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, 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.

Nov 27 – Dec 4

R4,924 ZAR per night

Superhost

Home in Montalcino

4.85 out of 5 average rating, 54 reviews

N° 24

The house in the old town center composed of a large kitchen on the ground floor and a wide double bedroom and master bathroom, two living rooms with two sofa beds, suitable for a family with 2 children, and a bathroom on the second attic floor. A new construction with exclusive finishes preserving the typical Tuscan taste of the rock walls and wooden beams. The eat-in kitchen has a microwave, gas stove, fridge, washing machine and modern appliances. Three Internet TVs and Wi-Fi.

May 7 – 14

R2,375 ZAR 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.

Nov 12 – 19

R2,095 ZAR per night

Guest favorite

Apartment in Montalcino

4.91 out of 5 average rating, 46 reviews

The House of Bruna

BRUNA 'S HOUSE A finely renovated apartment, furnished with love and attention to detail, is located inside a historic palace The entrance opens to a living room with a very comfortable sofa connected to a large and comfortable kitchen From the living room we access the terrace overlooking the fortress where you can enjoy wonderful sunsets On the same floor we find a bathroom and a bright double bedroom Upstairs is the second bathroom and another comfortable room

Jan 16 – 23

R3,899 ZAR per night

Guest favorite

Home in San Quirico D'orcia

4.99 out of 5 average rating, 177 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.

Feb 10 – 17

R5,728 ZAR 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

R2,442 ZAR 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

R3,549 ZAR 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.

Mar 4 – 11

R2,883 ZAR per night

Guest favorite

Farm stay in Campiglia D'orcia

4.92 out of 5 average rating, 253 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.

Dec 25 – Jan 1

R1,836 ZAR 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

R2,730 ZAR per night

Guest favorite

Apartment in Montalcino

4.89 out of 5 average rating, 322 reviews

Panoramic Country Suite Montalcino

Fonte Aulente is a Tuscan farmhouse from the 12th century recently restored surrounded by beautiful garden-park, 2 km from Montalcino with amazing views on Tuscan hills. We offer a beautifully furnished apartment with independent entrance and all facilities.

Oct 12 – 19

R3,449 ZAR 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

R6,093 ZAR per night

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 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

Apartment in Montalcino

4.99 out of 5 average rating, 80 reviews

Castel Brunello - 2 doublebed rooms + terrace

Apr 25 – May 2

R13,270 ZAR per night

Guest favorite

Apartment in Montalcino

4.97 out of 5 average rating, 30 reviews

Studio Flat with pool for 2 people

Oct 15 – 22

R2,724 ZAR per night

Guest favorite

Farm stay in Montalcino

4.97 out of 5 average rating, 30 reviews

Agriturismo MONSOLE - Sleep in a dream ...

Aug 7 – 14

R7,050 ZAR per night

Guest favorite

Apartment in Montalcino

5.0 out of 5 average rating, 42 reviews

Otello Guest House

Nov 18 – 25

R2,326 ZAR per night

Guest favorite

Apartment in Montalcino

5.0 out of 5 average rating, 26 reviews

Podere Belsogno

Mar 19 – 26

R6,463 ZAR per night

Guest favorite

Villa in Montalcino

5.0 out of 5 average rating, 44 reviews

Breathtaking Views from a Tuscan Villa

May 12 – 19

R21,073 ZAR 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

Oct 28 – Nov 4

R2,285 ZAR per night

Guest favorite

Tower in San Quirico d'Orcia

5.0 out of 5 average rating, 42 reviews

Luxurious Medieval Tower & Private Concierge

Oct 11 – 18

R6,856 ZAR per night

Show all

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
R767 ZAR 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 farmstay rentals in Montalcino?
Experience the best of Montalcino with our farmstay rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do apartment rentals in Montalcino have air conditioning?
Absolutely! We offer over 60 apartment 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 apartment rentals in Montalcino have wifi?
Absolutely! We offer over 110 apartment rentals with wifi in Montalcino. Enjoy a tailored experience with all the comforts you desire.
Are there Montalcino apartment rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 50 apartment rentals with pools in Montalcino, available on Airbnb. Make a splash and soak up the sun in style!
Do apartment rentals in Montalcino have a kitchen?
Absolutely! We offer over 110 apartment rentals with a kitchen in Montalcino. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Montalcino have free parking?
Absolutely! We offer over 90 apartment rentals with free parking in Montalcino. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Montalcino?
Montalcino has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Condo Rentals in Montalcino?
Enhance your stay in our Condo Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

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

Apartment in Montalcino

Apartment in Montalcino

Farm stay in Montalcino

Apartment in Montalcino

Apartment in Montalcino

Villa in Montalcino

Farm stay in Castelnuovo dell'Abate

Tower in San Quirico d'Orcia

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 farmstay rentals with a dedicated workspace in Montalcino?

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

Do apartment rentals in Montalcino have air conditioning?

Are there pet-friendly castle rentals in Montalcino?

Do apartment rentals in Montalcino have wifi?

Are there Montalcino apartment rentals on Airbnb with pools?

Do apartment rentals in Montalcino have a kitchen?

Do apartment rentals in Montalcino have free parking?

Are there family-friendly house rentals in Montalcino?

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

Destinations to explore