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INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING
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Reviews
9.6 out of 10
Exceptional
4 bedrooms2 bathroomsSleeps 101980 sq ft
Popular amenities
Rooms & beds
4 bedrooms (sleeps 10)
Bedroom 1
1 King Bed
Bedroom 2
2 Twin Beds
Bedroom 3
1 Queen Bed
Bedroom 4
2 Twin Beds
2 bathrooms
Bathroom 1
Bathroom 2
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
Garden
Dining area
About this property
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING
Casina Pellegrino - Tuscan Villa.
A charming three tier house nestled in the sun kissed hills of Montepulciano, Italy. Enjoy gorgeous views in a perfect location that is just minutes walking distance from the main Squares and the downtown areas. The house sits right outside the Medieval City Walls which means you get unobstructed, picture perfect views of the region with those Olive groves and vineyards right from your balcony and terraces.
Imagine waking up to breathtaking views of the Tuscan hill country from your private balcony or window. Open the French doors leading to the large terrace where you can enjoy breakfast lunch and dinner at your own pace. Appreciate the local wine, olive oil, bread and cheese so close in town. Lounge under the Tuscan sun, on a comfortable chaise with a glass of wine in your hand overlooking the 3 nearby lakes shining in the distance. Walk over to the medieval town center and visit the 16th century monuments, local specialty shops, sit in the main square to drink an Italian Espresso and listen to a free classical music concert. On your way back home, indulge in a homemade Gelato.
The house is big enough to accommodate and sleep up to 10 people comfortably. It is fully renovated with modern amenities, includes 2 separate full bathrooms, including a bathtub with view over the hills. In a town where parking is scarce and comes at a premium, you will be able to park 2 cars in dedicated spots in front of the house. The kitchen is fully equipped and allows you to cook fresh meals using local ingredients from the farmers market. Or if you want, visit one of the many restaurants nearby and sample some delicious 'Pici' a Tuscan specialty.
Montepulciano, located right in the middle of the Tuscan Region, is an important medieval and Renaissance hill town in the province of Siena. With its elevation of 2000 feet and surrounded by Olive groves and Vineyards, it provides an amazing combination of views, world renowned wines, culinary experiences and rich history. The town is located 45 minutes away from Siena, an hour and a half from Florence and two hours away from Rome.
**Seasoned travelers tip:
Many tourists come to Italy each year but only a few Insiders understand Montepulciano is the perfect location because it is central and so close to many big cities and popular places in and even outside of Tuscany! It is quaint enough however, to give a true and very authentic experience of what Italy stands for: Food, Wine, Beauty, History, Basking Sun and some definitely fun and very welcoming people!
To truly experience and enjoy this country it is best to Rent a Car and use Montepulciano as a base from which to organize day trips to the most popular cities: Florence, Rome, Siena, etc. You will not only wake up to unparalleled views from the spacious house an get a lot more for your money but you will also avoid the hustle and bustle of the big metro areas. So, Instead come and enjoy the dolce vita (sweet life) in a peaceful and traditional italian town that has served as background to many popular movies (Under the Tuscan Sun, The Twilight saga, Letters to Juliet, English Patient and more.) From the you can walk to many historical markers and enjoy the day at your own pace or simply take the car and do a scenic drive on to the next cute town of Pienza, visit a castle in Montichiello or go vineyard hopping for example. There are so many options you can choose from, that is why Montepulciano and Casina Pellegrino, offer you the best of Italy no doubt.
Keywords: House, Spacious, Villa, Amazing Views, Under the Tuscan Sun, Vineyards, Olive Groves, Kitchen, Montepulciano, Tuscany, Siena Region, Close to Rome, Siena, Florence, Val D'Orcia, Val di Chiana.
A charming three tier house nestled in the sun kissed hills of Montepulciano, Italy. Enjoy gorgeous views in a perfect location that is just minutes walking distance from the main Squares and the downtown areas. The house sits right outside the Medieval City Walls which means you get unobstructed, picture perfect views of the region with those Olive groves and vineyards right from your balcony and terraces.
Imagine waking up to breathtaking views of the Tuscan hill country from your private balcony or window. Open the French doors leading to the large terrace where you can enjoy breakfast lunch and dinner at your own pace. Appreciate the local wine, olive oil, bread and cheese so close in town. Lounge under the Tuscan sun, on a comfortable chaise with a glass of wine in your hand overlooking the 3 nearby lakes shining in the distance. Walk over to the medieval town center and visit the 16th century monuments, local specialty shops, sit in the main square to drink an Italian Espresso and listen to a free classical music concert. On your way back home, indulge in a homemade Gelato.
