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Holiday rentals in Piana

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Top-rated holiday rentals in Piana

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Top guest favourite
A charming outdoor dining area features a round table set with delicate dishware and a pink tablecloth. Surrounding the table are intricately designed white chairs. A gazebo provides shade, and lush greenery is visible in the background, creating a serene setting for leisurely meals.
Farm stay
4.99 out of 5 average rating, 474 reviews

Farmhouse Fattoria La Parita

Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

Guest favourite
Home
4.96 out of 5 average rating, 119 reviews

Palazzo Monaci - Pool in the Crete Senesi

Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

Top guest favourite
The image shows a historic villa with a stone façade and a prominent tower. The property is surrounded by a well-kept lawn, with a clear pathway leading to the entrance. Lush greenery and decorative planters enhance the inviting appearance of the building.
Villa
5 out of 5 average rating, 103 reviews

Torre Villa Belvedere Luxury & Relax with pool

"TORRE VILLA BELVEDERE" Meraviglioso appartamento di 260 metri quadrati , in Villa del XII sec .La piscina privata ( lunga 15 metri e larga 5 metri ) ,biliardo, biliardino, freccette,ampio giardino , portico 80 mq, barbecue,palestra e area relax all'interno della Torre. Comodo parcheggio privato all'interno della struttura. Situato in posizione strategica ,12 Km da Perugia, 4km dalla superstrada,può ospitare comodamente fino a 8 ospiti 3 camere matrimoniali con bagno privato, Tv, cassaforte

Top guest favourite
An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.
Cottage
4.99 out of 5 average rating, 149 reviews

Villa di Geggiano – Guesthouse

PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Guest favourite
Home
5 out of 5 average rating, 8 reviews

Nature Escape: Apartments & Pool

Casale in pietra immerso nella natura, con piscina e appartamenti indipendenti che garantiscono privacy e comfort. A 5 minuti da Castiglione del Lago, e dalla pista ciclopedonale sul Lago Trasimeno. A circa 30 minuti Montepulciano e la suggestiva Val d’Orcia, a breve distanza è possibile esplorare i tesori di Umbria e Toscana: Perugia, Assisi, Cortona, Pienza, Orvieto e molti altri borghi storici. Luogo perfetto per chi cerca relax in una posizione ideale per scoprire le eccellenze della zona.

Top guest favourite
A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.
Guest house
4.97 out of 5 average rating, 209 reviews

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Guest favourite
The villa's exterior is highlighted by a modern structure with large glass doors and a gently sloping roof. It is surrounded by lush greenery and features a patio area with steps leading to the entrance. Soft lighting illuminates the garden, creating a serene evening ambiance.
Villa
4.92 out of 5 average rating, 285 reviews

Amazing Tuscany Villa, FREE parking

Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

Top guest favourite
A serene outdoor area showcases a swimming pool surrounded by well-maintained gardens. Sun loungers are positioned near the pool, with shaded areas provided by umbrellas. The background features a historic building and lush greenery, enhancing the tranquil setting.
Flat
4.93 out of 5 average rating, 141 reviews

Farmhouse close to Montepulciano

Farmhouse Santa Margherita is a splendidly restored 18th century house that sits on a hilltop on the Tuscan-Umbrian border in sight of Montepulciano.The farmhouse has been recently renovated in order to offer to its guests four vacation apartments. The rooms are very spacious and comfortable. The furnishings are luxurious and include wooden furniture, wrought iron beds and elegant lamps. The kitchens are well equipped so that all your culinary skills can be exercised.

Guest favourite
Holiday home
4.98 out of 5 average rating, 127 reviews

Fontarcella, H&R- mediterranean home with jacuzzi

Located in the hills between Montepulciano, Castiglione del Lago, and Cortona, Fontarcella is a detached villa surrounded by greenery, offering a private jacuzzi and parking. You'll discover a timeless place to share precious moments. The property, furnished in Mediterranean style, features air conditioning and free Wi-Fi. The fully fenced garden offers a variety of amenities. Just minutes from the highways, Fontarcella is easily accessible for travelers.

Top guest favourite
A small wooden table set for two is adorned with fine china cups and a delicate flower vase. The balcony offers a panoramic view of the rolling hills, as the sun sets, casting warm hues over the landscape.
Flat
4.93 out of 5 average rating, 266 reviews

I Tramonti di Eramo, Montepulciano city center.

Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historic center offers breathtaking views of the surrounding countryside, providing an authentic and unforgettable experience. Step outside and savor the historic atmosphere of Montepulciano. Just a few steps away, you will find the extraordinary Piazza Grande, excellent restaurants, and all kinds of services. Tuscany awaits you for a unique experience.

Guest favourite
A private pool is set against a backdrop of lush gardens and a charming villa. The clear water of the pool reflects the blue sky, and sun loungers are positioned nearby for relaxation. Olive trees dot the landscape, enhancing the tranquil atmosphere.
Home in Cortona
4.92 out of 5 average rating, 24 reviews

Villa Bellora | Tuscan Villa w/ Pool Near Cortona

Villa Bellora: Your Tuscan Summer Escape Book now for summer stays and enjoy golden sunsets, blooming sunflower fields, a private pool, and peaceful countryside charm. This 3-bedroom, 2-bath villa near Cortona and Montepulciano offers lush gardens, cozy living spaces, a fully equipped kitchen, and outdoor dining. Relax by the pool, explore hilltop towns, or unwind under the stars—your perfect Tuscan getaway awaits.

Top guest favourite
The bedroom features a wrought iron bed adorned with an orange coverlet. A wooden desk and chair are positioned beside a round mirror, providing a functional space. Natural light filters through the window, while rustic walls and high ceilings enhance the classic charm of the room.
Apartment
4.94 out of 5 average rating, 201 reviews

AURA Garbino apartment in the historic center

-Aura Appartamenti- The Garbino apartment is located along the main street of the historic center of Castiglione del Lago. Furnished in a classic style with high ceilings and exposed beams, it is spacious, quiet and relaxing, an oasis of tranquility during your stay. On the ground floor and managed by us is the Ristorante L'Acquario, a traditional Slow Food and Michelin Bib Gourmand restaurant.

Popular amenities for Piana holiday rentals

  1. Airbnb
  2. Italy
  3. Umbria
  4. Perugia
  5. Piana