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40 Villa rentals in Montepulciano
8.6 52 reviews
Montepulciano
07/18 – 07/19
$491/nightfor 1 night
Masseria Del Bosco Poderuccio
3 7
farm , Chianciano Terme
Masseria del Bosco Poderuccio, a rural retreat in Chianciano Terme, Italy, is conveniently located 16 miles from Montepulciano Terme, 8 miles from Bagno Vignoni, and 25 miles from Mount Amiata, offering easy access to Tuscan attractions. This one-bedroom, one-bathroom farmhouse rental boasts 170 square feet of living space, featuring a private entrance, garden views, a swimming pool, free Wi-Fi, and free parking; amenities include a microwave, coffee machine, and kettle.
9.8 8 reviews
Montepulciano
12/05 – 12/08
$150/nighttotal: $450 (3 )
50 M² Farmhouse ∙ 1 Bedroom ∙ 4 Guests
1 4
farm , Montepulciano
Farm for 4 guests with an excellent rating of 98% based on 8 reviews. Your accommodation will be located in Montepulciano. Facilities and services: a kitchen, a washing machine and free parking. Take a dip in the pool of this accommodation in Montepulciano!
9.9 67 reviews
Montepulciano
06/27 – 07/04
$282/nighttotal: $1974 (7 )
Alberto Charming Home
2 2
house , Montepulciano
Alberto Charming Home is located in Montepulciano, a charming Tuscan town, just 27 miles from Siena and 31 miles from Perugia, making it the perfect base for exploring the region. The house has received excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay. The 1400 square foot home comfortably accommodates up to 8 guests in its 2 bedrooms and 2 bathrooms. The house features a fully equipped kitchen, free Wi-Fi, air conditioning, and parking, along with stunning garden views, making it ideal for a relaxing and enjoyable vacation.
9.3 63 reviews
Montepulciano
08/25 – 08/29
$229/nighttotal: $916 (4 )
Podere La Cava
2 4
house , Chianciano Terme
Podere La Cava is located in Chianciano Terme, a short drive from Montepulciano Terme and the charming town of Bagno Vignoni. This rental property has earned excellent ratings for its location, cleanliness and overall experience. The house features a private pool and garden, perfect for relaxing and enjoying the Tuscan sunshine. Guests can also take advantage of the barbecue facilities, fully equipped kitchen, and modern amenities like a private bathroom with a walk-in shower and a satellite flat-screen TV.
9.6 1309 reviews
Montepulciano
07/18 – 07/19
$1921/nightfor 1 night
Relais Villa Grazianella | Una Esperienze
4 7
farm , Montepulciano
Villa Grazianella is a wine farm located in the Tuscan countryside, a short drive from Chiusi, Siena, and Florence, offering a peaceful escape surrounded by olive groves and vineyards. This charming property has received excellent ratings for location, cleanliness, and user experience. The 17th-century villa features traditional Tuscan architecture with exposed wooden beams. Guests can enjoy a refreshing dip in the outdoor pool, savor authentic local cuisine at the on-site restaurant, and take advantage of amenities like a fitness center, room service, and free parking.
Montepulciano
06/26 – 06/28
$139/nighttotal: $278 (2 )
110 M² House ∙ 2 Bedrooms ∙ 4 Guests
2 4
house , Montepulciano
Villa Pandolfina is an idyllic Tuscan countryside villa located in Acquaviva di Montepulciano, a peaceful village just 3 miles from the world-famous Renaissance town of Montepulciano. This 1180 square foot house accommodates up to 4 guests in 2 bedrooms and 2 bathrooms, featuring air conditioning, a fully equipped kitchen with a capsule machine and moka pot, a hot tub, a private terrace, a balcony, a garden, and parking.
Montepulciano
08/08 – 08/27
$1112/nighttotal: $21128 (19 )
Villa Boschetto By Mmega
5 2
house , Montepulciano
This five-bedroom, five-bathroom villa in Montepulciano is conveniently located within two miles of Val di Chiana, San Biagio, Torre del Pulcinella, Cantina Contucci, and the Consorzio del Vino Nobile di Montepulciano. The 1830-square-foot property boasts a swimming pool, garden, and fully equipped kitchen, comfortably accommodating up to twelve guests and offering amenities such as a washer/dryer and free Wi-Fi.
Montepulciano
09/01 – 09/06
$231/nighttotal: $1155 (5 )
House ∙ 3 Bedrooms ∙ 7 Guests
3 2
house , Montepulciano
Accommodation for 7 guests. Your accommodation will be located in Montepulciano. Services and facilities: a garden, a kitchen and a swimming pool. This house in Montepulciano also has a terrace!
