Self-Catering Gaiole in Chianti, Tuscany

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The Tuscan Vine

Tuscany, Gaiole in Chianti 8 guests 4 bedrooms 4 bathrooms Escape to this Tuscan house that offers a rural setting and traditional features. Located just outside one of Chianti’s oldest hamlets, Vertine, this villa is ideally situated for exploring the quaint... From €1,115 Nightly View Rental

Hillside Harvest

Tuscany, Gaiole in Chianti 4 guests 2 bedrooms 2 bathrooms Nestled on a hilltop estate surrounded by vineyards, this home is one of six on the site of a former medieval castle. You'll share access to the grounds and swimming pool with other guests, but there'... From €276 Nightly View Rental

Sangiovese Sunset

Tuscany, Gaiole in Chianti 2 guests 1 bedroom 1 bathroom This semi-detached cottage is wrapped in glorious Chianti countryside, making it an ideal base for a relaxing break for two. We love the private hot tub, nestled in a shady spot and perfect for quiet... From €169 Nightly View Rental

Chianti Soul

Tuscany, Gaiole in Chianti 6 guests 3 bedrooms 2 bathrooms This restored two-storey stone-built home has a hillside location, so it has wonderful vistas (just don’t bring your sports car as the access road is very steep). You can enjoy the glorious views from... From €440 Nightly View Rental

Tuscan Memories

Tuscany, Gaiole in Chianti 6 guests 3 bedrooms 4 bathrooms This rustic stone villa is located just a short stroll from the historic centre of Gaiole, surrounded by world-class vineyards and sun-drenched olive groves. The traditional building has been thoughtf... From €446 Nightly View Rental

Olive & Olive Wood

Tuscany, Gaiole in Chianti 8 guests 5 bedrooms 6 bathrooms Surrounded by the rolling vistas of a famous wine estate, this Tuscan villa boasts a spacious private pool, stunning views, and space for alfresco dining. The decor is quite traditional and won't be t... From €729 Nightly View Rental

The Artist's Cottage

Tuscany, Gaiole in Chianti 6 guests 3 bedrooms 2 bathrooms In the heart of the Chianti hills, this cosy villa offers a tranquil escape. Its compact design belies surprisingly spacious rooms, while the wooden beams sprinkle character over the home. That said,... From €311 Nightly View Rental

Tuscan Idyll

Tuscany, Gaiole in Chianti 4 guests 2 bedrooms 2 bathrooms Offering views of the surrounding hills and the owner's vineyard, this eco-friendly villa is set within the Chianti countryside. While the interior is fairly subdued and the unpaved road leading here... From €353 Nightly View Rental

Tuscan Whisper

Tuscany, Gaiole in Chianti 2 guests 1 bedroom 1 bathroom In the quaint village of Lecchi in Chianti, this semi-detached cottage is part of Montebuoni, a Tuscan hamlet with stunning views of Chianti Classico's vineyards. While the little cottage and its priv... From €167 Nightly View Rental

Sweet Vine

Tuscany, Gaiole in Chianti 4 guests 2 bedrooms 1 bathroom The detached cottage in the Tuscan hills boasts extensive views and a large aromatic garden with a private plunge pool and covered dining terrace. Situated in Montebuoni, a restored estate that recrea... From €237 Nightly View Rental
Self-Catering Gaiole in Chianti
Listing 21-30 of 61 Top Holiday Rentals
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