Holiday Rentals in Montepulciano

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Check prices for these dates

Holiday Rentals in Montepulciano

Il Tosco

10.0 out of 10, Exceptional, (103)
"beautiful property with perfect service. "
The price is €298
includes taxes & fees
1 Mar - 2 Mar
Il Tosco

Residenza Fabroni

8.8 out of 10, Excellent, (79)
"This is a very large apartment in a 500 year old well maintained building. It is in the beautiful historic area. Do be aware that this is a VERY hilly area and you will have to walk up and down steep streets everywhere you go. That includes from the parking area. Cars are restricted from the area around the apartment without a permit. "
The price is €104
includes taxes & fees
17 Feb - 18 Feb
Residenza Fabroni

Osteria del Borgo

9.2 out of 10, Wonderful, (142)
"Communication with owner excellent. Was able to drop bags at unit and then park car in space provided by hotel about a 10 minute walk down or up depending on direction. Apartment large and comfortable. Breakfast nice continental assortment. Owner helped with bags up 2 flights of stairs checking in. Excellent location. Every thing nearby. We would book again"
Osteria del Borgo

Panoramic villa surrounded by vineyards and olive groves, 6 km from Montepulciano. Ideal for familie

10.0 out of 10, Exceptional, (1)
"The location of this home is perfect. Far enough away for peace and quiet, yet close enough to go to the grocery store and into Montepulciano. Frank and Silva, the owners were a delight. They didn't speak much english, but we laughed every morning with them. Frank makes his own wine from the on property vineyard and Silva makes handbags and jams. Frank wine is as good as any other in Italy. And so much less money!!! Their home and grounds are beautiful. We were three couples and had plenty...
Panoramic villa surrounded by vineyards and olive groves, 6 km from Montepulciano. Ideal for familie

Walk to Town! Luxury Villa in Montepulciano, Tuscany w/ Pool & Spa!

10.0 out of 10, Exceptional, (34)
"Two friends - ages 70+ - decided to escape to Tuscany. Villa Nobile was the destination. Everything about it was magical, especially the grounds and astounding views. We savored every moment. The only slight disappointment was that walking to Montepulciano was very challenging on narrow, dusty roads. Fortunately, we had a car that eased our journey. A wonderful home, well located with access to so many Tuscan towns. We highly recommend it."
Walk to Town! Luxury Villa in Montepulciano, Tuscany w/ Pool & Spa!

Charming House in the heart of Montepulciano

10.0 out of 10, Exceptional, (57)
"We really enjoyed our stay in this home. It was conveniently located for parking and taking your luggage. The owners were very responsive to any questions we had. It was very clean and was a great weekend. Our stay was short but we enjoyed it very much. Would recommend staying here."
Charming House in the heart of Montepulciano

Hotel San Gregorio

3.0 star property
9.2 out of 10, Wonderful, (110)
"Very nice staff, great service, super clean. Will stay again."
The price is €146
includes taxes & fees
17 Feb - 18 Feb
Hotel San Gregorio

Casanova - Panoramic Rooms and Suites

3.0 star property
9.0 out of 10, Wonderful, (42)
"It was a nice property- unfortunate what they charge to just swim"
The price is €189
includes taxes & fees
13 Mar - 14 Mar
Casanova - Panoramic Rooms and Suites

Farmhouse in the hills with panoramic view and swimming pool

9.6 out of 10, Exceptional, (67)
"Was wonderful and beautiful. "
Farmhouse in the hills with panoramic view and swimming pool

Traditional stone cottage in rural, tranquil and quiet location built in 1799

9.8 out of 10, Exceptional, (39)
"John & Dianne were utterly lovely and made every effort for us. The listing is very clear and if you're looking for peace and quiet in a serene valley, you couldn't do better. The track should be driven with care but after the first time accompanied by John, it's not too bad. I wouldn't bring a car with low clearance though. John and Dianne are in their home next door which was nice to know. They very much left us to it and didn't mind us playing our music by the pool. Otherwise we didn't see...
Traditional stone cottage in rural, tranquil and quiet location built in 1799

Abbadia Sicille Relais

4.0 star property
8.8 out of 10, Excellent, (155)
"An amazing place with a luxury feel. Comfy, welcoming and peacefully relaxing "
The price is €82
includes taxes & fees
9 Mar - 10 Mar
Abbadia Sicille Relais

