Company Logo
US FL Monroe County Key West Hotels

Winslow's Bungalows - Key West Historic Inns

Updated on Jul 20, 2026

View More Pictures

Winslow's Bungalows - Key West Historic Inns

Hotels.com logo Lowest Price $225.33 Get Booking Details

Map image for 725 Truman Avenue KEY WEST, FL
Located in: KEY WEST, FL
Along with 3 outdoor pools, this smoke-free hotel has a bar/lounge and a poolside bar. Free continental breakfast and free WiFi in public areas are also provided. Other amenities include self parking, coffee/tea in a common area, and a microwave in a common area.
Winslow's Bungalows - Key West Historic Inns offers 85 accommodations, which are accessible via exterior corridors and feature safes and bathrobes. Each accommodation is individually furnished and decorated. Beds feature premium bedding. 55-inch LED televisions come with cable channels. Bathrooms include designer toiletries, complimentary toiletries, and hair dryers.

This Key West hotel provides complimentary wireless Internet access. Business-friendly amenities include phones along with free local calls (restrictions may apply). Housekeeping is offered daily and irons/ironing boards can be requested.


3 outdoor swimming pools are on site.

The recreational activities listed below are available either on site or nearby; fees may apply.

Located in Old Town Key West, a neighborhood in Key West, Winslow's Bungalows - Key West Historic Inns is in the entertainment district and near a boardwalk/promenade. Southernmost Point and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. Ready for a night out? Consider The Key West Theater and Sloppy Joe's Bar. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and skydiving nearby.
Get the full listing »
Popular amenities
  • ac
  • bar
  • breakfast included
  • crib
  • free parking
  • heater
  • housekeeping
  • internet
  • microwave
  • no smoking
  • outdoor space
  • parking available
  • pets
  • pool
  • tv
Property amenities
Food and Drink
  • 1 poolside bar and 1 bar
  • Coffee/tea in common area(s)
  • Free continental breakfast available daily 8:00 AM–11:00 AM
Internet
  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi
Parking
  • Self parking on site (USD 30 per day; includes in/out privileges)
Things to do
  • 3 outdoor pools
  • Bike parking
Family Friendly
  • 3 outdoor pools
  • Free cribs/infant beds
  • Mini-fridge
Conveniences
  • Water dispenser
Guest Services
  • Concierge services
  • Daily housekeeping
  • Front desk (limited hours)
  • Luggage storage
  • Tour/ticket assistance
Outdoor
  • Garden
  • Outdoor furniture
  • Pool sun loungers
Language Spoken
  • English
Accessibility
  • Front entrance ramp
  • Hardwood flooring in room
  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Pool hoist on site
  • This property does not have elevators
  • Upper floors accessible by stairs only
  • Well-lit path to entrance
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible pool
  • Wheelchair-accessible registration desk
  • Wheelchair-accessible registration desk height (inches): 30
Activities Nearby
  • Boat tours
  • Canoeing
  • Ecotours
  • Fishing
  • Golfing
  • Jet skiing
  • Kayaking
  • Marina
  • Motor boating
  • Parasailing
  • Sailing
  • Scooter/moped rentals
  • Scuba diving
  • Skydiving
  • Snorkeling
  • Swimming
  • Windsurfing
More
  • At least 80% lighting from LEDs
  • Comprehensive food waste policy
  • Locally-owned & organized tours & activities
  • Shared microwave
  • Smoke-free property
  • Vegan dining options
  • Vegetarian dining options
  • Water dispenser
Room amenities
Bedroom
  • Air conditioning (climate-controlled)
  • Bed sheets
  • Ceiling fan
  • Free cribs/infant beds
  • Heating
  • Premium bedding
Bathroom
  • Bathrobes
  • Designer toiletries
  • Hair dryer
  • Private bathroom
  • Shampoo
  • Soap
  • Toilet paper
  • Toothbrush and toothpaste (on request)
  • Towels
Entertainment
  • Cable channels
  • 55-inch LED TV
Food and Drink
  • Mini-fridge
More
  • Access via exterior corridors
  • Eco-friendly cleaning products provided
  • Free local calls
  • Individually decorated
  • Individually furnished
  • Iron/ironing board (on request)
  • LED light bulbs
  • Phone
  • Recycling
  • Safe
  • Water-efficient showers only
  • Water-efficient toilets only
Policies
Check-in
  • Check-in start time: 4:00 PM; Check-in end time: anytime
  • Minimum check-in age: 21
Check-out
  • Check-out before 11 AM
Pets
  • Food and water bowls are available
  • Pets allowed for an extra charge of USD 50 per pet, per night
  • Service animals are welcome, and are exempt from fees
Special 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
  • Please note that cultural norms and guest policies may differ by country and by property; the policies listed are provided by the property
  • Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, and outdoor lighting
  • 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 hotel requires written authorization in advance for any payment using a credit card whose name differs from the registered guest.
  • This property accepts credit cards; cash is not accepted
  • 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
Property payment types
  • American Express
  • Diners Club
  • Discover
  • Mastercard
  • Visa
Important Information
Fees
  • You'll be asked to pay the following charges at the property. Fees may include applicable taxes:
  • Deposit: USD 50 per accommodation, per nightResort fee: USD 50.63 per accommodation, per night
  • The resort fee includes:Additional inclusionsConcierge serviceIn-room safePhone callsPool access
  • We have included all charges provided to us by the property.
Optional extras
  • Self parking fee: USD 30 per day (in/out privileges)Pet fee: USD 50 per pet, per nightService animals are exempt from fees
  • The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.
You need to know
  • 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
  • Please note that cultural norms and guest policies may differ by country and by property; the policies listed are provided by the property
  • Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, and outdoor lighting
  • 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 hotel requires written authorization in advance for any payment using a credit card whose name differs from the registered guest.
  • This property accepts credit cards; cash is not accepted
  • 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
We should mention
  • Pool access available from 7:00 AM to 10:00 PM
  • This property does not have elevators
  • This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly)
 

