Walk Downtown & Waterfront | Dunedin's Best Street

This light-filled two-bedroom cottage gives up to four guests the privacy and comfort of a full home while placing you close enough to leave the car behind and experience Dunedin on foot. Honeymoon Island, Caladesi Island, Clearwater Beach, and the Dunedin Causeway are also within an easy drive. What guests love • Beautiful residential setting on one of Dunedin’s most prized streets • One block from downtown Dunedin • Easy walk to the waterfront, marina, Pinellas Trail, and TD Ballpark • King bedroom plus a second bedroom with two twin beds • Full kitchen, comfortable living room, and in-home laundry • Private fenced front yard and private rear courtyard — great for children and pets • Grill and fire pit • Free on-site parking • Pet-friendly accommodations Picture yourself here Begin the morning with coffee in your private courtyard or relax in the fenced front yard as the neighborhood comes to life. From the cottage, stroll into downtown for breakfast, browse the boutiques along Main Street, explore the Pinellas Trail, or walk to the marina and waterfront in less than five minutes. Spend the afternoon at Honeymoon Island, attend a Blue Jays spring-training game, or enjoy one of Dunedin’s many festivals. In the evening, walk to dinner, local breweries, and live music without worrying about downtown parking—then return to the comfort of your own private space. About Pickets Cottage Pickets Cottage is a two-bedroom, one-bath cottage with approximately 1,100 square feet of comfortable living space. Its light and airy coastal-farmhouse style creates a relaxed home base for couples, friends, or a small family visiting Dunedin. The primary bedroom features a king bed, while the second bedroom offers two twin beds. The cottage also includes a full kitchen, dining area, comfortable living room, and in-home laundry. Outside, guests have exclusive use of the fenced front yard and rear courtyard, along with a grill and fire pit. Pickets is the front cottage on a property with two separate vacation homes. Palms Cottage, a two-bedroom, two-bath rental, is located farther back on the property. Each cottage has its own private entrance, interior living space, yard, and outdoor amenities. The driveway and parking area are shared, and guests may occasionally see those staying at the neighboring cottage when arriving or departing. Traveling with a larger group? Pickets Cottage and Palms Cottage may be booked together, subject to availability, giving family and friends the convenience of staying close while enjoying two separate private homes. The location From the cottage, you can easily walk to: • Main Street restaurants, breweries, and boutiques • Dunedin Marina and the waterfront • The Pinellas Trail • Downtown festivals and community events • TD Ballpark and spring-training games Good to know • The cottage accommodates up to four guests with one king bed and two twin beds. • The home has one shared bathroom. • Palms Cottage is a separate vacation rental located farther back on the same property. • The front yard, courtyard, grill, and fire pit are private to Pickets Cottage. • The driveway and parking area are shared with Palms Cottage. • Pets are welcome subject to the property’s pet rules and applicable pet fee. What guests are saying “Right in the middle of it all, yet tucked away on a quiet street.” “Beautiful home in a beautiful spot, easily walkable to Main Street.” “Short walk to downtown, but off the beaten path enough to feel quiet and peaceful.” “The neighborhood is super cute and charming.” “The home was very clean, well appointed, and filled with thoughtful extras.”