Holiday houses in Ascianello

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Top-rated holiday rentals in Ascianello

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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

$1,013 NZD per night

Guest favourite

Villa in Montepulciano

4.95 out of 5 average rating, 116 reviews

A paradise in Montepulciano...

Villa Il Cubo is a full centralized air conditioned private house with large private swimming pool placed in the best garden spot for incredible views on the countryside around. Decoration has been updated with charming details that will make you enjoy the best Tuscany has to offer. We have electric vehicle charging point. Supermarkets, restaurants, grocery stores, wineries are just a few minutes away. IN JULY AND AUGUST WE LET FOR A MINIMUM OF 7 DAYS FROM SATURDAY TO SATURDAY!!!!!!

27 Jan – 3 Feb

$730 NZD per night

Guest favourite

Apartment in Montepulciano

4.97 out of 5 average rating, 332 reviews

A view from the top

A View From the Top is an apartment in the most peaceful part of Montepulciano. The house with Ac is 250 metres from the piazza and the main street, and has 2 double rooms, 2 bathrooms with shower and a large kitchen-living room with a small terrace overlooking the hills From summer 2024 our wine tasting will be available in the new garden and we have a young private chef for cooking class at home ,not in the weekend. Guests will park close the apartment,in the street 50 mt away.

19–26 Jan

$272 NZD per night

Guest favourite

Loft in Montepulciano

5.0 out of 5 average rating, 388 reviews

La Piazzetta - Cozy open space in the historic center of Montepulciano

Pour a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta flooring, stone walls. Then go out and take in the magnificent view of the Valdichiana. Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, stone walls. Enjoy yourself and relax! Then go out and admire the magnificent view of the Valdichiana.

10–17 Nov

$381 NZD per night

Guest favourite

Farm stay in Montepulciano

4.95 out of 5 average rating, 111 reviews

Apartment in the Vineyard with Pool

Nestled in a wonderful setting with vineyards as far as the eye can see, this two-room apartment is part of a farmhouse with a finely renovated swimming pool. Access from your private patio to a fully equipped kitchen (crockery, toaster, kettles, microwave, espresso machine, refrigerator), with modern extra-comfort sofa bed. We then move on to a large double bedroom with a bathroom with a large shower, fluffy towels and a complete courtesy line.

30 Nov – 7 Dec

$323 NZD per night

Guest favourite

Apartment in Montepulciano

4.99 out of 5 average rating, 220 reviews

Montepulciano Downtown Storico

Nice apartment of 60 square meters located in the main street of the country. It is on the second and top floor of a historic building. The entrance is located on the main street of the town while the windows face the outside of the walls offering breathtaking views. The apartment consists of: entrance, living room with double sofa bed, bedroom, kitchen, bathroom with roof window. Microwave, large oven, dishwasher, washing machine, and wi-fi.

18–25 Nov

$153 NZD per night

Guest favourite

Apartment in Monticchiello

4.98 out of 5 average rating, 121 reviews

Casa Bonari - a paradise for the eyes

Casa Bonari is a detached one-level apartment within a villa at the foot of Monticchiello. It consists of 3 bedrooms, 2 bathrooms, equipped kitchen and living room. The rooms are bright and furnished in Tuscan style, with old renovated family furniture combined with contemporary elements. The kitchen is fully equipped and the apartment is surrounded on each side by a large garden, so that all rooms boast a beautiful view of the countryside.

23–30 Jan

$280 NZD per night

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 panoramic views of Siena. Located at the Villas of 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

$264 NZD per night

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 Jul

$551 NZD per night

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

$429 NZD per night

Guest favourite

Farm stay in Pari

4.98 out of 5 average rating, 227 reviews

TUSCANY farm house SWIMMING POOL

Our little farm is a beautiful location for a relaxing vacation with a private swimming pool. We are close to the naturally occurring hot springs of Petriolo and 30 km. far from Siena. We are only two km. from Pari, an ancient medieval village.

25 Apr – 2 May

$180 NZD per night