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Top Holiday Rentals in Montepulciano

Il Tosco
10.0 out of 10, Exceptional, (87)
"Il Tosco is a quiet, clean and charming place to stay while traveling in Tuscany. The common rooms are cozy and the elegant breakfasts are the best we encountered in Italy. This is a wonderful place to stay with a local quality. Well worth the higher cost. "
The price is £253
per night
26 May - 27 May
Il Tosco
Magnificent stone farmhouse in the heart of Tuscany
10.0 out of 10, Exceptional, (24)
"The property has beautiful views and a peaceful, remote location. It is well equipped for cooking meals and they conveniently provide a starter supply of necessities (kitchen spices, hand soap, laundry soap, toilet paper, etc.). The property owner, as well as the local property manager, were both very responsive to our questions and the check in and out processes are simple. We thoroughly enjoyed our stay."
Magnificent stone farmhouse in the heart of Tuscany
Delcorto Suites
10.0 out of 10, Exceptional, (11)
"Everything is great. The family owns the property over 600 years. Great breakfast, fabulous suite. "
The price is £168
per night
19 May - 20 May
Delcorto Suites
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Walk to Town! Luxury Villa in Montepulciano, Tuscany w/ Pool & Spa!
10.0 out of 10, Exceptional, (33)
"Ville Nobile was absolutely fantastic! I highly recommend booking this villa for your Tuscan vacation. We found it to be everything and more than we could've asked for and the views were absolutely stunning. The villa was equiped with everything we needed and there was plenty of space both inside and out. The location worked very well for taking several daytrips to surrounding towns. Sherry was amazing with communication from the start. Check in was efficient and Eileen showed us everything. She...
Walk to Town! Luxury Villa in Montepulciano, Tuscany w/ Pool & Spa!
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena
10.0 out of 10, Exceptional, (98)
"We were group of 16 adults and three children under the age of three. Sonja and Diego could not have been better hosts! They are truly lovely people! Everything was absolutely perfect! The villa is stunning and very child friendly! We opted to have Sonja cook breakfast and dinner for us each day, and her food was absolutely delicious! You must try their pizza and bbq! We enjoyed the tennis court, feeding the horses, and day trips to Siena, Florence, and Montepulciano. The villa location is...
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena
Traditional stone cottage in rural, tranquil and quiet location built in 1799
10.0 out of 10, Exceptional, (30)
"Wow. If I could click 10 stars for a review I would. What a fantastic stay with super fantastic people. Our visit was at the end of March and it was beautiful. I can't imagine how beautiful this place would be later in the year. As for the hosts..... they could not have been more friendly and accommodating. They made us feel more like family then guests. I recommend 100% anytime of the year. Not to mention... there is not a more beautiful part of Tuscany."
Traditional stone cottage in rural, tranquil and quiet location built in 1799
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
10.0 out of 10, Exceptional, (55)
"Where to even begin? We loved everything about our stay. Stefania was wonderful, and responsive to our many questions before we even arrived. Upon arrival, it felt like a dream. The Villa is beautiful, private, and expansive. The property is huge, with lots of olive trees, fig trees, and places for the kids to play and explore. And not to mention the stunning pool, which overlooks the most incredible views of Cortona. We were pleased to find a ping pong table, and just absolutely loved the pool...
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
wrapped in the scent of Mediterranean flowers and herbs
10.0 out of 10, Exceptional, (43)
"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
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
10.0 out of 10, Exceptional, (37)
"Three generations of our family spent two weeks at this beautiful villa, and it was a very special vacation. The villa, grounds and pool are maintained in perfect condition - just the right combination of old-world charm with modern conveniences. The kids loved the pool, and the adults very much enjoyed the cocktail hour in the beautiful grounds by the pool at the end of the day. We love to cook, as a family, and found everything we needed to prepare meals in the huge kitchen. We also had...
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
Cottage " I due Pini"
10.0 out of 10, Exceptional, (35)
"Beautiful location in a natural environment. Wonderful hosts, and I especially liked their dog Akila who is very friendly."
Cottage " I due Pini"
Il Poggio dell'Eremita
10.0 out of 10, Exceptional, (37)
