We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Vacation Rentals in Petroio, Italy and nearby

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
mm/dd/yyyy mm/dd/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Change Dates
    Price
    per night
    |||
    |||
    $0
    $287 Average
    $1,000+
    Bedrooms
    Any
    Amenities
    Any
    Payment
    Book Online
    View Map
    More filters
    loading...
    Don't let other travelers get your favorite Petroio area vacation rental. You're so close to securing your perfect getaway. Book today.
    Applied filters:
    Nearby
    Clear All
    Petroio
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Payment Protection

    The following rentals are within 5 miles of Petroio, Tuscany.

    1 / 31
    5 of 5 stars (9) Excellent
    San Giovanni d'Asso
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    1 / 37
    5 of 5 stars (7) Excellent
    San Giovanni d'Asso
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    1 / 43
    5 of 5 stars (14) Excellent
    Monticchiello
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Wi-Fi
    • Washer
    • Shared Yard
    • Outdoor Dining Area
    • Private Yard
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Villa PoliFlora is a modern residence in Monticchiello in Val d'Orcia, a Unesco world heritage site. The owners and creators invite you for a relaxing stay, in the triangle among Montalcino, Pienza and Montepulciano. A few kilometers away from Siena and Chianti Classico, best destinations in... View all property information
    Location Information
    53026, Monticchiello, Pienza
    5 of 5 stars Reviewed July 18, 2015
    A beautifully appointed apartment. A short walk into Montichiello. We were joyfully greeted by Flora - who supplied breakfast fruit and pastries which we enjoyed in the garden...
    5 of 5 stars Reviewed June 22, 2015
    Villa poliflora is a perfect place to stay for a week in val d,orca.the apartment has two bedrooms each with en suite and a lovely small garden. It is beautifully frrnished.the...
    See all reviews
    San Giovanni d'Asso
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Wi-Fi
    • Parking
    • Shared Yard
    • Satellite TV
    • Shared Outdoor Pool...
    • Grill
    • Central Heating
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This charming old hamlet is located at 5 km from San Giovanni d'Asso, in the heart of the Crete Senesi, at just 13 km from Pienza and 16 km from Montalcino. The estate belonged for six hundred years to the notorious Piccolomini family, a protagonist of Italian Renaissance. The landscape... View all property information
    Location Information
    53020, San Giovanni d'Asso, Province of Siena
    1 / 42
    5 of 5 stars (9) Excellent
    San Giovanni d'Asso
    8 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Private Outdoor...
    • DVD Player
    • Grill
    • Air Conditioning
    • Washer
    • Balcony
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    A beautiful old historic family house with a large hanging garden and swimming pool (6x12) nestled in the middle of a tiny village, San Giovanni d'Asso, in the Siennese countryside: the comfort to be in a village and the privacy of a place hidden at the sight. Becoming somewhat familiar with the... View all property information
    Location Information
    53020, San Giovanni d'Asso, Province of Siena
    5 of 5 stars Reviewed November 5, 2015
    I recently stayed here with 11 of my friends for our 50th birthdays. When we walked into the home all I could say was, "Wow!" The location was amazing among the hills of Tuscany...
    5 of 5 stars Reviewed October 9, 2015
    A group of us descended upon this villa in September for about a week. The villa is incredibly comfortably furnished, and the location and views are amazing. We kept walking...
    See all reviews
    1 / 18
    5 of 5 stars (1) Excellent
    Montisi
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor...
    • Central Heating
    • Balcony
    • Parking
    • Terrace
    • Grill
    • Washer
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Our Villino comfortably fits 6 people. It is unique because of its location: 10 minutes walking from the picturesque village of Montisi, immersed in the Tuscan hills and in an amazing peace and quiet. Surrounded by fruit trees and olive trees, with lots of land for your walks or to delight your... View all property information
    Location Information
    53020, Montisi, Province of Siena
    5 of 5 stars Reviewed October 30, 2015
    I cannot explain in words how happy we were when we drove up to Villino the house we stayed in during our 8 night stay in Montisi. The village is beautiful and we will definitely...
