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IN TOWN! LARGE TERRACES & VIEWS of Vineyards & Olive Groves - Walk to Center!

Bedrooms 4
Space 1,980 sq ft
Property type house
Minimum Stay 2 nights


About the property

4 Bedroom/2 Bath House nestled in the Hill with Spectacular Tuscan Views

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 less than a few 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.

More Details

Erika Pellegrino
Member since: 2011
Premier Partner

This partner has demonstrated and is committed to fast response times, the best rates, and a great guest experience.

Speaks English, French, German, Spanish, Portuguese, Italian
Response time:
Within a few hours
Response rate:
Calendar last updated:
18 September, 2018

About 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.

Erika Pellegrino purchased this house in 2010

Why Erika Pellegrino chose Montepulciano

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 house 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.


Accommodation and facilities for this holiday house around the Montepulciano around the Province of Siena

Property Type:
  • house
  • Self-catering
  • Housekeeper Included
Floor Area:
  • 1980 sq ft
House Rules:
  • Max. occupancy: 10
  • Minimum Age Limit for Renters ...
  • children welcome ...
  • pets not allowed
  • non smoking only
Location Type:
  • city centre ...
  • Lake View ...
  • Mountain View
  • Water View ...
  • Adventure
  • Budget
  • Family
  • Historic
  • Romantic
  • Tourist Attractions
  • Fireplace ...
  • Garage ...
  • Hair Dryer
  • Internet ...
  • Iron & Board
  • Linens Provided
  • Living Room ...
  • Mobile Phone
  • Parking ...
  • Parking Off Street ...
  • Towels Provided
  • Washing Machine ...
  • Wireless Internet
  • Wood Fireplace ...
  • Coffee Maker ...
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Dishwasher
  • Kitchen ...
  • Microwave
  • Oven
  • Pantry Items ...
  • Refrigerator ...
  • Hob ...
  • Toaster
  • Child's Highchair
  • Dining ...
  • Dining Area
  • seating for 8 people
  • 2 Bathrooms
  • Bathroom 1 -
    Bathroom 2 -
  • Updated with new Water Heater. Gorgeous views out of both bathrooms too. One bathroom downstairs with a glass shower, loo and bidet, that is separate from the sink with full size mirror on door. This allows for shower privacy, while others can still access sink and brush teeth, get ready for bed, etc. A Second larger Full Bathroom is located upstairs with a shower Baththub, comode and bidet and sink, as well as incredible views of the Tuscan countryside
  • 4 Bedrooms, Sleeps 10
  • Bedroom 2 - 2 Single Bed , Ideal for Kids in Twin Beds or a couple can convert to King
    Bedroom 3 - 1 Large Double Bed , Queen Bed in Studio with French Doors and a lovely View
    Bedroom 1 - 1 Extra Lg. Double Bed , VIEWS w Balcony has TwinBeds that we easily convert to KING
    Bedroom 4 - 2 Single Bed , LARGEST Area/downstairs w. twin Beds and QueenSofa +Bathroom
    Convertible bed(s) - Most Rooms have Twin Beds can convert to KING plus 2 sofabed
  • 2 Main Bedrooms upstairs (both haveTwins convert to KING) One with Balcony the Other has view of CityWall &Palaces. These rooms share Larger Bathroom with Tub, Bidet and Beautiful Views Downstairs there is a Study with comfortable Queen gorgeous View and large French Doors (Romantic and Ideal for Couples) Downstairs has also an additional Large Area with two additional Twin Beds and Terrace Views. The Downstairs shares the Main Bathroom with Shower, Bidet, etc and gorgeous Views of course. If needed there is also a Futon Bed in the same LgRoom and another one also in the living room for the last 2 Guests, Sleeps 8 comfortably inbedsor10. IN ALL Queen (1), Twin or Single Beds (6), Sleep Sofa or Futons (1) Arrangements can be as follows: 2 Couples with 4 Children- TOTAL 8 GUESTS 1 Couple Upstairs in converted King Bed with their Kids Across in Twin Beds - Sharing Bathroom Upstairs 1 Couple Downstairs Queen Bed in Study and their Kids on the other side on Twin Beds -Sharing the Main Bath
  • Books ...
  • Balcony ...
  • Terrace ...
  • Garden ...
  • Barbecue ...
  • Long-term Renters Welcome
  • wheelchair inaccessible ...
Pool / Spa:
  • Communal Pool ...
  • arboretum
  • churches
  • cinemas
  • festivals
  • Health/Beauty Spa
  • library
  • live theatre
  • museums
  • playground
  • recreation centre
  • restaurants
  • ruins
  • water parks
  • winery tours
Leisure Activities:
  • antique hunting
  • bird watching
  • horse riding
  • outlet shopping
  • photography
  • scenic drives
  • Shopping
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • groceries
  • hospital
  • laundrette - serviced
  • medical services
Sports & Adventure Activities:
  • Basketball Court
  • cycling
  • freshwater fishing
  • hiking
  • mountain biking
  • mountain climbing
  • swimming
  • tennis
Huge outdoor Terraces and balcony with stunning 'must be there to believe it' views of the Tuscan country side. These are unobstructed unlike many other places in town, yet so close to city center. Enjoy meals and vino with views or simply Lounge on the terrace Chairs w. Vineyard views, Olive Grove views etc. If you need to work there is also Wifi in the house and two office desks and chairs


