
Holiday houses in Valpiana
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Top-rated holiday rentals in Valpiana
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Infinity Pool in the green agritourism with a view of the woods
Experience the authentic Tuscany between the sea and the countryside! Our Casetta Valmora estate is located 10 km from Follonica and Massa Marittima. The apartment with private patio, Wi-Fi, air conditioning overlooks the garden with two sun loungers, ideal for couples, families and friends. From June 2026, the new panoramic infinity pool overlooking the forest will be available for moments of pure relaxation. In the surrounding area, discover medieval villages, Cala Violina, bike trails, golf (15 km) and local products.

Private House for 4P – La Capanna Di Azzurra
Ideal for families, couples or friends looking for an elegant and welcoming home, this house is designed for those who want to experience the Tuscan countryside without sacrificing the comfort of the city. Imagine a breakfast looking at the profile of Siena, days between art, wine and nature, and the return at sunset, when the light warms the stone and the silence restores the authentic rhythm of these places. A practical, charming and scenic retreat, perfect for visiting Siena and its surroundings!

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.

Captain's House | Monte Grosso, Elba
The Casa del Capitano is located on the top of Monte Grosso in the National park of the tuscan archipelago. The location is unique on the island and from here you have a fantastic view of the city of Portoferraio, Piombino, Corsica, Capraia and Gorgona. The house was restored during a project lasting several years, in close collaboration with the National Park and was designed to be self-sufficient and ecological. Here you use purely the energy of the sun, without having to renounce luxury.

Design loft with private SPA in Tuscany
Welcome to Loft SPA, your personal refuge in the heart of Massa Marittima, an exclusive accommodation equipped with a private indoor swimming pool. This unique property offers an unparalleled stay experience, combining elegance and comfort, the accommodation has been designed with attention to detail and quality, The highlight is the indoor swimming pool with its accessories, an oasis of relaxation. This exclusive accommodation offers a stay experience you will not easily forget.

Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

AnticaVista, Luxury Apartment with Tower Views
A hidden gem nestled within the ancient walls of a 14th-century tower house, right in the heart of San Gimignano, a UNESCO World Heritage Site. This one-of-a-kind apartment is where history meets contemporary elegance. Look out the window and you’ll feel like you can almost touch the medieval towers. The view is breathtaking: unforgettable glimpses of the majestic Torre Grossa, framed by the iconic skyline that earned San Gimignano its nickname, the “Medieval Manhattan.”

Glamping Safari Tent in Tuscany The aura
It all started with a dream, with a journey that began 30 years ago, leaving the scents of one land to appreciate and experience others. The warm Tuscan land, the fascinating Maremma with its colors, the blue of the sea, the intense blue of the skies, the green in a thousand shades of the woods, olive trees, cypresses...and then this company that encompasses everything in its name "Essenza". Now the time has come to share all this with those who wish to experience it.

Villa Il Diaccio with view of the Tuscan Maremma
Villa in pietra con particolari rifiniture architettoniche immersa in un bosco di castagni. Un grande giardino, in parte pavimentato a pietra, correda la proprietà dal quale si può ammirare un panorama meraviglioso della maremma toscana. Immersi nella natura si nota da una parte il mare con il golfo di Follonica, l'isola d'Elba e la Corsica, dall'altra l'isola del Giglio. E' possibile fare lunghe passeggiate nella natura o raggiungere località balneari o città d'arte.

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!

Mascagni Farmhouse in Val d'Orcia, Pienza
Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?

Green Dome @ The Land Before Time Retreats
Nestled among Tuscan olive groves between Volterra and San Gimignano, The Land Before Time – Quad & Saddle Retreats offers 4 Green Domes with private jacuzzi, en-suite bathroom, air conditioning and Wi-Fi. Enjoy breakfast each morning in the Cupola Lounge with stunning views. During your stay, experience horseback rides through scenic trails, quad tours to discover hidden Tuscany, or simply relax under the starry sky.
Popular amenities for Valpiana holiday rentals
Other great holiday rentals in Valpiana

Luxury Medieval Tower - Penthouse

Vicolo Porte 21/23, Massa Marittima, Jacuzzi

La Mignola Apartment

Luxury Medieval Tower • Exclusive Chianti Stay

beautiful farmhouse in the Chianti region with panoramic garden

Medieval Tower in the Tuscan Countryside

Authentic Tuscany Experience in our Country House

Luxury penthouse with a view of Piazza del Campo
Destinations to explore
- Elba
- Giglio Island
- Parco Regionale Della Maremma
- Cala Violina
- Feniglia
- Spiagge Bianche
- Gulf of Baratti
- Del Chianti
- Spiaggia Di Sansone
- Le Cannelle
- Pianosa
- Spiaggia di Marina di Campo
- Spiaggia di Capo Bianco
- Cascate del Mulino
- Spiaggia Di Barbarossa
- Mount Amiata
- CavallinoMatto
- Antinori nel Chianti Classico
- Siena Cathedral
- Palazzo Pubblico
- Quercetano
- Terme San Filippo
- Spiaggia di Fetovaia
- Rimigliano Natural Park





