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Holiday houses in Piloni

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Top-rated holiday rentals in Piloni

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

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Top Guest favourite
An aerial view of a rustic complex surrounded by lush greenery. A swimming pool is visible at the center, accompanied by sun loungers. The surrounding landscape features rolling hills and fields, creating a serene atmosphere.
Holiday home in Sovicille
4.96 out of 5 average rating, 97 reviews

Podere La Castellina - N°4 FICO

Appartamento in pietre e mattoni all'interno del "Podere la Castellina" (ex convento 13° secolo), nel magnifico parco naturale della Montagnola Senese. L'appartamento situato al primo piano può ospitare comodamente 4 persone (2+2 bambini) e comprende: - ampio soggiorno con tv, divano e 2 letti singoli - cucina abitabile con forno - camera matrimoniale - bagno con doccia A disposizione degli ospiti piscina panoramica, solarium e terrazza con vista mozzafiato, dotata di forno a legna e barbecue.

Guest favourite
Home in Asciano
4.96 out of 5 average rating, 117 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.

Guest favourite
A kidney-shaped pool is surrounded by a well-maintained patio and lush greenery. Several lounge chairs, each with a white frame, are positioned around the pool. An umbrella provides shade over one seating area, enhancing the inviting outdoor space.
Home in Montemassi
4.96 out of 5 average rating, 24 reviews

Private Villas Privacy and Pool

San Giusto is located in the heart of the Tuscan Maremma. It is an old farmhouse dating back to 1928, completely renovated maintaining the characteristics of the old stone structures. The villa consists of two flats, each about 75 m in size, completely autonomous. San Giusto also offers a large garden equipped with tables, a Jacuzzi and a barbecue with a wood-burning oven. San Giusto offers a large 5m x 10m swimming pool, sunbeds, gazebo and parasols for moments of sunbathing and relaxation.

Top Guest favourite
A medieval stone tower stands tall against a clear blue sky, showcasing its historic architecture. The narrow road lined with greenery leads to the entrance, with the texture of the stonework and windows highlighted, inviting guests to explore its unique charm.
Tower in San Quirico d'Orcia
5 out of 5 average rating, 103 reviews

Luxurious Medieval Tower & Private Concierge

It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

Top Guest favourite
The countryside property is nestled among lush greenery, featuring rustic architecture and terracotta roofs. Surrounded by rolling hills and trees, the natural landscape creates a peaceful setting. A gravel path leads to the house, enhancing the connection to the serene outdoor environment.
Farm stay in Sovicille
4.93 out of 5 average rating, 163 reviews

Casa al Gianni - Olmo

Ciao, siamo Cristina & Carmelo! Ti invitiamo a scoprire il fascino rustico e l'autenticità di "Casa al Gianni", il nostro agriturismo nel cuore della campagna Toscana a 20 minuti da Siena. Dopo una recente ristrutturazione, i nostri alloggi sono pronti ad accoglierti con tutto il confort moderno senza perdere l'essenza della tradizione. Nell'Appartamento Olmo, ti aspettano letti completamente nuovi, promessa di sonni tranquilli e rigeneranti, nuova cucina e nuovo bagno.

Superhost
A warm living area is presented, featuring a brick fireplace and a cozy seating arrangement. A decorative archway leads to a dining space visible in the background. Sunflowers and wall art enhance the room's character, while soft lighting contributes to an inviting ambiance.
Apartment in Greve in Chianti
4.68 out of 5 average rating, 40 reviews

Agriturismo Valmontese - Casa Padronale

Le origini della Fattoria Valmontese risalgono ad un’antica Torre di Avvistamento in epoca medioevale, la sua posizione le conferisce una vista dominante sulle splendide Vallate del Montese, quello che una volta era un luogo strategico e di difesa oggi si trasforma in un oasi di relax ma anche avventura. La Famiglia Vegni si è impegnata a ristrutturarla nel 1989, cercando di conservare e mettere in risalto la natura più autentica e profonda di questo territorio.

