8 best hotels with a pool in Grosseto

Hotels with a pool in Grosseto are a smart choice for combining city breaks with laid-back Tuscan days in the Maremma. The historic centre is compact and walkable, with atmospheric landmarks such as the Piazza della Palma in the older urban core. For Renaissance views and culture, many guests start from the Walls of Grosseto (Mura di Grosseto / Medicean Walls), a preserved circuit around the city.

When choosing from our inventory, focus on what makes a hotel truly fit “with a pool”: a proper swimming pool for lengths or proper lounging, a seasonal setup (so it’s usable during your stay), and outdoor space where you can unwind between sightseeing and day trips. That mix suits couples wanting a calmer rhythm, families who want easy downtime, and travellers who prefer a rural or countryside base without giving up access to the city.

Where to stay mostly comes down to your pace. For culture on foot, pick a base nearer the historic centre (ideal for evening strolls around the walls and squares). For beach-and-nature days, opt for countryside properties on the edges of Grosseto’s wider area, where you can easily reach Maremma landscapes and coast routes—perfect if your plan includes long, slow afternoons by the pool.

Examples from our bookable options include Fattoria Maremmana (4★) and Tenuta di Poggio Cavallo (3★) for a more resort-style feel, alongside La Pace Residence & Relax (3★) for guests who want dedicated relaxation time.