Agriturismo Pescaia is situated in Montepulciano, a short drive from Chianciano Terme and San Quirico d’Orcia, offering a peaceful retreat in the Tuscan countryside. This farm stay consistently receives excellent ratings for its location, cleanliness, and overall experience. The apartments are decorated in a rustic style, providing a comfortable and authentic Tuscan feel. Guests can enjoy amenities such as a fully equipped kitchen, free Wi-Fi, and a private bathroom, as well as interact with farm animals and indulge in fresh produce grown on-site.
9.9 14 reviews
Montepulciano
21/07 – 23/07
SG$487/nighttotal: SG$974 (2 )
Prugnolo Grand View
3 2
house , Montepulciano
Prugnolo Grand View, a spacious villa, is located in Montepulciano, 21 kilometres from Mount Amiata and 47 kilometres from Perugia San Francesco d'Assisi Airport, with Bagno Vignoni a mere 21 kilometres away. This villa offers accommodation for up to 13 guests across 250 square metres, featuring air conditioning, a terrace, complimentary WiFi, and a shared kitchen, with Bagni San Filippo 29 kilometres distant.
9.8 160 reviews
Montepulciano
26/06 – 28/06
SG$447/nighttotal: SG$894 (2 )
In Toscana Camere
3 4
house , Pienza
In Toscana Camere, you'll find a peaceful countryside retreat located just 10km from Pienza, a 24km drive from Montepulciano, and 48km from Montalcino. The property has received excellent ratings for cleanliness, location, and user experience. The houses and apartments offer a blend of traditional Tuscan charm and modern amenities. Guests can enjoy a fully equipped kitchen, free Wi-Fi, air conditioning, and a garden, perfect for relaxing and enjoying the peaceful surroundings.
10 5 reviews
Montepulciano
27/06 – 04/07
SG$201/nighttotal: SG$1407 (7 )
35 M² Farmhouse ∙ 1 Bedroom ∙ 3 Guests
1 2
farm , Montepulciano
Farm rental for 3 people with an excellent rating of 100% based on 5 reviews. You will be in Montepulciano. Services and facilities include a kitchen, an iron and a garden. This accommodation also has air conditioning!
Montepulciano
22/08 – 25/08
SG$956/nighttotal: SG$2868 (3 )
Stunning Private Villa For 10 People With Hot Tub, Wifi, A/c, Tv And Patio
4 2
house , Montepulciano
This villa is situated 2 kilometres from Montepulciano, within the renowned Val D'Orcia region, and is 34 kilometres from Montalcino. Offering 300 square metres of space for up to ten guests, this property features four bedrooms, three bathrooms, air conditioning, a private swimming pool, and Wi-Fi, with a well-equipped kitchen ideal for preparing meals.
10 18 reviews
Montepulciano
26/06 – 28/06
SG$1118/nighttotal: SG$2236 (2 )
Terra Antica Tuscany Living - Merlot Suite
2 4
apartment , Montepulciano
Terra Antica Apartments are located in the Fornace district of Montepulciano, just a short walk from the town centre and its main square, the Duomo. The apartments have received excellent ratings for location, cleanliness and user experience. The apartment offers 71 square metres of space, comfortably accommodating up to six people in two double bedrooms with two private bathrooms. Guests can enjoy a private swimming pool, a garden and stunning views of the historic town from their private balconies, as well as modern amenities including air conditioning, a fully equipped kitchen with a dishwasher and free Wi-Fi.
9.2 15 reviews
Montepulciano
26/06 – 28/06
SG$317/nighttotal: SG$634 (2 )
Vecchio Molino Gorone
3 4
house , Sarteano
Vecchio Molino Gorone, near Sarteano, is conveniently located approximately 16km from Montepulciano Terme, 32km from Bagni San Filippo, and 47km from Mount Amiata, offering easy access to Tuscany's thermal baths and hiking opportunities. This 120 square metre holiday home boasts three bedrooms, three bathrooms, and sleeps up to 15 guests, featuring a fully equipped kitchen, free Wi-Fi, private parking, and a relaxing garden.
8.9 558 reviews
Montepulciano
18/07 – 19/07
SG$496/nightfor 1 night
Agriturismo La Pietriccia
2 7
farm , Chianciano Terme
Agriturismo La Pietriccia is a short 5-minute drive from the centre of Chianciano Terme, offering a peaceful escape from the town's hustle and bustle. It has received excellent ratings for its location, cleanliness and overall experience. The farm offers a range of facilities including a swimming pool, terrace and garden, perfect for relaxing. Guests can enjoy organic dining, sample locally produced wine and benefit from a range of amenities including a fitness centre, bar and restaurant.
