
Holiday rentals in Montalcino
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Quick stats about holiday rentals in Montalcino

Total holiday rentals
Explore 120 holiday rentals in Montalcino

Nightly prices starting at
Montalcino holiday rentals start at £44 per night before taxes and fees

Verified guest reviews
Over 3,160 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
120 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!
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!

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.

Charming Tuscan Villa with View forFamily&Friends
Huge and charming top floor apt in Tuscan Villa with breathtaking view! Visit Montepulciano, Pienza, Siena, explore country side, vineyards and hot springs, hiking or e-biking, strolling or driving! Two roomy suites with top quality beds and bathroom ensuite. Windows walled living room, comfy sofas, professional kitchen at your own use. We can set Winery visits & tasting, Cooking classes and private dinners. NEW Hot tub facing green hilltop! ExperienceTuscany as a local, with your local Host!

The walnut tree view, Montepulciano
The walnut tree view ( castoldi apartments site) is our new apartment in the most peaceful part of Montepulciano. The house with Ac is 250 metres from the piazza and the main street, and has 1 double rooms (king ) 1 bathroom with large shower and a large kitchen-living room with a nice terrace overlooking the hills. From summer 26 a wine tasting will be available in the new garden for all the guests from 7 pm Old private wine cellar available Guests will park close the apartment

Casa Dolce Toscana | Panoramic Suite with a View
CASA DOLCE TOSCANA 🖼️ Hi! I'm Jolanta 😊 Welcome to our beloved Tuscan accommodation, with panoramic views, nestled in the hills of Tuscany. A perfect oasis of peace for those who want to relax and enjoy an authentic experience. Located a few kilometers from Siena and Florence, our accommodation combines rustic charm with all modern comforts. It is located in the heart of the historic center of the famous village of Cetona, below the castle, overlooking the valley and the scent of Tuscany.

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
La Piazzetta - Cozy open space in the historic center of Montepulciano
Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, stone walls. Then go outside and admire the magnificent view of the Valdichiana. Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, and stone walls. Enjoy yourself and relax! Then go out and admire the magnificent view of the Valdichiana Valley.

"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.

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.

Castel Brunello - 2 doublebed rooms + terrace
Located in amidst the Tuscan countryside, Castel Brunello is offers an outdoor swimming pool and a garden. This self-catering accommodation features rustic-style furnishings, air condioning and free Wi-Fi. They also offer a satellite TV, and a fully equipped kitchenette with a refrigerator and a dining table. Each apartment has a terrace with an outdoor seating area.
Popular amenities for Montalcino holiday rentals
Other great holiday rentals in Montalcino

Fulvia's home, vacation or smartworking

a.d. 1237

City Center Palazzo: 4 King BR 6 Bath and Garage

Stunning loft in Montalcino.

Luxury penthouse with a view of Piazza del Campo

Podere Belsogno

Luxurious Medieval Tower & Private Concierge

Elegant farmhouse overlooking Pienza
Frequently Asked Questions
How much does it cost to stay in apartment rentals in Montalcino?
Experience the best of Montalcino with our apartment rentals, starting at about $60 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 40 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 50 vacation rentals for guests traveling with pets.
Do bed and breakfast rentals in Montalcino have air conditioning?
Absolutely! We offer over 20 bed and breakfast rentals with air conditioning in Montalcino. Enjoy a tailored experience with all the comforts you desire.
Do bed and breakfast rentals in Montalcino have a kitchen?
Absolutely! We offer over 10 bed and breakfast rentals with a kitchen in Montalcino. Enjoy a tailored experience with all the comforts you desire.
Do bed and breakfast rentals in Montalcino have wifi?
Absolutely! We offer over 30 bed and breakfast 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 20 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 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Destinations to explore
- Flat rentals Montalcino
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- Lake Trasimeno
- Lake Bolsena
- Cala Violina
- Feniglia
- Parco Regionale Della Maremma
- Gulf of Baratti
- Del Chianti
- Centro Storico Orvieto
- Cascate del Mulino
- Avignonesi Winery Fattoria Le Capezzine
- La Scarzuola
- Mount Amiata
- CavallinoMatto
- Palazzo Pubblico
- Siena Cathedral
- Vulci
- Antinori nel Chianti Classico
- Ugolino Golf Club
- Val di Chiana
- Terme San Filippo
- Valdichiana Outlet Village
- Abbey of Sant'Antimo
- Casa Barthel
- Abbey of Monte Oliveto Maggiore
- Things to do Montalcino
- Food and drink Montalcino
- Things to do Siena
- Sightseeing Siena
- Art and culture Siena
- Sports activities Siena
- Entertainment Siena
- Food and drink Siena
- Nature and outdoors Siena
- Tours Siena
- Things to do Tuscany
- Art and culture Tuscany
- Sports activities Tuscany
- Entertainment Tuscany
- Sightseeing Tuscany
- Wellness Tuscany
- Food and drink Tuscany
- Tours Tuscany
- Nature and outdoors Tuscany
- Things to do Italy
- Wellness Italy
- Sports activities Italy
- Sightseeing Italy
- Entertainment Italy
- Food and drink Italy
- Art and culture Italy
- Nature and outdoors Italy
- Tours Italy