Montepulciano
12/05 – 12/07
$397/nighttotal: $794 (2 )
90 M² House ∙ 3 Bedrooms ∙ 6 Guests
3 4
house , Torrita di Siena
This restored 17th-century stone house, Casa Mulinello, is located in Torrita di Siena, offering panoramic views of the Montepulciano valley, San Biagio Temple, Monte Amiata, and Val d'Orcia hills, and is situated 0.8 miles from Montefollonico and 4.3 miles from Montepulciano. This pet-friendly, family-friendly villa spans 970 square feet, accommodates up to six guests in three bedrooms and two bathrooms, and features a kitchen with a fridge and dishwasher, a terrace, a garden, and parking, with internet access provided.
9.7 82 reviews
Montepulciano
08/09 – 08/12
$176/nighttotal: $528 (3 )
La Casa Degli Archi
2 3
house , Montepulciano
La Casa degli Archi is located in Montepulciano, close to the town's thermal baths, Montepulciano Terme, and within easy reach of other attractions like Bagno Vignoni and Bagni San Filippo. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. This 2-bedroom home offers 860 square feet of space, comfortably accommodating up to 4 guests. The fully equipped kitchen, air conditioning, private balcony with city views, and free Wi-Fi allow for a relaxing and convenient stay.
9.4 19 reviews
Montepulciano
06/26 – 06/28
$405/nighttotal: $810 (2 )
95 M² Farmhouse ∙ 3 Bedrooms ∙ 6 Guests
3 4
farm , Montepulciano
Farm listing for up to 6 people with an excellent rating of 94% based on 19 reviews. Your accommodation will be based in Montepulciano. Services and facilities: a tennis court, air conditioning and a restaurant. Enjoy a swimming pool in this accommodation in Montepulciano!
8.9 529 reviews
Montepulciano
08/25 – 08/29
$295/nighttotal: $1180 (4 )
Agriturismo Il Fienile
3 4
house , Montepulciano
Agriturismo Il Fienile, a farmhouse rental near Montepulciano, Tuscany, is located 1.2 miles from Montepulciano's historic center and 20 miles from the Chiusi-Chianciano A1 motorway exit, offering easy access to Tuscan wine cellars and Siena (31 miles away). This family-friendly property features a swimming pool, a terrace, a garden, on-site parking, and individually decorated apartments with fully equipped kitchens, complimentary farm-fresh produce, and barbecue facilities.
Traveler-Approved Holiday Houses with Swimming Pool in Montepulciano
Take a dip after your hike; these vacation homes in Montepulciano come with a refreshing on-site swimming pool.
Montepulciano
09/01 – 09/06
$145/nighttotal: $725 (5 )
House ∙ 1 Bedroom ∙ 3 Guests
1 2
house , Montepulciano
Book this vacation rental for up to 3 people. This accommodation is located in Montepulciano. Facilities and services include a kitchen, a washing machine and a swimming pool. Enjoy free parking with this accommodation in Montepulciano!
9.4 1919 reviews
Montepulciano
09/30 – 10/02
$279/nighttotal: $558 (2 )
Salcheto Winehouse
1 3
farm , Montepulciano
Salcheto Winehouse is located just outside of Montepulciano, a charming town known for its historic architecture and delicious wines. The farm is highly rated, receiving excellent scores for location, cleanliness, and overall user experience. The farmhouse features a private garden and stylish rooms with modern amenities. Guests can enjoy a sweet buffet breakfast, relax in the heated outdoor hot tub, and explore the on-site wine cellar for tastings and traditional product sampling.
Montepulciano
08/19 – 08/21
$359/nighttotal: $718 (2 )
51 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests
1 2
farm , Torrita di Siena
Farm for 2 guests. You will be located in Torrita di Siena. Facilities and services include a freeze, rooms suitable for events and free parking. This accommodation is ideal for families.
9.8 618 reviews
Montepulciano
08/25 – 08/29
$721/nighttotal: $2884 (4 )
Tuscan Relais Il Serraglio
2 4
farm , Montepulciano
This gîte is located in a rural area of Montepulciano, within 2 miles (3 kilometers) of Val di Chiana, San Biagio, and Terme di Montepulciano Spa, and offers an attached winery, a seasonal outdoor pool, a garden, and barbecue grills. With excellent user, location, and cleanliness ratings, this gîte features a kitchen with a fridge, freezer, and microwave oven, air conditioning, a swimming pool, a Jacuzzi, a terrace or balcony, a garden, room service, and parking.
Best Montepulciano houses with a kitchen
Montepulciano
08/08 – 08/27
$1087/nighttotal: $20653 (19 )
170 M² Villa ∙ 5 Bedrooms ∙ 12 Guests
5 2
house , Montepulciano
Villa Boschetto, a spacious five-bedroom estate in the Val d'Orcia countryside near Montepulciano, offers easy access to the historic town center. This 1830-square-foot vacation home features five ensuite bathrooms, a fully equipped kitchen with a dishwasher and refrigerator, a private garden with a BBQ and wood-fired oven, and accommodates up to 12 guests.