Wonderful! 4.9/5 -
(34 traveller reviews)

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IN TOWN! LARGE TERRACES & VIEWS of Vineyards & Olive Groves - Walk to Center!
average rating of 4.852941 based on 34 reviews

Gorgeous place!

  • 5 of 5

We had an amazing experience at Casina Pelligrino and it was so hard to leave! The place was just beautiful; kitchen had plenty of utensils and pots and pans as we took advantage of market day and bought fresh ingredients to make delicious meals. The beds were very, very comfortable. I had read about issues with road noise, but I have to say that it was minimal and didn't bother us at all. There were 4 of us and the showers were hot. And then there was that terrace with views that I will never forget. Not only is the view beautiful during the day, but the night skies, away from big city lights, were also amazing. Bird watchers will love watching all sorts of birds swoop down over the valleys. The restaurants were all amazing and within a 5 - 10 minute walk away. Grocery store was a 15 minute walk or an easy drive into town. One of the best places we've ever stayed at and can't recommend highly enough!

  • Review Submitted: 29-May-2018
  • Date of Stay: May 2018
  • Source: VRBO, from HomeAway
Owner's Response: Oh my goodness, where to start... GRAZIE MILLE!!! We are so very happy to know you saw what we, as the proud owners try to describe as best as possible for those who can only imagine it in a few pictures. I really hope they read this, it makes it that much more valuable coming from a guest. So happy the hard work pays off this makes the sleepless nights here worth it. We would have loved to have you stay! Please do come back one day. Arrivederci Erika:)
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Beautiful views and close to town

  • 5 of 5

Absolutely beautiful views from the terraces. The location is amazing as well, quick walk up the stair in to town for dinner every night. The convenient parking spot out front was really helpful. The villa itself is very charming and spacious. It was just my husband and me on this trip, but there was plenty of room for many more people. Working with erika was also super easy. I would definitely stay here again.

  • Review Submitted: 12-Jun-2018
  • Date of Stay: May 2018
  • Source: VRBO, from HomeAway
Owner's Response: Grazie Mille!! We are elated to hear you had a great time and you enjoyed our house and the proximity to restaurants and much more. Thank you also for your note about me. We sure hope you will come back again one day alone or with friends to share the house with. All the best Erika:)
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New York

Gorgeous Views, Beautiful, Clean Apartment and the Best Owner!

