•   10
  •   5
  •   5

Villa San Luigi: a luxury Tuscan retreat on a 740-acre estate. Enjoy five elegant bedrooms, a private wellness annex, infinity pool, and stunning views, just minutes from five-star hotel amenities.

from40950/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
  •   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

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
  •   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
  •   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.

Price on request
  •   8
  •   4
  •   4

Malmantile is a historic Florentine villa with a private pool, nestled in a wine and olive oil estate near Malmantile, 20 km from Florence. Sleeps 8, with en-suite bathrooms, a tennis court, and al fresco dining areas. Offers cooking services on request.

from2680/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
  •   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
  •   12
  •   6
  •   4

La Capanna is ideal for large families. Located in Montelopio it offers tranquility with a private, fenced pool and large garden. Sleeps 12, near a beloved bruschetteria and traditional restaurant.

from2200/week
  •   9
  •   5
  •   5

Villa di Montelopio, a 16th-century property that was once a Knights Templar residence is steeped in history. It has its own private pool, large courtyard and cooking service. Located in Montelopio Village near Volterra it is only a 15-minute drive from Castelfalfi.

Price on request
  •   8
  •   4
  •   4

Torre di Montelopio, a segment of a 16th-century villa in Montelopio, hosts up to 7 guests with a private pool. Near Castelfalfi's golf and dining, it features a large gated courtyard perfect for families.

from1900/week