Compare Vacation Rentals & Airbnb in Montepulciano
407 available vacation rental offers
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Accommodation type
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407 Rentals and Airbnb in Montepulciano
10 4 reviews
Montepulciano
04/09 – 11/09
$113/nighttotal: $791 (7 )
Montepulciano Apartment With Little Arch
1 2
apartment , Montepulciano
This apartment offers a studio stay in Montepulciano's historic old town, steps from the main piazza and surrounded by wine cellars and art shops, with partial views of the Val di Chiana, its lake, and the Apennine Mountains. This property accommodates two guests and features a kitchen with a fridge, freezer, and microwave, alongside super-fast fiber Wi-Fi, heating, and an air cooler, with free parking available at nearby lots P7 and P8, 150-250 meters away.
9.6 32 reviews
Montepulciano
06/07 – 07/08
$175/nighttotal: $5600 (32 )
La Casina Di Cagnano–stile Toscano/centro Storico
1 2
apartment , Montepulciano
This one-bedroom apartment in Montepulciano is situated in a peaceful area, just a short walk from the Piazza Grande, the town's main square. The apartment sleeps two guests and comes with a well-equipped kitchen, a private bathroom, and a balcony, as well as free parking nearby.
9.8 4 reviews
Montepulciano
16/10 – 17/10
$215/nightfor 1 night
Vicolo Nobile
1 2
apartment , Montepulciano
This Montepulciano flat, Vicolo Nobile, is located 5.1 kilometres from Montepulciano Terme, 29 kilometres from Bagni San Filippo and 46.7 kilometres from Mount Amiata. This 45 square metre apartment accommodates two guests and features a fully equipped kitchen with a dishwasher and oven, complimentary WiFi, a washing machine, and satellite flat-screen television.
9.9 29 reviews
Montepulciano
20/07 – 24/07
$155/nighttotal: $620 (4 )
Casa Fiori Di Vite • Vista Toscana • Terrazza •A/c
1 1
apartment , Montepulciano
This furnished flat is located in Montepulciano, a short distance from the historic centre and conveniently close to wineries, enotecas, cafes, and restaurants, with free parking. This apartment sleeps four guests and offers Tuscan countryside views from two balconies, a fully equipped kitchen, and is an ideal base for exploring the Val d'Orcia region, including Pienza, Montalcino, Bagno Vignoni, Monticchiello, and Siena.
9.4 456 reviews
Montepulciano
28/06 – 01/07
$193/nighttotal: $579 (3 )
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.
9.4 528 reviews
Montepulciano
20/07 – 24/07
$212/nighttotal: $848 (4 )
Montorio
1 1
house , Montepulciano
Montorio is a charming country house located just 1.5 kilometres from the historic centre of Montepulciano, a short walk from the San Biagio Church, surrounded by olive groves, vineyards, and woods. The house has received excellent ratings for its cleanliness, location, and overall experience. The house features a spacious garden with hammocks, a patio and gazebo with stunning views of the countryside, and each apartment has a fully equipped kitchen. Guests can enjoy amenities such as a fitness centre, tennis court, and free Wi-Fi, as well as parking on-site.
9.7 6 reviews
Montepulciano
27/06 – 30/06
$227/nighttotal: $681 (3 )
La Casina Di Rosa *Nel Cuore Del Centro Storico*
1 3
apartment , Montepulciano
This apartment is located in the historic centre of Montepulciano, just 50 meters from the main street, offering easy access to shops, restaurants, and wine cellars. This one-bedroom flat accommodates up to three guests, featuring air conditioning, Wi-Fi, a fully equipped kitchen, and a unique antique door headboard, with self-check-in available.
9.7 16 reviews
Montepulciano
22/08 – 29/08
$366/nighttotal: $2562 (7 )
Luxury Apartment Piazza Grande
2 4
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.
Montepulciano
26/06 – 28/06
$300/nighttotal: $600 (2 )
Montepulciano Apartment Poggiolo
1 4
apartment , Montepulciano
This centrally located flat on Via del Poggiolo 2 offers immediate access to Montepulciano's main Corso, Piazza Grande, Scuola il Sasso, and the Accademia Europea di Palazzo Ricci, positioning guests within 500 metres of key attractions and amenities. This family-friendly apartment comfortably accommodates up to six guests and features two bedrooms, two bathrooms, and a kitchen equipped with a fridge, freezer, and dishwasher, ensuring a convenient stay.
