Self-Catering Gaiole in Chianti, Tuscany

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The Chianti Cottage

Tuscany, Gaiole in Chianti 2 guests 1 bedroom 1 bathroom This studio apartment in a stone barn conversion is a perfect blend of modern and antique design. We love the infinity pool (40 metres away) which overlooks the Val d'Orcia, offering breathtaking view... From €362 Nightly View Rental

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 €1,239 Nightly View Rental

The Chianti Way

Tuscany, Gaiole in Chianti 4 guests 2 bedrooms 2 bathrooms This Tuscan cottage can be found amid beautiful gardens with views of the gently rolling hills. The land used to be a vineyard, but has been restored into a resort of cottages and apartments in the st... From €225 Nightly View Rental

The Vines of the Vineyard

Tuscany, Gaiole in Chianti 2 guests 2 bedrooms 1 bathroom Lounge by the lavender-edged 18-metre lap pool with its beautiful views of the forested hills and distant hilltop village of Castagnoli. You can’t see the pool from the house, as it's 70 metres down a... From €308 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 €237 Nightly View Rental

My Chianti Heart

Tuscany, Gaiole in Chianti 12 guests 4 bedrooms 4 bathrooms 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 €1,540 Nightly View Rental

I Dream of Chianti

Tuscany, Gaiole in Chianti 10 guests 5 bedrooms 5 bathrooms This former defence watchtower dating back to the 10th century has been beautifully reimagined into a corker of a family home. Within the palatial grounds, there's a ping-pong table, pool table, table... From €863 Nightly View Rental

The Olive Stone

Tuscany, Gaiole in Chianti 6 guests 3 bedrooms 3 bathrooms 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 €1,363 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 €151 Nightly View Rental

The Olive Vine

Tuscany, Gaiole in Chianti 6 guests 3 bedrooms 3 bathrooms 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 €461 Nightly View Rental
Self-Catering Gaiole in Chianti
Listing 11-20 of 60 Top Holiday Rentals
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