
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.

Suvereto Suite with private roof top terrace
Suite apartment with private roof top terrace. Charming little Suite fro couples, situated in the heart of Suvereto in a tranquil, natural and highly private setting. Unique panorama with stunning postcard views, overlooking vineyards, olive groves and the ocean in the distance. Secure Bike Storage for Cyclists in Suvereto's Historic Center For a small fee of €10 per day, you can safely store your bike and enjoy your ride without worrying about your vehicle's security.

Podere Tignano, 4-bedroom villa in the Chianti!
Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

La Torre-Luxury attic - BEACH FRONT - Tuscany
La Torre is a unique apartment, selected from travel magazines throughout Italy. On the beach and in the center. It has 2 bedrooms (one double and one single), a bathroom, a kitchen and a living room with a sea view. The terrace is habitable, with a table, chairs, and a relaxation area with sofas. The house is located on the second and top floor, without an elevator. A 2-minute walk from the house there is a private garage to be booked, €12/night.

Casa del Poggio, with a beautiful sea view
The Casa del Poggio (house at the hill) is located in the hills of Castagneto Carducci and is part of our organic farm. It is immersed in a peaceful countryside surrounded by olive groves, vineyards and woodland and enjoys a beautiful view of the sea and the castle of Castagneto Carducci. At the same time its position allows you to reach the village in just 10 minutes by foot and the beaches of Marina di Castagneto in 10 minutes by car or bus.

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.

Frontemare house with exclusive sea access
Casa Frontemare is a completely renovated property with direct access to the sea, from which you can enjoy a panoramic view of the sea, the Tuscan islands and wonderful sunsets. It is a perfect place for those who love a relaxing and private vacation. The proximity to the Tuscan art cities and the small typical villages means that it is also possible to discover new places and discover the flavors of Italian cuisine.

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.

Tuscany between Sea and Hills with pool
Welcome to your peaceful retreat in the Tuscan hills. At Locanda degli Alberi in Sassetta, nature, silence, and a pool surrounded by greenery await you. Perfect for couples and families seeking relaxation, amidst medieval villages, scenic trails, and the nearby Tuscan coast. Comfort, authenticity, and a slow pace for a rejuvenating break in Tuscany.

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.

Get-away apartment in Sassetta
Amazing little town, 20 min from beaches and 10 from best thermal baths of Tuscany (‘La Cerreta Terme’). The perfect 'get-away' apartment in La Bella Italia. The apartment combines beautiful design and modern comfort. And in Sassetta there are great restaurants. Next door you will find a little grocery store.
Popular amenities for Sassetta holiday rentals
Other great holiday rentals in Sassetta

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village view apartment

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"Le Dame del Borgo" distributed hotel - Ariella

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Casa Giorgiana in Bolgheri, Tuscany

Stunning Tuscan Villa☼Amazing view and patio

Villa Cresci Pool, Sassetta, Tuscany, wine & baths
Destinations to explore
- Elba
- Piazza del Duomo (Pisa)
- Cala Violina
- Parco Regionale Della Maremma
- Spiagge Bianche
- Pisa Centrale Railway Station
- Gulf of Baratti
- Spiaggia Di Sansone
- Gorgona
- Capraia
- Del Chianti
- Pianosa
- Spiaggia di Capo Bianco
- Spiaggia di Marina di Campo
- Porta Elisa
- Piazza dei Cavalieri
- Antinori nel Chianti Classico
- CavallinoMatto
- Siena Cathedral
- Palazzo Pubblico
- Quercetano
- Rimigliano Natural Park
- Riserva Naturale Diaccia Botrona
- Abbey of Sant'Antimo





