
Villa holiday rentals in Montalcino
Find and book unique villas on Airbnb
Top-rated villa rentals in Montalcino
Guests agree: These villas are highly rated for location, cleanliness and more.

The Farmhouse Cottage
Entire upper floor of the newly renovated Manor House in traditional Tuscan style. High ceilings with exposed beams make the place cozy and perfect for families or groups of friends. In the house, there are two large functional fireplaces (in the living room and kitchen). Private, non-shared accommodation. The house has a large covered terrace, garden with sofas, BBQ, fire pit, private parking. The swimming pool among the olive trees and vineyards is ideal for relaxation and has private access to the shared area

Poggio del Fattore-Villa with pool, hilltop, Chianti
Poggio del Fattore is situated at the eastern edge of the Chianti region in Valdambra, a green valley that joins the lands of Florence, Siena and Arezzo. The farmstead is on the top of an hill and lies at the end of a long private road through a large olive growing estate; therefore you absolutely need a car. The breathtaking landscapes and the location of the villa offer the privacy needed for a peaceful and relaxing holiday and a perfect departure point from which to explore central Tuscany.

Wine Experience Villa in Montepulciano
🏡 Villa Talosa è immersa nei vigneti della Fattoria della Talosa, storica azienda vitivinicola di Montepulciano produttrice di Vino Nobile. Un luogo autentico, ideale per rilassarsi con la magia della campagna toscana e una vista incantevole da ogni finestra. A soli 1,5 km dal centro storico, raggiungibile anche a piedi, potrete visitare la nostra Cantina Storica del 1500 sotto Piazza Grande: un’esperienza unica tra storia, passione per il vino. Riscaldamento e aria condizionata sono inclusi.

Tuscan charm of villa - countryside
Nell’affascinante campagna Toscana,tra ulivi e vigneti una villa in pietra,in posizione strategica per cogliere i segreti di Toscana e Umbria aria condizionata e piscina con area wellness per il vostro relax e confort Villa Senaia è una grande casa con travi in legno, in una splendida posizione in collina con vista idilliaca che affaccia su uno dei luoghi preferiti della campagna toscana, un ambiente attraente per mangiare all'aperto, bevendo vino toscano e ascoltando i grilli e le cicale

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

Virgi House
Virgi House is a 160 sqm villa, located 3 km far from Siena’s hystorical center. The villa is distributed over three floors. On the first one there is a double bedroom with bathroom and terrace, a large open space living room, a modern kitchen and a bathroom. Downstairs a double bedroom (or 2 single beds), a large bathroom, a study and a bright living room with a loggia from which you can access the private car park and the garden. The property also provides free wifi, air conditioning.

Belforti Tower
Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.

San Giovanni in Poggio, villa Meriggio 95mq
Detached house, two double bedrooms, two bathrooms with shower, living room with fully equipped kitchen (dishwasher, washing machine, oven, microwave), double sofa bed, private garden with equipped pergola. Satellite TV and free Wi-Fi. Additional services at the property, upon reservation, include Focus brand Jarifa2 6.7 pedal-assisted bicycles and a wellness area with a Forest outdoor Finnish sauna and a heated mini-pool with hydromassage and chromotherapy with panoramic views.

Stone farmhouse in Val D'Orcia
19th-century Tuscan farmhouse with exposed stones immersed in the wonderful Tuscan countryside with a splendid view of the Val di Chiana. It is surrounded by a 6-hectare park with an olive grove of 300 plants. It is located in Sarteano, in the village, an ancient medieval village with a dream castle, known for the Music and Jazz Festival that takes place at the end of summer. We are in the beautiful Val d'Orcia, a UNESCO World Natural Heritage Site since 2004.

Villa unesco heritage, Jacuzzi & garden. BB Daria
Carefully renovated and refurbished over a sustained period in order to maintain the original quality of its architecture, San Lorenzo Villa is open to guests. You are invited to enjoy the beauty, comfort and privacy of a beautiful independent villa in the centre of Monticchiello, from where you can have an incredible view on the Val d'Orcia, the UNESCO heritage! Don't forget a delicious breakfast (whatever you like) in our so close typical restaurant

Villa Isabella
Villa Isabella is a comfortable Tuscan style villa located in the splendid Chianti hills in Tuscany with a large garden and a spectacular breathtaking panoramic swimming pool for exclusive use where you can experience the Tuscan tradition in full local style with the possibility of organizing private shuttles service for reach the property traditional experiences, services and tours only and exclusively for our guests.

