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

Chianti FAQs

All villas in Chianti offer a beautiful private pool, such as Camporempoli, Casina di Mello and Pozza di Volpaia.

Renowned for its beautiful hilly landscapes and countryside views, many villas in Chianti offer breathtaking views of the Chianti valleys, such as Casavecchia and Camporempoli.
Many villas in Chianti have air conditioning, such as La Maccinaia and Casina di Mello.
Chianti has many small towns. Campassole, Casina di Mello and Pozza di Volpaia are excellent choices if you wish to be close to Radda, Gaiole or the Volpaia hamlet.
There are many luxurious villas in Chianti, La Maccinaia, La Corte di Campalli and Casina di Mello are excellent choices if you crave a holiday of total relaxation and seclusion.
There are many luxurious villas in Chianti, La Maccinaia, La Corte di Campalli and Casina di Mello are excellent choices if you crave a holiday of total relaxation and seclusion.
Many villas are suitable for family vacations, such as La Corte di Campalli and Pozza di Volpaia.