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

Casa al Gianni - Hut
Hi, we're Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism facility located in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: There is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a vacation; it's a return to our roots. This peaceful haven will stay with you in your heart. We look forward to welcoming you!
FamilyLocationParking
4.93 out of 5 average rating, 294 reviews
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.
LocationValueBathroom
5.0 out of 5 average rating, 118 reviews
Open space surrounded by nature
Casa Namaste is a small stone cottage with well-kept interiors 1 km from the medieval village of Montescudaio. The house is completely surrounded by woods and centuries-old oaks. 150 meters away flows the Cecina river. In the 5000 square meter garden there is a natural spring with a large stone tub to cool off and an outdoor hot shower surrounded by greenery. We have a Vodafone adsl line with download 33 and upload 1.4. Smart TV and air conditioning are also available starting this spring
LocationValueCleanliness
4.96 out of 5 average rating, 137 reviews
Villa Siloral a jewel in the Etruscan Coast
Our cozy and elegant Villa Siloral Blu is nestled among the vineyards overlooking Bolgheri, a village well known to lovers of wine and literature. The park where the villa is located is bordered by a line of olive trees Under the large outdoor patio there is a lounge area and veranda for unforgettable summer dinners. Given the thick walls and its position, the temperature is always pleasantly cool even during the hot summer months. It comfortably accommodates 8 persons.
LocationFamilyHospitality
4.89 out of 5 average rating, 18 reviews
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.
LocationNearbyBeach
5.0 out of 5 average rating, 21 reviews
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.
LocationValueBathroom
4.98 out of 5 average rating, 107 reviews
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.
FamilyLocationHeating
4.95 out of 5 average rating, 165 reviews
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.
FamilyLocationWifi
4.95 out of 5 average rating, 185 reviews
Antea Blu: beach house in Tuscany-2 bedrooms
98 sqm apartment on the beach and 200 meters from the pedestrian street with shops. Private garage a 2-minute walk from the house (€12/night) The house has: - a large living room with a large sofa and a 55-inch SMART TV - a beautiful and bright kitchen / dining area -2 bedrooms -2 bathrooms - 1 terrace with an outdoor stone table and iron chairs, with a sea view
LocationFamilyAccuracy
4.95 out of 5 average rating, 93 reviews
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.
ValueLocationAccess
4.86 out of 5 average rating, 69 reviews
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.
LocationValueView
4.64 out of 5 average rating, 36 reviews
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.
LocationFamilyBeach
4.96 out of 5 average rating, 28 reviewsPopular amenities for Sassetta holiday rentals
Other great holiday rentals in Sassetta

Rosa: Tuscan Views & Pool, Walk to Town
LocationValueGetting around
5.0 out of 5 average rating, 41 reviews
The House in the Castle and the Terrace overlooking the Village
LocationFamilyDecor
5.0 out of 5 average rating, 18 reviews
Casa Il Leccio – Relax and nature in Tuscany
FamilyLocationHiking
5.0 out of 5 average rating, 36 reviews
Farmhouse Castello: 2-Bath, Bolgheri & Sea 10 min
LocationFamilyBeach
4.96 out of 5 average rating, 26 reviews
Villa Castiglioncello - access to the private sea
FamilyValueAmenities
4.91 out of 5 average rating, 35 reviews
Peaceful and Relaxing Tuscan Retreat with Views
FamilyValueIndoor spaces
5.0 out of 5 average rating, 90 reviews
Design loft with private SPA in Tuscany
ValueLocationParking
5.0 out of 5 average rating, 77 reviews
[Amazing panoramic view] Authentic Tuscan house
LocationFamilyDecor
4.96 out of 5 average rating, 24 reviewsDestinations 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
- Capraia
- Gorgona
- Del Chianti
- Pianosa
- Spiaggia di Marina di Campo
- Spiaggia di Capo Bianco
- Porta Elisa
- Antinori nel Chianti Classico
- Piazza dei Cavalieri
- Siena Cathedral
- CavallinoMatto
- Quercetano
- Palazzo Pubblico
- Rimigliano Natural Park
- Riserva Naturale Diaccia Botrona
- Abbey of Sant'Antimo





