Winslow's Bungalows Key West Historic Inns

725 Truman Ave., Key West, FL 33040 United States (USA)
View map Reservations: 1-800-219-2797
4.0 Star property
24.553190-81.796280
+1-800-219-2797
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Very good
4.0/5

Based on 1078 guest reviews

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  • Includes an outdoor swimming pool
  • Free complimentary breakfast
  • 85 rooms in property
  • 2 floors in hotel
  • Check-in: 4:00 pm
  • Check-out: 11:00 am
  • Group friendly rating of 6.6/10

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Include Discounts:

Standard prices by room type for the next 60 days

Rates shown are nightly rates before taxes and do not necessarily reflect all discounts available. The chart provides the cheapest public rates available by room type.

Room Types

Check Rates1 King Bed
Non-Smoking
Check RatesAccessible Annex
Non-Smoking
Check RatesAccessible Annex 1 King Bed
Non-Smoking
Check RatesAccessible Annex Room
Non-Smoking
Check RatesAnnex
Non-Smoking
Check RatesAnnex Accessible
Non-Smoking
Check RatesAnnex Building Room
Non-Smoking
Check RatesAnnex Building Room Accessible
Non-Smoking
Check RatesAnnex Mobility
Non-Smoking
Check RatesAnnex Room
Non-Smoking
Check RatesAssigned On Arrival
Non-Smoking
Check RatesDouble Room King Bed
Non-Smoking
Check RatesDouble Room King Bed Patio
Non-Smoking
Check RatesElizabeth Annex King
Non-Smoking
Check RatesKing Kdxn
Non-Smoking
Check RatesKing Kdxn 1 King Bed
Non-Smoking
Check RatesKing Patio
Non-Smoking
Check RatesKing Patio Kftn
Non-Smoking
Check RatesKing Patio Tfn
Non-Smoking
Check RatesKing Patio Tfn Dynamic Bar
Non-Smoking
Check RatesKing Tfn
Non-Smoking
Check RatesKing Tfn Dynamic Bar
Non-Smoking
Check RatesStandard Room, King or Two Doubles
Non-Smoking
Check RatesWinslet
Non-Smoking
Check RatesWinslet Room
Non-Smoking
Check RatesWinslow
Non-Smoking
Check RatesWinslow 1 King Bed
Non-Smoking
Check RatesWinslow Room
Non-Smoking

Local Attractions

Duval Street, Hemingway House, Lighthouse Museum, Southernmost Point, Butterfly Conservatory, shopping, bars, restaurants, nightlife

Verified Reviews of Winslows Bungalows Key West Historic Inns

Below are the verified reviews from guests that we have booked recently:
"Wonderful getaway"
Overall Score4.0/ 5
Enjoyed our stay. Place was great! I would like to give Keith from the pool bar a special shout out! He was a big part of making our stay enjoyable.
(Individual traveler, booked 1 room), from US flag
07-Nov-2025 Verified Review, stayed from Mon Nov 03 to Thu Nov 06 2025 at a $264.32 average nightly rate.
4.0 out of 5. Based on 1078 guest reviews

Property Description

Winslow's Bungalows - just two blocks from amazing Key West nightlife on the world famous Duval Street. You can walk to restaurants and nightlife and enjoy the quaint houses in Key West's historic neighborhoods. Rooms are situated in several buildings spread out on an acre of grounds, giving the property a very tranquil, spacious feel. Garden paths and tropical foliage separate buildings and quiet resting spots. A large heated pool is surrounded by palm trees, and has plenty of deck space for comfortable chaise lounges. Continental breakfast is served poolside each morning. A former estate property, the original Robert Maloney home was constructed in 1854. The Maloney House is one of the oldest buildings in Key West and is included in the National Historic Register, and it now contains several deluxe king and superior queen rooms. Other structures within the complex, added at later dates, include the Reception Building, several guest cottages, and the pool cabana. All the accommodations offer a quiet retreat from the energy of Duval Street while keeping you near all of the action. Accommodations are tailored to couples and all of the rooms provide either one queen-size or one king-size bed. Guestroom amenities include a private bath with shower, Flat-Screen LCD TV with cable service, telephone, complimentary wireless internet access, air-conditioning and heat with individual control, hairdryer, iron, and security safes. Superior and Deluxe rooms provide mini-refrigerators and coffeemakers, in addition to more room space.Front desk working hours to 07:00-23:00

