Montalcino, Tuscany Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Montalcino, Tuscany on RentalSaver.com!

Montalcino Rentals

From $401 per night (USD)
VRBO
Pasqui Villas: Capanna ,country chic house in a village: garden,pool,view,WIFi
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A small ,comfortable house, absolutely private, in the very centre of the tiny village of San Giovanni d'Asso in the Mun ...
From $401 per night (USD)
VRBO
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Expedia
Castel Brunello - apartment with terrace
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Castel Brunello apartment is surrounded by the Tuscan countryside and offers an outdoor pool and a garden. This apa ...
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Expedia
From $914 per night (USD)
VRBO
Scenic Tuscan Farmhouse
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Nestled in the heart of Val d’Orcia, this charming pet-friendly farmhouse in Castiglione D’Orcia offers a quintessential ...
From $914 per night (USD)
VRBO
From $366 per night (USD)
Expedia
FARMH. PODERE CUNINA 25 KM SUD SIENA DI FRONTE AL MONTALCINO PRENDENDO LEZIONI DI CUCINA
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
MORUS APARTMENT:Typical Tuscan apartment of 78 square metres, with loggia and unique terracotta finish. Very good view o ...
From $366 per night (USD)
Expedia
From $573 per night (USD)
VRBO
INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
PRIVATE GARDEN, BARBECUE, RELAXATION AREA WITH SUNBEDS The farmhouse of fifteenth-sixteenth century origin is surrounde ...
From $573 per night (USD)
VRBO
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Expedia
Villa - Family Home in Tuscany
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
A perfect place to experience Tuscany and live like locals . Located in a very small hamlet , our house Il Palazzotto i ...
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Expedia
From $106 per night (USD)
VRBO
TRUFFLE'N'BED a b&b and a supperclub in a hidden gem
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Bed & breakfast in Montalcino This smoke-free bed & breakfast features laundry facilities and a garden. Air-conditioned ...
From $106 per night (USD)
VRBO
From $551 per night (USD)
Expedia
Wonderful new villa in Maremma, near Montalcino and Castiglione della Pescaia
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
ITALIAN VERSION: The Farm The Patriarch is located between the villages of Montegiovi and Castelnuovo dell'Abate, in a u ...
From $551 per night (USD)
Expedia
From $143 per night (USD)
VRBO
3 bedroom amazing home in Montalcino
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful apartment with historical charm and a shared pool This lovely vacation home welcomes up to six adults and a ...
From $143 per night (USD)
VRBO
From $895 per night (USD)
Expedia
Pasqui Villas: Il Tribbio private villa 1km to a village pool,view ,WiFi
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Set among olive groves and a spacious lawn surrounded by pomegranate trees and bay laurels, this antique,comfortable"po ...
From $895 per night (USD)
Expedia
From $165 per night (USD)
VRBO
FARMH. PODERE CUNINA 25 KM SUD SIENA DAVANTI AL MONTALCINO TENENDO CUCINE CLAS
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
HEDERA is a romantic ground floor apartment facing south,It is derived from old stables of the Cunina farm and has a wi ...
From $165 per night (USD)
VRBO
From $242 per night (USD)
Expedia
Hilltop house in the heart of Tuscany with private pool
Bedrooms:
3
Bathrooms:
2
Sleeps:
5
This 'home' in Tuscany is a carefully restored and enlarged farm building dating back to the 18th century. Its hilltop s ...
From $242 per night (USD)
Expedia
From $462 per night (USD)
VRBO
Colombiao di Momo: A Large 17th Century Farmhouse overlooking Tuscan hills
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
Il Colombaio is a renovated 17th century farmhouse overlooking the Tuscan hills. Set among olives and cypress, it is ful ...
From $462 per night (USD)
VRBO
From $258 per night (USD)
VRBO
Tuscan dream home in the Val d'Orcia valley
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Located in the Val d'Orcia valley declared a world heritage site by UNESCO this is truly the magic heart of Tuscany. Cyp ...
