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INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING

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Breakfast, lunch and dinner with lake, vineyard and olive groves in front of you
Postcard views from any angle with incredible outdoors to enjoy and entertain in
Enjoy the best Tuscany has to offer in an incredible private setting
Everywhere you look you will be in awe
Take in the Tuscan sun with views of Olive Groves and Vineyards

Reviews

9.6 out of 10
Exceptional
4 bedrooms2 bathroomsSleeps 10

Popular amenities

  • Kitchen
  • Washing machine
  • Outdoor space
  • Barbecue grill
  • Fireplace

Explore the area

View in a map
Montepulciano, Siena
  • Place, Dome of Montepulciano
    ‪3 min walk‬
  • Place, Consorzio del Vino Nobile di Montepulciano
    ‪3 min walk‬
  • Place, Piazza Grande
    ‪5 min walk‬

Rooms & beds

4 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

2 Single Beds

Bedroom 3

1 Queen Bed

Bedroom 4

2 Single 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.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 23
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
I always had my 3 and 5yr old playing in/out
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
EXCLUSIVELY OUTSIDE

Check-out instructions

The host requires you to 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.
Person booking must be present

Important information

You need to know

Property Registration Number IT052015C2DXVB8BST
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

About the area

Montepulciano

Located in Montepulciano, this holiday home is in the city centre 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 try out other outdoor activities such as ice skating.
Map
Montepulciano, Siena

What's nearby

  • Dome of Montepulciano - 3 min walk - 0.3 km
  • Consorzio del Vino Nobile di Montepulciano - 3 min walk - 0.3 km
  • Cantina Contucci - 3 min walk - 0.3 km
  • Piazza Grande - 5 min walk - 0.4 km
  • Palazzo Avignonesi - 10 min walk - 0.9 km

Getting around

  • Montepulciano Station - 10 min drive

Restaurants

  • ‪Antico Caffè Poliziano - ‬6 min walk
  • ‪Osteria Porta di Bacco - ‬10 min walk
  • ‪Osteria Acquacheta - ‬3 min walk
  • ‪Palazzo Avignonesi - ‬9 min walk
  • ‪Piazza delle Erbe - ‬7 min walk

Frequently asked questions

Is INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING pet-friendly?

No, pets are not allowed at this property.

How much is parking at INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING?

On-site parking is available at the property.

What time is check-in at INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING?

Check-in begins at 4:00 PM.

What time is check-out at INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING?

Checkout is at 11:00 AM.

Where is INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING located?

Located in the heart of Montepulciano, this holiday home is within a 5-minute walk of Cantina Contucci, Consorzio del Vino Nobile di Montepulciano and Dome of Montepulciano. Piazza Grande and Palazzo Comunale are also within 5 minutes.

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 69 out of 84 reviews
Rating 8 - Good. 11 out of 84 reviews
Rating 6 - Okay. 4 out of 84 reviews
Rating 4 - Poor. 0 out of 84 reviews
Rating 2 - Terrible. 0 out of 84 reviews

9.6/10

Cleanliness

9.6/10

Check-in

9.8/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Emily K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great stay at this house. Enough room for everyone and the amenities were as described. It was a bit of a walk along a road to get to the main section of town but close enough to be reasonably convenient. The parking spot was very helpful. We visited in mid November and many of the businesses were closed for the season.
Stayed 3 nights in Nov 2025
Verified

10/10 Excellent

Karen G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Location was amazing, wonderful views! Having a place to park our car was great and an easy walk into town. Great instructions for getting around and good suggestions. Hope to back!
Stayed 5 nights in Sep 2025
Verified

8/10 Good

Mike P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Aside from a heating hiccup upon arrival, this house was exactly as described. Erika was super communicative leading up to and during our stay. When the heat wasn't working, she was able to send a local person over to help right away. The only reason why we wouldn't rate this a 5 star is because it took a few hours to resolve and cost us one of our evenings to explore the town.The house is great for an old classic Tuscany feel. The view is incredible and the location is insane. You can walk up to the village of Montepulciano in 3 minutes. To have the view and proximity to town is a rare find! In general, Montepulciano is a great launchpad to explore this area of Tuscany. And this house has 3 separate bedrooms and plenty of living space with additional futons/couches.
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

Tom K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house and location was perfect. Beautiful views and a great kitchen. Montepulciano was our favorite town that we visited on our trip. Easy check in and the host had a document that she sent us that had a lot of great info.
Stayed 3 nights in Aug 2025
Response from VrboOwner on 22 Aug 2025
Tom - Grazie mille for your perfect description of how central and easy the house is with those lovely views and practical kitchen as well. I love the fact that out of ALL the places that I know you visited on your Euro trip you would pick this town as your favorite. I hope you will come back one day. The casina sure awaits you
Verified

8/10 Good

Owen M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful location, can’t get better!

