
Holiday rentals in Sassetta
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Top-rated holiday rentals in Sassetta
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Casa al Gianni - Fig
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!

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.

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.

House with a breathless view in Tuscany
Halfway between Pisa and Florence, this dreamy Tuscan house is your perfect escape. Lounge on the panoramic terrace with sun-kissed views, sip your morning coffee, or enjoy al fresco dinners under the golden sunset. Nestled in the heart of a charming village turned open-air contemporary art museum, every corner feels like a picture-perfect moment. Peccioli is your gateway to Tuscany’s art cities or a serene hideaway to savor the magic of authentic local life.

"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.

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.

Palazzina Maresa - Loft 4
Palazzina Maresa is a 1920s building carefully restored to host eight independent apartments, each shaped by the vision of a different young local designer. The project reflects on early 20th-century aesthetics through a contemporary lens, blending architecture, design, and artistic research. Located in a quiet residential area with private and shared gardens, the building is just a short walk from Florence’s historic center.

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.

The House in the Castle and the Terrace overlooking the Village
Our house, fresh from a renovation in 2024, combines the charm of history with modern comfort in 90 m2 all on one level. Every detail has been designed to give you a warm and welcoming atmosphere, where tradition meets well-being: exposed wooden beams, ancient decorations patiently brought to light by me... and the principles of Feng Shui guide the design, colors and arrangement of the furnishings and rooms.

La Bandita Dependance
Annex immersed in the garden of a typical Tuscan farm, we are in the countryside of Marina di Castagneto Carducci close to the sea, which can be reached on foot or by bike along the adjacent cycle path for about 2 km. A spacious room with an en-suite bathroom and a double bed, a separate entrance and a large garden available. Perfect retreat for travelers looking for a quiet, romantic and relaxing space.
Popular amenities for Sassetta holiday rentals
Other great holiday rentals in Sassetta

Casa La Terrazza – Le Fornaci –

Elegant 3 bedroom home inside the old castle walls

[Amazing panoramic view] Authentic Tuscan house

Casa Giorgiana in Bolgheri, Tuscany

Luxury Penthouse with a View of Piazza del Campo

Villa EM

Wellness oasis in a Tuscan farmhouse, private SPA

House in Sassetta with garden
Destinations to explore
- Elba
- Piazza del Duomo (Pisa)
- Pisa Centrale Railway Station
- Cala Violina
- Gorgona
- Spiaggia Di Sansone
- Spiagge Bianche
- Spiaggia Di Barbarossa
- Capraia
- Spiaggia di Capo Bianco
- Gulf of Baratti
- Spiaggia di Marina di Campo
- Del Chianti
- Porta Elisa
- Piazza dei Cavalieri
- Pianosa
- Parco Regionale Della Maremma
- Palazzo Pubblico
- Siena Cathedral
- CavallinoMatto
- Antinori nel Chianti Classico
- Abbey of Sant'Antimo
- Santa Maria della Scala
- Puccini Museum





