
Montepulciano Rentals
- From $105 per night (USD)
VRBO
Apartment in Torrita, ground floor, terrace with view, swimming pool, 4 people
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This apartment (42sqm) is on the ground floor and consists of a living room with 2 single sofa beds, dining area, kitche ...
From $105 per night (USD)VRBO
- From $129 per night (USD)
Expedia
Apartment with a beautiful covered terrace in front of the pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This large (65sqm) apartment is on the ground floor. It consists of a living room with 2 single divan beds, dining area, ...
From $129 per night (USD)Expedia
- From $308 per night (USD)
VRBO
Restored Tuscan farmhouse near Montepulciano
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
This beautiful 500 year old farmhouse was restored and divided into three properties in 2004 and is situated on a workin ...
From $308 per night (USD)VRBO
- From $95 per night (USD)
Expedia
LA CASINA CANTINI - Panoramic apartment in Montepulciano in the historic center
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The apartment consists of two rooms. The living room features a fully equipped kitchenette and sofa bed for two people a ...
From $95 per night (USD)Expedia
- From $683 per night (USD)
VRBO
Wine Lovers! Luxury House on 250 Acre Vineyard, AC & Private Pool
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 9
This historic Tuscan villa situated in the famous Montepulciano region features stunning, panoramic views of the country ...
From $683 per night (USD)VRBO
- From $111 per night (USD)
Expedia
Apartment with terrace and enchanting view
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
This large flat (80sqm) is on the ground floor and consists of a living room with 3 single divan beds, dining area and k ...
From $111 per night (USD)Expedia
- From $240 per night (USD)
VRBO
Apartment 'Poggiolo' with Lake View & Wi-Fi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in Montepulciano, the holiday apartment 'Poggiolo' offers a fantastic view of the lake. This 100 m² property con ...
From $240 per night (USD)VRBO
- From $677 per night (USD)
Expedia
Holiday Apartment \"La Zia Marisa\" with Shared Terrace & Wi-Fi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The cosy and bright holiday apartment La Zia Marisa, which offers exceptional panoramic views over the wonderful Tuscan ...
From $677 per night (USD)Expedia
- From $203 per night (USD)
VRBO
Apartment 'Lo Zio Ezio' with Mountain View & Wi-Fi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The apartment 'Lo Zio Ezio' is located in one of the most beautiful areas of Montepulciano. The combination of art and n ...
From $203 per night (USD)VRBO
- From $258 per night (USD)
VRBO
Villa Mazzi, hospitality and good taste vacation in the Tuscan countryside
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
The structure consists of four apartments, newly renovated with 2/4 beds for a total of 14 beds. With independent entran ...
From $258 per night (USD)VRBO
- From $211 per night (USD)
VRBO
Charming Suite in Tuscan farmhouse villa with pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The three-ears agriturism “Humie” is located within Montepulciano and Chianciano Terme, in the Siena province. Easy to r ...
From $211 per night (USD)VRBO
- From $244 per night (USD)
VRBO
HOUSE from the 1700s in hunting reserve, surrounded by fantastic landscape, swimming pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
At about 2 km from Montepulciano, in a quiet and reserved position, immersed in a hunting reserve, there is Podere Poggi ...
From $244 per night (USD)VRBO
- Click For Pricing
VRBO
Le Rughe a traditional 400 year old townhouse
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This traditional 400 year old townhouse has been totally restored with great attention to details respecting the origin ...
Click For PricingVRBO
- From $198 per night (USD)
VRBO
HOUSE from the 1700s in hunting reserve, surrounded by fantastic landscape, swimming pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
At about 2 km from Montepulciano, in a quiet and reserved position, immersed in a hunting reserve, there is Podere Poggi ...
From $198 per night (USD)VRBO
- From $326 per night (USD)
VRBO
Wonderful private villa for 9 guests with private pool and TV
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
You will find Podere San Bono in a panoramic position overlooking fine vineyards, olive groves and woods, just a few km ...
From $326 per night (USD)VRBO
- Click For Pricing
Expedia
Belvilla by OYO Fiore
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
This charming 4-bedroom farmhouse, located in Montepulciano, can accommodate 9 people. Suitable for friends or families, ...
Click For PricingExpedia
- From $137 per night (USD)
VRBO
Two bedrooms shining 140sq.mt. wifi fiber apartment with free public parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This large apartment ( fully renovated, offers a pleasant, shining, fresh and convenient permanence in the core of Tusc ...
