
Trequanda Rentals

- From $446 per night (USD)
VRBO
Casa Dracena L: A welcoming two-story apartment situated in the heart of the Tuscan countryside, with Free WI-FI.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Casa Dracena L is a welcoming two-story apartment situated in the heart of the Tuscan countryside. It sleeps six people. ...
From $446 per night (USD)VRBO
- From $402 per night (USD)
Expedia
Casa Dracena E: A welcoming apartment situated in the heart of the Tuscan countryside, with Free WI-FI.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Casa Dracena E is a welcoming apartment situated in the heart of the Tuscan countryside. It sleeps four people. From Cas ...
From $402 per night (USD)Expedia
- From $77 per night (USD)
VRBO
Casa Bohème Atelier- Holiday apartment in a village in Tuscany
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
<p>Close to ecotours, cycling, and more, this pet-friendly apartment brings it all within reach. Thanks to the convenien ...
From $77 per night (USD)VRBO
- From $2950 per night (USD)
VRBO
Country House Hotel with 360° view of Val d'Orcia and Pienza
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 25
<p>Located in Trequanda, this welcoming vacation home brings it all within your reach. Val di Chiana is just a short wal ...
From $2950 per night (USD)VRBO
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VRBO
Villa in Tuscany with Wine Tours & Pools
- 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
Il Laboratorio by Interhome
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Petroio 8 km from Trequanda: Historical house "Il Laboratorio", from the 13rd century, renovated in 2020. In the centre ...
Click For PricingExpedia
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VRBO
Zampugna
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
<p>While you're here, you can enjoy all the comforts of home and more, including a seasonal outdoor pool and a refrigera ...
Click For PricingVRBO
- From $217 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 $217 per night (USD)Expedia
- From $475 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 $475 per night (USD)VRBO
- From $758 per night (USD)
Expedia
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 $758 per night (USD)Expedia
- From $336 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 $336 per night (USD)VRBO
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Expedia
Bella Vista Home
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
<p>Located in Trequanda, this 1-bedroom, 1-bathroom apartment lets you experience it all. Fans of nature and the outdoor ...
Click For PricingExpedia
- From $116 per night (USD)
VRBO
\"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 $116 per night (USD)VRBO
- From $630 per night (USD)
Expedia
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 $630 per night (USD)Expedia
- From $5821 per night (USD)
VRBO
Villa Aquila- Resort in Toscana
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
<p>Located in Trequanda, this welcoming vacation home lets you experience it all. Val di Chiana is just a quick walk awa ...
From $5821 per night (USD)VRBO
- From $241 per night (USD)
Expedia
The Oak Tree House
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata. In front of the patio, two sun loungers ...
From $241 per night (USD)Expedia
- From $857 per night (USD)
VRBO
Panoramic Tuscan Villa
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 14
A Grand Retreat in the Heart of Sinalunga Nestled in the rolling hills of Sinalunga, this pet-friendly villa offers a lu ...
From $857 per night (USD)VRBO
- From $215 per night (USD)
Expedia
Peaceful Villa Stay in Tuscany
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A Tranquil Escape in Sinalunga Nestled in the rolling hills of Sinalunga, this WiFi-equipped villa offers a peaceful get ...
From $215 per night (USD)Expedia
- From $174 per night (USD)
VRBO
Charming Cottage in Sinalunga
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A Peaceful Escape in Sinalunga Nestled in the rolling hills of Sinalunga, this WiFi-equipped cottage offers a tranquil g ...
From $174 per night (USD)VRBO
- From $311 per night (USD)
Expedia
Serene Villa Stay in Sinalunga
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A Peaceful Retreat in Sinalunga Nestled in the rolling hills of Sinalunga, this WiFi-equipped villa offers a serene esca ...
From $311 per night (USD)Expedia
- From $283 per night (USD)
VRBO
Cozy Villa for Six Guests
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
A Charming Retreat in Sinalunga Nestled in the rolling hills of Sinalunga, this WiFi-equipped villa offers a peaceful es ...
From $283 per night (USD)VRBO
- From $392 per night (USD)
Expedia
Zampugna Estate - Spigo's cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Spigo Spigo is a small independent cottage situated to the East of Zampugna. It has a living room with kitchenette and ...
From $392 per night (USD)Expedia
- From $1144 per night (USD)
VRBO
Wonderful Villa in Tuscany - Villa Gaeta
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Le Regge is a large estate located in southern Tuscany within the province of Siena. The estate produces red wine and or ...
From $1144 per night (USD)VRBO
- From $481 per night (USD)
Expedia
Extremely panoramic villa with private swimming pool, large, well-equipped outdoor area, terrace wit
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 18
19th C. farmhouse surrounded by woods, olive groves and vineyards. A very attractive villa deriving from the complete re ...
From $481 per night (USD)Expedia
- From $760 per night (USD)
VRBO
Montalcino,private villa with pool in Tuscany,stunning wiews!
