Montalcino Rentals
From $440 per night (USD)VRBO
Holiday house with private pool
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Rustic stone house in a panoramic position, fenced garden with private pool, barbecue, satellite TV, WIFI, covered parki ...
From $440 per night (USD)VRBO
From $2003 per night (USD)Expedia
Villa Colombini Comfortable holiday residence
- Bedrooms:
- 5
- 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 $2003 per night (USD)Expedia
From $1267 per night (USD)VRBO
Vrbo Property
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
<p>This villa brings it all within your reach. </p><p>While you're here, you can enjoy all the comforts of home and more ...
From $1267 per night (USD)VRBO
From $271 per night (USD)VRBO
Homerez - Charming House in Trequanda with Shared Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Discover this charming 1-bedroom holiday rental that offers relaxation and comfort. Ideal for a romantic getaway or an u ...
From $271 per night (USD)VRBO
From $260 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 $260 per night (USD)VRBO
From $143 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 $143 per night (USD)Expedia
From $180 per night (USD)VRBO
Apartment 'Podere Poggiolino' with Shared Pool, Wi-Fi and Air Conditioning
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located in Trequanda, the holiday apartment Podere Poggiolino has everything you need for a comfortable holiday. The 2-s ...
From $180 per night (USD)VRBO
From $58 per night (USD)Expedia
Belvilla by OYO Montenero
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
This 1-bedroom farmhouse in Castel del Piano can house 2 people and offers sweeping views of the surroundings. Ideal for ...
From $58 per night (USD)Expedia
From $351 per night (USD)VRBO
Belvilla by OYO Biancospino
- Bedrooms:
- 4
- Bathrooms:
- 2
- Sleeps:
- 4
This luxurious 2-bedroom farmhouse for 4 guests is located in Montalcino. Ideal for families, guests can relax in the sw ...
From $351 per night (USD)VRBO
From $392 per night (USD)Expedia
Belvilla by OYO Casanuova di Quercecchio
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 10
Enjoy an unforgettable, natural holiday in this detached house located in the Sienese countryside. It is ideal for vacat ...
From $392 per night (USD)Expedia
From $1640 per night (USD)VRBO
Wonderful private villa for 16 guests with A\/C, WIFI, private pool, TV, panoramic view and parking
- 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 $1640 per night (USD)VRBO
From $960 per night (USD)Expedia
Palazzo Tamanti - Historic 4 Bedroom Villa In Montalcino Center
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 8
Experience the historic Tamanti family home (built in 1500) in the center on Montalcino which has been fully renovated i ...
From $960 per night (USD)Expedia
From $137 per night (USD)VRBO
Room 'Camera Rossa' with Shared Terrace and Wi-Fi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in Montalcino, the bedroom camera rossa has everything you need for a comfortable holiday. The property consists ...
From $137 per night (USD)VRBO
From $137 per night (USD)Expedia
Room 'Camera Verde' with Shared Terrace and Wi-Fi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in Montalcino, the bedroom camera verde has everything you need for a relaxing holiday. The property consists of ...
From $137 per night (USD)Expedia
From $137 per night (USD)VRBO
Room 'Camera Blu' with Shared Terrace and Wi-Fi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The bedroom camera blu in Montalcino is the perfect accommodation for an stress-free holiday with your loved ones. The p ...
From $137 per night (USD)VRBO
From $195 per night (USD)Expedia
Room 'Camera Beige' - Beb del Musico with Private Terrace, Balcony and Wi-Fi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The room camera beige is located in Montalcino and is perfect for an unforgettable holiday with your loved ones. The pro ...
From $195 per night (USD)Expedia
From $584 per night (USD)VRBO
Montelifré Castle
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
<p>You'll find bicycles on site at this pet-friendly castle. Thanks to the convenient onsite parking, you can either lea ...
From $584 per night (USD)VRBO
From $148 per night (USD)Expedia
Violapo al Castello by Interhome
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Cosy, rustic residence "Violapo al Castello", surrounded by trees and fields. 10 apartments in the residence. In the ham ...
