Entire home

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

Holiday home in Montepulciano with kitchen and balcony

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Located in the heart of Montepulciano, Casina Pellegrino offers a charming three-tier house with gorgeous views of the Tuscan hill country from your private balcony or window. Enjoy unobstructed views of olive groves and vineyards while lounging on a comfortable chaise with a glass of wine, savor local specialties at your own pace on the large terrace. This spacious villa accommodates up to 10 people comfortably and features modern amenities including two full bathrooms, fully equipped kitchen for fresh meals using local ingredients.

Reviews

9.6 out of 10
Exceptional

Entire home

4 bedrooms2 bathroomsSleeps 10184 sq m

Popular amenities

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

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.

Property amenities

Ski

  • Close to skiing
  • Snowboarding nearby

Internet

  • Available in the house: WiFi

Parking and transport

  • Car not required
  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Fireplace
  • Living room

Entertainment

  • Books
  • TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden
  • Terrace

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property
  • Note from host: EXCLUSIVELY OUTSIDE

Services and conveniences

  • Iron/ironing board
  • Limited housekeeping

Location highlights

  • In the city centre
  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping centre

Things to do

  • Basketball nearby
  • Birdwatching nearby
  • Fishing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Ice skating nearby
  • Mountain biking nearby
  • Mountain climbing nearby
  • Swimming nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Unit size: 1,980 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 23

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed

Children and extra beds

Children are welcome
Note from host: I always had my 3 and 5yr old playing in/out

Events

No events allowed

Smoking

Smoking is not permitted
EXCLUSIVELY OUTSIDE

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
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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
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 the information in the booking confirmation
A car is not required for transport to and from this property

Property is also known as

Town Large Terraces Views Vineyards Olive Groves Walk Center
Town Large Terraces Views Vineyards Olive Groves Walk Center

About the area

Located in Montepulciano, this holiday home is in the city centre. 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. Visit our Montepulciano travel guide
View more Holiday homes in Montepulciano
Map
Montepulciano, Siena

What's nearby

  • Old well in Piazza Grande - Montepulciano , Tuscany, Italy
    Piazza Grande
    5 min walk - 0.4 km
  • Dome of Montepulciano
    3 min walk - 0.3 km
  • Cantina Contucci
    3 min walk - 0.3 km
  • Palazzo Ricci
    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
  • La Vineria Di Montepulciano
    10 min walk
  • Cantina Gattavecchi
    5 min walk
  • Osteria Acquacheta
    3 min walk
  • Osteria Porta di Bacco
    10 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 Val di Chiana, Cantina Contucci and Consorzio del Vino Nobile di Montepulciano. Dome of Montepulciano and Piazza Grande are also within 5 minutes.

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

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 68 out of 82 reviews
Rating 8 - Good. 10 out of 82 reviews
Rating 6 - Okay. 4 out of 82 reviews
Rating 4 - Poor. 0 out of 82 reviews
Rating 2 - Terrible. 0 out of 82 reviews

9.4

Cleanliness

9.8

Location

Reviews

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

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

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

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

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

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

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

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

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

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

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

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

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

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

10/10 Excellent

Kate G.

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

Tuscany house with great location and fantastic view!

The views from this house are fantastic! And the location is perfect - steps from the old town of Montepulciano. Communication with Erika, the host was great. She prepared us with lots of details and recommendations for things to do nearby. We had some questions during our stay and Erika was very responsive. There is so much to do in the area - I almost wished we had more time to hang out on the beautiful terraces!
Stayed 3 nights in Oct 2024

10/10 Excellent

Tammy H.

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

Great location in Montepulciano

Erika was fantastic with communication and had general house instructions including area recommendations printed in a manual. The check-in/check-out process was clear and efficient. House was as described and was clean and well-stocked with general items and is in a great location. Montepulciano is a great central location for several driving tours we did as well as walking into and exploring the unique city.
Stayed 3 nights in Sep 2024

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

10/10 Excellent

Barb E.

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

A view like no other‼️‼️‼️‼️

The view and location cannot be beat! Two terraces😎 Erika has labeled everything and provided information about house and Montepulciano. Erika took the time to answer my numerous questions. A treasured parking place.
Stayed 2 nights in Oct 2024

10/10 Excellent

Emily B.

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

Unbelievable Views

The host of this property is organized and responsive - the best I’ve dealt with to date! But what really sets this property apart is the incredible views. We arrived at night, so imagine my jaw drop when I woke up and looked out the window! We sat outside as much as we could. The town of Montepulciano is a gem. Walking into town from the house was easy - hilly, but easy because we get stopping to appreciate the views. We visited churches, stores, and wineries. We shopped, and we ate! We didn’t have a car, so we took a guided tour one day of some Montalcino wineries, Pienza, and the Tuscan countryside. Otherwise, the train from Chiusi was how we got to and from the town. The house accommodated eight of us and was well equipped. Overall, we loved this experience!
Stayed 3 nights in Jun 2024

8/10 Good

terri c.

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

Great location

Accolades: - Historic home is 15 minute walk to the center of town. - View - gorgeous - Good communication from host even though it appears she lives in Texas Opportunities: - No way to prevent neighbor from parking in driveway. We had to park in town because a neighbor took the space without asking permission. - entire house is IKEA. Beds, futons, chairs, tables, dishes, glasses, and on and on. A little decorating personality could go a long way to making this historic home inviting and warm. - very narrow spiral staircase — difficult to get luggage to bedrooms. Not suitable for young children or older family members. - no laundry detergent- guess housekeeping forgot to replenish as it’s included in the listing - no dishtowel to wash or dry pots and pans. Had to use bathroom hand towel. There was an old sponge under the kitchen sink but a fresh sponge should be included for each guest - they’re really cheap. - no soap in shower. We took the hand soap from the bathroom and moved it back and forth from the sink to the shower. The soap container had about one inch of soap in it for 4 nights - blankets. Turning the heat on is strictly forbidden but there were no blankets for the beds. We took covers off of futons to keep warm at night. - We got 1 bath towel and 1 hand towel per guest for a 4 night stay - beware prev guests wash and put away the dishes you will use - not everyone has the same cleanliness standards.
Stayed 4 nights in Sep 2023

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

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

10/10 Excellent

Zach S.

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

Excellent Spot

The property was
Stayed 2 nights in Jun 2025

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

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