
Vacation rentals in Dudda
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Top-rated vacation rentals in Dudda
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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, 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, including relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!
4.97 out of 5 average rating, 198 reviews
Relaxation and charm in the Chianti hills
Beautiful stone farmhouse, detached, surrounded by olive trees and the Chianti hills, with private garden and panoramic swimming pool. Ground floor with large living rooms, antique fireplace and wood-burning oven, bright living room and fully equipped kitchen. On the first floor, three suites consisting of a bedroom, study and private bathroom. Access via gate and white road on private property just 500 meters from the village of Strada in Chianti. Ideal for peace and relaxation. Convenient location for visiting Tuscany.
4.99 out of 5 average rating, 115 reviews
Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient family-run property from the 1600s located in the beautiful hills of Chianti in Tuscany, with the possibility of arranging a private shuttle and local experiences directly with our family. The apartment is available for 2 adults with the possibility 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 incomparable sunsets.
5.0 out of 5 average rating, 352 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
Farmhouse in Chianti with Swimming Pool
Agriturismo Il Colle is located on one of the Chianti hills. The structure has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car The apartment is located on the ground floor of the main farmhouse, with independent access and private space. The care taken in the restoration and furnishing make the house particularly welcoming, respecting the rural style.
4.99 out of 5 average rating, 516 reviews
Tower Penthouse in small castle near Florence
900 year old Tower-Penthouse apartment in Chianti Villa, spacious & super-scenic historical home that combines magical atmosphere with space, light, history, convenience. (AC throughout). Painting-like 360° views of Tuscan Hills all the way to Florence; sun-filled, private grounds. Perfect location for an unforgettable family stay. Ample private property (including forest). Walking distance from village shops. Convenient location, Florence in sight.
4.96 out of 5 average rating, 139 reviews
Borgo ai Castagni
An oasis of tranquility in the heart of Chianti. Immersed in the greenery of the Tuscan hills, located 11km from Greve in Chianti. A couple of kilometers of dirt road are worth it to get to the farmhouse located in the middle of chestnut woods, green meadows, and olive groves. Wide outdoor spaces ideal for walks, trekking, and biking along the scenic trails of Chianti.
4.75 out of 5 average rating, 20 reviews
Country Rentals - La Canonica
CANONICA apartment is a portion of an ancient farmhouse located in the heart of the Chianti Classico area. It is surrounded by the vineyards of Villa Calcinaia, estate owned by Capponi Counts since 1524, grown from the four original poderi to an extension of 215 hectares of which 30 are vineyards. The apartment is situated next to the shared pool.
4.86 out of 5 average rating, 101 reviews
Il Fienile, amazing villa in the heart of Tuscany.
Villa Il Fienile is part of our Agriturismo Casavecchia, located in the heart of Tuscany. Several different services: large and bright rooms, air conditioning, high speed Wi-Fi, a welcoming and charming place in the countryside with a breathtaking view. Our staff is always present and available for every need or request.
4.97 out of 5 average rating, 60 reviews
Stunning Tuscan apartment for 2
This apartment - tucked away privately and enjoying a stunning view from its terrace - is part of an 'agriturismo' farm which produces organic Chianti Classico. Spacious and light, it has 1 double bedroom, 1 sitting room, 1 bathroom and a kitchen.
4.9 out of 5 average rating, 130 reviews
Elegant house in the Chianti area.
La Casa del Ponte is an old, elegant and spacious house built on three floors in the heart of Tuscany, located in a strategic point through which you can reach the most famous destinations of this wonderful region..
4.87 out of 5 average rating, 100 reviews
La Casina nel Borgo apartment
The apartment is located in a hamlet on a panoramic ridge immersed in the tranquility of nature. It is equipped with accessories and all comforts to make you enjoy a comfortable and relaxing holiday.
5.0 out of 5 average rating, 29 reviewsPopular amenities for Dudda vacation rentals
Other great vacation rentals in Dudda

Villa il Castellaccio
4.9 out of 5 average rating, 30 reviews
Beautiful villa in Chianti, panoramic garden
4.96 out of 5 average rating, 47 reviews
Villa La Poggerina, private pool and amazing view
4.98 out of 5 average rating, 53 reviews
Chianti Tuscany: villa with a view
4.93 out of 5 average rating, 80 reviews
Private Country House with swimming pool -Chianti
4.95 out of 5 average rating, 57 reviews
Very cosy cottage with beautiful views
4.96 out of 5 average rating, 52 reviews
Tuscany jem: The Chianti Farmer's House
4.98 out of 5 average rating, 87 reviews
Put down your luggage, this is just the beggining!
4.89 out of 5 average rating, 99 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
- Mugello Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Spiagge Bianche
- Pisa Centrale Railway Station
- 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
- Porta Elisa
- Stadio Artemio Franchi





