Winslow's Bungalows - Key West Historic Inns

Overview
725 Truman Ave., Key West, FL 33040 United States
Call to book 1-800-219-2797
Group Sales: 1-800-906-2871
AI Insight

This hotel offers a range of amenities including a bar/lounge, pool, restaurant, pet-friendly accommodations, and a 24/7 front desk.

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Highlights
Free WiFi
Breakfast available (surcharge)
Bicycle parking available
Pets allowed
Select your room
4.0
07-Nov-2025
"Wonderful getaway"

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)
Verified Review, stayed from Mon Nov 03 to Thu Nov 06 2025 at a $264.32 average nightly rate.
View all reviews

Check-In 4:00 PM - anytime

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

Suites: 0

Room Windows: Windows Do Open

Cleaning Frequency: Daily

Meeting Rooms: 0

Dist. to Food/Bars: 0.3 Mi

Dist. to 24hr Restaurant: 0.3 Mi

Dist. to Nearest Gym: 0.5 Mi

Nightly Parking: $20

Total Taxes: 12.50%

Total Misc Fees: $50.00 USD

Cancellation: Cancellation policy varies according to date and number of rooms blocked by the group.

Check-In Instructions:

  • 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.
  • At least 80% of all lighting comes from LEDs
  • Bicycle parking available
  • Boat tours nearby
  • Breakfast available (surcharge)
  • Canoeing nearby
  • Check In: 4:00 PM - anytime
  • Check Out: 11:00 AM
  • Coffee/tea in common areas
  • Comprehensive food waste policy
  • Concierge services
  • Ecotours nearby
  • Fishing nearby
  • Food and water bowls
  • Free WiFi
  • Front desk (limited hours)
  • Front entrance ramp
  • Garden
  • Golfing nearby
  • Internet access - wireless
  • Kayaking nearby
  • LGBTQIA+ friendly
  • Locally-owned & organized tours & activities
  • Luggage storage
  • Marina nearby
  • Motor boating nearby
  • No accessible shuttle
  • No elevators
  • Number of bars/lounges - 1
  • Number of outdoor pools - 3
  • Number of poolside bars - 1
  • Outdoor furniture
  • Parasailing nearby
  • Parking onsite
  • Personal motor watercraft nearby
  • Pets allowed
  • Pool hoist on site
  • Pool sun loungers
  • Professional property host/manager
  • Recycling
  • Registration desk height (centimeters) - 76
  • Registration desk height (inches) - 30
  • Sailing nearby
  • Scooter/moped rentals nearby
  • Scuba diving nearby
  • Self parking (surcharge)
  • Service animals are allowed
  • Service animals are exempt from fees/restrictions
  • Shared microwave
  • Skydiving nearby
  • Smoke-free property
  • Snorkeling nearby
  • Swimming nearby
  • Swimming pool
  • Tours/ticket assistance
  • Upper floors accessible by stairs only
  • Vegan menu options available
  • Vegetarian menu options available
  • Water dispenser
  • Water dispenser use by guests actively encouraged
  • Water-efficient showers only
  • Water-efficient toilets only
  • Well-lit path to entrance
  • Wheelchair accessible
  • Wheelchair accessible (may have limitations)
  • Wheelchair accessible path of travel
  • Wheelchair-accessible pool
  • Wheelchair-accessible registration desk
  • Windsurfing nearby

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

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

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

Essential workers only - NO

Day 1

Breakfast Blue Heaven - Start your day with a delicious breakfast at this popular Key West spot known for its outdoor garden seating and mouthwatering dishes. Distance from hotel: 0.7 miles.
Lunch Santiago's Bodega - Indulge in a variety of tapas and small plates at this vibrant eatery. It offers a lively atmosphere and a diverse menu. Distance from hotel: 0.9 miles.
Dinner Latitudes at Sunset Key Cottages - Enjoy a romantic dinner at this waterfront restaurant located on Sunset Key. It offers delicious seafood dishes and stunning views of the sunset. Distance from hotel: 0.5 miles.
Activity Mallory Square Sunset Celebration - Experience the famous Key West sunset at Mallory Square. Enjoy live entertainment, street performers, and breathtaking views. Distance from hotel: 0.6 miles.

Day 2

Breakfast Croissants de France - Start your day with freshly baked pastries and delicious breakfast options at this French bakery and café. Distance from hotel: 0.4 miles.
Lunch El Siboney - Savor authentic Cuban cuisine at this local favorite. It offers generous portions and flavorful dishes. Distance from hotel: 1.2 miles.
Dinner Nine One Five - Dine at this elegant restaurant known for its contemporary American cuisine and charming atmosphere. Distance from hotel: 0.3 miles.
Activity Key West Butterfly and Nature Conservatory - Immerse yourself in the beauty of nature at this tropical paradise filled with colorful butterflies and exotic plants. Distance from hotel: 0.8 miles.

Day 3

Breakfast Sarabeth's Key West - Start your day with a delicious breakfast at this charming café known for its homemade jams and delectable dishes. Distance from hotel: 0.2 miles.
Lunch Garbo's Grill - Try mouthwatering gourmet tacos and burgers at this popular food truck. It offers a casual outdoor seating area. Distance from hotel: 0.9 miles.
Dinner Louie's Backyard - Enjoy a waterfront dining experience at this iconic Key West restaurant. It offers a diverse menu and stunning ocean views. Distance from hotel: 0.4 miles.
Activity Key West Historic Seaport - Explore the historic seaport area filled with shops, restaurants, and marinas. Enjoy a leisurely stroll along the waterfront. Distance from hotel: 0.5 miles.

FAQs about Winslow's Bungalows - Key West Historic Inns

What time is check in?

Check in time is 4:00 PM - anytime 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 Winslow's Bungalows - Key West Historic Inns have?

There are 85 rooms in the property.

What kind of breakfast is at Winslow's Bungalows - Key West Historic Inns?

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

What parking is available at Winslow's 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.

Is there a pool at Winslow's 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

Is Winslow's Bungalows - Key West Historic Inns pet friendly?

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 required No size/weight limit No limit on number of pets allowed Nightly 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.

Is there shuttle service at Winslow's Bungalows - Key West Historic Inns?

Nearest airport: Key West International. Approx. 2 miles

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