Breezy Florida Home with Shared Pool, Dog & Snowbird-Friendly - Walk to Beach

Conched Out Cottage

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Please note: This home requires a minimum stay of 28 nights or longer, as enforced by the HOA. No exceptions can be made.

Discover your perfect long-term island retreat at Conched Out Cottage, a charming and dog-friendly monthly rental in Old Town Key West. Ideal for small families or close friends, this cozy getaway combines comfort, convenience, and authentic island living — all just moments from beaches, restaurants, and iconic attractions.

Located in a peaceful residential neighborhood down the street from Higgs Beach, you’ll enjoy easy access to Duval Street’s vibrant dining and nightlife, local shops, and tropical outdoor adventures. Spend your days soaking up the Florida sunshine by the swimming pool shared with only three other units, or exploring the historic streets on one of the provided adult bikes.

Inside, the bright and inviting living space offers comfortable seating, a flatscreen TV with cable, and free high-speed WiFi for work or leisure. The fully equipped kitchen has everything you need to prepare your favorite meals, and the private backyard patio with outdoor seating provides the perfect setting for morning coffee or sunset cocktails.

Additional amenities include a private washer/dryer, central AC, and off-street private parking. Two well-behaved dogs are welcome for a small nightly fee.

Whether you’re seeking a snowbird escape, a remote-work-friendly stay, or a relaxing monthly rental in Key West, Conched Out Cottage is the perfect home base to experience the island lifestyle at its best.

Book your extended tropical getaway today!

Please note that last-minute bookings cannot be made online. Call Vacasa for details.

This property is managed by Vacasa Florida LLC.

If you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.

Parking notes: There is free parking available for 1 vehicle.

Please note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!

Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.