Casa Evelina is a historic apartment situated in the centre of Montepulciano's historic district, just a short walk from the main square and the Duomo. The charming apartment is surrounded by the captivating Tuscan countryside, offering stunning views of the rolling hills and vineyards. The apartment has three bedrooms and two bathrooms, comfortably sleeping up to six guests. Casa Evelina features a spacious terrace with panoramic views, a fully equipped kitchen with a dishwasher, and a cosy living room with a fireplace.
9.6 91 reviews
Montepulciano
05/12 – 07/12
124 €/nighttotal: 248 € (2 )
Casa La Stadera
2 4
apartment , Montepulciano
Casa La Stadera is located in Montepulciano, just over 6.5km from the thermal baths of Montepulciano Terme, offering easy access to the charming town centre. The apartment has consistently received excellent ratings for its cleanliness, location, and overall experience. This 2-bedroom, 2-bathroom property spans 75 square metres and comfortably accommodates up to 4 guests. Casa La Stadera offers a range of features including a private terrace and balcony, a fully equipped kitchen, free parking, and complimentary Wi-Fi.
9.4 10 reviews
Montepulciano
14/07 – 22/07
125 €/nighttotal: 1000 € (8 )
La Casa Di Giovanni
1 2
apartment , Montepulciano
This Montepulciano flat, La Casa di Giovanni, is located 47 kilometres from Mount Amiata and 19 kilometres from Bagno Vignoni. This 26 square metre apartment accommodates up to five guests and offers air conditioning, free WiFi, a kitchen with a fridge and microwave, and a complimentary wine or champagne offer.
9.3 15 reviews
Montepulciano
26/06 – 28/06
202 €/nighttotal: 404 € (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.
9.8 119 reviews
Montepulciano
27/06 – 04/07
196 €/nighttotal: 1372 € (7 )
Cottage Elena-podere Poggioalsole
1 2
house , Montepulciano
Podere Poggio al sole is situated on the outskirts of Montepulciano, offering stunning garden views and easy access to the city centre and its historic landmarks. The property has consistently received excellent ratings for its location, cleanliness, and overall experience. The house provides a private entrance and terrace, perfect for enjoying the peaceful surroundings. Guests can enjoy a range of amenities including an infinity pool, air conditioning, free Wi-Fi, and a fully equipped kitchen. Outdoor play equipment, hiking trails, and a private bathroom with bathrobes and hairdryers add to the comfort and enjoyment of your stay.
9.8 96 reviews
Montepulciano
21/07 – 23/07
145 €/nighttotal: 290 € (2 )
Il Teatro Suite 50 Mt Piazza Grande Main Square
1 2
apartment , Montepulciano
This Montepulciano apartment is situated in the historic centre, directly below Piazza Grande, offering immediate access to Montepulciano's main attractions. The one-bedroom flat sleeps two, features a fully equipped kitchen with dishwasher, fast Wi-Fi, and a fireplace, and boasts stunning valley views.
9.2 32 reviews
Montepulciano
08/08 – 10/08
244 €/nighttotal: 488 € (2 )
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 12 reviews
Montepulciano
06/07 – 07/08
239 €/nighttotal: 7648 € (32 )
Il Nido Dell'upupa
1 2
apartment , Montepulciano
Il Nido dell'Upupa, a recently renovated apartment in Montepulciano, is situated 5km from Montepulciano Terme and 47km from Mount Amiata, offering easy access to thermal spas and hiking opportunities. This 65 square metre flat features one bedroom, one bathroom, sleeps seven guests, and includes a fully equipped kitchen with dishwasher, air conditioning, free Wi-Fi, and private parking.
10 1 review
Montepulciano
06/07 – 07/08
175 €/nighttotal: 5600 € (32 )
Appartamento Belvedere
3 2
apartment , Montepulciano
This apartment in Montepulciano offers unparalleled panoramic views of the Tuscan countryside, directly overlooking Vino Nobile vineyards and the Val d'Orcia. This 3-bedroom, 1-bathroom flat accommodates up to 5 guests and features a kitchen and internet, with pets welcome, providing an immersive experience of the local landscape.
9.7 28 reviews
Montepulciano
08/08 – 27/08
137 €/nighttotal: 2603 € (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.
