Shared Pool + Backyard Lounge | Charming Cottage | Steps to Waterfront Dining

Key West has a way of slowing everything down — the salt air, the swaying palms, the fact that the most stressful decision of your day is where to eat dinner. The Grinnell Cottage puts you right in the middle of all of it, tucked into a quiet compound in the heart of Old Town, one of the island's most storied and sought-after neighborhoods.

The cottage itself is cozy and full of character — light blue shiplap walls, hardwood floors, and teal accents that give it that unmistakable Keys feel without trying too hard. The open-concept layout keeps things airy and communal, with a full kitchen stocked for home-cooked meals, a dining table for four, and enough room for the whole group to settle in comfortably. A king bedroom, a queen bedroom, and a bonus flex room with a sleeper sofa means up to six guests can spread out without feeling on top of each other.

When you're ready to step outside, the shared pool and lounge area are right there — a low-key spot to decompress between adventures or to simply spend the whole afternoon doing nothing at all. And when the mood strikes? Everything Key West is famous for is within easy walking distance. Duval Street's bars, live music, and eclectic shops are just around the corner. The Historic Seaport, with its harborwalk and charter boats, sits at the end of Grinnell Street itself. Mallory Square sunsets, waterfront seafood, the Key West Butterfly Conservatory — it's all reachable on foot, no car required.

The Grinnell Cottage is Old Town living at its most approachable: honest, charming, and exactly the kind of place you'll want to come back to.

AvantStay provides an upscale experience with services that elevate your stay and save time so you can enjoy every moment. Guests have access to a 24/7 support team and a tech-enabled concierge to book services, such as fridge stocking, mid-stay cleanings, and private chefs. For anything you need (or never knew you needed), we’re at your service!

Ninety miles from the mainland and a world apart, Key West is one of America's most iconic island destinations — a sun-soaked, salt-kissed city where history, nightlife, natural beauty, and a genuinely anything-goes spirit collide in just seven square miles. The southernmost point of the continental United States has been drawing wanderers, writers, and free spirits for centuries, and it's easy to see why: the streets of Old Town are lined with pastel-painted Conch-style cottages, century-old banyan trees, and enough world-class restaurants and open-air bars to fill a week without repeating yourself. Whether guests are snorkeling above coral reefs, watching the sun melt into the Gulf at Mallory Square, cycling past the Hemingway House, or simply drifting between a cold drink and a warm pool, Key West delivers a brand of leisure that's impossible to replicate anywhere else in the country.

Local Attractions: Duval Street, Mallory Square Sunset Celebration, Key West Historic Seaport, Ernest Hemingway Home & Museum, Fort Zachary Taylor Historic State Park, Key West Butterfly & Nature Conservatory, Southernmost Point Buoy, Key West Aquarium, Dry Tortugas National Park, Old Town Trolley Tours

Home Truths:
- This home allows up to 2 pets for a fee; undisclosed pets brought without AvantStay’s approval may result in a $500 fine per pet.
- We LOVE pets, however- Certain breeds typically have to have an additional owner or HOA approval. If your pet falls under any typical breed restrictions (breed, size, weight) please let us know so that we can confirm!
- Please note that all bookings 28 days or longer will require a security deposit of $2000 which will be collected after the booking has been made. Multiple months reservations might be subject to a higher security deposit fee.
- Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay.
- This home has access to a shared pool and is part of a gated community.
- This home features a sleeper sofa for additional sleeping options.
- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.
- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.
- Please note that max occupancy includes infants.
- Please be advised that documentation may be necessary for SA/service animals to gain entry.
- Please note that a Pack'n'Play and High Chair is available upon request.

Parking Details:
- Street parking only (not guaranteed). Guests can park in any spots not designated for residents only

This is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.

As part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation.

Events or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees.

There is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.

As a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.

IDs will be requested for verification after booking. All bookings over 28 days require a security deposit.

We report and prosecute all Credit Card Fraud.