Montalcino Rentals
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Stunning apartment in Monte Antico
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy your vacation in this characteristic vacation apartment with an enchanting panorama of the Ombrone Valley. On t ...
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From $1466 per night (USD)Expedia
Stunning private villa for 12 guests with WIFI, A/C, private pool, TV, terrace and parking
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
San Sigismondo is a beautiful stone building with air conditioning, private pool and WiFi internet. The property can s ...
From $1466 per night (USD)Expedia
From $600 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 $600 per night (USD)VRBO
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Belvilla by OYO Le Ginestre
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
A unforgettable vacation beckons you to this 1-bedroom holiday home for 5 guests in the heart of the Crete Senesi and ne ...
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From $425 per night (USD)VRBO
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 $425 per night (USD)VRBO
From $467 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 $467 per night (USD)VRBO
From $786 per night (USD)VRBO
Villa overlooking the vineyards
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 14
<p>Located in Trequanda, this 7-bedroom, 4.5-bathroom villa lets you experience it all. Fans of nature and the outdoors ...
From $786 per night (USD)VRBO
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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 ...
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From $136 per night (USD)VRBO
Charming Tuscan Farmhouse
- 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 $136 per night (USD)VRBO
From $673 per night (USD)Expedia
Farmhouse with pool, views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Surrounded by the rolling hills of Val d'Orcia, this charming pet-friendly farmhouse in Castiglione D'Orcia offers the p ...
From $673 per night (USD)Expedia
From $484 per night (USD)VRBO
Rolling farmhouse of Val d'Orcia
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This rolling stone farmhouse in Castiglione D'Orcia—a tranquil space surrounded by rolling hills, cypress-lined roads, a ...
From $484 per night (USD)VRBO
From $516 per night (USD)Expedia
Villa in Montalcino, exclusive for you, stunning view!!!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 11
Villa Il Poggio is an 17th century villa located 3 km from the pretty medieval village of Montisi in the municipality of ...
From $516 per night (USD)Expedia
From $2119 per night (USD)VRBO
Villa Asciano 20 By MMega
- Bedrooms:
- 11
- Bathrooms:
- 9
- Sleeps:
- 20
External Description Villa Asciano 20 is situated in a panoramic position in the splendid Val d\'Orcia, recognized in 2 ...
From $2119 per night (USD)VRBO
From $3044 per night (USD)Expedia
Villa Asciano 30 By MMega
- Bedrooms:
- 15
- Bathrooms:
- 14
- Sleeps:
- 30
External Description Villa Asciano 30 is situated in a panoramic position in the splendid Val d\'Orcia, recognized in 2 ...
From $3044 per night (USD)Expedia
From $661 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 $661 per night (USD)VRBO
From $401 per night (USD)Expedia
Villa with private pool and panoramic view in beautiful Val d'Orcia
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful country villa in the heart of Tuscany within the Commune of Montalcino in the Province of Siena. It sits betwe ...
From $401 per night (USD)Expedia
From $299 per night (USD)VRBO
La Casetta di Nise - Charming Private spa in the Borgo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
<p>Nestled in Montalcino, this 1-bedroom, 1.5-bathroom apartment brings it all within your reach. Fans of nature and the ...
From $299 per night (USD)VRBO
From $211 per night (USD)Expedia
Agritourism in val d'orcia
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
<p>Located in Montalcino, this 2-bedroom, 1-bathroom vacation home lets you experience it all. Fans of nature and the ou ...
From $211 per night (USD)Expedia
From $215 per night (USD)VRBO
Apartment \"La Porticina\" with Wi-Fi & A/C
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The holiday apartment "La Porticina" in Montalcino is the perfect accommodation for a stress-free holiday with your love ...
From $215 per night (USD)VRBO
From $12917 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 $12917 per night (USD)Expedia
From $215 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 $215 per night (USD)VRBO
From $145 per night (USD)Expedia
Il Borghetto - The House of Elba, rooftop panoramic terrace
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
<p>A short distance from cycling, horse riding, and more, this pet-friendly vacation home lets you experience it all. Le ...
From $145 per night (USD)Expedia
From $2114 per night (USD)VRBO
Recently restored Villa in Tuscany, sleeps 12, sw.pool, big garden, olive grove.
- Bedrooms:
- 8
- Bathrooms:
- 6
- Sleeps:
- 12
When you close your eyes and dream of Tuscany, what do you see? Gently rolling lush green hills, tall slim cypresses, b ...
