Luxury Hotels in San Gimignano

Sweeping vistas of rolling Tuscan countryside greet visitors at this upscale rural retreat. Guests savor complimentary breakfast before lounging by the seasonal outdoor pool with cocktail in hand. The 18-room sanctuary blends historic charm with refined comforts under the Italian sun.

Vineyard vistas stretch beyond the seasonal outdoor pool at this countryside retreat. Rejuvenate with hot stone massages at RAKxa Wellness Spa, savor Italian cuisine across 5 distinct restaurants, or arrange private wine tours through the attached winery. Tennis courts and rooftop relaxation complete the indulgent escape.

Savor refined Italian elegance amidst Tuscan splendor. Pampered guests enjoy deep-tissue massages at the full-service spa, dine at 2 exquisite restaurants, and unwind by pristine outdoor pools. Beautifully appointed rooms showcase tasteful décor and premium bedding for ultimate countryside comfort.

Surrounded by rural Italian splendor, this boutique 5-star retreat entices with full-service spa treatments, tennis courts, and an attached winery. Seasonal cuisine awaits at 2 restaurants, while a poolside bar serves refreshments under the Tuscan sun.

Surrounded by rolling countryside, this Tuscan retreat elevates luxury through 7 specialized spa treatment rooms, gourmet dining across 3 restaurants, and accommodations featuring Frette Italian sheets and rainfall showers. Rural sophistication meets refined comfort.

Surrounded by rolling Chianti hills, this 5-star castle hotel offers indulgent COMO Shambhala spa treatments, from hot stone massages to Ayurvedic therapies. Savor exquisite cuisine at 2 restaurants, then unwind in individually furnished rooms featuring private pools and Egyptian cotton sheets.

Savor vineyard sophistication at this Tuscan wine country retreat. Garden-view dining and poolside relaxation complement the full-service spa offering couples' treatments, hydrotherapy, and aromatic indulgence. Gorgeous interiors and attentive staff create a luxurious escape near Chianti.

Sipping estate wines by the sun-drenched pool, guests savor spectacular Chianti vistas at this rural retreat. With 2 exceptional restaurants, attentive service, and tastefully decorated accommodations, this hotel blends rustic charm with refined luxury throughout the sprawling countryside estate.

Vineyard indulgence defines this 5-star Tuscan retreat. Guests savor amazing cuisine at the Italian restaurant with al fresco dining, rejuvenate with facials and body treatments at the spa, and explore the attached winery through private tours.

Surrounded by Chianti vineyards, this rural sanctuary offers elevated indulgences. Guests relish champagne service, body treatments in the spa, and seasonal poolside relaxation. Culinary delights await at the restaurant after exploring the attached winery.

Lavish indulgence awaits at this 5-star Tuscan retreat near Chianti Sculpture Park. The Wellness Sanctuary offers couples' massages, aromatherapy, and hydrotherapy, while the attached winery complements 2 exquisite restaurants. Outdoor tennis courts and a seasonal pool complete this newly renovated countryside haven.

Vineyards embrace this countryside sanctuary, offering a serene retreat with flavorful cuisine and creative wine pairings. Pamper yourself at the full-service spa, cool off in the outdoor pool, or sip champagne while soaking in breathtaking rural vistas.

Vineyard sophistication meets Italian elegance at this Montespertoli retreat. World-class wine tastings complement couples' spa treatments, while guests savor exceptional cuisine with stunning Tuscan views. Private pool moments and Egyptian cotton sheets complete an indulgent countryside escape.

Palatial comfort awaits in this meticulously decorated boutique hotel nestled in Siena's historic quarter. Steps from Piazza del Campo, guests savor local cuisine at Sapordivino restaurant, unwind in 2 elegant bars, and experience personalized concierge service with turndown luxury.

Pampered relaxation awaits at this upscale Radda villa. Guests indulge in deep-tissue massages and thalassotherapy at the full-service spa, savor local cuisine at the restaurant, and unwind beside the picturesque pool. Each air-conditioned room provides a comfortable sanctuary after days exploring nearby castles.

Serene luxury awaits at this Tuscan haven with 2 spa treatment rooms offering aromatherapy and Ayurvedic services. Savor homemade cakes at the acclaimed breakfast, then unwind by the peaceful pool or experience hot stone massages beneath the Italian sun.