The house is big enough to accommodate and sleep up to 10 people comfortably. It is fully renovated with modern amenities, includes 2 separate full bathrooms, including a bathtub with view over the hills. In a town where parking is scarce and comes at a premium, you will be able to park 2 cars in dedicated spots in front of the house. The kitchen is fully equipped and allows you to cook fresh meals using local ingredients from the farmers market. Or if you want, visit one of the many restaurants nearby and sample some delicious 'Pici' a Tuscan specialty.
Montepulciano, located right in the middle of the Tuscan Region, is an important medieval and Renaissance hill town in the province of Siena. With its elevation of 2000 feet and surrounded by Olive groves and Vineyards, it provides an amazing combination of views, world renowned wines, culinary experiences and rich history. The town is located 45 minutes away from Siena, an hour and a half from Florence and two hours away from Rome.
**Seasoned travelers tip:
Many tourists come to Italy each year but only a few Insiders understand Montepulciano is the perfect location because it is central and so close to many big cities and popular places in and even outside of Tuscany! It is quaint enough however, to give a true and very authentic experience of what Italy stands for: Food, Wine, Beauty, History, Basking Sun and some definitely fun and very welcoming people!
To truly experience and enjoy this country it is best to Rent a Car and use Montepulciano as a base from which to organize day trips to the most popular cities: Florence, Rome, Siena, etc. You will not only wake up to unparalleled views from the spacious house an get a lot more for your money but you will also avoid the hustle and bustle of the big metro areas. So, Instead come and enjoy the dolce vita (sweet life) in a peaceful and traditional italian town that has served as background to many popular movies (Under the Tuscan Sun, The Twilight saga, Letters to Juliet, English Patient and more.) From the you can walk to many historical markers and enjoy the day at your own pace or simply take the car and do a scenic drive on to the next cute town of Pienza, visit a castle in Montichiello or go vineyard hopping for example. There are so many options you can choose from, that is why Montepulciano and Casina Pellegrino, offer you the best of Italy no doubt.
Keywords: House, Spacious, Villa, Amazing Views, Under the Tuscan Sun, Vineyards, Olive Groves, Kitchen, Montepulciano, Tuscany, Siena Region, Close to Rome, Siena, Florence, Val D'Orcia, Val di Chiana.
Our prices include all fees. No hidden fees.
Add dates for prices
Amenities
Kitchen
Washer
Outdoor Space
Parking available
Barbecue grill
Mountain view
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10.0 out of 10, Exceptional, (57 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 23
Check out before 11:00 AM
Children
Children allowed: ages 0-17
I always had my 3 and 5yr old playing in/out
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
EXCLUSIVELY OUTSIDE
Check-out instructions
The host requires you complete the following before checking out:
Load the dishwasher
Strip any used beds and gather used towels
Remove personal items
Turn off the lights, lock the doors, and return the keys
Failure to complete these may result in a negative review from the host.
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts cash
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
Property Registration Number IT052015C2DXVB8BST
We should mention
All guests, including children, must be present at check-in and show their government-issued photo ID card or passport
Cash transactions at this property cannot exceed USD 5000, due to national regulations; for further details, please contact the property using information in the booking confirmation
A car is not required for transportation to and from this property
About the neighborhood
Montepulciano
Located in Montepulciano, this vacation home is in the city center and near a water park. Civic Museum and Art Studio di Adelina Quadri are cultural highlights, and some of the area's activities can be experienced at Cantina del Redi and Consorzio del Vino Nobile di Montepulciano. La Foce and RI Crea RE are also worth visiting. Take in the nearby slopes with snowboarding and skiing, or check out other outdoor activities such as ice skating.

Montepulciano, Siena
What's nearby
- Dome of Montepulciano - 3 min walk - 0.3 km
- Cantina Contucci - 3 min walk - 0.3 km
- Consorzio del Vino Nobile di Montepulciano - 3 min walk - 0.3 km
- Piazza Grande - 5 min walk - 0.4 km
- Palazzo Avignonesi - 10 min walk - 0.9 km
Getting around
Restaurants
- Antico Caffè Poliziano - 6 min walk
- La Vineria Di Montepulciano - 10 min walk
- Cantina Gattavecchi - 5 min walk
- Osteria Porta di Bacco - 10 min walk
- Osteria Acquacheta - 3 min walk
Frequently asked questions
Reviews
9.6
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window9.4/10
Cleanliness
9.6/10
Check-in
9.8/10
Communication
10/10
Location
9.4/10
Listing accuracy
Reviews
Nov 29, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Nov 2025
10/10 Excellent
Karen G.