    See all reviews
    1 / 10
    5 of 5 stars (6) Excellent
    Monticchiello
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Private Yard
    • Central Heating
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    Location Information
    53026, Monticchiello, Pienza
    5 of 5 stars Reviewed July 16, 2014
    By the time we arrived to the house and found Barbara waiting for us as we had planned,we where already fascinated by the surrounding landscape.Monticchiello is a little charming...
    4 of 5 stars Reviewed October 22, 2013
    Just returned from a week in Mirabelle 2. A lovely relaxing apartment in a very beautiful town called Monticchiello. Peace and solitude dominate. The views of the scenery are...
    See all reviews
    Monticchiello
    4 Bedrooms, 9 Bathrooms, Sleeps 8 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Housekeeping...
    • Porch
    • Washer
    • Wi-Fi
    • Parking
    • Patio
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    Location Information
    53026, Monticchiello, Pienza
    Trequanda
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool...
    • Air Conditioning
    • Parking
    • Satellite TV
    • Wi-Fi
    • Private Yard
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Showcasing a seasonal outdoor pool and terrace, Abbadia Sicille is located in Trequanda in the region of Tuscany. The resort has a sun terrace and views of the garden, and guests can enjoy a drink at the bar. Free WiFi is available throughout the property and free private parking is available on... View all property information
    Location Information
    53020, Trequanda, Province of Siena
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    1 / 38
    5 of 5 stars (1) Excellent
    San Giovanni d'Asso
    3 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Private Outdoor...
    • Wi-Fi
    • Satellite TV
    • Patio
    • DVD Player
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Casa Lorenzo is a small indipendent antique house suitable for 5 +1. 'what a beautiful charming house you have;we expecially enjoyed the view from the pool ;unparalleded beauty! San Giovanni is a wonderful little town..although we enjoyed all of our day excursion to Montalcino,Montepulciano etc. we... View all property information
    Location Information
    53020, San Giovanni d'Asso, Province of Siena
    5 of 5 stars Reviewed October 11, 2013
    This holiday home is situated on the edge of San Giovanni d'Asso, next to the old Castle. San Giovanni is a small town in the Tuscan country side and the house offers great views...
    See all reviews
    1 / 19
    5 of 5 stars (5) Excellent
    Trequanda
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Mountain Views
    • Washer
    • Hot Tub
    • Children's Pool
    • Satellite TV
    • Wi-Fi
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Cignella is situated between the medieval towns of Siena and Montepulciano 10 minutes from the hilltop town of Sinalunga in the heart of the best wine growing regions of Italy. Nestled on the top of a hill surrounded by woodland it boasts breathtaking views over Valdichiana towards Umbria.It is... View all property information
    Location Information
    53020, Trequanda, Province of Siena
    5 of 5 stars Reviewed September 19, 2014
    This has to be one of the best villas within the vicinity . One of 18 villas that has been sympathetically developed from a traditional Tuscan country estate. Each villa has...
    4 of 5 stars Reviewed August 24, 2014
    We just spent a very enjoyable week at the Cignella estate. The accommodation was excellent, we stayed at the La Salvia, which easily was roomy enough for our group of 5 (me, my...
    See all reviews
    1 / 49
    4.5 of 5 stars (5) Very good
    Montisi
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Shared Outdoor Pool...
    • Wi-Fi
    • Private Yard
    • Balcony
    • Shared Yard
    • Terrace
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    La Grancia Country Resort is a romantic and charming 14th century fortress used as a 'Grancia', a granary for the storage of the produce grown on the property. Perched next to the delightful hilltop village of Montisi, it overlooks the surrounding Tuscany countryside on a hill near Pienza,... View all property information
    Location Information
    53020, Montisi, Province of Siena
    4 of 5 stars Reviewed July 1, 2015
    This is a country property with modern apartments built in a very old building - so things are not hotel perfect. The unit #1 apartment is very well equipped, although no...
    5 of 5 stars Reviewed September 25, 2013
    we LOVED our time at La Grancia. Montisi is a gorgeous, well-preserved medieval village and Claudia and Augusto were superb hosts. We were luck enough to be the only people...