From $137 per night (USD)VRBO
- From $114 per night (USD)
Expedia
Borgo Buio Town House, house in the historic center
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
In the heart of the historic center of Montepulciano, Borgo Buio Town House is an independent house consisting of two do ...
From $114 per night (USD)Expedia
- Click For Pricing
VRBO
An accommodation with incredible views situated in the town of Montepulciano
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sant' Antonio in the Historic medieval town of Montepulciano - 5 minute drive from Sant' Antonio Country resort: A newl ...
Click For PricingVRBO
- From $187 per night (USD)
Expedia
Affitto casa in Val d'Orcia
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Immersa nel verde di un bosco di querce e lecci, la Casa del Bosco si trova a soli 2,5 km dal borgo di Monticchiello, pi ...
From $187 per night (USD)Expedia
- From $199 per night (USD)
VRBO
Vineyards-surrounded House with garden and patio - 10 minutes from Montepulciano
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Are you looking for a peaceful place where to spend your vacay in Tuscany? I guess this house can be perfect! Only 10 mi ...
From $199 per night (USD)VRBO
- From $105 per night (USD)
Expedia
Apartment in Torrita, balcony with view, pool,family friendly,Wi-Fi,up to 4 pers
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This apartment (45 sqm) is on the first floor with a view of the countryside and the olive grove. It consists of a livin ...
From $105 per night (USD)Expedia
- From $970 per night (USD)
VRBO
Independent villa set in the most beautiful frame of Val d'Orcia
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Independent villa with 8 sleeps. Fontecipressi lies on a sunny hillside just below the Villa of La Foce, facing the much ...
From $970 per night (USD)VRBO
- From $105 per night (USD)
Expedia
Apartment with a beautiful terrace covered with plants
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This apartment (48sqm) is on the ground floor. It consists of a living room with 2 single sofa beds, dining area, kitche ...
From $105 per night (USD)Expedia
- From $146 per night (USD)
VRBO
Right in central Montepulciano. Apartment with view and garden
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Very central property located at close walking distance from all town's amenities and important sights and restaurants y ...
From $146 per night (USD)VRBO
- From $167 per night (USD)
Expedia
Beautiful Residence in the Old Town
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This beautifully restored and professionally decorated residence is located within the walled city, the historic center ...
From $167 per night (USD)Expedia
- From $870 per night (USD)
VRBO
Montepulciano Luxe Escape
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 15
This luxurious multi-unit villa in Valardegna offers ample space across guest and main houses, perfect for families, fri ...
From $870 per night (USD)VRBO
- From $345 per night (USD)
Expedia
Eagle House
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
SOLO, IN MEZZO AD UNA NATURA ICONTAMINATA A DUE PASSI DALLA VAL D'ORCIA, POTRAI PASSEGGIARE CON MONICA E LE SUE AQUILE V ...
From $345 per night (USD)Expedia
- From $130 per night (USD)
VRBO
Granaio - Country House Rental in Valdichiana, Tuscany
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Old renovated farmhouse with swimming pool, perfectly set at the egde of a green hill, just a few minutes drive away fro ...
From $130 per night (USD)VRBO
- Click For Pricing
Expedia
Olive tree house
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
<p>Situated in a rural area, this welcoming vacation home brings all of Chianciano Terme within your reach. Val di Chian ...
Click For PricingExpedia
- From $644 per night (USD)
VRBO
luxury cottage-shared pool-unique landscape view
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Podere Poggioalsole is a family property managed directly by the owner. Modern indoor, essential but very comfortable, t ...
From $644 per night (USD)VRBO
- From $448 per night (USD)
Expedia
Apartment 'Entro le mura' with Balcony & Wi-Fi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in Montepulciano, the holiday apartment 'Entro le mura' has everything you need for a relaxing holiday. This 55 ...
From $448 per night (USD)Expedia
- From $108 per night (USD)
VRBO
Amazing Panorama in Monticchiello
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Villa PoliFlora Panorama is an independent apartment on the first floor overlooking the famous cypresses of Monticchiell ...
From $108 per night (USD)VRBO
- From $450 per night (USD)
Expedia
Private Villa with private pool, A/C, WIFI, TV, pets allowed, panoramic view, close to Cortona
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Conveniently located 4 km (2 mi) from Centoia I, Italy and only 15 km (9 mi) from Cortona. Villa Mira is a lovely holida ...
