
Villa holiday rentals in Cignano
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Top-rated villa rentals in Cignano
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Manor House - IlVillinoFarmhouse
Entire upper floor of the newly renovated Manor House in traditional Tuscan style. High ceilings with exposed beams make the place cozy and perfect for families or groups of friends. In the house, there are two large functional fireplaces (in the living room and kitchen). Private, non-shared accommodation. The house has a large covered terrace, garden with sofas, BBQ, fire pit, private parking. The swimming pool among the olive trees and vineyards is ideal for relaxation and has private access to the shared area
4.93 out of 5 average rating, 256 reviews
Dream House in Tuscany, with Amazing View and Pool
Our house, with a breathtaking view, surrounded by our olive trees, wineyards and woods, is a slice of paradise and tranquility. In our family for 35 years, it is nestled on a hill, 7 km to the medieval villages of Radda in Chianti and Castellina in Ch. From the large south terrace and private 6x11 m infinity pool, with pool house and pergola, you will enjoy Chianti’s best sweeping view on the south of Tuscany. For your perfect holidays, we provide Authentic Tuscan cooking and home service.
4.82 out of 5 average rating, 72 reviews
Poggio del Fattore-Villa with pool, hilltop, Chianti
Poggio del Fattore is situated at the eastern edge of the Chianti region in Valdambra, a green valley that joins the lands of Florence, Siena and Arezzo. The farmstead is on the top of an hill and lies at the end of a long private road through a large olive growing estate; therefore you absolutely need a car. The breathtaking landscapes and the location of the villa offer the privacy needed for a peaceful and relaxing holiday and a perfect departure point from which to explore central Tuscany.
4.99 out of 5 average rating, 131 reviews
Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking
4.93 out of 5 average rating, 335 reviews
Villa of the 2 Olive Trees (Abbadia Isola)
FULLY AIR CONDITIONED, modern 6BR/4BA VILLA on Via Francigena: an enchanted paradise for friends & families with kids (trampoline, basketball area, soccer & volley/beach tennis nets, fossball, table tennis) & w. pets (fenced garden). Located in the small village Abbadia Isola in the shadow of the medieval castle of Monteriggioni, right on the path the ancient road & pilgrim route running from France to Rome (via Francigena) A.k.A FAMILY GROUPS KIDS FRIENDS dream VILLA Siena 12mn (ABB)
4.97 out of 5 average rating, 174 reviews
La Vignaccia (Farmhouse) - villa w/private pool
Nestled amidst the rolling hills of Tuscany, La Vignaccia beckons you to experience the true essence of Italian living. This enchanting villa, set within a sprawling estate, offers a haven of tranquility, where you can unwind and immerse yourself in the beauty of the Tuscan countryside. A secluded garden awaits, providing a serene setting for relaxation and alfresco dining. Take a refreshing dip in the sparkling pool, surrounded by breathtaking views of the Tuscan landscape.
4.96 out of 5 average rating, 102 reviews
Villa L'Olivo w/Private pool (Close San Gimignano)
Villa L'Olivo is located in the Tuscan countryside, about 10 kilometers from San Gimignano and a few minutes from the supermarkets and various services in Poggibonsi. Our Villa is a great starting point to discover all the beauty of Tuscany, but it is also an ideal place for those who love to take a break from the hectic life of the city. At Villa L'Olivo, you can book a dinner with a private chef, directly in the villa, to enjoy a Tuscan dinner in peace. Write to us for info!
4.99 out of 5 average rating, 101 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
Luxury Villa in the very heart of Chianti
The views, the views, oh my word the VIEWS! Originating in the early 12th century this spectacular home once served as the bakery for the entire village. Now fully renovated, the entrance and ground level have been opened with glass arches allowing natural light to illuminate the exposed walls, 4 large bedrooms, 3 with ensuite baths ( including a jacuzzi ). Only Minutes away from the famous Wineries of Chianti, this is THE Spot for a glass amongst friends.
4.98 out of 5 average rating, 120 reviews
Beautiful Country House, near Siena with jacuzzi
Beautiful and ancient country house, located just 10 km from Siena (15 minutes by car from the city center). The house can accommodate up to 8 people. Surrounded by greenery, in a panoramic position with a beautiful garden where there is a hot tub, available, on request, even in winter. The very large property is fully fenced and offers maximum privacy. Please note: the hosts are also the owners and managers of the "Borgo dei Fondi" holiday home in Siena.
4.96 out of 5 average rating, 103 reviews
The Tower
Ancient Tuscan villa, beautiful, with exclusive private garden, completely renovated, surrounded by the beautiful and gentle Tuscan hills. The villa has a breathtaking view, is very sunny, well furnished and equipped with all amenities, quiet and not isolated. The house is located in Bagnolo, a small hamlet of Impruneta at the gates of Chianti, an area of olive groves, vineyards and peace. The house is about 10 km by car from the center of Florence.
5.0 out of 5 average rating, 190 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 reviewsPopular amenities for villa rentals in Cignano
Private villa rentals

Large house in Chianti with pool and spa views
4.81 out of 5 average rating, 16 reviews
Villa with pool in Chianti Area
4.95 out of 5 average rating, 73 reviews
L'Apparita del Peruzzi | Villa | Private Pool & AC
5.0 out of 5 average rating, 22 reviews
Sestuccia
4.99 out of 5 average rating, 75 reviews
Casa Faraona, villa with private pool
5.0 out of 5 average rating, 32 reviews
Badia a Passignano Guard
4.86 out of 5 average rating, 7 reviews
THE CASTELLACCIO CYPRESSES (Cip 1 + Cip 2)
5.0 out of 5 average rating, 17 reviews
Villa with pool in Chianti - Castellare Petroso
5.0 out of 5 average rating, 33 reviewsLuxury villa rentals

Wine Experience Villa in Montepulciano
4.97 out of 5 average rating, 126 reviews
Put down your luggage, this is just the beggining!
4.89 out of 5 average rating, 99 reviews
Podere Scaluccia Chianti Farmhouse, Florence
4.99 out of 5 average rating, 123 reviews
Lucignano Secondo – La Villa
4.89 out of 5 average rating, 35 reviews
Villa marielena chianti farmhouse with hot tub - v
5.0 out of 5 average rating, 10 reviews
Exclusive Tuscan Villa with private pool
5.0 out of 5 average rating, 16 reviews
Petroio: spectacular villa in the heart of Chianti
5.0 out of 5 average rating, 4 reviews
Villa in Tuscany with a private panoramic swimming pool
5.0 out of 5 average rating, 35 reviewsVilla rentals with a pool

Villa La Doccia, Greve in Chianti
4.85 out of 5 average rating, 180 reviews
Farmhouse in Chianti
4.95 out of 5 average rating, 221 reviews
Podere il Trebbio
4.92 out of 5 average rating, 88 reviews
La Cipresseta Estate | Cipresso House
4.98 out of 5 average rating, 41 reviews
Villa Montanina - exclusive relaxation in Tuscany
4.99 out of 5 average rating, 85 reviews
STUNNING 5BR VILLA WITH POOL IN CHIANTI TUSCANY
4.81 out of 5 average rating, 36 reviews
Coaching House
5.0 out of 5 average rating, 67 reviews
Montemarcoli
5.0 out of 5 average rating, 34 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
- Spiagge Bianche
- 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
- Stadio Artemio Franchi





