
Holiday rentals in Sassetta
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Top-rated holiday rentals in Sassetta
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Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient and historic property dating back to the 1600s, located in the beautiful Chianti hills in Tuscany, with the possibility of organizing a shuttle service and exclusive experiences tailored to you. The apartment is available for 2 adults with the possibility of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard, you will find a saltwater swimming pool with a relaxation area on a panoramic terrace overlooking the castle, hills, and vineyards with unique sunsets.

House in Tuscany with fenced garden and mini pool
A townhouse in authentic Tuscan style (exposed walls, beams, and harmonious colors), is a fairytale place. This villa, surrounded by a large fenced garden, is the ideal oasis for couples, families, and pet-friendly guests. The true beating heart of the property is the embrace of the Tuscan countryside, the perfect backdrop for a vacation. The setting is further enhanced by a mini pool for enjoying the view of the valley, and a gazebo with barbecue, ideal for unforgettable dinners and aperitif.

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.

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!

Happy Stay in a Tuscany Home with Stunning Views
An incredible experience between flavor, nature and relax in the heart of Chianti. Situated between Barberino Tavarnelle, San Gimignano, Greve in Chianti, and Florence, Belvedere 27/A overlooks the Santa Maria Novella Castle, amidst vineyards and olive groves with an samazing view. A countryside Tuscan home, surrounded by greenery and olive’s fields, equipped with every comfort. Reconnect in this serene, one-of-a-kind stay, for a relaxing and peaceful holiday.

Casa Il Leccio – Relax and nature in Tuscany
Enjoy peace and nature in this beautiful countryside home surrounded by greenery. With a large private garden, it offers complete privacy and quiet. Just minutes from the sea, you can easily reach the beaches of Baratti, Sterpaia, and Rimigliano. Discover the wine villages of Bolgheri and Suvereto and the Etruscan sites of Populonia. Perfect all year round, with efficient heating, a cozy atmosphere, and an ideal location to explore Tuscany.

Medieval Tower in the Tuscan Countryside
On request, a delicious sweet and/or savory breakfast, a rich dinner with seasonal products and cooking class Have you ever lived like a King and Queen among armor, frescoed ceilings and four-poster beds? From the top of the wonderful panoramic terrace, Torre Sassa will show you all of Tuscany up to the sea. Discover the history of this small but wonderful village just a stone's throw from the most iconic areas of the region

Casa Samanda with a beautiful view
Casa Samanda is a Tuscan-style three-room apartment in the middle of the medieval old town of Sassetta. It is a great starting point for a wide variety of vacation activities. The many magical cities of Tuscany, such as San Gimignano, Siena, Volterra and Massa Marittima, are not far away and the sea with its long sandy beaches can be reached in less than half an hour.

Glamping at an agritourism property in Tuscany – Nature
Glamping incastonato nei boschi della campagna toscana. Le nostre sistemazioni sono pensate per chi cerca silenzio, spazi aperti e semplicità: un’esperienza essenziale, lontana dal turismo di massa e dai servizi alberghieri tradizionali. Qui il tempo rallenta, le notti sono silenziose, e la natura è parte integrante del soggiorno.

Tuscan Farmhouse with Pool & Panoramic View
Immersed in Tuscany's pristine nature, this elegant apartment in Podere Bagnoli offers a relaxing getaway with breathtaking views and modern comforts. Located 4 km from the medieval village of Castagneto Carducci, it is the perfect retreat for couples, wine lovers, slow travelers, and those seeking peace and authenticity.
Popular amenities for Sassetta holiday rentals
Other great holiday rentals in Sassetta

Luxury Medieval Tower - Penthouse

AnticaVista, Luxury Apartment with Tower Views

Tuscany holiday: Pool & garden

Sassetta Wellness Suite -convenz. Terme La Cerreta

Luxury Medieval Tower • Exclusive Chianti Stay

The House in the Castle and the Terrace overlooking the Village

Herons Superior Apartment - Splendid view!

Cipressini 2 - pool and amazing views
Destinations to explore
- Elba
- Piazza del Duomo (Pisa)
- Cala Violina
- Parco Regionale Della Maremma
- Pisa Centrale Railway Station
- Spiagge Bianche
- Spiaggia Di Sansone
- Gorgona
- Del Chianti
- Gulf of Baratti
- Spiaggia Di Barbarossa
- Spiaggia di Capo Bianco
- Pianosa
- Capraia
- Spiaggia di Marina di Campo
- Porta Elisa
- Piazza dei Cavalieri
- CavallinoMatto
- Siena Cathedral
- Palazzo Pubblico
- Antinori nel Chianti Classico
- Abbey of Sant'Antimo
- Quercetano
- Santa Maria della Scala