9.3 63 reviews
Montepulciano
25/08 – 29/08
SG$295/nighttotal: SG$1180 (4 )
Podere La Cava
2 4
house , Chianciano Terme
Podere La Cava is a holiday home located in Chianciano Terme, just 2.7 kilometres from Montepulciano Terme and 26 kilometres from Bagno Vignoni, offering a peaceful setting in the Tuscan countryside. The property has received excellent user ratings for its location, cleanliness and overall experience. The accommodation features a well-equipped kitchen with a dishwasher and oven, a private bathroom with a walk-in shower and hair dryer, and a comfortable seating area with a flat-screen TV. Guests can enjoy the private swimming pool, the garden, the patio and the barbecue facilities.
9.1 101 reviews
Montepulciano
11/07 – 12/07
SG$359/nightfor 1 night
Pulcinella Appartamento Tipico Centro Storico
2 2
house , Montepulciano
This charming two-bedroom apartment is situated in the historic centre of Montepulciano, just 5.8 kilometres from the thermal baths of Montepulciano Terme and a scenic 21-kilometre drive from the famous thermal springs of Bagno Vignoni. The property has consistently received excellent ratings for its location, cleanliness, and overall experience. The 67 square metre apartment comfortably accommodates up to five guests and features a fully equipped kitchen with a dishwasher, a shared lounge, and bicycle parking. The apartment offers modern amenities, including free Wi-Fi, and a peaceful atmosphere, perfect for exploring the town's attractions, relaxing, and enjoying the surrounding countryside.
9.7 362 reviews
Montepulciano
22/08 – 25/08
SG$201/nighttotal: SG$603 (3 )
Agriturismo I Roseti
1 2
farm , Montepulciano
Agriturismo I Roseti is located in the Tuscan hills, just 14 kilometres from Bagno Vignoni and 43 kilometres from Arezzo, offering stunning views of the surrounding olive groves and orchards. It boasts excellent user, location and cleanliness ratings. The property is a one-bedroom farmhouse with a floor area of 50 square metres, featuring a kitchenette, a private bathroom, and a living room with a flat-screen TV. Guests can enjoy a welcome basket filled with local treats, BBQ facilities, and free WiFi, as well as a terrace, garden, and parking.
9.7 82 reviews
Montepulciano
09/08 – 12/08
SG$226/nighttotal: SG$678 (3 )
La Casa Degli Archi
2 3
house , Montepulciano
La Casa degli Archi is a charming house located in Montepulciano, just a short distance from the town's thermal baths and within easy reach of the majestic Mount Amiata. It has consistently received excellent ratings for its location, cleanliness and overall experience. The property provides comfortable accommodation for up to four guests, with two bedrooms and a spacious 80 square metre floor area. Enjoy a range of amenities including air conditioning, a fully equipped kitchen, a private balcony with city views, and access to a garden, parking and bicycle rental services.
Best Montepulciano villas and holiday homes with a pool
Among the 40 accommodations in Montepulciano, here are the 4 best villas and holiday homes with a pool
Montepulciano
30/09 – 02/10
SG$985/nighttotal: SG$1970 (2 )
Villa Salice Auf Der Locanda Cicolina
5 3
house , Montepulciano
Villa Salice, a spacious 240 square metre property, is located in Nottola, 48 kilometres from Piazza Grande and 24 kilometres from Bagno Vignoni, offering ample room for up to 19 guests with five bedrooms and four bathrooms. This villa boasts a seasonal swimming pool, a garden, a terrace with pool views, air conditioning, complimentary WiFi, and private parking with an electric vehicle charging station, making it ideal for families and groups seeking a comfortable stay in the Montepulciano region.
9.1 137 reviews
Montepulciano
25/08 – 29/08
SG$279/nighttotal: SG$1116 (4 )
Le Corolle
2 4
house , Montepulciano
Le Corolle is a holiday home located just 2 kilometres outside of Montepulciano, offering a peaceful retreat close to the town's attractions. The property has consistently received excellent ratings for location, cleanliness and overall user experience. The self-catering accommodation features a well-equipped kitchenette, a private bathroom, a terrace and a garden. Guests can enjoy a refreshing dip in the seasonal outdoor pool, relax on the terrace, cook up a meal on the barbecue, or make use of the free private parking.
9.4 50 reviews
Montepulciano
05/12 – 08/12
SG$1302/nighttotal: SG$3906 (3 )
Montepulciano Luxe Escape
7 4
house , Montepulciano
This seven-bedroom villa is located in Montepulciano, 21 kilometres from Bagno Vignoni and 27 kilometres from Bagni San Filippo, with Mount Amiata and thermal spas within reach. This spacious property offers a private swimming pool, hot tub, and Wi-Fi, ideal for families and groups seeking a self-catering retreat with air conditioning and parking.
Montepulciano
19/08 – 21/08
SG$714/nighttotal: SG$1428 (2 )
90 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests
2 2
farm , Torrita di Siena
Farm listing for up to 4 people. This accommodation is based in Torrita di Siena. Services and facilities: a swimming pool, free parking and a dish washer. This accommodation is very convenient for families.