9.8 41 reviews
Montepulciano
25/08 – 29/08
177 €/nighttotal: 708 € (4 )
Ciliano 16
2 4
apartment , Montepulciano
This Montepulciano apartment, Ciliano 16, is a 16th-century dwelling situated in the historic centre, 6.3km from Montepulciano Terme and within easy reach of Bagno Vignoni (21km) and Bagni San Filippo (29km). The 90 square metre flat features two bedrooms, two bathrooms, sleeps seven, and includes a fully equipped kitchen with dishwasher, free Wi-Fi, and amenities such as bed linen and towels.
9.4 458 reviews
Montepulciano
27/06 – 04/07
121 €/nighttotal: 847 € (7 )
La Casina Di Sangallo, Tower Around
1 2
apartment , Montepulciano
La casina di Pulcinella is a charming apartment situated just outside the historic centre of Montepulciano, offering a peaceful retreat within easy reach of the town's attractions and the thermal baths of Montepulciano Terme. It boasts excellent ratings for location, cleanliness, and user experience. The apartment features one bedroom and one bathroom, as well as a fully equipped kitchen for preparing meals. Guests can enjoy a range of amenities including a flat-screen TV, parquet floors, and comfortable bathrobes, and can take advantage of the bicycle rental service to explore the picturesque Tuscan countryside.
Best family friendly Montepulciano holiday rentals
Among the 407 accommodations in Montepulciano, here are the 4 best family friendly rentals
9.7 148 reviews
Montepulciano
25/08 – 29/08
572 €/nighttotal: 2288 € (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.
Montepulciano
14/07 – 22/07
192 €/nighttotal: 1536 € (8 )
70 M² Apartment ∙ 1 Bedroom ∙ 2 Guests
1 2
apartment , Montepulciano
This step-free apartment in Palazzo Bucelli, Montepulciano, offers easy access to public transport and is a 15-minute walk (approximately 1.2km) from a tennis court. The 70-square-metre flat features one bedroom, one bathroom, sleeps two guests, and includes a well-equipped kitchen, private balcony, high-speed Wi-Fi, and family-friendly amenities such as a cot and high chair; on-site electric vehicle charging is also available.
9.8 11 reviews
Montepulciano
23/10 – 24/10
335 €/nightfor 1 night
Apartment 'Entro Le Mura' With Balcony & Wi-fi
1 2
apartment , Montepulciano
This apartment is situated in the heart of Montepulciano, just a short walk from the Civic Museum, Palazzo Ricci, and Palazzo Comunale, with the scenic Val di Chiana and Cantina del Redi also within easy reach. It has received excellent reviews from previous guests, making it a popular choice for travellers to this historic town. The apartment offers one bedroom, one bathroom and can accommodate up to four guests in its 55 square metres of space. It comes with a fully equipped kitchen, a washing machine, a comfortable sofa bed, a private balcony, and free Wi-Fi, ensuring a comfortable and convenient stay.
9.9 38 reviews
Montepulciano
02/10 – 03/10
118 €/nightfor 1 night
Cute Little Apt In Montepulciano, Private Parking
1 2
apartment , Montepulciano
This Montepulciano attic flat is situated a 10-minute walk (approximately 0.8 km) from the historic centre, conveniently located outside the ZTL (limited traffic zone) with private parking. The self-catering apartment sleeps two in a double bedroom, features a fully equipped kitchen with fridge, freezer, and microwave, air conditioning, Wi-Fi, and a private bathroom with shower.
Best Montepulciano holiday rentals with a balcony
9.7 11 reviews
Montepulciano
27/06 – 04/07
884 €/nighttotal: 6188 € (7 )
Il Vescovo, Incredible Attic In Center Of Montepulciano, Luxe
4 2
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.
8.9 698 reviews
Montepulciano
01/09 – 06/09
214 €/nighttotal: 1070 € (5 )
Palazzo Tombesi Trecci
1 2
apartment , Montepulciano
Palazzo Tombesi Trecci is situated in Montepulciano, close to the thermal baths of Montepulciano Terme and within easy reach of the picturesque village of Bagno Vignoni, offering a convenient base for exploring the Tuscan countryside. The apartment consistently receives very good ratings for cleanliness and user experience, and enjoys an excellent location rating. This apartment offers a comfortable and well-equipped stay, with a kitchen featuring a fridge, freezer, and dishwasher. Guests can enjoy the outdoor space with a terrace or balcony, a peaceful garden, and even scenic views of the surrounding mountains or the nearby lake.