    See all reviews
    1 / 37
    5 of 5 stars (6) Excellent
    Montefollonico
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Terrace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    Location Information
    53049, Montefollonico, Torrita di Siena
    5 of 5 stars Reviewed June 17, 2015
    Our apartment was clean and very well stocked in the kitchen area, including having a dishwasher. The bedroom was large, airy and very comfortable with stunning views down the...
    See all reviews
    1 / 63
    5 of 5 stars (1) Excellent
    San Giovanni d'Asso
    8 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
    Show Prices
    Amenities & Details
    • Private Outdoor...
    • Satellite TV
    • Washer
    • DVD Player
    • Grill
    • Balcony
    • Terrace
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Villa San Giovanni is a splendid home inside the charming Tuscan hilltown of San Giovanni d'Asso. Located near a medieval castle, the villa was built in the 16th century. The property has been carefully renovated, and with eight bedrooms and seven bathrooms there's plenty of room for up to 16... View all property information
    Location Information
    San Giovanni d'Asso, Province of Siena
    5 of 5 stars Reviewed July 8, 2013
    Old charming villa with great flavor of centuries passed.
    See all reviews
    1 / 13
    5 of 5 stars (2) Excellent
    Montisi
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Secure Parking
    • Air Conditioning
    • Balcony
    • Washer
    • Satellite TV
    • Shared Outdoor Pool...
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    We offer a relaxed sel catering holiday of a very high standard.The House has a very large garden with private access to a communal swimming pool. Over two floors with two double bedrooms upstairs and a large bathroom and a large fully fitted kitchen downstairs with a seperate livingroom for taking... View all property information
    Location Information
    53020, Montisi, Province of Siena
    5 of 5 stars Reviewed October 27, 2015
    Villa compound nestled outside of Montisi. Stayed in Villa Montisi, although booked into Casa Gisella. Wonderful villa with its own private pool, although too cool for swimming...
    5 of 5 stars Reviewed September 22, 2015
    We have stayed here on a number of occasions at the villas on this small complex outside Montisi. The villas are all fitted to a high standard and well maintained with nice...
    See all reviews
    1 / 9
    5 of 5 stars (2) Excellent
    San Giovanni d'Asso
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Yard
    • Washer
    • Grill
    • Central Heating
    • Mountain Views
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    Location Information
    53020, San Giovanni d'Asso, Province of Siena
    1 / 49
    5 of 5 stars (3) Excellent
    San Giovanni d'Asso
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Satellite TV
    • Mountain Views
    • Patio
    • Secure Parking
    • Air Conditioning
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    5 Townhouses Ferranino, the original carriage house for the Villa Ferrano, is now transformed into five townhouse apartments. The apartments vary in size from two bedrooms with one bath to four bedrooms with three baths. Each apartment has the original carriage house doorway enclosed with a glass... View all property information
    Location Information
    53020, San Giovanni d'Asso, Province of Siena
    5 of 5 stars Reviewed August 14, 2014
    The service/contact with the owners was superb from the beginning and continued throughout our stay. The property was superb - very well maintained and cleaned, tastefully...
    5 of 5 stars Reviewed August 10, 2014
    We just got back from our 16 night stay in Italy. We rented Mario and Patricia's lovely villa close the the village of San Giovanni. The accommodations are spacious, clean and...
    See all reviews
    1 / 26
    Montisi
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Private Outdoor...
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Villa Olive is a large property, set in a typically Tuscan hilltop village, built of Sienese brick over 100 years ago. The upper two floors of the three floors have been transformed into an independent and luxurious apartment. A marble external staircase leads up to the first floor with an entrance... View all property information
    Location Information
    Montisi, Province of Siena
    Montisi
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Private Yard
    • Children's Pool
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Poggio is a typical Tuscan villa of the 17th century, built entirely of stone, situated 3 km from the medieval village of Montisi and plunged the unmistakable landscape of the Crete Senesi. Its dominating position overlooks the area from Montalcino, Trequanda until Siena. The property is built out... View all property information
    Location Information
    53020, Montisi, Province of Siena
    Get the List
    1 / 21
    San Giovanni d'Asso
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Yard
    • Parking
    • Grill
    • Air Conditioning
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Located in the village of San Giovanni d'Asso, this house can accommodate 5 people in three rooms with air conditioning. The house has its own private entrance leading out onto a patio with table, chairs and a large umbrella. The gardener takes care of the maintenance of the swimming pool of 6x3 m... View all property information
    Location Information
    53020, San Giovanni d'Asso, Province of Siena
    1 / 37
    Monticchiello
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Internet Access
    • Shared Outdoor Pool...