Guest favourite
A private terrace is seen with a metal table and two chairs, framed by colorful wildflowers. In the background, rolling hills stretch towards the horizon, while lush greenery fills the landscape. A gentle breeze moves through, creating a serene setting.
Holiday home in Casole d'Elsa (SI)
4.89 out of 5 average rating, 239 reviews

Studio in Tuscan farmhouse with pool & views

The studio is nestled in a beautiful Tuscan farmhouse on an olive farm near Casole d'Elsa, an unspoilt hilltop town in central Tuscany. The stone farmhouse has been restored over the years to create 3 totally separate apartments, each with independent entrance , private terraces and garden space. The farm is surrounded by unspoilt countryside with spectacular views and sunsets. It is a calm, relaxed place, an idyllic retreat away from the crowds.

Superhost
A rustic farmhouse in natural stone is enhanced by vibrant green climbing plants. The outdoor area features a well with circular stone structure and a small bistro table and chairs on the patio, surrounded by lush grass and trees under a clear blue sky.
Farm stay in Murlo
4.75 out of 5 average rating, 8 reviews

Podere Montorgialino

Located in Murlo, the farmhouse "Podere Montorgialino" has everything you need for a relaxing holiday. This 100 m² property consists of a living room, a well-equipped kitchen, 2 bedrooms, and 2 bathrooms and can therefore accommodate 4 people. Additional amenities include Wi-Fi. Your private outdoor area includes a garden and a covered terrace. Nearby recommendations include Siena, Montalcino, Pienza, San Galgano, and the Murlo Museum.

Superhost
Farm stay in Asciano
5 out of 5 average rating, 5 reviews

AGRITURISMO PODERE SCURCOLI TORRE

È composta, al piano terra, da una cucina-soggiorno dotata di divano letto e da un bagno di servizio. Una veranda coperta permette di mangiare e passare il tempo all’esterno godendosi l’ampio panorama e i bellissimi tramonti. Al primo piano si trova una camera matrimoniale con piccolo poggiolo ed un bagno con doccia. L’abitazione è servita da un impianto di climatizzazione. Ingresso indipendente. Metri quadrati: 45. Posti letto: 3.

Guest favourite
A spacious bedroom is showcased with a romantic canopy bed complemented by soft linens. The wood-beamed ceiling adds character, while a vintage armchair and a wardrobe provide functional elegance. Soft lighting creates a calm ambiance in the inviting room.
Home in Greve in Chianti
5 out of 5 average rating, 20 reviews

La Terrazza sul Borgo - Montefioralle Apartment

L'appartamento "La terrazza sul Borgo" nasce all'interno di uno storico edificio nello stupendo borgo medievale di Montefioralle, uno dei borghi più belli d'Italia. La struttura, risalente a circa 1000 anni fa, è stata completamente ristrutturata nel Gennaio 2020 cercando di preservare tutte le caratteristiche originali che ne fanno un ambiente unico.

Guest favourite
A scenic view of the Tuscan hills is framed by clusters of pink roses in the foreground. The rolling landscape features layers of green and gold fields, softly fading into the horizon under a clear sky.
Apartment in Montalcino
4.89 out of 5 average rating, 381 reviews

Panoramic Country Suite Montalcino

Fonte Aulente is a Tuscan farmhouse from the 12th century recently restored surrounded by beautiful garden-park, 2 km from Montalcino with amazing views on Tuscan hills. We offer a beautifully furnished apartment with independent entrance and all facilities.

Top Guest favourite
The courtyard is surrounded by vibrant flowers, including red geraniums and purple blooms, enhancing the rustic stone exterior of the building. Arched entrances lead into the structure, which features terra cotta tiles and a peaceful atmosphere, set against a backdrop of lush greenery.
Guest suite in Civitella Paganico
5 out of 5 average rating, 31 reviews

Suite in the nature between Siena and Grosseto

Forget your worries entering this peaceful oasis in the Tuscanian countryside. The Capannacce Farm with its 140 hectares of land hosts cultivations of vines and olive trees. The farm has its own cellar and produces Montecucco D.o.c. red wine.

Popular amenities for Piloni holiday rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Grosseto
  5. Piloni