From $148 per night (USD)Expedia
From $540 per night (USD)VRBO
Casa Maria - Dimora di Charme
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
<p>Situated in a rural area, this welcoming vacation home brings all of Montalcino within your reach. Abbazia di Sant'An ...
From $540 per night (USD)VRBO
From $1657 per night (USD)Expedia
Villa Aiale – Tuscany Villa with Pool for 12-14 Guests, Comfort & Privacy
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 14
Villa Aiale is the newest gem of Tenuta Castelnuovo Tancredi, meticulously restored in August 2024 to offer an exclusive ...
From $1657 per night (USD)Expedia
From $106 per night (USD)VRBO
Sibilla Guest House, home in the heart of Val d'Orcia
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
<p>Located in Montalcino, this welcoming apartment lets you experience it all. Torrenieri Montalcino Station is an easy ...
From $106 per night (USD)VRBO
From $235 per night (USD)Expedia
Marelli House
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
<p>Located in Trequanda, this welcoming vacation home brings it all within your reach. Enjoy a short 5-minute walk to Va ...
From $235 per night (USD)Expedia
From $239 per night (USD)VRBO
Montalcino your Tuscan home - Casa Vacanza Via Spagni 44
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover the charm of Tuscany in this cozy apartment located in the historic center of Montalcino, a few steps from the ...
From $239 per night (USD)VRBO
From $1692 per night (USD)Expedia
Le Coppiole, luxurious Tuscan property, 3 villas, infinity edge pool
- Bedrooms:
- 11
- Bathrooms:
- 13
- Sleeps:
- 22
Le Coppiole, luxurious farmhouse in the heart of Tuscany with wonderful views, consists of 3 villas that can accommodate ...
From $1692 per night (USD)Expedia
From $1041 per night (USD)VRBO
Red Heart - relax with those you love in Tuscany.
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
<p>Nestled in Trequanda, this 6-bedroom, 3.5-bathroom villa brings it all within your reach. Fans of nature and the outd ...
From $1041 per night (USD)VRBO
From $2017 per night (USD)Expedia
Private Villa with WIFI, A\/C, private pool, TV, patio, panoramic view, parking, close to Montalcino
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 14
Villa Aiale is a beautiful holiday rental (500 sq m) with air conditioning, WiFi internet and private pool. The propert ...
From $2017 per night (USD)Expedia
From $161 per night (USD)VRBO
Apartment 'Tuber' with Shared Pool, Wi-Fi and Air Conditioning
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Located in Montalcino, the holiday apartment Tuber has everything you need for a relaxing holiday. The 1 m² property con ...
From $161 per night (USD)VRBO
From $178 per night (USD)Expedia
Apartment 'Greta' with Shared Pool, Wi-Fi and Air Conditioning
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The holiday apartment Greta is located in Montalcino and is perfect for an unforgettable holiday with your loved ones. T ...
From $178 per night (USD)Expedia
From $189 per night (USD)VRBO
Apartment 'Tramonto' with Shared Pool, Wi-Fi and Air Conditioning
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The holiday apartment Tramonto is located in Montalcino and is perfect for an unforgettable holiday with your loved ones ...
From $189 per night (USD)VRBO
From $133 per night (USD)Expedia
Room 'Alba' with Shared Pool, Wi-Fi and Air Conditioning
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in Montalcino, the Room Alba has everything you need for a comfortable holiday. The 35 m² property consists of 1 ...
From $133 per night (USD)Expedia
From $309 per night (USD)VRBO
Montalcino Tuscany Home - Apartment \"C\" Terrace
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
<p>Located in Montalcino, this welcoming apartment brings it all within your reach. Jump into your car and make short wo ...
From $309 per night (USD)VRBO
From $176 per night (USD)Expedia
Apartment 'La Casina Di Helen' with Shared Pool, Wi-Fi and Air Conditioning
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The holiday apartment La casina di Helen is located in Montalcino and is the ideal accommodation for a relaxing getaway. ...
