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2 adults, 1 room

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Winslow's Bungalows - Key West Historic Inns

725 Truman AvenueSee map

kr 2,006per night

This is the cheapest price in 30 days, based on the rates on 18 Oct

Top reasons for booking
With a stay at Winslow's Bungalows - Key West Historic Inns, you'll be centrally located in Key West, just a 5-minute walk from Duval Street and 10 minutes by foot from Florida Keys Beaches. This hotel is 0.4 mi (0.6 km) from Ernest Hemingway Home and Museum and 0.6 mi (0.9 km) from South Beach.
Popular facilities
Bar
WiFi
Free WiFi
Swimming pool
Luggage storage
4.6/5Fantastic 1K+ reviews
Reviews summary
Charming, tropical property featuring lush grounds, multiple pools, friendly staff, delicious breakfast, and a convenient central location near Duval Street attractions.
Exploring the area
Key West International Airport, 3.8km, About 7 mins from hotel by car
Conch Train Tour, 400m, About 7 mins from hotel by foot
Ernest Hemingway Home and Museum, 500m, About 9 mins from hotel by foot
5
Premier King with Patio or Balcony
1 double bed or bigger

17.0 m²

5
King Suite with Sofa Bed
2 beds

46.0 m²

5
King Suite with Soaking Tub
1 double bed or bigger

37.0 m²

4
King Mobility
1 double bed or bigger

29.0 m²

4
Two Queens
Bed type arranged at check-in

22.0 m²

6
Classic King
1 double bed or bigger

22.0 m²

4
Single Queen
1 double bed or bigger

22.0 m²

4
Treehouse King Suite
1 double bed or bigger

39.0 m²

6
Bungalow King
1 double bed or bigger

22.0 m²

6
Annex King
1 double bed or bigger

22.0 m²

7
Annex King Mobility
1 double bed or bigger

29.0 m²

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Reviews

Read all reviews
4.6/5.0

Fantastic

1K+ reviews
Location
0.0
Services offered
4.7
Cleanliness
4.6
Atmosphere & facilities
4.5
Reviews summary
From real reviews, powered by AI
Overall impression
Charming, tropical property featuring lush grounds, multiple pools, friendly staff, delicious breakfast, and a convenient central location near Duval Street attractions.
Location
Walking distance to Duval Street, Mallory Square, and local attractions. Convenient central yet quiet setting with nearby trolley stops.
Services offered
Friendly and accommodating staff. Delicious daily breakfast with fresh options, bike rentals, pet-friendly amenities, and welcoming poolside bar.
Cleanliness
Grounds, public areas, and rooms consistently maintained and kept clean, featuring refreshing pools and purified water stations.
Atmosphere & facilities
Quaint resort-like ambiance with lush tropical landscaping, multiple relaxing pools, private outdoor seating, and cozy historic bungalows.
All
4.5+
3.0+
Shawn Marie
Reviewed: 17 Jul 2026

5.0/5.0

Fantastic

Stayed with friends

We enjoyed our stay at the Winslow Bungalows! Our room was spacious, comfortable and clean. The staff was helpful and easy to talk to! We enjoyed breakfast and the breakfast menu!
Einat
Reviewed: 16 Jul 2026

5.0/5.0

Fantastic

Stayed with family

A stunning hotel with fairly spacious rooms and an excellent location. There was a small pool right below our rooms, making it feel just like a private pool. The breakfast was rather poor, and there were extra charges for everything. In my opinion, given the hotel's price point, they could have offered a more generous breakfast. Apart from that, it was great.
KRISTEN
Reviewed: 15 Jul 2026

5.0/5.0

Fantastic

Stayed with partner

We have stayed here twice, very pretty and quiet off the beaten path of the acton. Love the quiant rooms and grounds
Nicole
Reviewed: 14 Jul 2026

4.0/5.0

Great

Stayed with partner

Overall, the ambience was very peaceful and secluded and was very close to Duval and the main beaches. As to the staff, Keith at the Bungalow Bar was great. He was very friendly and gave us very helpful recommendations for our trip. A couple pits to this resort is that the rest of the staff isn’t the friendliest, there is no room service, and the bar does close early at 8pm. Other than those things, we did enjoy our stay.
James
Reviewed: 14 Jul 2026

5.0/5.0

Fantastic

Stayed with partner

The property is quietly tucked in just off of Truman Avenue (US1). It centrally located for short walks to Ducal St & Mallory Square
Kyle
Reviewed: 14 Jul 2026

5.0/5.0

Fantastic

Stayed with partner

Had a great stay. The 2 ladies at the front lobby were very nice and had great customer service. Maintenance guy was nice, bartender made great drinks and the breakfast looked great. Bedroom had good AC and the bed and pillows were exactly how we like them. Great location as well. Will def stay here again in the future
Laura
Reviewed: 12 Jul 2026