From $258 per night (USD)
VRBO
From $1184 per night (USD)
VRBO
Beautiful villa in the Tuscan countryside near Montalcino
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
Fabulous villa situated on a hill in the Tuscan countryside near Montalcino. Surrounded by vineyards and olive groves, i ...
From $1184 per night (USD)
VRBO
From $262 per night (USD)
VRBO
Cozy farmhouse near Montalcino
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Pretty portion of a well-renovated rural building located in an excellent panoramic position, in the countryside near Mo ...
From $262 per night (USD)
VRBO
From $245 per night (USD)
VRBO
Rosso di Montalcino Apartment Agriturismo Bonacchi
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
In the heart of Tuscany, Agriturismo Bonacchi is located not far from the center of Montalcino in Molino della Suga. Th ...
From $245 per night (USD)
VRBO
From $209 per night (USD)
VRBO
FARMH. PODERE CUNINA 25 KM SUD SIENA DI FRONTE AL MONTALCINO PRENDENDO CUCINE DI CUCINA
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
FICUS apartment : panoramic, bright and comfortable. It has wonderful views on a gorgeous countryside and Montalcino a ...
From $209 per night (USD)
VRBO
From $365 per night (USD)
VRBO
Unique Views From Inside The Town Of Montalcino
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy the beautifully renovated and spacious apartment - Casa Brunello di Montalcino -in the 17th century building with ...
From $365 per night (USD)
VRBO
$Villa to rent in San Giovanni d\\'Asso$
From $533 per night (USD)
Expedia
Villa to rent in San Giovanni d\\'Asso
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
In the beautiful Tuscan countryside of Val d\'Orcia lays Villa San Giovanni, an ancient stone farmhouse that was complet ...
From $533 per night (USD)
Expedia
From $165 per night (USD)
VRBO
FARMH. PODERE CUNINA 25 KM SUD SIENA DI FRONTE AL MONTALCINO PRENDENDO CUCINE DI CUCINA
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
TAXUS APART.:Sunny and comfortable two-room apartment of 57 square metres suitable for disabled guests.Equipped with an ...
From $165 per night (USD)
VRBO
From $282 per night (USD)
VRBO
Brunello di Montalcino Apartment Farmhouse Bonacchi
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
In the heart of Tuscany, the Farmhouse Bonacchi is located not far from Montalcino center in Molino of Suga. This old f ...
From $282 per night (USD)
VRBO
From $216 per night (USD)
VRBO
Your home in Tuscany, in the land of Brunello
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in a rural area, this welcoming vacation home lets you experience it all in Montalcino. Jump into your car an ...
From $216 per night (USD)
VRBO
From $329 per night (USD)
Expedia
Tuscan Getaway with Garden
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Nestled in the serene countryside near Lake Chiusi, this charming farmhouse is perfect for a peaceful family holiday or ...
From $329 per night (USD)
Expedia
From $218 per night (USD)
VRBO
FARMH. PODERE CUNINA 25 KM SUD SIENA / MONTALCINO PRENDENDO LEZIONI DI CUCINA
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
SALIX APART.:Sunny, comfortable and elegant three-rooms apartment of 75 square meters, on two floors.At the ground floor ...
From $218 per night (USD)
VRBO
From $275 per night (USD)
Expedia
Nice apartment for 3 people with A/C, pool, TV, pets allowed and panoramic view
Bedrooms:
2
Bathrooms:
2
Sleeps:
3
Nice farmhouse comprising 3 apartments situated in panoramic location in the Orcia Valley area, only a few kilometers fr ...
From $275 per night (USD)
Expedia
From $485 per night (USD)
VRBO
Wonderful private villa with private pool, WIFI, A/C, TV, patio, panoramic view, close to Montalcino
Bedrooms:
8
Bathrooms:
7
Sleeps:
14
Villa Cerretalta is in a wonderful position on a small hill surrounded by Brunello vineyards, within the national park o ...
From $485 per night (USD)
VRBO
From $1495 per night (USD)
Expedia
Beautiful private villa for 12 people with private pool, WIFI, A/C, TV and panoramic view
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Vacation rental Lavacchio 12 is a lovely stone building (360 sq m) that includes WiFi internet, air conditioning and pr ...
