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Montalcino Rentals

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From $210 per night (USD)
VRBO
Casa Salvia B: A cozy and welcoming apartment in the characteristic style of the Tuscan countryside, with Free WI-FI.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Casa Salvia B is a cozy and welcoming apartment in the characteristic style of the Tuscan countryside. It sleeps four pe ...
From $210 per night (USD)
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 $511 per night (USD)
VRBO
SPECTACULAR Nature Oasis Farmhouse w/ Hilltop Panoramic Views, Saltwater Pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
With outstanding 360 degree views of vibrant olive groves, cypress trees, and endless vineyards, this outstanding villa ...
From $511 per night (USD)
VRBO
From $575 per night (USD)
VRBO
Pozzuolo, a charming farmhouse in the Maremma
Bedrooms:
6
Bathrooms:
7
Sleeps:
20
Pozzuolo is an independent residence (with 14 + 6 sleeps) and it consist of 5 apartments. Casenovole (4 + 2 sleeps) on ...
From $575 per night (USD)
VRBO
From $2415 per night (USD)
VRBO
FERRANESI - ferranesi BE
Bedrooms:
15
Bathrooms:
11
Sleeps:
24
Amazing design villa immersed in the green, with private pool, near Montalcino in the val d'orcia. Ideal for Weddings, r ...
From $2415 per night (USD)
VRBO
From $409 per night (USD)
Expedia
Farmhouse in Tuscany with Pool and Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
With Tuscan features intact, a swimming pool to cool down and wonderful views, this 3-bedroom farmhouse in Castiglione D ...
From $409 per night (USD)
Expedia
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VRBO
Appartamento Aria
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Situated on the right side of the farmhouse, it has a small veranda that enjoys the suggestive view of the Brunello hill ...
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VRBO
From $253 per night (USD)
Expedia
Appartamento Terra
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The largest of the flats is located in the central part of the estate and is on two levels: Living area on the ground fl ...
From $253 per night (USD)
Expedia
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VRBO
Appartamento Acqua
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Acqua flat with entrance at the back of the Podere consists of a living room with brick kitchenette, a double bedroo ...
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VRBO
From $12956 per night (USD)
Expedia
Stunning estate + winery operating as two luxury villas + infinity pool
Bedrooms:
13
Bathrooms:
16
Sleeps:
38
Nestled amongst the serene, rolling hills of Tuscany this stunning 18th Century country estate operates as two luxury v ...
From $12956 per night (USD)
Expedia
From $638 per night (USD)
VRBO
Stunning Tuscan Villa and Annexe
Bedrooms:
4
Bathrooms:
5
Sleeps:
15
Idyllic position, overlooking Monte Oliveto abbey, with uninterrupted views. Stylish interiors blending modern/antique f ...
From $638 per night (USD)
VRBO
From $1969 per night (USD)
Expedia
Villa Colombini Comfortable holiday residence
Bedrooms:
2
Bathrooms:
7
Sleeps:
14
Superb villa with private garden and pool, located between Val d'Orcia and Crete Senesi, just half an hour from Pienza. ...
From $1969 per night (USD)
Expedia
From $280 per night (USD)
VRBO
Apartment 'Rosso Poggiolo' with Shared Pool, Private Garden and Wi-Fi
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
The holiday apartment Rosso Poggiolo is located in Trequanda and is perfect for an unforgettable holiday with your loved ...
From $280 per night (USD)
VRBO
From $155 per night (USD)
Expedia
Apartment 'Il Chicco' with Shared Pool, Private Garden and Wi-Fi
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in Trequanda, the holiday apartment Il Chicco has everything you need for a relaxing holiday. The 2-storey prope ...
From $155 per night (USD)
Expedia
From $145 per night (USD)
VRBO
Apartment 'Podere Poggiolino' with Shared Pool, Wi-Fi and Air Conditioning
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located in Trequanda, the holiday apartment Podere Poggiolino has everything you need for a comfortable holiday. The 2-s ...
