
Holiday rentals in Bugiana
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Top-rated holiday rentals in Bugiana
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Il Capoverso Farmhouse (9+5p.) Feel welcome
Ancient farmhouse in the hills, surrounded by olive groves, quiet and peaceful, but close to the village, ideal for visiting Arezzo, Siena, Florence, Cortona, Assisi, Montepulciano, etc. The farmhouse, renovated with fine finishes, consists of three connecting apartments for 14 people (max 9 adults). 15x5m swimming pool in a private location and free Wi-Fi, tables and pergolas in the garden. High-quality E.V.O. oil production with company mill, centuries-old olive trees, ancient fruits and organic vegetables.
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Tuscan charm of villa - countryside - Villa Senaia
In the charming Tuscan countryside, among olive trees and vineyards, a stone villa, in a strategic position to grasp the secrets of Tuscany and Umbria air conditioning and swimming pool with wellness area for your relaxation and comfort Villa Senaia is a large house with wooden beams, in a beautiful hillside location with idyllic views overlooking one of the favorite places in the Tuscan countryside, an attractive setting for outdoor dining, drinking Tuscan wine and listening to crickets and cicadas
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Il Podere - Rustic charm in Tuscany
Imagine a Tuscan farmhouse, rustic but furnished with modern and functional taste, where you immediately feel at home. It is located between Arezzo, in Valdichiana, in a quiet area but close to all amenities, among the most beautiful villages such as Cortona, Montepulciano, and Lake Trasimeno, a short distance from Umbria. Three double bedrooms, two bathrooms, living room with sofas, kitchen, dining room, enclosed garden, furnished porch, patio with table tennis and heated swimming pool. Wi-Fi.
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Luxury Hilltop Villa | Infinity Pool, Sauna, View
Luxurious 5-Star Villa in Monte San Savino with heated Infinity Pool and breathtaking views of the Valdichiana Valley, ideal for families and groups of friends. Between Rome and Florence, it offers an exclusive and private experience with a large garden and elegant interiors. Relax by the fireplace, enjoy a BBQ, sauna, Wi-Fi, private parking, charging station, crib, high chair, and more. Immerse yourself in the sustainability of our Podere and discover Tuscany with activities and tastings!
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LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
ID Code: 051025 AAT 0017 Wisely renovated 1600 exclusive original tuscanian stone house, superbly positioned up on a hill in total privacy. This villa is placed in a real postcard with a 360˚ view. Just 30 minutes drive from Cortona and less than 10 minutes drive from A1 Monte San Savino motorway exit, the villa is reachable through a boulevard flanked by secular trees and it boasts a stunning view on the Valdichiana valley with its towns and villages such as Monte San Savino and Cortona.
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Laeti Rooms
Enjoy a stylish vacation in this downtown space. The Laeti Rooms apartment is located in a 16th-century building, which belonged to the family of Pope Julius III, in the heart of Monte San Savino. The property has undergone various restorations, the last of which dates back to January 2025. The richly frescoed rooms offer a relaxing atmosphere and a unique experience. Its central location makes it a perfect base for exploring the village and many of the most beautiful places in Tuscany.
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Unique Villa in Tuscany
La Smirandola is nestled in the hills between Siena and Arezzo. The house is surrounded by a large garden with olive grove. Next to the (heated) swimming pool, there is a gazebo where you can have lunch/dinner/grill. The house is spread over two floors: on the ground floor there is the kitchen, living room, veranda, bedroom and bathroom. On the first floor there are 3 bedrooms + 2 bathrooms. The kitchen is equipped with a dishwasher. Air conditioning available at a flat rate of: €20/day.
LocationFamilyOutdoor spaces

Beautiful villa with pool in secluded location
Peace and tranquility in the stunning Villa L'Eremo, offering total seclusion in 25 acres of garden, olive grove and woodland. Relax by the pool, on a shaded terrace or meander through the gardens, breathing in the scent of lavender and rosemary. All this just 3kms from the lovely Monte San Savino, thankfully off the conventional tourist trail, yet offering many outstanding restaurants. Perfectly placed for exploring Tuscany, just 1hr from Florence and Perugia. Codice: 051025LTN0067
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Stunning Tuscan Villa & Panoramic Infinity Pool
Stunning Tuscan hilltop Villa, with infinity edge swimming pool, has sweeping 180° panoramic views to Cortona, Lake Trasimeno and the entire Val Di Chiana. The perfect family retreat within ancient sun-drenched olive groves. 5 Double bedrooms; 4 bathrooms; new fully integrated kitchen & dining living space; living room with fireplace; TV snug; stone BBQ & outdoor kitchen within dining terraces and gardens; covered breakfast porch; parking; private infinity pool with sunset views.
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Apartment with a view of the village
Beautiful apartment, elegantly renovated, in the historic center of Monte San Savino, an ancient Etruscan village that preserves intact the medieval traces with its traditions and historical re-enactments. Perfect for those who want to immerse themselves in the rich culture of Tuscany. Located in the historic center, it offers immediate access to multiple gastronomic solutions: wine tastings, local products, oil, processed meats, always enjoying a welcoming and familiar climate.
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Villa Tonacato - Charming Villa with private pool
Ancient rural farmhouse, located on the Tuscan hills with views of the surrounding countryside. Isolated and ideal for those who want to relax but close to the main Italian tourist cities. Each room is equipped with air conditioners with windfree technology, in the living room there is an 82" ULTRA HD TV with SKY and international channels. The pool is equipped with Philips Hue lighting to create the right atmosphere at all times and a Bose Soundtouch bluetooth sound system
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Casa Bianchini | Duplex 6-bedroom apartment (12 +1
La Foresteria is a historical rural estate located near Arezzo in southeast Tuscany. Surrounded by lush countryside and fruit orchards, it offers guests serenity and peace. The property features ten carefully restored apartments, a private swimming pool, and an on-site restaurant where guests can enjoy breakfast and dinner. Its location is perfect for relaxing or exploring Tuscany’s art, culture, and nearby cities like Cortona, Florence, Siena, and Montepulciano.
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Popular amenities for Bugiana holiday rentals
Other great holiday rentals in Bugiana

Villa il Laghetto with Infinity Pool in Tuscany
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Ulivi House
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Palazzo Trapani Luxury Residence
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Incredible Views & Pool in the Tuscan Hills
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[Luxury Hills] Relaxation and charging station
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The twigs
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The Tuscan Portico
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Villa with Private Pool in the Tuscan Countryside
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Destinations to explore
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Mugello Circuit
- Stazione Santa Maria Novella
- Mercato Centrale
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Palazzo Vecchio
- Basilica of St Francis
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden
- Centro Storico Orvieto
- Cascate del Mulino
- Mount Amiata