Fantastic house, great location, clean and tidy. Perfect for families.
Stayed 2 nights in Apr 2025
Response from VrboOwner on 1 May 2025
Owen, it was a pleasure hosting you and your family and I am so happy to hear that you thought my place was great for yours thank you also for Pointing out that is was clean and above all, the house’s strategic and very beneficial location in the city (downtown) I think most people wouldn’t believe that you are so close to everything but because you don’t have a neighbor I. Front you don’t end up giving up on the magnificent views like many others inside the city walls. Thx for your time For choosing my place, I hope to host you back one day. All the best Erika
Verified

10/10 Excellent

Zach S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent Spot

The property was
Stayed 2 nights in Jun 2025
Verified

8/10 Good

Jill B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Views

Enjoyed our stay. Especially the spectacular views of the nearby area. Short walk up to the city center. Great recommendations for restaurants to try from the host. There was a heat wave while during our time and the small AC units didn't do much to cool things down, but we survived!
Stayed 2 nights in Jun 2025
Verified

10/10 Excellent

Carolyn M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Tuscany View

Our stay was wonderful and full of fun and adventure. Montepulciano is a beautiful place. The villa was in great position to get around easily. The view from the patio was spectacular. Our host was responsive to our needs. I highly recommend this villa.
Stayed 7 nights in May 2025
Response from VrboOwner on 28 May 2025
I am so glad you got to enjoy the house and Everything that Montepulciano has to offer. Thank you for mentioning how well positioned the house is to get everywhere and also for the sweet comment about me being responsive to your needs and questions. It was a true pleasure hosting you and you were fantastic guests making it very easy for me to do my job Please come back one day and thank you again
Verified

10/10 Excellent

Karissa C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
What a beautiful home in Montepulciano that was just perfect for us - NOTHING beats the views we had from this place!! It was spacious and charming. There were many personal touches, including a bottle of wine to greet us when we walked in, and the communication with the host was excellent. The parking spot was a bit small, but I was so grateful we had parking in that area - as parking is hard to find with those small streets and lots of shops/restaurants! :) We would definitely stay here again, and had a remarkable trip!
Stayed 4 nights in Sep 2025
Verified

8/10 Good

jennifer w.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Authentic Italian Tuscan Home

We had a wonderful time in Erika’s spacious home. The location is perfect as are the views. This is a rustic house with all that you will need. Montepulciano is the most friendly, comfortable town you could want and everything is within walking distance.
Stayed 11 nights in May 2025
Response from VrboOwner on 27 May 2025
This is so lovely. Thank you for describing the great location and how authentic and spacious the house was (many times in Europe space can be an issue and I’m just glad to hear you had a fabulous time) I agree fully with you Montepulciano is such a friendly place and it’s all within easy reach from the house. Please come back one day!
Verified

10/10 Excellent

Toril R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent view close to everything!

We had a wonderful week at Casa Pellegrino. The house has stunning views from three different terrasses. The ovner is easy to get in contact with.We cooked all of our dinners in the house, and that worked out just fine!Highly recommend this house!
Stayed 7 nights in Jun 2025
Verified

10/10 Excellent

Paul S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Big Apartment / Lots of Sleeping Room

Cute apartment, great views, plenty of restroom and sleeping area. Very clean.
Stayed 2 nights in Apr 2025
Response from VrboOwner on 7 May 2025
Paul, thank you so much for taking the time to describe how spacious my place is end of course the views. i find that the Tuscany scenery just never gets old. It was a pleasure hosting you and I do hope that he will come back!! And until then
Verified

10/10 Excellent

Mark H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Our Stay

Great location at the edge of town. Fantastic views of the countryside. Loved it!
Stayed 2 nights in Apr 2024
Verified

8/10 Good

Dana L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Good location

This was a very convenient location for exploring a lot of great sites in Tuscany. When we were there it was chilly and rainy a lot of the time. There was no heat in the house, so we were cold in the evenings.
Stayed 7 nights in Apr 2025
Response from VrboOwner on 1 May 2025
Grazie Dana! thank you for sharing with others, the great location of the house and how convenient it is for everything else in terms of exploration also of other towns for instance. A lot of people choose to stay in Montepulciano because it’s a picturesque typical Tuscan Hilltown in the middle of everything. This means it makes it easy to use as a jumping board to do the day trips to Siena or Florence etc. I do want to address the comment of cold in the house or the temperature rather. Let me start with, it is a pity that you encountered unusually cold and rainy days for which, of course I cannot do anything about. However. It is a tragedy and a pity that you didn’t contact me about this I would have loved to take care of you. It also leads me to believe unfortunately you did not read the house manual onsite or the extensive PDF that if you recall from the moment you reserved I insisted a few times on sending you well ahead of time This is so that the most frequent questions that arise - in any weather- could be taken care of. And that means of course, it included how to turn on the central heat that every single room of the house has.This being said, I appreciate you giving the house four stars despite being cold Which means that had there been a different circumstance in terms of weather or temp aside it would have made it to 5. I wish you the best and I hope you will return one day. It will be a pleasure to host you again and you were great guests.
Verified