9.7 35 reviews
Montepulciano
12/05 – 12/07
$422/nighttotal: $844 (2 )
Villa In Toscana Con Piscina Privata, Relax Natura
2 4
house , Montepulciano
This luxurious villa is located near Montepulciano, Italy, just 0.6 miles from the historic center and the Temple of San Biagio, offering easy access to Tuscany's renowned attractions. The two-bedroom, two-bathroom house sleeps four, features a private pool with stunning countryside views, a fully equipped kitchen, air conditioning, and private parking, perfect for a relaxing Tuscan getaway.
10 35 reviews
Montepulciano
07/14 – 07/22
$2878/nighttotal: $23024 (8 )
Walk To Town-luxury Tuscan Estate-5br+bonus/6.5ba/sleeps 16-infinity Pool & Spa
6 2
house , Montepulciano
This Montepulciano villa is conveniently located within a 2 kilometer radius of popular attractions like Val di Chiana, San Biagio, Torre del Pulcinella, Church of St. Agnes, and Cantina Contucci. The property consistently receives excellent ratings from previous guests. The 5-bedroom home comfortably sleeps up to 14 guests. Enjoy a private pool, a fitness center, a jacuzzi, and a terrace perfect for relaxing and enjoying the Tuscan sunshine.
9.9 336 reviews
Montepulciano
07/18 – 07/19
$656/nightfor 1 night
Villa Poliziana San Benedetto
2 7
house , Montepulciano
Villa Poliziana San Benedetto is located in the countryside near Montepulciano, about 3 kilometers from the town center and a 12-minute drive from Chianciano Terme. This 2-bedroom, 2-bathroom villa offers a peaceful escape with a large garden, a swimming pool, a Jacuzzi, and a terrace for outdoor dining, perfect for families or groups of up to 4 guests.
Frequently Asked Questions about villa rentals in Montepulciano
What are the must-see attractions in and around Montepulciano?
You can't miss the historic center of Montepulciano, with its beautiful Piazza Grande. Take a walk through the underground Etruscan tunnels, and visit the Fortezza, an ancient fortress offering panoramic views of the valley. Just outside of town, you'll find the stunning Chiesa di San Biagio, a Renaissance church with a beautiful facade.
What types of wildlife can travelers expect to see in the area of Montepulciano?
You'll see plenty of birds, like hawks and owls, in the hills around Montepulciano. If you're lucky, you might spot a fox or a wild boar, but they tend to be shy. The local wildlife is mostly harmless, but it's always a good idea to keep your distance and be respectful of their habitat.
What are the best villa rentals with a pool in Montepulciano?
The best time to visit Montepulciano is in the spring or fall. The weather is perfect for exploring the town and the surrounding countryside, and the crowds are smaller than in the peak summer months. You'll also experience the beauty of the vineyards during harvest season.
What are the best villa rentals with a jacuzzi in Montepulciano?
When is it easiest to book a villa rental in Montepulciano?
The shoulder seasons, spring and fall, are the best time to book a villa rental in Montepulciano. You'll find better deals and availability, and you'll avoid the crowds and higher prices of the summer months.
What are the best villa rentals for families and kids in Montepulciano?
What are the top hiking trails near Montepulciano?
The Sentiero del Vino is a popular hiking trail that takes you through the vineyards and olive groves of the region. For a more challenging hike, try the Sentiero degli Etruschi, which follows an ancient Etruscan road. You can also find shorter trails near the town, like the one leading to the Sanctuary of Madonna di San Biagio.
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 offers privacy, space, and independence. You'll have your own kitchen, so you can prepare your own meals, and you can relax in your private garden or pool without worrying about crowds. It's a great way to experience the local lifestyle.
What are the best villa rentals with parking in Montepulciano?
Are there popular destinations near Montepulciano?
Yes, there are many popular destinations near Montepulciano. You can visit the beautiful city of Siena, explore the charming town of Pienza, or take a day trip to the thermal baths of Bagno Vignoni. The region is full of historical sites, beautiful landscapes, and delicious food and wine.
Destinations nearby
Best Montepulciano houses with a fireplace
Montepulciano
08/19 – 08/21
$6185/nighttotal: $12370 (2 )
Agriturismo La Chiusa Tuscany
18 2
house , Torrita di Siena
La Chiusa is a villa located in the mountains of Torrita di Siena, just a short distance from the Palazzo Borgia and Artemisia Gallery. The surrounding area offers a peaceful escape from the hustle and bustle of city life, allowing you to fully immerse yourself in the tranquility of the Tuscan countryside. This luxurious estate spans 40,000 square feet and can accommodate up to 40 guests. La Chiusa offers a wide range of amenities, including a swimming pool, spa, and garden, as well as activities like mountain biking, horse riding, and wine tasting.