Best Montepulciano villas and holiday homes with a kitchen
10 6 reviews
Montepulciano
08/08 – 27/08
SG$245/nighttotal: SG$4655 (19 )
60 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests
1 2
farm , Montepulciano
Farm rental for up to 2 guests with an excellent rating of 100% based on 6 reviews. You will be based in Montepulciano. Facilities and services: a terrace, an iron and air conditioning. This accommodation is ideal for families.
Montepulciano
19/08 – 21/08
SG$487/nighttotal: SG$974 (2 )
Villa Azzurro
1 2
house , Trequanda
This detached house in Trequanda is located 46 kilometres from Piazza Grande and offers convenient access to Bagno Vignoni (24 kilometres) and Bagni San Filippo (38 kilometres). This 142 square metre villa accommodates up to seven guests with three bedrooms and two bathrooms, featuring air conditioning, a fully equipped kitchen, WiFi, private parking, and an outdoor swimming pool.
Montepulciano
26/06 – 28/06
SG$178/nighttotal: SG$356 (2 )
110 M² House ∙ 2 Bedrooms ∙ 4 Guests
2 4
house , Montepulciano
This villa is located in Acquaviva di Montepulciano, just a few kilometres from the historic town of Montepulciano, offering a tranquil Tuscan countryside setting. This 110 square metre villa sleeps four guests across two bedrooms and two bathrooms, featuring a private kitchen, air conditioning, a hot tub, and a private terrace with countryside views, with family-friendly amenities and private parking available.
Montepulciano
05/12 – 07/12
SG$3111/nighttotal: SG$6222 (2 )
Villa Bravio: A Characteristic And Welcoming Two-story Villa Made Of Stone, With Free Wi-fi.
6 4
house , Montepulciano
This sizeable villa near Montepulciano, Tuscany, is within walking distance of Val di Chiana and a 12-minute walk (approximately 1 km) from the Terme di Montepulciano spa. The 450-square-metre property boasts six bedrooms, seven bathrooms, sleeps twelve guests, and includes a private pool, garden, parking, and fully equipped kitchen with dishwasher; Wi-Fi is also available.
Frequently asked questions about villa rentals in Montepulciano
What are the must-see attractions in and around Montepulciano?
Montepulciano is a treasure trove of attractions! The historic centre is a must-see, with the Duomo, Palazzo Comunale, and the Fortezza di Montepulciano being highlights. You can't miss the underground Etruscan tunnels, and the surrounding countryside is dotted with charming villages like Pienza and Cortona, each with its own unique character.
What types of wildlife can travelers expect to see in the area of Montepulciano?
The countryside around Montepulciano is home to a variety of wildlife. Keep an eye out for red squirrels darting through the trees, hares hopping through the fields, and various bird species like the hoopoe and the golden oriole. If you're lucky, you might even spot a wild boar or a fox in the early morning or late evening.
What are the best villa rentals with a pool in Montepulciano?
Spring (April-May) and autumn (September-October) are the best times to visit, offering pleasant weather and fewer crowds. You'll experience the beauty of the Tuscan countryside in full bloom during spring, and the vibrant colours of autumn foliage in the fall. Summer can be hot and crowded, but the region comes alive with festivals and events.
What are the best villa rentals with a jacuzzi in Montepulciano?
When is it easiest to book a villa rental in Montepulciano?
Booking a villa rental in the shoulder seasons (April-May and September-October) is often easier and more affordable than during peak season. You'll have a wider selection of properties available and can generally secure better rates. However, if you're looking for a specific villa, it's always best to book well in advance, regardless of the season.
What are the best villa rentals for families and kids in Montepulciano?
What are the top hiking trails near Montepulciano?
Montepulciano is a great base for hiking. The Sentiero del Vino, which follows the old Roman road, offers stunning views of the vineyards and the Val d'Orcia. For a more challenging hike, try the trail to the top of Mount Amiata, the highest peak in the region. And for a leisurely stroll, follow the path along the River Chiana.
What are the best pet friendly villa rentals in Montepulciano?
What are the advantages of renting a house or a villa in Montepulciano
Renting a villa in Montepulciano offers a level of privacy and independence that you won't find in a hotel. You can cook your own meals, relax in your own space, and enjoy the beautiful surroundings at your own pace. It's also a great way to experience the local culture and lifestyle.
What are the best villa rentals with parking in Montepulciano?
Are there popular destinations near Montepulciano?
Absolutely! Montepulciano is perfectly situated for exploring the region. Within a short drive, you can visit the charming hilltop town of Pienza, known for its Renaissance architecture and delicious Pecorino cheese. The historic city of Siena, with its iconic Piazza del Campo, is also within easy reach. And for a taste of the Renaissance, head to Florence, just a couple of hours away.
