Montepulciano Vacation Rentals

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Vacation Rentals in Montepulciano

Il Tosco
Property entrance
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 $311
$347 total
includes taxes & fees
May 26 - May 27
Il Tosco
Magnificent stone farmhouse in the heart of Tuscany
Exterior
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
Interior
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 $221
$245 total
includes taxes & fees
Jun 11 - Jun 12
Delcorto Suites
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Walk to Town! Luxury Villa in Montepulciano, Tuscany w/ Pool & Spa!
Fridge, microwave, oven, stovetop
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
Pool
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
Outdoor pool
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
Pool
"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
Exterior
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
The Gelda house, relax with a view
Fridge, stovetop, coffee/tea maker, cookware/dishes/utensils
The Gelda house, relax with a view
10.0 out of 10, Exceptional, (6)
"My wife and I loved this location. The view over the town and the proximity to the different towns was amazing. We would stay there again. The area is perfect for exploring."
The price is $108
$149 total
includes taxes & fees
May 18 - May 19
The Gelda house, relax with a view
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
A heated pool
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
Villa Mulinello, secluded, panoramic view over Montepulciano valley.
Outdoor dining
Villa Mulinello, secluded, panoramic view over Montepulciano valley.
10.0 out of 10, Exceptional, (30)
"Villa Mulinello is the perfect Tuscany Villa. It is located 5 minutes from the very quiet town of Montefollonico in a very private and beautiful setting. From the house and the yard on each side of the house you have a picture post card view of the valley of Montepulciano (vineyards orchards, woodlands) with an unobstructed view of Montepulicano. The house is large, comfortable and very clean. The Hosts are most gracious and helpful. You are close to all the Tuscany hilltop cites which you can...
Villa Mulinello, secluded, panoramic view over Montepulciano valley.
Cottage " I due Pini"
Exterior
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"
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, (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.
Outdoor dining
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.
The House of Alice, charm and relaxation
Exterior
The House of Alice, charm and relaxation
9.6 out of 10, Exceptional, (42)
"This place was so pretty and away from the touristy areas. We were able to see San Giamigano (sp?). Siena, Montepulciano, Montalcino was very close by. This place is in the middle of the prettiest part of Tuscany!! The place was very nice but could use some racks or hooks for your towels and a place to put your shampoo etc. by the shower. 😁"
The price is $140
$190 total
includes taxes & fees
May 19 - May 20
The House of Alice, charm and relaxation
House in Val d'Orcia excellent families ISTAT code Tuscany region: 052024LTN0004
Exterior
House in Val d'Orcia excellent 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 families ISTAT code Tuscany region: 052024LTN0004
Farmhouse in the hills with panoramic view and swimming pool
Pool
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
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
9.4 out of 10, Exceptional, (18)
"Beautiful location convenient to many Tuscany sites."
The price is $179
$200 total
includes taxes & fees
May 19 - May 20
Casanova - Panoramic Rooms and Suites
Bosco della Spina
Exterior
Bosco della Spina
9.4 out of 10, Exceptional, (123)
"Charming property in midst of magical Tuscany."
The price is $87
$96 total
includes taxes & fees
May 12 - May 13
Bosco della Spina
A private luxury retreat in Montalcino
Pool
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
Don't see what you're looking for?
See all available properties in Montepulciano
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 Vacation Rental Travel Info

Number of vacation rentals
117
Popular accommodation
Montepulciano apartments
Known landmarks
Terme di Montepulciano Spa, Pienza Cathedral and Piscine Termali Theia
International airports
Rome (FCO-Fiumicino - Leonardo da Vinci Intl.), Rome (CIA-Ciampino) and Perugia (PEG-Sant Egidio)

Other types of properties in Montepulciano you may be interested in

Precise Tale Poggio Alla Sala
Indoor pool
Precise Tale Poggio Alla Sala
5.0 star property
9.4 out of 10, Exceptional, (38)
"Amazing! "
The price is $539
$597 total
includes taxes & fees
May 16 - May 17
Precise Tale Poggio Alla Sala
Villa Ambra
Exterior
Villa Ambra
3.0 star property
9.0 out of 10, Wonderful, (110)
"Excellent"
The price is $80
$90 total
includes taxes & fees
May 19 - May 20
Villa Ambra
Palazzo Mosela Alla Porta
Front of property
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 $132
$147 total
includes taxes & fees
May 30 - May 31
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Montepulciano vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Montepulciano vacation 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 low season months. For more hustle and bustle, you may prefer to visit Montepulciano in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $87 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Montepulciano rentals

At Expedia, we put the best Montepulciano vacation 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 vacation.

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 vacation rentals in Montepulciano?

Yes, we offer vacation rentals close to top sights in Montepulciano, or you can go with a more remote option if you're looking for relaxation. 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 vacation home rentals that Montepulciano has to offer?

Casa Campau by Interhome: This Montepulciano vacation home rental 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 vacation rentals are there in Montepulciano?

Expedia has 61 vacation 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 vacation rental in Montepulciano like?

A vacation rental is a private property you can book for a few weeks or just a few days in Montepulciano. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a small group gathering.

Recent reviews of Montepulciano properties
Expedia verified reviews

Villa Svetoni Wine Resort

Villa Svetoni Wine Resort

5/5 Excellent
"Stunning views and stellar service. "
A verified traveler stayed at Villa Svetoni Wine Resort
Posted 4 days ago
Villa Svetoni Wine Resort