
Holiday rentals in Montalcino
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Top-rated holiday rentals in Montalcino
Guests agree: these stays are highly rated for location, cleanliness and more.

Poggio Bicchieri Holiday Farm - Memoria apartment
Relax with the whole family in this accommodation. The holiday farm consists of two independent apartments with a living room, kitchen, bedroom, and bathroom. You won't have to share anything with other guests, as we have taken care to organize everything so that everyone has their own space and everything is separate. Outside there is a barbecue, table with chairs and deck chairs. In the vicinity are Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino, and Bagni San Filippo. To reach us, there is 1.5 km of dirt road!

Farmhouse Fattoria La Parita
Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

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.

Bruna's House
LA CASA DI BRUNA A finely renovated apartment, furnished with love and attention to detail, is located inside a historic building The entrance opens onto 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, there is a bathroom and a bright double bedroom Upstairs is the second bathroom and another comfortable bedroom

Flat, Agriturismo "Biofattoria l'Upupa"
The flat is on the first floor of a classic Tuscan farmhouse called ‘Biofattoria l'Upupa’. Magnificent hillside location between the Val d'Orcia and the Crete Senesi. Suitable for families with children. Consisting of kitchen, large living room, bathroom with shower, 1 double bedroom and 1 bedroom with bunk beds. There is a double sofa bed in the living room. The flat is equipped with wifi. Free parking on private property. Complete breakfast kit including homemade cakes.

"Landscape Notes" Suite
The 80 sqm Suite "Note di paesaggio" is located on the second floor of a historic building where it meets the landscape of the Val d'Orcia. It is divided into several rooms including a furnished double bedroom with air conditioning overlooking the terrace, a living room with a panoramic view, a study with a desk, a marble bathroom with shower, and another double bedroom without air conditioning . You can enjoy a 30sqm terrace and its suggestive view of the countryside.

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.

Podere Pereti Nuovi – Modern Tuscan Villa
Podere I Pereti was entirely build by our grandfather Remo in the 1970's. My siblings and I spent most of our summers on the porch with our grandparents watching sunsets and admiring the view of the Val d'Orcia. Entirely surrounded by vineyards and olive groves. Nonno Remo, besides having a building company, proudly produced Orcia red wine that was consumed by the family. From the 150 olive trees, every November we filled our tanks with green gold olive oil.

Mascagni Farmhouse in Val d'Orcia, Pienza
Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?

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.

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.
Popular amenities for Montalcino holiday rentals
Stay near Montalcino's top sights
Other great holiday rentals in Montalcino

Luxury Medieval Tower - Penthouse

Nest for 2 people in Montalcino with pool

Le Sorelle, Minnie's Cottage

Montalcino Loft

Juniper Apartment Podere Garden

Montalcino Townhouse with Private Garden & Spa

Otello Guest House

Secluded Luxury Studio & Vineyards near Montalcino
When is the best time to visit Montalcino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $158 SGD | $160 SGD | $177 SGD | $186 SGD | $196 SGD | $205 SGD | $206 SGD | $210 SGD | $202 SGD | $192 SGD | $193 SGD | $193 SGD |
| 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 |
Frequently Asked Questions
How much does it cost to stay in house rentals in Montalcino?
Experience the best of Montalcino with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Montalcino?
Yes! Work meets play with ease at over 400 vacation rentals in Montalcino featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Montalcino?
Four-legged friends are welcome in Montalcino. Choose from more than 550 vacation rentals for guests traveling with pets.
Are there Montalcino apartment rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 140 apartment rentals with pools in Montalcino, available on Airbnb. Make a splash and soak up the sun in style!
Do farmstay rentals in Montalcino have air conditioning?
Absolutely! We offer over 70 farmstay rentals with air conditioning in Montalcino. Enjoy a tailored experience with all the comforts you desire.
Do villa rentals in Montalcino have a kitchen?
Absolutely! We offer over 80 villa rentals with a kitchen in Montalcino. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Montalcino have wifi?
Absolutely! We offer over 150 house rentals with wifi in Montalcino. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Montalcino have free parking?
Absolutely! We offer over 260 apartment rentals with free parking in Montalcino. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Montalcino?
Montalcino has more than 490 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Farmstay Rentals in Montalcino?
Enhance your stay in our Farmstay Rentals with the most popular amenities: over 70 homes with air conditioning, over 100 homes with a kitchen, over 120 homes with free parking, over 130 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Montalcino

Total holiday rentals
Explore 970 holiday rentals in Montalcino

Nightly prices starting at
Montalcino holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 28,460 verified reviews to help you choose

Family-friendly holiday rentals
490 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 550 rentals that welcome pets

Holiday rentals with a pool
400 properties feature pools

Rentals with dedicated workspaces
400 properties have a dedicated workspace

Wifi availability
910 of Montalcino holiday 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!
Destinations to explore
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- Lake Trasimeno
- Lake Bolsena
- Del Chianti
- Cala Violina
- Cascate del Mulino
- Feniglia
- Basilica Di San Miniato A Monte
- Gulf of Baratti
- Avignonesi Winery Fattoria Le Capezzine
- Palazzo Pubblico
- CavallinoMatto
- Santa Maria della Scala
- Ugolino Golf Club
- Castello di Verrazzano
- Antinori nel Chianti Classico
- Siena Cathedral
- Parco Regionale Della Maremma
- Abbey of Monte Oliveto Maggiore
- Casa Barthel
- Cathedral of San Lorenzo
- Saturnia Thermal Park
- La Scarzuola
- Val di Chiana
- Rimigliano Natural Park
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