Montepulciano holiday rentals

Holiday Rentals in Montepulciano

707 available vacation rental offers

2 1
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Best Holiday rentals and Airbnb offers in Montepulciano

La Casina Di Pulcinella - Montepulciano
9.3Excellent 330 reviews
Montepulciano
2 1
SG$136/nighttotal: SG$952 (7 )

La Casina Di Pulcinella

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.
La Casa Di Margot - Montepulciano
9.6Excellent 101 reviews
Montepulciano
2 2
SG$174/nighttotal: SG$348 (2 )

La Casa Di Margot

apartment - Montepulciano
La Casa Di Margot is situated in Montepulciano, a short distance from the Montepulciano Terme spa complex and about 30 miles from Mount Amiata. This charming apartment has received excellent ratings for its location, cleanliness, and overall experience.
The accommodation offers two bedrooms, one bathroom, and a spacious 65 square metre living space, comfortably accommodating up to four guests. La Casa Di Margot provides a range of modern amenities, including a fully equipped kitchen, a private garden, a terrace, and free Wi-Fi, making it an ideal choice for a relaxing and enjoyable stay in Montepulciano.
Appartamento Talosa - Montepulciano
9.4Excellent 134 reviews
Montepulciano
2 1
SG$150/nighttotal: SG$300 (2 )

Appartamento Talosa

apartment - Montepulciano
Appartamento Talosa is situated in Montepulciano, a short distance from the historic centre, and is just over three miles from the thermal baths of Montepulciano Terme. The property is highly rated for location, cleanliness and overall user experience.
This one-bedroom apartment, spanning 50 square metres, can accommodate up to four guests. The property offers a range of modern amenities, including a well-equipped kitchen, free Wi-Fi, and a private entrance, plus guests can enjoy views of the Tuscan countryside.
Agriturismo Casagrande - Montepulciano
9.0Excellent 110 reviews
Montepulciano
2 1
SG$141/nighttotal: SG$987 (7 )

Agriturismo Casagrande

farm - Montepulciano
Agriturismo Casagrande is situated in the Tuscan countryside, a short drive from the Chianciano Terme thermal area and the medieval town of Pienza, offering a peaceful escape amidst stunning scenery. The farm consistently receives excellent ratings for its location, cleanliness, and overall guest experience.
Each self-catering apartment features rustic charm with wood-beamed ceilings and terracotta floors. Guests can enjoy the outdoor swimming pool, garden with barbecue facilities, and on-site production of olive oil, alongside free Wi-Fi in communal areas.
Sant'antonio Country Resort - Montepulciano
9.7Excellent 97 reviews
Montepulciano
2 1
SG$235/nighttotal: SG$1645 (7 )

Sant'antonio Country Resort

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.
Angolo Alla Fortezza - Gigliola Contucci - Montepulciano
9.6Excellent 281 reviews
Montepulciano
2 1
SG$186/nighttotal: SG$372 (2 )

Angolo Alla Fortezza - Gigliola Contucci

apartment - Montepulciano
Angolo Alla Fortezza is a charming apartment located in the heart of Montepulciano's historic centre, just a short walk from the bustling Piazza Grande and the impressive Duomo. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The apartment spans 60 square metres and includes a comfortable living room, a well-equipped kitchen, and a separate bedroom. Guests can enjoy modern amenities like free Wi-Fi, air conditioning, and parking, all while experiencing the traditional Tuscan charm of the apartment's rustic furnishings.
Case Vacanza - Villa Paola - Montepulciano
9.5Excellent 888 reviews
Montepulciano
2 1
SG$202/nighttotal: SG$404 (2 )

Case Vacanza - Villa Paola

apartment - Montepulciano
Case Vacanza - Villa Paola is situated in Montepulciano, just 3.7 miles from the Montepulciano Terme spa complex and 30 miles from Mount Amiata, offering a tranquil escape amongst the Tuscan hills. The property has consistently received excellent ratings for location, cleanliness, and user experience.
Each apartment features a wardrobe, flat-screen TV, private bathroom, bed linen, and towels, ensuring a comfortable stay. Guests can enjoy a range of amenities, including air conditioning, free Wi-Fi, a garden, a picnic area, and free private parking, as well as mountain views and a terrace or balcony.
Luxury Apartment Piazza Grande - Montepulciano
9.8Excellent 82 reviews
Montepulciano
2 2
SG$268/nighttotal: SG$1876 (7 )

