Best Holiday rentals and Airbnb offers in Montepulciano
9.3 15 reviews
Montepulciano
26/06 – 28/06
SG$300/nighttotal: SG$600 (2 )
Villa San Giovese Con Giardino A Montepulciano
1 4
apartment , Montepulciano
This ground floor villa is located between the Valdichiana and Val d'Orcia regions, offering easy access to historic towns such as Siena, Pienza, San Quirico d'Orcia, and Montalcino, with Montepulciano renowned for its wine production just a short distance away. This apartment sleeps five guests and features two bedrooms, two bathrooms, a fully equipped kitchen with a fridge, freezer, and dishwasher, air conditioning, and a large garden with an outdoor dining area and barbecue, alongside access to a fitness centre and parking, with pets also welcome.
9.1 210 reviews
Montepulciano
23/10 – 24/10
SG$154/nightfor 1 night
La Casina Di Aldo
1 2
apartment , Montepulciano
La Casina di Aldo is a self-catering apartment located just 6 kilometres from the Montepulciano Terme spa complex, in a peaceful setting close to the town centre. This property has received excellent ratings for location, cleanliness and overall experience. The apartment sleeps two guests and has one bedroom and one bathroom. It is equipped with air conditioning and is a short drive from local attractions, including the historic centre of Montepulciano and other Tuscan gems such as Bagno Vignoni and Bagni San Filippo.
9.7 11 reviews
Montepulciano
22/08 – 24/08
SG$1368/nighttotal: SG$2736 (2 )
Il Vescovo, Incredible Attic In Center Of Montepulciano, Luxe
4 10
apartment , Montepulciano
This spacious four-bedroom flat is situated in the centre of Montepulciano, just 5.3 kilometres from Montepulciano Terme and within easy reach of other Tuscan attractions like Bagno Vignoni (21 kilometres) and Bagni San Filippo (27 kilometres). The apartment has consistently received excellent ratings for its location, cleanliness, and overall experience. The 400 square metre property comfortably accommodates up to 19 guests and offers a fully equipped kitchen, a dining area, a seating area, a flat-screen TV, a terrace, a garden, and a shared kitchen. Guests can enjoy a welcome basket with wine, champagne, chocolates, and cookies, as well as concierge service, airport transfers, bicycle rentals, and free Wi-Fi.
9.5 54 reviews
Montepulciano
21/07 – 23/07
SG$146/nighttotal: SG$292 (2 )
Il Loggione Perfect Location Montepulciano Center
1 2
apartment , Montepulciano
Il Loggione apartment in Montepulciano enjoys a prime location directly below Piazza Grande, offering immediate access to shops and restaurants within 0.01 kilometres. This self-catering flat features a double bed, a fully equipped kitchenette with fridge and freezer, free Wi-Fi, and sleeps two guests, with convenient parking available within 0.15 kilometres.
9.6 1309 reviews
Montepulciano
18/07 – 19/07
SG$5196/nightfor 1 night
Relais Villa Grazianella | Una Esperienze
8 16
farm , Montepulciano
Villa Grazianella is a wine farm located in the Tuscan countryside, just a short distance from Chiusi, Siena, and Florence, offering easy access to major tourist attractions. This property consistently receives excellent ratings for its location, cleanliness, and overall user experience. The property features a swimming pool with panoramic views of the surrounding olive groves and vineyards. Guests can enjoy the peaceful atmosphere, indulge in authentic Tuscan cuisine at the on-site restaurant, and even participate in wine production activities.
9.8 9 reviews
Montepulciano
14/07 – 22/07
SG$129/nighttotal: SG$1032 (8 )
La Casa Di Francesco Lovely View
1 2
apartment , Montepulciano
This recently renovated apartment in Montepulciano's desirable area offers stunning panoramic views and is a short walk from Piazza Grande, the Duomo, and local markets. Sleeping up to four guests, this two-bedroom, one-bathroom flat boasts a fully equipped kitchen, two balconies, mosquito nets, soundproof windows, and independent access; pets are welcome.
9.8 48 reviews
Montepulciano
27/06 – 04/07
SG$163/nighttotal: SG$1141 (7 )
Tizy Home
1 2
apartment , Montepulciano
This Montepulciano apartment, registered with local authorities, offers easy access to Piazza Grande and other historical sites within walking distance of the town centre. The self-catering flat features a double bedroom, two bathrooms, a spacious living area with kitchen, private courtyard and terrace; sleeping up to three guests and including amenities such as Wi-Fi, air conditioning, and a dishwasher.