From $145 per night (USD)
VRBO
From $681 per night (USD)
Expedia
Villa Colombini by MMega
Bedrooms:
5
Bathrooms:
7
Sleeps:
14
External Description Villa Colombini is located in a panoramic position in the Tuscan countryside, a few km from Treq ...
From $681 per night (USD)
Expedia
From $2285 per night (USD)
VRBO
Private Villa with private pool, A/C, WIFI, TV, patio, panoramic view, parking, close to Montalcino
Bedrooms:
8
Bathrooms:
7
Sleeps:
14
Villa Aiale is a beautiful holiday home (500 sq m) with WiFi internet, air conditioning and private pool. The property ...
From $2285 per night (USD)
VRBO
From $244 per night (USD)
Expedia
Marelli House
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located in Trequanda, this welcoming vacation home brings it all within your reach. Enjoy a short 5-minute walk to Va ...
From $244 per night (USD)
Expedia
From $477 per night (USD)
VRBO
Homerez - Enchanting House in Trequanda + Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to our charming holiday home in Trequanda, perfect for a relaxing getaway with family or friends. Here, you can ...
From $477 per night (USD)
VRBO
From $197 per night (USD)
VRBO
Homerez - Charming House in Trequanda with Shared Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience charm and comfort in this idyllic 50 m² holiday home for up to 3 guests. - Shared pool open from June 1st ...
From $197 per night (USD)
VRBO
From $237 per night (USD)
VRBO
Homerez - Apartment in Trequanda with pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover a charming holiday rental with fantastic views of the garden and mountains. Perfect for couples, this studio of ...
From $237 per night (USD)
VRBO
From $251 per night (USD)
Expedia
Welcome to Casa Oliveto, a corner of history and comfort in the heart of Tuscany.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located in Trequanda, this welcoming vacation home brings it all within your reach. Enjoy a short 5-minute walk to Va ...
From $251 per night (USD)
Expedia
From $214 per night (USD)
VRBO
Agriturismo il Casalino, with swimming pool between Siena and Grosseto
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Casalino is a Farmhouse surrounded by unspoilt nature of the Lower Merse Nature Reserve, midway between Grosseto and Sie ...
From $214 per night (USD)
VRBO
From $194 per night (USD)
Expedia
Mascagni farmhouse among the olive trees and the Tuscan hills in the Val d'Orcia
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A short distance from ecotours, birdwatching, and more, this pet-friendly vacation home lets you experience it all. W ...
From $194 per night (USD)
Expedia
From $333 per night (USD)
VRBO
Farmhouse in Tuscany near Wine Towns
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Built out of old stone amid tranquil nature, this 2-bedroom farmhouse in Castiglione D'orcia is perfect for a Tuscan hol ...
From $333 per night (USD)
VRBO
From $116 per night (USD)
Expedia
Belvilla by OYO Era una Volta
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Located in Castel del Piano, this 2-bedroom farmhouse can accommodate 4 people. Suitable for two couples travelling toge ...
From $116 per night (USD)
Expedia
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VRBO
Appartamento Fuoco
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
For those who enjoy walking, you will find stretches of fields where you can relax walking in the midst of nature, just ...
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VRBO
From $454 per night (USD)
Expedia
Casa Ora d’Oro - PANORAMIC VIEWS / POOL / PRIVATE GARDEN
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Our villa is nestled in the rolling hills of Tuscany, located in the Val d’Orcia and Crete Senesi region. Located in the ...
From $454 per night (USD)
Expedia
From $3957 per night (USD)
VRBO
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 $3957 per night (USD)
VRBO
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Expedia
Belvilla by OYO Villa Sangiovese
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Villa Sangiovese comprises 2 flats on the first floor of a rustico. The villa is situated on a farm in the beautiful and ...
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Expedia
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VRBO
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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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
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Expedia
Podere il Tigliolo- Appartamento Ginepro
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Nestled in Castiglione d'Orcia, this 1-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
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
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Expedia
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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Expedia
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VRBO
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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VRBO
From $707 per night (USD)
Expedia
Quiet country house with swimming pool. A stone's throw from Chianti
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Located in Buonconvento, this 3-bedroom, 2-bathroom villa lets you experience it all. Fans of nature and the outdoors ...
