This eco-friendly cottage is situated in the Tuscan countryside, a short drive from the Val d'Orcia and Val di Chiana regions, offering easy access to Montepulciano. The self-catering property sleeps two, features a garden, private parking, air conditioning, a kitchenette with fridge-freezer, and a bathroom, plus a crib is available; guests can enjoy a private porch with vineyard views.
9.6 35 reviews
Montepulciano
04/09 – 11/09
SG$642/nighttotal: SG$4494 (7 )
Fattoria San Martino
1 2
gîte , Montepulciano
This charming gîte is located in Montepulciano, within 2 kilometres of the Val di Chiana, Church of St. Agnes, Colonna del Marzocco, Palazzo Avignonesi, and Torre di Pulcinella. It has received excellent ratings from previous guests. The gîte has been designed with families and pets in mind. It offers a range of amenities and features, including a swimming pool, restaurant, fitness centre, and conference space.
9.2 613 reviews
Montepulciano
22/08 – 29/08
SG$493/nighttotal: SG$3451 (7 )
Agriturismo Cavalierino
2 4
farm , Montepulciano
Agriturismo Cavalierino is located in the countryside outside Montepulciano, about 4.6 miles from the town's thermal baths and 31 miles from Mount Amiata, offering a peaceful escape from the bustling town centre. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience. The property features a swimming pool, jacuzzi, terrace, garden, and fitness centre, providing ample opportunities for relaxation and recreation. Guests can enjoy a daily Italian breakfast and select rooms offer kitchenettes, allowing for self-catering options.
Montepulciano
22/08 – 29/08
SG$1523/nighttotal: SG$10661 (7 )
Villa Boschetto By Mmega
5 4
house , Montepulciano
Villa Boschetto is located just 2.7 miles from Montepulciano Terme, offering a peaceful retreat in the Tuscan countryside. The villa is within easy reach of the charming town of Montepulciano, with its rich history and stunning architecture. This spacious property provides accommodation for up to 12 guests across 5 bedrooms and 5 bathrooms. Villa Boschetto offers a private pool, a fully equipped kitchen, a garden, and barbecue facilities, providing everything you need for a comfortable and enjoyable stay.
9.3 3 reviews
Montepulciano
25/08 – 29/08
SG$814/nighttotal: SG$3256 (4 )
Villa Montepulciano Vineyard
4 4
house , Montepulciano
This villa, situated outside Rome's immediate centre, offers a peaceful escape with convenient access to public transport, located 4.5 kilometres from Anagnina Metro Station. This 300 square metre residence accommodates up to 19 guests, featuring a private swimming pool, hot tub, garden, and complimentary Wi-Fi, alongside a well-equipped kitchen and free private parking for a comfortable stay.
9.7 12 reviews
Montepulciano
18/07 – 19/07
SG$682/nightfor 1 night
La Tresa Country Living
3 7
farm , Montepulciano
La Tresa Country Living is a farm stay located in Montepulciano, offering garden views and convenient access to local attractions. This pet-friendly, family-friendly accommodation features one bedroom and one bathroom, with complimentary WiFi, private parking, a garden, a terrace, and an outdoor picnic area.
10 2 reviews
Montepulciano
22/08 – 29/08
SG$1879/nighttotal: SG$13153 (7 )
Le Terre Di Nunzio 12, Emma Villas
6 4
house , Montepulciano
Le Terre Di Nunzio 12, Emma Villas is located just 5km from Montepulciano Terme and 47km from Mount Amiata, offering a peaceful retreat in the Tuscan countryside. The property has received excellent ratings for its location, cleanliness, and user experience. This 6-bedroom villa spans 314 square metres and features a fully equipped kitchen, 2 living rooms, and 6 bathrooms. Guests can enjoy a private pool, hot tub, fitness centre, and solarium, as well as a terrace, barbecue facilities, and outdoor play equipment.
10 1 review
Montepulciano
26/06 – 28/06
SG$179/nighttotal: SG$358 (2 )
120 M² House ∙ 2 Bedrooms ∙ 8 Guests
2 4
house , Trequanda
House rental listing for up to 8 guests with an excellent rating of 100% based on 1 reviews. You will be in Trequanda. Services and facilities include a washing machine, free parking and a kitchen. Pets are welcome in this house.
9.4 50 reviews
Montepulciano
04/09 – 11/09
SG$1390/nighttotal: SG$9730 (7 )
Montepulciano Luxe Escape
1 2
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.
9.2 32 reviews
Montepulciano
30/06 – 01/07
SG$363/nightfor 1 night
La Maison De Elena Tuscany
1 4
house , Montepulciano
La Maison de Elena Tuscany is a villa situated 2.9 miles from Montepulciano Terme and 12 miles from Bagno Vignoni, offering a peaceful retreat in the Tuscan countryside. The property boasts excellent user and cleanliness ratings, with a good location rating. This one-bedroom villa provides 100 square metres of space, comfortably accommodating up to four guests. The villa features a fully equipped kitchen, a private hot tub, a terrace with garden views, and access to a spa, barbecue facilities, and a peaceful garden.
