Luxury Self-Catering Gaiole in Chianti, Italy

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The Olive Stone Tuscany, Italy

Self-Catering
3 bedrooms3 bathrooms6 guests
Enjoying a secluded spot in the Chianti countryside, this traditional stone villa is packed with things to keep you entertained. The gardens are a delight, where olive groves provide a spot for a shad...
From €875 Nightly
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Citrus Pavillion Tuscany, Italy

Self-Catering
9 bedrooms9 bathrooms20 guests
Overlooking vineyards, olive groves, and ancient oak forests, this collection of restored farmhouses offer the ultimate relaxed country retreat. With a refreshingly refurbished interior, saltwater inf...
From €2,891 Nightly
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The Soul Of Wine Tuscany, Italy

Self-Catering
7 bedrooms7 bathrooms14 guests
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 €1,865 Nightly
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My Chianti Heart Tuscany, Italy

Self-Catering
4 bedrooms4 bathrooms12 guests
Surrounded by vineyards tumbling down hillsides and towering trees, this stone villa sits in the heart of the Chianti Hills. The beautiful village of Lecchi with its ancient castle is just a six-minut...
From €1,080 Nightly
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Chianti Hills Tuscany, Italy

Self-Catering
6 bedrooms5 bathrooms12 guests
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 €1,777 Nightly
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The Hillside Sanctuary Tuscany, Italy

Self-Catering
1 bedrooms1 bathrooms3 guests
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 €286 Nightly
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From the Hilltop Tuscany, Italy

Self-Catering
4 bedrooms3 bathrooms6 guests
This Tuscan villa offers breathtaking views of the surrounding vineyards from its hilltop position. And while the traditional interiors here may not be everyone’s cup of tea, the multiple living space...
From €928 Nightly
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The Olive Vine Tuscany, Italy

Self-Catering
3 bedrooms3 bathrooms6 guests
Just outside of Gaiole's idyllic town, serving authentic cuisine and Chianti wine, this hillside home offers pastoral vistas. There's an upside-down layout inside, putting the bedrooms below the livin...
From €471 Nightly
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Chianti Soul Tuscany, Italy

Self-Catering
3 bedrooms2 bathrooms6 guests
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 €506 Nightly
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An Ode to Serenity Tuscany, Italy

Self-Catering
2 bedrooms2 bathrooms4 guests
Surrounded by the Tuscan countryside, this villa suits a small family or two couples looking for a restful escape. Outside, there’s a terrace for relaxing or dining and a hot tub – the perfect place t...
From €481 Nightly
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Best Holiday Villas in Gaiole in Chianti
Listing 1-10 of 21 Self-Catering properties
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