  • 5 of 5

I did not know anything about the Tuscany region, but when I wrote to Erika Pellegrino, she so incredibly helpful in assisting me in planning my itinerary with suggestions of how best to get to her from Rome. I asked so many questions and she was so patient and accommodating.

Her home is gorgeous with breathtaking views. It is walking distance to the best restaurants and shops in Montepulciano. I am so glad we stayed there because it was easy to drive to some of the smaller towns on the way to Siena as well. It is also not far from Florence and an easy drive to Pisa and Lucca. I have already recommended this home to a friend heading to Tuscany in the fall. My family loved it here and I hope to be able to return again and spend even more time just relaxing on her two terraces with a delicious bottle of wine!

  • Review Submitted: 26-May-2018
  • Date of Stay: May 2018
  • Source: HomeAway
Owner's Response: Oh thank you so much for this. It is a pleasure to read that the hard work pays off and that my guests appreciate everything I do with the intent of helping them have a fabulous care-free vacation. After all, it’s all about the good times, the wine and those views!!! I’m also very happy to hear that you took the advise I send to all my guests and visited those hidden gems along the way and other cities that are often overlooked but definitely worth it too. Most people don’t believe or understand how close we are to all of those key cities and it is one thing for me to mention it and another for a guest to actually re-iterate it. It was a pleasure having you and your family in our house and we hope you come back one day All the best Erika:)
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Great Stay - Wonderful House, Fabulous Village

  • 5 of 5

My wife and I had a wonderful stay with our 4 adult daughters. The home is in a fabulous location and Montepulciano is an incredible hilltop village in Tuscany. We enjoyed the short walk to town, the proximity to other villages and cities like Siena and Florence. Being able to park at the house was a real advantage.

The house is comfortable with plenty of beds and the views are amazing. The owner was very responsive and made certain the house was ready and gave us excellent advice on Montepulciano (including where to take a cooking class which we loved) and the surrounding areas. We wish we'd had more time to explore even more of this beautiful region in Italy.

Some prior reviews mentioned traffic noise, which is present in the daytime from the street far below the home, but it did not distract our stay. Also mention of water pressure, which was low in the downstairs shower, but adequate especially when you consider the location, views, etc.

We would gladly rent this home again.

  • Review Submitted: 21-May-2018
  • Date of Stay: May 2018
  • Source: VRBO, from HomeAway
Owner's Response: I truly appreciate the time you took to write in detail your experience and addressing what sometimes is difficult to describe. I try my best to set the expectation of a house in the Tuscan hills in Italy and that comes with some minor challenges of course. Noise is always one of those that just depends on each individual and just like you described, we are so happy with those views that we don’t even pay attention to it when you are in the most beautiful balcony. Alternatively, if the house were in fact inside of the city walls, aside from the limited views, you would likely have to deal with the hustle and bustle of the inner city at all hours of the day which would potentially deter guests. At any rate, back to your wonderful review :) I so appreciate your kind words and am so happy to hear that you enjoyed everything in our house and above all, those views. Please come back soon! You were such respectful and wonderful guests! Happy travels!
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Wylie, TX

Wonderful views and easy walk to town

  • 5 of 5

Great views of the Tuscan countryside, and an easy 5 minute walk into town. There is even a small convenience store right at the top of the steps when you get in town. We were able to park our van in front of the garage, which was super convenient. We were able to use some of the herbs from the back yard for our cooking class as well! Great home base for exploring all the neat towns and wineries in the area. Pienza was super close and a neat town to visit.

  • Review Submitted: 16-Oct-2017
  • Date of Stay: October 2017
  • Source: VRBO, from HomeAway
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Fantastic place to stay in our favorite Tuscan hill town.

  • 5 of 5

We stayed here for four nights in mid-September, 2017, and couldn’t have asked for a more convenient location. It was a five-minute walk into the heart of old town Montepulciano. While this house is situated between two busy streets, and did have some street noise when we were sitting outside, the view of the Tuscany hillside and the short walk into town more than makes up for it. Our biggest problem was which of the three outside patios we wanted to sit on.

