The kind of retreat where days dissolve poolside and evenings stretch long in Sarasota, FL
BNB Breeze

The kind of retreat where days dissolve poolside and evenings stretch long

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Residence in Sarasota, FL

Cannonball Cottage | Heated Pool + Outdoor oasis

7 Guests
3 Bedrooms
2 Bathrooms
5.0 (6 Reviews)

Cannonball Cottage announces itself not with grandeur but with ease. The kind of place where the front door opens and the shoulders drop, where the layout seems designed around a single, uncomplicated ambition: to spend as much time outdoors as possible. The heated pool is the centerpiece, set within a thoughtfully designed outdoor oasis that feels less like a backyard amenity and more like the reason you came. Lounge seating, open sky, and the particular quiet of a private residence that belongs entirely to you.

Inside, the cottage carries a warmth that feels considered rather than decorated. The spaces are clean and comfortable, designed for the rhythms of a real vacation rather than a photo opportunity. There is room to gather, room to retreat, and the kind of kitchen that invites you to cook something simple and eat it outside. The interiors strike a balance between lived-in comfort and careful curation, with enough character to feel distinctive and enough restraint to let the setting do the talking.

The outdoor spaces are where Cannonball Cottage truly comes alive. The heated pool invites morning swims and late-afternoon floats alike, while the surrounding terrace and lounge areas create natural zones for reading, conversation, or doing very little at all. It is the kind of property where the boundary between inside and outside blurs deliberately, where sliding doors stay open and bare feet are the dress code. The oasis feeling is genuine, a private enclosure that manages to feel both expansive and intimate.

What stays with you after a few days here is the tempo. Cannonball Cottage doesn't try to impress you into relaxation. It simply removes every obstacle to it. The pool catches the light. The air moves through the rooms. The evenings come slowly. You find yourself measuring time not by the clock but by how warm the stones feel underfoot, by how long the sky holds its color before it lets go.

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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Cannonball Cottage | Heated Pool + Outdoor oasis
Cannonball Cottage | Heated Pool + Outdoor oasis
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