•   14+2
  •   7
  •   7

La Maccinaia, a 17th century restored villa in the heart of Chianti. It offers a heated salt-water pool & views of the Tuscan countryside. Ideal for wine lovers & families, near Gaiole & Castelnuovo Berardenga, with modern comforts, AC, and a BBQ area. Explore local wineries and Siena, 35km away. Ideal for up to 14 guests.

from7870/week
  •   10+2
  •   5
  •   5

La Maccinaia, a 17th century restored villa in the heart of Chianti. It offers a heated salt-water pool & views of the Tuscan countryside. Ideal for wine lovers & families, near Gaiole & Castelnuovo Berardenga, with modern comforts, AC, and a BBQ area. Explore local wineries and Siena, 35km away. Ideal for up to 10 guests.

from5990/week
  •   8
  •   4
  •   4

Casina Di Mello is a secluded Chianti villa with private pool & Jacuzzi, offering panoramic views. Air-conditioned bedrooms with ensuite bathrooms, dual kitchens, and al-fresco dining with BBQ. Ideal for wine lovers, near Gaiole and top estates.

from7570/week
  •   11
  •   6
  •   5

Pozza Di Volpaia is a secluded villa in a medieval Chianti hamlet, steps away from gourmet dining, wine tours, and cooking classes. It offers 6 bedrooms, a private pool, and garden. Ideal for exploring Tuscany’s treasures.

from3300/week
  •   8
  •   4
  •   4

Casavecchia is a tranquil Chianti farmhouse with a private pool, offering breathtaking vineyard views. Near Volpaia, enjoy meals on the terrace, wine tours, and cooking classes. Ideal for families and explorers, with easy access to Florence and Siena.

from2650/week
  •   12
  •   6
  •   6

Casavecchia is a tranquil Chianti farmhouse with a private pool, offering breathtaking vineyard views. Near Volpaia, enjoy meals on the terrace, wine tours, and cooking classes. Ideal for families and explorers, with easy access to Florence and Siena.

from3300/week
  •   12
  •   6
  •   5

La Corte di Campalli an expansive villa with a private pool and 360° views of Tuscan hills, vineyards, and olive groves. Set in a beautiful estate close to Siena it sleeps 12 with airy interiors and six bedrooms.

from4570/week
  •   9+1
  •   6
  •   5

Camporempoli offers breathtaking panoramic views over the Chianti Classico valleys. A restored farmhouse near Siena with a private pool is perfect for relaxation, local dining, and wine tastings.

from3470/week
  •   8
  •   4
  •   5

Podere Bernesca is a luxurious villa in Val d’Orcia with a heated infinity pool and panoramic Tuscan views. Features air-conditioned bedrooms, a gym, and privacy for groups. Close to Siena, with wildlife viewing opportunities.

from12800/week
  •   12+2
  •   6
  •   5

Villa Le Porciglia has an exceptional 360-degree countryside view. Having been featured in international magazines it includes air-conditioned bedrooms, an infinity pool, herb garden, and al fresco dining.

from10900/week
  •   12
  •   6
  •   5

Ricavoli is a serene villa with a private saltwater pool and panoramic viewsnestled in the hills overlooking Florence. Perfect for up to 12 guests seeking both relaxation and adventure near the city's attractions and a short drive from shops and restaurants.

from3970/week
  •   10
  •   5
  •   5

Fontanelle is an elegant 5-bedroom villa near Montalcino, set amidst vineyards and olive groves. Offers a private pool, exquisite living spaces, and hilly views. Perfect for wine lovers, with top vineyards nearby and close to Tuscany's culinary and natural attractions..

from6700/week
  •   12
  •   6
  •   5

Villa Lavacchio has been featured in magazines for it's elegant décor. A luxurious stone-built farmhouse near Montalcino, offering a private pool and stunning Tuscan views. Features air-conditioned bedrooms and designer furnishings. Close to Castello Banfi for wine enthusiasts.

from5990/week
  •   10
  •   5
  •   5

Beautiful and elegant property in the Montalcino area. Large pool and flowerful garden. Air-conditioning in all the bedrooms.

from5550/week
  •   18
  •   9
  •   8

Villa Lavacchio has been featured in magazines for it's elegant décor. A luxurious stone-built farmhouse near Montalcino, offering a private pool and stunning Tuscan views. Features air-conditioned bedrooms and designer furnishings. Close to Castello Banfi for wine enthusiasts.

from8700/week