Self-Catering Gaiole in Chianti, Tuscany

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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

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 €166 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 €450 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 €450 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 €1,080 Nightly View Rental

Vines & Serenity

Tuscany, Gaiole in Chianti 4 guests 2 bedrooms 2 bathrooms Wrapped in vineyards and olive groves, this cosy villa in the heart of the Chianti countryside promises a serene escape from daily life. It’s not the biggest inside, but it’s more than comfortable for... From €281 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 €524 Nightly View Rental

A Toast to the Tuscan Sun

Tuscany, Gaiole in Chianti 4 guests 2 bedrooms 2 bathrooms Wrapped in Tuscan countryside, this home is an ideal base for friends or a small family seeking a serene retreat to relax. Dine out under the sun on the private terrace, or head to the communal pool o... From €196 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

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 €165 Nightly View Rental
Self-Catering Gaiole in Chianti
Listing 11-20 of 37 Top Holiday Rentals
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