9.0 8 reviews
Montepulciano
12/05 – 12/08
$316/nighttotal: $948 (3 )
Casa Cervognano
2 4
house , Montepulciano
Casa Cervognano is a peaceful countryside retreat just 5.8 miles outside of Montepulciano, offering easy access to both the town center and Montepulciano Terme. The villa has received excellent ratings for its location, cleanliness, and overall user experience. The two-bedroom villa provides 750 square feet of comfortable living space. Guests can enjoy a private pool and garden, modern amenities like air conditioning and Wi-Fi, and a variety of activities, including barbecue facilities and complimentary bikes for exploring the surrounding area.
Montepulciano
09/01 – 09/06
$1142/nighttotal: $5710 (5 )
Villa In Montepulciano With 7 Bedrooms Sleeps 14
7 2
house , Montepulciano
Villa San Biagio, a large vacation home in the Orcia Valley, is located 1.9 miles from Montepulciano, within walking distance of the town and convenient to Cortona (21 miles) and Montalcino (23 miles). This seven-bedroom, seven-bathroom estate sleeps fourteen guests and boasts a private pool, Jacuzzi, multiple kitchens, a barbecue with a wood-fired oven, and offers access to guided winery tours and e-bike rentals.
9.9 134 reviews
Montepulciano
12/05 – 12/08
$229/nighttotal: $687 (3 )
Agriturismo Podere San Pietro
3 4
farm , Montepulciano
Agriturismo Podere San Pietro is located in the Tuscan countryside, just a short drive from Montepulciano, Chianciano Terme, and Pienza. The property boasts excellent ratings for location, cleanliness, and user experience. The farm offers a comfortable apartment with three bedrooms and one bathroom. Guests can enjoy a fully equipped kitchen, a furnished patio, and access to a fitness center, garden, and parking.
Best Montepulciano villas and beach houses with jacuzzi
9.9 132 reviews
Montepulciano
08/19 – 08/21
$361/nighttotal: $722 (2 )
Cottage In Val D'orcia Tuscany, Jacuzzi & Hot Tub!
1 2
house , Chianciano Terme
This charming cottage is conveniently located in the picturesque Val d'Orcia, a UNESCO World Heritage Site, just a short drive from the enchanting towns of Montepulciano, Pienza, Cortona, and Siena. The property consistently receives excellent ratings for its cleanliness, location, and overall guest experience. The cottage is a one-bedroom, one-bathroom dwelling that comfortably accommodates two guests. It offers a range of amenities, including a private patio, a Swedish hot tub, a fully equipped kitchen, and a luxurious bathroom with a double Jacuzzi tub. Guests can also enjoy the convenience of free Wi-Fi, air conditioning, and access to a shared swimming pool and fitness center.
8.5 146 reviews
Montepulciano
08/25 – 08/29
$287/nighttotal: $1148 (4 )
Podere Santaadele
2 4
farm , Montepulciano
Podere SantaAdele is a farm stay located 4.3 miles outside of Montepulciano, near the Terme di Montepulciano hot springs, offering a peaceful rural setting. The farm has received very good ratings for location, cleanliness, and overall experience. The farm offers various accommodations, including rooms and apartments. Guests can enjoy a swimming pool, a garden with barbecue facilities, and free Wi-Fi and parking.
9.1 445 reviews
Montepulciano
06/26 – 06/28
$242/nighttotal: $484 (2 )
Agriturismo Palazzo Bandino - Wine Cellar, On Reservation Restaurant And Spa
1 4
farm , Chianciano Terme
Agriturismo Palazzo Bandino is located in the countryside near Chianciano Terme, just a short drive from the town center and its famous thermal springs. The farm consistently receives high ratings for its cleanliness, location, and overall experience. The property offers a variety of accommodations, including rooms with garden views. Guests can enjoy a range of amenities and activities, such as a swimming pool, a spa, a restaurant serving local cuisine, a wine cellar, and a working farm experience.
8.8 5 reviews
Montepulciano
12/05 – 12/08
$1190/nighttotal: $3570 (3 )
My Rental Homes - Villa Incanto With Pool Offers An Amazing View Of Montepulicano
7 4
house , Montepulciano
Villa Incanto, a luxurious Tuscan estate, is located 0.6 miles from Montepulciano, near Chianciano Terme, offering easy access to attractions like the Torre del Pulcinella and Palazzo Comunale. This seven-bedroom, eight-bathroom villa sleeps fifteen guests and boasts a private pool, Jacuzzi, garden, and access to locally sourced produce, along with amenities including Wi-Fi, air conditioning, and a fully equipped kitchen.