Frequently Asked Questions

Old Town Key West is the most popular area to stay, offering historic architecture, walkable streets, vibrant restaurants, and easy access to beaches, attractions, and nightlife. Stay with us in the heart and home of the action.

Key West offers year-round festivals, live music, stunning sunsets and island events, making it a vibrant destination in every season—from winter sunshine to spring festivals and summer nights celebrations.

Yes. Old Town Key West is one of the most walkable neighborhoods in Florida, making it easy to explore restaurants, beaches, shops, and historic sites from our inns generally within a 10-15 minute stroll.

Yes. We are open and would love to welcome registered hotel guests and locals alike.

Expect an easygoing island escape—tropical gardens, refreshing drinks, and a breezy poolside setting where guests can unwind, socialize, and enjoy the timeless charm of Key West.

Guests of the Key West Historic Inns have access to two exclusive bar experiences. Both bars are exclusive to overnight guests of our five inns, creating a relaxed and welcoming atmosphere just for those staying with us.

Guests can relax in a lush tropical setting while enjoying poolside bites, handcrafted cocktails, sparkling bubbles, and ice-cold beer. Our poolside bar blends contemporary mixology with the laid-back charm of Key West, making it easy to sip, snack, and unwind as the island breeze drifts through the gardens.

Bungalow Bar
Located at Winslow’s Bungalows, this open-air cocktail bar offers laid-back island vibes and refreshing drinks enjoyed under swaying palms.

Isabel’s
Our island-chic poolside bar at Lighthouse Hotel, perfect for cocktails by the water from day to night.

Yes! We’re excited to partner with Island Safari Rentals to offer cruiser bikes, e-bikes, scooters, and golf carts for our guests.

What kinds of bikes are available?

Guests can rent:

• Classic cruiser bikes (Jamis or Sun Cruisers)
• E-bikes
• Scooters
• Golf carts

When will the new bikes arrive?

Our custom Key West Historic Inns cruiser bikes will be arriving in the coming weeks. Until then, bikes are still available to rent immediately and will be delivered to your property as needed.

How many bikes are available at each hotel?

Each property will have its own set of cruiser bikes onsite:

• Lighthouse Hotel – 6 bikes
• Ella’s Cottages – 4 bikes
• Fitch Lodge – 6 bikes
• Winslow’s Bungalows – 8 bikes
• Ridley House – 4 bikes

If bikes are fully rented out, additional bikes can be brought over quickly.

What comes with my bike rental?

Every rental includes:

• Helmet
• Bike lights
• Basket
• Lock and key
• Custom Key West Historic Inns bike plate

How do I reserve a bike?

It’s easy!

• Scan the QR code located on bike signage around the property, or
• Visit the front desk, and the team can assist with your reservation.

How long does delivery take?

Most rentals are delivered to your hotel within 15–30 minutes once reserved.

Guests must be 21 years of age or older to check in at all Key West Historic Inns properties, with the exception of Fitch Lodge, where the minimum check-in age is 18.

A valid government-issued ID and a credit or debit card are required at check-in.

To change or modify an existing reservation, please reach out directly to the property where your stay is booked. Our reservation teams are happy to assist with date changes, room updates, cancellations, or special requests.

Ridley House
[email protected]

Winslow’s Bungalows
[email protected]

Ella’s Cottages
[email protected]

Lighthouse Hotel
[email protected]

Fitch Lodge
[email protected]

We offer ADA accessible guest rooms designed to ensure comfort, safety, and ease of access for guests with disabilities. Many of our shared spaces are also accessible, including select entrances, pathways, and common areas. If you have specific accessibility needs, we’re happy to help recommend the best room type and location for your stay.

Visit Accessibility for more information about our accessible features and amenities.

Parking availability varies by property. Some of our inns offer limited on-site parking for a nightly fee, while others provide easy access to street parking and nearby city lots. Because Key West is a historic, walkable area, parking can be limited, so we recommend checking availability upon arrival.

Winslow’s Bungalows

Limited on-site parking is available for $30 per night. Parking requests can be made at check-in.

Ella’s Cottages

Limited on-site parking is available for $30 per night. The parking lot is located adjacent to the property via Petronia Street.

Directions to the lot:

• Traveling north via Simonton: Right on Olivia → Left on Elizabeth → Left on Petronia (lot mid-block on left)
• Traveling south via Simonton: Left on Angela → Right on Elizabeth → Right on Petronia (lot mid-block on right)

Lighthouse Hotel

Limited on-site parking is available for $30 per night. Parking requests can be made at check-in and are granted on a first-come, first-served basis.

Ridley House

There is no on-site parking. Street parking and public city lots are available nearby.

Fitch Lodge

There is no on-site parking. Street parking and public city lots are available nearby.

Yes! The Key West Historic Inns are pet-friendly, and we happily welcome your dogs and other furry companions. There are no breed or size restrictions, so big dogs are welcome too. A $50 nightly pet fee applies per room, and we’ll make sure your pet feels right at home during your stay.

No. All Key West Historic Inns are 100% smoke-free properties. This includes guest rooms, balconies, and shared indoor spaces. Smoking, vaping, and e-cigarettes are not permitted anywhere on the property to maintain a fresh and comfortable environment for all guests.

Yes — all Key West Historic Inns offer complimentary high-speed Wi-Fi for guests. You’ll have reliable wireless internet throughout the property, including guest rooms, common areas, and outdoor spaces, making it easy to stay connected, stream, or work remotely during your stay.