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Holiday rentals in Sassetta

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Top-rated holiday rentals in Sassetta

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A stone house is positioned on a hillside overlooking the deep blue sea. Lush green terrain surrounds the structure, and a large umbrella provides shade near the entrance. The coastline and distant boats can be seen in the background under a clear sky.
Home in Rio Marina
5 out of 5 average rating, 108 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.

Top guest favourite
Home in Massa Marittima
5 out of 5 average rating, 64 reviews

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.

Top guest favourite
A historic tower rises prominently against a blue sky dotted with fluffy clouds. Surrounding greenery complements the stone structure, with trees and small buildings visible along the hillside, collectively conveying a sense of tranquility.
Villa in Montecatini Val di Cecina
4.99 out of 5 average rating, 137 reviews

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.

Top guest favourite
An aerial view of the property reveals a charming red house surrounded by lush greenery. Tall cypress trees and vibrant bushes create a tranquil landscape, while an expansive lawn features relaxing loungers, inviting guests to enjoy the serene atmosphere of the Tuscan countryside.
Home in Gambassi Terme
5 out of 5 average rating, 223 reviews

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.

Top guest favourite
A spacious living area features exposed brick walls, wooden beams, and warm lighting. A comfortable sofa and a mid-century modern coffee table sit invitingly, while a dining table and chairs are positioned nearby. Large windows enhance the natural light, which complements the earthy tones of the room.
Apartment in San Gimignano
5 out of 5 average rating, 56 reviews

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.”

Top guest favourite
A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.
Farm stay in Simignano
4.92 out of 5 average rating, 274 reviews

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!

Top guest favourite
Home in Belvedere
5 out of 5 average rating, 28 reviews

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.

Guest favourite
Dome in Volterra
4.97 out of 5 average rating, 114 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.

Superhost
A living area features exposed wooden beams and terracotta tiled flooring. A stone fireplace is located on one side, while a circular dining table with pastel-colored chairs occupies the center. A compact kitchen area is visible to the right, with modern appliances and wooden cabinetry.
Flat in Sassetta
4.84 out of 5 average rating, 62 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.

Top guest favourite
An outdoor terrace is presented with a circular stone table set for dining, featuring plates and drinks. Comfortable chairs are adorned with striped cushions. A light curtain gently drapes, while a scenic view of the sea is visible in the background.
Flat in San Vincenzo
4.95 out of 5 average rating, 92 reviews

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

Guest favourite
Tent in Sassetta
4.98 out of 5 average rating, 63 reviews

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.

Superhost
Home in Castagneto Carducci
5 out of 5 average rating, 3 reviews

Woodland Retreat in the Heart of Tuscany

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, families, wine lovers, slow travelers, and those seeking peace and authenticity.

Popular amenities for Sassetta holiday rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Sassetta