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Vacation rentals in Montalcino

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Montalcino

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.ﺇ1,021 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.ﺇ2,454 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.ﺇ408 per night

Popular amenities for Montalcino vacation rentals

Stay near Montalcino's top sights

Monte Oliveto Maggiore Abbey126 locals recommend
Chapel of Our Lady of Vitaleta21 locals recommend
Cypress trees of San Quirico d'Orcia8 locals recommend
Abbey of Sant'Antimo104 locals recommend
Pienza Cathedral3 locals recommend
Corsignano3 locals recommend

Other great vacation rentals in Montalcino

Guest favorite

Farm stay in Murlo

4.99 out of 5 average rating, 134 reviews

Country house near Siena

Nov 25 – Dec 2

ﺩ.ﺇ344 per night
Guest favorite

Farm stay in Siena

4.98 out of 5 average rating, 216 reviews

Typical Tuscan Country House WITH A/C

Mar 9 – 16

ﺩ.ﺇ437 per night
Guest favorite

Apartment in Montalcino

4.91 out of 5 average rating, 45 reviews

The House of Bruna

Jan 23 – 30

ﺩ.ﺇ760 per night
Guest favorite

Apartment in Montalcino

4.97 out of 5 average rating, 30 reviews

Studio Flat with pool for 2 people

Apr 18 – 25

ﺩ.ﺇ531 per night
Guest favorite

Apartment in Montalcino

4.99 out of 5 average rating, 80 reviews

Castel Brunello

Oct 18 – 25

ﺩ.ﺇ2,586 per night
Superhost

Home in Montalcino

4.85 out of 5 average rating, 53 reviews

N° 24

Sep 3 – 10

ﺩ.ﺇ463 per night
Guest favorite

Apartment in Montalcino

5.0 out of 5 average rating, 39 reviews

Otello Guest House

Mar 13 – 20

ﺩ.ﺇ453 per night
Guest favorite

Apartment in Montalcino

5.0 out of 5 average rating, 24 reviews

Podere Belsogno

Jan 30 – Feb 6

ﺩ.ﺇ1,259 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

Nov 22 – 29

ﺩ.ﺇ456 per night
Superhost

Condo in Montalcino

4.92 out of 5 average rating, 36 reviews

Emozione - Tuscan Soul

Dec 24 – 31

ﺩ.ﺇ653 per night
Guest favorite

Apartment in Montalcino

4.85 out of 5 average rating, 82 reviews

Aurora's home

May 10 – 17

ﺩ.ﺇ656 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.ﺇ998 per night

Quick stats about vacation 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

ﺩ.ﺇ147 before taxes and fees

Frequently Asked Questions

  • Are there farmstay rentals with a dedicated workspace in Montalcino?

    Yes! Work meets play with ease at over 10 farmstay rentals in Montalcino featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in castle rentals in Montalcino?

    Experience the best of Montalcino with our castle rentals, starting at about $1,100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do castle rentals in Montalcino have air conditioning?

    Absolutely! We offer over 10 castle rentals with air conditioning in Montalcino. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly castle rentals in Montalcino?

    Four-legged friends are welcome in Montalcino. Choose from more than 10 castle rentals for guests traveling with pets.

  • Do bed and breakfast rentals in Montalcino have wifi?

    Absolutely! We offer over 10 bed and breakfast rentals with wifi in Montalcino. Enjoy a tailored experience with all the comforts you desire.

  • Are there Montalcino farmstay rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 farmstay rentals with pools in Montalcino, available on Airbnb. Make a splash and soak up the sun in style!

  • Do villa rentals in Montalcino have a kitchen?

    Absolutely! We offer over 20 villa rentals with a kitchen in Montalcino. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Montalcino have free parking?

    Absolutely! We offer over 20 house rentals with free parking in Montalcino. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly villa rentals in Montalcino?

    Montalcino has more than 20 family-friendly villa rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for Villa Rentals in Montalcino?

    Enhance your stay in our Villa Rentals with the most popular amenities: over 20 homes with air conditioning, over 20 homes with free parking, over 30 homes with wifi, over 20 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

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