9.3 43 reviews
Montepulciano
16/10 – 17/10
$171/nightfor 1 night
Appartamento Con Vista - Montepulciano
1 2
apartment , Montepulciano
This Montepulciano apartment, situated 6km from Montepulciano Terme and within easy driving distance of Bagno Vignoni and Bagni San Filippo, offers convenient access to thermal baths and the Tuscan countryside. The 50-square-metre flat features one bedroom, one bathroom, sleeps three guests, and includes a fully equipped kitchen with dishwasher, air conditioning, a terrace, free parking, and Wi-Fi.
9.7 362 reviews
Montepulciano
16/10 – 17/10
$202/nightfor 1 night
Agriturismo I Roseti
1 2
farm , Montepulciano
Agriturismo I Roseti is located in the Tuscan hills, just 14 kilometres from Bagno Vignoni and 43 kilometres from Arezzo, offering stunning views of the surrounding olive groves and orchards. It boasts excellent user, location and cleanliness ratings. The property is a one-bedroom farmhouse with a floor area of 50 square metres, featuring a kitchenette, a private bathroom, and a living room with a flat-screen TV. Guests can enjoy a welcome basket filled with local treats, BBQ facilities, and free WiFi, as well as a terrace, garden, and parking.
9.1 129 reviews
Montepulciano
04/09 – 11/09
$293/nighttotal: $2051 (7 )
Nuovo Etruria Resort
1 2
resort , Montepulciano
The Nuovo Etruria Resort in Montepulciano enjoys a convenient location, less than 1.2 miles from both the Colonna del Marzocco and Palazzo Avignonesi, and within a 15-minute walk of the Val di Chiana and the Church of St Agnes. This smoke-free hotel offers a seasonal outdoor pool, free Wi-Fi in public areas, a communal living room, and multilingual staff, alongside tour/ticket assistance for exploring the region.
Best family friendly Montepulciano vacation rentals
Among the 407 accommodations in Montepulciano, here are the 4 best family friendly rentals
9.9 38 reviews
Montepulciano
01/09 – 06/09
$146/nighttotal: $730 (5 )
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.
10 11 reviews
Montepulciano
28/06 – 01/07
$247/nighttotal: $741 (3 )
Ciliano 16
2 2
apartment , Montepulciano
This Montepulciano apartment, ideally situated in the town centre, is within walking distance of key landmarks such as the Palazzo di Bucelli, the Church of St Augustine, and the Colonna del Marzocco. The 90 square metre property offers two bedrooms, two bathrooms, and sleeps four, boasting a fully equipped kitchen, free Wi-Fi, parking, and a fireplace.
9.8 160 reviews
Montepulciano
26/06 – 28/06
$486/nighttotal: $972 (2 )
In Toscana Camere
3 4
house , Pienza
In Toscana Camere, you'll find a peaceful countryside retreat located just 10km from Pienza, a 24km drive from Montepulciano, and 48km from Montalcino. The property has received excellent ratings for cleanliness, location, and user experience. The houses and apartments offer a blend of traditional Tuscan charm and modern amenities. Guests can enjoy a fully equipped kitchen, free Wi-Fi, air conditioning, and a garden, perfect for relaxing and enjoying the peaceful surroundings.
9.7 6 reviews
Montepulciano
24/06 – 28/06
$235/nighttotal: $940 (4 )
45 M² Farmhouse ∙ 1 Bedroom ∙ 4 Guests
1 2
farm , Montepulciano
Farm rental for 4 people with an excellent rating of 97% based on 6 reviews. This accommodation is based in Montepulciano. Facilities and services: a swimming pool, a spa and free parking.
