
Holiday rentals in Gorgognano
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Top-rated holiday rentals in Gorgognano
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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, 113 reviews
Florence Sunset Hills • Giogoli
Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience
4.88 out of 5 average rating, 338 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, 350 reviews
Stone House with Exclusive Pool Codilungo in Chianti
Welcome to your Tuscan dream between Florence & Siena. Perfect for families or romantic getaways. • 360° views of iconic Chianti hills. •Huge Exclusive Infinity Pool (17x9m), lit at night (open from May 1st to October 15th) • Total privacy, yet restaurants/shops are 10-15 mins away. • Comfort for 6: 3 bedrooms (2 double, 1 twin) & 3 full baths. • Modern amenities: Fully equipped kitchen area, Smart TV. • Outdoor bliss: Large dining loggia, professional BBQ, poolside porch & bath.
4.98 out of 5 average rating, 217 reviews
La Selva , Country house, 130 mq, Stunning views
Immersed in the quiet and beauty of Tuscany, La Selva is a 130 square meters apartment in our stone country house in tuscany. Silence here is king and very beautiful views sorround the house. It features a main bedroom with queen size bed, a smaller room with 2 single bed , a toilet with a beautiful view enjoyable while you shower and fully equipped kitchen. We have a beautiful modern fireplace and 55'' Smart tv. STAR LINK WIFI allows a super fast connection all over the house
4.93 out of 5 average rating, 28 reviews
Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.
5.0 out of 5 average rating, 232 reviews
L'Olivo in Boschetto OPEN AIR JACUZZI & FITNESS
L'Olivo is a prestigious 2-storey, 120 sqm, consisting of a double bedroom, a twin bedroom, an open kitchen, a living room, 2 bathrooms with shower, a storage room and a covered veranda. It is located in the open countryside, just 3 km from the main services, on a beautiful panoramic hill, in a very quiet area; It is very bright and furnished in a rustic Tuscan style, with terracotta and exposed beams. It has its own entrance and parking, barbecue and private garden.
5.0 out of 5 average rating, 20 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, 105 reviews
Nada Home
3 comfortable, fully air-conditioned double bedrooms, each with its own private bathroom, in the heart of Chianti, ideally located between Florence, Siena and San Gimignano. A welcoming, well-kept home in the peaceful Tuscan countryside. Fully equipped kitchen with dishwasher, oven and bar area, plus a laundry room with washing machine and dryer. Private garden for your exclusive use with a private hydromassage pool, heated in winter upon request 🌷
4.87 out of 5 average rating, 215 reviews
Farmhouse in Chianti
Beautiful portion of a farmhouse immersed in Chianti with a beautiful swimming pool, surrounded by vineyards and olive trees, perfectly furnished with a large garden and parking spaces. It is located 20 minutes from Florence, 40 from Siena and 50 from Pisa, in a few minutes you can reach Certaldo (birthplace of Boccaccio) and Vinci (birthplace of Leonardo Da Vinci). The house is halfway between Montespertoli and San Casciano (7km).
4.95 out of 5 average rating, 219 reviews
Villa Isabella
Villa Isabella is a comfortable Tuscan style villa located in the splendid Chianti hills in Tuscany with a large garden and a spectacular breathtaking panoramic swimming pool for exclusive use where you can experience the Tuscan tradition in full local style with the possibility of organizing private shuttles service for reach the property traditional experiences, services and tours only and exclusively for our guests.
4.96 out of 5 average rating, 207 reviews
Iris Apartment - Az. Agricola Sotto il Masso
🌸 Iris Apartment — A Tuscan dream among hills, scents and sunsets 🌸 Let yourself be enveloped by the charm of authentic Tuscany. The Iris Apartment, located within the "Sotto il Masso" farm, is a charming retreat surrounded by vineyards, olive groves, and landscapes that look like paintings. Here you can rediscover the silence, beauty and slow pace of the Tuscan countryside, without sacrificing comfort and elegance.
5.0 out of 5 average rating, 10 reviewsPopular amenities for Gorgognano holiday rentals
Other great holiday rentals in Gorgognano

Luxury Medieval Tower • Exclusive Chianti Stay
5.0 out of 5 average rating, 26 reviews
Relaxing Tuscan Country Home with Beautiful Views
5.0 out of 5 average rating, 87 reviews
Villa la scuderia quiet luxury private garden pool
5.0 out of 5 average rating, 24 reviews
beautiful farmhouse in the Chianti area with panoramic garden
4.96 out of 5 average rating, 47 reviews
Tuscan House with Private Jacuzzi in Chianti
4.95 out of 5 average rating, 92 reviews
Lorenzo Charme in Chianti
5.0 out of 5 average rating, 23 reviews
Villa of the Hydrangeas
4.98 out of 5 average rating, 43 reviews
La Casa di Madina – Flo Apartments
5.0 out of 5 average rating, 10 reviewsDestinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Stazione Santa Maria Novella
- Mugello Circuit
- Mercato Centrale
- Spiagge Bianche
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Pisa Centrale Railway Station
- Uffizi Gallery
- Gulf of Baratti
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Palazzo Vecchio
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden
- Val di Luce