Destinations nearby
Best Montepulciano villas and holiday homes with a fireplace
Montepulciano
05/12 – 08/12
SG$4006/nighttotal: SG$12018 (3 )
Villa Pianoia Elegance And Historic Charm For Groups And Special Events
7 4
house , Montepulciano
Villa Pianoia, a large holiday home in the Tuscan countryside between Montepulciano and the Val d'Orcia, offers easy access to attractions such as the Piscine Termali Theia and Terme di Chianciano. This 450-square-metre, two-level property boasts seven bedrooms, nine bathrooms, and accommodates up to sixteen guests, featuring two living rooms with fireplaces, two dining areas with fully equipped kitchens, a mini pool with a whirlpool, and an Italian garden.
Montepulciano
05/12 – 08/12
SG$1233/nighttotal: SG$3699 (3 )
Villa ∙ 7 Bedrooms ∙ 14 Guests
7 4
house , Montepulciano
This expansive villa is located in a district of Montepulciano providing easy access to the town's historic centre, a UNESCO World Heritage site renowned for its Renaissance architecture. Offering accommodation for up to 14 guests, this property features seven bedrooms, multiple well-equipped kitchens including one with seating for 20, a swimming pool, Jacuzzi, air conditioning, and WIFI throughout, with six bedrooms boasting ensuite bathrooms and several with whirlpool bathtubs.
9.7 467 reviews
Montepulciano
19/08 – 21/08
SG$214/nighttotal: SG$428 (2 )
Agriturismo Riposati
2 2
house , Pienza
This house is located near Monticchiello, a charming village just 2 kilometres away, and a short 20-minute drive from the famous town of Montepulciano. It has received excellent ratings for location, cleanliness and user experience. The house has one bathroom and features a fully equipped kitchen, a garden and free Wi-Fi. Guests can enjoy stunning views of the Val d'Orcia hills and relax in the tranquil garden setting.
Montepulciano
01/09 – 06/09
SG$297/nighttotal: SG$1485 (5 )
House ∙ 3 Bedrooms ∙ 7 Guests
3 2
house , Montepulciano
Vacation house to rent for 7 guests. You will be in Montepulciano. Services and facilities include a swimming pool, a barbecue and free parking. This house in Montepulciano also has a garden!
Best Montepulciano villas and holiday homes with jacuzzi
8.8 5 reviews
Montepulciano
05/12 – 08/12
SG$1530/nighttotal: SG$4590 (3 )
My Rental Homes - Villa Incanto With Pool Offers An Amazing View Of Montepulicano
7 4
house , Montepulciano
This seven-bedroom villa is situated in Montepulciano, close to the Torre del Pulcinella and Palazzo Comunale, offering easy access to the natural beauty of Pienza and Val di Chiana. Sleeping up to 15 guests, this large property boasts a private swimming pool, hot tub, fully equipped kitchen including a dishwasher, and is conveniently located near tourist attractions.
Montepulciano
01/09 – 06/09
SG$6265/nighttotal: SG$31325 (5 )
Villa ∙ 6 Bedrooms ∙ 12 Guests
6 2
house , Montepulciano
Villa Bene, a luxurious 12-bedroom property, is situated in the countryside between Val di Chiana and Val d'Orcia, 3km from Montepulciano's historic centre and close to Pienza. This large holiday home boasts a private wellness centre with an indoor heated pool, jacuzzi, and sauna, plus a 1.5km private trail, access to Villa Treci's park, and offers daily breakfast and optional chef-prepared meals.
9.8 618 reviews
Montepulciano
25/08 – 29/08
SG$926/nighttotal: SG$3704 (4 )
Tuscan Relais Il Serraglio
2 4
farm , Montepulciano
Il Serraglio is a family-run farm located 3 kilometres from Montepulciano, close to the town's thermal baths and a 15-minute drive from Pienza. The farm has received excellent ratings for its location, cleanliness, and overall experience. The farm offers a choice of elegantly furnished rooms and apartments. Guests can enjoy amenities including a swimming pool, large gardens, a Jacuzzi, and BBQ facilities.
9.9 132 reviews
Montepulciano
19/08 – 21/08
SG$464/nighttotal: SG$928 (2 )
Cottage In Val D'orcia Tuscany, Jacuzzi & Hot Tub!
1 2
house , Chianciano Terme
This charming cottage is situated in the picturesque Val d'Orcia, a UNESCO World Heritage Site, just 15 kilometres from the historic town of Montepulciano. It has received excellent ratings for its location, cleanliness, and overall experience. The self-catering property offers a private patio with a marble table for al fresco dining, a double Jacuzzi tub, a new memory foam mattress, and a treadmill. Guests can also enjoy the swimming pool, the Swedish hot tub, and the fitness centre, as well as arrange winery tours and tastings.