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Vacation rentals in Pierle

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The image displays a charming stone villa surrounded by well-maintained gardens. A meandering stone pathway leads to a patio area furnished with a dining table and chairs. Lush greenery and mature trees frame the property, with rolling hills visible in the background under a clear blue sky.
Farm stay in Cortona
5 out of 5 average rating, 14 reviews

Relaxing-unspoiled country place Il Monte...

EileenRating, 5 stars8 months ago
Our stay with Sheila and Silvia was fantastic! They were terrific hosts, and the property exceeded our expectations with its beauty and impeccable cleanliness. We opted for extra meals and a cooking class, and everything was outstanding. Silvia is an incredible chef, and the dinners she prepared were some of our best meals during our trip to Italy. The beds were exceptionally comfortable, and the kitchen was well-equipped with everything needed for cooking. The property offers stunning views, nestled in the hills about a 20-25 minute drive from Cortona via scenic, winding roads, so having a car is essential. There’s so much to explore within a 30-minute to 2-hour drive, from lakeside towns and wine tastings to thermal baths, spas, charming medieval villages, and plenty of Michelin-starred restaurants. I highly recommend booking here for a relaxing, delicious, and comfortable getaway.
Guest favorite
Villa in Montanare
4.96 out of 5 average rating, 23 reviews

Traditional house with private pool

Pierre-ClaudeRating, 5 stars9 months ago
Amazing Villa, with incredible view. Great host
Farm stay in Cortona (Pierle)
4.83 out of 5 average rating, 12 reviews

Stella spendid flat x 4 with pool in a farmhouse

ChristophRating, 5 stars34 months ago
Very quiet property, which can be reached via a very winding and steep gravel road. Swimming pool and outdoor spaces are very well maintained, there is an extra laundry room and space for barbecue. The apartment is very quaint and simple, the kitchen is equipped with a dishwasher and a large hob and oven, kitchen utensils are the most necessary. Very nice reception with prosecco and cake from Franco.
Top guest favorite
Home in Montebenichi
5 out of 5 average rating, 59 reviews

[Little Escape] 4 Beds + Private Panoramic Pool

SusanRating, 5 stars3 weeks ago
Our stay in Montebenichi was almost indescribable. Having been to Tuscany before, this time was pure magic. The flat is within the compound of a 12th century fortress village that is mostly inhabited by residents. Tommaso had stocked the kitchen with plenty of coffee, milk, water, juices, snacks and his grandmother's amazing Limoncello! The pool area has the most incredible view with an outdoor kitchen where Tommaso arranged for us to have a traditional Tuscan cooking class. He also made reservations for us at the village Michelin-rated restaurant that is just steps from the flat. One of our favorite things was hearing the wolves of Tuscany howl in the distance - no need to be afraid - it was pure magic. We saw very few tourists which made the experience even better. Moreover, Tommaso was THE BEST HOST we have ever had while staying at an Airbnb. His dedication to ensuring the perfect stay for us was truly a standout. We can not say enough good things about our stay!
Guest favorite
A spacious hallway features exposed wooden beams and terracotta flooring. Soft lighting from wall sconces illuminates the stone walls, while a wooden dining table is visible through an open doorway, leading to a warm, inviting atmosphere.
Vacation home in Umbertide
5 out of 5 average rating, 16 reviews

Casa Monte

AdamRating, 5 stars10 months ago
Umbria gem. This place was beautiful, clean, comfortable and peaceful. highly recommend it for an Italy getaway we will be back. Gabriele was a kind and welcoming host.
Guest favorite
An aerial view of a landscaped area featuring a shared swimming pool surrounded by vibrant greenery. Red sun loungers and umbrellas line the poolside, providing shaded seating. Nearby structures are visible, framed by lush trees and hedges.
Condo in Monte San Savino
4.88 out of 5 average rating, 57 reviews

La Foresteria | Betto House

AdrianRating, 5 stars1 month ago
An amazing super-authentic place in the middle of the Tuscan nature & fields ! The hacienda style accommodation truly offers a unique experience of the Tuscan country side. The accommodation is very authentic while also offering on-site restaurant with excellent food and excellent wine. The hosts are truly amazing and will go the extra mile to make your stay unique. The location is also very good as it is easily connected with main points of interest (i.e. places to visit, eat, etc).
Top guest favorite
A rustic stone building is framed by lush greenery and manicured lawns. An outdoor dining area under a trellis offers a shaded space with a table and chairs. Two chimneys rise from the roof, while the bright blue sky enhances the serene atmosphere.
Farm stay in Camucia
5 out of 5 average rating, 13 reviews

The Garden of Olives | Casa Ippocastano

TheresaRating, 5 stars1 month ago
Beautiful Farmhouse. Lovely place even better in person. The grounds are large and lovely. Great pool. You look out to the town of Cortona from the bedroom and kitchen windows. So relaxing super close a 10 min drive to Cortona 30 mins to Montepulciano. A great base to explore. Host super responsive we were late checking in sure to train delays and it wasn’t a problem. Even got to experience some of Federica’s fabulous wine. Would come back for sure it’s a gem.
Top guest favorite
A contemporary outdoor patio area features a wooden deck, dining table with several chairs, and an umbrella for shade. Lush green grass surrounds the space, complemented by various plants and shrubs in the background, providing a harmonious connection to nature.
Farm stay in San Quirico d'Orcia
4.98 out of 5 average rating, 44 reviews

Wine Loft in the vineyards

HilaryRating, 5 stars2 weeks ago
The Wine Loft is incredibly peaceful and beautiful. The modern architecture is gorgeous and the views are magical. We traveled by trains and it was easy to take a taxi (arranged by the Wine Loft) from the station. Additionally, we enjoyed walking the country path through the woods and meadow to Bagno Vignoni. We highly recommend this beautiful property. The wines were a phenomenal addition to the stay.

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Arezzo
  5. Pierle