Sun-warmed days and slow Lowcountry evenings at a James Island cottage in Sarasota, FL
BNB Breeze

Sun-warmed days and slow Lowcountry evenings at a James Island cottage

Reserve this Stay
Residence in Sarasota, FL

Cannonball Cottage | Heated Pool + Outdoor oasis

7 Guests
3 Bedrooms
2 Bathrooms
5.0 (6 Reviews)

A short drive from downtown Charleston, tucked into the residential quiet of James Island, a cheerful single-story cottage opens onto something unexpected: a fully realized backyard built for lingering. Cannonball Cottage takes its name with a wink, but the property delivers with genuine warmth. The heated saltwater pool sits at the center of an outdoor living space designed with as much intention as the interiors, complete with a poolside cabana, string-lit lounge areas, and enough room to spread out without ever feeling the need to leave.

Inside, the cottage sleeps up to ten guests across four bedrooms, each outfitted with comfortable, coastal-inflected furnishings that feel current without straining for style. The living spaces are open and light-filled, with a full kitchen ready for home-cooked meals and a dining area large enough to gather the whole group. Thoughtful touches run throughout: a game room with a pool table, board games, and entertainment options for evenings spent indoors, alongside practical details like a washer and dryer, high-speed Wi-Fi, and dedicated workspace for anyone balancing travel with remote work. The design is clean and contemporary, with white walls, natural textures, and pops of color that nod to the Lowcountry palette without overplaying it.

But it is the outdoor space that defines the experience here. Beyond the pool, guests will find a fire pit area for cooler evenings, an outdoor shower for post-swim rinses, and a landscaped yard that feels private and contained. The cabana offers shade and seating for those who prefer to read poolside rather than swim, and the overall layout creates a sense of resort-level leisure within a residential setting. For families or groups of friends, the backyard becomes the gathering point, the place where mornings start slowly with coffee and afternoons dissolve into poolside conversation.

James Island positions guests just minutes from Folly Beach and its laid-back surf culture, while downtown Charleston's historic streets, acclaimed restaurants, and gallery scene remain a short drive across the bridge. The location offers the best of both registers: proximity to the city's considerable draw without the density or pace of staying in its center. Cannonball Cottage works especially well for groups seeking a home base that rewards staying in as much as going out, a place where the backyard rivals whatever plans you might have made.

What we love about this stay

There's a particular kind of ease that comes with a place built around one great backyard — and Cannonball Cottage leans into that completely. The heated pool anchors everything here, turning a private fenced-in lot into something that feels less like a rental and more like a friend's exceptionally well-kept Sarasota home. Inside, the styling is warm without being fussy, and there's a playful streak — an Infinity Gaming Table, a kitchen that actually invites cooking — that signals this place was designed for people who want togetherness, not just aesthetics. It's the kind of stay where grilling dinner and eating outside feels like the main event, not a consolation prize. Sarasota's beaches and culture sit close by, but the pull to stay put is real.

Outdoor Pool

Cribs Available

Terrace / Patio

BBQ / Grill

Free Parking

Smoke Detectors

Fire Extinguisher

First Aid Kit

Free WiFi

Swimming Pool

Self-Catering Kitchen

Long-Term Stays Allowed

Explore the residence

7 guests
2 Bathrooms

Where you'll be staying

3037 Alta Vista St, Sarasota, FL, 34237, US

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Cannonball Cottage | Heated Pool + Outdoor oasis
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