From $1495 per night (USD)
Expedia
From $298 per night (USD)
VRBO
Beautiful apartment for 4 guests with A/C, pool, TV, pets allowed and panoramic view
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Nice farmhouse comprising 3 apartments situated in panoramic location in the Orcia Valley area, only a few kilometers fr ...
From $298 per night (USD)
VRBO
From $594 per night (USD)
Expedia
Wonderful private villa for 8 people with private pool, WIFI, patio and panoramic view
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Beautiful and characteristic villa with a swimming pool located on the slopes of the well-known town of Montalcino. The ...
From $594 per night (USD)
Expedia
From $216 per night (USD)
VRBO
Stunning private villa with private pool, WIFI, TV, veranda, panoramic view, close to Montepulciano
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Charming former stone barn with private pool situated in peaceful location south of Siena, amidst the beautiful hills of ...
From $216 per night (USD)
VRBO
From $1367 per night (USD)
Expedia
Beautiful private villa for 6 people with hot tub, WIFI, A/C, TV, patio and panoramic view
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Villa with private private outdoor Jacuzzi in the town of Montalcino, just opposite the famous fortress dating back to t ...
From $1367 per night (USD)
Expedia
From $350 per night (USD)
VRBO
Nice apartment for 7 people with pool, A/C, TV, pets allowed and panoramic view
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Nice farmhouse comprising 3 apartments situated in panoramic location in the Orcia Valley area, only a few kilometers fr ...
From $350 per night (USD)
VRBO
From $81 per night (USD)
Expedia
Apartment in a medieval village
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Ca Montalcino is a delightful apartment located inside the walls of the ancient castle of San Giovanni d Asso, one of th ...
From $81 per night (USD)
Expedia
From $410 per night (USD)
VRBO
Villa in front of Montalcino nearby Verdelli Castle
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Villa of 17th century located on the top of a hill close by the medieval Verdelli castle 10 km from Montalcino (Brunello ...
From $410 per night (USD)
VRBO
$Apartment \Casa Vacanze del Borgo\ with Garden and Wi-Fi$
From $116 per night (USD)
Expedia
Apartment \"Casa Vacanze del Borgo\" with Garden and Wi-Fi
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Located in Montalcino, the Casa Vacanze del Borgo apartment offers everything you need for a relaxing holiday. The 60 m² ...
From $116 per night (USD)
Expedia
From $1360 per night (USD)
VRBO
Villa Piazza della Fortezza - Villa with Jacuzzi
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Villa with private private outdoor Jacuzzi in the town of Montalcino, just opposite the famous fortress dating back to t ...
From $1360 per night (USD)
VRBO
From $283 per night (USD)
Expedia
Brunello 2 - Apartment with swimming pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Nice farmhouse comprising 3 apartments situated in panoramic location in the Orcia Valley area, only a few kilometers fr ...
From $283 per night (USD)
Expedia
From $332 per night (USD)
VRBO
Brunello 3 - Apartment with swimming pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Nice farmhouse comprising 3 apartments situated in panoramic location in the Orcia Valley area, only a few kilometers fr ...
From $332 per night (USD)
VRBO
From $262 per night (USD)
Expedia
Brunello 1 - Apartment with swimming pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
3
Nice farmhouse comprising 3 apartments situated in panoramic location in the Orcia Valley area, only a few kilometers fr ...
From $262 per night (USD)
Expedia
From $488 per night (USD)
VRBO
Historic home in Montalcino
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Domus Antiqua is a historic dwelling, dating back to the sixteenth century, built on an ancient stone arch that was supp ...
From $488 per night (USD)
VRBO
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Expedia
Podere il Tigliolo- Appartamento Ligustro
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Nestled in Castiglione d'Orcia, this 3-bedroom, 1-bathroom vacation home brings it all within your reach. Fans of nat ...
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Expedia
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VRBO
Podere il Tigliolo- Appartamento Sulla
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located in Castiglione d'Orcia, this 2-bedroom, 1-bathroom vacation home lets you experience it all. Fans of nature a ...