"The host was very welcoming upon arrival and gave us a great tour of the property along with some area history. Such a peaceful setting. Really enjoyed the patio upstairs off the bedroom. Great views of the terrain by day and fantastic views of the stars at night. Very close to the enchanting villages on hilltops nearby (Rigamagno and Scrofiano)."
Il Poggio dell'Eremita
House with garden and panoramic view over Lake Trasimeno
9.8 out of 10, Exceptional, (36)
"Lovely property in a fantastic location far from the Madding Crowd, not that we found a crowd anywhere we visited. The only problem we encountered was the aggressive mosquitoes which stopped us using the pool. Other than that it was a great week away."
House with garden and panoramic view over Lake Trasimeno
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
9.8 out of 10, Exceptional, (54)
"Quaint, comfortable apartment with spectacular views from patio. Easy walking distance to main square. Alen, the property manager who checked us in was great; a Cortona resident who provided lots of suggestions. Samantha, the owner was also easy to work with and stayed in communication from booking to departure. Highly recommend property and host. For those arriving by train, I would suggest booking a taxi well in advance as they are difficult to arrange. We booked Saban Salijevic who was great!...
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
House in Val d'Orcia excellent for families ISTAT code Tuscany region: 052024LTN0004
9.6 out of 10, Exceptional, (36)
"Beautiful home and location. Silvano is excellent host."
House in Val d'Orcia excellent for families ISTAT code Tuscany region: 052024LTN0004
Farmhouse in the hills with panoramic view and swimming pool
9.6 out of 10, Exceptional, (58)
"A super holiday. The location is superb with many places of interest within a 1 hour drive. Pool was maintained well and clean. We had a great 2 weeks."
Farmhouse in the hills with panoramic view and swimming pool
Ancient Tuscan house in the medieval village of Castiglione d'Orcia
9.6 out of 10, Exceptional, (14)
"Lovely spot to be in the middle of this lovely village."
Ancient Tuscan house in the medieval village of Castiglione d'Orcia
Bosco della Spina
9.4 out of 10, Exceptional, (123)
"Charming property in midst of magical Tuscany."
The price is £70
per night
12 May - 13 May
Bosco della Spina
A private luxury retreat in Montalcino
9.4 out of 10, Exceptional, (48)
"We loved this place. Beautiful pool, facilities and views"
A private luxury retreat in Montalcino
Casanova - Panoramic Rooms and Suites
3.0 star property
9.2 out of 10, Wonderful, (17)
"Beautiful location convenient to many Tuscany sites."
The price is £156
per night
2 Jun - 3 Jun
Casanova - Panoramic Rooms and Suites
Hotel San Gregorio
3.0 star property
9.2 out of 10, Wonderful, (98)
"Very nice staff, great service, super clean. Will stay again."
The price is £187
per night
20 May - 21 May
Hotel San Gregorio
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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.

Montepulciano Holiday Rental Travel Info

Other types of properties in Montepulciano you may be interested in

Precise Tale Poggio Alla Sala
5.0 star property
9.4 out of 10, Exceptional, (38)
"Amazing! "
The price is £553
per night
4 Jun - 5 Jun
Precise Tale Poggio Alla Sala
Villa Ambra
3.0 star property
9.0 out of 10, Wonderful, (110)
"Excellent"
The price is £76
per night
14 May - 15 May
Villa Ambra
Palazzo Mosela Alla Porta
8.6 out of 10, Excellent, (114)
"Beautiful hotel very near parking lot and right inside the old town. Convenient to all the sites. Remodeled nicely but with old world charm. Hotel staff were wonderful. Recommend to stay here highly!"
The price is £124
per night
30 May - 31 May
Palazzo Mosela Alla Porta
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.

Everything you need to know about Montepulciano holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Montepulciano holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Montepulciano holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Montepulciano holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montepulciano. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Montepulciano holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Montepulciano holiday rentals we have selected for you start as low as £70 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Montepulciano rentals

At Expedia, we put the best Montepulciano holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Montepulciano rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Montepulciano holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Montepulciano. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 next to a golf course 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 61 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 Piazza Grande 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.

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