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Holiday houses 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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Guest favourite
Townhouse in Scandicci
4.88 out of 5 average rating, 338 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

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.
Condo in Noce
5.0 out of 5 average rating, 350 reviews

Podere Vergianoni immerso nelChianti con piscina

Podere Vergianoni è un antica proprietà del 1600 a gestione familiare situato nelle splendide colline del Chianti in Toscana con la possibilità di organizzare navetta privata e esperienze locali direttamente con la nostra famiglia . L'appartamento è disponibile per 2 adulti con possibilità aggiunta divano letto per 2 bambini sotto i 12 anni . Nel grande cortile esterno troverete una piscina a sale con area relax su terrazza panoramica con vista su castello e vigneti con tramonti unici.

Top Guest favourite
Home in Greve in Chianti
4.99 out of 5 average rating, 113 reviews

Relax e charme tra le colline del chianti

Bellissima colonica in pietra, indipendente, immersa tra gli olivi e le colline del Chianti, con giardino privato e piscina panoramica. Piano terra con ampi saloni, antico camino e forno a legna, soggiorno luminoso e cucina full optional. Al primo piano tre suites composte da camera, studio e bagno privato. Accesso tramite cancello e strada bianca in proprietà privata a soli 500 metri dal paese di Strada in Chianti. Ideale per quiete e relax. Location strategica per visitare la Toscana.

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, 216 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
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.
Apartment in Certaldo
5.0 out of 5 average rating, 20 reviews

L'Olivo in Boschetto JACUZZI & FITNESS OPEN AIR

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.

Guest favourite
Castle in Tignano
5.0 out of 5 average rating, 25 reviews

Luxury Medieval Tower • Exclusive Chianti Stay

Benvenuti in una delle residenze più esclusive del Chianti: una torre medievale trasformata in un raffinato luxury retreat con vista sulle colline toscane. Design contemporaneo, arredi iconici, opere d’arte e comfort di lusso si fondono in un’esperienza unica. Un’oasi di quiete con giardino privato, dependance vetrata, Wi-Fi, area smart working. Servizi extra: chef privato, degustazioni in cantina, trattamenti benessere e tour tra i borghi più belli della Toscana.

Top Guest favourite
A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.
Villa in Barberino Tavarnelle
4.98 out of 5 average rating, 105 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.

Top Guest favourite
Home in Barberino Tavarnelle
5.0 out of 5 average rating, 86 reviews

Relaxing Tuscan Country Home with Beautiful Views

An amazing experience between nature, flavor 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 olive groves and vineyards 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 peaceful and relaxing holiday.

Superhost
Home in Barberino Tavarnelle
4.87 out of 5 average rating, 215 reviews

La Casa di 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
Apartment in Certaldo
5.0 out of 5 average rating, 10 reviews

Appartamento Iris - Az. Agricola Sotto il Masso

🌸 Appartamento Iris — Un sogno toscano tra colline, profumi e tramonti 🌸 Lasciati avvolgere dal fascino della Toscana autentica. L’Appartamento Iris, situato all’interno dell’Azienda Agricola “Sotto il Masso”, è un rifugio di charme immerso tra vigneti, uliveti e paesaggi che sembrano dipinti. Qui potrai ritrovare il silenzio, la bellezza e il ritmo lento della campagna toscana, senza rinunciare al comfort e all’eleganza.

Popular amenities for Gorgognano holiday rentals