House with garden and panoramic view over Lake Trasimeno

9.8 out of 10, Exceptional, (43)
"Beautiful location, very handy for the lake (swimming, pedelos etc) and with some lovely restaurants and gelatos in the local town! Views from the property are amazing, it is very quiet and peaceful"
House with garden and panoramic view over Lake Trasimeno

Bosco della Spina

9.4 out of 10, Exceptional, (142)
"We were met by the property owner who was pleasant and informative. The room was exactly as depicted in the photos and property was in excellent condition. We would recommend to anyone staying the area at any time of year/ "
Bosco della Spina

House / Villa - Monte San Savino

9.8 out of 10, Exceptional, (16)
"Es erwartet dich ein hübsches Häuschen mitten in der Natur. Etwas abgelegen, wir mochten es genau so. Natur und Ruhe pur. Die Inneneinrichtung ist schon etwas in die Jahre gekommen, aber es ist alles da was man braucht. "
House / Villa - Monte San Savino

Private and cozy retreat in Montalcino with private pool surrounded by vineyards

9.4 out of 10, Exceptional, (55)
"Lovely villa, great host. We really enjoyed our stay. "
Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Villa with swimming pool and garden- San Feliciano, Trasimeno lake

8.2 out of 10, Very good, (42)
"We had a great stay at Massimo place. The grounds and pool were great! The views were to die for, and we had a different sun set every night! Thanks for the great stay Massimo! Will definitely back if in the area."
Villa with swimming pool and garden- San Feliciano, Trasimeno lake

Sun-Soaked Private View Terrace in the Historical Centre of Cortona.

9.8 out of 10, Exceptional, (64)
"Property is perfect for the view and the loction"
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.

"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona

10.0 out of 10, Exceptional, (62)
"This house and adjacent apartment was perfect for a larger group. The rooms are comfortable and well equipped. The property was lovely and has a spectacular pool. A few things to note. The house name is not a location on a map and if you use an app like Google then you must use the name on the wall outside the property. The hot water takes a very long time to get to the upper floor shower and it’s almost impossible to fill a hot bath. That’s to be expected in a house of this age and it’s well...
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona

Gorgeous home in Montalcino with kitchen

Gorgeous home in Montalcino with kitchen

Il Poggio dell'Eremita

10.0 out of 10, Exceptional, (48)
"We received a warm welcome from the family and a thorough explanation of the facilities, the surrounding area and places of interest. Fabrizio communicated easily with us using the translation phone app. The apartment is very clean, well equipped and offers a genuine Italian experience. Simply wonderful."
The price is €172
includes taxes & fees
17 Feb - 18 Feb
Il Poggio dell'Eremita
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Montepulciano you may be interested in

Albergo San Biagio

3.0 star property
8.6 out of 10, Excellent, (152)
"Location"
The price is €160
includes taxes & fees
22 Feb - 23 Feb
Albergo San Biagio

Precise Tale Poggio Alla Sala

5.0 star property
9.4 out of 10, Exceptional, (75)
"Everything and everyone was spot on. Driveway needs repair "
The price is €406
includes taxes & fees
17 Mar - 18 Mar
Precise Tale Poggio Alla Sala

Relais Villa Grazianella - UNA Esperienze

9.8 out of 10, Exceptional, (211)
"It takes a bit of a drive to get into the property from one the more bigger roads but it is what makes this place so charming and beautiful among stretches of vineyards. The food and wine here were also amazing. The staff were so friendly and accommodating. Rooms are super clean and charming as well. Loved my stay here and would definitely stay again!"
The price is €207
includes taxes & fees
2 Mar - 3 Mar
Relais Villa Grazianella - UNA Esperienze
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Are there holiday rentals in Montepulciano?

Yes, there are holiday rentals close to the most popular sights in Montepulciano, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Montepulciano speak positively about the countryside and wineries in this destination. Make sure you have time to check out the sightseeing tours and festivals during your trip.

What are some of the best holiday rentals that Montepulciano has to offer?

House / Villa - Monte San Savino: This holiday home rental outside of Montepulciano is located on a lake, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a selection of books.

How many holiday rentals are there in Montepulciano?

Expedia has 62 holiday rentals for your stay in Montepulciano.

What’s there to see and do in Montepulciano?

Terme di Montepulciano Spa and Val di Chiana are a couple of scenic spots to enjoy the outdoors, whereas Civic Museum is one of the cultural attractions. While here, Palazzo Avignonesi and Palazzo Ricci are other places worth a visit.

What’s a holiday rental in Montepulciano like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Montepulciano. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for family gatherings.