Winslow's Bungalows - Key West Historic Inns | Hotel in Key West

| 9.2 (1018 Reviews) |   Pet Friendly  1 Bathroom
Old Town Hotel | Winslow's Bungalows - Key West Historic Inns

Discover Winslow's Bungalows - Key West Historic Inns

Welcome to Winslow's Bungalows - Key West Historic Inns, a delightful hotel in the heart of Key West, Florida, just a short stroll from the vibrant Duval Street.

Your stay at this smoke-free oasis includes access to three refreshing outdoor swimming pools, providing the perfect spot to unwind after exploring the local culture. Enjoy a relaxing drink at the bar or poolside bar while savoring a complimentary continental breakfast each morning.

This unique hotel features 85 distinct accommodations, all accessible via exterior corridors. Each room is thoughtfully furnished and decorated, offering safes and plush bathrobes for your comfort. Drift off into a peaceful slumber on premium bedding and catch your favorite shows on a 55-inch LED television equipped with cable channels. The bathrooms are stocked with designer toiletries, complimentary essentials, and hair dryers to elevate your stay.

Stay connected during your visit with complimentary wireless Internet access throughout the hotel. For those traveling for business, the property offers convenient amenities such as phones and free local calls, ensuring you're always in touch. Daily housekeeping is provided, and irons/ironing boards are available upon request to keep your wardrobe looking sharp.

In addition to the inviting pools, a variety of recreational activities can be found both on-site and nearby, allowing you to experience all that this charming region has to offer—some may incur additional fees.

Where to Stay in Key West: Discover the Charm of this Unique Destination

When considering where to stay in Key West, you'll find that this vibrant city offers a mesmerizing blend of rich history, stunning sunsets, and laid-back island vibes. Known for its colorful architecture and lively atmosphere, Key West is the southernmost point in the continental U.S., celebrated for attractions like the iconic Ernest Hemingway Home and Museum and the bustling Duval Street. The destination's unique culture comes alive through its eclectic mix of art galleries, delicious seafood restaurants, and enchanting waterside bars, making it an idyllic escape for those seeking both adventure and relaxation.

Located just a short walk from Duval Street, Winslow's Bungalows - Key West Historic Inns provides an ideal base for your Key West getaway. Enjoy the luxury of three outdoor swimming pools where you can unwind under the Florida sun, or sip cocktails at the poolside bar after a day of exploration. Start each morning with a complimentary continental breakfast before venturing out to experience all the nearby attractions. From lounging on the famous Mallory Square to engaging in water activities such as snorkeling and diving, you will find plenty of exciting options close to your accommodation. With 85 uniquely designed rooms featuring premium bedding and modern amenities, Winslow's Bungalows ensures a comfortable stay while you immerse yourself in the captivating charm of Key West.

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725 Truman Avenue, Key West, 33040, USA

Amenities

Air Conditioner
Parking
Pet Friendly
Pool
TV
Balcony/Terrace
Accessibility
Security/Safety
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Bar
Toiletries
Guest Services
Breakfast
Child Friendly
Internet
Kitchen
Laundry

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
Child Policy
Children are welcome. rollaway/extra beds are not available. free cribs (infant beds)!
Payment Policy
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.
Pet Policy
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
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 this property uses eco-friendly cleaning products

Reviews

Chris
Sep 6, 2025 07:12:19 AM
Review Score:   10
Summary: Great room, spacious and private
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FAQ's

Is this Old Town hotel pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Old Town hotel have a swimming pool?

Yes, this Old Town hotel has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Old Town hotel?

Best-rates for the Old Town hotel starts from $223 per night with includes Bedding/Linens, Toiletries, Child Friendly, Internet, Laundry, Air Conditioner, Pet Friendly, Pool, Wellness Facilities, Guest Services, Parking, TV, Bar, Accessibility, Fireplace/Heating, Breakfast, Kitchen, Balcony/Terrace, Security/Safety with all other facilities. Hotala matches every traveler with their perfect hotel, resort, or rental and whether you are traveling with a group, friends, family, or pets.

Is Old Town hotel a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this hotel 4 stars or guests have recommended them suitable for families. As reported by the owner or manager, the hotel has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Old Town hotel wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Old Town hotel has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Old Town hotel?

Based on the information reported by the owner or manager, the Old Town hotel indicates 1 day stay policy at this hotel. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Old Town hotel?

Based on the information reported by the owner or manager, details for the cancellation policy for the Old Town hotel are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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