9.7 95 reviews
Montepulciano
09/08 – 12/08
160 €/nighttotal: 480 € (3 )
Entro Le Mura
1 3
apartment , Montepulciano
This apartment is located in Montepulciano, just 5.3 kilometres from the Montepulciano Terme spa complex and 21 kilometres from the village of Bagno Vignoni, offering a peaceful retreat in the Tuscan countryside. It has received excellent ratings for its cleanliness, location, and overall experience. The apartment is a one-bedroom property with one bathroom, covering 55 square metres and accommodating up to four guests. It features a private entrance, a fully equipped kitchen, a balcony with garden views, and free Wi-Fi, making it ideal for a comfortable and relaxing stay.
9.7 276 reviews
Montepulciano
26/06 – 28/06
216 €/nighttotal: 432 € (2 )
Pienzalettings
1 4
apartment , Pienza
This Pienza apartment is located in the town centre, just a short walk from the Duomo and Piazza del Popolo, and 45 kilometres from Mount Amiata. The property has received excellent ratings for location, cleanliness, and overall user experience. The accommodation has a private bathroom, a kitchen with a fridge, freezer, and microwave, and a terrace or balcony. Guests can enjoy a garden, parking, and free Wi-Fi, as well as the option to dine al fresco.
Frequently asked questions about holiday rentals in Montepulciano
What are some interesting places to visit in or near Montepulciano?
Montepulciano is brimming with history and beauty. You absolutely must visit the Duomo, a stunning Renaissance cathedral with a magnificent facade. For breathtaking views, head to the Fortezza, a 14th-century fortress perched on a hill. Just outside Montepulciano, you'll find the enchanting Etruscan tombs of the Tomba della Selva, offering a glimpse into a fascinating past.
What are the best Airbnb and holiday rentals in Montepulciano?
Which walking or cycling routes are the best in Montepulciano?
The walk around the city walls offers stunning panoramas of the surrounding countryside. If you're feeling adventurous, the Via Francigena, a historic pilgrimage route, passes through Montepulciano, offering a challenging but rewarding cycling experience. For a leisurely ride, the scenic route along the Valdichiana, with its vineyards and olive groves, is a must.
What are the most popular Airbnbs in Montepulciano?
What sports or outdoor activites can visitors enjoy in and around Montepulciano?
Montepulciano is a haven for outdoor enthusiasts. You can enjoy hiking in the surrounding hills, exploring the many walking trails, or indulging in a game of tennis at the local courts. For something more adventurous, try paragliding from the nearby Monte Cetona, offering breathtaking views of the Tuscan landscape.
What are the best holiday rentals with a pool in Montepulciano?
What other towns or cities can be easily accessed from Montepulciano?
Montepulciano is ideally located for exploring Tuscany. A short drive will take you to the charming hilltop town of Pienza, renowned for its Renaissance architecture. The vibrant city of Siena, with its iconic Piazza del Campo, is also within easy reach. For a taste of Umbrian charm, head to Perugia, a medieval city with a rich history.
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 fully equipped kitchens, comfortable living spaces, and private terraces or gardens. Many also come with Wi-Fi, air conditioning, and washing machines, making your stay as comfortable as possible.
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 is during spring (April-May) or autumn (September-October) when the weather is pleasant and the crowds are smaller. Summer (June-August) can be hot and crowded, while winter (November-March) can be chilly, but the town has a unique charm during this time.
Destinations nearby
Best Montepulciano holiday rentals with a sauna
9.3 491 reviews
Montepulciano
18/07 – 19/07
1091 €/nightfor 1 night
Villa Svetoni Wine Resort
2 7
resort , Montepulciano
Villa Svetoni Wine Resort is located in Montepulciano, just 13 kilometres from the thermal baths of Montepulciano Terme, and 29 kilometres from Bagno Vignoni and Bagni San Filippo, offering a peaceful retreat in the heart of Tuscany's rolling hills. The resort has consistently received excellent ratings for its location, cleanliness, and overall experience. This charming property features a range of modern amenities, including a swimming pool, a fitness centre, and a spa, perfect for relaxation and rejuvenation. Guests can also enjoy a variety of activities on-site, such as wine tasting, bike rentals, and tennis, or simply unwind on the terrace or in the garden.