Luxury Apartment Piazza Grande

apartment - Montepulciano
This charming flat is situated in Montepulciano, just 3.3 miles from the Montepulciano Terme spa complex, offering a tranquil setting close to the town's attractions. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The apartment provides comfortable accommodation for up to four guests, with two bedrooms, one bathroom, and a spacious 100 square metre living area. Guests can enjoy a private balcony, a fully equipped kitchen, free Wi-Fi, and the option to rent bicycles to explore the surrounding countryside.
Mezzanino L Palazzo Gagnoni Grugni - Montepulciano
9.8Excellent 177 reviews
Montepulciano
2 1
SG$157/nighttotal: SG$314 (2 )

Mezzanino L Palazzo Gagnoni Grugni

apartment - Montepulciano
Mezzanino L Palazzo Gagnoni Grugni is situated in the heart of Montepulciano, a short drive from both the Montepulciano Terme spa complex and Mount Amiata, offering easy access to the town's attractions and the surrounding countryside. This apartment has consistently received excellent ratings for its location, cleanliness, and user experience.
This one-bedroom flat provides comfortable accommodation for up to four guests in its 50 square metres of space. The apartment offers a range of amenities including a fully equipped kitchen, free Wi-Fi, and a private entrance, allowing guests to enjoy a relaxing and convenient stay.
La Casa Del Buonumore - Montepulciano
9.5Excellent 366 reviews
Montepulciano
2 1
SG$204/nighttotal: SG$408 (2 )

La Casa Del Buonumore

apartment - Montepulciano
La Casa del Buonumore is situated in Montepulciano, a short distance from the thermal baths of Montepulciano Terme and a scenic drive from the spa town of Bagno Vignoni. The property enjoys excellent ratings for location, cleanliness, and overall guest experience.
This charming apartment offers a private entrance and a fully equipped kitchen. Guests can enjoy a range of amenities, including a swimming pool, garden, terrace, and air conditioning, as well as a welcome treat upon arrival.
Palazzo Tombesi Trecci - Montepulciano
8.6Very good 416 reviews
Montepulciano
2 1
SG$156/nighttotal: SG$312 (2 )

Palazzo Tombesi Trecci

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.
Apartment Il Torrino - Montepulciano
9.7Excellent 223 reviews
Montepulciano
2 1
SG$202/nighttotal: SG$404 (2 )

Apartment Il Torrino

house - Montepulciano
This charming house is perfectly situated in the heart of Montepulciano, just a short walk from the town's main attractions such as Val di Chiana, Cantina del Redi, and the Civic Museum. The property has consistently received excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The 80 square metre house comfortably accommodates two guests in its single bedroom. Guests can enjoy a range of amenities including a fully equipped kitchen, a peaceful garden, a balcony, air conditioning, free Wi-Fi, and parking.

Other types of accommodation in Montepulciano

Best Montepulciano holiday rentals with a pool

Among the 707 accommodations in Montepulciano, here are the 8 best rentals with a pool

Tenuta Santagnese - Montepulciano
8.8Very good 433 reviews
Montepulciano
2 1
SG$195/nighttotal: SG$1365 (7 )

Tenuta Santagnese

farm - Montepulciano
Tenuta Santagnese is a farmhouse located just a 10-minute drive from the historic centre of Montepulciano, nestled in the tranquil Tuscan countryside. This property has received excellent ratings for its location and very good ratings for cleanliness and overall experience.
The farmhouse offers self-catering apartments, each featuring a charming Tuscan kitchen, spacious bathrooms and bedrooms with antique cast-iron beds. Guests can enjoy the refreshing outdoor pool, barbecue facilities in the extensive gardens, and free on-site parking.
Borgo Del Molinello - Montepulciano
9.1Excellent 80 reviews
Montepulciano
2 1
SG$164/nighttotal: SG$1148 (7 )

Borgo Del Molinello

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.
One Bedroom Appartement With Shared Pool Furnished Terrace And Wifi At Montepulciano - Montepulciano
8.4Very good 144 reviews
Montepulciano
2 1
SG$251/nighttotal: SG$1757 (7 )