From $2114 per night (USD)VRBO
From $2748 per night (USD)Expedia
Beautiful private villa with WIFI, A/C, private pool, TV, patio, panoramic view, close to Montalcino
- Bedrooms:
- 8
- Bathrooms:
- 6
- Sleeps:
- 12
Conveniently located 2 km (2 mi) from San Giovanni D'asso, Italy in the tourist area "Orcia Valley" and only 20 km (12 m ...
From $2748 per night (USD)Expedia
From $1702 per night (USD)VRBO
Wonderful private villa for 14 guests with WIFI, A/C, private pool, TV and panoramic view
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
This really charming and elegant villa with private swimming pool is located in a very quiet and spectacular position, j ...
From $1702 per night (USD)VRBO
From $2050 per night (USD)Expedia
Beautiful private villa for 18 guests with private pool, WIFI, A/C, TV and panoramic view
- 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 $2050 per night (USD)Expedia
From $137 per night (USD)VRBO
Appartamento completamente arredato
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Appartamento Completamente arredato - wi-fi 5g - cucina abitabile dotato di tv lavatrice frigorifero - bagno nuovo ...
From $137 per night (USD)VRBO
From $607 per night (USD)Expedia
Historic house in the village of Montisi, Montalcino
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
<p>Located in Montalcino, this welcoming guesthouse lets you experience it all. With convenient onsite parking, you'll b ...
From $607 per night (USD)Expedia
From $118 per night (USD)VRBO
\"The Grain\"
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
<p>Located in Trequanda, this 1-bedroom, 1-bathroom vacation home lets you experience it all. Fans of nature and the out ...
From $118 per night (USD)VRBO
From $235 per night (USD)Expedia
Detached apartment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
<p>Located in Montalcino, this welcoming apartment brings it all within your reach. Your feet will make short work of th ...
From $235 per night (USD)Expedia
From $178 per night (USD)VRBO
Farmhouse 'Ginepro Podere Giardino' with Shared Pool, Wi-Fi and Air Conditioning
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The farmhouse Ginepro Podere Giardino is located in Montalcino and is the ideal accommodation for a relaxing getaway. Th ...
From $178 per night (USD)VRBO
From $187 per night (USD)Expedia
Farmhouse 'Glicine Podere Giardino' with Shared Pool, Wi-Fi and Air Conditioning
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The farmhouse Glicine Podere Giardino is located in Montalcino and is perfect for an unforgettable holiday with your lov ...
From $187 per night (USD)Expedia
From $332 per night (USD)VRBO
Farmhouse \"Melograno Podere Giardino\" with Shared Pool, Private Terrace & Wi-Fi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The farmhouse "Melograno Podere Giardino" is located in Montalcino and offers everything you need for a stress-free geta ...
From $332 per night (USD)VRBO
From $149 per night (USD)Expedia
Il Borghetto - La Ghibellina Townhouse, private apartment with balcony
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
<p>Located in Montalcino, this welcoming apartment lets you experience it all. Abbazia di Sant'Antimo is an easy 11-minu ...
From $149 per night (USD)Expedia
From $194 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 $194 per night (USD)VRBO
From $784 per night (USD)Expedia
Villa il Moro, splendid landscapes in the heart of Tuscany
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
The villa distinguishes itself with spacious communal areas that offer a perfect balance between conviviality and person ...
From $784 per night (USD)Expedia
From $289 per night (USD)VRBO
Albergo Diffuso Borgo Santo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Aparthotel in Asciano with a seasonal outdoor pool A seasonal outdoor pool, laundry facilities, and free WiFi in public ...
From $289 per night (USD)VRBO
From $117 per night (USD)Expedia
\"Il Chicco\"-small dream in beautiful southern Tuscany.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
<p>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 $351 per night (USD)VRBO
Brunello - Brunello 3
- 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 $351 per night (USD)VRBO
From $281 per night (USD)Expedia
Brunello - Brunello 1
- 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 $281 per night (USD)Expedia
From $285 per night (USD)VRBO
Castelmuzio - Trequanda ,Tuscany
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Charming former stone barn with private pool situated in peaceful location south of Siena, amidst the beautiful hills of ...
From $285 per night (USD)VRBO
From $186 per night (USD)Expedia
Casa Mafalda con vista , a soli 9 minuti da Montalcino
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Confortevole appartamento, curato nei minimi dettagli , con vista dal balcone sulle fantastiche colline senesi! Posizio ...
From $186 per night (USD)Expedia
From $13504 per night (USD)VRBO
Villa in Montalcino with 11 bedrooms sleeps 22
- Bedrooms:
- 11
- Bathrooms:
- 11
- Sleeps:
- 22
THE ESTATE AT A GLANCE A gravel road lined with cypress trees leads to the entrance of this Val D'Orcia, reminiscent o ...