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VRBO
Click For Pricing
Expedia
Podere il Tigliolo- Appartamento
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Nestled in Castiglione d'Orcia, this 2-bedroom, 1-bathroom vacation home brings it all within your reach. Fans of nat ...
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Expedia
Click For Pricing
VRBO
Podere il Tigliolo- Appartamento Olivo
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Nestled in Castiglione d'Orcia, this 2-bedroom, 1-bathroom vacation home brings it all within your reach. Fans of nat ...
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VRBO
Click For Pricing
Expedia
Podere il Tigliolo- Appartamento Tiglio
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Nestled in Castiglione d'Orcia, this 3-bedroom, 3-bathroom vacation home brings it all within your reach. Fans of nat ...
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Expedia
From $350 per night (USD)
VRBO
Montalcino Villa - Breathtaking Views of the Val d'Orcia
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Villa Ampella La Torre is one of two restored villa apartments in what was an old farm house. The Villa is located in th ...
From $350 per night (USD)
VRBO
From $721 per night (USD)
Expedia
Holiday home with air conditioning, pool and private garden
Bedrooms:
4
Bathrooms:
7
Sleeps:
16
The detached holiday home is furnished in a typical country style. Available for your exclusive use: sunbathing lawn, pa ...
From $721 per night (USD)
Expedia
From $343 per night (USD)
VRBO
Traditional Tuscan farmhouse with 360° view near Montalcino and Siena
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Tucked away among the gentle hills of Montalcino and at the heart of the Brunello wine region, an authentic Tuscan farmh ...
From $343 per night (USD)
VRBO
From $243 per night (USD)
Expedia
Traditional Tuscan farmhouse with breathtaking views 19 Minutes from Montalcino
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Tucked away among the gentle hills of Montalcino and at the heart of the Brunello wine region, an authentic Tuscan farmh ...
From $243 per night (USD)
Expedia
From $757 per night (USD)
VRBO
Cortile del Pozzo family home sleeps 8 with private garden by Italian Apartments
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Cortile del Pozzo is a beautiful family farmhouse sleeping 8 guests located within acres of parkland which boasts 180 de ...
From $757 per night (USD)
VRBO
From $896 per night (USD)
VRBO
Wine & History in Montalcino- Stay in an ancient mill
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
A very particular villa! You will stay in a mill built in 1200 rebuilt and adapted with the intent to create a house wit ...
From $896 per night (USD)
VRBO
From $288 per night (USD)
VRBO
Apartment 'Casa Francesca' with Hills View & Courtyard
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The holiday apartment 'Casa Francesca' is located in Montalcino and impresses guests with its view of the mountain, chur ...
From $288 per night (USD)
VRBO
From $1174 per night (USD)
Expedia
Tuscan villa between San Giovanni D'Asso and Montalcino
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
The villa is in Tuscan style with exposed beams in the countryside between San Giovanni D'Asso and Montalcino .. It is s ...
From $1174 per night (USD)
Expedia
From $309 per night (USD)
VRBO
Private Tuscan Farmhouse with Stunning Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Nestled in the captivating hills of the Val d'Orcia region, between the historic towns of Montisi and Castelmuzio, lies ...
From $309 per night (USD)
VRBO
From $453 per night (USD)
Expedia
Enchanting tuscan house, private garden, wellness, stunning views, easy to reach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
"This is the one" wrote Akari from the US in October 2023 Nestled in the Val d'Orcia (a UNESCO World Heritage Site), yo ...
From $453 per night (USD)
Expedia
From $298 per night (USD)
VRBO
Casa di Sotto, Podere Ampella: a beautiful holiday house in the heart of Tuscany
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Casa di Sotto in San Giovanni d'Asso ! We fell in love with this beautiful place after spending many holidays ...
From $298 per night (USD)
VRBO
From $213 per night (USD)
Expedia
Beautiful restored farmhouse with swimming pool in the quiet of the Sienese hills.