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 15
The villa is surrounded by greenery, dominating the landscape of the Crete Senesi from the top of a hill with a suggesti ...
From $760 per night (USD)VRBO
- From $295 per night (USD)
Expedia
LA CASETTA NEL BOSCO - LA CASETTA NEL BOSCO
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Stone house in a hilly environment, among vineyards and olive trees of Valdichiana. The Farmhouse La Casetta nel Bosco i ...
From $295 per night (USD)Expedia
- From $297 per night (USD)
VRBO
Casa Emide B: A graceful apartment in a history-rich eighteenth-century estate, with Free WI-FI.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Casa Emide B is a graceful apartment in a history-rich eighteenth-century estate. It sleeps four people. From Casa Emide ...
From $297 per night (USD)VRBO
- From $229 per night (USD)
Expedia
Casa Emide A: A graceful apartment in a history-rich eighteenth-century estate, with Free WI-FI.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Casa Emide A is a graceful apartment in a history-rich eighteenth-century estate. It sleeps two people. From Casa Emide ...
From $229 per night (USD)Expedia
- From $476 per night (USD)
VRBO
Alloro - Zampugna Estate
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Alloro Alloro is a 4 people apartment located in Zampugna Estate (5 apartments Agriturismo). This cute apartment is set ...
From $476 per night (USD)VRBO
- From $476 per night (USD)
Expedia
Biancospino - Zampugna Estate
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Biancospino is set on the first floor. It has two double bedrooms, a bathroom, and a living room with a fireplace and ki ...
From $476 per night (USD)Expedia
- From $338 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 $338 per night (USD)VRBO
- From $959 per night (USD)
VRBO
Beautiful villa with heatable pool and terraced areas,A/C,Wi-Fi,
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 10
This superb villa with heatable pool in Tuscany is located at 8 km from the pretty medieval village of Asciano, 30 km ea ...
From $959 per night (USD)VRBO
- From $733 per night (USD)
VRBO
ART HANGAR - Art Hangar 1 ORI BE
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
If design and art makes part of your life, this is the place to be in Tuscany! An industrial hangar build amid the Tusca ...
From $733 per night (USD)VRBO
- From $396 per night (USD)
Expedia
Farmhouse for 8 people with swimming pool in Asciano and near Siena
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Places with lunar landscapes, still intact, open gazes on harmonious hills and hills in a succession of gentle slopes. ...
From $396 per night (USD)Expedia
- From $253 per night (USD)
VRBO
Farmhouse for 3 people in Asciano and near Siena
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Places with lunar landscapes, still intact, open looks on hills and harmonious hills in a succession of gentle slopes. ...
From $253 per night (USD)VRBO
- From $211 per night (USD)
Expedia
Farmhouse for 4 people with swimming pool and close to Thermal Baths
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Places with lunar landscapes, still intact, open gazes on harmonious hills and hills in a succession of gentle slopes. ...
From $211 per night (USD)Expedia
- From $278 per night (USD)
VRBO
Farmhouse for 4 people with swimming pool in Asciano in the Crete Senesi area
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Places with lunar landscapes, still intact, open gazes on harmonious hills and hills in a succession of gentle slopes. ...
From $278 per night (USD)VRBO
- From $352 per night (USD)
VRBO
Malva - Zampugna Estate
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Malva Malva has a spacious living room with fireplace and kitchenette on the ground floor and a double bedroom and bath ...
From $352 per night (USD)VRBO
- From $229 per night (USD)
VRBO
Casa Emide C: A graceful apartment in a history-rich eighteenth-century estate, with Free WI-FI.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Casa Emide C is a graceful apartment in a history-rich eighteenth-century estate. It sleeps two people. From Casa Emide ...
From $229 per night (USD)VRBO
- From $1009 per night (USD)
VRBO
Holiday house Asciano for 1 - 10 persons with 5 bedrooms - Holiday home
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
ED Refnr. 2899596 This beautiful villa with heated pool is located 8 km from the pretty medieval village of Asciano and ...
From $1009 per night (USD)VRBO
- From $2397 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 $2397 per night (USD)VRBO
- From $161 per night (USD)
VRBO
Cottage Granaio - Agriturismo Renello
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
BARN (2 + 2 people) -60 SQM Ancient independent structure with private garden inside the Renello farmhouse. It is compos ...
From $161 per night (USD)VRBO
- From $493 per night (USD)
VRBO
Beautiful villa with a pool
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 14
This wonderful detached holiday home, originally a brick oven from the early 1900s, is located in one of the most beauti ...
From $493 per night (USD)VRBO
- From $240 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 $240 per night (USD)Expedia
- From $419 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 $419 per night (USD)VRBO
- From $559 per night (USD)
VRBO
Farmhouse in Val d’Orcia with pool: apartments,cottage,and bed and breakfast
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
In the natural park of Valdorcia, few km from Montepulciano, Pienza, Montalcino, Siena, Cortona etc… Very quiet place su ...