"Villa Daisy" overlooking Siena
Wonderful villa with independent entrance inside the "Caggiolo" farm, brought to light with careful and thorough renovation that has kept intact the typical features of a Tuscan farm. Beautiful panoramic view of Siena. Located in Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).
Popular amenities for Montalcino villa rentals
Private villa rentals

Stunning Tuscan Villa & Panoramic Infinity Pool

Fabulous Farmhouse with Pool & 360 Panoramic View

Villa Il Tollino

Case Bianchi

Country Charm & Jacuzzi

#1 Luxe Farmhouse, Hilltop Views, Saltwater Pool

Villa in Chianti: Swimming Pool and Beach Bar

Romantic Villa with private pool - "Il Pollaio"
Luxury villa rentals

Capanna Di Elfo

Vakantievilla Farmhouse Dolci Hills

Luxury Villa in the very heart of Chianti

The Lazy Oak

Villa with garden. The Cardinal's Garden.

Sestuccia

Villa Capanna, Private Pool, Breathtaking Views

PangeaVilla 8 - Usually min 7 nights
Villa rentals with a pool

Tuscan Villa Pienza: stunning views and pure relax

Lovely Villa situated in nature

Valluccia 51

Sasso Canaldo: Elegant Tuscan farmhouse

Casa al Fiume - Villa with exclusive pool

Villa Le Liscaie [Sienese Crete]

Villa Scianellone

Villa with private pool in central Tuscany
When is the best time to visit Montalcino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $950 AUD | $1,204 AUD | $982 AUD | $1,004 AUD | $1,140 AUD | $1,384 AUD | $1,461 AUD | $1,306 AUD | $1,187 AUD | $922 AUD | $942 AUD | $967 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 |
Quick stats about villa rentals in Montalcino

Total holiday rentals
Explore 100 holiday rentals in Montalcino

Nightly prices starting at
Montalcino holiday rentals start at $108 AUD per night before taxes and fees

Verified guest reviews
Over 1,310 verified reviews to help you choose

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

Pet-friendly accommodation
Find 60 rentals that welcome pets

Holiday rentals with a pool
80 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
90 of Montalcino holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Montalcino rentals

4.9 Average rating
Montalcino stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Apartment rentals Montalcino
- Rentals with outdoor seating Montalcino
- Rentals with a fire pit Montalcino
- Rentals with a washing machine and dryer Montalcino
- Fitness-friendly rentals Montalcino
- Rentals with a sauna Montalcino
- Hotel rooms Montalcino
- Holiday home rentals Montalcino
- Rentals with a hot tub Montalcino
- Cottage rentals Montalcino
- Rentals with a fireplace Montalcino
- Rentals with an EV charger Montalcino
- House rentals Montalcino
- Pet-friendly rentals Montalcino
- Rentals with breakfast Montalcino
- Farmstay rentals Montalcino
- Smoking-friendly rentals Montalcino
- Luxury rentals Montalcino
- Rentals with pools Montalcino
- Family-friendly rentals Montalcino
- Condo rentals Montalcino
- Bed and breakfasts Montalcino
- Rentals with a patio Montalcino
- Villa rentals Siena
- Villa rentals Tuscany
- Villa rentals Italy
- Lake Trasimeno
- Lake Bolsena
- Feniglia
- Cala Violina
- Gulf of Baratti
- Kite Beach Fiumara
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Avignonesi Winery Fattoria Le Capezzine
- Tenuta Le Velette
- Cala Di Forno
- Castiglion del Bosco Winery
- Riva del Marchese
- Marina di Grosseto beach
- Golf Club Toscana
- Santa Maria della Scala
- Pubblico Palace
- Cavallino Matto
- CavallinoMatto
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Podere La Marronaia, Sosta alle Colonne
- Ugolino Golf Club
- Abbey of Monte Oliveto Maggiore
- Madonna del Latte
- Podere Il Cocco
- Things to do Montalcino
- Food and drink Montalcino
- Things to do Siena
- Art and culture Siena
- Sightseeing Siena
- Food and drink Siena
- Sports activities Siena
- Tours Siena
- Nature and outdoors Siena
- Things to do Tuscany
- Sports activities Tuscany
- Food and drink Tuscany
- Nature and outdoors Tuscany
- Art and culture Tuscany
- Tours Tuscany
- Sightseeing Tuscany
- Entertainment Tuscany
- Wellness Tuscany
- Things to do Italy
- Tours Italy
- Food and drink Italy
- Nature and outdoors Italy
- Sports activities Italy
- Wellness Italy
- Entertainment Italy
- Art and culture Italy
- Sightseeing Italy