10 10 reviews
Montepulciano
04/08 – 05/08
SG$324/nightfor 1 night
Iconic Apartment In The City Of Nobil Wine
1 3
apartment , Montepulciano
This Montepulciano flat is located directly below Piazza Grande, offering direct walking access to central attractions and services within the historic centre, with a bus stop nearby and parking 70 metres away. This two-bedroom, two-bathroom flat for four guests features en-suite bathrooms, mezzanine bedrooms, a fully equipped kitchen with a fridge and microwave oven, and a lounge, providing a unique perspective on Tuscany.
9.6 242 reviews
Montepulciano
19/08 – 21/08
SG$167/nighttotal: SG$334 (2 )
La Casina In Via Fiorita
1 2
apartment , Montepulciano
Apartment rental with an excellent rating of 96% based on 242 reviews. You will be in Montepulciano. Facilities and services include an iron, a kitchen and air conditioning.
9.9 73 reviews
Montepulciano
05/12 – 07/12
SG$189/nighttotal: SG$378 (2 )
Un Momento Di Relax
1 4
apartment , Montepulciano
This spacious apartment is situated in a peaceful residential area, just a short walk from Montepulciano's historic centre and its main square, Piazza Grande. The apartment is located just 1.5 kilometres from the town centre, making it easy to reach the many restaurants, cafes, and shops. The property has two bedrooms and two bathrooms, comfortably accommodating up to four guests. The apartment features a fully equipped kitchen with a fridge, freezer, and dishwasher, allowing guests to prepare their own meals, as well as a garden, air conditioning, and parking.
Montepulciano
22/08 – 24/08
SG$1104/nighttotal: SG$2208 (2 )
Stunning Private Villa For 10 People With Hot Tub, Wifi, A/c, Tv And Patio
4 10
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.
9.7 41 reviews
Montepulciano
11/07 – 12/07
SG$273/nightfor 1 night
Truffle House Tuscany Tuber Aestivium Vitt
1 2
apartment , Montepulciano
Truffle House Tuscany Tuber Aestivium Vitt is located in Montepulciano, just 5.1 kilometres from the Terme spa resort and a 21-kilometre drive from the charming village of Bagno Vignoni, offering a tranquil escape while being close to local attractions. The apartment has received excellent ratings for its cleanliness, location and overall experience. The apartment is a one-bedroom property with a floor area of 40 square metres, comfortably accommodating two guests. It features a well-equipped kitchen, a dishwasher, air conditioning and free Wi-Fi, allowing you to relax and enjoy your stay.
Best family friendly Montepulciano holiday rentals
Among the 407 accommodations in Montepulciano, here are the 4 best family friendly rentals
10 35 reviews
Montepulciano
08/08 – 27/08
SG$3671/nighttotal: SG$69749 (19 )
Walk To Town-luxury Tuscan Estate-5br+bonus/6.5ba/sleeps 16-infinity Pool & Spa
6 2
house , Montepulciano
This charming villa is located in Montepulciano, just 2km from the Val di Chiana, San Biagio, and Torre del Pulcinella, offering easy access to the town's most popular attractions. It has received excellent user ratings, making it a popular choice for travellers. The property offers five bedrooms and seven bathrooms, comfortably accommodating up to 14 guests. Guests can enjoy a range of amenities including a private pool, a jacuzzi, a fireplace, a terrace, a garden, a fitness centre, and concierge services.
9.6 54 reviews
Montepulciano
26/06 – 28/06
SG$338/nighttotal: SG$676 (2 )
Il Magnifico
2 4
apartment , Montepulciano
This Montepulciano apartment, near Montepulciano Terme (5.1 km), offers easy access to thermal baths and is conveniently located for day trips to Bagno Vignoni (21 km) and Bagni San Filippo (27 km). The 70 square metre property sleeps seven guests in two bedrooms, one bathroom, and boasts a fully equipped kitchen with dishwasher, air conditioning, and free Wi-Fi.
Montepulciano
27/06 – 04/07
SG$251/nighttotal: SG$1757 (7 )
House ∙ 2 Bedrooms ∙ 4 Guests
2 2
house , Montepulciano
House for 4 guests. You will be based in Montepulciano. Services and facilities: a fridge, a barbecue and free parking.
9.8 27 reviews
Montepulciano
25/08 – 29/08
SG$416/nighttotal: SG$1664 (4 )
Agriturismo La Creta
3 4
farm , Montepulciano
Agriturismo La Creta, near Montepulciano, offers self-catering accommodation 7.7km from Montepulciano Terme and 50km from Mount Amiata. This family-friendly property features private units with fully equipped kitchenettes, a garden, barbecue facilities, free Wi-Fi, and parking; pets are welcome.
