
Holiday rentals in Sassetta
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Top-rated holiday rentals in Sassetta
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Casa al Gianni - The Simignano Barn
Transformed from a former barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, and a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those seeking a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, including relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!

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.”

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.

Relax in Tuscany Country Home with a Stunning View
An amazing experience between nature, flavor 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 olive groves and vineyards with an stunning 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 peaceful and relaxing 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.

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.

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.

Antea Blu: beach house in Tuscany-2 bedrooms
Appartamento di 98 mq, sulla spiaggia ed a 200 metri dal corso pedonale con i negozi. Garage privato a 2 minuti a piedi dalla casa (€12/ notte) La casa ha: -un grande soggiorno con grande divano e TV SMART 55 pollici -una cucina / zona pranzo bellissima e luminosa -2 camere -2 bagni -1 terrazzo con tavolo esterno in pietra e sedie in ferro, vista mare

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 holiday rentals
Other great holiday rentals in Sassetta

Luxury Medieval Tower - Penthouse

Get-away apartment in Sassetta

Casa Giorgiana in Bolgheri, Tuscany

Albergo diffuso "Le Dame del Borgo" - Lavinia

Sassetta Wellness Suite -convenz. Terme La Cerreta

Medieval Tower in the Tuscan Countryside

Two-room apartment with a view in the historic center

The House in the Castle and the Terrace overlooking the Village
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