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    On a large estate surrounded by olive groves and flower fields, this Italian villa is just the place if you and your family are looking for beauty and tranquility. Whether its sunrises in the morning, sunsets in the evening, or midday gazing, you’ll have views that will take your breath away while... View all property information
    Location Information
    53026, Monticchiello, Pienza
    Amorosa
    9 Bedrooms, 8 Bathrooms, Sleeps 27 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Grill
    • Terrace
    • Balcony
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Villa Leonardo is situated just outside of Sinalunga, between Siena and Montepulciano. The Villa offers on 1000 sqm spacious bedrooms, 2 kitchens, a large living room, a beautiful roofed terrace, a large balcony with stunning views across the country side, wood flooring and ceiling, terracotta... View all property information
    Location Information
    53048, Amorosa, Sinalunga
    1 / 35
    Trequanda
    15 Bedrooms, 11 Bathrooms, Sleeps 30 | Quick View
    Show Prices
    Amenities & Details
    • Hot Tub
    • DVD Player
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Aia Vecchia is an imposing building dating back to the XVIII century, delightfully situated in the picturesque setting of Crete, just half an hour from Siena. The renovation has been particularly well done and the location features an extraordinary 360° view over a varied and attractive landscape.... View all property information
    Location Information
    Trequanda, Province of Siena
    1 / 21
    5 of 5 stars (4) Excellent
    Montisi
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Washer
    • Mountain Views
    • Wi-Fi
    • Private Outdoor...
    • Air Conditioning
    • Patio
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    'Casa Valerio' so named in memory of the much loved local ironmonger, Valerio Manzi, whose family occupied this tall stone village house for generations. It was built in the 16th Century or earlier, right in the centre of the beautiful medieval hilltop village of Montisi which has a population of... View all property information
    Location Information
    53020, Montisi, Province of Siena
    5 of 5 stars Reviewed 3 weeks ago
    We were lucky enough to stay in Ann's lovely house for 4 nights earlier this month. It really is a magical area, with the house set in the middle of the dreamy little hilltop...
    5 of 5 stars Reviewed December 31, 2015
    We had the pleasure of staying at Casa Valerio earlier this year. Ann has made the house a very comfortable home with beautiful decor and furnishings. Our room, which had a lovely...
    See all reviews
    1 / 12
    San Giovanni d'Asso
    4 Bedrooms, 5 Bathrooms, Sleeps 7 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Parking
    • Private Outdoor...
    • Washer
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Casale d’Asso is an ancient 18th-century holiday house, recently restored, on the edge of small Medieval hamlet which has been the property of the Piccolomini family for six hundred years, an ancient family whose name is strongly tied to the Italian Renaissance. Situated in the whereabouts of San... View all property information
    Location Information
    53020, San Giovanni d'Asso, Province of Siena
    1 / 24
    5 of 5 stars (1) Excellent
    Montisi
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Wi-Fi
    • Washer
    • Central Heating
    • Satellite TV
    • Balcony
    • Parking
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    About this property
    Villino Montisi is a splendid two-story ancient farmhouse surrounded by meadows with breathtaking views over the sweet hills of Tuscany. Recently restored following the architectural Tuscan style with the pale Tuscan stone of the façade, the wooden beamed ceilings and the brickwork fireplace. The... View all property information
    Location Information
    53020, Montisi, Province of Siena
    5 of 5 stars Reviewed May 12, 2014
    A well appointed and comfortable villa facing south overlooking beautiful Tuscan countryside with the abbey S Anna Camprena in the distance. This abbey of the film English Patient...
    See all reviews
    1 / 48
    3 of 5 stars (1) Average
    Montisi
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Wi-Fi
    • Grill
    • Shared Yard
    • Private Outdoor...