Though the house is not decorated in Tuscan style, it is clean, roomy, and everything we needed as far as appliances, kitchenware, etc, was readily available and in good working order. The owner, Erika, sent copious notes ahead of time as to suggestions of where to go winetasting and what to see, and she was easy to reach with any questions. We would definitely stay there again.

  • Review Submitted: 08-Oct-2017
  • Date of Stay: September 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thank you so very much- Grazie mille for taking the time. I'm so happy to hear you enjoyed our wonderful terraces - I fully agree with all the options it's tonugh to choose which one to relax on with a glass of vino. Those views just draw you in don't they? :) It was our pleasure to have you stay at our piece of heaven in Tuscany. All the best Erika:)
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Nearest Airport
30 Miles
Siena 30 Miles, Perugia 37, Pisa 80, Firenze, Rom
Nearest Barpub
0.01 Miles
Just a few steps away inside the city walls :)
Nearest Ferry
68 Miles
Nearest Train
8 Miles
Montepulciano Stazione or the one in Chiusi about
Nearest Motorway
10 Miles
A1 Valdichiana
Nearest Restaurant
0.01 Miles
So many just a few steps around the corner!
Nearest Ski
30 Miles
Monte Amiata
Nearest Beach
60 Miles
Car: not necessary

Wine tasting, Vineyard hopping, Olive oil tasting, Local foods, Pecorino, Grappa, Amazing restaurants, Historical monument Sightseeing, Weekly farmers' market, Classical music concerts, Operas, Theater, Movie Pilgrimage: Twilight - Under the Tuscan Sun - Letters to Juliet - English Patient etc..., Cooking class, Fiat Cinquecento club, Palio de Siena, Bravio delle Botti Festival.

Distances to other great places:

Castiglione del Lago - 24 km;

Arezzo - 53 km;

Siena - 61 km;

Perugia - 67 km;

Florence - 110 km

Lucca - 180 km;

Rome - 177 km;

Pisa - 214 km


Prices & Availability

Prices for this holiday house around the Montepulciano,

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rental Period Minimum Price Additional Nights Weekend Night Weekly Monthly Event Price
Nightly Rate
7 Sep 2018 - 13 Oct 2018
2 night minimum stay
for 2 nights
Notes: Rates are based on 2 guests; add £11 per night, per additional guest
Nightly Rate
14 Oct 2018 - 27 Oct 2018
2 night minimum stay
for 2 nights
Notes: Rates are based on 2 guests; add £11 per night, per additional guest
My Standard Rate
2 night minimum stay
for 2 nights
Notes: Rates are based on 2 guests; add £11 per night, per additional guest

Additional pricing information

Cleaning Fee £64.69
Property Damage Protection £44.9

Maximum 10 occupants.To reserve a min payment of 50% from total is required at the beginning. The other half will be charged 3 months prior to your arrival date at which point you will receive insiders info on the town and region to prepare you for your trip.
In order to protect ourselves as owners when someone reserves multiple places at the same time, for instance, and cancels ours last minute: Standard Cancellation policies apply.
Full refund if canceled within 90 days or more to to arrival date. 50% for 30 to 60+ days advanced cancellations. Less than 30 days you forfeit the entire amount minus taxes. Exceptions at owner's discretion
Thank you for your understanding
Feel free to see our other properties and exceptional reviews
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If you cancel three months in advance you receive a full refund. Two months to one month before arrival = 25% could be deducted. Two weeks or less before arrival date=50%, Anytime thereafter the full amount will be charged. Of course extenuating circumstances are always taken into consideration and these policies can be flexible depending on the situation. Grazie :)

Owner's Cancellation Policy

Please ask the owner or check their rental agreement when booking the property.
Ask Owner a Question

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