
Holiday houses 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.

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!

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.

Apartment in a detached villa - Val d'Orcia
In villetta indipendente accogliente appartamento in stile toscano recentemente e finemente ristrutturato e situato in una terra ricca di storia. A pochi km da città d'arte e sulla via Francigena, l'appartamento può essere base per percorsi naturalistici o enogastronomici. Da una bella terrazza sul panorama potrete godere i vostri pasti, ammirare il tramonto ed osservare la maestosa e magnifica Rocca medioevale .Dal 22/03/18 tassa di di soggiorno comunale2 € a persona. Vedi note aggiuntive

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

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.

Otello Guest House
L'Otello Guest House vi ospiterà all'interno del centro storico di Montalcino. La casa di Nonno Oti e Nonna Giuli, si presenta con un tradizionale soffitto travi a vista e rifiniture moderne. L'appartamento completamente ristrutturato a Maggio 2021, comprende ingresso al piano terra, luminoso salotto open space con ampio divano e cucina a vista ,camera da letto con armadio spazioso e bagno. A disposizione degli ospiti anche il garage ad uso privato.

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.

AGRITURISMO PODERE SCURCOLI TOWER
It consists, on the ground floor, of a kitchen-living room equipped with a sofa bed and a bathroom. A covered veranda allows you to eat and spend time outside enjoying the wide panorama and beautiful sunsets. On the first floor there is a double bedroom with a small balcony and a bathroom with shower. The house is served by an air conditioning system. Independent entrance. Square meters: 45. Sleeps: 3.

La Terrazza sul Borgo - Montefioralle Apartment
L'appartamento "La terrazza sul Borgo" nasce all'interno di uno storico edificio nello stupendo borgo medievale di Montefioralle, uno dei borghi più belli d'Italia. La struttura, risalente a circa 1000 anni fa, è stata completamente ristrutturata nel Gennaio 2020 cercando di preservare tutte le caratteristiche originali che ne fanno un ambiente unico.
Popular amenities for Montalcino holiday rentals
Stay near Montalcino's top sights
Other great holiday rentals in Montalcino

Pienza by Interhome

The House of Olives

Farmhouse Bindozzino - Panorama

Podere La Castellina - No. 4 FICO

Le Sorelle, Minnie's Cottage

Stunning loft in Montalcino.

Montalcino "Olivo" Apartment

Villa "The memory of time "
When is the best time to visit Montalcino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $210 NZD | $214 NZD | $236 NZD | $248 NZD | $261 NZD | $273 NZD | $275 NZD | $280 NZD | $270 NZD | $256 NZD | $258 NZD | $258 NZD |
| 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 $68 NZD 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!
Destinations to explore
- Rentals with a hot tub Montalcino
- Rentals with a sauna Montalcino
- Rentals with a fire pit Montalcino
- Apartment rentals Montalcino
- Bed and breakfasts Montalcino
- Holiday home rentals Montalcino
- Fitness-friendly rentals Montalcino
- Rentals with outdoor seating Montalcino
- Rentals with a patio Montalcino
- Rentals with a fireplace Montalcino
- Pet-friendly rentals Montalcino
- Villa rentals Montalcino
- Hotel rooms Montalcino
- Smoking-friendly rentals Montalcino
- Cottage rentals Montalcino
- Rentals with pools Montalcino
- Rentals with a washing machine and dryer Montalcino
- Condo rentals Montalcino
- House rentals Montalcino
- Luxury rentals Montalcino
- Farmstay rentals Montalcino
- Rentals with an EV charger Montalcino
- Rentals with breakfast Montalcino
- Family-friendly rentals Montalcino
- 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
- Santa Maria della Scala
- Palazzo Pubblico
- Ugolino Golf Club
- Siena Cathedral
- Antinori nel Chianti Classico
- Casa Barthel
- Riserva Naturale Diaccia Botrona
- Abbey of Monte Oliveto Maggiore
- Castello di Verrazzano
- Parco Regionale Della Maremma
- Pozzo di San Patrizio
- Girifalco Fortress
- Cathedral of San Lorenzo
- Rimigliano Natural Park
- Things to do Montalcino
- Food and drink Montalcino
- Things to do Siena
- Sightseeing Siena
- Nature and outdoors Siena
- Food and drink Siena
- Tours Siena
- Sports activities Siena
- Art and culture Siena
- Things to do Tuscany
- Art and culture Tuscany
- Nature and outdoors Tuscany
- Entertainment Tuscany
- Sports activities Tuscany
- Tours Tuscany
- Food and drink Tuscany
- Sightseeing Tuscany
- Things to do Italy
- Sports activities Italy
- Art and culture Italy
- Sightseeing Italy
- Wellness Italy
- Tours Italy
- Nature and outdoors Italy
- Food and drink Italy
- Entertainment Italy