Sep 27, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Karen G.
Stayed 5 nights in Sep 2025
10/10 Excellent
Tom K.
Aug 16, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Tom K.
Stayed 3 nights in Aug 2025
8/10 Good
Owen M.
Apr 30, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful location, can’t get better!
Owen M.
Stayed 2 nights in Apr 2025
10/10 Excellent
Zach S.
Jul 25, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent Spot
Zach S.
Stayed 2 nights in Jun 2025
10/10 Excellent
Karissa C.
Sep 23, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Karissa C.
Stayed 4 nights in Sep 2025
8/10 Good
Jill B.
Jun 25, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful Views
Jill B.
Stayed 2 nights in Jun 2025
10/10 Excellent
Toril R.
Jul 7, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent view close to everything!
Toril R.
Stayed 7 nights in Jun 2025
10/10 Excellent
Carolyn M.
May 27, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Tuscany View
Carolyn M.
Stayed 7 nights in May 2025
8/10 Good
jennifer w.
May 20, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Authentic Italian Tuscan Home
jennifer w.
Stayed 11 nights in May 2025
10/10 Excellent
Paul S.
May 6, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Big Apartment / Lots of Sleeping Room
Paul S.
Stayed 2 nights in Apr 2025
10/10 Excellent
Mark H.
Sep 4, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Our Stay
Mark H.
Stayed 2 nights in Apr 2024
8/10 Good
Dana L.
May 1, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Good location
Dana L.
Stayed 7 nights in Apr 2025
8/10 Good
Mari J.
Jun 18, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely view and close to Montepulciano town
Mari J.
Stayed 3 nights in Jun 2024
10/10 Excellent
Jason S.
Jul 7, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Favourite town
Jason S.
Stayed 4 nights in Jul 2024
10/10 Excellent
Lorie F.
Apr 13, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Montepulciano condo
Lorie F.
Stayed 2 nights in Apr 2025
10/10 Excellent
Laura L.
Oct 6, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice Stay
Laura L.
Stayed 5 nights in Sep 2023
10/10 Excellent
Eddie H.
May 15, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great VRBO
Eddie H.
Stayed 2 nights in May 2024
8/10 Good
Suzette M.
Sep 19, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great views of wine country
Suzette M.
Stayed 2 nights in Sep 2024
10/10 Excellent
Jacci G.
Mar 25, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Stay
Jacci G.
Stayed 16 nights in Mar 2024
10/10 Excellent
Scott D.
Sep 29, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
What a location
Scott D.
Stayed 5 nights in Sep 2024
10/10 Excellent
John M.
Nov 7, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Salute’
John M.
Stayed 6 nights in Nov 2024
10/10 Excellent
Alan D.
Jun 5, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Alan D.
Stayed 6 nights in May 2025
10/10 Excellent
Alice Z.
Oct 17, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing Views!
Alice Z.
Stayed 4 nights in Oct 2024
10/10 Excellent
Kate G.
Nov 10, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Tuscany house with great location and fantastic view!
Kate G.
Stayed 3 nights in Oct 2024
About the host
Hosted by Erika Pellegrino
My husband and I are an adventurous and energetic couple with 2 children living mainly in Austin Texas. We chose Montepulciano as our second home in the Winter/Spring because we love the country, traveling, enjoy food and wine and of course: sightseeing. When we travel, we try to immerse ourselves in the local culture. We have successfully done that in this lovely town and we are ever so lucky to discover more and more amazing wonderful places in each of our journeys that we gladly share with our guests in our insider's guide.
Why they chose this property
Montepulciano is a fantastic town in the heart of Tuscany, which has so much to offer: Views, food, wine, renaissance, art and history. The people of Montepulciano are so friendly that you instantly feel at home there. Because it is centrally located in the region, you can use our house as a perfect springboard to discover many other cities and points of interest in Tuscany. So many popular towns are close by and worth discovering thru a short drive.
What makes this property unique
There is nothing better than to sit down with a glass of wine and see these breathtaking views. The town of Montepulciano has so much history and all the wonderful small towns around it, are so unique. One would never get bored while staying there.
Languages:
English, French, German, Italian, Spanish, Portuguese
Premier Host
They consistently provide great experiences for their guests
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