One Bedroom Appartement With Shared Pool Furnished Terrace And Wifi At Montepulciano

apartment - Montepulciano
This apartment is situated in Montepulciano, close to the town's main attractions and amenities, offering easy access to the historic centre and famous wineries. The property consistently receives very good ratings for cleanliness, location and overall guest experience.
The apartment has one bedroom and one bathroom, ideal for a couple or small family. Guests can enjoy a range of amenities including a shared pool, furnished terrace, free Wi-Fi, private parking, a fully equipped kitchen, barbecue facilities, and a restaurant and room service on site.
Podere Poggio Al Sole - Montepulciano
9.5Excellent 100 reviews
Montepulciano
2 1
SG$252/nighttotal: SG$1764 (7 )

Podere Poggio Al Sole

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.
Agriturismo Il Casalone - Montepulciano
9.4Excellent 526 reviews
Montepulciano
2 1
SG$128/nighttotal: SG$896 (7 )

Agriturismo Il Casalone

farm - Montepulciano
Agriturismo Il Casalone is a farm stay located in Montepulciano, Tuscany, just 29 miles from Siena, 30 miles from Perugia, and 28 miles from Arezzo, making it an ideal base for exploring the region's historical treasures. The property has received excellent user ratings for its location, cleanliness, and overall experience.
The accommodation features spacious rooms with private bathrooms, offering a comfortable and relaxing stay. Guests can enjoy a range of amenities and activities, including a seasonal outdoor pool, a barbecue area, a children's playground, free Wi-Fi, private parking, bike hire, and stunning mountain and lake views.
Xviiith House  In Hunting Reserve - Montepulciano
10Excellent 10 reviews
Montepulciano
2 2
SG$367/nighttotal: SG$2569 (7 )

Xviiith House In Hunting Reserve

apartment - Montepulciano
This charming apartment is located in the Tuscan countryside, just outside the ancient city walls of Montepulciano, within a hunting reserve and a short drive from other notable Tuscan towns like Pienza, Montalcino, and Cortona. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment offers two bedrooms and can accommodate up to four guests. It features a fully equipped kitchen, a living room with satellite TV, and a private garden with an infinity pool overlooking the stunning landscape.
Big Apartment With A Great View - Montepulciano
9.7Excellent 26 reviews
Montepulciano
2 2
SG$275/nighttotal: SG$1925 (7 )

Big Apartment With A Great View

apartment - Montepulciano
This apartment is located in a peaceful area of Montepulciano, just a short walk from the historic centre and its famous Piazza Grande. The apartment has consistently received excellent reviews for its cleanliness, location, and overall experience.
The apartment offers two bedrooms, accommodating up to six guests, and features a fully equipped kitchenette. Guests can enjoy the outdoor space with its barbecue, swimming pool, shaded park area, laundry facilities, and free Wi-Fi access.
Sodoma - A Converted 800 Year Old Monastery - Montepulciano
9.3Excellent 3 reviews
Montepulciano
2 1
SG$240/nighttotal: SG$1680 (7 )

Sodoma - A Converted 800 Year Old Monastery

studio - Montepulciano
This charming studio apartment is situated in a converted 800-year-old monastery, just a short 5-minute drive from the historic town of Montepulciano. Guests consistently rate the studio highly for its excellent location, cleanliness, and overall experience.
The apartment is a comfortable and spacious open plan studio, ideal for two guests. It offers a fully equipped kitchen, a private terrace with stunning views, and access to a range of outdoor activities including a swimming pool, running track, and BBQ facilities.

Best family friendly Montepulciano holiday rentals

Among the 707 accommodations in Montepulciano, here are the 8 best family friendly rentals

Holiday Apartment In Historical Palace - Montepulciano
9.5Excellent 87 reviews
Montepulciano
2 2
SG$361/nighttotal: SG$722 (2 )

Holiday Apartment In Historical Palace

apartment - Montepulciano
The Holiday Apartment is situated in the historic centre of Montepulciano, within easy walking distance of restaurants and cafes, and a 40-minute drive from Lake Trasimeno. This apartment has been highly rated by previous guests for its excellent location, cleanliness, and overall experience.
This spacious two-bedroom property offers a comfortable and stylish living space, decorated with antique furnishings and wood-beamed ceilings. Guests can enjoy a range of modern amenities, including a fully equipped kitchen, a Jacuzzi, and a terrace with panoramic views of the Tuscan countryside.
Il Corso - Montepulciano
9.7Excellent 53 reviews
Montepulciano
2 2
SG$416/nighttotal: SG$2912 (7 )

