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Villa San Barberino

5 Bedrooms - Sleeps 10
from $ 10,401
Per Week
Exterior of Villa San Barberino, Tuscany Gambassi Terme, Tuscany, Italy

Villa San Barberino sits proudly overlooking olive groves and vineyards between the hilltop ramparts of Volterra and the historic towers of San Gimignano.

Il Prato di Vignamaggio

9 Bedrooms - Sleeps 18
from $ 26,098
Per Week
Aerial view over Il Pratio di Vignamaggio and the surroundings near Chianti, Tuscany Greve in Chianti, Tuscany, Italy

Named after the owners' local wine estate, Il Prato di Vignamaggio is perfectly positioned between two of the region's great villages, Greve and Panzano-in-Chianti, each ten minutes away.

La Tenuta

7 Bedrooms - Sleeps 14
from $ 22,585
Per Week
Exterior of La Tenuta in Tuscany Castellina in Chianti, Tuscany, Italy

Amidst the breath-taking hills of the Chianti region lies La Tenuta, a 13th-century estate which combines modern luxuries with traditional design.

Villa San Casciano

6 Bedrooms - Sleeps 12
from $ 6,385
Per Week
Pool and patio with sun loungers, umbrellas, tables and view of countryside at Villa San Casciano in Tuscany, Italy Montespertoli, Tuscany, Italy

Villa San Casciano is perfectly positioned for those who want easy access to Florence whilst being surrounded by dreamy Chianti countryside.

Villa Giuliana

6 Bedrooms - Sleeps 12
from $ 9,756
Per Week
Aerial view of the villa Mercatale Val di Pesa, Tuscany, Italy

A pretty farmhouse set amidst lushly ordered vineyards and picturesque olive groves in the heart of the Chianti Classico region, very close many of the best loved villages of Tuscany.

Podere Cipressi

6 Bedrooms - Sleeps 11
from $ 13,380
Per Week
Aerial of Podere Cipressi, Tuscany Firenze, Tuscany, Italy

Podere Cipressi is a converted Tuscan farmhouse which has been beautifully restored, with vaulted ceilings, arched doorways and generous outdoor space.

Podere Caterina

5 Bedrooms - Sleeps 8
from $ 8,530
Per Week
The front of Podere Caterina Montepulciano, Tuscany, Italy

Set in the heart of the Val d'Orcia, Podere Caterina is perfectly positioned for exploring some of Southern Tuscany's most rewarding treasures and revered wine regions.


7 Bedrooms - Sleeps 14
from $ 21,197
Per Week
The swimming pool, sun loungers and facade of Tramonti, Tuscany Castellina-in-Chianti, Tuscany, Italy

The sublime views, honey-hued stone walls and brilliant set up make this superbly designed property perfect for the contemporary Tuscan traveller.

Tenuta Cantata

6 Bedrooms - Sleeps 12
from $ 21,140
Per Week
Aerial view of villa with gardens, trees, forest, flowers, pool, patio and driveway at Tenuta Cantata in Tuscany, Italy Arezzo, Tuscany, Italy

Tenuta Cantata is a quintessential farmhouse escape set in the heart of Tuscany, with large open living spaces, generous gardens and stunning views across the surrounding countryside.

Villa del Gelso

5 Bedrooms - Sleeps 10
from $ 18,944
Per Week
The swimming pool and exteriors of Villa del Gelso, Tuscany Capalbio, Tuscany, Italy

Deeply immersed in the heart of Maremma, just a few kilometres from many beautiful beaches, Villa del Gelso is a contemporary villa offering plenty of space to relax and enjoy with family and friends.

  • "Thank you again for all your advice and help! You were wonderful, knowledgeable, kind & patient. We would love to come back to Italy and are considering perhaps Sorrento or Tuscany again. I would definitely contact you on our next trip."

    M.W. - Tuscany