9.3 97 reviews
Montepulciano
18/07 – 19/07
1721 €/nightfor 1 night
Nobilis Charme Relais
4 7
resort , Montepulciano
Nobilis Charme Relais, a luxurious hotel in Montepulciano, is located 7.4km from Montepulciano Terme, 22.5km from Bagno Vignoni, and 50km from Mount Amiata, offering easy access to Tuscany's renowned thermal baths and scenic landscapes. This one-bedroom, one-bathroom establishment boasts a spa with a sauna and jacuzzi, a restaurant, bar, room service, free Wi-Fi, parking, and a swimming pool; guests can also enjoy a terrace, garden, and varied breakfast options.
8.6 980 reviews
Montepulciano
26/06 – 28/06
231 €/nighttotal: 462 € (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.
10 1 review
Montepulciano
28/06 – 01/07
407 €/nighttotal: 1221 € (3 )
Collazzi 15
2 2
house , Montepulciano
This detached house in Collazzi, Montepulciano, is located 4.8 kilometres from Montepulciano Terme, 19.3 kilometres from Bagno Vignoni and 27.4 kilometres from Bagni San Filippo, with Mount Amiata 46.7 kilometres away. This detached house offers accommodation for up to five guests, featuring air conditioning, a fully equipped kitchen, complimentary WiFi, a private terrace and balcony, a jacuzzi and a sauna, with parking available.
Best Montepulciano holiday rentals with a fireplace
9.5 44 reviews
Montepulciano
30/09 – 02/10
145 €/nighttotal: 290 € (2 )
La Casa Di Ambra
2 3
apartment , Chianciano Terme
La Casa di Ambra is a pet-friendly apartment in Chianciano Terme, conveniently located 3.9km from Montepulciano Terme, 24km from Bagno Vignoni, and 26km from Bagni San Filippo. This 80 square metre property features two bedrooms, one bathroom, a fully equipped kitchen with dishwasher, a private garden, free Wi-Fi, private parking, and comfortably accommodates up to eight guests.
9.6 87 reviews
Montepulciano
22/07 – 24/07
426 €/nighttotal: 852 € (2 )
Independent House Large Terraces & Spectacular Views In Center W. Parking
4 2
apartment , Montepulciano
This apartment is situated in the hills of Montepulciano, just a short walk from the main squares and downtown areas, right outside the medieval city walls, and is 45km from Siena, 90km from Florence, and 120km from Rome. It has been rated excellent by previous guests. The apartment offers 184 square metres of living space, accommodating up to 10 guests, and includes four bedrooms, two bathrooms, a fully equipped kitchen, a terrace, a garden, and a spa. You will also find dedicated parking for two cars, internet access, and the opportunity to enjoy breathtaking views of the Tuscan countryside.
10 423 reviews
Montepulciano
05/12 – 08/12
374 €/nighttotal: 1122 € (3 )
Charming House In Historic Town Centre - Art-studio In Cerca D'autore
2 4
studio , Montepulciano
This apartment is located just outside Montepulciano's town centre, a short walk from Piazza Grande and the Dome, offering a tranquil rural setting while being close to the town's attractions. It has received excellent ratings for cleanliness, location and user experience. The property spans 150 square metres and comfortably accommodates up to six guests in its two bedrooms and two bathrooms. The apartment offers a range of amenities, including a terrace, garden, spa, parking, a fully equipped kitchen, and internet access.
9.9 62 reviews
Montepulciano
05/12 – 07/12
152 €/nighttotal: 304 € (2 )
Authentic Tuscany House In The Center 120mq
1 4
apartment , Montepulciano
Casa Olivieri, a two-bedroom apartment in Montepulciano's Via delle Rughe di Mezzo, offers easy walking access to the town's main attractions and local amenities. Sleeping up to five guests, this self-catering property boasts a fully equipped kitchen, including a dishwasher, a private jacuzzi, and free Wi-Fi; bed linen and towels are provided.