Vacation rentals in Castiglion del Bosco

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Top-rated vacation rentals in Castiglion del Bosco

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Guest favorite

Home in Montalcino

5.0 out of 5 average rating, 102 reviews

Montalcino Townhouse with Private Panoramic Garden & Spa

The perfect holiday retreat! Feel at peace in this home which blends traditional elements with all the modern comforts and some contemporary wall art. Relax in the steam bath and head outside to the panoramic private garden to sink into the Jacuzzi. Enjoy a barbecue or even just a glass of wine under the gazebo, admiring the beautiful view over Montalcino and the surrounding countryside. Whatever you do, you just won't want to leave anymore! A beautiful open plan full of light, with kitchen, sitting area and a bedroom area (king size bed 200x210). The kitchen is equipped with a refrigerator, dishwasher, induction hob, ice machine, wine cellar, Nespresso coffee machine, electric kettle, toaster. The bathroom is equipped with shower, steam bath and sauna with access also from the outside. There is air conditioning, TV with Netflix, wood stove. The large panoramic garden is equipped with a gazebo with table, chairs and barbecue. There are also deckchairs, sun loungers and jacuzzi. All of this will be at your complete and exclusive disposal. I will be more than happy to share with you all my very best suggestions to make your stay here in Montalcino unforgettable :-) The apartment is centrally located in the upper part of Montalcino, only around the corner from the main square. Visit the nearby cathedral before walking to the family-owned restaurants, charming cafes, boutique shops and live like a local. Enjoy local wineries producing the famous Brunello wine, explore the rich history of the region and the beautiful scenic Val d'Orcia - Unesco Heritage Site. The property is located in the limited traffic area. You are allowed to drive very close to the entrance in order to download the luggage. Then I will give you instructions on how to reach the closest free car park , which is located at less than 10 minutes walk from the house. To easily reach Montalcino and to fully appreciate this beautiful area - visiting wineries and discovering the all the true gems of Val d'Orcia - we highly recommend to come by car. Please note that to reach the house you need to walk a fairly steep street: it may not be ideal for those with mobility problems.

Mar 13 – 20

€ 237 per night

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.

Nov 25 – Dec 2

€ 472 per night

Guest favorite

Farm stay in Pari

4.83 out of 5 average rating, 221 reviews

lo Studiolo between Siena and Grosseto

Il Casalino is a farmhouse with swimming pool, immersed in the unspoiled nature of the Basso Merse Reserve, halfway between Grosseto and Siena, a few minutes from the Terme di Petriolo, overlooking the hills of Montalcino. A welcoming farmhouse away from traffic and noise. Isolated but close to cultural centers and natural oases. The ideal place to relax with walks in the woods or in our vineyard, or the starting point for excursions and food and wine trips in the Val d'Orcia.

Dec 9 – 16

€ 75 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.

Dec 30 – Jan 6

€ 113 per night

Guest favorite

Condo in Asciano

4.95 out of 5 average rating, 238 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!

Feb 7 – 14

€ 76 per night

Guest favorite

Farm stay in Murlo

4.99 out of 5 average rating, 135 reviews

Country house near Siena

The apartment is on the ground floor of a farmhouse of 1600, it is very cozy, the floors are in wood and the walls are painted in bright colors. The house consists of a large kitchen, a bedroom where there is also a sitting area with a comfortable sofa that can accommodate two people and a fireplace near the sofa. The house is surrounded by beautiful hills and woods. In front of the house there is a terrace where to eat, and a garden with deckchairs.

Dec 30 – Jan 6

€ 140 per night

Guest favorite

Home in Montalcino

4.97 out of 5 average rating, 111 reviews

Casa delle Giuggiole

Facing the old medieval walls of this ancient city, the location of the house will make you feel relaxed thanks to the peacefulness of the countryside and the vitality of the centre. Bathed in the gorgeous sunlight from sunrise to sunset, Casa delle Giuggiole will give you a sensation of lightness and freedom. Look through any one of the many windows and you can admire both the astonishing landscape of the Val d'Orcia and the typical Tuscan roofs.

Jan 8 – 15

€ 127 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

€ 178 per night

Guest favorite

Home in Montalcino

4.98 out of 5 average rating, 136 reviews

Panoramic nest in Montalcino

A completely independent accommodation recently refurbished - from the design to the furnishings - directly by the host. It is composed of a living room with a fully equipped kitchen and a bedroom with bathroom. The peculiarity of the property is the extremely favorable location in the historic center, with a splendid terrace with panoramic garden on the Val d'Orcia, with barbecue, hammock, sink and outdoor shower.

Feb 13 – 20

€ 145 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

€ 141 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

€ 305 per night

Guest favorite

Apartment in Monticchiello

4.99 out of 5 average rating, 297 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 ...

Feb 25 – Mar 4

€ 240 per night