From $450 per night (USD)Expedia
- From $194 per night (USD)
VRBO
Stunning private villa with WIFI, A/C, private pool, patio, panoramic view, close to Montepulciano
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Villa La Fragola is a lovely holiday home (100 sq m) with WiFi internet, air conditioning and private pool. The propert ...
From $194 per night (USD)VRBO
- From $422 per night (USD)
Expedia
Private Villa with A/C, WIFI, private pool, TV, patio, panoramic view, close to Montepulciano
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Conveniently located 5 km (3 mi) from Chianciano Terme, Italy and only 14 km (9 mi) from Montepulciano. Holiday home Cas ...
From $422 per night (USD)Expedia
- From $385 per night (USD)
VRBO
Villa Corolle - Country House with private swimming pool in Montepulciano, Orcia Valley, Tuscany
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful independent villa in Tuscany has a private swimming pool and rests just 2km from the historical centre of ...
From $385 per night (USD)VRBO
- From $790 per night (USD)
Expedia
Private Villa with WIFI, A/C, private pool, hot tub, TV, patio, pets allowed, panoramic view
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
Conveniently located 3 km (2 mi) from Montepulciano, Italy in the tourist area "Orcia Valley" and only 34 km (21 mi) fro ...
From $790 per night (USD)Expedia
- Click For Pricing
VRBO
- From $1463 per night (USD)
Expedia
Villa Nobile - Walk to Town! Luxury in Montepulciano, Tuscany w/ Pool & Spa!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 14
CIN #: IT052015C2JFT9E48R Villa Nobile comes equipped with a hospital level sanitizer "O3 Sanity System" https://www.sa ...
From $1463 per night (USD)Expedia
- From $880 per night (USD)
VRBO
Villa Ardene In Montepulciano, Tuscany
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
Property for exclusive use Villa Ardene is the restoration of two ancient farmhouses in stone, placed side by side and b ...
From $880 per night (USD)VRBO
- From $463 per night (USD)
Expedia
Farmhouse
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
<p>Located in Montepulciano, this welcoming villa lets you experience it all. Val di Chiana is just a short walk away, s ...
From $463 per night (USD)Expedia
- From $531 per night (USD)
VRBO
Charming Ancient Watch Tower with Swimming Pool in Val d'Orcia
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 13
The farmhouse has a composite structure. Its oldest part is the watching tower with a scarp wall. It was built in the an ...
From $531 per night (USD)VRBO
- From $96 per night (USD)
Expedia
\"Borghetto\"
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This 35 sq m studio apartment is located on the ground floor and features a fully equipped kitchenette, a bathroom with ...
From $96 per night (USD)Expedia
- From $124 per night (USD)
VRBO
Pet friendly home in Montepulciano SI
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Only 3 km from Montepulciano lies this pleasant vacation home in an idyllic side valley. This former medieval mill offer ...
From $124 per night (USD)VRBO
- From $471 per night (USD)
Expedia
Period residence in Montepulciano (Siena), Tuscany
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
<p>Located in Montepulciano, this welcoming vacation home lets you experience it all. Val di Chiana and Palazzo Avignone ...
From $471 per night (USD)Expedia
- From $222 per night (USD)
VRBO
B&B in Montepulciano
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover Montepulciano from our lovely apartment. This stylish apartment is perfect for a holiday away whilst enjoying a ...
From $222 per night (USD)VRBO
- From $87 per night (USD)
VRBO
Gorgeous home in Montepulciano SI
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
In an idyllic side valley, just 3 km from the medieval hill town of Montepulciano, lies this pleasant vacation home, a f ...
From $87 per night (USD)VRBO
- From $190 per night (USD)
VRBO
Cottage with Pool in Montepulciano
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The Cottage is part of the holiday farm "Il Serraglio" which covers 17 hectares. The bright cottage is in front of the g ...
From $190 per night (USD)VRBO
- From $310 per night (USD)
Expedia
Apartment with pool in Montepulciano
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Il Giardino is one of the apartments of Agriturismo Il Serraglio. Colorful and fresh, the apartment has a large window w ...
