Self-Catering Gaiole in Chianti, Tuscany

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Chianti Splendour

Tuscany, Gaiole in Chianti 6 guests 3 bedrooms 3 bathrooms With far-reaching views of the rolling Chianti hills, it’s impossible not to relax in this villa. Traditional yet modern, this home promises a true taste of Tuscany, alongside plenty of space to relax... From €377 Nightly View Rental

The Chianti Garden

Tuscany, Gaiole in Chianti 2 guests 1 bedroom 1 bathroom With stunning views of the valley, this ground-floor apartment in this countryside resort has its own outdoor dining area where you may spot passing deer and other animals. There’s a shared swimming p... From €145 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 €270 Nightly View Rental

Chianti Blush

Tuscany, Gaiole in Chianti 2 guests 1 bedroom 1 bathroom This cottage overlooks Chianti's vine-covered hills, providing an idyllic background for a romantic Tuscan stay. We love the private terrace – there's no better spot to savour a glass of locally-made... From €167 Nightly View Rental

The Soul Of Wine

Tuscany, Gaiole in Chianti 14 guests 7 bedrooms 7 bathrooms To say this luxury handcrafted stone villa took our breath away, well, that's an understatement. This place is enchanting with its vistas over a patchwork of Chianti Classico vineyards, olive groves,... From €1,508 Nightly View Rental

Toscana Per Sempre

Tuscany, Gaiole in Chianti 2 guests 1 bedroom 1 bathroom Housed within a complex of stone buildings that were once a wine and olive oil-producing estate, this home offers Tuscan relaxation in spades. A communal pool, children’s pool and tennis courts await... From €175 Nightly View Rental

The Hillside Sanctuary

Tuscany, Gaiole in Chianti 2 guests 1 bedroom 1 bathroom Housed in a restored stone barn, this cottage places you in the heart of Chianti with views of rolling fields, vineyards and valleys as far as the eye can see. The home benefits from a beautifully ele... From €268 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 €708 Nightly View Rental

Chianti Hills

Tuscany, Gaiole in Chianti 12 guests 6 bedrooms 5 bathrooms Perched upon a private hilltop in the Chianti hills, the setting of this villa estate is hard to beat. Designed to make the most of those next-level views from all angles, the home has a private pool... From €1,432 Nightly View Rental

Chianti Escape

Tuscany, Gaiole in Chianti 4 guests 2 bedrooms 2 bathrooms Tucked away in the vineyard of a prestigious winery, this elegant cottage overlooks the beautiful Tuscan countryside. But not only are the views from the swimming pool and outdoor seating beautiful, b... From €513 Nightly View Rental
Self-Catering Gaiole in Chianti
Listing 11-20 of 57 Top Holiday Rentals
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