Best Montepulciano vacation rentals with a balcony
9.0 127 reviews
Montepulciano
30/06 – 01/07
$268/nightfor 1 night
Casa Leah
2 4
apartment , Montepulciano
Casa Leah, a two-bedroom apartment near Montepulciano Terme, is situated 7.2 kilometres from Montepulciano and offers easy access to the thermal baths of Bagno Vignoni and Bagni San Filippo. This 90 square metre property boasts two bathrooms, a garden, terrace, parking, and sleeps up to seven guests, complete with a fully equipped kitchen and free Wi-Fi.
9.3 4 reviews
Montepulciano
01/09 – 06/09
$278/nighttotal: $1390 (5 )
La Zia Marisa
2 2
apartment , Montepulciano
This Montepulciano apartment, approximately 77km from Perugia San Francesco d'Assisi Airport, offers mountain views from its private terrace. The 70-square-metre flat features two bedrooms, one bathroom, sleeps seven guests, and includes a fully equipped kitchen, washing machine, Wi-Fi, and flat-screen TV.
9.6 74 reviews
Montepulciano
28/06 – 01/07
$324/nighttotal: $972 (3 )
Residenza Al Poggio Degli Ulivi
2 2
house , Montepulciano
Residenza al Poggio degli Ulivi is situated just outside Montepulciano's historic centre, offering a peaceful setting with stunning views of the surrounding countryside and nearby lake, just 48km from Perugia San Francesco d'Assisi Airport and 48km from Mount Amiata. This charming property has consistently received excellent ratings from previous guests for its location, cleanliness, and overall experience. The house offers 85 square metres of living space, comfortably accommodating up to four guests in its two bedrooms and one bathroom. Guests can enjoy a range of amenities, including a private terrace, a barbecue, outdoor play equipment, a fully equipped kitchen, air conditioning, free Wi-Fi, and private parking.
9.8 945 reviews
Montepulciano
30/06 – 01/07
$334/nightfor 1 night
La Casa Nel Borgo
2 4
house , Pienza
La Casa nel Borgo is situated in Monticchiello, a charming village just 10.5 kilometres from Pienza and 43 kilometres from Mount Amiata, offering a peaceful escape while being within easy reach of popular destinations. This property has received excellent ratings for its location, cleanliness, and overall experience. The house provides a comfortable and well-equipped space for your stay, featuring a private garden and a terrace. It includes modern amenities such as air conditioning, free Wi-Fi, a washing machine, and a fully equipped kitchen with a dishwasher.
Frequently Asked Questions about vacation rentals in Montepulciano
What are some interesting places to visit in or near Montepulciano?
Montepulciano is a real gem! You have to visit the historic centre, with its stunning Piazza Grande and the Duomo. For a day trip, head to the nearby Pienza, a charming hilltop town known for its Renaissance architecture. And if you love wine, a visit to the vineyards in the surrounding countryside is a must.
What are the best Airbnb and vacation rentals in Montepulciano?
Which walking or cycling routes are the best in Montepulciano?
The walk along the walls of the historic centre offers incredible views of the Tuscan countryside. For cyclists, the route from Montepulciano to the nearby town of Chiusi is a favourite, with rolling hills and vineyards along the way.
What are the most popular Airbnbs in Montepulciano?
What sports or outdoor activites can visitors enjoy in and around Montepulciano?
You can find some great hiking trails in the surrounding countryside, perfect for exploring the rolling hills and vineyards. If you're feeling adventurous, try a hot air balloon ride over the Tuscan landscape. And of course, the region is famous for its wine, so a visit to a local winery for a tasting is a must.
What are the best vacation rentals with a pool in Montepulciano?
What other towns or cities can be easily accessed from Montepulciano?
You can easily reach Siena, Florence, and Perugia by car, all within a 1-2 hour drive. For a day trip, consider visiting the charming towns of Cortona, Pienza, or Chiusi, all within a short distance from Montepulciano.
What are the best rentals for families and kids in Montepulciano?
What amenities are commonly available in vacation rentals in Montepulciano?
Most vacation rentals in Montepulciano offer basic amenities like Wi-Fi, a kitchen, and a washing machine. Many also have outdoor spaces like a patio or garden, perfect for enjoying the beautiful Tuscan weather. Some rentals even have private pools, ideal for a relaxing escape.
What are the best rentals or Airbnbs with a jacuzzi in Montepulciano?