Best Montepulciano holiday rentals with a balcony
9.8 116 reviews
Montepulciano
05/12 – 08/12
SG$398/nighttotal: SG$1194 (3 )
Sant'antonio Country Resort
2 4
studio , Montepulciano
This studio apartment is located in a renovated 12th-century monastery, just a short drive from the historic town of Montepulciano and a scenic drive from Lake Trasimeno. It has received excellent ratings for location, cleanliness, and overall experience. The self-catering apartment has a private entrance and comes equipped with a kitchenette, TV, and sofa. Guests can enjoy a relaxing garden with a BBQ and seasonal outdoor pool, as well as free Wi-Fi and private parking.
9.5 60 reviews
Montepulciano
05/12 – 08/12
SG$349/nighttotal: SG$1047 (3 )
Borgo Del Molinello
2 4
farm , Montepulciano
Borgo del Molinello is a farm stay located in Sant'Albino, a short 10-minute drive from the historic town of Montepulciano, within easy reach of Chianciano Terme and Bagno Vignoni. The property has consistently received excellent ratings for its location, cleanliness, and overall experience. The farm stay offers a comfortable 1-bedroom apartment with 2 bathrooms, covering 50 square metres and accommodating up to 2 guests. Enjoy a peaceful rural setting with a swimming pool, garden, terrace, and free parking, as well as a fully equipped kitchen, internet access, and a table tennis table for entertainment.
9.1 533 reviews
Montepulciano
23/10 – 24/10
SG$326/nightfor 1 night
Dimora Del Corso Di Montepulciano
1 2
apartment , Montepulciano
Dimora Del Corso Di Montepulciano is situated in the historic centre of Montepulciano, just 9.3 miles from the UNESCO-protected town of Pienza. The apartment is highly rated for location, cleanliness, and overall experience. This one-bedroom apartment offers a comfortable and stylish space for a relaxing stay. Guests can enjoy modern amenities like air conditioning, free Wi-Fi, and a dishwasher, alongside a terrace, a garden, and a swimming pool.
9.7 51 reviews
Montepulciano
27/06 – 04/07
SG$320/nighttotal: SG$2240 (7 )
Mikipongtwo
1 2
house , Montepulciano
mikipongTWO is a recently renovated holiday home situated in Montepulciano, just 7 km from the thermal baths of Montepulciano Terme and 50 km from Mount Amiata. The property has received excellent ratings for its location, cleanliness, and overall user experience. This 35 square metre property features one bedroom and one bathroom, comfortably accommodating up to two guests. The holiday home is equipped with a modern kitchen, air conditioning, a terrace, a garden, parking, and Wi-Fi, and offers a range of activities including walking tours, picnics, and access to nearby thermal baths.
Frequently asked questions about holiday rentals in Montepulciano
What are some interesting places to visit in or near Montepulciano?
Montepulciano is a beautiful medieval town with a rich history. You'll definitely want to visit the Piazza Grande, a stunning square, and the Duomo, a magnificent cathedral. For a change of pace, explore the nearby vineyards and wineries in the surrounding countryside. You can also visit the Etruscan tombs, the Museo Civico, and the Fortezza di Montepulciano.
What are the best Airbnb and vacation rentals in Montepulciano?
Which walking or cycling routes are the best in Montepulciano?
There are many lovely walks and cycling routes in the area. You can walk along the walls of the old city, or take a scenic hike through the countryside. The cycling route from Montepulciano to Pienza is a particularly beautiful one. Just make sure to bring plenty of water and wear comfortable shoes.
What are the most popular Airbnbs in Montepulciano?
What sports or outdoor activites can visitors enjoy in and around Montepulciano?
Montepulciano is a great place for outdoor activities. You can go hiking, cycling, or horseback riding in the surrounding countryside. There are also opportunities for rock climbing, swimming in the nearby Lake Trasimeno, and playing tennis or golf. The area is also known for its wine production, so you can take a tour of a local winery and enjoy a tasting.
What are the best vacation rentals with a pool in Montepulciano?
What other towns or cities can be easily accessed from Montepulciano?
Montepulciano is well-connected to other towns and cities in the region. You can easily visit Pienza, Siena, Perugia, and Cortona by car or bus. If you want to go further afield, you can take a train to Florence or Rome.
What are the best rentals for families and kids in Montepulciano?
What amenities are commonly available in vacation rentals in Montepulciano?
Vacation rentals in Montepulciano typically offer a range of amenities, including kitchens, bathrooms, bedrooms, and living areas. Many rentals also have Wi-Fi, air conditioning, washing machines, and dryers. Some rentals may also have private gardens, swimming pools, or parking spaces.
What are the best rentals or Airbnbs with a jacuzzi in Montepulciano?
What time of year is best to rent a vacation rental Montepulciano?
The best time to visit Montepulciano depends on your preferences. The weather is generally mild and sunny from April to October. Summer can be hot, but the evenings are often cool. If you want to avoid the crowds, you can visit in the shoulder season (April-May or September-October). The winter months can be cold and wet, but the town is still beautiful and the prices are lower.
