Country Properties

Accommodates up to 18
9 Bedrooms – 9 Baths – Pool – A/C – Wi-Fi – Staff

Magnificent palazzo at the heart of a historic Tuscan estate in northernmost Chianti within sight of Florence. Wonderful for family reunions, or for groups of couples traveling together.

Accommodates 16
8 Bedrooms – 8 Baths – Pool – A/C – Wi-Fi

Perhaps the best views we’ve ever seen in Tuscany, and that’s saying something. Luxury villa furnished with minimalist elegance and genuine comfort. Great for couples or several families traveling together.

Accommodates 14
7 Bedrooms – 7.5 Baths – Pool – Tennis – A/C – Wi-Fi

Huge villa plus attached guest cottage located a short drive south of Orvieto. Lovely views of surrounding countryside. Ideal for extended family or couples traveling together. Pool, private tennis court, A/C, household help.

Accommodates 12 – 7+ Bedrooms – 7 Baths – Pool – Wi-Fi

Marvelous, fully eco-sustainable villa in the heart of Tuscany, just 20 minutes from Siena. Ideal for couples, extended family, or 2 or 3 families traveling together.

Accommodates 13+4
7+ Bedrooms – 7+ Baths – Pool – A/C – Wi-Fi

In an ideal location between Florence and Siena, magnificent villa beautifully furnished with minimalist elegance and maximum comfort. Great for couples, families, or single adults.

Accommodates 10 + 6
5+ Bedrooms – 6+ Baths – Pool – A/C – Wi-Fi

Old Chianti convent transformed into a luxurious villa, just a half-hour’s drive from Florence. Stunning views. Ideal for extended family or multiple couples. Separate guest cottage.

Accommodates 10
5 Bedrooms – 5 Baths – Pool – A/C – Wi-Fi

Absolutely delightful, elegantly restored farmhouse in an ideal Chianti location. Walk to charming nearby village. Perfect for families, several couples traveling together, or a group of adult singles.

Accommodates 10 – 5 Bedrooms – 5.5 Baths – Pool – Tennis – A/C – Wi-Fi

Beautiful villa with picture-postcard views located just south of Orvieto, close to many unspoiled and untouristy hilltowns. Wonderful alternative to overpriced Tuscany. Pool, tennis, A/C, household help. Top recommendation for families or couples traveling together.

Accommodates 10 – 5 Bedrooms – 5 Baths – Pool – Wi-Fi

Truly delightful, typically characteristic, and rather elegant Tuscan farmhouse villa located within sight of Siena itself. Wonderful for couples or for extended families.

Accommodates 10 – 5 Bedrooms – 5 Baths – Pool – Wi-Fi

Super-comfortable renovated farmhouse with magnificent forest and vineyard views. Almost an Alpine feeling. We saw this place for the first time 25 years ago, and we still love it. Great for families or couples. Excellent value.

Accommodates 8 – 4 Bedrooms – 4 Baths – Pool – Wi-Fi – A/C

Luxuriously restored farmhouse with guest cottage, equidistant from Florence, Siena, and Arezzo. Great for couples.

Accommodates 8 – 4 Bedrooms – 4 Baths – Pool – Wi-Fi – A/C

Absolutely delightful Tuscan country house set in glorious countryside halfway between Florence and Siena. Ideal for three or four couples or for families.

Accommodates 8 – 4 Bedrooms – 4 Baths – Pool

Coolly elegant villa south of Siena near Montalcino, with one the best countryside views we’ve ever seen. Excellent for both couples and families.

Accommodates 7+2 – 4 Bedrooms – 4 Baths – Pool – Wi-Fi

Renovated farmhouse with a strong personality due to owner’s fantastic art work throughout. Great for two families traveling together. Beautiful views and good value.

Accommodates 6 – 3 Bedrooms – 3 Baths – Pool – Wi-Fi – A/C

Elegant two-story property right in the heart of the Chianti countryside, between Florence and Siena. Walk to nearby village in about 15-20 minutes. A/C in the bedrooms, lovely pool.

Accommodates 6 – 3 Bedrooms – 3 Baths – Pool – Wi-Fi – A/C

Welcoming, stylish villa ideal for 3 couples. Within a short walk of Asolo, one of Italy’s most captivating hilltowns. Gorgeous views.

Accommodates 6 – 3 Bedrooms – 3 Baths – Pool – Wi-Fi – A/C

Gracious accommodation with piano and fireplace, ideal for family or two or three couples. Ideal location between Florence and Siena. Gorgeous pool area, elegant furnishings.

Accommodates 4 – 2 Bedrooms – 2 Baths – Pool – Wi-Fi – A/C

Huge accommodation for 4 persons, with gorgeous indoor and outdoor spaces. Ideal location in the midst of Chianti vineyards. Close to Florence, Siena, and San Gimignano.

Accommodates 4 – 2 Bedrooms – 2 Baths – Pool – Wi-Fi – A/C

Wonderfully gracious accommodation with particularly attractive living areas and kitchen. Walk to a village in 15-20 minutes. Right in the middle of the direct north-south axis between Florence and Siena.

Accommodates 4 – 1 Bedroom – 1 Bath – Pool – Wi-Fi – A/C

In terms of furnishings and charm, the very best of our 2-person accommodations in Tuscany. Lovely setting in the heart of Chianti. Walk to nearby village.