
House holiday rentals in Montalcino
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Top-rated house rentals in Montalcino
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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.

Il Focolare - Superior Tuscany Apartment
The "Il Focolare" apartment is located in the small medieval village of Monticchiello, inside the historic center, between the ancient walls. Immersed in the classic and enchanting landscapes of Tuscany with cypresses, rolling hills as far as the eye can see and winding white roads. Newly renovated (2019), it perfectly blends its historical soul with modern furnishings, giving the environment personality and charm, while the fireplace in the bedroom adds that extra touch of romance. Total 52 sqm

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.

Montepulciano Historic Center
nice and comfortable apartment in the old town of Montepulciano Placed in the Historical Centre, just a few steps to the most beautiful and oldest wine cellar in Montepulciano (Cantina del Redi dè Ricci) an amazing sixteenth-century structure, great-looking with its huge wine barrels. The apartment is in a perfect position: just a few minutes walk from the main square of the town, Piazza Grande(where, every summer, there are theatre and music events) but at the same time is a quiet district.

Da nonna Ornella - nest in Val d'Orcia
Vista spettacolare e relax assicurato in questo romantico monolocale nel cuore della Val d’Orcia, provincia di Siena, immerso nella splendida Toscana. Ideale per coppie. Dispone di zona living, cucina accessoriata, bagno, riscaldamento, resede, parcheggio privato e un grande e panoramico giardino con lettini e amaca. Vicino a mete iconiche: PIENZA, Montepulciano, Montalcino, Bagno Vignoni, Bagni San Filippo, San Quirico d’Orcia, Radicofani, Castiglione d’Orcia e Monte Amiata. Indimenticabile

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.

The Chianti Classico Sunset
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.

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 comunale:2 € a persona a partire dai 12 anni

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.

Jenny's Barn
The ancient barn, now finely restored, is located in the heart of the Valdichiana a few steps from the characteristic medieval village of Scrofiano. From the house you can enjoy a breathtaking view of the green Sienese hills where centuries-old olive trees and vineyards alternate from which the prestigious Chianti is obtained. Ideal for 2 people looking for a relaxing stay away from the chaos of the city. On request it is possible to add a baby bed and a cot.

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.

House of the Jujube
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.
Popular amenities for Montalcino house rentals
House rentals with a pool

StageROOM03 - Idyllic Chianti cottage near Siena

Infinity pool in Chianti area

Vineyards Paradise

Villa Casabella near Siena

Charming estate with views. A/C in the bedrooms

Explore Chianti from a Charming Stone House

Nada Home

Country House in the Crete Senesi
Weekly house rentals

S.Ilaria - Private pool Villa with 2 bedrooms

Family Forest - Pool in the Crete Senesi

City Center Palazzo: 4 King BR 6 Bath and Garage

Country chic house in a village,private pool,wiFi

Stunning loft in Montalcino.

Domus Antiqua

Wine House

Tosco Suite "Solis"
Private house rentals

Hidden gem in Tuscany

The House of Olives

Casa Primavera a Rocca d'Orcia

Lovely home to dream

Borgo71 - In the Heart of the Val d'Orcia

Casa di Mela

Authentic Tuscany Exprerience in our Country House

Pienza Center - Stylish Apt, 6 Guests, A/C & WiFi
When is the best time to visit Montalcino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $225 NZD | $244 NZD | $254 NZD | $279 NZD | $283 NZD | $321 NZD | $296 NZD | $306 NZD | $296 NZD | $237 NZD | $214 NZD | $229 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 |
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 $84 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
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

Wi-Fi availability
140 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!
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- Basilica Di San Miniato A Monte
- Lake Trasimeno
- Del Chianti
- Siena Cathedral
- Lake Bolsena
- Feniglia
- Cala Violina
- Gulf of Baratti
- Avignonesi Winery Fattoria Le Capezzine
- Palazzo Pubblico
- Cascate del Mulino
- Santa Maria della Scala
- CavallinoMatto
- Ugolino Golf Club
- Abbey of Monte Oliveto Maggiore
- Casa Barthel
- Antinori nel Chianti Classico
- Abbazia di San Galgano
- Castello di Verrazzano
- Argentario Golf Resort & Spa
- Mount Amiata
- Val di Chiana
- Riserva Naturale Diaccia Botrona
- Vulci
- Things to do Montalcino
- Food and drink Montalcino
- Things to do Siena
- Food and drink Siena
- Tours Siena
- Sports activities Siena
- Art and culture Siena
- Sightseeing Siena
- Nature and outdoors Siena
- Things to do Tuscany
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- Entertainment Tuscany
- Sightseeing Tuscany
- Nature and outdoors Tuscany
- Tours Tuscany
- Food and drink Tuscany
- Art and culture Tuscany
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