Traditional Home, Key West Paradise
Historic 2BR/2.5BA Old Town Key West cottage with a private heated pool and rare off-street parking — on a quiet dead-end street, half a block from Duval.
"Crawl in and out of this cottage while you enjoy Duval Street, where history meets night life"
A Key West cottage walk to Duval — with a private pool and parking.
Crawl Off Duval Cottage is a modern 2-bedroom, 2.5-bathroom Key West vacation rental on Amelia Street — just 50 steps off Duval in the heart of Old Town. Sleeps 4 with a private heated pool, off-street parking, and a quiet dead-end street setting.
Located a half block off iconic Duval Street on a quiet dead-end side street, this single-story elevated residence draws inspiration from historic Key West architecture. Vaulted ceilings, an open floor plan, and thoughtful details create an effortless flow between indoor living and your private outdoor pool oasis — the rare Old Town Key West cottage that puts you in the middle of everything without the noise.
Sun-drenched spaces & tropical vibes
Explore the home in 3D
Take an interactive walkthrough of Crawl Off Duval Cottage before you book.
Built for the perfect island escape
Shaded tropical oasis with lush landscaping. Perfect for cooling off after exploring Duval.
Fully equipped with stainless steel appliances, ample counter space & everything for cooking or entertaining.
Queen beds + private en-suite bathrooms in each. Total privacy and comfort for up to 4 guests.
Stay connected or stream your favorite shows. Dedicated workspace available too.
Convenient driveway parking in the heart of Old Town (rare and valuable).
50 steps off Duval Street.
Half a block from everything.
Amelia Street is a quiet dead-end residential lane, but you're literally 50 steps — half a block — from Duval Street. Walk out the door and you're on world-famous Duval: bars, live music, incredible restaurants, and shops in every direction. Walk back and you're on a peaceful side street with your own private heated pool and off-street parking.
Frequently asked questions
Everything guests ask before booking a Key West vacation rental near Duval Street.
How close is Crawl Off Duval Cottage to Duval Street?
Literally 50 steps — about half a block. The cottage sits on a quiet dead-end section of Amelia Street, so you're steps from Duval Street bars, restaurants, and live music without any of the noise.
Does the Key West rental have a private heated pool?
Yes. A private heated pool sits in a fully fenced tropical backyard for your group's exclusive use — one of the few Old Town Key West cottages of this size with a real private pool.
Is there parking at this Old Town Key West cottage?
Yes — rare off-street driveway parking is included. Parking this close to Duval Street is extremely hard to find, and it's yours for the entire stay.
How many guests does the cottage sleep?
The 2-bedroom, 2.5-bathroom cottage comfortably sleeps 4. Each bedroom has a queen bed and its own en-suite bathroom, plus there's a guest powder room.
Is the area quiet even though it's near Duval?
Yes. Amelia Street is a residential dead-end block. You get the walkability of Duval Street with the calm of an Old Town side street — you can hear the palms, not the parties.
What's within walking distance?
Duval Street is 1 minute on foot. South Beach is about 5 minutes. Mallory Square sunset celebration is 10–12 minutes. Hemingway House, the Southernmost Point, and the Historic Seaport are all a short walk or ride.
How do I book directly?
Use the Check Availability form on this page, email andrewlippi@gmail.com, or call Andrew at 305-923-6480. Booking direct means the best rates and no platform fees.
What people are saying
"The property is gorgeous, clean and comfortable, and the location — just steps off Duval Street — could not be better. A small shaded pool kept us cool in the heat of summer. Beautiful kitchen and bathrooms. Will definitely come back!"
"Crawl Off Duval Cottage was one of the nicest stays we've had in Key West. The house and property was exceptionally clean, well-maintained, and extremely comfortable. The management team was professional and very accommodating."
"Perfect location being right off Duval but still quiet. Plenty of parking (park in the driveway!). The vaulted ceilings and open floor plan made the whole place feel so spacious and luxurious. 10/10 would book again."
Ready to live like a local in paradise?
Book direct for the best rates and no platform fees. We can't wait to host you at Crawl Off Duval Cottage.
