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Vacation rentals in Castiglion del Bosco

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Top-rated vacation rentals in Castiglion del Bosco

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Home in Montalcino

5.0 out of 5 average rating, 101 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.

Jul 15 – 22

ﺩ.ﺇ1,019 per night
Guest favorite

Cottage in Geggiano

4.99 out of 5 average rating, 103 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 4 – 11

ﺩ.ﺇ2,449 per night
Guest favorite

Farm stay in Seggiano

4.98 out of 5 average rating, 189 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.

Jan 8 – 15

ﺩ.ﺇ407 per night

Popular amenities for Castiglion del Bosco vacation rentals

Other great vacation rentals in Castiglion del Bosco

Guest favorite

Home in Montalcino

4.96 out of 5 average rating, 206 reviews

Montalcino - JASMINE HOUSE - with garden

Feb 1 – 8

ﺩ.ﺇ883 per night
Guest favorite

Home in Panzano In Chianti

4.98 out of 5 average rating, 351 reviews

Old farmhouse near Panzano Castle Abbacìo

Feb 12 – 19

ﺩ.ﺇ407 per night
Guest favorite

Apartment in Montepulciano

4.97 out of 5 average rating, 326 reviews

A view from the top

Mar 26 – Apr 2

ﺩ.ﺇ596 per night
Guest favorite

Home in Montalcino

4.98 out of 5 average rating, 136 reviews

Panoramic nest in Montalcino

Aug 13 – 20

ﺩ.ﺇ561 per night
Guest favorite

Apartment in Montalcino

4.94 out of 5 average rating, 35 reviews

Nest for 2 people in Montalcino with pool

Oct 26 – Nov 2

ﺩ.ﺇ530 per night
Guest favorite

Condo in Befa

5.0 out of 5 average rating, 14 reviews

Cute house in Tuscan Countryside (& Bike Friendly)

Nov 4 – 11

ﺩ.ﺇ321 per night
Guest favorite

Farm stay in Montalcino

4.97 out of 5 average rating, 30 reviews

Agriturismo MONSOLE - Sleep in a dream ...

Oct 26 – Nov 2

ﺩ.ﺇ996 per night
Guest favorite

Apartment in Montalcino

4.99 out of 5 average rating, 80 reviews

Castel Brunello

Oct 18 – 25

ﺩ.ﺇ2,580 per night
Guest favorite

Farm stay in Murlo

4.93 out of 5 average rating, 40 reviews

Suite, private apt for 2/4, pool

Oct 18 – 25

ﺩ.ﺇ728 per night

Villa in Siena

5.0 out of 5 average rating, 18 reviews

Il Fienile Di Montesoli

Oct 13 – 20

ﺩ.ﺇ3,476 per night
Guest favorite

Guest suite in Civitella Paganico

5.0 out of 5 average rating, 16 reviews

Suite in the nature between Siena and Grosseto

Dec 22 – 29

ﺩ.ﺇ1,001 per night
Guest favorite

Farm stay in Ville di Corsano

4.96 out of 5 average rating, 93 reviews

Rustic apartment in Tuscany

Feb 11 – 18

ﺩ.ﺇ289 per night

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Castiglion del Bosco