Destinations nearby
Best Montepulciano holiday rentals with a sauna
9.7 148 reviews
Montepulciano
25/08 – 29/08
SG$849/nighttotal: SG$3396 (4 )
Montepulciano Central Villa – Sauna & Jacuzzi
1 4
house , Montepulciano
This charming apartment is located in the heart of Montepulciano's historic centre, just a short walk from the bustling Piazza Grande and the town's main attractions. It has consistently received excellent ratings for location, cleanliness and overall experience from previous guests. The spacious property spans three floors and comfortably sleeps up to 10 guests, making it ideal for families or groups of friends. Amenities include a fully equipped kitchen, a private sauna, a jacuzzi and a laundry room, as well as a stunning view of the Val d'Orcia.
10 80 reviews
Montepulciano
26/06 – 28/06
SG$437/nighttotal: SG$874 (2 )
Gli Ulivi Apartment & Spa
1 4
apartment , Montepulciano
Gli Ulivi Apartment & Spa, a self-catering property in S. Albino di Montepulciano, boasts panoramic views and is just a short drive from both Montepulciano and Pienza. This 110 sq m apartment features two double bedrooms, two bathrooms, sleeps five, and includes a private spa with a jacuzzi, sauna, and a fully equipped kitchen, plus a garden with BBQ and private parking.
9.3 131 reviews
Montepulciano
19/08 – 21/08
SG$565/nighttotal: SG$1130 (2 )
Poggio Paradiso Resort & Spa
1 2
resort , Torrita di Siena
Poggio Paradiso Resort & Spa is located in Montefollonico, a charming village just 18 kilometres from Montepulciano Terme and 50 kilometres from Piazza Grande. The resort has consistently received excellent ratings from guests for its location, cleanliness, and overall experience. The resort offers a range of comfortable rooms with private bathrooms and some featuring balconies. Guests can enjoy a variety of amenities, including a swimming pool, a spa, a restaurant, and a bar, as well as activities like cycling and exploring the surrounding Tuscan countryside.
8.6 980 reviews
Montepulciano
26/06 – 28/06
SG$343/nighttotal: SG$686 (2 )
Borgo Dolciano
1 4
farm , Chiusi
This charming country house is located just 3 kilometres from the historic town of Chiusi, on the border between Tuscany and Umbria, offering easy access to the beauty and charm of both regions. The property has received very good ratings for its location, cleanliness, and overall experience. The converted country houses offer a taste of authentic Tuscan living with traditional furnishings and either parquet or terracotta floors. Guests can enjoy a range of amenities, including a seasonal outdoor pool, a shared barbecue, and a sun terrace with comfortable loungers and parasols.
Best Montepulciano holiday rentals with a fireplace
Montepulciano
27/06 – 04/07
SG$251/nighttotal: SG$1757 (7 )
House ∙ 2 Bedrooms ∙ 5 Guests
2 2
house , Montepulciano
House listing for 5 guests. Your accommodation will be located in Montepulciano. Services and facilities include free parking, a washing machine and a garden. Pets are welcome in this house.
9.7 67 reviews
Montepulciano
26/06 – 28/06
SG$395/nighttotal: SG$790 (2 )
Villa Fè -Choose Panoramic View, Jacuzzi, Private Parking
3 4
house , Montepulciano
Villa Fè is situated in the Tuscan countryside, just 7.4 kilometres from the charming town of Montepulciano and 4.6 kilometres from the thermal baths of Montepulciano Terme. This property consistently receives excellent ratings for location, cleanliness, and overall user experience. The villa is a spacious three-bedroom property, covering 90 square metres. Enjoy a range of amenities including a private pool, hot tub, fitness centre, and a fully equipped kitchen, perfect for relaxing and exploring the beautiful Tuscan region.
Montepulciano
26/06 – 28/06
SG$479/nighttotal: SG$958 (2 )
Appartamento Camino/piscina Montepulciano Vigneti
2 4
apartment , Montepulciano
This apartment is located in Valiano, a district of Montepulciano, offering views and proximity to the wine region. This property accommodates four guests with two bedrooms, one bathroom, a private swimming pool, a jacuzzi, and a fully equipped kitchen.
9.7 28 reviews
Montepulciano
08/08 – 27/08
SG$203/nighttotal: SG$3857 (19 )
Didi House
2 2
apartment , Montepulciano
This two-bedroom apartment is situated in the countryside just outside Montepulciano, conveniently located near the main road leading into the town. The self-catering property features a modern kitchen with a dishwasher, air conditioning, a garden with a gazebo and parking, and can comfortably accommodate up to four guests.