From $176 per night (USD)Expedia
From $207 per night (USD)VRBO
Montalcino Tuscany Home - Apartment \"A\" Terrace
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
<p>Located in Montalcino, this welcoming apartment brings it all within your reach. With the property's convenient onsit ...
From $207 per night (USD)VRBO
From $207 per night (USD)Expedia
Montalcino Tuscany Home - Apartment via Osticcio n.26 \"B\" Garden
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
<p>Located in Montalcino, this welcoming apartment lets you experience it all. With the property's convenient onsite par ...
From $207 per night (USD)Expedia
From $93 per night (USD)VRBO
Apartment 'Rocci Al 17' with Mountain View and Wi-Fi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
In Montalcino, the holiday apartment Rocci al 17 offers an excellent view of the mountain. The 56 m² property consists o ...
From $93 per night (USD)VRBO
From $299 per night (USD)Expedia
Wonderful private villa with private pool, WIFI, TV, patio, pets allowed, panoramic view and par...
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
Property Summary Cosy house "Il Cipresso" offers a tranquil and secluded vacation rental experience in the heart of the ...
From $299 per night (USD)Expedia
From $283 per night (USD)VRBO
Cottage in Tuscany with patio
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
This beautiful holiday home for four people lies on an estate in Tuscany in the midst of the arguably most famous valley ...
From $283 per night (USD)VRBO
From $420 per night (USD)Expedia
Farmhouse for four people with pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This holiday home for four people is situated on a beautiful estate in the even more beautiful Val d'Orcia. The Tuscan ...
From $420 per night (USD)Expedia
From $386 per night (USD)VRBO
Farmhouse in Castiglione Dorcia
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This beautiful accommodation for 4 people is located on an estate in the Val d'Orcia. The holiday home is on the first ...
From $386 per night (USD)VRBO
From $4145 per night (USD)Expedia
Storico Villa Ferrano con comfort moderni e piscina, ideale per i grandi eventi
- Bedrooms:
- 19
- Bathrooms:
- 19
- Sleeps:
- 38
<p>Located in Montalcino, this welcoming villa brings it all within your reach. Jump into your car and make short work o ...
From $4145 per night (USD)Expedia
From $668 per night (USD)VRBO
Belvilla by OYO Casanuova di Quercecchio
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 10
Enjoy an unforgettable, natural holiday in this detached house located in the Sienese countryside. It is ideal for vacat ...
From $668 per night (USD)VRBO
From $140 per night (USD)Expedia
Apartment 'Cottage Casa Luisa' with Private Pool, Shared Terrace and Wi-Fi
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Located in Montalcino, the holiday apartment Cottage Casa Luisa has everything you need for a comfortable holiday. The 1 ...
From $140 per night (USD)Expedia
From $658 per night (USD)VRBO
Villa 'La Memoria Del Tempo' with Private Pool, Wi-Fi and Air Conditioning
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Located in Montalcino, the villa La memoria del tempo has everything you need for a relaxing holiday. The 2-storey prope ...
From $658 per night (USD)VRBO
From $290 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
<p>Nestled in Trequanda, this 3-bedroom, 3-bathroom vacation home brings it all within your reach. Fans of nature and th ...
From $290 per night (USD)Expedia
From $7677 per night (USD)VRBO
Villa Asciano 20 Comfortable holiday residence
- Bedrooms:
- 11
- Bathrooms:
- 9
- Sleeps:
- 20
Fantastic villa with garden and pool, located in Val d'Orcia, just half an hour drive from Pienza. Layout: These costs ...
From $7677 per night (USD)VRBO
From $577 per night (USD)Expedia
AGRITOURISM PERTIMALS
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
<p>Nestled in Montalcino, this 3-bedroom, 2-bathroom vacation home brings it all within your reach. Fans of nature and t ...
From $577 per night (USD)Expedia
From $287 per night (USD)VRBO
Truffle N Bed - Peaceful Tuscan Retreat - Truffles, Wine & Countryside Bliss
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
<p>Located in Montalcino, this welcoming vacation home brings it all within your reach. Jump into your car and make shor ...
From $287 per night (USD)VRBO