From $310 per night (USD)Expedia
- From $188 per night (USD)
VRBO
Special offer !!From 12th of july to 20th of July and Fresh Fruits and vegetables
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
The 80 sqm apartment is located on the first floor of the structure and consists of three bedrooms, a large living room ...
From $188 per night (USD)VRBO
- Click For Pricing
Expedia
Country house near Montepulciano
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
<p>Located in Montepulciano, this 2-bedroom, 2-bathroom vacation home lets you experience it all. Fans of nature and the ...
Click For PricingExpedia
- From $153 per night (USD)
VRBO
Apartment for 4 person in the countryside of Montepulciano Tuscany
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The apartment is about 76 square meters and opens onto the large garden of the structure overlooking Montepulciano and t ...
From $153 per night (USD)VRBO
- From $171 per night (USD)
Expedia
Marjoram double room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This beautiful room is characterized by the will of creating new suggestions in the unusual encounter between ancient an ...
From $171 per night (USD)Expedia
- From $838 per night (USD)
VRBO
Villa with pool in countryside in Montepulciano Tuscany
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Breathtaking panorama in the middle of the valleys of Siena and Arezzo! The farmhouse is surrounded by greenery, on a hi ...
From $838 per night (USD)VRBO
- From $153 per night (USD)
VRBO
Last minute!Special offer from 21th of July to 24th of July!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
The apartment of about 76 square meters, is located in the center of the building, opens onto the garden that leads to t ...
From $153 per night (USD)VRBO
- From $188 per night (USD)
VRBO
Elegant juniper suite with possibility of third bed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This suite is spacious and stylish, ideal for a couple and with the option of adding a third bed. The comfortable room ...
From $188 per night (USD)VRBO
- From $157 per night (USD)
VRBO
Vacation for small families and equipped for people with disabilities
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Appartam of about 75 square meters, dominates the hill on which the whole structure is built. It is the house itself in ...
From $157 per night (USD)VRBO
- From $134 per night (USD)
VRBO
Amazing home in Chianciano Terme
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Green oasis for the big family near Montepulciano. This fully restored apartment is a good starting point to visit th ...
From $134 per night (USD)VRBO
- From $176 per night (USD)
Expedia
Dragoncello Suite with four-poster bed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This suite of the historic residence has been made with attention to details, furnished in Tuscan style with cotto tiles ...
From $176 per night (USD)Expedia
- From $1027 per night (USD)
VRBO
Il Casale Di Manuele 12, Emma Villas
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
The Price includes: - Utilities: electricity, water, gas for kitchen use - weekly linen, initial and final cleaning - Ze ...
From $1027 per night (USD)VRBO
- From $386 per night (USD)
Expedia
Villa Poggio Fagianino
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
<p>Located in Montepulciano, this welcoming apartment lets you experience it all. Val di Chiana is just steps away and T ...
From $386 per night (USD)Expedia
- From $98 per night (USD)
VRBO
Your holiday in Tuscany with Charme, between nature and vineyards thermal
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
La Casa di Assunta is one step away from all the main destinations in the region and the hospitality of this house will ...
From $98 per night (USD)VRBO
- From $389 per night (USD)
Expedia
Classic Stunning 3 Bedroom Apartment in Montepulciano with Air Conditioning,
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our Apartment is Located in an old Palace inside the Historical Center of Montepulciano and has Air Conditioning, severa ...
From $389 per night (USD)Expedia
- From $124 per night (USD)
VRBO
Apartment with a beautiful view of the pool and Torrita village
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This large flat (75sqm) is on the first floor and overlooks the garden and the swimming pool with Torrita di Siena on th ...
From $124 per night (USD)VRBO
- From $258 per night (USD)
VRBO
Guest House Corso
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
<p>Close to winery tours, this smoke-free vacation home brings it all within reach. Val di Chiana and Cantina del Redi a ...
From $258 per night (USD)VRBO
- From $558 per night (USD)
VRBO
Charming ancient watching tower near Montepulciano and Val d'Orcia - Siena
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 13
The farmhouse has been completely restored in 2009, according to the principles of bio-architecture; employing building ...
From $558 per night (USD)VRBO
- From $105 per night (USD)
Expedia
Apartment on the first floor with a view of the village
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This apartment (50 sqm) is on the first floor with a view of the countryside and the swimming pool with Torrita of Siena ...
