Hotels in Castel San Gimignano

Escape to this San Gimignano affittacamere where an outdoor pool awaits after exploring nearby Fattoria Il Palagio Winery. Sip drinks at the bar, stroll through the garden, or relax on the terrace as Tuscany's charm unfolds around you.

Nestled in Monteriggioni, this countryside hotel offers free breakfast, WiFi, and parking. The onsite restaurant and bar provide authentic flavors after exploring nearby Monteriggioni Castle or Lilliano Estate Winery, just a short drive from Badesse Station.

Immerse yourself in Tuscan charm at this family-friendly hotel featuring its own winery. Enjoy complimentary breakfast before exploring nearby Chianti Sculpture Park and Meleto Castle. Return for a refreshing dip in the seasonal pool or unwind at the bar.

Escape to Chianti's wine country at this elegant resort featuring 2 outdoor pools and an onsite winery. After tasting local vintages, enjoy meals at the restaurant or drinks on the terrace. Near Chianti Sculpture Park with free breakfast, WiFi, and parking.

Peaceful sanctuary near Alta Val d'Elsa River Park with a stunning rooftop terrace and outdoor pool. Enjoy drinks at the poolside bar or unwind in the quiet atmosphere after a free breakfast. Near Le Caldane Thermal Baths with easy parking.

Wake up to picturesque views at this Tuscan farmhouse featuring a seasonal outdoor pool and poolside bar. Sample regional cuisine at Il Fienile restaurant after indulging in spa treatments. Just minutes from Tenuta Torciano Winery with free WiFi and parking.

Immerse in the charm of this Tuscan hotel featuring regional dishes at Ai Girasoli restaurant. The property offers a welcoming bar, garden terrace, and 24-hour room service. Near Porta Tufi with free WiFi and parking, it's a short drive from Asciano Arbia Station.

Set in enchanting Volterra, this luxurious farm house offers two outdoor pools and Italian cuisine at Villa Pignano restaurant. Indulge in deep-tissue massages at the spa, sip drinks at the poolside bar, or visit the onsite winery while staying near Castelvecchio.

This spa retreat in Chiusdino offers deep-tissue massages and aromatherapy near Abbazia di San Galgano. Enjoy modern European cuisine at SAPORIUM restaurant, take a dip in the outdoor pool, or play tennis before relaxing at the poolside bar.

Perched near Porta Romana and Porta Tufi, this charming hotel invites you to savor Tuscan sunsets from its rooftop terrace or garden. Enjoy a morning cooked-to-order breakfast, then explore Siena with helpful staff recommendations and free parking.

Start each day with free breakfast in this Tuscan retreat near Torre del Porcellino. Unwind with drinks at the bar or grab snacks from the deli. Free WiFi and parking make exploration easy, while the bike shop adds adventure to your stay.

This luxurious Monteriggioni retreat offers Egyptian cotton sheets and a rejuvenating spa with deep-tissue massages. Savor local cuisine at La Sosta del Viandante restaurant, then unwind at the poolside bar or hot tub after exploring nearby Monteriggioni Castle.