Villa Rentals in Chianti

  •   9
  •   5
  •   5

Luxury villa with private pool just 1 km from Radda in Chianti. Rustic charm meets modern comfort with AC, panoramic garden, and elegant interiors.

from1528/night
  •   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.

from562/night
  •   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.

from712/night
  •   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.

from527/night
  •   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.

from1124/night
  •   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.

from424/night
  •   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.

from527/night
  •   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.

from855/night