From $105 per night (USD)Expedia
- From $1415 per night (USD)
VRBO
Podere Pisinano 8+2, Emma Villas
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
The Price includes: - Utilities: electricity - water - gas for cooking use - weekly linen, initial and final cleaning - ...
From $1415 per night (USD)VRBO
- From $128 per night (USD)
Expedia
Charming House in the heart of Montepulciano
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful charming flat, very romantic, ancient residence of the owner's great-grandfather, Notary of Montepulciano. Re ...
From $128 per night (USD)Expedia
- From $633 per night (USD)
VRBO
Podere San Buono 6, Emma Villas
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Price includes: - Utilities: electricity - water - gas for cooking use - weekly linen, initial and final cleaning - ...
From $633 per night (USD)VRBO
- From $844 per night (USD)
Expedia
Bossoncina 8+1, Emma Villas
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 9
The Price includes: -Utilities: electricity, water, gas for cooking use - weekly linen, initial and final cleaning - Zer ...
From $844 per night (USD)Expedia
- From $938 per night (USD)
VRBO
Le Terre Di Nunzio 12, Emma Villas
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
The Price includes: - Utilities: electricity - water - gas for cooking use - weekly linen, initial and final cleaning - ...
From $938 per night (USD)VRBO
- From $833 per night (USD)
Expedia
Charming Villa with private pool between Pienza and Montepulciano
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Villa Il Gelso is one of the three Villas of Casali Cellini . Careful restoration finished in May 2015 , using original ...
From $833 per night (USD)Expedia
- From $232 per night (USD)
VRBO
Holiday apartment with terrace
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The holiday apartment is located in a detached single-family home built in 1970, was renovated in 2017 and is furnished ...
From $232 per night (USD)VRBO
- From $79 per night (USD)
Expedia
Il Saragio open space in the Tuscan countryside
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Il Saragio is an open space of about 70 square meters obtained from the renovation of a farmhouse in the countryside of ...
From $79 per night (USD)Expedia
- From $125 per night (USD)
VRBO
Apartment on the first floor with a beautiful panoramic view
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
his large flat (75sqm) is on the first floor and overlooks the garden and the olive groves. It consists of a living room ...
From $125 per night (USD)VRBO
- From $443 per night (USD)
Expedia
Villa with private pool, air conditioning near wineries at 3km from village
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
The property is ancient “podere” that has been refurbished from 2010 to 2012 using the original materials, it lies at 3 ...
From $443 per night (USD)Expedia
- From $779 per night (USD)
VRBO
Casa Moscatella: A characteristic three-story age-old farm house surrounded by vineyards and olive groves, with Free WI-FI.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Casa Moscatella is a characteristic three-story age-old farm house surrounded by vineyards and olive groves. It sleeps s ...
From $779 per night (USD)VRBO
- From $646 per night (USD)
VRBO
Villa Bambina: A pleasant and spacious two-story villa surrounded by the greenery, with Free WI-FI.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Villa Bambina is a pleasant and spacious two-story villa surrounded by the greenery. It sleeps ten people. It is approxi ...
From $646 per night (USD)VRBO
- From $398 per night (USD)
VRBO
Typical villa with private pool in a panoramic position in southern Tuscany, a few kilometres from t
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 14
Old farmhouse with the typical Tuscan architectural features. Il Poggiarone is a splendid farmhouse with typical Tuscan ...
From $398 per night (USD)VRBO
- From $277 per night (USD)
Expedia
Cottage with private swimming pool, Jacuzzi and air conditioning. Extremely panoramic position, surr
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The holiday house Casa Cervognano, is plunged into a splendid landscape of silver olive groves and rows of vineyards, si ...
From $277 per night (USD)Expedia
- From $186 per night (USD)
VRBO
MONTEPULCIANO TUSCANY HOUSE 5 PLACES - 2 BATHROOMS - PARKING SPACE
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Tuscan-style villa, very close to the historic center of Montepulciano within walking distance. Arranged on the mezzanin ...
From $186 per night (USD)VRBO
- From $1984 per night (USD)
Expedia
Iperbole country house, between Pienza and Montepulciano
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 9
The house sleeps comfortably 9 people in 4 double bedrooms and 1 single ( full bed) , each with its own bathroom. .The ...
From $1984 per night (USD)Expedia
- From $420 per night (USD)
VRBO
GRACCIANO - Apartment 10 places - Montepulciano Historical Center
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Apartment located on the main street in the historic center of Montepulciano. Located on the third and fourth floor (man ...
