Winslow's Bungalows - Key West Historic Inns
1 night
Rooms and Guests
1 room, 2 adults, 0 children
All Properties in Key West

Winslow's Bungalows - Key West Historic Inns

725 Truman Ave, Key West, Florida 33040, United States
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Named for landscape painter Winslow Homer, who wintered in Key West around the turn of the 19th century, this is the largest hotel in the Kimpton Key West collection comprised from multiple historic homes that make no guest room designed the same. Wander down brick walkways through vibrant greenery, stopping to play a game of corn hole or snap a photo at our “Instagram Tree”—all on grounds that were once covered in fruit groves. Today, wedding parties, families and couples enjoy coveted moments of relaxation and play in a central Old Key West locale.Show More
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hotel overview picture
4.1/5Very Good·Cleanliness: 4.1
All 104 Reviews
Amenities
Outdoor swimming poolPrivate ParkingLuggage StorageBarWi-Fi in Public Areas
All Amenities
Surroundings
Airport: Key West International Airport
(5.3km)
Landmarks: The Hemingway Home and Museum
(510m)
Landmarks: Key West Lighthouse
(560m)
Map

Rooms

Guest Reviews

Policies

Services & Amenities

Mobility Access Two Queen Room with Roll in Shower
5

Mobility Access Two Queen Room with Roll in Shower

2 Queen bed
Free Wi-Fi
Non-smoking
Air Conditioning
Private Bathroom
Refrigerator
Private Toilet
Room Details
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King Room with Poolside Patio
4

King Room with Poolside Patio

1 King bed
Free Wi-Fi
Non-smoking
Air Conditioning
Private Bathroom
Refrigerator
TV
Room Details
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Room, 1 King Bed, Patio (Elizabeth Annex)
3

Room, 1 King Bed, Patio (Elizabeth Annex)

1 King bed
Free Wi-Fi
Non-smoking
Air Conditioning
Private Bathroom
Refrigerator
TV
Room Details
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Room, 1 Queen Bed, Patio (Elizabeth Annex)
3

Room, 1 Queen Bed, Patio (Elizabeth Annex)

1 Queen bed
Free Wi-Fi
Non-smoking
Air Conditioning
Private Bathroom
Refrigerator
TV
Room Details
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King Room with Patio
5

King Room with Patio

1 King bed
Free Wi-Fi
Non-smoking
Air Conditioning
Private Bathroom
Refrigerator
Private Toilet
Room Details
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Queen Room
10

Queen Room

1 Queen bed
Free Wi-Fi
Non-smoking
Air Conditioning
Private Bathroom
Refrigerator
TV
Room Details
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2 Queen Beds Room
6

2 Queen Beds Room

2 Queen bed
Free Wi-Fi
Non-smoking
Air Conditioning
Private Bathroom
Refrigerator
Private Toilet
Room Details
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Tree House Suite
11

Tree House Suite

1 King bed
Free Wi-Fi
Non-smoking
Air Conditioning
Private Bathroom
Refrigerator
TV
Room Details
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Room, 1 King Bed (Elizabeth Annex Garden, Gated Patio)
3

Room, 1 King Bed (Elizabeth Annex Garden, Gated Patio)

1 King bed
Free Wi-Fi
Non-smoking
Air Conditioning
Private Bathroom
Refrigerator
TV
Room Details
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Room, 1 King Bed (Elizabeth Annex)
3

Room, 1 King Bed (Elizabeth Annex)

1 King bed
Free Wi-Fi
Non-smoking
Air Conditioning
Private Bathroom
Refrigerator
TV
Room Details
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Maloney King
4

Maloney King

1 King bed
Free Wi-Fi
Non-smoking
Air Conditioning
Private Bathroom
Refrigerator
TV
Room Details
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Room, 1 King Bed, Mobility Accessible, Patio
4

Room, 1 King Bed, Mobility Accessible, Patio

1 King bed
Free Wi-Fi
Non-smoking
Air Conditioning
Private Bathroom
Refrigerator
TV
Room Details
Check Availability
Room, 1 King Bed, Mobility Accessible (Elizabeth Annex)
3

