Vacation rentals in Montalcino

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Top-rated vacation rentals in Montalcino

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Guest favorite

Home in Montalcino

5.0 out of 5 average rating, 103 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.

Guest favorite

Farm stay in Seggiano

4.98 out of 5 average rating, 194 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.

Guest favorite

Home in San Quirico D'orcia

4.99 out of 5 average rating, 178 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.

Guest favorite

Farm stay in Murlo

4.99 out of 5 average rating, 136 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.

Guest favorite

Home in Montalcino

4.97 out of 5 average rating, 113 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.

Guest favorite

Home in Castelnuovo dell'Abate

4.91 out of 5 average rating, 238 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.

Guest favorite

Apartment in Montalcino

4.97 out of 5 average rating, 30 reviews

Studio Flat with pool for 2 people

Paradiso di Frassina offers accommodation in 1 charming apartment for your holidays in Montalcino. The apartment, the Studio, is furnished in a rustic style and equipped with all the comforts (private pool, parking, Wi-Fi, equipped kitchen, air conditioning, private outdoor space), the perfect place to relax listening to the harmonies of Mozart and taste a glass of Brunello, by the infinity pool overlooking the vineyards.

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.

Guest favorite

Farm stay in Campiglia D'orcia

4.92 out of 5 average rating, 260 reviews

Agriturismo Poggio Bicchieri ap. Poesia

Our farmhouse is a window on the Val d 'Orcia, consisting of 2 apartments with kitchen, bedroom and bathroom. Large equipped garden. Immersed in silence, near Pienza, Montalcino, Bagno Vignoni and the natural hot springs of Bagno San Filippo. It is very simple to reach us, the last kilometer of road is unpaved but accessible to everyone.

Guest favorite

Apartment in Ville di Corsano

4.97 out of 5 average rating, 201 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...).

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Montalcino vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Montalcino's top sights

Monte Oliveto Maggiore Abbey126 locals recommend

Chapel of Our Lady of Vitaleta20 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 Montalcino

4.97 out of 5 average rating, 30 reviews

Agriturismo MONSOLE - Sleep in a dream ...

Guest favorite

Apartment in Montalcino

4.99 out of 5 average rating, 80 reviews

Castel Brunello - 2 doublebed rooms + terrace

Guest favorite

Apartment in Montalcino

5.0 out of 5 average rating, 28 reviews

Podere Belsogno

Guest favorite

Tower in San Quirico d'Orcia

5.0 out of 5 average rating, 43 reviews

Luxurious Medieval Tower & Private Concierge

Guest favorite

Apartment in San Quirico d'Orcia

5.0 out of 5 average rating, 44 reviews

Antica Loggia - Apartment with view

Guest favorite

Villa in Montalcino

5.0 out of 5 average rating, 44 reviews

Breathtaking Views from a Tuscan Villa

Guest favorite

Apartment in Montalcino

4.91 out of 5 average rating, 47 reviews

The House of Bruna

Guest favorite

Apartment in Montalcino

5.0 out of 5 average rating, 43 reviews

Otello Guest House

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Quick stats about vacation rentals in Montalcino

Total rentals
310 properties
Rentals with a pool
130 properties have a pool
Pet-friendly rentals
200 properties allow pets
Family-friendly rentals
160 properties are a good fit for families
Total number of reviews
6.7K reviews
Nightly prices starting at
$40 before taxes and fees

Frequently Asked Questions

Are there condo rentals with a dedicated workspace in Montalcino?
Yes! Work meets play with ease at over 10 condo 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 $1,070 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 farmstay rentals in Montalcino?
Four-legged friends are welcome in Montalcino. Choose from more than 20 farmstay rentals for guests traveling with pets.
Do farmstay rentals in Montalcino have wifi?
Absolutely! We offer over 30 farmstay rentals with wifi in Montalcino. Enjoy a tailored experience with all the comforts you desire.
Are there Montalcino house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in Montalcino, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Montalcino have a kitchen?
Absolutely! We offer over 40 house rentals with a kitchen in Montalcino. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Montalcino have free parking?
Absolutely! We offer over 10 condo rentals with free parking in Montalcino. Enjoy a tailored experience with all the comforts you desire.
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 free parking, over 20 homes with a kitchen, over 20 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
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.

Vacation rentals in Montalcino

Top-rated vacation rentals in Montalcino

Vacation rentals for every style

Houses

Apartments

Villas

Popular amenities for Montalcino vacation rentals

Stay near Montalcino's top sights

Other great vacation rentals in Montalcino

Farm stay in Montalcino

Apartment in Montalcino

Apartment in Montalcino

Tower in San Quirico d'Orcia

Apartment in San Quirico d'Orcia

Villa in Montalcino

Apartment in Montalcino

Apartment in Montalcino

Quick stats about vacation rentals in Montalcino

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there condo rentals with a dedicated workspace in Montalcino?

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

Do castle rentals in Montalcino have air conditioning?

Are there pet-friendly farmstay rentals in Montalcino?

Do farmstay rentals in Montalcino have wifi?

Are there Montalcino house rentals on Airbnb with pools?

Do house rentals in Montalcino have a kitchen?

Do condo rentals in Montalcino have free parking?

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

Are there family-friendly villa rentals in Montalcino?

Destinations to explore