Belmond Castello di Casole

A five-star Tuscan resort managed by Belmond, Castello di Casole has a spa, vineyards, three restaurants, a bar and an epic infinity pool. Overall, the biggest criticism of the property has been that it feels somewhat compounded, as if it’s not really trying to be part of the surrounding culture. But these caveats are mitigated by its amenities and proximity to Siena, as well as to such lovely hill towns as Monteriggioni.

• The spectacular pool with a view
• The many activities and central Chianti location
• Dodici, a red wine made on the property

This resort—and it is a resort—sits on some 4,200 acres, a scale that is quite unusual for Tuscany. The centerpiece of the estate, which also includes fractional villas for purchase, is the hotel, whose 41 rooms cluster around the ruins of a 10th-century castle and the manor house that later became the home of famed director Luchino Visconti.

Rooms with terracotta floors and dark wood beams, restored furniture and custom-made beds strike just the right balance between Tuscan country and contemporary chic (with TVs behind faux paintings, iPod docks, and Instagram-worthy views). Bathrooms are truly palatial, most offering freestanding tubs, huge showers, double vanities, and Made in Italy amenities that are worth stockpiling. While some rooms have their own little gardens, those in the main building, with views out over the valley, are even more spectacular.

The spa and gym are also some of the most extensive in Tuscany; many of the treatments use local grapes and oils in their lotions and potions. One of the highlights of Castello di Casole is the blue mosaic-tiled pool that sparkles amidst the surrounding countryside. Wood-fired thin-crust pizzas and a gelato bar make the Pazzia Pizzeria perfect for families, while the more upscale Tosca serves nouveau Tuscan cuisine to honeymooners and other vacationing couples looking for a more romantic dinner.

For couples and families looking for a ton of activities and services all in one place, Castello di Casole will be a top contender. But for a more authentic or cozy Italian experience you’ll want to look elsewhere.