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

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.

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

Apartment in a detached villa - Val d'Orcia
In a cozy independent villa in Tuscan style apartment recently and finely renovated and located in a land rich in history. A few kilometers from the city of art and on the Via Francigena, the apartment can be a base for nature or food and wine tours. From a beautiful terrace overlooking the view you can enjoy your meals, admire the sunset and observe the majestic and magnificent medieval Rocca From 03/22/18, the municipal accommodation tax is €2 per person. See additional notes.

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.

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.

"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?

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.

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 vacation rentals
Stay near Montalcino's top sights
Other great vacation rentals in Montalcino

Affitti Brevi Siena - The heart of Tuscany

Romantic Tuscan Holiday House

Agriturismo MONSOLE - Sleep in a dream ...

Tuscan villa in the heart of the Val d'Orcia

City Center Palazzo: 4 King BR 6 Bath and Garage

Country chic house in a village,private pool,wiFi

Suite, private apt for 2/4, pool

Hilltop Hideaway – Straight Out of a Fairytale
When is the best time to visit Montalcino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$25,943 GYD | G$26,362 GYD | G$29,082 GYD | G$30,546 GYD | G$32,220 GYD | G$33,685 GYD | G$33,894 GYD | G$34,522 GYD | G$33,266 GYD | G$31,592 GYD | G$31,802 GYD | G$31,802 GYD |
| 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 vacation rentals with a dedicated workspace in Montalcino?
Yes! Work meets play with ease at over 390 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 560 vacation 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 bed and breakfast rentals in Montalcino have air conditioning?
Absolutely! We offer over 40 bed and breakfast 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 farmstay rentals in Montalcino have wifi?
Absolutely! We offer over 130 farmstay 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 90 house 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 530 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 130 homes with wifi, over 120 homes with free parking, over 60 homes with air conditioning, over 100 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Montalcino

Total vacation rentals
Explore 990 vacation rentals in Montalcino

Nightly prices starting at
Montalcino vacation rentals start at G$8,369 GYD per night before taxes and fees

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

Family-friendly vacation rentals
530 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 560 rentals that welcome pets

Vacation rentals with a pool
420 properties feature pools

Rentals with dedicated workspaces
390 properties have a dedicated workspace

Wi-Fi availability
930 of Montalcino vacation 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
- Lake Bolsena
- Del Chianti
- Cala Violina
- Feniglia
- Cascate del Mulino
- Gulf of Baratti
- Avignonesi Winery Fattoria Le Capezzine
- CavallinoMatto
- Santa Maria della Scala
- Palazzo Pubblico
- Siena Cathedral
- Antinori nel Chianti Classico
- Riserva Naturale Diaccia Botrona
- Ugolino Golf Club
- Casa Barthel
- Abbey of Monte Oliveto Maggiore
- Saturnia Thermal Park
- Castello di Verrazzano
- Parco Regionale Della Maremma
- Girifalco Fortress
- Pozzo di San Patrizio
- Terme San Filippo
- Things to do Montalcino
- Food and drink Montalcino
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