Vacation rentals in San Giovanni d'Asso

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Top-rated vacation rentals in San Giovanni d'Asso

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Guest favorite

Cottage in Geggiano

4.99 out of 5 average rating, 107 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.

Mar 23 – 30

G$103,024 GYD per night

Guest favorite

Apartment in Montepulciano

4.97 out of 5 average rating, 330 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.

Jan 2 – 9

G$33,087 GYD per night

Guest favorite

Farm stay in Seggiano

4.98 out of 5 average rating, 193 reviews

Terra Delle Sidhe, Seggiano, Tuscany

Terra delle Sidhe is a small organic farm located in southern Tuscany overlooking a beautiful valley located on the slopes of Monte Amiata, between the medieval towns of Castel del Piano and Seggiano. A 250 year old chestnut dryer stone house in use till 30 years ago, the holiday cottage we offer is surrounded by an organic chestnut forest and olive trees that are hundreds of years old. This charming cozy house it has now been lovingly renovated with taste and simplicity.

Nov 12 – 19

G$22,834 GYD per night

Guest favorite

Home in San Quirico D'orcia

4.99 out of 5 average rating, 177 reviews

Alma Vignoni - Vignoni Val d 'Orcia - Bagno Vignoni

Alma Vignoni is an elegant and exclusive holiday house in Vignoni Alto that recalls Tuscan style and is enriched by unusual and personal details. The house consists of an open-space with fireplace in the center. On the one hand the room with stunning views over the surrounding hills (Pienza, Monticchiello and Montepulciano) on the other the kitchen area. Two cozy rooms overlook the ancient Via Francigena and the Orcia river valley. The bathroom has a large shower.

Feb 10 – 17

G$62,427 GYD per night

Guest favorite

Condo in Asciano

4.95 out of 5 average rating, 237 reviews

Yellow Romantic apartment in the Sienese crete

Apartment consisting of a double bedroom (free crib for children upon request)a bathroom, a kitchen equipped with everything you need to eat , and a stay TV,BBq, ( in case of need we provide the washing machine that is in our laundry room ) . You'll like the outdoor environment because it's magical during the day and at night for the stars Free parking and wifi. Convenient location to visit both Tuscany and Umbria. I look forward to seeing you in real Tuscany!

Oct 4 – 11

G$16,903 GYD per night

Guest favorite

Apartment in Monticchiello

4.98 out of 5 average rating, 120 reviews

Casa Bonari - a paradise for the eyes

Casa Bonari is an independent apartment on one level 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 renovated old 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.

Mar 20 – 27

G$34,467 GYD per night

Guest favorite

Home in Castelnuovo dell'Abate

4.91 out of 5 average rating, 236 reviews

La Casetta di Brunello,very panoramic with terrace

STIAMO LAVORANDO PER VOI! ... WE ARE WORKING FOR YOU! The house is completely renovated and furnished in 2018 with classic-Tuscan style furniture. The colors are warm and enveloping to better rest during your holiday of peace and relaxation. In addition to the two double bedrooms, you have a kitchen with an equipped kitchenette, fridge, induction cooker and a furnished terrace with a beautiful view of the surrounding countryside.

Oct 22 – 29

G$38,677 GYD per night

Guest favorite

Home in San Giovanni d'Asso

4.88 out of 5 average rating, 33 reviews

Ca' Montalcino

Ca' Montalcino is a delightful apartment located within the walls of the ancient castle of San Giovanni d 'Asso, one of the beautiful hamlets of Montalcino, in the heart of Val d 'Orcia. From San Giovanni d 'Asso you can reach many of the most evocative destinations in the area: from Pienza to Bagno Vignoni, Rapolano Terme, Montepulciano and Montalcino itself. Siena, Arezzo, Perugia and the sea are about an hour away.

Oct 24 – 31

G$15,639 GYD per night

Guest favorite

Tower in Fiesole

4.95 out of 5 average rating, 153 reviews

A Big Dream in a Little Tower.

The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.

Sep 16 – 23

G$178,637 GYD per night

Guest favorite

Apartment in Torrenieri

4.89 out of 5 average rating, 127 reviews

The TWO CYPRESS "Apartment Jasmine"

Appartamento situato a Torrenieri, frazione di Montalcino, dotato di ogni confort per trascorrere un'ottima vacanza o per lavoro. Ottima posizione per visitare i principali borghi Val d'Orcia (San Quirico, Pienza, Montepulciano, Monticchiello). Gli ospiti hanno a disposizione l'utilizzo esclusivo dell'appartamento con accesso individuale.

Feb 17 – 24

G$15,223 GYD per night

Guest favorite

Apartment in Ville di Corsano

4.97 out of 5 average rating, 199 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...).

Jan 4 – 11

G$29,757 GYD per night

Guest favorite

Home in Monticchiello

4.97 out of 5 average rating, 134 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.

Mar 11 – 18

G$66,399 GYD per night