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8.2

1,241 reviews

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

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

Choose dates to view prices

Outdoor swimming pool

Free wifi

Air conditioning

Tour desk

Bar

Terrace

Non-smoking rooms

Wheelchair accessible

Winslow's Bungalows - Key West Historic Inns

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.

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.

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.

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.

When it comes to room selection, this hotel has something for everyone. From intimate Essential King Rooms to spacious King Suites with Sofa Beds and Patios, you'll find the perfect accommodation to suit your needs. Each room is thoughtfully designed with modern amenities and comfortable furnishings, ensuring a pleasant stay. And with room options accommodating up to 4 adults and 3 children, there's plenty of space for the whole family to relax and unwind.

So why wait? Book your stay at Kimpton Winslow's Bungalows today and indulge in a delightful and memorable experience. From the pet-friendly atmosphere to the multiple pools and comfortable rooms, this hotel truly offers everything you need for a fantastic vacation in beautiful Key West. Don't miss out on the opportunity to create lasting memories - reserve your spot at Kimpton Winslow's Bungalows now!

Closest airports

Key West International Airport

2.3mi

Most popular amenities

Outdoor swimming pool

Free wifi

Air conditioning

Tour desk

Bar

Terrace

Non-smoking rooms

Wheelchair accessible

Patio

Picnic area

Garden

Bathtub

Free toiletries

Balcony

Rooms

Show 6 photos

Suite, Sofa, Patio

1 King Size Bed

1 Sofa Bed

425 sqft

Refrigerator

+

More details

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.

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Truman, King Size, Patio

1 King Size Bed

1 Sofa Bed

500 sqft

Pet Friendly

+

More details

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

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Premium

1 King Size Bed

310 sqft

Private Bathroom

Flat-screen TV

Air conditioning

Shower

+

More details

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.

Deluxe King Room in Winslow's Bungalows - Key West Historic Inns

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Deluxe, King Size

1 King Size Bed

235 sqft

Private Bathroom

Flat-screen TV

Refrigerator

Air conditioning

x4

+

x3

More details

This air-conditioned double room is consisted of of a flat-screen TV with cable channels and a private bathroom. The unit has 1 bed.

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Maloney, King Size

1 King Size Bed

Pet Friendly

+

More details

Indulge in the comfort of our Essential King Room – a cozy space fit for two with a king-size bed and a private bathroom. Enjoy modern amenities like a flat-screen TV, air conditioning, and free toiletries, making your stay relaxing and hassle-free.

Essential Queen Room with Two Queen Beds in Winslow's Bungalows - Key West Historic Inns

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Room - 2 Queen

2 Queen Size Beds

205 sqft

Private Bathroom

Refrigerator

Air conditioning

Free toiletries

x4

+

x3

More details

Experience comfort and convenience in our Essential Queen Room with Two Queen Beds. This spacious 258 sqft room accommodates 4 adults and 3 children, and offers a private bathroom, flat-screen TV, air conditioning, and free toiletries for a relaxing stay.

Queen Room with Two Queen Beds and Mobility Accessible Roll-In Shower in Winslow's Bungalows - Key West Historic Inns

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Room - 2 Queen, Accessible

2 Queen Size Beds

250 sqft

Private Bathroom

Flat-screen TV

Air conditioning

Shower

x10

+

x6

More details

This air-conditioned quadruple room includes a flat-screen TV with cable channels and a private bathroom. The unit offers 2 beds.

King Room with Garden View in Winslow's Bungalows - Key West Historic Inns

Show 4 photos

King Room, Garden View

1 King Size Bed

270 sqft

Private Bathroom

Flat-screen TV

Patio

Refrigerator

x4

+

x3

More details

This air-conditioned double room includes a flat-screen TV with cable channels, a private bathroom as well as a patio. The unit offers 1 bed.

Essential King Room with Patio in Winslow's Bungalows - Key West Historic Inns

Show 4 photos

King Room, Patio

1 King Size Bed

185 sqft

Private Bathroom

Refrigerator

Air conditioning

Free toiletries

+

More details

This air-conditioned double room is consisted of of a flat-screen TV with cable channels, a private bathroom as well as a patio. The unit has 1 bed.