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
"Podere Poggiolo" is located on a green Tuscan hill on which it "rests" and to which it therefore owes its name. It is j ...
From $213 per night (USD)
Expedia
From $133 per night (USD)
VRBO
2 bedroom cozy apartment in Castelmuzio
Bedrooms:
2
Bathrooms:
1
Sleeps:
5
Enjoy your holiday in the holiday apartment above the hills of Tuscany. Look forward to moving into this very special ...
From $133 per night (USD)
VRBO
From $206 per night (USD)
VRBO
Country House in Crete Senesi between Siena and Val d'Orcia Area
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
County house deep into the natural reserve That surrounds the village of closures and the Abbey of Monte Oliveto Maggior ...
From $206 per night (USD)
VRBO
From $275 per night (USD)
VRBO
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Il Poggiarello is a home away from home. Il Poggiarello is a gem countryhouse in one of the most beautiful and exclusive ...
From $275 per night (USD)
VRBO
From $1453 per night (USD)
Expedia
Villa in Montalcino with 8 bedrooms sleeps 16
Bedrooms:
5
Bathrooms:
6
Sleeps:
16
This really charming and elegant villa with private swimming pool is located in a very quiet and spectacular position, j ...
From $1453 per night (USD)
Expedia
From $498 per night (USD)
VRBO
Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
The villa is about 1 km away to medieval village of Montisi; about 20 minutes each are the beautiful medieval villages o ...
From $498 per night (USD)
VRBO
From $370 per night (USD)
Expedia
Charming farmhouse with private pool among Brunello vineyards_A real Escape!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
PLEASE NOTE: For STAYS LONGER THAN 7 NIGHTS please dismiss the total of the quote for Final Claning indicated as supplem ...
From $370 per night (USD)
Expedia
From $589 per night (USD)
VRBO
Alborata 10, Emma Villas
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
The price includes: -Utilities: water - gas for kitchen use, electricity - weekly linen, initial and final cleaning - Ze ...
From $589 per night (USD)
VRBO
From $596 per night (USD)
VRBO
Classic, Private Villa with Breathtaking Views - Private Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Che Bella Vista! Enter this property and you realize immediately you have ventured into the best Italy has to offer - e ...
From $596 per night (USD)
VRBO
From $187 per night (USD)
VRBO
Casa Salvia F: An apartment in the characteristic style of the Tuscan countryside, with Free WI-FI.
Bedrooms:
0
Bathrooms:
2
Sleeps:
4
Casa Salvia F is an apartment in the characteristic style of the Tuscan countryside. It sleeps four people. From Casa Sa ...
From $187 per night (USD)
VRBO
From $1120 per night (USD)
Expedia
Villa in Montalcino with 6 bedrooms sleeps 12
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
This really charming and elegant villa with private swimming pool is located in a very quiet and spectacular position, j ...
From $1120 per night (USD)
Expedia
From $760 per night (USD)
VRBO
Casal d'Asso In San Giovanni d'asso, Tuscany
Bedrooms:
5
Bathrooms:
4
Sleeps:
7
Property for exclusive use Casale d’Asso is an ancient 18th-century holiday house, recently restored, on the edge of sma ...
From $760 per night (USD)
VRBO
From $1598 per night (USD)
Expedia
Villa in Montalcino with 9 bedrooms sleeps 18
Bedrooms:
8
Bathrooms:
9
Sleeps:
18
This really charming and elegant villa with private swimming pool is located in a very quiet and spectacular position, j ...
From $1598 per night (USD)
Expedia
Click For Pricing
VRBO
Villa rental montalcino tuscany
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
As part of a large wine estate, this villa rental near Montalcino is in a private, peaceful and idyllic setting. Situat ...
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VRBO
From $187 per night (USD)
VRBO
Casa Salvia C: A two-story apartment surrounded by meadows and by green hills, with Free WI-FI.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Casa Salvia C is a two-story apartment surrounded by meadows and by green hills. It sleeps four people. From Casa Salvia ...