8/10 Good

Mari J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely view and close to Montepulciano town

Perfect
Stayed 3 nights in Jun 2024
Verified

10/10 Excellent

Jason S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Favourite town

Location is superb. 3min walk to town wall entrance. We visited many towns in Tuscany and Montepulciano was our favourite. The views from the balcony are better in real life. Wonderful stay.
Stayed 4 nights in Jul 2024
Verified

10/10 Excellent

Laura L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice Stay

This property was in a great location with a fantastic view. It was also so nice to have a dedicated parking spot right out front. The communication with the property manager, Erika, was excellent.
Stayed 5 nights in Sep 2023
Verified

10/10 Excellent

Eddie H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great VRBO

Perfect location! Easy walk to town. Plenty of room for large families. Easy to work with. Had to carry my wife out of there kicking and screaming cause she didn't want to leave!
Stayed 2 nights in May 2024
Response from VrboOwner on 15 May 2024
Hahahaha :) Definitely one of the funniest reviews I’ve ever gotten and so very very much appreciated! Thanks for making my week! You were simply put: fantastic guests and are welcome back anytime (please do make good on that threat!) It’s a pleasure sharing my home with people who are so easy going understanding and just delightful
Verified

10/10 Excellent

Jacci G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Stay

We did an “immersion” trip to Montepulciano and it was a perfect location! More room than we needed and very comfortable. Erika was fabulous to deal with before during and after our trip. Lots of great day trips within an hour added to our adventure. Highly recommend!
Stayed 16 nights in Mar 2024
Verified

10/10 Excellent

Lorie F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Montepulciano condo

This was fantastic. The condo was super comfortable and the location was spectacular. We had 8 people and were very comfortable. We could easily walk to restaurants and stores in the town. Our host was amazing - communication was great and she provided tons of suggestions (the picnic at the nearby cheese farm and suggested restaurants were great). She even helped us get a reservation for our big group on one of the nights. I would definitely stay here again.
Stayed 2 nights in Apr 2025
Response from VrboOwner on 14 Apr 2025
Grazie mille. I love the fact that you enjoyed your stay at my house and all that it has to offer Especially considering that it is independent and not part of a building like many places or with neighbors above or below you. I truly appreciate you also taking the time to mention my responsiveness to you as a host It was really a pleasure to have you as my guests And I truly do hope that you will come back and visit again. All the best and until then!
Verified

8/10 Good

Suzette M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great views of wine country

Awesome views many decks to enjoy the outdoors, this house is good for a large group can easily fit 8-10 people. The previous reviews are accurate as house could use some updated furniture and cooling units. Plenty of kitchen utensils etc. and owner is very responsive to questions and helpful up front with guides on the area. Enjoyed our stay.
Stayed 2 nights in Sep 2024
Response from VrboOwner on 22 Oct 2024
Thx Suzette for sharing with others the gorgeous time spent outside with those beautiful views and wine and mentioning also the house has all you need to cook and enjoy- i understand some of the outdoor furniture was not up to your expectation and or the cooking as we had a ridiculously hot summer -(all properties struggled with this so I know it was a challenge thruout Italy And yes that includes also in this case the furniture going thru the weathering process - that Tuscan sun was rough and does prove to be a challenge on wood but I continue to strive and to keep up. Just also ordered some new beds btw. As with many rental houses - keeping everyone happy is difficult but one can only try. All the best
Verified

10/10 Excellent

Scott D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

What a location

You could not have a villa any closer to the historic village of Montepulciano. And you could not top the views of Tuscany. Erika provided the best summary of what to do, places to go, and what to taste - all of which helped us enjoy our stay.
Stayed 5 nights in Sep 2024
Response from VrboOwner on 22 Oct 2024
I am without words you have said it all in one succinct and perfect description of my house. Thanks so much for doing so. Pls come back you are welcome any time!!
Verified

10/10 Excellent

John M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Salute’

A very spacious home with all the amenities provided along with an exceptional view of the countryside and the convenience of a short walk up to the city.
Stayed 6 nights in Nov 2024
Verified

10/10 Excellent

Alice Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Views!

We were overwhelmed with the beautiful views! Very comfortable, everything we needed was available to us. All the info that was left for us was so helpful! The owner couldn’t have been nicer.. Don’t hesitate in choosing this property!
Stayed 4 nights in Oct 2024
Verified

10/10 Excellent

Chris M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location and view

Good communication with owner. Plenty of space for the four of us. Dinners on the terrace were marvelous as we looked out across the countryside. The only consideration would be to know that the house has no AC
Stayed 4 nights in Jul 2024

About the host

Hosted by Erika Pellegrino

Host profile image
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

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