From $707 per night (USD)
Expedia
From $3877 per night (USD)
VRBO
villa rental italy, tuscany, lucca, wedding, special event
Bedrooms:
15
Bathrooms:
16
Sleeps:
32
Villa Ambrosia definitely delights the senses with its pleasing mixture of stunning scenery, fragrant gardens, and histo ...
From $3877 per night (USD)
VRBO
From $589 per night (USD)
Expedia
5 bed/6 bath farm stay with pool
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Podere Aiole is a 130 ac farm in the Val d'Orcia. The upper level is a 5 bed/6 bath guest home with kitchen, dining room ...
From $589 per night (USD)
Expedia
From $1662 per night (USD)
VRBO
Villa Aiale – Tuscany Villa with Pool for 12-14 Guests, Comfort & Privacy
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
Villa Aiale is the newest gem of Tenuta Castelnuovo Tancredi, meticulously restored in August 2024 to offer an exclusive ...
From $1662 per night (USD)
VRBO
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Expedia
Apartment beautiful sunset farmhouse pascianella
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Located in Trequanda, this welcoming vacation home brings it all within your reach. Thanks to the convenient onsite p ...
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Expedia
From $930 per night (USD)
VRBO
Villa near Siena and Montalcino with private pool and garden
Bedrooms:
5
Bathrooms:
7
Sleeps:
14
The elegance of a two hundred square meter villa surrounded by a large garden and olive groves and vineyards. The Tuscan ...
From $930 per night (USD)
VRBO
$\Il Chicco\-small dream in beautiful southern Tuscany.$
From $117 per night (USD)
Expedia
\"Il Chicco\"-small dream in beautiful southern Tuscany.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in Trequanda, this 1-bedroom, 1-bathroom apartment lets you experience it all. Fans of nature and the outdoor ...
From $117 per night (USD)
Expedia
From $239 per night (USD)
VRBO
Antica fattoria 25 km a Siena di fronte a Montalcino con piscina / lezione di cucina
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
SUN-ART AND NATURE. The farm-holyday resort Agriturismo Podere Cunina is immerged in a large natural reserve , with a l ...
From $239 per night (USD)
VRBO
From $244 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 $244 per night (USD)
Expedia
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VRBO
Belvilla by Oyo Casa Sulla
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled in Castiglione d'Orcia, this 3-bedroom vacation home brings it all within your reach. Fans of nature and the ...
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VRBO
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Expedia
Belvilla by OYO Casa Ginepro
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Nestled in Castiglione d'Orcia, this 2-bedroom cottage brings it all within your reach. Fans of nature and the outdoo ...
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Expedia
From $485 per night (USD)
VRBO
Typical Tuscan villa
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Located in a panoramic and quiet position. It has an internal courtyard where you can dine outdoors, lawns equipped with ...
From $485 per night (USD)
VRBO
From $835 per night (USD)
Expedia
Villa overlooking the vineyards
Bedrooms:
4
Bathrooms:
7
Sleeps:
14
Located in Trequanda, this 7-bedroom, 4.5-bathroom villa lets you experience it all. Fans of nature and the outdoors ...
From $835 per night (USD)
Expedia
$Villa \Casa Ora d' Oro\ - PANORAMIC VIEWS / POOL / PRIVATE GARDEN$
From $454 per night (USD)
VRBO
Villa \"Casa Ora d' Oro\" - PANORAMIC VIEWS / POOL / PRIVATE GARDEN
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Our villa is nestled in the rolling hills of Tuscany, located in the Val d’Orcia and Crete Senesi region. Located in the ...
From $454 per night (USD)
VRBO
From $273 per night (USD)
Expedia
Farm apartment, infinity pool - under 30 minutes to Siena,
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A 4 person farm apartment with 2 bathrooms, WIFI and shared pool near Montalcino, Pienza and Siena, Tuscany. Plenty of a ...
From $273 per night (USD)
Expedia

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Montalcino Rentals

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Results: 252 Rentals