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Holiday houses in San Rocco a Pilli

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Top-rated holiday rentals in San Rocco a Pilli

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Farm stay in Ruscello
4.99 out of 5 average rating, 497 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
A spacious outdoor pool is surrounded by neatly arranged lounge chairs and framed by lush greenery and tall cypress trees. The inviting blue water reflects the clear sky and the structure of the residence sits elegantly in the background.
Home in Asciano
4.96 out of 5 average rating, 131 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
Cottage in Geggiano
4.99 out of 5 average rating, 151 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.

Top 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 in Montepulciano
4.92 out of 5 average rating, 303 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 pool area is surrounded by lush greenery, featuring crystal-clear turquoise water. A comfortable floating device rests on the surface, while the architectural elements of a Tuscan villa are visible in the background, creating a peaceful atmosphere for relaxation.
Home in Sovicille
5 out of 5 average rating, 34 reviews

Boutique house with pool reserved for 2 guests

Casina Boutique is the only property on the estate dedicated to hospitality, and from May to September the only couple of guests is reserved the splendid swimming pool set in an ancient stone basin: an almost unique and unparalleled privilege! Casina Boutique is a typical Tuscan independent building, with terracotta floors and a beamed ceiling, part of the ancient Canonica di Trecciano. Absolute privacy and a beautiful garden, just 15 km from Siena in the quiet of the Montagnola Senese.

Top Guest favourite
Farm stay in Simignano
4.92 out of 5 average rating, 268 reviews

Casa al Gianni - Hut

Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

Top Guest favourite
A field of sunflowers fills the foreground, with vibrant yellow blooms facing the sun. In the background, a rustic stone building with a bell tower is visible, surrounded by lush greenery and rolling hills under a clear blue sky with a few scattered clouds.
Apartment in San Rocco a Pilli
4.93 out of 5 average rating, 99 reviews

House of Frescoes in Siena, Tuscany

10 minutes from Siena, a recently renovated ground floor apartment with a private square ideal for relaxing. Located in a quiet area, with the convenience of walking to all the services available: supermarket, pizzerias, restaurants, bank, pharmacy, etc. Bus stop for Siena 50 m away. Great for visiting Chianti, Val d'Orcia, Crete Senesi. Marked hiking trails, both on foot and by bicycle (Strade Bianche, Via Francigena, Tuscany Camp).

Top Guest favourite
An open-plan living area showcases modern furnishings, featuring a seating arrangement with blue armchairs and a decorative sign reading 'Welcome.' The space is well-lit, with a large window providing natural light and a view of the kitchen and upper loft area.
Villa in Monteroni d'Arbia
4.94 out of 5 average rating, 163 reviews

"Villa Daisy" overlooking Siena

Wonderful villa with independent entrance inside the "Caggiolo" farm, brought to light with careful and thorough renovation that has kept intact the typical features of a Tuscan farm. Beautiful panoramic view of Siena. Located in Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).

Top Guest favourite
An elegant medieval castle is surrounded by lush olive trees, showcasing its stone façade and characteristic towers. Soft lighting emanates from the windows, creating a warm ambiance as dusk approaches. The castle is set against a backdrop of gently rolling hills, enhancing its historic charm.
Castle in Barberino Tavarnelle
4.89 out of 5 average rating, 124 reviews

Suite in Castello di Valle

A unique experience in a historical dwelling located in the Chianti region. This medieval castle is situated in a strategic position, surrounded by the major Tuscan touristic attractions. The suite is at the entrance floor level: double bedroom with bathroom, sofa bed for two people, kitchenette, fireplace.

Guest favourite
A wide arched window frames a panoramic view of the historic cityscape at dusk. Illuminated buildings, including two prominent towers and a cathedral, are visible amidst the gently rolling rooftops. A wrought iron railing adds a touch of elegance to the architectural detail.
Apartment in Siena
4.89 out of 5 average rating, 181 reviews

Terrace with a view of Siena

A fianco della Basilica di San Domenico, a pochissimi passi dal Duomo e da Piazza del Campo, in questo splendido ed elegante attico potrete godere della splendida vista e della comodità di raggiungere a piedi in pochi minuti tutti i maggiori punti di interesse della città.

Guest favourite
A rustic stone building features arched doorways and large windows, surrounded by a gravel courtyard. Potted plants adorn the entrance, while outdoor seating is present under the shade of a tree. The serene landscape is complemented by typical Tuscan architecture.
Farm stay in Ville di Corsano
4.95 out of 5 average rating, 141 reviews

Tuscan Apartment in Village + wine & olive oil

Stay in a real Tuscan village, not a tourist resort. Walk to local bakery, butcher, minimarket and café just a few steps away. Enjoy our family-produced wine, olive oil, Vin Santo and grappa. Perfect for relaxing, exploring Siena and living authentic Tuscany.

Top Guest favourite
A shaded outdoor terrace features a wooden pergola draped with green vines. A round table is set with a potted plant at its center, surrounded by several chairs. Stone paths lead to the entrance of the house, framed by blooming flowerbeds.
Home in Siena
4.98 out of 5 average rating, 213 reviews

Secret Garden Siena

A beautiful house located inside the city walls of Siena. The house develops on two floors has three bedrooms and two toilets. The real strong point of this location is the private garden. Walking distance to all the main attractions.

Popular amenities for San Rocco a Pilli holiday rentals

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  2. Italy
  3. Tuscany
  4. Siena
  5. San Rocco a Pilli