
Holiday houses in Sassi Bianchi
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Top-rated holiday rentals in Sassi Bianchi
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Casa al Gianni - The Simignano Barn
Transformed from a former barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, and a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those seeking a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, complete with relaxation in the hot tub and al fresco dining. A memorable getaway awaits you in this slice of paradise!

Il Frantoio (Whirlpool + Swimming Pool)
✨ Romantic retreat in the heart of Tuscany — perfect in every season 🍂 Welcome to Palazzo Riccardi, a historic building in the charming village of Rivalto, where Tuscan authenticity meets modern design. Let yourself be won over by the wood-burning fireplace, the bathroom with a whirlpool tub and a warm and enveloping atmosphere. Ideal for couples looking for relaxation and charm, this apartment is a perfect nest in every season, but it is in autumn and winter that it becomes truly magical. 💫

Villa Sottosopra – Il Limone
Our villa is located at the entrance of Chianni (Pisa) and was built in 2023 using original, natural materials such as brick, natural stone, and wood. Three stylish studios were created (one of which is for my private use with my two dogs), along with modern amenities and a pool. Each studio features a bedroom with a double bed, a bathroom, and a living room with a sofa bed and a fully equipped open kitchen, as well as a cozy living and dining area, making both studios ideal for longer stays.

Villa Melete [Pool + View Tuscan Hills]
Luxury villa with swimmingpool surrounded by a big garden and a panoramic view on tuscan hills . Located in Chianni , a medieval village into the heart of Tuscany . About 50 minutes from Florence and Pisa . Throughout the whole holliday users enjoy complete privacy. -2 living rooms -1 dining room -1 kitchen with every comfort -4 bathrooms with welcome kit -4 bedrooms with air conditioning -1 loggia -1 laundry -swimmingpool with panoramic view -3 parking spaces -high speed wifi

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

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.

"Landscape Notes" Suite
The 80 sqm Suite "Note di paesaggio" is located on the second floor of a historic building where it meets the landscape of the Val d'Orcia. It is divided into several rooms including a furnished double bedroom with air conditioning overlooking the terrace, a living room with a panoramic view, a study with a desk, a marble bathroom with shower, and another double bedroom without air conditioning . You can enjoy a 30sqm terrace and its suggestive view of the countryside.

Cozy Italian stone cottage central Tuscany
Casa Michelangelo is a fully restored 4 bed, 2 bath stone cottage with a loft & free parking. There is a wood-burning fireplace, kitchen, including a hand crank pasta maker, clothes washer, heating and AC. Chianni itself is not a major tourist town, but it is within close proximity to many tourist sites, such as Pisa, Florence, Volterra, San Gimignano, Castiglioncello and Chianti. All are an easy day trip while returning to quiet Chianni for a restful nights sleep.

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.

The Cottage to relax and enjoy
Detached country house – for exclusive use – in stone and glass from the 18th century; ideal for 4 people. The spacious wooden terrace at the house with a large dining table invites you to socialize. On the terrace by the saltwater pool (10m x 5m, depth 1.4m-2.4m), you can relax on the sun loungers and deckchairs. Large property with olive and fruit trees, completely self-sufficient accommodation thanks to photovoltaics. (CIN IT050012C29N4AT4OD)

La Romantica (Hot Whirlpool)
In the heart of Tuscany, in Chianni, a traditional rustic cottage welcomes you with stone and wood, typical cuisine, comfortable room, private bathroom and service. Outside, a jacuzzi immersed in the quiet of the hills will offer you relaxation and unforgettable sunsets. Perfect for those who love simplicity, nature and Tuscan authenticity. An experience of tradition, relaxation and breathtaking landscapes.
Popular amenities for Sassi Bianchi holiday rentals
Other great holiday rentals in Sassi Bianchi

Luxury Medieval Tower - Penthouse

Steinhaus fantastic view

Three bedroom historical house with the best views

Casa Billi

country house, panoramic view and smart-working

Penthouse in small medieval castle near Florence

Luxury 4BR Chianti Tuscany Home Pool Ensuite Baths

Panoramic terrace with hot tub
Destinations to explore
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Stazione Santa Maria Novella
- Piazza del Duomo (Pisa)
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Pisa Centrale Railway Station
- Cala Violina
- Mercato Centrale
- Fortezza da Basso
- Piazza della Repubblica
- Uffizi Gallery
- Del Chianti
- Spiaggia Di Sansone
- Gorgona
- Piazzale Michelangelo
- Pitti Palace
- Palazzo Vecchio
- Spiagge Bianche
- Boboli's Garden
- Parco delle Cascine
- Gulf of Baratti
- Spiaggia di Capo Bianco





