
Holiday rentals in Casciano
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Top-rated holiday rentals in Casciano
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Casa al Gianni - The Simignano Barn
Converted from an old 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 looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, with relaxation in the hot tub and al fresco dinners. A memorable getaway awaits you in this little slice of paradise!
4.97 out of 5 average rating, 198 reviews
Elegant farmhouse Siena
The 200-square-meter apartment is part of a 17th-century farmhouse: it comfortably accommodates 6 people, has 3 large bedrooms, a princely living room, a kitchen with a fireplace, two bathrooms, and a breathtaking view of the Tuscan countryside up to Montalcino. As of April 1, 2025, the Municipality of Murlo will charge a tourist tax of €1.50 per person per day. Children under 12 years of age are exempt. The tax must be paid upon arrival in cash, and your passports will be requested at the same time.
4.96 out of 5 average rating, 167 reviews
Wp Relais Borgo Vignalunga
Discover Borgo Vignalunga by WP Relais, an charming hamlet set in a 46-hectare estate in the heart of the Val D'Orcia, a UNESCO World Heritage Site. Surrounded by woodland, pastures, a lush vegetable garden, cultivated fields and three olive groves with 1,500 olive trees, Borgo Vignalunga is the ideal place to experience the true essence of Tuscany. The property is close to historical villages, evocative architecture, unspoilt natural landscapes and renowned restaurants, bars and wineries.
4.95 out of 5 average rating, 146 reviews
Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a family-run, historic 17th-century property located in the beautiful Chianti hills of Tuscany, with the option of arranging a private shuttle and local experiences directly with our family. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with unique sunsets.
5.0 out of 5 average rating, 352 reviews
Tuja
The Tuja di Casanova di Campriano is a 120-square-meter apartment renovated with elegance and functionality in keeping with the Tuscan style for a relaxing stay surrounded by nature. From its terrace and from its table in the garden you can enjoy a unique 180° view that ranges from the Crete Senesi to Montalcino and Monte Amiata. The pool with panoramic views enchants at every glance. This property is perfect for visiting Siena and the beautiful medieval villages of the Val d'Orcia.
5.0 out of 5 average rating, 35 reviews
Podere Tignano, 4-bedroom villa in the Chianti!
Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.
4.98 out of 5 average rating, 107 reviews
Tower
C.I.-052019LTN0015 CIN-IT052019C2EDONUBCH TOWER Are you looking for an authentic getaway in the heart of Tuscany? Rent our cozy house, located in a charming Tuscan village, ideal for those who want to relax surrounded by nature and local culture. You will have exclusive use of: 3 bedrooms, 2 bathrooms, equipped kitchen Large living room, Convenient parking in front Free Wi-Fi and air conditioning in the attic room. We offer discounts for weekly stays
4.78 out of 5 average rating, 80 reviews
Suite, private apt for 2/4, pool
beautiful independent apartment with private entrance. Its name "Suite" comes from our work of restoration of an ancient farmhouse from the XVIIIth century. We have preserved all the original materials of construction with great care. The entrance consists of a large glass door with access to the kitchen: this is elegant and spacious with a beautiful fireplace on the left. Climbing the 11 steps, there is the bedroom with canopy bed and air-conditioning.
4.95 out of 5 average rating, 104 reviews
Tuscan Barn Apartment for 6 with panoramic pool
Panoramic Tuscan apartment converted from an old barn, with direct access to the garden and a shared panoramic swimming pool overlooking the Senese hills. Ideal for families or small groups of friends looking to enjoy for an authentic rural experience, privacy and relax. The apartment features three double bedrooms each with private bathroom, air-conditioning and WI-FI. A perfect place to enjoy nature, silence and unforgettable Tuscan sunsets.
4.89 out of 5 average rating, 100 reviews
Pociano.1863 The Horizon Suite
Where hearts meet the sky... The Horizon Suite is a romantic ground-floor surrounded by nature, along Tuscany's iconic "Strade Bianche". It offers a breathyaking view beyond the horizon, a private bathroom, and a outdoor kitchen under a pergola. Perfect for relaxing and enjoying authentic experiences like horseback riding, cooking class and wine tasting with local flavours. A dreamy escape where love, nature, and tradition come together.
4.96 out of 5 average rating, 70 reviews
Villa Capanna, Private Pool, Breathtaking Views
Ancient restored barn with up to 6 bedrooms and 6 bathrooms, immersed in a historic wine estate, just 6 km from Siena. One of the most beautiful views that the Tuscan panorama can offer, airconditioned bedrooms, exclusive swimming pool, large triple garden, BBQ, poolside table, terrace to enjoy the sunset over the medieval towers on the horizon while sipping the organic wines of the estate, fireplace, parking free, WI-FI internet.
4.89 out of 5 average rating, 309 reviews
Golden View - Dream Farmhouse in Tuscany
A peaceful corner among beautiful cypress trees, where silence and tranquility reign. Relax in the hydromassage waterfall in the garden, light the fireplace on cooler evenings, or enjoy a barbecue. The master bedroom pampers you with a hot tub and private sauna. The outdoor tub will be usable from May 1 to November 1 of each year, then it can be used on request but the internal water will not be able to exceed 25 degrees.
4.97 out of 5 average rating, 65 reviewsPopular amenities for Casciano holiday rentals
Other great holiday rentals in Casciano

Luxury penthouse with a view of Piazza del Campo
5.0 out of 5 average rating, 21 reviews
Il Castello Apartment
5.0 out of 5 average rating, 34 reviews
Panoramic villa in Crete Senesi, overlooking Siena.
5.0 out of 5 average rating, 53 reviews
Suite in the nature between Siena and Grosseto
5.0 out of 5 average rating, 37 reviews
Montestigliano - Donati Villa
5.0 out of 5 average rating, 8 reviews
Sosta Eroica • Panoramic View & Quiet Pool Retreat
5.0 out of 5 average rating, 35 reviews
A slice of paradise, Siena
4.97 out of 5 average rating, 37 reviews
The Arches of Corsanello | Apt "Siena" x 3
4.97 out of 5 average rating, 77 reviewsDestinations to explore
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Lake Bolsena
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Cala Violina
- Parco Regionale Della Maremma
- Mercato Centrale
- Spiagge Bianche
- Fortezza da Basso
- Gulf of Baratti
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden
- Mount Amiata





