
Holiday houses in Montalcino
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Top-rated holiday rentals in Montalcino
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Charming converted Hayloft overlooking the Chianti Hills
Inspired by the rustic Tuscan style, this gorgeously refurbished hayloft features ceilings with exposed beams and bricks and thoughtful touches for a stylish and comfortable decor. From the relaxing hammock and the stone made barbecue in a panoramic garden to the cozy fireplace, every space feels open and inviting. Immersed in total peace and tranquillity with a breathtaking view over the Chianti hills, halfway between Florence, Arezzo and Siena, the barn is a perfect homebase to visit Tuscany. The accommodation has 2 floors. The upper floor spaces 2 double bedrooms with wonderful views of the olive trees and a bathroom with window and large masonry shower. On the ground floor a cozy and spacious living area with fireplace and a kitchenette with gas stove a large fridge and oven. The barn has ceilings with exposed beams and bricks. Outside there is a panoramic garden set on its own where, in the shade of a walnut trees, you can relax on a hammock or grill your meal (included an authentic local Fiorentina steak :-) on the stone made barbecue. A garden table is there for romantic dinners 'al fresco'. Immersed in total peace and tranquility halfway between Florence, Arezzo and Siena the barn is a perfect homebase to visit Tuscany. To find the exact location of the house type the following code in GMaps: 8FMHGG25+QV The house is in the countryside. The closest towns are Cavriglia and the small Medioeval villages of Moncioni and Montegonzi. In each town you can find great local restaurants and a small grocery shop. Moncioni is 3 km far away. A big supermarket is located in Montevarchi and you can reach it in 8 minutes by car ( exactly 7 km far away). In Montevarchi you can also find one of the best farmer markets in Tuscany! The station of Montevarchi is 8 km away from the barn. From there you can take train to Florence and Arezzo. Siena can be reached in 30 minutes by car. The easy access to the motorway A1/E35 Milan-Florence-Rome (the Valdarno exit is only at 13 km) allows you to reach numerous interesting spots within a short time, both in Tuscany and Umbria, while few kilometres south of Cavriglia you enter the suggestive territory of the Crete Senesi. Out in the countryside, the home offers an authentic experience of Tuscany. Small towns and villages are a short drive away providing acces to exceptional local restaurants and fantastic farmers markets. A big supermarket is located in Montevarchi (7 km far away). The railway station is 8 km away from the barn. From there you can take train to Florence and Arezzo. Cities of interest like Siena, Montepulciano, Pienza and Monteriggioni can be reached in 40 minutes by car The only way to reach the house is by car. A taxi service is active from Montevarchi You will be provided of blankets and towels. The kitchen is equipped with and kind of pots, pans, bowl, plates and silverware. You are welcome to use them. Free Netflix available

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!

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.

Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Montalcino Townhouse with Private Garden & Spa
A luxury apartment that blends traditional elements with all the modern comforts and some contemporary wall art. The apartment is centrally located in the upper part of town, only around the corner from the main square, in the limited traffic area. You can drive close by to download the luggage. The closest free car park is located at less than 10 minutes walk. 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.

Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

Cantagalli Farmhouse, Mugellese Apartment.
L' Agriturismo Cantagalli è una casa in perfetto stile locale di recente ristrutturazione. La stessa è stata realizzata in sostituzione a vecchi capanni agricoli, proprietà di famiglia. Si presenta con rifiniture interne ed esterne di pregio. The Cantagalli Farmhouse is a recently renovated house in perfect local style. The same was built to replace old farm huts, owned by the family, with the intention of creating a farmhouse. It comes with valuable internal and external finishes.

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.

The Loggia
Country house located in Radda, the heart of the Chianti, within walking distance from the historical center and other services such as; Coffee shops, Post Office,grocery stores and restaurants. The house is composed of a full equipped kitchen, living room with a sofa bed, bedroom, loggia and bathroom. The property is surrounded by a garden and there is a nice wooden table in the garden to eat in an open space and another lounge spot to enjoy the magnificent landscape.

