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Holiday rentals in Gorgognano

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Top-rated holiday rentals in Gorgognano

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Home in Greve in Chianti
4.99 out of 5 average rating, 114 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.

Guest favourite
Holiday home in San Gimignano
4.95 out of 5 average rating, 94 reviews

Tuscan House with Private Jacuzzi in Chianti

An oasis of peace in the heart of Tuscany, along the wine route! - Exclusive Jacuzzi in your own private garden - Strategic location between the medieval towns of Certaldo, San Gimignano, Siena, and Florence - A 700 sqm private garden filled with the sweet sound of birds singing - A newly renovated home where history meets modern comfort and unique design - The warmth of a wood-burning fireplace to heat your beautiful winter dreams - The perfect place to regenerate and completely unplug

Top guest favourite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Apartment in Noce
5.0 out of 5 average rating, 350 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.

Top guest favourite
The stone house features a welcoming entrance with large arched windows. A vibrant flower box filled with geraniums complements the lush green lawn. A shaded area with wooden seating offers a place to relax, while the infinity pool and surrounding vineyards are visible in the background.
Cottage in Barberino Tavarnelle
4.98 out of 5 average rating, 218 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.

Guest favourite
The exterior of a charming stone country house is displayed, surrounded by lush greenery. A well-maintained lawn leads to a terrace with a wooden table and chairs. Climbing plants adorn the facade, and large windows allow natural light to brighten the interior.
Holiday home in Certaldo
4.93 out of 5 average rating, 28 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

Top guest favourite
An aerial view of the property reveals a charming red house surrounded by lush greenery. Tall cypress trees and vibrant bushes create a tranquil landscape, while an expansive lawn features relaxing loungers, inviting guests to enjoy the serene atmosphere of the Tuscan countryside.
Home in Gambassi Terme
5.0 out of 5 average rating, 232 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.

Guest favourite
Castle in Tignano
5.0 out of 5 average rating, 26 reviews

Luxury Medieval Tower • Exclusive Chianti Stay

Welcome to one of the most exclusive residences in Chianti: a medieval tower transformed into a refined luxury retreat overlooking the Tuscan hills. Contemporary design, iconic furnishings, works of art and luxury comforts come together in a unique experience. An oasis of tranquility with a private garden, glass annex, Wi-Fi, and smart working area. Extra services: private chef, tastings in the cellar, wellness treatments and tours of the most beautiful villages in Tuscany.

Guest favourite
A sunlit outdoor space features a well-maintained lawn with three white lounge chairs surrounding a circular table. An umbrella provides shade, and a barbecue area is visible nearby. The backdrop includes rolling hills and greenery, enhancing the peaceful countryside setting.
Flat in Certaldo
5.0 out of 5 average rating, 21 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.

Top guest favourite
Home in Barberino Tavarnelle
5.0 out of 5 average rating, 87 reviews

Peaceful Tuscan Home with Breathtaking Views

An incredible experience between flavor, nature and relax in the heart of Chianti. Situated between Barberino Tavarnelle, San Gimignano, Greve in Chianti, and Florence, Belvedere 27/A overlooks the Santa Maria Novella Castle, amidst vineyards and olive groves with an amazing view. A countryside Tuscan home, surrounded by greenery and olive’s fields, equipped with every comfort. Reconnect in this serene, one-of-a-kind stay, for a relaxing and peaceful holiday.

Superhost
Home in Barberino Tavarnelle
4.87 out of 5 average rating, 216 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 🌷

Top guest favourite
A well-kept garden features neatly trimmed grass and a variety of trees, including tall pines, providing shade and a natural atmosphere. A subtle hammock is visible between two trees, inviting relaxation in the serene outdoor space.
Villa in Montespertoli
4.95 out of 5 average rating, 220 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).

Top guest favourite
Flat in Certaldo
5.0 out of 5 average rating, 10 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.

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