Winslows Bungalows - Key West Historic Inns
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1 night
1 room, 2 adults, 0 children
All properties in Key West

Winslows Bungalows - Key West Historic Inns

725 Truman Ave, Key West, Florida, 33040, United States
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hotel overview picture
Highlights
Delicious breakfast
Pets welcome
Lots to do
Amenities
Outdoor swimming pool
Private parking
Luggage storage
Bar
Wi-Fi in public areas
Front desk (limited hours)
Concierge service
Safe at front desk
All amenities
Property Description
Winslows Bungalows
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8.8/10
Very Good
Cleanliness8.8
Amenities8.8
Location8.8
Service8.8
All 104 reviews
Surroundings
Airport: Key West International Airport
(5.3 km)
Landmarks: Winslow's Bungalows - Key West Historic Inns
(<100m)
Landmarks: The Basilica of St. Mary Star of the Sea
(<100m)
Landmarks: Key West Cemetery
(390m)
Landmarks: Aqua Nightclub
(500m)
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Overview

Rooms

Guest Reviews

Services & Amenities

Policies

Winslow
11

Winslow

1 King bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
TV
Room Details
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Annex
8

Annex

1 King bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
TV
Room Details
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Winslet
6

Winslet

1 King bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
TV
Room Details
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Key Lime
11

Key Lime

1 Queen bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
TV
Room Details
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Blue Parrot
7

Blue Parrot

2 Queen bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
TV
Room Details
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Treehouse Suite
14

Treehouse Suite

1 King bed
Non-smoking
Air conditioning
Private bathroom
Bathtub
Refrigerator
Room Details
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Truman
1

Truman

2 King bed
Private bathroom
Room Details
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Winslow Mobility
5

Winslow Mobility

1 King bed
Air conditioning
Private bathroom
Refrigerator
TV
Room Details
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Annex Mobility
1

Annex Mobility

1 King bed
Air conditioning
Private bathroom
Refrigerator
TV
Room Details
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Maloney
8

Maloney

1 King bed
Non-smoking
Air conditioning
Private bathroom
Bathtub
Refrigerator
Room Details
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Bungalow
7

Bungalow

1 King bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
TV
Room Details
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Guest Reviews

8.8/10
Very Good
104 reviews
Verified Reviews
  • Cleanliness8.8
  • Amenities8.8
  • Location8.8
  • Service8.8
Average for similar properties in Key West
Most Mentioned
AI Summary
The staff excels with personalized service and early check-in. Guests praise the clean, fresh-towel rooms. The high-quality breakfast buffet is above par. The convenient location near the main street is appreciated.
I‍r‍i‍n‍a‍ ‍K‍r‍a‍v‍t‍s‍o‍v‍a
January 7, 2025
Loved it! The location is perfect, the room is amazing! When checking in they gave us a coin that we could exchange at the bar for two welcome drinks, which we gladly took advantage of. Hemingway's house and the southern point are a 5-minute walk away!
Original TextTranslation provided by Google
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
G‍u‍e‍s‍t‍ ‍U‍s‍e‍r
July 29, 2025
This has to be our favourite hotel of all! First the staff is phenomenal. Jennifer is absolutely wonderful and so accomodating. Sonya made our stay exquisite and couldn’t do enough to make it better. Kya is a sweetheart from the reception on checking in to helping each day. Keith at the bar and the entire housekeeping staff was fabulous and I can’t say enough about breakfast and the wonderful staff preparing and servicing you needs. The property is a well oiled machine from the employees to maintenance. It truly feels as though you’re in the Tropics. Resorts should take a lesson on how they should treat guests on vacation. A 5 doesn’t do it justice Thank you
G‍u‍e‍s‍t‍ ‍U‍s‍e‍r
July 26, 2025
It’s such a cozy and peaceful and beautiful place. Love the atmosphere and the breakfast was amazing and all the people that work here are so nice. We will be back here again!!! Our new favorite place!! Pool is amazing too and also music is great!!
G‍u‍e‍s‍t‍ ‍U‍s‍e‍r
July 19, 2025
This is such a beautiful property! Location is perfect, walkable to Duval Street and Mallory Square. Room was in a gorgeous mansion, spacious, adorable vanity with a huge shower! Loved the delicious breakfast with really unique offerings.
G‍u‍e‍s‍t‍ ‍U‍s‍e‍r
July 11, 2025
We enjoyed everything about Winslow Bungalows, it was centrally located to everything ,so we could walk everywhere. Very clean, staff was welcoming throughout the property. Our Bungalow was very clean, bed was great. We used the pool by the bar, that was nice had local musicians playing thru out the day. Our Bartender Keith was great.

Services & Amenities

Outdoor swimming pool
Restaurant
Restaurant
More Amenities
Internet
Outdoor swimming pool
Parking
Private (exclusively for guests) is available On-site parking, and Charge, US$30.00 (approx. PHP 1,745.25) Daily. Reservation not needed.
Front Desk Services
Languages Spoken
Food & Drink
Health & Wellness
Activities
Public Areas
Accessibility
Safety & Security

Property Policies

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

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

If you plan to arrive after 22:00 on your check-in day, contact the property in advance.At the same time, please provide your check-in time

Child Policies
Children of all ages are welcome at this property.
Additional fees may be charged for children using existing beds. Add the number of children to get a more accurate price.

Cribs 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
AgeFee
Adult
Contact property
Additional breakfast fees are not included in the total and need to be paid at the property.

Deposit Policy
DepositDeposit required
Deposit Collection MethodsA fixed amount of US$50.00 (approx. PHP 2,908.74) is charged.
Deposit Payment MethodsThis property accepts credit cards
Deposit RefundThe deposit will be returned to the original account of payment on the day of check-out.

Pets
Pets are allowedFree
Types of pets allowed: dogs

Service Animals
Service animals are allowed

Age Requirements
The main guest checking in must be at least 21 years old

Paying at the Hotel

  • Cash

Property Description

  • Opened: 1857
  • Number of Rooms: 85
Winslows Bungalows

Frequently Asked Questions

What is the cancellation policy for Winslows Bungalows - Key West Historic Inns?

The cancellation policy for Winslows Bungalows - Key West Historic Inns varies depending on the type of room and booking conditions.

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

Standard check-in time at Winslows Bungalows - Key West Historic Inns is 16:00 and check-out time is 11:00.

Does Winslows Bungalows - Key West Historic Inns provide breakfast?

Yes, Breakfast is offered at Winslows Bungalows - Key West Historic Inns. Breakfast option(s): Western.

Can I bring my pet inside the Winslows Bungalows - Key West Historic Inns?

Pets are allowed on request at Winslows Bungalows - Key West Historic Inns. Charges may be applicable.

Is there a restaurant at Winslows Bungalows - Key West Historic Inns?

Except for the breakfast, there is no restaurant in Winslows Bungalows - Key West Historic Inns. However, within short driving distance, you’ll have access to a wide variety of restaurants.

How far is the Winslows Bungalows - Key West Historic Inns from the closest airport?

The closest airport is Key West International Airport, and it is about 11 mins from hotel by car (5.3 km).

About This Property

Nearest AirportKey West International Airport
Distance to Airport5.34KM
Average Price FromPHP20886
Hotel Star Rating4