
Holiday houses in Castelnuovo Berardenga
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Top-rated holiday rentals in Castelnuovo Berardenga
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Casa al Gianni - Hut
Hi, we’re Cristina and Carmelo! We look forward to welcoming you to ‘Casa al Gianni’, our farm stay in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: just the scent of the earth, the song of the birds and the companionship of our animals. It’s an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It’s not just a holiday; it’s a return to our roots. This haven of peace will stay with you in your heart. We look forward to welcoming you!
4.93 out of 5 average rating, 294 reviews
Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.
4.96 out of 5 average rating, 142 reviews
Apartment in a Tuscan farmhouse at Le Pietre Vive
Small, cosy apartment with independent access, consisting of charming bedroom with a beautiful view, equipped with ample closet space, a comfortable canopy bed and private bathroom and pretty living room / breakfast area, with sofa-bed. A delicious breakfast is included in the price and from April through October guests also have the option of dining on-site in our traditional farm restaurant. If dates are not available the property includes other rooms in charming cottage also on Airbnb.
4.92 out of 5 average rating, 359 reviews
Villa di Geggiano – Guesthouse
PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.
4.99 out of 5 average rating, 155 reviews
Fede and Romy's Nest
Nice two-room apartment located on the second floor of a building in a central area without a lift, overlooking the countryside and Siena. Equipped with all comforts, washing machine, dishwasher, fridge, coffee machine, oven, Wi-Fi. A stone's throw from the historic center and all the main services, free public parking. At the gates of Chianti, a strategic point for visiting of Siena, Arezzo, Florence, Perugia and the areas of Val d'Orcia, 10 minutes by car from Rapolano with its spas.
4.98 out of 5 average rating, 46 reviews
Farmhouse Pacinina – Casa Gialla
The farmhouse Pacinina is the agriturismo of the organic farm Pacina. Immersed within Siena's country side, Pacina is a 60 hectares farm with vineyards, olive and fruits trees, forest and fields. Pacinina counts three independent apartments surrounded by a beautiful garden full of plants and fruit trees. On the ground floor, an indoor swimming pool, a pool table and common rooms. The Casa Gialla has a large kitchen on the first floor and two bedrooms and bathrooms on the second floor.
4.95 out of 5 average rating, 74 reviews
Charming Residence Castello di Orgiale near Siena
Overlooking the Tuscan hills, surrounded by cypress trees and sun-drenched vineyards, Castello di Orgiale is often described as a beautiful hidden paradise. Stay in of 7 individually styled apartments for 2–4 guests, take a dip in the infinity pool, and use this peaceful retreat as your ideal home base for exploring Tuscany: its food and wine, medieval cities, hilltop villages and the world of Chianti Classico. All within a 30 minute drive from the historic city of Siena.
4.97 out of 5 average rating, 88 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
The Chianti window
A wonderful place to spend a few days in pleasant company. A large living room with fireplace where you can relax after returning from beautiful walks, bike rides, and excursions. The independent apartment is 15 km from Siena, 20 km from the Thermal Baths and 40 minutes from the villages of San Gimignano and Monteriggioni. Overall, there is a farm that produces wines and oil with the possibility of guided tours and tasting of our products with themed dinners.
4.9 out of 5 average rating, 136 reviews
PIERFANTINI private Chianti house ♿️ 🏊♂️ 🐶
Pierfantini is a rustic farmhouse. It is located on a hill in the middle of a natural park. Isolated from the vitta, the nearest town is the medieval village of San Gusmè. The house is renovated and the ground floor adapted for disabled people or wheelchair users There are three apartments but I never rent them separately. The house rent is for all the property
4.91 out of 5 average rating, 100 reviews
Casa Guardiavigna | Chianti Hills Vineyard Retreat
The Casa Guardiavigna apartment offers the opportunity to enjoy a unique and extraordinary experience, full of emotions and happiness. Located a stone's throw from the small medieval village of San Gusme' and surrounded by beautiful vineyards, woods and flowery meadows. Free indoor parking with an automatic gate.
4.98 out of 5 average rating, 129 reviews
Raffaella's House in Chianti
Rent apartment with great view in the hills of Chianti, with air conditioning, wifi, sat tv, garage for motorcycles and bicycles and private parking. Breakfast in a beautiful veranda. Will welcome you the friendly Raffaella.
4.99 out of 5 average rating, 481 reviewsPopular amenities for Castelnuovo Berardenga holiday rentals
Other great holiday rentals in Castelnuovo Berardenga

Francesca's house "tourist rental"
4.85 out of 5 average rating, 93 reviews
XIII Century Tower with Private Panoramic Pool
4.8 out of 5 average rating, 296 reviews
Villino Ersilia Music, the charm of Chianti
5.0 out of 5 average rating, 4 reviews
Casa il Cipresso
4.99 out of 5 average rating, 69 reviews
L'Agave - Apartment in the heart of Chianti
4.98 out of 5 average rating, 53 reviews
Villa marielena chianti farmhouse with hot tub - v
5.0 out of 5 average rating, 10 reviews
GuestHost - Top of hill with Siena & Chianti view
4.88 out of 5 average rating, 89 reviews
Sosta Eroica • Panoramic View & Quiet Pool Retreat
4.97 out of 5 average rating, 36 reviewsDestinations to explore
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Cala Violina
- Mugello Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden
- Mount Amiata
- Cascate del Mulino
- Stadio Artemio Franchi