From $559 per night (USD)VRBO
- From $742 per night (USD)
VRBO
VILLA PANORAMA in the heart of Tuscany - ideal for families
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Agriturismo Villa Panorama is the ideal place for families with children or groups of friends who want to make their hol ...
From $742 per night (USD)VRBO
- From $5751 per night (USD)
Expedia
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 $5751 per night (USD)Expedia
- From $558 per night (USD)
VRBO
Villa Montisi by Interhome
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Montisi 15 km from Montalcino: Modern, beautiful house "Villa Montisi", 2 storeys, built in 2020, surrounded by trees an ...
From $558 per night (USD)VRBO
- From $774 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 $774 per night (USD)Expedia
- From $655 per night (USD)
VRBO
Villa in Sinalunga with 6 bedrooms sleeps 16
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 16
Villa Le Pozze is an authentic villa surrounded by no less than 32 hectares of woods, olive groves and vineyards, barbec ...
From $655 per night (USD)VRBO
- From $510 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 $510 per night (USD)Expedia
- From $2100 per night (USD)
VRBO
Villa Asciano 20 By MMega
- Bedrooms:
- 10
- 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 $2100 per night (USD)VRBO
- From $3018 per night (USD)
Expedia
Villa Asciano 30 By MMega
- Bedrooms:
- 14
- 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 $3018 per night (USD)Expedia
- From $133 per night (USD)
VRBO
Apartment 'Villa Rosa' with Mountain View and Balcony
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The holiday apartment Podere Villa Rosa, which is situated in Torrita di Siena, overlooks the nearby mountain. The 90 m² ...
From $133 per night (USD)VRBO
- From $644 per night (USD)
Expedia
Beautiful private villa for 6 guests with private pool, A/C, WIFI, TV, patio and parking
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Property Summary The modern and beautiful two-story Villa Montisi, built in 2020, is surrounded by trees and fields in M ...
From $644 per night (USD)Expedia
- From $176 per night (USD)
VRBO
Idyllic guest house in Tuscan country house style with swimming pool
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
<p>Close to birdwatching, cycling, and more, this family-friendly vacation home brings it all within reach. Val di Chian ...
From $176 per night (USD)VRBO
- From $718 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 $718 per night (USD)Expedia
- From $297 per night (USD)
VRBO
Casa Emide D: A graceful apartment in a history-rich eighteenth-century estate, with Free WI-FI.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Casa Emide D is a graceful apartment in a history-rich eighteenth-century estate. It sleeps four people. From Casa Emide ...
From $297 per night (USD)VRBO
- From $268 per night (USD)
Expedia
Superior Apartment \"basilico\"- Cignella Resort Accommodation in Tuscany
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Basilico is a superior apartment provide very contemporary and bright holiday accommodation for up to 4 people in two e ...
From $268 per night (USD)Expedia
- From $890 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 $890 per night (USD)VRBO
- From $3900 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 $3900 per night (USD)Expedia
- Click For Pricing
VRBO
Bertusi Source- The Sunset
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Fonte Bertusi was a pioneer in the concept of "green" (ecological) holidays in the Val d’Orcia. The business was establi ...
Click For PricingVRBO
- Click For Pricing
Expedia
Fonte Bertusi - The courtyard
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Fonte Bertusi was a pioneer in the concept of "green" (ecological) holidays in the Val d’Orcia. The business was establi ...
Click For PricingExpedia
- From $163 per night (USD)
VRBO
Villa in Sinalunga with 1 bedrooms sleeps 4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
In the small medieval village of Scrofiano, located in the province of Siena in the Val di Chiana area, lies Vineyard's ...
From $163 per night (USD)VRBO
- From $186 per night (USD)
Expedia
Private Villa with WIFI, private pool, A/C, TV, patio, panoramic view, close to Montepulciano
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Vineyard’s Cottage With Pool, Ac, Wifi - Siena is located 7 km (4 mi) from Sinalunga, Italy and only 22 km (14 mi) from ...
From $186 per night (USD)Expedia
- From $746 per night (USD)
VRBO
Private Villa with WIFI, hot tub, private pool, TV, pets allowed, parking, close to Montepulciano
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 16
Villa Le Pozze - Sinalunga, Toscana is a beautiful stone building (430 sq m) with WiFi internet and private pool. The p ...
From $746 per night (USD)VRBO
- Click For Pricing
Expedia
Expensive Villa With Tennis Court in Sinalunga
- Bedrooms:
- 12
- Bathrooms:
- 15
- Sleeps:
- 34
<p>While you're here, you can enjoy all the comforts of home and more, including a refrigerator and an oven, as well as ...
Click For PricingExpedia
- From $139 per night (USD)
VRBO
Holiday apartment in the garden of an agri
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The holiday apartment is located in an apartment house built in 1900, was renovated in 2000 and is furnished in a modern ...
From $139 per night (USD)VRBO