Room, 1 King Bed, Mobility Accessible (Elizabeth Annex)

1 King bed
Free Wi-Fi
Non-smoking
Air Conditioning
Private Bathroom
Refrigerator
TV
Room Details
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King Room with Balcony
8

King Room with Balcony

1 King bed
Free Wi-Fi
Non-smoking
Air Conditioning
Private Bathroom
Refrigerator
Private Toilet
Room Details
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Bungalow King
5

Bungalow King

1 King bed
Free Wi-Fi
Non-smoking
Air Conditioning
Private Bathroom
Refrigerator
TV
Room Details
Check Availability
King Room
9

King Room

1 King bed
Free Wi-Fi
Non-smoking
Air Conditioning
Private Bathroom
Refrigerator
Private Toilet
Room Details
Check Availability
Truman King Patio
8

Truman King Patio

1 King bed and 1 Sofa bed
Free Wi-Fi
Non-smoking
Air Conditioning
Private Bathroom
Refrigerator
TV
Room Details
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Hide Room Types

Guest Reviews(104)

4.1/5
Very Good
Verified Reviews
  • Cleanliness4.1
  • Amenities4.1
  • Location4.1
  • Service4.1
A‍h‍m‍a‍d
April 8, 2024
Amazing and friendly staff. My second time staying there and I love how it’s easy access to restaurants and bars and the center of the city
G‍u‍e‍s‍t‍ ‍U‍s‍e‍r
December 14, 2023
The pool is very small but nice. Perfect location two blocks from the main street where everything is. Parking at the paid door.
Original TextTranslation provided by Google
G‍u‍e‍s‍t‍ ‍U‍s‍e‍r
October 3, 2022
Location: Very good, walking distance to everything in Key West. Service: Thanks for providing early check-in in hot weather. The second time I went to the counter, the waiter could call out my last name. facility: The bed set was very clean and pleasant, the best bed I've slept in since travelling for a month. The bedside clock was so annoying that I had to unplug the battery and put it back on when I checked out. There is a front yard, but the room is very small, and there is no place to spread the 26-inch suitcase. Since it is the first floor of the bungalow, there are inevitably all kinds of insects in the room. Living in room #84 in the second district, next to the swimming pool is inevitably a bit lively at night. The occupants of room 85 next door are quite noisy watching TV all day. Soundproofing is not very good, although not entirely the hotel's problem. Food: Breakfast was better than average.
Original TextTranslation provided by Google
P‍e‍t‍e‍r
June 9, 2024
This place is a gem! the rooms are clean, well maintained, and efficient. The complimentary breakfast was FAR better than the usual. The outside cool bar provided nice fresh drinks as well as a friendly and informative bartender named Keith, The grounds are so inviting as a nice hide away. would highly recommend
A‍m‍y
June 15, 2024
I took my two teens on an excellent trip to Key West. We loved Winslow and would stay again. The daily breakfasts were yummy n healthy. The pools were super clean too!
B‍r‍e‍e
June 10, 2024
My daughter and I stayed here and it was amazing! The front desk staff was wonderful at checkin and when I had to request another card for my room that I locked us out of! The location is perfect for short walks to everything you might want to see. The grounds were well maintained and so pretty to just walk around! My daughter and I both enjoyed the breakfast options! We were pleasantly surprised and the staff was very attentive! We normally just ate there then would eat again until the evening! We will recon do this location to anyone traveling to Key West and would 100% return!
A‍M‍Y‍ ‍L
June 8, 2024
This place was a wonderful surprise! The grounds are beautiful and nice and quiet. Lemi checked me in and showed me to my room, thank goodness otherwise I would have been lost! She was very kind. The Bungalow bar was awesome with both Keith and Kurt behind the bar. Both took care of me and made great mimosas! I met some great people who stayed there too. Great job!
S‍c‍o‍t‍t‍ ‍A
June 10, 2024
The bungalows and property are amazing and have very beautifully landscaped gardens. Great private bungalows nestled into a scenic tropical paradise. We also used the swimming pool every midday after touring numerous beaches, historic sites, and restaurants. It's perfectly located in the middle of Old Town where all the fun starts. You can Uber anywhere for around 10 dollars and they are only minutes away when requested. The only negative is the cleaning service was hit or miss, so request maid service every day. The staff is very helpful and quick to rectify any needs or issues.
L‍e‍s‍l‍i‍e
May 30, 2024
We adored this property! It was large enough to have the luxuries we wanted (pool options, bar, etc.) but small/intimate enough that we didn't feel crowded or overwhelmed by people. The staff we kind and very attentive. The facility was clean and well maintained. The location was PERFECT for walking to dinner or get coffee. We generally prefer the less touristy/commercialized areas when we vacation and this spot perfectly aligned with that preference. We booked a balcony room but after visiting the property agree that when we go back, we'd be happy with a patio or ground level bungalow because they were so cute. We loved this property and highly recommend!

