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 €1,369 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 €238 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 €261 Nightly View Rental

Vino on the Terrace

Tuscany, Gaiole in Chianti 4 guests 2 bedrooms 2 bathrooms Part of a 13th-century estate-turned-resort, this apartment makes the most of its scenic location in Chianti. Alongside a private terrace, you'll have access to a communal hilltop swimming pool, share... From €196 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 €430 Nightly View Rental

From the Hilltop

Tuscany, Gaiole in Chianti 6 guests 4 bedrooms 3 bathrooms 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 €637 Nightly View Rental

Chianti Belle

Tuscany, Gaiole in Chianti 8 guests 4 bedrooms 4 bathrooms This 17th-century villa in the heart of the Chianti countryside offers far-reaching views across the vineyards and olive groves out to Siena. You're within walking distance of Lecchi, as well as being... From €665 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 €445 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 €172 Nightly View Rental

Pines & Wine

Tuscany, Gaiole in Chianti 4 guests 2 bedrooms 1 bathroom Nestled in the woods in the uplands of Gaiole, this ground-floor apartment is an ideal base for those keen to escape the hustle and bustle of everyday life. Sure, the traditional style of this home ma... From €229 Nightly View Rental
Self-Catering Gaiole in Chianti
Listing 21-30 of 63 Top Holiday Rentals
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