More Hotels in Key west, FL

Hotels.com logo

The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only - Vrbo Property #
While you're here, you can enjoy all the comforts of home and more, including a refrigerator and a flat-screen TV, as well as a coffee/tea maker and a garden. Other amenities include laundry...

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses - Vrbo Property #
Spend the day catching some rays at the beach, relaxing by one of Southernmost Beach Resort and Guesthouses's 3 outdoor swimming pools, or pampering yourself at the full-service spa. Southernmost...

Coral Palm by Avantstay Key West Walkable Gated Community & Shared Pool

Coral Palm by Avantstay Key West Walkable Gated Community & Shared Pool - Vrbo Property #
Located in Key West, this welcoming cottage brings it all within your reach. Jump into your car and make short work of the 2-minute drive to Key West Tropical Forest and Botanical Garden or the...

The Saint Hotel Key West, Autograph Collection, Adult Only

The Saint Hotel Key West, Autograph Collection, Adult Only - Vrbo Property #
Along with an outdoor pool, this smoke-free hotel has a restaurant and a fitness center. Wired internet in public areas is free. Other amenities include a bar/lounge, a rooftop terrace, and valet...

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas - Vrbo Property #
Jump on the free shuttle and enjoy kayaking at the beach, or stay at Parrot Key Hotel & Villas and relax by one of the 4 outdoor swimming pools. Housekeeping is available on request. Parrot Key...

Ibis Bay Beach Resort

Ibis Bay Beach Resort - Vrbo Property #
At Ibis Bay Beach Resort, hit the private sand beach, relax by an outdoor pool, or spend the day at a marina. Ibis Bay Beach Resort offers 75 accommodations with hair dryers and complimentary...

Lazy Gecko by Avantstay Walk to Duval St in Key West! Month Long Stays Only

Lazy Gecko by Avantstay Walk to Duval St in Key West! Month Long Stays Only - Vrbo Property #
Located in Key West, this welcoming cottage lets you experience it all. Key West Historic Seaport and Sails To Rails Museum at Flagler Station are just a short walk away, so leave your car at the...

Pier House Resort & Spa

Pier House Resort & Spa - Vrbo Property #
At Pier House Resort & Spa, hit the private sand beach, dine onsite at Chart Room Bar, or enjoy a drink at one of the resort's 2 bars/lounges. Housekeeping is available on request. Pier House...

Ridley House - Key West Historic Inns

Ridley House - Key West Historic Inns - Vrbo Property #
This smoke-free hotel features an outdoor pool, concierge services, and tour/ticket assistance. Free buffet breakfast and free WiFi in public areas are also provided. Ridley House - Key West...

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort - Vrbo Property #
This smoke-free hotel features 3 outdoor pools, a restaurant, and a fitness center. WiFi in public areas is free. Additionally, a bar/lounge, a poolside bar, and a 24-hour business center are...
More near Key West, FL | Contact Hotels.com
goodideazs, LLC is not affiliated with the authors of this post nor is it responsible for its content, the accuracy and authenticity of which should be independently verified.