From $13504 per night (USD)VRBO
From $555 per night (USD)Expedia
Villa Montalcino - Montalcino ,Tuscany
- 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 $555 per night (USD)Expedia
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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 ...
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From $160 per night (USD)Expedia
Casa del Sole by Interhome
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Castelnuovo dell'Abate 10 km from Montalcino: Modern residence "Casa del Sole", 2 storeys, built in 2020, surrounded by ...
From $160 per night (USD)Expedia
From $488 per night (USD)VRBO
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 $488 per night (USD)VRBO
From $1268 per night (USD)Expedia
Villa Piazza Della Fortezza
- 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 $1268 per night (USD)Expedia
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Cerretalta - San Quirico D'orcia ,Tuscany
- 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 ...
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From $205 per night (USD)Expedia
Charming apartment in the historic center with large terrace and beautiful view
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
<p>Located in Montalcino, this welcoming apartment brings it all within your reach. You're conveniently located within a ...
From $205 per night (USD)Expedia
From $118 per night (USD)VRBO
Villa \"Casa Luisa\"\nvery welcoming apartment, pets are allowed
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
The apartment is located in a quiet area about 500 meters from the medieval village of San Giovanni d Asso. The village ...
From $118 per night (USD)VRBO
From $457 per night (USD)Expedia
Wonderful private villa with A/C, WIFI, private pool, TV, patio, panoramic view, close to Montalcino
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 5
Casa Le Crete is located in San Giovanni D'asso, Italy and only 18 km (11 mi) from Montalcino in the tourist area "Orcia ...
From $457 per night (USD)Expedia
From $1079 per night (USD)VRBO
Private Villa with WIFI, private pool, A/C, TV, terrace, panoramic view, close to Montalcino
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 14
Conveniently located in San Giovanni D'asso, Italy in the tourist area "Orcia Valley" and only 18 km (11 mi) from Montal ...
From $1079 per night (USD)VRBO
From $905 per night (USD)Expedia
Beautiful private villa with A/C, private pool, WIFI, TV, patio, panoramic view, close to Montalcino
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Villa San Giovanni is located 1 km (4171 ft) from San Giovanni D'asso, Italy and only 19 km (12 mi) from Montalcino in t ...
From $905 per night (USD)Expedia
From $188 per night (USD)VRBO
Nice apartment for 6 people with WIFI, pets allowed and panoramic view
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Property Summary Casa del Sole is a modern residence that was built in 2020, surrounded by fields and vineyards in Caste ...
From $188 per night (USD)VRBO
From $229 per night (USD)Expedia
Holiday Home 'Casa Ida' with Private Terrace, Wi-Fi and Air Conditioning
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Located in Montalcino, the holiday home Casa Ida with step-free interior has everything you need for a comfortable holid ...
From $229 per night (USD)Expedia
From $1446 per night (USD)VRBO
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 $1446 per night (USD)VRBO
From $962 per night (USD)VRBO
Villa Alberata
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Villa Alberata is an old Tuscan farmhouse entirely built in stone, dating to the beginning of the last century and situa ...
From $962 per night (USD)VRBO
From $279 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 $279 per night (USD)VRBO
From $240 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 $240 per night (USD)Expedia
From $139 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 $139 per night (USD)VRBO
From $1881 per night (USD)Expedia
Wonderful private villa for 16 people with WIFI, A/C, private pool, TV and panoramic view
- 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 $1881 per night (USD)Expedia
From $753 per night (USD)VRBO
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
- Bedrooms:
- 5
- 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 $753 per night (USD)VRBO
From $122 per night (USD)Expedia
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 $122 per night (USD)Expedia
From $122 per night (USD)VRBO
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 $122 per night (USD)VRBO
From $122 per night (USD)Expedia
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 $122 per night (USD)Expedia
From $142 per night (USD)VRBO
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 $142 per night (USD)VRBO
From $747 per night (USD)Expedia
Montelifré Castle
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
<p>You'll find bicycles on site at this pet-friendly castle. Val di Chiana is just a short walk away, so you can leave y ...
From $747 per night (USD)Expedia
From $114 per night (USD)VRBO
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 $114 per night (USD)VRBO
From $397 per night (USD)Expedia
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 $397 per night (USD)Expedia
From $1759 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 $1759 per night (USD)VRBO
From $94 per night (USD)Expedia
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 $94 per night (USD)Expedia
From $223 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 $223 per night (USD)VRBO
From $1072 per night (USD)Expedia
Red Heart - relax with those you love in Tuscany.