9.6 293 reviews
Montepulciano
30/09 – 02/10
SG$736/nighttotal: SG$1472 (2 )
L’ Aia Del Principe
2 3
farm , Montepulciano
L’ Aia del Principe is a farmhouse located just 6.6 kilometres from Montepulciano Terme and 21 kilometres from Bagno Vignoni, offering a peaceful retreat in the beautiful Tuscan countryside. The property has consistently received excellent ratings for location, cleanliness, and overall experience. The farmhouse has one bedroom and one bathroom, spanning 25 square metres and accommodating up to two guests. Amenities include air conditioning, a jacuzzi, a terrace, a garden, a spa, a concierge service, parking, and free Wi-Fi, ensuring a comfortable and luxurious stay.
9.6 20 reviews
Montepulciano
30/09 – 02/10
SG$300/nighttotal: SG$600 (2 )
Didi House
2 3
house , Montepulciano
Didi House is situated in Montepulciano, a 7.7 kilometre drive from the Montepulciano Terme thermal baths and within easy reach of other attractions like Bagno Vignoni (22.5 kilometres) and Bagni San Filippo (30.5 kilometres). It has received excellent ratings for cleanliness, location and user experience. This 2-bedroom property spans 126 square metres and accommodates up to four guests. Amenities include a fully equipped kitchen, a private terrace and garden, free parking, air conditioning, internet access, and a barbecue.
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
9.7 19 reviews
Montepulciano
22/08 – 29/08
SG$1665/nighttotal: SG$11655 (7 )
Bossoncina 8&1, Emma Villas
4 4
house , Montepulciano
Bosconcina 8&1, a spacious villa near Montepulciano, is situated 7.7km from Montepulciano Terme and 22.5km from Bagno Vignoni, offering easy access to these renowned thermal spa towns. This 200 square metre property boasts four bedrooms, six bathrooms, a private pool, and a fully equipped kitchen, comfortably accommodating families or groups, and includes free Wi-Fi and private parking.
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.
9.3 63 reviews
Montepulciano
22/08 – 29/08
SG$285/nighttotal: SG$1995 (7 )
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.
9.3 593 reviews
Montepulciano
30/06 – 01/07
SG$666/nightfor 1 night
Poggio Ai Gelsi
2 4
house , Pienza
Poggio ai Gelsi is a holiday home located in Pienza, just 40km from Siena, offering stunning views of the Val d'Orcia. This property has received excellent ratings for its location, cleanliness, and overall user experience. The accommodation features private bathrooms, air conditioning, comfortable bedding, and a kitchen equipped with a fridge, microwave, and dishwasher. Guests can enjoy the private pool, terrace, garden, and parking, as well as the nearby attractions of Pienza's historic centre.
Best Montepulciano villas and holiday homes with a kitchen
8.9 529 reviews
Montepulciano
30/09 – 02/10
SG$216/nighttotal: SG$432 (2 )
Agriturismo Il Fienile
1 3
house , Montepulciano
Agriturismo Il Fienile, a farmhouse offering self-catering apartments, is situated in the Tuscan countryside, 1.9km from Montepulciano, providing easy access to the historic centre and local wineries. This family-friendly property features a swimming pool, gardens with free access to produce, covered parking, and barbecue facilities, all within a fully enclosed complex.
Montepulciano
30/06 – 01/07
SG$954/nightfor 1 night
55 M² Villa ∙ 1 Bedroom ∙ 4 Guests
1 4
house , Montepulciano
Villa Bianca, at the Resort Terra Antica in Montepulciano, offers a tranquil escape amongst vineyards, conveniently located within easy reach of the town centre and its attractions. This 55 square metre self-catering villa sleeps four, boasting a private jacuzzi, access to a shared infinity pool and spa, and a fully equipped kitchen including a dishwasher, microwave and fridge.
9.9 58 reviews
Montepulciano
04/09 – 11/09
SG$337/nighttotal: SG$2359 (7 )
Mikipong
1 2
house , Montepulciano
Mikipong is a charming house located in Montepulciano, just 6.7 kilometres from the town centre and 6.8 kilometres from the Montepulciano Terme spa complex. This property has consistently received excellent ratings for location, cleanliness, and overall user satisfaction. The house offers 65 square metres of space and can comfortably accommodate two guests in one bedroom and one bathroom. Enjoy a range of amenities, including a private garden with barbecue facilities, a terrace, air conditioning, a fully equipped kitchen, daily room service, and airport transfers.
9.2 5 reviews
Montepulciano
30/09 – 02/10
SG$314/nighttotal: SG$628 (2 )
Petite Maison, Couvent Xiii, Piscine Et Oliveraie
1 3
house , Montepulciano
This self-catering apartment near Montepulciano, Tuscany, is located a 3.2km drive from the historic centre, offering a tranquil setting amidst olive groves and vineyards. The single-storey property sleeps four, boasts a private terrace, garden, swimming pool with hydromassage, and fully equipped kitchen, plus parking and the option to book the entire villa.