Il Corso

apartment - Montepulciano
This apartment is located in Montepulciano, a short drive from the thermal baths of Montepulciano Terme and approximately 30 miles from Mount Amiata, offering a peaceful setting close to the historic town centre. It has excellent user, location and cleanliness ratings.
The apartment features a private entrance, a fully equipped kitchen with a dishwasher, and a comfortable living space with a sofa. It also offers modern amenities like satellite flat-screen TV, free Wi-Fi, and ironing facilities, as well as a terrace or balcony and a garden.
Appartamenti Bellarmino - Montepulciano
8.5Very good 165 reviews
Montepulciano
2 1
SG$194/nighttotal: SG$388 (2 )

Appartamenti Bellarmino

apartment - Montepulciano
Palazzo Bellarmino is a charming apartment located in the heart of Montepulciano, just a short walk from the main square and a 15-minute drive from the train station. This accommodation has received very good ratings for cleanliness and user experience, as well as an excellent rating for its location.
The apartment is spacious and comfortable, featuring contemporary furnishings and colourful walls. Guests can enjoy a fully equipped kitchen, free Wi-Fi, satellite TV, a terrace or balcony, and a garden. The apartment is also pet-friendly and family-friendly, making it an ideal choice for a variety of travellers.
Opio 60 - Montepulciano
9.7Excellent 463 reviews
Montepulciano
2 1
SG$186/nighttotal: SG$372 (2 )

Opio 60

studio - Montepulciano
Opio 60 is a studio apartment located just 3.2 miles from the Montepulciano Terme spa complex, making it a convenient base for exploring the beautiful Tuscan countryside. This self-catering accommodation has received excellent user ratings for its location, cleanliness, and overall experience.
The apartment features a well-equipped kitchenette with a dishwasher and fridge, allowing guests to prepare their own meals. It also offers amenities such as air conditioning, free Wi-Fi, and a flat-screen TV, ensuring a comfortable stay. Guests can enjoy a range of activities in the surrounding area, including cycling and exploring the nearby thermal baths.
Two Bedroom Apartment In Montepulciano - Montepulciano
9.3Excellent 4 reviews
Montepulciano
2 2
SG$674/nighttotal: SG$4718 (7 )

Two Bedroom Apartment In Montepulciano

apartment - Montepulciano
This apartment is conveniently located near Montepulciano Terme, just a short drive from the charming town of Montepulciano and other popular Tuscan destinations. It has received excellent ratings for its location, cleanliness, and overall experience, making it a great choice for travellers seeking a comfortable and enjoyable stay.
The apartment offers spacious accommodation for up to four guests, with two bedrooms, two bathrooms, and a living room, all spread across 80 square metres. It features a well-equipped kitchen, a terrace with stunning mountain views, and a garden, providing ample space for relaxation and outdoor dining.
La Torre Del Conte,free Wi-fi, Amazing View - Montepulciano
9.5Excellent 81 reviews
Montepulciano
2 2
SG$534/nighttotal: SG$1068 (2 )

La Torre Del Conte,free Wi-fi, Amazing View

apartment - Montepulciano
This apartment is located in Montepulciano, just 3.6 miles from the Montepulciano Terme spa complex and 30 miles from Mount Amiata, offering easy access to the area's natural beauty and historical attractions. It has received excellent ratings for cleanliness, location and user experience, making it a popular choice for travellers.
The two-bedroom apartment spans 170 square metres and includes a fully equipped kitchen, a terrace with stunning mountain views, and a shared lounge. Guests can enjoy amenities such as free Wi-Fi, a washing machine, a garden, a tennis court, and parking.
The Piano Nobile - Montepulciano
9.5Excellent 64 reviews
Montepulciano
2 3
SG$714/nighttotal: SG$1428 (2 )

The Piano Nobile

apartment - Montepulciano
The Piano Nobile apartment is located in the historic centre of Montepulciano, just a short distance from the Terme di Montepulciano spa complex. This apartment has received excellent ratings for location, cleanliness, and overall user experience.
The apartment is spacious, with a floor area of 180 square metres, and comfortably accommodates up to six guests. It offers a range of amenities, including a fully equipped kitchen, a private balcony and terrace, and a bike rental service for exploring the surrounding countryside.
Appartamento Panoramico - Montepulciano
9.4Excellent 8 reviews
Montepulciano
2 3
SG$245/nighttotal: SG$1715 (7 )

Appartamento Panoramico

apartment - Montepulciano
The Appartamento Panoramico is situated just outside Montepulciano's city centre, a convenient 5-minute drive away, offering a peaceful escape from the bustling town. This apartment consistently receives excellent ratings for its cleanliness, location and overall experience, making it a popular choice for travellers.
The apartment has three bedrooms and one bathroom, spanning 100 square metres, comfortably accommodating up to five guests. Enjoy the convenience of a fully equipped kitchen, a private terrace and garden, free Wi-Fi and parking, as well as access to a fitness centre and children’s playground.

