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Montepulciano villas
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40 Villa rentals in Montepulciano

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.

La Casa Di Emanuela - Montepulciano
10 1 review
Montepulciano
09/04 – 09/11
$325/nightTotal: $2275 (7 )

La Casa Di Emanuela

2 2
farm , Montepulciano
This Tuscan farmhouse rental in the Vino Nobile di Montepulciano area offers easy access to Montepulciano, Pienza, and Montalcino, all within a short drive, plus proximity to Lake Trasimeno.
The 80-square-foot (approximately 7.4-square-meter) property features two bedrooms, two bathrooms, accommodates four guests, and includes a private pool, hot tub, BBQ, and fitness center; wine tastings at the on-site family winery are also available.
Villa Lorena - Montepulciano
8.3 22 reviews
Montepulciano
12/05 – 12/08
$159/nightTotal: $477 (3 )

Villa Lorena

2 4
farm , Montepulciano
Agriturismo Raggio di Sole, near Montepulciano, Italy, offers a convenient location 3.4 miles from Montepulciano Terme and 30 miles from Mount Amiata.
This family-friendly farmhouse rental boasts a swimming pool, Jacuzzi, and outdoor fireplace, perfect for relaxing and enjoying the stunning Tuscan countryside views; free Wi-Fi and private parking are also provided.
Agriturismo La Casa Nuova - Montepulciano
9.6 115 reviews
Montepulciano
06/26 – 06/28
$379/nightTotal: $758 (2 )

Agriturismo La Casa Nuova

2 4
farm , Trequanda
Agriturismo La Casa Nuova is located just outside of Trequanda, about 5 kilometers from the town center, offering a peaceful escape from the hustle and bustle. The hotel has consistently earned excellent ratings for its location, cleanliness, and overall experience.
The property features a garden, a terrace, and a swimming pool, perfect for relaxing and enjoying the Tuscan sun. Guests can also take advantage of amenities like free parking, laundry service, and a multilingual staff.
Podere Le Pozze - Montepulciano
9.6 5 reviews
Montepulciano
06/26 – 06/28
$2076/nightTotal: $4152 (2 )

Podere Le Pozze

7 4
house , Sinalunga
Podere Le Pozze, a seven-bedroom villa in Sinalunga, Tuscany, is located 14 miles from Montepulciano Terme and 24 miles from Piazza Grande.
This 4630-square-foot (approximately 430-square-meter) property boasts a private pool, hot tub, and ample outdoor space with a barbecue and fireplace, accommodating up to 26 guests and offering amenities such as free Wi-Fi, parking, and a billiards table.

Best Montepulciano houses with a kitchen

Villa Montepulciano Vineyard - Montepulciano
9.3 3 reviews
Montepulciano
09/04 – 09/11
$439/nightTotal: $3073 (7 )

Villa Montepulciano Vineyard

4 2
house , Montepulciano
This villa in Rome is situated 6.2 miles from Rome Ciampino Airport and 2.8 miles from the Anagnina Metro Station, offering convenient access to the city's public transportation system and located 6.2 miles from the Archbasilica of Saint John Lateran.
This spacious 3,230 square foot residence accommodates up to 19 guests and features a private swimming pool, hot tub, garden, well-equipped kitchen, Wi-Fi, and complimentary private parking.
Holiday Home Casa Campau By Interhome - Montepulciano
Montepulciano
07/20 – 07/24
$145/nightTotal: $580 (4 )

Holiday Home Casa Campau By Interhome

1 1
house , Монтепульчано
Book this vacation rental. Your accommodation will be based in Монтепульчано.
Facilities and services: free parking, an iron and a washing machine.
In Toscana Camere - Montepulciano
9.8 160 reviews
Montepulciano
06/26 – 06/28
$347/nightTotal: $694 (2 )

In Toscana Camere

3 4
house , Pienza
In Toscana Camere is a beautiful vacation rental located in Monticchiello, a charming village just 6.2 miles from Pienza, a short drive from the wine regions of Montepulciano and Montalcino. This family-friendly property has excellent user, location, and cleanliness ratings.
This house offers a variety of accommodation options, including rooms, apartments, and houses. The property features a garden, parking, air conditioning, Wi-Fi, and a kitchen with a fridge, freezer, microwave, and dishwasher.
80 M² House ∙ 2 Bedrooms ∙ 4 Guests - Montepulciano
9.6 4 reviews
Montepulciano
07/25 – 07/30
$142/nightTotal: $710 (5 )

80 M² House ∙ 2 Bedrooms ∙ 4 Guests

2 2
house , Montepulciano
This 860 square foot, two-level house is located in a district of Montepulciano, providing easy access to local attractions.
This comfortable dwelling accommodates up to 4 guests and features 2 bedrooms, 1 bathroom, a fully equipped kitchen with a microwave and fridge, and complimentary WiFi.

