Some info has been automatically translated. Show original language

Holiday rentals in Montalcino

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Montalcino

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

Guest favourite

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.

16–23 Nov

$352 SGD per night
Guest favourite

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.

18–25 Jan

$675 SGD per night
Guest favourite

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.

25 Mar – 1 Apr

$150 SGD per night

Popular amenities for Montalcino holiday rentals

Stay near Montalcino's top sights

Abbazia di Monte Oliveto Maggiore126 locals recommend
Cappella della Madonna di Vitaleta21 locals recommend
Cipressi di San Quirico d'Orcia8 locals recommend
Abbey of Sant'Antimo104 locals recommend
Pienza Cathedral3 locals recommend
Corsignano3 locals recommend

Other great holiday rentals in Montalcino

Guest favourite

Flat in Montalcino

4.94 out of 5 average rating, 35 reviews

Nest for 2 people in Montalcino with pool

17–24 Oct

$195 SGD per night
Guest favourite

Farm stay in Montalcino

4.97 out of 5 average rating, 30 reviews

Agriturismo MONSOLE - Sleep in a dream ...

26 Oct – 2 Nov

$366 SGD per night
Guest favourite

Flat in Montalcino

4.99 out of 5 average rating, 80 reviews

Castel Brunello

23–30 Aug

$948 SGD per night
Guest favourite

Flat in San Quirico d'Orcia

5.0 out of 5 average rating, 41 reviews

Antica Loggia - Apartment with view

3–10 Nov

$207 SGD per night
Guest favourite

Flat in Montalcino

5.0 out of 5 average rating, 24 reviews

Podere Belsogno

5–12 Dec

$462 SGD per night
Guest favourite

Flat in Montalcino

5.0 out of 5 average rating, 39 reviews

Otello Guest House

11–18 Nov

$166 SGD per night
Superhost

Home in Montalcino

4.85 out of 5 average rating, 53 reviews

N ° 24

25 Aug – 1 Sep

$170 SGD per night
Guest favourite

Tower in San Quirico d'Orcia

5.0 out of 5 average rating, 41 reviews

Luxurious Medieval Tower & Private Concierge

27 Jul – 3 Aug

$436 SGD per night
Superhost

Farm stay in Castelnuovo dell'Abate

4.81 out of 5 average rating, 97 reviews

CasaROSA Hot spring tub Inside Brunello vineyards

22–29 Nov

$167 SGD per night
Superhost

Apartment in Montalcino

4.92 out of 5 average rating, 36 reviews

Emozione - Tuscan Soul

25 Dec – 1 Jan

$239 SGD per night
Guest favourite

Flat in Montalcino

4.85 out of 5 average rating, 82 reviews

Aurora's home

12–19 May

$240 SGD per night
Superhost

Villa in Montalcino

5.0 out of 5 average rating, 4 reviews

Luxurious Manor Villa with private pool

9–16 May

$1,418 SGD per night

Quick stats about holiday rentals in Montalcino

Total rentals

310 properties

Rentals with a pool

130 properties have a pool

Pet-friendly rentals

190 properties allow pets

Family-friendly rentals

170 properties are a good fit for families

Total number of reviews

6.6K reviews

Nightly prices starting at

$54 SGD before taxes and fees

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Montalcino