    • Private Yard
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    La Grancia Country Resort is a romantic and charming 14th century fortress used as a 'Grancia', a granary for the storage of the produce grown on the property. Perched next to the delightful hilltop village of Montisi, it overlooks the surrounding Tuscany countryside on a hill near Pienza,... View all property information
    Location Information
    53020, Montisi, Province of Siena
    3 of 5 stars Reviewed September 22, 2015
    In the hallway to our apartment and up the stairs we were met by a really awful smell, we are fairly sure it was from dead birds in the chimney - not a good start. The apartment...
    See all reviews
    1 / 27
    5 of 5 stars (2) Excellent
    San Giovanni d'Asso
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    Show Prices
    Amenities & Details
    • Balcony
    • Private Outdoor...
    • Internet Access
    • Washer
    • Satellite TV
    • Terrace
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    La Capannina is a delightful 2 story house right inside the little hilltown of San Giovanni d'Asso, not far from Siena. Situated near a medieval castle, this villa was originally a stables built in the 16th century. It has been carefully renovated and offers comfortable accommodations for up to 5... View all property information
    Location Information
    San Giovanni d'Asso, Province of Siena
    5 of 5 stars Reviewed August 5, 2010
    We couldn't have been happier with La Capannina. The villa for us were perfect:great view, lots of room, nice showers, dipping pool to get out of the hot tuscan sun...]perfect...
    5 of 5 stars Reviewed June 8, 2010
    Our stay in La Capannina was breathtaking. I think about it everyday. We will go back again and stay there as soon as possible! We were treated like royalty! We look foreward to...
    See all reviews
    1 / 33
    Montefollonico
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor...
    • Shared Yard
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    This enchanting property located in Montefollonico, very close to the famous wine-city of Montepulciano, can host up to 8 people. This exquisite farmhouse holds all the essential needs for the perfect getaway. This enchanting property located in Montefollonico, very close to the famous wine-city of... View all property information
    Location Information
    53049, Montefollonico, Torrita di Siena
    1 / 24
    Monticchiello
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool...
    • Parking
    • Satellite TV
    • DVD Player
    • Central Heating
    • Balcony
    • Wi-Fi
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    About this property
    Casa Oriolo is an elegant apartment with 3 bedrooms and it is part of a small complex with 3 apartments total sharing a pool. Here you can enjoy a sojourn in contact with nature in a protected and uncontaminated oasis. The owners have carefully furnished the property with wrought iron lamps, linen... View all property information
    Location Information
    53026, Monticchiello, Pienza
    1 / 22
    5 of 5 stars (1) Excellent
    Monticchiello
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Situated in a prominent position overlooking the Val d’Orcia, this villa for rent in Tuscany offers incredible views and is in a peaceful and natural setting. It’s within walking distance of Monticchiello, which is home to many shops and restaurants as well as a castle. You’ll be able to enjoy the... View all property information
    Location Information
    53020, Monticchiello, Pienza
    5 of 5 stars Reviewed August 11, 2012
    My family of six loved every minute of our time at this villa. We had never used this site before, but everything was exactly as described. The villa is literally a 5-10 minute...
    See all reviews
    1 / 24
    5 of 5 stars (2) Excellent
    Monticchiello
    4 Bedrooms, 10 Bathrooms, Sleeps 7 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Wi-Fi
    • Parking
    • Washer
    • Central Heating
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    Location Information
    53026, Monticchiello, Pienza
    5 of 5 stars Reviewed January 12, 2015
    This place was wonderful, Francesco couldn't do enough for you. Its located in a gorgeous little town in Val d'Orcia area. There are three restaurants in the town and a...
    See all reviews
    1 / 37
    4.5 of 5 stars (2) Very good
    San Giovanni d'Asso
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    • Washer
    • Patio
    • Outdoor Dining Area
    • Satellite TV
    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    5 Townhouses Ferranino, the original carriage house for the Villa Ferrano, is now transformed into five townhouse apartments. The apartments vary in size from two bedrooms with one bath to four bedrooms with three baths. Each apartment has the original carriage house doorway enclosed with a glass... View all property information
    Location Information
    53020, San Giovanni d'Asso, Province of Siena
    4 of 5 stars Reviewed August 7, 2014
    Very charmful property located in a beautiful landscape and with wine and olive oil districts nearby. The landlady is very helpful and serviceminded.
