Montepulciano Holiday Rentals

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Holiday Rentals in Montepulciano

Il Tosco
Property entrance

Il Tosco

10.0 out of 10, Exceptional, (100)
"Wonderful total experience! Kind and generous service, available but not intrusive, perfect morning breakfast, beautiful linens in rooms and breakfast area. One couldn’t ask for more from hostess and owners! "
The price is AU$473
includes taxes & fees
23 Dec - 24 Dec
Il Tosco
Residenza Fabroni
Lobby

Residenza Fabroni

8.8 out of 10, Excellent, (79)
"We loved staying here. Absolutely great communication, super room, lots of dining options. Highly recommend this place."
The price is AU$170
includes taxes & fees
6 Jan - 7 Jan 2025
Residenza Fabroni
Casa Campau by Interhome
TV

Casa Campau by Interhome

8.8 out of 10, Excellent, (3)
"Sehr zentraĺ mitten in der Altstadt. Man muss aber steile Treppenwege gehen. Alle Gegenstände des täglichen Bedarfs waren alle vorhanden. Gute Küchenausstattung (scharfe Messer!!!)"
Casa Campau by Interhome
Hotel San Gregorio
Seasonal outdoor pool, pool loungers

Hotel San Gregorio

3.0 star property
9.2 out of 10, Wonderful, (107)
"Very nice staff, great service, super clean. Will stay again."
The price is AU$323
includes taxes & fees
3 Jan - 4 Jan 2025
Hotel San Gregorio
Casanova - Panoramic Rooms and Suites
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

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 AU$369
includes taxes & fees
26 Dec - 27 Dec
Casanova - Panoramic Rooms and Suites
House with garden and panoramic view over Lake Trasimeno
Pool

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
Abbadia Sicille Relais
Executive Suite, Hot Tub, Garden View | Terrace/patio

Abbadia Sicille Relais

4.0 star property
8.8 out of 10, Excellent, (153)
"Beyond the peace and tranquility offered by the setting, it truly felt like the guests’ wellbeing was prioritized- the spaces (I viewed three before making a decision) were clean and orderly, the staff was incredibly attentive, the restaurant was enjoyable, and the overall experience was a very positive one."
Abbadia Sicille Relais
Bosco della Spina
Exterior

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

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.
Traditional stone cottage in rural, tranquil and quiet location built in 1799
Outdoor 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
Big house
Pool

Big house

7.8 out of 10, Good, (11)
"The house and location are perfect for a family holiday, the pool is lovely and there are plenty of covered areas in the garden in which to relax when the sun gets too hot! The proprietors are very accommodating and fixed any issues (washing machine failed during our stay) immediately. The only thing to be aware of is that the region near the lake does suffer from mosquitoes which come out in the evening - so take repellent with you as it’s expensive in Italy!"
Big house
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena
Pool

Villa Scopetello with Pool and Tennis court near Montepulciano and Siena

10.0 out of 10, Exceptional, (100)
"A wonderful setting, terrific location and ideal large house for our 3 generation group of extended family members. The 8 children under 11ys had a fantastic time playing with their cousins enjoying the grounds, pool area, tennis court and football goalposts. Sonja was a great host - relaxed but responsive and a thoughtful cook for the two prepared meals she made for us"
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena
Poggio RINESCHI -SPINA apartment with pool, Monte Amiata, Maremma
Outdoor dining

Poggio RINESCHI -SPINA apartment with pool, Monte Amiata, Maremma

Poggio RINESCHI -SPINA apartment with pool, Monte Amiata, Maremma
Villa with swimming pool and garden- San Feliciano, Trasimeno lake
Pool

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

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 Stefania" Old Tuscan Farmhouse - Great View on Cortona
Pool

"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
wrapped in the scent of Mediterranean flowers and herbs
Exterior

wrapped in the scent of Mediterranean flowers and herbs

10.0 out of 10, Exceptional, (45)
"Casa Cadeta provided a peaceful and beautiful rural home base for our Tuscany tour. We chose to make breakfasts and dinners in the fully equipped kitchen and make daily tours to hilltop Medieval villages, beaches, or wine tastings. At nights we enjoyed star gazing and listening to an owl and the neighbor’s donkeys. Laine was generous in sharing garden and orchard bounty and we enjoyed organic tomatoes, figs, grapes, almonds, and apples. Would love to come back!"
wrapped in the scent of Mediterranean flowers and herbs
House in Val d'Orcia excellent families CIN IT052024C2APXZK7PD
Exterior

House in Val d'Orcia excellent families CIN IT052024C2APXZK7PD

9.6 out of 10, Exceptional, (43)
"Beautiful home and location. Silvano is excellent host."
House in Val d'Orcia excellent families CIN IT052024C2APXZK7PD
Farmhouse in the Countryside
Property grounds

Farmhouse in the Countryside

6.0 out of 10, (1)
"Das Haus ist sehr schön gelegen, Raumaufteilung okay, die Familuie des Vermieters ist super nett und hilfsbereit. Ich muss kritisieren, dass die Kommunikation mit FEWO sehr schlecht war. Wir kamen nach 12-stündiger Fahrt beim Objekt an, niemand war da. Beim Wohnsitz des Vermieters angekommen, wussten diese nichts von der Buchung. Das Haus ist eine Baustelle, da die Vermieter renovieren wollten. Sie gaben glaubwürdig an, von FEWO keine Benachrichtigung erhalten zu haben. Sie hätten die Buchung...
Farmhouse in the Countryside
The Gelda house, relax with a view
Interior

The Gelda house, relax with a view

9.6 out of 10, Exceptional, (12)
"This is a beautiful apartment on the edge of a small town called Castelnuovo dell’Abate. It's not in Montalcino, but a short drive to it. We stayed here because we were visiting a few wineries close by. When staying in a small Tuscan town, it's best to look for a place like this that's right on the edge. You don't want to (and sometimes can't!) drive into the old part of the towns. We were able to park along the street about 100 yards away. The walk was steeply uphill, but not long at all. The...
The price is AU$240
includes taxes & fees
23 Dec - 24 Dec
The Gelda house, relax with a view
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

Hotel Panoramic
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

Hotel Panoramic

3.0 star property
8.8 out of 10, Excellent, (232)
"We panned to stay only 2 nights but we had so much fun we extended one more night. Thai hotel is VERY clean beautiful hardwood flooring all over, beautiful scenery all around, rooms are VERY specious, close to city and restaurants. "
The price is AU$172
includes taxes & fees
29 Dec - 30 Dec
Hotel Panoramic
Precise Tale Poggio Alla Sala
Indoor pool, seasonal outdoor pool

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 "
Precise Tale Poggio Alla Sala
Albergo San Biagio
Indoor pool, open 9:00 AM to midnight, pool loungers

Albergo San Biagio

3.0 star property
8.6 out of 10, Excellent, (146)
"Perfect "
The price is AU$64
includes taxes & fees
6 Jan - 7 Jan 2025
Albergo San Biagio
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?

Casa Campau by Interhome: This highly rated holiday home rental in Montepulciano is in the city centre and offers laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, an oven and a microwave.

How many holiday rentals are there in Montepulciano?

Expedia has 59 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, Church of St. Agnes and Palazzo Avignonesi 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.