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Holiday rentals 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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Guest favourite
Home in Asciano
4.96 out of 5 average rating, 130 reviews

Palazzo Monaci - Piscina nelle crete Senesi

Benvenuti a Palazzo Monaci ! Un' oasi di natura e bellezza unica, nel cuore delle Crete Senesi, in Toscana. Un residence con piscina e vista mozzafiato sulle crete senesi. Perfetta per coppie o famiglie in cerca di una vacanza rilassante. La posizione è perfetta per esplorare le zone limitrofe. Potrete fare escursioni nella campagna toscana, visitare i borghi medievali caratteristici, assaggiare i vini locali prelibati e immergervi nella cultura e nella storia di questa affascinante regione.

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 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
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 in Macciano
4.97 out of 5 average rating, 221 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.

Top guest favourite
A tranquil scene captures a stone building featuring a tall chimney, nestled among lush greenery. The image also showcases a swimming pool area with a shallow edge, inviting relaxation within a private garden surrounded by flourishing plants.
Home in Sovicille
5 out of 5 average rating, 34 reviews

Casina boutique con piscina riservata ai 2 ospiti

Casina Boutique è l’unico immobile della proprietà dedicato all’ospitalità, e da maggio a settembre all’unica coppia di ospiti è riservata la splendida piscina ricavata in un antica vasca in pietra: un privilegio pressoché unico ed introvabile! Casina boutique è un fabbricato indipendente tipico toscano, con pavimento in cotto e tetto a travi, facente parte dell’antica Canonica di Trecciano. Assoluta privacy e splendido giardino, a soli 15 km da Siena nella quiete della Montagnola Senese.

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.
Flat in San Rocco a Pilli
4.93 out of 5 average rating, 98 reviews

Casa degli Affreschi Siena Toscana

A 10 min.da Siena, appartamento al piano terra recentemente ristrutturato con piazzale privato ideale per rilassarsi. Situato in zona tranquilla, con la comodita' di raggiungere a piedi tutti i servizi presenti : supermercato, pizzerie, ristoranti , banca, farmacia, etc. Fermata autobus per Siena a 50 mt. Ottimo per visitare il Chianti, la Val d'Orcia, le Crete Senesi. Percorsi di trekking segnalati, sia a piedi che in bicicletta (Strade Bianche, Via Francigena ,Tuscany Camp).

Top guest favourite
A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.
Farm stay in Simignano
4.92 out of 5 average rating, 268 reviews

Casa al Gianni - Capanna

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!

Guest favourite
A rustic living room features exposed brick walls and terracotta flooring. A spacious sofa in warm tones complements a wooden coffee table adorned with a decorative cloth. A lamp with a lace shade provides soft lighting, while bottles and glasses sit nearby, inviting relaxation.
Flat in San Rocco a Pilli
4.95 out of 5 average rating, 44 reviews

Authentic Italian Apartment in Historic Farmhouse

Set in the heart of an old hamlet, 10 minutes away from the town of Siena, this rustic apartment in a farmhouse offers charming views of the Tuscany surroundings. Enjoy the tranquillity and beauty of this stunning location right from your apartment with direct access to the gardens! Immerse into Italian culture and give yourselves the time to enjoy all the wonderful activities that the Tuscan region has to offer. The maximum occupancy is 6 people.

Top guest favourite
Holiday home in Monteroni d'Arbia
4.93 out of 5 average rating, 101 reviews

White lily con vista su Siena

Caggiolo è un podere completamente ristrutturato composto da più appartamenti, con vista panoramica su Siena. Situato ad 1 km da Ville di Corsano, a soli 14 km dalla città. Luogo ideale per trascorrere giorni in totale relax e godere delle meraviglie che questa zona offre (Chianti, Val d'Orcia, Crete Senesi..).

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, 123 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.
Flat in Siena
4.89 out of 5 average rating, 180 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.

Top guest favourite
Home in Pievescola
4.95 out of 5 average rating, 195 reviews

Borgo Ripostena – n. 8 Casa Vecchia

Charming cottage in the heart of Tuscany on a peaceful property surrounded by 5 hectares of private gardens and forest. The apartment has stunning views over San Gimignano and the Chianti Hills. One of the two bedrooms has air conditioning.

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, 210 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

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