    5 of 5 stars Reviewed June 19, 2012
    Just a few 100 meters south of San Giovanni d'Asso, you find Villa Ferrano.This beautiful old property consists of the main villa, the former carriage house Ferranino, the old...
    See all reviews
    San Giovanni d'Asso
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • DVD Player
    • Central Heating
    • Private Outdoor...
    • Housekeeping...
    • Wi-Fi
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    As Podere Pava has always been 'a home for artists and friends', the conversion from private house to rental villa was not that difficult. Most essential things were already there: a century-old farmhouse next to an old chapel steeped in history, an exceptional setting amid the famous Crete Senesi,... View all property information
    Location Information
    53020, San Giovanni d'Asso, Province of Siena
    1 / 17
    Trequanda
    10 Bedrooms, 10 Bathrooms, Sleeps 20 | Quick View
    Show Prices
    Amenities & Details
    • Private Outdoor...
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Villa, with its large swimming pool, offers stunning views over the countryside as far as Siena and Monte Amiata. The building dates back to 1600 and was originally restored in 1802. It was restored again between 1995 and 2000. It is the perfect setting for a relaxing stay in refined... View all property information
    Location Information
    Trequanda, Province of Siena
    1 / 25
    Monticchiello
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Amenities & Details
    • Private Outdoor...
    • Satellite TV
    • Waterfront
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Monticchiello is a magical place. A village enclosed by medieval walls but connected to the world through the vibrant culture that has characterized it for years, this villa is very near Monticchello and overlooks the most beautiful section of Val D'Orcia.L'Apparita is situated under a kilometer... View all property information
    Location Information
    Monticchiello, Pienza
    Trequanda
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool...
    • Private Yard
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Abbadia Sicille is a countryside property located in the province of Siena, exactly in Trequanda, a few kilometers from Sinalunga. The structure is suitable for those wishing to spend their holiday relaxing in contact with nature and well-being, to enjoy local food and make beautiful excursions in... View all property information
    Location Information
    53020, Trequanda, Province of Siena
    1 / 32
    Montisi
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Parking
    • Shared Outdoor Pool...
    • Air Conditioning
    • Shared Yard
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Villa Leopoldo D is a romantic 60-square-meter (about 646 square feet) apartment which sleeps two people. It features shared swimming pool and garden. The apartment is part of a medieval castle on the hills of the province of Siena which are famous as the ‘Crete Senesi ’. You will have... View all property information
    Location Information
    Montisi, Province of Siena
    1 / 45
    Montisi
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool...
    • Shared Yard
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Villa Leopoldo B is a splendid apartment which sleeps three people. It’s 60 square meters (about 646 square feet) large, and it features a view to the hills. There is a shared swimming pool and garden. The apartment is part of a small and historical medieval castle. It has parking space and... View all property information
    Location Information
    Montisi, Province of Siena
    Trequanda
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Grill
    • Balcony
    • DVD Player
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • x
    About this property
    This is a WOW property. Light, space, comfort, design & location. Brand new renovation in old house, huge roof garden. Original art. Mosquito screens. Parking. 3 min walk to hill town, restaurants, bars, shops, pool & tennis. 15 Mbs dedicated WiFi. Set in the centre of the best of Tuscan... View all property information
    Location Information
    53020, Trequanda, Province of Siena
    San Giovanni d'Asso
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Balcony
    • Shared Outdoor Pool...
    • Central Heating
    • Internet Access
    • Washer
    • Parking
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This charming old hamlet is located at 5 km from San Giovanni d'Asso, in the heart of the Crete Senesi, at just 13 km from Pienza and 16 km from Montalcino. The estate belonged for six hundred years to the notorious Piccolomini family, a protagonist of Italian Renaissance. The landscape... View all property information
    Location Information
    53020, San Giovanni d'Asso, Province of Siena
    Monticchiello
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Wi-Fi
    • Private Yard
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    Location Information
    53026, Monticchiello, Pienza
    1 / 24
    5 of 5 stars (3) Excellent
    San Giovanni d'Asso
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Private Outdoor...
