
Holiday rentals in Montalcino
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Montalcino
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Wine Loft in the vineyards
Feel the magic of sleeping in the amazing landscape of Val d'Orcia in Tuscany ! You will be enchanted by the colors of the vineyards, enveloped by the scents of the grapes. Wine Loft is a unique home of relaxation and silence in nature. You will be welcomed by the team of Tenuta Sanoner winery, and you will discover delicious organic wine and olive oil . You will visit the cellar and taste the organic wines. Every morning you will receive a breakfast basket and enjoy a delicious local products

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.

[9 minutes from Montalcino] Elegant House Mafalda
Comfortable apartment located in the heart of Orcia valley (val d’Orcia); strategic location for visiting the sought-after medieval villages of Montalcino, Castiglione d’Orcia, Pienza, Montepulciano and San Quirico d’Orcia. In addition, Torrenieri (Montalcino) has always been considered an excellent starting point for various trekking itineraries. The balcony in one of the suites overlooks the splendid surrounding Sienese hills!! Finally, there is free parking near the house.

The Cellar (Palazzo Pallotti)
The apartment is two floors below the square, entirely dug into the tuff. Overlooking the valley, it is isolated from the noises of the street, quiet, private, and very welcoming. The tuff walls give it an ancient vibe to transport you to another time. It can be reached on foot, via a footbridge that takes you directly to the square where the property is located. It is perfect for short stays of complete relaxation, but with the fully equipped kitchen you can make the most of it.

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

"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?

House of the Jujube
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.

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

Focolare for 4 people with swimming pool in Montalcino

Dolce Pienza – Modern Home in the Historic Center

Podere Ampella House with a Beautiful View

Villa Cipressino

NEW Panoramic loft with garden in Montalcino

Juniper Apartment Podere Garden

Elegant farmhouse overlooking Pienza

Montalcino Townhouse with Private Garden & Spa
When is the best time to visit Montalcino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $191 SGD | $179 SGD | $186 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 farmstay rentals in Montalcino?
Experience the best of Montalcino with our farmstay rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there house rentals with a dedicated workspace in Montalcino?
Yes! Work meets play with ease at over 60 house rentals in Montalcino featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly condo rentals in Montalcino?
Four-legged friends are welcome in Montalcino. Choose from more than 30 condo rentals for guests traveling with pets.
Are there Montalcino house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 50 house 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 apartment rentals in Montalcino have a kitchen?
Absolutely! We offer over 340 apartment 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 house rentals in Montalcino have free parking?
Absolutely! We offer over 100 house rentals with free parking in Montalcino. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly condo rentals in Montalcino?
Montalcino has more than 30 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Villa Rentals in Montalcino?
Enhance your stay in our Villa Rentals with the most popular amenities: over 80 homes with a kitchen, over 70 homes with free parking, over 60 homes with air conditioning, over 80 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
- Rentals with a fireplace Montalcino
- Rentals with an EV charger Montalcino
- Smoking-friendly rentals Montalcino
- Flat rentals Montalcino
- Rentals with breakfast Montalcino
- Rentals with pools Montalcino
- Rentals with a washing machine and dryer Montalcino
- Cottage rentals Montalcino
- Pet-friendly rentals Montalcino
- Villa rentals Montalcino
- Bed and breakfasts Montalcino
- Fitness-friendly rentals Montalcino
- Hotel rooms Montalcino
- House rentals Montalcino
- Holiday home rentals Montalcino
- Rentals with a sauna Montalcino
- Farm stay rentals Montalcino
- Luxury rentals Montalcino
- Family-friendly rentals Montalcino
- Rentals with a firepit Montalcino
- Rentals with a hot tub Montalcino
- Rentals with a patio Montalcino
- Apartment rentals Montalcino
- Rentals with outdoor seating Montalcino
- Lake Trasimeno
- Lake Bolsena
- Cala Violina
- Feniglia
- Del Chianti
- Centro Storico Orvieto
- Gulf of Baratti
- Avignonesi Winery Fattoria Le Capezzine
- Cascate del Mulino
- Palazzo Pubblico
- Basilica Di San Miniato A Monte
- Siena Cathedral
- Santa Maria della Scala
- CavallinoMatto
- Parco Regionale Della Maremma
- Antinori nel Chianti Classico
- La Scarzuola
- Ugolino Golf Club
- Terme San Filippo
- Casa Barthel
- Val di Chiana
- Abbey of Monte Oliveto Maggiore
- Mount Amiata
- Saturnia Thermal Park
- Things to do Montalcino
- Food and drink Montalcino
- Things to do Siena
- Food and drink Siena
- Sports activities Siena
- Art and culture Siena
- Sightseeing Siena
- Tours Siena
- Nature and outdoors Siena
- Things to do Tuscany
- Sightseeing Tuscany
- Sports activities Tuscany
- Entertainment Tuscany
- Nature and outdoors Tuscany
- Art and culture Tuscany
- Food and drink Tuscany
- Tours Tuscany
- Things to do Italy
- Art and culture Italy
- Wellness Italy
- Sports activities Italy
- Nature and outdoors Italy
- Sightseeing Italy
- Food and drink Italy
- Entertainment Italy
- Tours Italy