Elizabeth Annex, King Size, Garden View, Patio

1 King Size Bed

270 sqft

Pet Friendly

+

More details

Your private Key West sanctuary awaits. Sink into the charm of lush gardens, a gated patio, a basket chair to enjoy the salt air and sunshine. Unwind by day, sink into a king bed by night.

Elizabeth Annex, King Size, Accessible

1 King Size Bed

Pet Friendly

+

More details

Enjoy charming Victorian architecture in a tranquil oasis surrounded by lush landscaping. Unwind and relax after a day exploring nearby Duval Street.

Premium, King Size, Sofa, Patio

1 King Size Bed

1 Sofa Bed

Flat-screen TV

Non-smoking rooms

+

More details

Indulge in the spacious comfort of our Premium King Room with Patio, featuring a king size bed and accommodating up to 4 adults and 3 children. Unwind on your private patio, enjoy a flat-screen TV, and rest easy with hypoallergenic bedding and free toiletries.

Guest reviews

8.2

1,241 reviews

Categories of assessments

Cleanliness

Comfort

Location

Facilities

Staff

Value for money

WiFi quality

Breakfast

Featured reviews:

🇺🇸

Gary

8.2

March 2024

. The bar and pool area. All the sweet little outdoor sitting areas surrounded by lush greenery . The breakfasts were amazing!

Didn’t appreciate the add’l fees for parking our golf cart while staying there. Paying $600.00 per night should included parking.

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Connie

10

March 2025

Location to activities was perfect, not too far to walk, but not too close to the noise and lights of a thriving downtown. Our room was one of the largest on the property and was very comfortable. I loved the Cuban inspired furnishings. The soaps, lotions and shampoos smelled so good! The water pressure and temperature were great. The shower tile is beautiful and looks new. All members of the staff are very friendly. Their service was excellent.

The breakfast was good, but needs a little more variety each day. The air conditioner in the bedroom is very loud.

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Enright

9.1

May 2024

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.

It's a minor point, but the pool areas get busy throughout the day and can use a little more attention/cleanup. The hotel's location is good and it is only 2 blocks to Duval Street, but it is more the quieter end of Duval. Expect to walk a good 15-20 minutes to get to the livelier end, Mallory Square, etc.

🇺🇸

Charlotte

8.2

March 2025

The rooms are beautiful. We were on the first floor and when the shutters were open we could see the pool. This is a beautiful facility in a great location for walking in Key West. ALL of the staff was so pleasant. I did feel sorry for the breakfast staff as on Sunday, guests were entering the serving area before the staff had finished set up.

I understand about water moving through the pipeline to Key West, but when you spend that kind of money on a room, I think two bottles of water should be complimentary. It does not have to be the recyclable/refillable.

🇺🇸

Heide

8.2

October 2024

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.

The things that could be improved are more functional storage. The full length mirror was mounted behind the rack where your clothes hang. They need to put a light and outlet near the little vanities. I know these are minor things but they would make the rooms more comfortable.

🇺🇸

Douglas

8.2

October 2024

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.

The air conditioner is loud. I could rest with it, but it kept my wife from sleeping through the night. Also, repair or improvement work with hammering and power tools started on the room next to ours around 7:30AM on the morning that we wanted sleep in. Couldn't they take into consideration in planning that guests might want quiet at that time of day?

🇺🇸

Marilyn

8.2

April 2025

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.

🇺🇸

Kristen

8.2

March 2025

Food was good. Very nice bread for breakfast. However, it was pretty gross. That many of the guests were coming down and eating breakfast without shoes and wandering around in the food line inside and then going back out and coming back in. Many of these people should not be out of the house without foot coverings if you know what I mean, L O L.

The bartender was a little bit rude and not very accommodating, which didn’t seem to fit the place

🇺🇸

Carlton

9.1

February 2025

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.

Nothing

🇺🇸

David

9.1

September 2023

Very nice secluded in the trees it felt wonderful during rainstorms. Parking was on site but it did cost us per day.

That you charged us $30 to park in your parking lot after paying to stay there.