    • DVD Player
    • Wi-Fi
    • Central Heating
    • Grill
    • Patio
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • x
    About this property
    *Il Giardino with its atmosphere of intimate hospitality, its gardens, olive groves and delightful private pool , forms a harmonious and nurturing environment for a relaxing stay in Tuscany . It stands in its own grounds at the head of a secluded valley of cornfields and Mediterranean pines,... View all property information
    Location Information
    53020, San Giovanni d'Asso, Province of Siena
    5 of 5 stars Reviewed September 26, 2014
    We first visited in 2004 when our first grandchild was only 9 months old. Since then we have returned every year and our second grandchild was only 3 months old when she first...
    5 of 5 stars Reviewed June 16, 2014
    Looking for a house in Tuscany for a couple of weeks this the summer? Then I would happily recommend Il Giardino. It is a lovely country house situated in the prettiest part of...
    See all reviews
    1 / 56
    4.5 of 5 stars (6) Very good
    Montefollonico
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Private Yard
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    Location Information
    53049, Montefollonico, Torrita di Siena
    5 of 5 stars Reviewed June 28, 2015
    We stayed at Poggio Senese, in the Triano apartment as our base to explore Tuscany and the surrounding area. The apartment is indeed unique, and has all of the comforts required...
    5 of 5 stars Reviewed September 12, 2014
    This apartment is located in a medieval village, Montefollonico, and the apartment definitely has lots of character! It's completely built of stone and masonry, and the layout is...
    See all reviews
    1 / 22
    Monticchiello
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Secure Parking
    • Grill
    • Patio
    • Housekeeping...
    • Satellite TV
    • Wi-Fi
    • Terrace
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Villa Daria is a spacious former family home, lovingly remodeled to create a cozy and comfortable environment for you to relax after a long day of adventures in the Val d’Orcia, a Unesco World Heritage site. Location: The residence was built around 1890 at a superb position within the walled... View all property information
    Location Information
    53026, Monticchiello, Pienza
    Trequanda
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Grill
    • Balcony
    • Central Heating
    • Washer
    • DVD Player
    • Satellite TV
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Typical Tuscan farmhouse in stone built in 1700, completely renovated in 2005. The house is in a location that I could define 'unique' because on top of a hill with 360 degree views over the surrounding hills and vineyards which are property of the house. It is far from other houses and very well... View all property information
    Location Information
    53048, Trequanda, Province of Siena
    1 / 13
    4 of 5 stars (1) Very good
    Montisi
    5 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Grill
    • Balcony
    • Air Conditioning
    • Secure Parking
    • Satellite TV
    • Shared Outdoor Pool...
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    We offer a relaxed holiday, You can lounge by the pool soaking up the sun or visit the many cities of intrest Siena, Florence and Rome are all very close. And of course the local places of Intrest. The spa, Pienze home of the English Patient and within view of your home part of the Gladiator movie... View all property information
    Location Information
    53020, Montisi, Province of Siena
    1 / 10
    5 of 5 stars (1) Excellent
    Monticchiello
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Private Yard
    • Secure Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    About this property
    The apartment dates back to the XVII (17th) Century and has been restored respecting the original architecture. The apartment has a large living room with a fully equipped kitchen as is beautifully furnished including original antiques. The property has 2 bedrooms, each with private bathroom,... View all property information
    Location Information
    53026, Monticchiello, Pienza
    5 of 5 stars Reviewed May 24, 2012
    Beautiful apartment in the heart of the ancient village of Monticchiello. The village though small has two exceptional restaurants, a fun bar and a shop that sells everything you...
    See all reviews
    1 / 24
    Castelmuzio
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Private Outdoor...
    • Patio
    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Grill
    • Central Heating
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    About this property
    When Eric and Kathy decided they wanted to settle in Tuscany and provide people with the sort of holidays they themselves had always dreamed of - but had rarely been able to find - they knew they had found the ideal property in Castelmuzio for many reasons, amongst which were. The views (made... View all property information
    Location Information
    53020, Castelmuzio, Province of Siena