Property Policies

Check-in and Check-out Times
Check-in: After 16:00
Check-out: Before 11:00

Front desk hours: [Mon-Sun]07:00–23:23

Child Policies
Children can stay in some rooms of this hotel.
Children between 0 and 12 years old can stay for free if no extra bed is needed.

Cots and Extra Beds
Extra bed and crib policies may vary according to room type. Please refer to the room type details for more information.

Breakfast
TypeWestern, Continental
StyleBuffet
AgeFee
Adult
Buffet:US$0.10 (approx. S$ 0.13) per person
Additional breakfast fees are not included in the total and need to be paid at the property.

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Property Description

  • Opened: 1889
  • Number of Rooms: 86
Named for landscape painter Winslow Homer, who wintered in Key West around the turn of the 19th century, this is the largest hotel in the Kimpton Key West collection comprised from multiple historic homes that make no guest room designed the same. Wander down brick walkways through vibrant greenery, stopping to play a game of corn hole or snap a photo at our “Instagram Tree”—all on grounds that were once covered in fruit groves. Today, wedding parties, families and couples enjoy coveted moments of relaxation and play in a central Old Key West locale.

Services & Amenities

Outdoor swimming pool
Restaurant
Restaurant
No additional info available
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Frequently Asked Questions

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

Prices at Winslow's Bungalows - Key West Historic Inns are subject to change according to dates, hotel policy, and other factors. To view prices, please search for the dates you wish to stay at the hotel.

What is the closest airport to Winslow's Bungalows - Key West Historic Inns?

The closest airport is Key West International Airport. It is 5.3km from the hotel and approximately a 11 minutes journey by taxi.

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

The check-in time is after 16:00 and the check-out time is before 11:00.

Does Winslow's Bungalows - Key West Historic Inns provide airport transfer services?

No, the Winslow's Bungalows - Key West Historic Inns doesn't provide airport transfer services.

What amenities and services does Winslow's Bungalows - Key West Historic Inns have?

Winslow's Bungalows - Key West Historic Inns has the following amenities and services: Pets allowed, Outdoor Swimming Pool, Parking.

Does Winslow's Bungalows - Key West Historic Inns have a swimming pool?

Yes, Winslow's Bungalows - Key West Historic Inns has a pool. Pool type: Outdoor Swimming Pool.

Does Winslow's Bungalows - Key West Historic Inns have fitness amenities?

No, Winslow's Bungalows - Key West Historic Inns doesn't have fitness amenities.

Does Winslow's Bungalows - Key West Historic Inns provide Wi-Fi?

Please view the amenity list on the hotel page.

Does Winslow's Bungalows - Key West Historic Inns have non-smoking rooms?

Yes, Winslow's Bungalows - Key West Historic Inns has non-smoking rooms. Please view the hotel listing for details.

Does Winslow's Bungalows - Key West Historic Inns provide breakfast?

Yes, Winslow's Bungalows - Key West Historic Inns provides breakfast.

About This Property

Nearest AirportKey West International Airport
Distance to Airport5.34KM
Average Price FromSGD582
Hotel Star Rating4