Details / Other Expenses

Check In: 4:00 pm
Check Out: 11:00 am
Year of Last Renovation: 2014
Floors: 2
Rooms: 85
Corridors: All Rooms Have Exterior Hallways
Non Smoking Rooms: 38
Handicap Rooms: 2
Rooms with 1 Bed: 38
Suites: 0
Room Windows: Windows Do Open
Cleaning Frequency: Daily
Meeting Rooms: 0
Dist. to Food/Bars: 0.4 Km
Dist. to 24hr Restaurant: 0.4 Km
Dist. to Nearest Gym: 0.8 Km
Pool Info:
Outdoor swimming pool open 7:00 AM to 10:00 PM
Policies / Expenses
Cancellation:
Cancellation policy varies according to date and number of rooms blocked by the group.
Nightly Parking: $20
Typical Group Deposit: Dependant Upon Group
Total Taxes: 12.50%
Total Misc Fees: S$64.88 SGD
(mandatory resort fees/taxes)

Amenities / Features


  • Air conditioning
  • Alarm clock
  • Central location
  • Complimentary breakfast
  • Complimentary newspaper
  • Concierge service
  • Credit card accepted: Mastercard/Visa
  • Credit card accepted: American Express
  • Credit card accepted: Discover
  • Free local calls
  • Golf course on hotel grounds
  • Hairdryer available
  • Handicap accessible
  • Ice Maker
  • Internet - wireless
  • Free WiFi Internet
  • Non-smoking rooms
  • Pets allowed
  • Private bathroom in room
  • Safe in rooms
  • Self controlled heating/cooling system
  • Shower
  • Swimming pool - outdoor
  • Telephone in all rooms
  • Television
  • Voicemail

Airport & Shuttle Information

Nearest airport: Key West International. Approx. 2 miles

Airport Shuttle? Sorry, no airport shuttle available.

Breakfast Information

Complimentary continental breakfast is served from 8am - 11am daily.

Pet Friendly?

Service animals complying with ADA Title lll regulations are allowed.

Yes! Pets are allowed.
We love pets! Your pet is welcomed by name. Sometimes, our Directors of Pet Relations might be there to greet you with a tail wag.A selection of hotel amenities and extras including plush pet-bed loaners in your guest room, food, water bowls and mats.A concierge list of nearby pet-friendly restaurants, parks, groomers and pet boutiques.Door hangers alert other hotel guests and staff that your cat, dog, or other beloved pet is in the room.Courtesy bags for walking your dog.No additional charge for pets, no deposit requiredNo size/weight limitNo limit on number of pets allowedNightly wine reception — pets are welcome to join the party at select hotels!We are partnered with Wag!, a mobile platform that connects pet owners with professional caregivers for pet boarding, sitting and walking. Kimpton guests will receive a complimentary month of the normally subscription fee-based Wag! Premium with every stay. This in turn gives 10% off every pet service.

Parking Info

On-site self parking is available for $20 + tax per night.

Internet / WiFI

Free wireless internet access is available in guest rooms and public space areas.

Previously known as:
Kimpton Winslow's Bungalows, an IHG Hotel, Winslow's Bungalows

FAQs about Winslows Bungalows Key West Historic Inns

What time is check in?

Check in time is 4:00 pm based on the hotel's local time. Early check in may be available if requested at the front desk on the day of check-in.

What time is check out?

Check out time is 11:00 am based on the hotel's local time. Late check out may be available if requested at the front desk during your stay.

How many rooms does Winslows Bungalows Key West Historic Inns have?

There are 85 rooms in the property.

What kind of breakfast is at Winslows Bungalows Key West Historic Inns?

Complimentary continental breakfast is served from 8am - 11am daily.

What parking is available at Winslows Bungalows Key West Historic Inns?

On-site self parking is available for $20 + tax per night.

How much does internet cost?

Free wireless internet access is available in guest rooms and public space areas.

Can I get a AAA rate at Winslows Bungalows Key West Historic Inns?

Sorry, this hotel does not offer AAA hotel discounts at this time.

Can I get a Senior or AARP rate at Winslows Bungalows Key West Historic Inns?

Sorry, this hotel does not offer senior hotel discounts at this time.

Is there a pool at Winslows Bungalows Key West Historic Inns?

Yes, there is a pool on-site at the property. Outdoor swimming pool open 7:00 AM to 10:00 PM.

Testimonials:

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"Your site made the hotel selection process so easy and convenient - weddings are hectic enough. Thank you so much for your instructions and your follow-up. I really appreciate it!" C.R. - Dallas, TX

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