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
9.4 631 reviews
Montepulciano
30/06 – 01/07
SG$563/nightfor 1 night
Agriturismo Zampugna
2 4
farm , Trequanda
Agriturismo Zampugna is situated in Montefollonico, a charming village just a short drive from Trequanda and approximately 52 miles from Perugia San Francesco d'Assisi Airport. The farm stay has received excellent ratings for its location, cleanliness and overall user experience. The property offers a peaceful garden and a private entrance for a relaxing stay. Guests can enjoy a swimming pool with stunning views, a terrace, barbecue facilities, a picnic area, a restaurant and free parking.
9.2 61 reviews
Montepulciano
01/09 – 06/09
SG$1590/nighttotal: SG$7950 (5 )
Agriturismo Ardene
7 2
farm , Montepulciano
Agriturismo Ardene is located just outside Montepulciano, a short drive from the historic centre and surrounded by olive groves. It has consistently received excellent ratings for its location, cleanliness and overall experience. The farm offers various accommodation options, including suites and apartments, all with terracotta floors and some featuring fireplaces or wood-beamed ceilings. You can enjoy a range of amenities including a swimming pool, a spa, a restaurant, a bar, and tennis courts, all set within a peaceful and relaxing atmosphere.
Montepulciano
04/09 – 11/09
SG$4395/nighttotal: SG$30765 (7 )
Villa ∙ 5 Bedrooms ∙ 10 Guests
5 2
house , Montepulciano
Vacation house for up to 10 guests. You will be located in Montepulciano. Services and facilities: a terrace, air conditioning and an iron.
Montepulciano
25/08 – 29/08
SG$3248/nighttotal: SG$12992 (4 )
300 M² Villa ∙ 6 Bedrooms ∙ 12 Guests
6 4
house , Montepulciano
This Tuscan farmhouse, situated 3km from Montepulciano's historic centre and 5km from an underground cellar offering Vino Nobile di Montepulciano tastings, boasts stunning panoramic views of the surrounding countryside. The 300-square-metre property comprises a restored 16th-century tower and modern annex, sleeping up to twelve guests in six bedrooms and six bathrooms, and includes a private swimming pool, garden, parking, and all amenities.
Best Montepulciano villas and holiday homes with jacuzzi
Montepulciano
22/08 – 29/08
SG$6080/nighttotal: SG$42560 (7 )
Villa Aretina - Private Villa With Pool In Tuscany
6 4
house , Montepulciano
Villa Aretina, near Montepulciano in Tuscany, offers a luxurious escape in the Italian countryside, conveniently located for exploring nearby towns such as Siena and Florence (driving distances will vary). This 400 sq m property boasts six bedrooms, six bathrooms, and sleeps twelve, featuring two kitchens, two living rooms, a private 15m x 5m swimming pool (open May 1st to September 30th), a wellness area with a heated pool, sauna, and access to the Parco Villa Trecci with its organic farm and 1.5km walking trail; continental breakfast and optional cooking classes are included.
Montepulciano
22/08 – 29/08
SG$6860/nighttotal: SG$48020 (7 )
Villa In Totona With 6 Bedrooms Sleeps 12
6 4
house , Montepulciano
This luxurious six-bedroom villa in Montepulciano is situated a short 2.4km walk from the Val di Chiana and Triacca Winery, and within 3.2km of San Biagio and Torre del Pulcinella. The 550 square metre property boasts a private pool, Jacuzzi, sauna, spa, and fitness centre, accommodating up to 12 guests and featuring a fully equipped kitchen and six bathrooms.
9.6 232 reviews
Montepulciano
30/06 – 01/07
SG$818/nightfor 1 night
Tuscany Living - Terra Antica
2 4
farm , Montepulciano
Terra Antica Apartments - La Fornace is a farm stay located just 13.5 km from Montepulciano Terme and 29 km from Bagno Vignoni, offering a peaceful escape in the Tuscan countryside. It has excellent user, location and cleanliness ratings. The apartments are spacious and well-equipped, with air conditioning, a seating area, a flat-screen TV, a fully equipped kitchen, a dining area, a safety deposit box, and a private bathroom. Guests can enjoy a private pool, a sun terrace, free Wi-Fi, free parking and bicycle rental.
10 1 review
Montepulciano
05/12 – 08/12
SG$1021/nighttotal: SG$3063 (3 )
Villa Montepulciano By Mmega
7 4
house , Montepulciano
This luxurious 7-bedroom villa in Montepulciano is situated within 3km of the Val di Chiana, Terme di Montepulciano spa, the Church of St Agnes, San Biagio, and the Colonna del Marzocco. Offering 500 square metres of living space, this property sleeps 16 guests and boasts a private pool, Jacuzzi, garden, and fully equipped kitchen including a dishwasher; a washing machine and barbecue are also provided.