5.0/5.0

Fantastic

Stayed with partner

We Loved everything about the hotel plus the proximity to Duval St.
MP
Reviewed: 11 Jul 2026

5.0/5.0

Fantastic

Stayed with partner

We stayed here for two nights in June and had an amazing experience! The weather was very hot, but having three different pools to choose from made it easy to cool off and relax. The breakfast was delicious—we especially loved the Belgian waffles and the fresh fruit. The entire resort had a peaceful, relaxing atmosphere, making it the perfect place to unwind. We would definitely stay here again!
Wilfredo
Reviewed: 9 Jul 2026

5.0/5.0

Fantastic

Stayed with partner

Staff
John
Reviewed: 9 Jul 2026

5.0/5.0

Fantastic

Stayed with partner

This facility was a welcome surprise. Each unit was its own little unique space. There are three pools to take advantage of when time allows. The morning breakfast offering was more than adequate. The grounds and parking area were clean and the area was considerably quite at night. The location is within walking distance to many of the areas attractions. Definitely the spot to stay at if you are in the area!

Overview

Winslow's Bungalows - Key West Historic Inns

Rooms:85
Floors:2
Star rating:

With a stay at Winslow's Bungalows - Key West Historic Inns, you'll be centrally located in Key West, just a 5-minute walk from Duval Street and 10 minutes by foot from Florida Keys Beaches. This hotel is 0.4 mi (0.6 km) from Ernest Hemingway Home and Museum and 0.6 mi (0.9 km) from South Beach.

Description

With a stay at Winslow's Bungalows - Key West Historic Inns, you'll be centrally located in Key West, just a 5-minute walk from Duval Street and 10 minutes by foot from Florida Keys Beaches. This hotel is 0.4 mi (0.6 km) from Ernest Hemingway Home and Museum and 0.6 mi (0.9 km) from South Beach.

See all

Exploring the area

Transport

Key West International Airport

Airports
3.8km

Attractions

Conch Train Tour

400m

Ernest Hemingway Home and Museum

500m

Key West Lighthouse and Keeper's Quarters Museum

600m

Key West Snorkeling Tours

600m

Nancy Forrester's Secret Garden

700m

San Carlos Institute

700m

South Beach

700m

Simonton Beach

800m
See map

Facilities & services

Popular facilities
Bar
WiFi
Free WiFi
Swimming pool
Luggage storage
General
Parking (additional charge)
Non-smoking throughout
Communal microwave
No elevator
Accessibility
Parking onsite
Bicycle parking available
Garden
Reception services
Concierge
Front desk (limited service hours)
Tourist info desk
Health & fitness
Outdoor swimming pool
Accessibility
Wheelchair accessible
Food & drink
Poolside bar
Breakfast service (additional charge)
See all facilities

Property policies

Check-in/out Time

Earliest check-in time:After 16:00

Latest check-out time:Before 11:00

Check-in policy

The guest responsible for check-in must be aged 21 or above

Special check-in instructions

The front desk is open daily from 7:00 AM - 11:00 PM. The front desk is staffed during limited hours. For any questions, please contact the property using the information on the booking confirmation. Information provided by the property may be translated using automated translation tools.

Check-in descriptions

Extra-person charges may apply and vary depending on property policy

Government-issued photo identification and a credit card may be required at check-in for incidental charges

Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed

The name on the credit card used at check-in to pay for incidentals must be the primary name on the guestroom reservation

This property accepts credit cards; cash is not accepted

Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, and outdoor lighting

This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

Please note that cultural norms and guest policies may differ by country and by property; the policies listed are provided by the property

This hotel requires written authorization in advance for any payment using a credit card whose name differs from the registered guest.

Note: Check-in policies vary by property. Please check carefully before booking

Mandatory fees

You'll be asked to pay the following charges at the property. Fees may include applicable taxes:

Deposit: USD 50 per accommodation, per night

Resort fee: USD 50.63 per accommodation, per night

The resort fee includes:

Additional inclusions

Concierge service

In-room safe

Phone calls

Pool access

We have included all charges provided to us by the property.

Other fees

Self parking fee: USD 30 per day (in/out privileges)

Pet fee: USD 50 per pet, per night

Service animals are exempt from fees

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

Food & drinks

Satisfy your appetite with American cuisine at Bungalow Bar, a poolside bar/lounge which features a garden view. Wrap up your day with a drink at the poolside bar. Continental breakfasts are available daily from 8:00 AM to 10:00 AM for a fee.

See all policies
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