
Vacation rentals in Sassetta
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Sassetta
Guests agree: these stays are highly rated for location, cleanliness, and more.

Podere Vergianoni immerso nelChianti con piscina
Podere Vergianoni is an ancient and historic property dating back to the 17th century, located in the beautiful hills of Chianti 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'll find a saltwater swimming pool with a relaxation area on a panoramic terrace overlooking the castle, hills, and vineyards, with incomparable sunsets.

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.

Belforti Tower
Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.

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.”

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!

Luxury Medieval Tower • Exclusive Chianti Stay
Benvenuti in una delle residenze più esclusive del Chianti: una torre medievale trasformata in un raffinato luxury retreat con vista sulle colline toscane. Design contemporaneo, arredi iconici, opere d’arte e comfort di lusso si fondono in un’esperienza unica. Un’oasi di quiete con giardino privato, dependance vetrata, Wi-Fi, area smart working. Servizi extra: chef privato, degustazioni in cantina, trattamenti benessere e tour tra i borghi più belli della Toscana.

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.

Tuscan relaxation oasis with pool & garden
Wake up to the birdsong and breathe the pure air of the Tuscan countryside. Our apartment, located in the heart of Pian delle More in Sassetta, is ideal for those seeking peace, comfort, and authenticity. With private parking, an exclusive garden, two pools available to all guests, and easy access to the main attractions of the Etruscan Coast, this space offers the perfect balance between relaxation and discovery.

The House in the Castle and the Terrace overlooking the Village
Our house, fresh from a renovation in 2024, combines the charm of history with modern comfort in 90 m2 all on one level. Every detail has been designed to give you a warm and welcoming atmosphere, where tradition meets well-being: exposed wooden beams, ancient decorations patiently brought to light by me... and the principles of Feng Shui guide the design, colors and arrangement of the furnishings and rooms.

Green oasis with pool in Tuscany
Immerse yourself in the Tuscan hills at Locanda degli Alberi. Our countryside apartment offers forest scents and rejuvenating silence. Relax by the pool, enjoy breakfast outdoors, and watch golden sunsets through the trees. Experience a blend of nature, comfort, and authenticity, just minutes away from historic villages, thermal baths, and the sea.
Popular amenities for Sassetta vacation rentals
Other great vacation rentals in Sassetta

Luxury Medieval Tower - Penthouse

Get-away apartment in Sassetta

La Mignola Apartment

“Le Dame del Borgo” albergo diffuso – Lavinia

Sassetta Wellness Suite -convenz. Terme La Cerreta

Medieval Tower in the Tuscan Countryside

Relax in Tuscany Country Home with a Stunning View

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