From $187 per night (USD)
VRBO
From $1496 per night (USD)
VRBO
Beautiful private villa for 10 people with WIFI, A/C, private pool, TV and patio
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Villa Lorian is located 10 km (6 mi) from Montalcino, Italy and only 46 km (29 mi) from Montepulciano in the tourist are ...
From $1496 per night (USD)
VRBO
$Villa to rent in San Giovanni d\\'Asso$
From $939 per night (USD)
Expedia
Villa to rent in San Giovanni d\\'Asso
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
In the beautiful Tuscan countryside of Val d\'Orcia lays Villa San Giovanni, an ancient stone farmhouse that was complet ...
From $939 per night (USD)
Expedia
From $136 per night (USD)
VRBO
Lovely apartment for 4 people with WIFI, pool, A/C, TV, terrace and pets allowed
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Property Summary The Violapo al Castello residence offers a cozy and rustic holiday rental experience surrounded by natu ...
From $136 per night (USD)
VRBO
From $171 per night (USD)
VRBO
Minnie's Cottage L'Olivo Gina
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
We are in Sant'Angelo in Colle, a hamlet of Montalcino, among the most beautiful vineyards of Brunello: We offer you in ...
From $171 per night (USD)
VRBO
From $252 per night (USD)
VRBO
The House of Alice, charm and relaxation
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Once in Montalcino, turn around a roundabout depicting the God of Bacchus and head for Castelnuovo dell'Abate. We arrive ...
From $252 per night (USD)
VRBO
From $1318 per night (USD)
Expedia
Wonderful private villa for 10 people with private pool, WIFI, A/C, TV and panoramic view
Bedrooms:
5
Bathrooms:
6
Sleeps:
1
Holiday home Lavacchio 10 is a beautiful stone building (360 sq m) that includes private pool, WiFi internet and air co ...
From $1318 per night (USD)
Expedia
From $194 per night (USD)
VRBO
Beauty And Serenity In A Premium Montalcino Location That Will Sleep 4 Adults.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located inside the medieval walls of Montalcino, this apartment offers ultimate convenience. You are able to walk to the ...
From $194 per night (USD)
VRBO
From $123 per night (USD)
Expedia
The Gelda house, relax with a view
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The House Gelda is on the second floor of a building in a scenic stone. In fact, opening the window of the room we are f ...
From $123 per night (USD)
Expedia
From $385 per night (USD)
VRBO
Bel Giardino by Interhome
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Set on the top of a hill in the hamlet of Monte Antico, this former church has been converted into a charming country ho ...
From $385 per night (USD)
VRBO
From $115 per night (USD)
Expedia
Vacation home Borgo by Interhome
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
The property is arranged around an ancient castle in a beautiful historic setting near Siena. Historical house. 4 apartm ...
From $115 per night (USD)
Expedia
From $1466 per night (USD)
VRBO
Villa in Montalcino with 5 bedrooms sleeps 10
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Villa Lorian is a very comfortable Italian villa located amidst mature cypresses, rolling hills and the vineyards of Mon ...
From $1466 per night (USD)
VRBO
From $512 per night (USD)
Expedia
Villa in Trequanda with 5 bedrooms sleeps 10
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Typical restored Tuscan farmhouse, in an extraordinarily panoramic and peaceful position. The stone building has an inte ...
From $512 per night (USD)
Expedia
From $1074 per night (USD)
VRBO
Villa Belle Vue: a Charm
Bedrooms:
11
Bathrooms:
7
Sleeps:
14
Villa Belle Vue is more than a countryside escape—it’s a gateway to Montalcino’s rich culture, cuisine, and natural beau ...
From $1074 per night (USD)
VRBO
From $1264 per night (USD)
Expedia
Large vacation villa rental in San Giovanni d'Asso
Bedrooms:
9
Bathrooms:
11
Sleeps:
21
The Italian Villa 1 consists of two side-by-side villas in the charming Tuscan hilltown of San Giovanni d’Asso. The mai ...
From $1264 per night (USD)
Expedia
From $196 per night (USD)
VRBO
The Casetta di Brunello, quiet and breathtaking views
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
"La Casetta di Brunello" is the latest creation of the Borghetto, created to welcome our guests in search of peace and r ...
