
Farmstay vacation rentals in Montalcino
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Top-rated farm stay accommodations in Montalcino
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A view from the top, Montepulciano
A View From the Top is an apartment in the most peaceful part of Montepulciano(castoldi apartments site) The house with Ac is 250 metres from the piazza and the main street, and has 2 double rooms, 2 bathrooms with shower and a large kitchen-living room with a small terrace overlooking the hills Our wine tasting is available in the new garden for all the guests of our 4 apartments and from 2026 grilled meat always with paired wines Guests will park close the apt ,in the street 50 mt away.

Villa di Geggiano – Guesthouse
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. 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 idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Luxurious Medieval Tower & Private Concierge
It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

Your Private Tuscan Retreat
This beautiful sheepherder’s stone cottage is equipped with modern comforts and spa facilities free of charge. The large grounds of forest and meadow span a ridge and provide panoramic views of the valley toward Val d’Orcia to the north, the expansive Maremema to the south, and the ancient volcano of Amiata to the west. This is the perfect getaway for those wanting a private retreat from which to explore the rich wine, food, culture, history, and landscape of southern Tuscany.

Terra Delle Sidhe, Seggiano, Tuscany, Italy
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.

Your Tuscan oak tree house, enchanting Val d'Orcia
The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.

Green – The meadows in Tuscany
Apartment consisting of 1 double bedroom, equipped kitchen, large living room and bathroom TV, BBQ, (we provide the washing machine from 9 am to 8 pm, which is in our laundry room, to those who request it). We recommend the car as we live in the countryside, both to be independent and to visit the magnificent Tuscany You'll like the outdoor environment because it's magical, day and night Free parking and wifi Strategic location for visiting Tuscany and Umbria.

Casa al Gianni - Capanna
Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

"Red Rose" apartment with view of Siena.
Caggiolo is a completely renovated farm consisting of several apartments, each with an independent entrance and private garden, with a panoramic view of Siena. Located in Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).

Poggio Bicchieri Holiday Farm - Poesia apartment
Overlooking the Val d 'Orcia, our holiday farm consists of 2 apartments each with a kitchen, bedroom, and bathroom. Large equipped garden. Surrounded by silence, close to Pienza, Montalcino, Bagno Vignoni, and the natural thermal baths of Bagno San Filippo. Getting here is very easy; the last km of the road is unpaved but accessible for all.

agriturismo il poderuccio "sweet apartment"
The farm IL PODERUCCIO has several apartments, including: - A romantic apartment opened in 2019 consisting of a private bathroom and a single room with double bed, single sofa bed and equipped kitchen. Independent entrance, private loggia for outdoor dining, and a magical window overlooking a breathtaking view.

Amazing view of Val d'Orcia Pienza
Beautiful 75-square-meter apartment located on the ground floor of the “Podere Colombaio,” a historic farmhouse named after its 15th-century tower. The property features a lovely pergola and a garden overlooking the Val d’Orcia Park, just a 10-minute walk from Pienza.
Popular amenities for Montalcino farm stay accommodations
Family-friendly farm stay accommodations

Stone farmhouse in Val D'Orcia

Podere Guidi

Archi, Rustic apartment in Tuscany

Agriturismo I Gelsi

Mafuccio Farmhouse - "Casa di Rigo"

Monteriggioni Castello, holiday house in Tuscany

Old hayloft on the Chianti hills

La Pieve - the house next to the church
Farm stay accommodations with a patio

Villa with pool in Chianti Area

Fabulous Farmhouse with Pool & 360 Panoramic View

Casa Isla, near Orvieto, amazing views + pool

The Eagle and the Olive Tree

La Foresteria | Granary House

Capanna Di Elfo

Casa Giulia di Sopra Farmhouse

Tuscany Villa With Pool & Magnificent Garden
Farm stay rentals with a washer and dryer

Farmhouse close to Montepulciano

StageROOM03 - Idyllic Chianti cottage near Siena

Cottage "Girasole" in Tuscany

Il Fienile, Cottage in the country with Jacuzzi

Le Splandole Farm – Crete Senesi

Chianti La Pruneta, Raphael Apartment

Farmhouse in Chianti

Cottage Vittoria - Masseto In Chianti
When is the best time to visit Montalcino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $209 CAD | $244 CAD | $247 CAD | $265 CAD | $252 CAD | $288 CAD | $338 CAD | $302 CAD | $305 CAD | $241 CAD | $208 CAD | $216 CAD |
| Avg. temp | 8 °C | 8 °C | 11 °C | 13 °C | 18 °C | 22 °C | 25 °C | 25 °C | 21 °C | 17 °C | 12 °C | 9 °C |
Quick stats about farmstay rentals in Montalcino

Total vacation rentals
Explore 130 vacation rentals in Montalcino

Nightly prices starting at
Montalcino vacation rentals start at $97 CAD per night before taxes and fees

Verified guest reviews
Over 5,140 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 90 rentals that welcome pets

Vacation rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
130 of Montalcino vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Montalcino rentals

4.8 Average rating
Montalcino stays are highly rated by guests—averaging 4.8 out of 5!
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- Lake Trasimeno
- Lake Bolsena
- Feniglia
- Cala Violina
- Gulf of Baratti
- Kite Beach Fiumara
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Avignonesi Winery Fattoria Le Capezzine
- Tenuta Le Velette
- Cala Di Forno
- Castiglion del Bosco Winery
- Golf Club Toscana
- Riva del Marchese
- Marina di Grosseto beach
- Santa Maria della Scala
- Cavallino Matto
- Pubblico Palace
- Cantina Stefanoni
- CavallinoMatto
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Podere La Marronaia, Sosta alle Colonne
- Ugolino Golf Club
- Abbey of Monte Oliveto Maggiore
- Podere Il Cocco
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