Frequently asked questions for the vacation rentals in Montepulciano

Destinations nearby

Best pet friendly Montepulciano holiday rentals

Among the 707 accommodations in Montepulciano, here are the 5 best pet friendly rentals

Casa Serena - Montepulciano
9.5Excellent 25 reviews
Montepulciano
2 2
SG$186/nighttotal: SG$1302 (7 )

Casa Serena

apartment - Montepulciano
CASA SERENA is a charming apartment located just outside the bustling centre of Montepulciano, about 3.3 miles from the thermal baths of Montepulciano Terme and 13 miles from Bagno Vignoni. This well-rated property consistently receives excellent reviews for its cleanliness, location, and overall experience.
The apartment is a spacious 60 square metres and has a private entrance, a fully equipped kitchen with modern appliances, a washing machine, and a bathroom with a hairdryer. Guests can enjoy free Wi-Fi, explore the surrounding Tuscan countryside, and easily access the nearby thermal baths for a relaxing and rejuvenating experience.
Casa Serena Uno - Centro Storico - Montepulciano
9.7Excellent 25 reviews
Montepulciano
2 1
SG$134/nighttotal: SG$938 (7 )

Casa Serena Uno - Centro Storico

apartment - Montepulciano
This charming flat is situated in the historic centre of Montepulciano, just a short drive from the thermal baths of Montepulciano Terme and the picturesque village of Bagno Vignoni. It has received excellent ratings for its location, cleanliness, and overall experience, making it an ideal choice for travellers seeking a comfortable and convenient stay.
The apartment features one bedroom and one bathroom, offering ample space for two guests. It comes equipped with modern amenities such as free Wi-Fi, a flat-screen TV, and a fully equipped kitchen, allowing you to enjoy all the comforts of home while exploring the captivating Tuscan countryside.
A View From The Top - Montepulciano
9.9Excellent 330 reviews
Montepulciano
2 2
SG$251/nighttotal: SG$502 (2 )

A View From The Top

apartment - Montepulciano
This charming two-bedroom apartment in Montepulciano is perfectly situated in a quiet neighbourhood, just a short walk from the main square and the bustling heart of the town. It has consistently received excellent reviews for its cleanliness, location, and overall experience.
The 70 square metre apartment comfortably sleeps four guests and boasts a fully equipped kitchen with modern appliances, a spacious terrace with panoramic views, and a private garden. Guests can enjoy the beautiful surroundings, explore the local wineries, and take advantage of the air conditioning during the summer months.
Casa Serena Uno - Centro Storico - Montepulciano
9.8Excellent 10 reviews
Montepulciano
2 1
SG$156/nighttotal: SG$1092 (7 )

Casa Serena Uno - Centro Storico

apartment - Montepulciano
Casa Serena Uno is a charming flat situated in the heart of Montepulciano, just a short walk from Piazza Grande and the Christmas Market. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment has one bedroom and one bathroom, accommodating up to two guests. It includes a fully equipped kitchen with a fridge and dishwasher, as well as parking facilities, internet access, and the added bonus of being pet-friendly.
Palazzo Danesi - Montepulciano
8.2Very good 397 reviews
Montepulciano
2 1
SG$180/nighttotal: SG$1260 (7 )

Palazzo Danesi

apartment - Montepulciano
Palazzo Danesi is situated in the historic centre of Montepulciano, close to the thermal baths of Montepulciano Terme and within easy reach of the scenic Mount Amiata. The apartment has received very good ratings for cleanliness and user experience, and an excellent rating for location.
The property offers a choice of comfortable apartments, each featuring a wardrobe, a kettle, a private bathroom with a bidet and hairdryer, and some with a fully equipped kitchen. Guests can enjoy free Wi-Fi, scenic views of the Tuscan countryside, and the convenience of on-site parking.