What time of year is best to rent a vacation rental Montepulciano?
Spring and autumn are ideal for visiting Montepulciano, with pleasant temperatures and less crowds. Summer can be very hot, but the town is still beautiful and lively. If you're looking for a quieter experience, winter can be a good option, though some attractions may have limited hours.
What are the local dishes in Montepulciano region?
The local cuisine in Montepulciano is truly delicious. You must try the famous Pici, a thick hand-rolled pasta, often served with a rich meat sauce or a simple tomato sauce. And of course, no visit to Montepulciano is complete without sampling the local Vino Nobile di Montepulciano, a full-bodied red wine.
Destinations nearby
Best Montepulciano vacation rentals with a sauna
Montepulciano
22/08 – 29/08
$7459/nighttotal: $52213 (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.
9.3 491 reviews
Montepulciano
18/07 – 19/07
$1763/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.
Montepulciano
01/09 – 06/09
$6811/nighttotal: $34055 (5 )
Villa ∙ 6 Bedrooms ∙ 12 Guests
6 2
house , Montepulciano
Villa Bene, a luxurious 12-bedroom property, is situated in the countryside between Val di Chiana and Val d'Orcia, 3km from Montepulciano's historic centre and close to Pienza. This large holiday home boasts a private wellness centre with an indoor heated pool, jacuzzi, and sauna, plus a 1.5km private trail, access to Villa Treci's park, and offers daily breakfast and optional chef-prepared meals.
8.6 980 reviews
Montepulciano
26/06 – 28/06
$373/nighttotal: $746 (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 vacation rentals with a fireplace
Montepulciano
30/06 – 01/07
$1997/nightfor 1 night
Apartment In A Hotel "Villa Pesca" With Shared Pool, Private Balcony & Wi-fi
3 4
house , Trequanda
This detached villa is located in Trequanda, a Tuscan town with convenient access to Siena (60 kilometres), Florence (100 kilometres), Pienza (20 kilometres), and Montepulciano (15 kilometres). This 156 square meter, two-storey holiday home offers three bedrooms, three bathrooms, and accommodates up to six guests, featuring Wi-Fi, air conditioning, a dishwasher, a private balcony, and access to a shared swimming pool.
9.6 140 reviews
Montepulciano
25/07 – 30/07
$249/nighttotal: $1245 (5 )
Mint Apartment - Super Central, Quiet, Romantic, Close To Finest Restaurants
1 2
apartment , Montepulciano
This charming apartment is situated just 5.3 kilometres from Montepulciano Terme and 21 kilometres from Bagno Vignoni, offering a tranquil escape from the bustling town centre. It has received excellent ratings for its location, cleanliness, and overall experience. The apartment is a one-bedroom property with one bathroom, offering 50 square metres of space and accommodating two guests. Guests can enjoy a fully equipped kitchen, a private balcony, a garden, free Wi-Fi, and parking, making it an ideal choice for a relaxing and comfortable stay.
Montepulciano
04/09 – 11/09
$394/nighttotal: $2758 (7 )
Holiday Home Casa Mulinello- Blick Auf Das Tal Von Montepulciano By Interhome
1 2
house , Torrita di Siena
Holiday Home Casa Mulinello in Montefollonico, 14 kilometres from Montepulciano Terme and 24 kilometres from Bagno Vignoni, offers a tranquil retreat in the Torrita di Siena region, with Perugia San Francesco d'Assisi Airport located 79 kilometres away. This detached house spans 90 square metres, accommodating up to 11 guests across three bedrooms, and features a private garden, a terrace with valley views, a fireplace, and a well-equipped kitchenette with a dishwasher and fridge.
8.6 40 reviews
Montepulciano
30/06 – 01/07
$436/nightfor 1 night
15 Min Da Montepulciano - Villa Chiara
3 4
apartment , Torrita di Siena
This three-bedroom, two-bathroom apartment in Montefollonico, a peaceful district 15 minutes' drive (approx. 24km) from Montepulciano, offers easy access to Tuscan hill towns and thermal baths. The 120 square metre property sleeps 11, features a well-equipped kitchen, terrace, garden, parking, and Wi-Fi, plus a baby safety gate.