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?

Cappella - farmhouse surrounded by vineyards
The Cappella apartment is part of the Le Chiuse agritourism, a 1840s structure surrounded by vineyards. It is obtained from a small deconsecrated church, consisting of a living room with a kitchenette, armchairs and a fireplace, a large double bedroom, a bathroom with a shower, a small room and a mezzanine with a double bed. Equipped with air conditioning. The window of the master bedroom is equipped with a mosquito net. The pool opening is SEASONAL.
Popular amenities for Montalcino holiday rentals
Stay near Montalcino's top sights
Other great holiday rentals in Montalcino

"Villa Emma" Guest House with Garden

In the heart of Pienza, just 50 meters from the Duomo!

Guidoccio-Cosona Agritourism

Proceno Castle, Loggia Apartment

Historic residence Il Pozzo.

Living Siena - "Chiantigiana" Apartment

Stunning loft in Montalcino.

CHARMING TUSCANY VILLA PRIVATE POOL
When is the best time to visit Montalcino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $175 AUD | $178 AUD | $196 AUD | $206 AUD | $218 AUD | $227 AUD | $229 AUD | $233 AUD | $225 AUD | $213 AUD | $215 AUD | $215 AUD |
| 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 villa rentals in Montalcino?
Experience the best of Montalcino with our villa rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there bed and breakfast rentals with a dedicated workspace in Montalcino?
Yes! Work meets play with ease at over 10 bed and breakfast rentals in Montalcino featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly bed and breakfast rentals in Montalcino?
Four-legged friends are welcome in Montalcino. Choose from more than 30 bed and breakfast rentals for guests traveling with pets.
Are there Montalcino vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 420 vacation homes 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 60 farmstay rentals with air conditioning in Montalcino. Enjoy a tailored experience with all the comforts you desire.
Do farmstay rentals in Montalcino have a kitchen?
Absolutely! We offer over 100 farmstay rentals with a kitchen in Montalcino. Enjoy a tailored experience with all the comforts you desire.
Do castle rentals in Montalcino have wifi?
Absolutely! We offer over 10 castle rentals with wifi in Montalcino. Enjoy a tailored experience with all the comforts you desire.
Do bed and breakfast rentals in Montalcino have free parking?
Absolutely! We offer over 10 bed and breakfast rentals with free parking in Montalcino. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly farmstay rentals in Montalcino?
Montalcino has more than 60 family-friendly farmstay rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Montalcino?
Enhance your stay in our House Rentals with the most popular amenities: over 140 homes with wifi, over 90 homes with air conditioning, over 130 homes with a kitchen, over 90 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Montalcino

Total holiday rentals
Explore 990 holiday rentals in Montalcino

Nightly prices starting at
Montalcino holiday rentals start at $56 AUD per night before taxes and fees

Verified guest reviews
Over 28,260 verified reviews to help you choose

Family-friendly holiday rentals
530 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 560 rentals that welcome pets

Holiday rentals with a pool
420 properties feature pools

Rentals with dedicated workspaces
390 properties have a dedicated workspace

Wi-Fi availability
930 of Montalcino holiday rentals include Wi-Fi 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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- Basilica Di San Miniato A Monte
- Lake Trasimeno
- Del Chianti
- Lake Bolsena
- Cala Violina
- Feniglia
- Cascate del Mulino
- Gulf of Baratti
- Avignonesi Winery Fattoria Le Capezzine
- CavallinoMatto
- Palazzo Pubblico
- Santa Maria della Scala
- Ugolino Golf Club
- Siena Cathedral
- Castello di Verrazzano
- Antinori nel Chianti Classico
- Abbey of Monte Oliveto Maggiore
- Casa Barthel
- Riserva Naturale Diaccia Botrona
- Parco Regionale Della Maremma
- Val di Chiana
- Cathedral of San Lorenzo
- Rimigliano Natural Park
- Pozzo di San Patrizio
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