Points of Interest Around Winslow's Bungalows - Key West Historic Inns

Attractions

Key West Cemetery

0.3mi

Ernest Hemingway Home and Museum

0.3mi

Duval Street

0.3mi

Key West Lighthouse and Keeper's Quarters Museum

0.3mi

Key West Butterfly and Nature Conservatory

0.4mi

Southernmost Point of the Continental USA

0.4mi

St. Paul's Key West Episcopal Church

0.5mi

Hard Rock Cafe Key West

0.6mi

Fort Zachary Taylor

0.7mi

Harry S. Truman Little White House

0.7mi

Key West Shipwreck Treasure Museum

0.8mi

Edward B. Knight Pier

0.8mi

Mallory Square

0.9mi

Key West Garden Club

1.1mi

Smathers Beach

1.7mi

Pools

Location

  • Outdoor

Availability

  • All season

Amenities of Winslow's Bungalows - Key West Historic Inns

Outdoor swimming pool

Free wifi

Air conditioning

Tour desk

Bar

Terrace

Non-smoking rooms

Wheelchair accessible

Patio

Picnic area

Garden

Bathtub

Free toiletries

Balcony

Stay rules - Winslow's Bungalows - Key West Historic Inns

  • Check-in / Check-out

  • Pets

  • Internet

  • Age restrictions

  • Curfew

  • Parking

  • Children and beds

  • Cards accepted at this property

Frequently Asked Questions - Winslow's Bungalows - Key West Historic Inns

Can pets stay with guests at Winslow's Bungalows - Key West Historic Inns?

Yes, you can stay with your pet at the Kimpton Winslow's Bungalows, an IHG Hotel. Pets are allowed at the hotel, and the best part is that they can stay for free. There are no extra charges for bringing your pet along. So feel free to enjoy your stay with your furry friend!

What's the check-in and check-out schedule at Winslow's Bungalows - Key West Historic Inns?

The designated check-in period at Winslow's Bungalows - Key West Historic Inns begins at 04:00 PM. As for check-out, it's before 11:00 AM.

Is free parking available at Winslow's Bungalows - Key West Historic Inns?

Yes, parking is available at the Kimpton Winslow's Bungalows hotel. It is a private parking facility located on-site. Guests can use the parking for a fee of $30 per day. Reservations for parking are not required.

How much does a stay at Winslow's Bungalows - Key West Historic Inns cost?

Room rates at Winslow's Bungalows - Key West Historic Inns initiate from $284. Yet, variations occur based on your room and date preferences. For exact rates, please insert your travel dates.

Which room categories can I book at Winslow's Bungalows - Key West Historic Inns?

The Kimpton Winslow's Bungalows hotel offers a variety of rooms, including premium king rooms with patios or tubs, essential king rooms, essential queen rooms with two queen beds, king suites with sofa beds and patios, as well as rooms selected at check-in. The rooms range in size from 183 sqft to 592 sqft and can accommodate 2 to 4 adults and 1 to 3 children. Smoking is not allowed in any of the rooms. The beds available in the rooms are king size beds, queen size beds, and some rooms have a sofa bed as well.

Which amenities can guests enjoy at Winslow's Bungalows - Key West Historic Inns?

Guests at Kimpton Winslow's Bungalows can spend their time enjoying the leisure amenities provided by the hotel. The hotel features three outdoor swimming pools where guests can relax, swim, and soak up the sun. These pools provide a refreshing and enjoyable experience for guests during their stay.

In addition to the pools, the hotel also offers a golf course, providing guests with an opportunity to engage in a fun and active leisure activity. Guests can test their golfing skills or simply enjoy a round of golf in the picturesque surroundings of the hotel.

For those looking for a more laid-back experience, the hotel also has a bar where guests can relax and unwind with a refreshing drink. This provides a perfect setting for socializing and enjoying the company of fellow guests or friends.

Furthermore, the hotel offers bicycle rental, allowing guests to explore the surrounding area and enjoy outdoor activities.

Does Winslow's Bungalows - Key West Historic Inns feature a pool area?

The hotel has three pools available, all of which are located outdoors. No additional information about the pools is provided.

Which payment methods are supported by Winslow's Bungalows - Key West Historic Inns?

Kimpton Winslow's Bungalows, an IHG Hotel, does not accept cash as a form of payment. However, they do accept Visa, American Express, Discover, and Mastercard as payment methods.