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 are the best villa rentals in Montepulciano?

    Among the villa rentals in Montepulciano, Podere Fontecastello, Villa Cicolina and Montorio are the most popular ones.

  • 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?

    Podere Fontecastello, Villa Cicolina and Villa Poggiano are the best villa rentals with a pool in Montepulciano.

  • What is the best time to visit 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?

    The best villa rentals with a jacuzzi in Montepulciano are Villa Cicolina, Agriturismo Sanguineto and Villa Poliziana San Benedetto.

  • 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?

    The best villa rentals for families and kids in Montepulciano are Podere Fontecastello, Villa Cicolina and Montorio.

  • 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?

    The best pet friendly villa rentals in Montepulciano are Podere Fontecastello, Agriturismo Sanguineto and Villa Poliziana San Benedetto.

  • 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?

    Podere Fontecastello, Villa Cicolina and Montorio 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

90 M² House ∙ 3 Bedrooms ∙ 6 Guests - Montepulciano
Montepulciano
06/30 – 07/01
$898/nightfor 1 night

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.
Farmhouse ∙ 2 Bedrooms ∙ 4 Guests - Montepulciano
Montepulciano
06/26 – 06/28
$192/nightTotal: $384 (2 )

Farmhouse ∙ 2 Bedrooms ∙ 4 Guests

2 4
farm , Chiusi
Farm rental for 4 people. This accommodation is based in Chiusi.
Services and facilities include a swimming pool, air conditioning and an access for persons with reduced mobility. Pets are welcome in this accommodation.
Villa ∙ 5 Bedrooms ∙ 10 Guests - Montepulciano
Montepulciano
09/01 – 09/06
$3402/nightTotal: $17010 (5 )

Villa ∙ 5 Bedrooms ∙ 10 Guests

5 2
house , Montepulciano
House to rent for 10 guests. You will be based in Montepulciano.
Facilities and services: a kitchen, a dish washer and air conditioning. Take a dip in the pool of this house in Montepulciano!
Hotel Apartment "Villa Limone" With Shared Pool & Wi-fi - Montepulciano
Montepulciano
06/30 – 07/01
$1429/nightfor 1 night

Hotel Apartment "Villa Limone" With Shared Pool & Wi-fi

3 4
house , Trequanda
This 1680 sq ft, 3-bedroom, 3-bathroom villa apartment in Trequanda accommodates up to 6 guests and is located near the Historic Centre of Pienza and Val di Chiana, with Artemisia Gallery and Palazzo Borgia also a short distance away.
This pet-friendly rental offers air conditioning, Wi-Fi, a shared outdoor pool, private balcony, and on-site parking for 3 vehicles, with optional services like bicycle rental and truffle hunting available.

Best Montepulciano villas and beach houses with jacuzzi

Villa Pianoia - Montepulciano
9.7 3 reviews
Montepulciano
12/05 – 12/08
$1658/nightTotal: $4974 (3 )

Villa Pianoia

7 4
house , Montepulciano
Villa Pianoia, near Montepulciano, is conveniently located four miles from Montepulciano Terme and 26 miles from Mount Amiata, offering easy access to thermal baths and the historic town center.
This 4840-square-foot vacation home boasts seven bedrooms, nine bathrooms, and three living rooms, comfortably accommodating up to 31 guests and featuring a fully equipped kitchen, private garden, terrace, jacuzzi, and free parking and Wi-Fi.
Villa Poliziana San Benedetto - Montepulciano
9.9 336 reviews
Montepulciano
09/01 – 09/06
$517/nightTotal: $2585 (5 )

Villa Poliziana San Benedetto

2 2
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.
Le Terre Di Nunzio 12, Emma Villas - Montepulciano
10 2 reviews
Montepulciano
08/22 – 08/29
$1462/nightTotal: $10234 (7 )

Le Terre Di Nunzio 12, Emma Villas

6 4
house , Montepulciano
This beautiful villa is located in the countryside near Montepulciano, just 3.1 miles from Montepulciano Terme and 29 miles from Mount Amiata, offering a peaceful retreat with easy access to local attractions. This property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The villa features 6 bedrooms and 6 bathrooms, spanning 3,380 square feet, comfortably accommodating large groups. Enjoy a variety of amenities including a private pool, hot tub, fitness center, spa, and a spacious terrace perfect for relaxing and enjoying the beautiful Italian countryside.
My Rental Homes - Villa Incanto With Pool Offers An Amazing View Of Montepulicano - Montepulciano
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.
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