Holiday houses in San Regolo

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Top-rated holiday rentals in San Regolo

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Guest favourite

Farm stay in Ruscello

4.99 out of 5 average rating, 323 reviews

Agriturismo Fattoria La Parita

Provençal-style apartment nestled between the vineyard and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 from the highway. The singing of the acorn and cuckoo will be the soundtrack to the living room while the roe deer burn among the olive trees. It includes a basic Italian breakfast (coffee, tea, milk, cookies, etc.) that you can prepare on your own, if you want to try one of the famous breakfasts prepared and served by Sandra, the cost is €10 per person (6€ 5 to 15 years)

17 – 24 Nov

$1,550 AUD total

Guest favourite

Home in Gaiole in Chianti

4.95 out of 5 average rating, 206 reviews

"La Casa di Maria Luce"® with rooftop terrace

"La Casa di Maria Luce" ® Selvolini is located in the medieval village of Lecchi in Chianti (8 km from Gaiole) in the heart of Chianti Classico, equipped with large spaces, can comfortably accommodate 4-5 people. It consists of kitchen-living room, 2 nice bedrooms, 2 full bathrooms. 50 meters away. Grocery store for basic necessities, tobacco shops, a bar-room for breakfast and quick lunches, a great restaurant a few steps from the house. The large equipped terrace offers a nice view of the countryside.

19 – 26 Nov

$1,289 AUD total

Guest favourite

Home in Panzano In Chianti

4.98 out of 5 average rating, 354 reviews

Old farmhouse near Panzano Castle Abbacìo

The Abbacio apartment is part of an old farmhouse that has been restored respecting the original structure and style. Its location is just on the top of the hill, facing the valley. Surronded by vineyards and olive trees, but also attached to the village. From the house you can easily reach by feet wineries, farms and restaurants. Panzano is halfway between Florence and Siena, easily reached with car. By bus there is a good service from and to Florence, not from and to Siena. A very quiet spot!

23 – 30 Dec

$1,235 AUD total

Guest favourite

Villa in Castellina in Chianti

4.92 out of 5 average rating, 167 reviews

The Villino Farmhouse

Entire upper floor of the newly renovated Villa Padronale in traditional Tuscan style. High ceilings with exposed beams make it cozy and perfect for families or groups of friends. In the house there are two functional large fireplaces(in the living room and kitchen). Private accommodation, not shared. The house has a large covered terrace,garden with sofas,bbq,firepit, private parking. The pool among the olive trees and vineyards is ideal for relaxing and has a private access to the shared area

31 Oct – 7 Nov

$5,610 AUD total

Guest favourite

Cottage in Geggiano

4.99 out of 5 average rating, 109 reviews

Villa di Geggiano - Guesthouse

The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.

7 – 14 Nov

$6,389 AUD total

Guest favourite

Home in Rietine

4.85 out of 5 average rating, 186 reviews

Gaiole in Chianti Poggio Casabianca

We invite you in the heart of Chianti area. Poggio Casabianca is a little family homestead located in the Chianti Classico region exactly in the hearth of Tuscany. The owners live here and they offer at their guests an apartment with a big living room-kitchen with a big door that open directly to the garden, a bathroom with shower and a confortable doublebed room. Outside in the garden ther is a pool, shared with the owner, where you can refreshing and relaxing during the summer.

14 – 21 Apr

$1,332 AUD total

Guest favourite

Apartment in Villa A Sesta

4.93 out of 5 average rating, 155 reviews

From Paola in Chianti

My apartment is located in a small village in the heart of the Sienese Chianti. It has large rooms, including 2 bathrooms with shower There are towels and bed linen available, an equipped kitchen including a dishwasher, two bedrooms, a sofa bed, a large living room with French windows overlooking the outside where it is possible to dine in front of a fantastic view, an outdoor relaxation area in the garden under the pergola, parking free private

27 Feb – 6 Mar

$1,256 AUD total

Guest favourite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 311 reviews

Typical Tuscan country house

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence. This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

30 Nov – 7 Dec

$1,730 AUD total

Guest favourite

Apartment in Ville di Corsano

4.97 out of 5 average rating, 202 reviews

"Red Rose" apartment with a view of Siena.

Caggiolo is a completely renovated farm consisting of several apartments, with a panoramic view of Siena. Located in the Villas di Corsano, just 14 km from the city. Ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d 'Orcia, Crete Senesi...).

19 – 26 Dec

$1,663 AUD total

Guest favourite

Home in Monticchiello

4.97 out of 5 average rating, 135 reviews

"La Lambarda" tower Suite

In Val d'Orcia there is a small medieval village called Monticchiello, surrounded by walls and protected by four towers; one of these is the "La Lambarda", which stands at the highest point of the country and enjoys a panoramic view across the valley.

12 – 19 July

$3,473 AUD total

Guest favourite

Villa in Ambra

4.98 out of 5 average rating, 108 reviews

Chianti Villa in Tuscany near Siena & Arezzo

Villa with 5bedrooms and 10sleeps in Chianti . Land of wine, good food and old traditions. Distances from the villa to:Siena 25km,Arezzo 35km,Florence 60km,villa with swimming pool obtained from the careful restoration of an ancient stone farmhouse

22 Feb – 1 Mar

$8,974 AUD total

Guest favourite

Apartment in Monticchiello

4.99 out of 5 average rating, 299 reviews

Romantic Tower's dating 1200

The residence "Il Torrino" is a panoramic apartment obtained from the restauration of an ancient tower belonging to the boundaries of the medieval suburb Monticchiello. The apartment has an incredible view on the Val d'Orcia. You can't imagine ...

13 – 20 Mar

$2,735 AUD total