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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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Superhost
Flat in Florence
5 out of 5 average rating, 4 reviews

NiKKO 119 [Loft Deluxe With Garden City Center]

A soli 200 metri da Ponte Vecchio, splendido appartamento con GIARDINO PRIVATO e aria condizionata in tutti gli ambienti. Unico nel suo genere, elegante e ricco di fascino storico, con parquet in tutto l’appartamento , ambienti curati nei minimi dettagli. Il vero valore aggiunto è il giardino, raro nel centro di Firenze, ideale per momenti di relax, in totale tranquillità. Il Loft estremamente silenzioso offre 2 letti matrimoniali ,per riposare lontano dal rumore rimanendo nel cuore della città.

Top guest favourite
The image features a rustic stone house surrounded by lush greenery, with a wooden door and shuttered windows. A set of stairs leads to a raised outdoor area, partially enclosed by a stone wall, providing a serene view of the surrounding nature.
Holiday home in San Gimignano
4.93 out of 5 average rating, 74 reviews

Tuscan House with Private Jacuzzi in Chianti

An oasis of peace in the heart of Tuscany, along the wine route! - Exclusive Jacuzzi in your own private garden - Strategic location between the medieval towns of Certaldo, San Gimignano, Siena, and Florence - A 700 sqm private garden filled with the sweet sound of birds singing - A newly renovated home where history meets modern comfort and unique design - The warmth of a wood-burning fireplace to heat your beautiful winter dreams - The perfect place to regenerate and completely unplug

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, 107 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, 59 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
Home in Gambassi Terme
5 out of 5 average rating, 217 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, 48 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, 268 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 Barberino Tavarnelle
5 out of 5 average rating, 68 reviews

Authentic Tuscany Experience in Our Country House

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 amazing 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 relaxing and peaceful holiday.

Guest favourite
A Tuscan stone farmhouse is set against a clear blue sky, surrounded by lush green grass and olive trees. The structure features an expansive porch supported by stone pillars, with potted flowers adding vibrant color to the exterior.
Holiday home in Sassetta
4.94 out of 5 average rating, 35 reviews

"Lo Stollo" Farm (Stollo 1) - Sassetta - Tuscany

Vacation Home - Sassetta. "Lo Stollo" is a Tuscan-style stone farm, located in a hilly area just 15 km from the sea. The property consists of three independent apartments, each with a separate entrance: Stollo 1 – Ground floor, sleeps up to 6, ideal for families or groups of friends. Stollo 2 – First floor, sleeps 2/4, perfect for couples or small families. Stollo 3 – Independent house, sleeps 2, surrounded by greenery and perfect for a quiet holiday.

Top guest favourite
Flat in Panzano in Chianti
5 out of 5 average rating, 110 reviews

Looking at Chianti

"Guardo al Chianti" is a completely new apartment for 4 people, furnished in Tuscan style. It has a beautiful terrace overlooking the famous "Conca d'Oro in Panzano." Panzano is famous for its wines: Chianti Classico and Super Tuscan. There are 22 farms a few kilometers away that offer visits to the cellars and tastings of their wines and oil. The apartment is a short walk from the Coop Supermarket, Pharmacy and town center.

Superhost
Apartment in Sassetta
4.79 out of 5 average rating, 24 reviews

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.

Top guest favourite
A rustic house, partially covered in greenery, is set within a spacious lawn surrounded by trees. Stone pathways lead to the entrance, while the sunlight casts long shadows across the yard, creating a serene and peaceful atmosphere.
Farm stay in Castagneto Carducci
4.98 out of 5 average rating, 96 reviews

Forest Oasis of Peace: Stone Cottage with Jacuzzi

Charming forest retreat in Castagneto Carducci. Perfect for privacy and nature lovers (no TV). Features a kitchen, double bedroom, and private Jacuzzi. 15 min from the beach, near Bolgheri. ⚠️ Note: Access via 3.5 km forest dirt road; sports/low-clearance cars not recommended. Car essential. No pets. Linens provided. Tourist tax (€2/night >12y) not included. An oasis of peace to recharge in the heart of Tuscany!

Popular amenities for Sassetta holiday rentals

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