From $420 per night (USD)VRBO
- From $352 per night (USD)
VRBO
Farmhouse Le Stringaie
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
The Le Stringaie farmhouse is an oasis of quiet and serenity in the green heart of Tuscany. We are in Val di Chiana, in ...
From $352 per night (USD)VRBO
- From $211 per night (USD)
VRBO
Suite room in farmhouse with swimming pool surrounded by nature
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Solevante Suite The garden leads to Solevante, characterized by a large living area located outdoors, under a romantic p ...
From $211 per night (USD)VRBO
- From $132 per night (USD)
Expedia
Apartment in Farmhouse
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Surrounded by vineyards growing grapes for the famous local wines, Vino Nobile di Montepulciano and Rosso di Montepulcia ...
From $132 per night (USD)Expedia
- From $316 per night (USD)
VRBO
Magnificent 2 Bedroom Apartment with Terrace and Air Conditioning
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Our apartment with Air Conditioning is located at the beginning and lower part of the Historical Center of Montepulciano ...
From $316 per night (USD)VRBO
- From $106 per night (USD)
Expedia
Apartment in Torrita, ground floor, terrace, swimming pool, Wi Fi, up to 4 pers
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This apartment (37 sqm) is on the ground floor. It consists of a living room with a kitchenette (fridge, toaster, kettle ...
From $106 per night (USD)Expedia
- From $159 per night (USD)
VRBO
Lovely apartment in Montepulciano countryside, wine tours, bike tours, relax
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is the ideal place for people to relax around the swimming pool. the apartment is equipped with a private bathroom ...
From $159 per night (USD)VRBO
- From $176 per night (USD)
Expedia
Montepulciano Lovely apartment in tuscany farmhouse with swimming pool, Wifi.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Ideal place for unforgettable holidays among friends and family in Tuscany, between vineyards and olive groves and field ...
From $176 per night (USD)Expedia
- From $491 per night (USD)
VRBO
Luxury Tuscan Villa in Val d'Orcia, close to Montepulciano, Pienza, and Pools!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
La Vittoria 10 is a traditional Tuscan Country Villa surrounded by greenery, forests and our olives grove. Strategic l ...
From $491 per night (USD)VRBO
- From $251 per night (USD)
Expedia
Villa Mulinello, secluded, panoramic view over Montepulciano valley.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
90m2, accommodates 6 guests. The original building, a 17th-century tower house, was restored in 1990 according to the Tu ...
From $251 per night (USD)Expedia
- From $262 per night (USD)
VRBO
Villa Banditello, secluded, panoramic view over Montepulciano valley.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Villa BANDITELLO, 130m2, accommodates 6 guests. The original building, dating back to the early 20th century, was restor ...
From $262 per night (USD)VRBO
- From $674 per night (USD)
Expedia
Podere Bagnolo 8, Emma Villas
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
The Price includes: - Utilities: electricity - water - gas for cooking use - weekly linen, initial and final cleaning - ...
From $674 per night (USD)Expedia
- From $328 per night (USD)
VRBO
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Casina Pellegrino - Tuscan Villa. A charming three tier house nestled in the sun kissed hills of Montepulciano, Italy. E ...
From $328 per night (USD)VRBO
- From $210 per night (USD)
Expedia
LA VINOVA Ancient House Walking Distance - A/C, Private Patio & Panorama
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
La Vinova it's a little ancient farmhouse with Wi-Fi and private patio with wide view on the Tuscan hills. The building ...
From $210 per night (USD)Expedia
- From $153 per night (USD)
VRBO
Fiammetta - Residence in an old Tuscan farmhouse near Montepulciano
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The Fiammetta residence is a cozy 3-person accommodation perfect for a couple with a child. Furnished with antique furni ...
From $153 per night (USD)VRBO
- From $218 per night (USD)
VRBO
La casa delle Querce - Policiano suite
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
<p>Close to birdwatching, cycling, and more, this pet-friendly apartment brings it all within reach. Thanks to the conve ...
From $218 per night (USD)VRBO




































































































