has to offer.

Restaurant/places to eat in Winslow's Bungalows - Key West Historic Inns
Restaurant/places to eat in Winslow's Bungalows - Key West Historic Inns

Amenities

Outdoor swimming pool

Free wifi

Air conditioning

Tour desk

Bar

Terrace

Non-smoking rooms

Wheelchair accessible

Restaurant/places to eat in Winslow's Bungalows - Key West Historic Inns
Restaurant/places to eat in Winslow's Bungalows - Key West Historic Inns

Pool

Outdoor

All season,

Swimming pool in Winslow's Bungalows - Key West Historic Inns
Swimming pool in Winslow's Bungalows - Key West Historic Inns
Swimming pool in Winslow's Bungalows - Key West Historic Inns
The grounds of the property are very tropical, lovely, and well kept. We stayed in the Annex, which is across a small side street from the main property, and it was very private and quiet (only 10 rooms). The Bungalow Bar poured good drinks. We had a king room with a private patio space that was great. I've seen reviews about the complimentary breakfast being meager, but that wasn't our experience. The spread was more than adequate and had some type of hot option each day (egg, bacon, and cheese quesadilla one day, pancakes the next, etc.), plus the normal continental breakfast items.

Enright

Room was very comfortable! We rented a double Queen room which had a small covered patio in the front with outdoor patio furniture and cushions. Beds and pillows were very comfortable. Shower was large but sink was rather small being only about 14 inches deep made it hard to wash your hands and face. But that was minor. Breakfast bar also excellent being served in an outdoor bar area by the pool, amongst the palm trees. Sunday morning we had violin music! We had a wonderful stay. Staff was super friendly and accommodating.

Carlton

The staff is very accommodating and service oriented. This is a great location near all the places you’d want to see but minus the crazy. It’s like a little village of cottages and old houses with paths that meandered throughout, with several small swimming pools placed here and there, giving it a very intimate feel. They also have a delicious complimentary continental breakfast, plenty of healthy options and yummy stuff too….with so much more offered to eat than any continental breakfast I’ve had before.

Heide

The breakfast great perk but definitely needed variation. Grits and oatmeal everyday? Yuck. Cold cereal, anything. If you stayed more than a day or two(4 for us) it was tough. They did vary the fresh fruit and a bit with the pastries. Same yogurt everyday as well. They did have live music at the bar some days which was nice. The grounds were nice, area great and very walkable. Staff very pleasant. We had a key issue which they finally showed us 2nd or third day but first would have been better.

Marilyn

It's a nice property. Preserved, old-style bungalows that are grouped ~10 per building. It's kind of like being in apartments but better with an old-style vibe. The two pools are nice, and so is the breakfast / bar area. The persons at the reception desk were genuine at check-in and again when we checked out. This location met my expectations, being a couple streets off Duval Street. It can take ~10min walk to be in the middle of the Duval Street action.

Douglas

The grounds of the property are very tropical, lovely, and well kept. We stayed in the Annex, which is across a small side street from the main property, and it was very private and quiet (only 10 rooms). The Bungalow Bar poured good drinks. We had a king room with a private patio space that was great. I've seen reviews about the complimentary breakfast being meager, but that wasn't our experience. The spread was more than adequate and had some type of hot option each day (egg, bacon, and cheese quesadilla one day, pancakes the next, etc.), plus the normal continental breakfast items.

Enright

Room was very comfortable! We rented a double Queen room which had a small covered patio in the front with outdoor patio furniture and cushions. Beds and pillows were very comfortable. Shower was large but sink was rather small being only about 14 inches deep made it hard to wash your hands and face. But that was minor. Breakfast bar also excellent being served in an outdoor bar area by the pool, amongst the palm trees. Sunday morning we had violin music! We had a wonderful stay. Staff was super friendly and accommodating.

Carlton

The staff is very accommodating and service oriented. This is a great location near all the places you’d want to see but minus the crazy. It’s like a little village of cottages and old houses with paths that meandered throughout, with several small swimming pools placed here and there, giving it a very intimate feel. They also have a delicious complimentary continental breakfast, plenty of healthy options and yummy stuff too….with so much more offered to eat than any continental breakfast I’ve had before.

Heide

The breakfast great perk but definitely needed variation. Grits and oatmeal everyday? Yuck. Cold cereal, anything. If you stayed more than a day or two(4 for us) it was tough. They did vary the fresh fruit and a bit with the pastries. Same yogurt everyday as well. They did have live music at the bar some days which was nice. The grounds were nice, area great and very walkable. Staff very pleasant. We had a key issue which they finally showed us 2nd or third day but first would have been better.

Marilyn

It's a nice property. Preserved, old-style bungalows that are grouped ~10 per building. It's kind of like being in apartments but better with an old-style vibe. The two pools are nice, and so is the breakfast / bar area. The persons at the reception desk were genuine at check-in and again when we checked out. This location met my expectations, being a couple streets off Duval Street. It can take ~10min walk to be in the middle of the Duval Street action.

Douglas

The grounds of the property are very tropical, lovely, and well kept. We stayed in the Annex, which is across a small side street from the main property, and it was very private and quiet (only 10 rooms). The Bungalow Bar poured good drinks. We had a king room with a private patio space that was great. I've seen reviews about the complimentary breakfast being meager, but that wasn't our experience. The spread was more than adequate and had some type of hot option each day (egg, bacon, and cheese quesadilla one day, pancakes the next, etc.), plus the normal continental breakfast items.

Enright

Room was very comfortable! We rented a double Queen room which had a small covered patio in the front with outdoor patio furniture and cushions. Beds and pillows were very comfortable. Shower was large but sink was rather small being only about 14 inches deep made it hard to wash your hands and face. But that was minor. Breakfast bar also excellent being served in an outdoor bar area by the pool, amongst the palm trees. Sunday morning we had violin music! We had a wonderful stay. Staff was super friendly and accommodating.

Carlton

The staff is very accommodating and service oriented. This is a great location near all the places you’d want to see but minus the crazy. It’s like a little village of cottages and old houses with paths that meandered throughout, with several small swimming pools placed here and there, giving it a very intimate feel. They also have a delicious complimentary continental breakfast, plenty of healthy options and yummy stuff too….with so much more offered to eat than any continental breakfast I’ve had before.

Heide

The breakfast great perk but definitely needed variation. Grits and oatmeal everyday? Yuck. Cold cereal, anything. If you stayed more than a day or two(4 for us) it was tough. They did vary the fresh fruit and a bit with the pastries. Same yogurt everyday as well. They did have live music at the bar some days which was nice. The grounds were nice, area great and very walkable. Staff very pleasant. We had a key issue which they finally showed us 2nd or third day but first would have been better.

Marilyn

It's a nice property. Preserved, old-style bungalows that are grouped ~10 per building. It's kind of like being in apartments but better with an old-style vibe. The two pools are nice, and so is the breakfast / bar area. The persons at the reception desk were genuine at check-in and again when we checked out. This location met my expectations, being a couple streets off Duval Street. It can take ~10min walk to be in the middle of the Duval Street action.

Douglas

Location

725 Truman Avenue, Key West, 33040, Florida, United States

Reservations:

+1-833-728-2041

or
Winslow's Bungalows - Key West Historic Inns