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

Apartment in a detached villa - Val d'Orcia
In a detached villa, a cozy Tuscan-style apartment, recently and tastefully renovated, located in an area rich in history. Located just a few kilometers from cities of art and on the Via Francigena, the apartment can serve as a base for nature trails or food and wine tours. From a lovely terrace overlooking the panorama, you can enjoy your meals, admire the sunset, and gaze at the majestic and magnificent medieval fortress. .As of March 22, 2018, a municipal tourist tax of €2 per person applies. See additional notes.

LECCIONE RESIDENCE
Characteristic country house with exposed wooden beams, 2 double bedrooms, 1 bedroom with bunk bed and a double sofa bed in the living room. The 2 bathrooms with shower. Large and well-equipped kitchen. Dishwasher, wood-burning and electric oven, espresso machine. Large garden with barbecue, swimming pool and a hot tub. Expenses to be paid on-site based on consumption: wood €8 per box, LPG €6 per cubic meter, electricity €0.36 per kW. Wood will be provided for a barbecue and a hot bath in the hot tub for free.

Montalcino - Casa Gelsomino - garden and relaxation
Immerse yourself in the charm of Montalcino by staying in this enchanting stone vacation home with a private garden, ideal for relaxing moments. Right in the historic center, it offers an authentic and welcoming atmosphere, perfect for exploring the wonders of Tuscany. Take advantage of the central location to visit renowned wineries and enjoy delicious Tuscan cuisine. Discover the wonders of Val d'Orcia, a UNESCO heritage site, and let yourself be captivated by ancient local culture and tradition.

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.

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.

Sunset on Chianti Classico
Se cercate una location idilliaca nel cuore del Chianti classico, immersi nei vigneti e oliveti delle splendide colline toscane, nel podere di una Villa storica del ‘500, allora venite nel nostro fienile!! Ha una posizione dominante con una vista strepitosa, dove è possibile godersi tramonti mozzafiato. La totale indipendenza della casa, l'accogliente giardino, il grande loggiato permettono di trascorrere soggiorni in totale tranquillità. Le nostre recensioni sono la vostra migliore garanzia.

Casa Dolce Toscana | Panoramic Suites & Views
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.

Casa al Gianni - The Simignano Barn
Trasformato da un antico fienile, questo rifugio lussuoso offre 5 camere, 4 bagni, grande cucina attrezzata, ampio living, un ampio giardino privato con parcheggio, hot tub, patio con divani, BBQ, fire pit e cucina esterna. Ideale per chi cerca un'esperienza unica, unisce fascino rustico a comfort moderni. Perfetto per famiglie o gruppi, promette serate magiche sotto le stelle, tra relax nell'hot tub e cene all'aperto. Una fuga memorabile vi aspetta in questo angolo di paradiso!

Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Private Chianti Cottage, Garden & Vineyard Views
Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.

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.

The Chianti window
A wonderful place to spend a few days in pleasant company. A large living room with fireplace where you can relax after returning from beautiful walks, bike rides, and excursions. The independent apartment is 15 km from Siena, 20 km from the Thermal Baths and 40 minutes from the villages of San Gimignano and Monteriggioni. Overall, there is a farm that produces wines and oil with the possibility of guided tours and tasting of our products with themed dinners.
Popular amenities for house rentals in Montalcino
House rentals with a pool

Cottage surrounded by nature

Infinity pool in Chianti area

Ancient Barn in Chianti with Pool

Il nido del Rondone

Explore Chianti from a Charming Stone House

Luxury Villa with a fantastic view

Country House in the Crete Senesi

Leonardo - Chianti/Siena, Florence, San Gimignano.
Weekly house rentals

Love in Chianti

House with a breathless view in Tuscany

City Center Palazzo: 4 King BR 6 Bath and Garage

Country chic house in a village,private pool,wiFi

Stunning loft in Montalcino.

Pienza Center - Stylish Apt, 6 Guests, A/C & WiFi

Domus Antiqua

Wine House
Private house rentals

S.Ilaria - Private pool Villa with 2 bedrooms

LA RONDINAIA. AMAZING VIEW ABOVE THE CHIANTI

Casa d'Orcia

Borgo71 - In the Heart of the Val d'Orcia

Romantic Tuscan Retreat • Pool&Views

Relaxation and charm in the Chianti hills

Authentic Tuscany experience in Our Country House

Relaxation and comfort in the hills of Florence
When is the best time to visit Montalcino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $172 SGD | $186 SGD | $194 SGD | $213 SGD | $216 SGD | $245 SGD | $226 SGD | $234 SGD | $226 SGD | $209 SGD | $208 SGD | $211 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 |
Quick stats about house rentals in Montalcino

Total holiday rentals
Explore 150 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 3,860 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 70 rentals that welcome pets

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
140 of Montalcino holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi 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
- Rentals with a fireplace Montalcino
- Pet-friendly rentals Montalcino
- Villa rentals Montalcino
- Luxury rentals Montalcino
- Hotel rooms Montalcino
- Rentals with outdoor seating Montalcino
- Farm stay rentals Montalcino
- Fitness-friendly rentals Montalcino
- Bed and breakfasts Montalcino
- Rentals with a hot tub Montalcino
- Rentals with a firepit Montalcino
- Cottage rentals Montalcino
- Apartment rentals Montalcino
- Rentals with an EV charger Montalcino
- Flat rentals Montalcino
- Rentals with breakfast Montalcino
- Rentals with a sauna Montalcino
- Family-friendly rentals Montalcino
- Holiday home rentals Montalcino
- Rentals with a patio Montalcino
- Rentals with a washing machine and dryer Montalcino
- Rentals with pools Montalcino
- Smoking-friendly rentals Montalcino
- House rentals Siena
- House rentals Tuscany
- House rentals Italy
- Basilica Di San Miniato A Monte
- Lake Trasimeno
- Lake Bolsena
- Del Chianti
- Cala Violina
- Cascate del Mulino
- Feniglia
- Gulf of Baratti
- Avignonesi Winery Fattoria Le Capezzine
- Palazzo Pubblico
- CavallinoMatto
- Santa Maria della Scala
- Ugolino Golf Club
- Castello di Verrazzano
- Siena Cathedral
- Abbey of Monte Oliveto Maggiore
- Antinori nel Chianti Classico
- Casa Barthel
- Parco Regionale Della Maremma
- Rimigliano Natural Park
- Riserva Naturale Diaccia Botrona
- Argentario Golf Resort & Spa
- Val di Chiana
- Cathedral of San Lorenzo
- Things to do Montalcino
- Food and drink Montalcino
- Things to do Siena
- Nature and outdoors Siena
- Food and drink Siena
- Tours Siena
- Sightseeing Siena
- Sports activities Siena
- Art and culture Siena
- Things to do Tuscany
- Art and culture Tuscany
- Sports activities Tuscany
- Tours Tuscany
- Entertainment Tuscany
- Nature and outdoors Tuscany
- Sightseeing Tuscany
- Food and drink Tuscany
- Things to do Italy
- Wellness Italy
- Food and drink Italy
- Art and culture Italy
- Nature and outdoors Italy
- Entertainment Italy
- Tours Italy
- Sightseeing Italy
- Sports activities Italy