- Bedrooms:
- 3
- 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 $1072 per night (USD)Expedia
From $2022 per night (USD)VRBO
Beautiful private villa with A/C, WIFI, private pool, TV, patio, panoramic view, close to Montalcino
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 14
Villa Aiale is located 2 km (1 mi) from Bibbiano, Italy and only 21 km (13 mi) from Montalcino in the tourist area "Orci ...
From $2022 per night (USD)VRBO
From $183 per night (USD)Expedia
Apartment 'Tuber' with Shared Pool, Wi-Fi and Air Conditioning
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Located in Montalcino, the holiday apartment Tuber has everything you need for a relaxing holiday. The 1 m² property con ...
From $183 per night (USD)Expedia
From $180 per night (USD)VRBO
Apartment 'Greta' with Shared Pool, Wi-Fi and Air Conditioning
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The holiday apartment Greta is located in Montalcino and is perfect for an unforgettable holiday with your loved ones. T ...
From $180 per night (USD)VRBO
From $213 per night (USD)Expedia
Apartment 'Tramonto' with Shared Pool, Wi-Fi and Air Conditioning
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
The holiday apartment Tramonto is located in Montalcino and is perfect for an unforgettable holiday with your loved ones ...
From $213 per night (USD)Expedia
From $155 per night (USD)VRBO
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 $155 per night (USD)VRBO
From $307 per night (USD)Expedia
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 $307 per night (USD)Expedia
From $194 per night (USD)VRBO
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 $194 per night (USD)VRBO
From $290 per night (USD)Expedia
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 $290 per night (USD)Expedia
From $292 per night (USD)VRBO
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 $292 per night (USD)VRBO
From $96 per night (USD)Expedia
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 $96 per night (USD)Expedia
From $395 per night (USD)VRBO
Beautiful private villa with private pool, WIFI, TV, patio, pets allowed and panoramic view
- 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 $395 per night (USD)VRBO
From $341 per night (USD)Expedia
Cottage in Tuscany with patio
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Located in the rolling hills of Castiglione d'Orcia, this pet-friendly farmhouse offers a peaceful escape for two guests ...
From $341 per night (USD)Expedia
From $428 per night (USD)VRBO
Farmhouse in Val d'Orcia Charm
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in the breathtaking landscape of Val d’Orcia, this charming farmhouse for 4 offers an authentic Tuscan retreat o ...
From $428 per night (USD)VRBO
From $443 per night (USD)Expedia
Farmhouse in Castiglione Dorcia
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Experience authentic Tuscan charm in this delightful 2-bedroom holiday home for 4, nestled on a picturesque estate in th ...
From $443 per night (USD)Expedia
From $7809 per night (USD)VRBO
Historic Villa Ferrano has modern amenities, ideal for medium-sized events.
- Bedrooms:
- 23
- Bathrooms:
- 23
- 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 $7809 per night (USD)VRBO
From $594 per night (USD)Expedia
Tasteful Countryside Stay
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
This sun-drenched Tuscan holiday home is a tranquil haven surrounded by vineyards, cypress trees, and golden countryside ...
From $594 per night (USD)Expedia
From $144 per night (USD)VRBO
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 $144 per night (USD)VRBO
From $778 per night (USD)Expedia
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 $778 per night (USD)Expedia
From $5801 per night (USD)VRBO
Villa Asciano 20 Comfortable holiday residence
- Bedrooms:
- 5
- 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 $5801 per night (USD)VRBO
From $537 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 $537 per night (USD)Expedia
From $243 per night (USD)VRBO
Charming Siena Countryside Stay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Tucked in the hills near Montalcino, Truffle N Bed offers a quiet, comfortable stay surrounded by olive trees and open s ...
From $243 per night (USD)VRBO
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Apartment beautiful sunset farmhouse pascianella
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
<p>Located in Trequanda, this welcoming vacation home brings it all within your reach. Thanks to the convenient onsite p ...
Click For PricingExpedia
From $308 per night (USD)VRBO
Private Tuscan country house, sleeps 8, with private pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This independent house is located in the heart of a typically Tuscan landscape in the heart of Val d’Orcia . . It’s 160 ...
From $308 per night (USD)VRBO
From $486 per night (USD)Expedia
Farmhouse in Montalcino with Pool and Garden
- Bedrooms:
- 3
- 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 $486 per night (USD)Expedia
From $366 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 $366 per night (USD)VRBO
From $171 per night (USD)VRBO
Homerez - Charming House in Trequanda with Shared Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Experience charm and comfort in this idyllic 50 m² holiday home for up to 3 guests. - Shared pool open from June 1st ...
From $171 per night (USD)VRBO