From $196 per night (USD)
VRBO
Click For Pricing
Expedia
Rolling Farmhouse of Val D'orcia
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located in Castiglione d'Orcia, this 2-bedroom, 1-bathroom cottage lets you experience it all. Fans of nature and the ...
Click For Pricing
Expedia
From $269 per night (USD)
VRBO
Casa del Dago apartment in the hear of Montalcino town
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Casa del Dago is located in the historic center, a few meters from Piazza del Popolo, the beating heart of the medieval ...
From $269 per night (USD)
VRBO
From $162 per night (USD)
Expedia
Podere Belsogno-apartment rose garden
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
You'll find bicycles on site at this smoke-free apartment. Fortress of Montalcino is within an easy 9-minute walk and ...
From $162 per night (USD)
Expedia
From $1095 per night (USD)
VRBO
Pasqui Villas : La Consuma Historic villa in a village, garden, view, pool, WiFi
Bedrooms:
7
Bathrooms:
8
Sleeps:
16
La Consuma is a beautiful, great Historic villa nestled in the very centre of San Giovanni d'Asso (City of Montalcino). ...
From $1095 per night (USD)
VRBO
From $1335 per night (USD)
Expedia
Italian Villa Rental in aTuscan hilltown
Bedrooms:
7
Bathrooms:
8
Sleeps:
14
The Italian Villa is a splendid property located in the charming Tuscan hilltown of San Giovanni d’Asso. Situated near a ...
From $1335 per night (USD)
Expedia
Click For Pricing
VRBO
Farmhouse With Pool, Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled in Castiglione d'Orcia, this 3-bedroom, 2-bathroom vacation home brings it all within your reach. Fans of nat ...
Click For Pricing
VRBO
From $4250 per night (USD)
VRBO
Stunning Refurbished Farmhouse With All Luxury Amenities & Staff Included
Bedrooms:
9
Bathrooms:
9
Sleeps:
18
This beautifully restored villa sits in an ideal location in the hills outside of Pienza in the famed, world heritage pr ...
From $4250 per night (USD)
VRBO
From $297 per night (USD)
VRBO
Beautiful apartment for 4 people with pool, WIFI and TV, close to Montepulciano
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Property Cenerentola Apartments is a nice stone building that includes WiFi internet and shared pool. Cenerentola Apartm ...
From $297 per night (USD)
VRBO
From $344 per night (USD)
Expedia
Nice apartment for 6 guests with pool, WIFI, TV and terrace, close to Montepulciano
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Property Cenerentola Apartments is a nice stone building that includes WiFi internet and shared pool. Cenerentola Apartm ...
From $344 per night (USD)
Expedia
From $302 per night (USD)
VRBO
Apartment in Trequanda with 3 bedrooms sleeps 6
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Typical restored Tuscan farmhouse, in an extraordinarily panoramic and peaceful position. The stone building has an inte ...
From $302 per night (USD)
VRBO
From $2148 per night (USD)
Expedia
Stunning private villa for 16 guests with private pool, A/C, WIFI, TV, patio and panoramic view
Bedrooms:
9
Bathrooms:
8
Sleeps:
16
Conveniently located 10 km (6 mi) from Montalcino, Italy in the tourist area "Grosseto - Maremma" and only 47 km (29 mi) ...
From $2148 per night (USD)
Expedia
From $938 per night (USD)
VRBO
Astrid Villa - Two Bedroom Villa, Sleeps 4
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Astrid Villa is an incredible example of 1960s architecture, nestled in Tuscany’s lush, green countryside. Cleverly conv ...
From $938 per night (USD)
VRBO
From $4046 per night (USD)
Expedia
Podere Aster - Nine Bedroom Villa, Sleeps 22
Bedrooms:
12
Bathrooms:
9
Sleeps:
22
Podere Aster is a traditional Tuscan farm which has been carefully renovated to a high standard, and today offers lucky ...
From $4046 per night (USD)
Expedia

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Results: 225 Rentals