
Holiday houses in Sassetta
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Top-rated holiday rentals in Sassetta
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Casa del Capitano | 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.

PODERE "LO STOLLO" (Stollo 2) Sassetta - Toscana
Casa Vacanze - Sassetta. "Lo Stollo" è un podere in pietra in stile toscano, situato in zona collinare a soli 15 km dal mare. La struttura è composta da tre appartamenti indipendenti, ciascuno con ingresso separato: Stollo 1 – Piano terra, fino a 6 posti letto, ideale per famiglie o gruppi di amici. Stollo 2 – Primo piano, 2/4 posti letto, perfetto per coppie o piccole famiglie. Stollo 3 – Casetta indipendente, 2 posti letto, immersa nel verde e perfetta per una vacanza in tranquillità.

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.

Relaxing Country Home in Tuscany with View
An incredible experience between flavor, nature 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 olive’s fields and greenery, equipped with every comfort. Reconnect in this serene, one-of-a-kind stay, for a relaxing and peaceful holiday.

Open Space Piscina e Giardino
La mia casa è immersa nella campagna toscana, tra olivi e vigne, nel cuore del Chianti. Intorno, panorami meravigliosi e un’atmosfera di pace e relax. Il giardino è uno spazio speciale, ideale per momenti da vivere all’aperto. Per chi lo desidera, è possibile – su richiesta – condividere esperienze legate alla cucina e alla convivialità, come cene preparate con cura, da gustare insieme, anche a lume di candela, in un contesto intimo e accogliente.

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.

La Casa nel Castello e la Terrazza sul Borgo
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.

Tuscany Nature & 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 seeking relaxation, amidst medieval villages, scenic trails, and the nearby Tuscan coast. Comfort, authenticity, and a slow pace for a rejuvenating break in Tuscany.
Popular amenities for Sassetta holiday rentals
Other great holiday rentals in Sassetta

Luxury Medieval Tower - Penthouse

Casa La Terrazza-Le Fornaci-

Design loft with private SPA in Tuscany

Get-away apartment in Sassetta

Casa Giorgiana a Bolgheri, Toscana

Casa Samanda con bella vista

Glamping Villa Oliveta Tent l' Erica Sea view

Albergo diffuso "Le Dame del Borgo" -Ariella
Destinations to explore
- Elba
- Piazza del Duomo (Pisa)
- Cala Violina
- Pisa Centrale Railway Station
- Parco Regionale Della Maremma
- Del Chianti
- Spiagge Bianche
- Gorgona
- Spiaggia Di Sansone
- Gulf of Baratti
- Spiaggia Di Barbarossa
- Pianosa
- Spiaggia di Capo Bianco
- Spiaggia di Marina di Campo
- Capraia
- Porta Elisa
- Piazza dei Cavalieri
- Siena Cathedral
- Palazzo Pubblico
- CavallinoMatto
- Antinori nel Chianti Classico
- Abbey of Sant'Antimo
- Quercetano
- Riserva Naturale Diaccia Botrona





