Account Contact us
Tuscany, Italy

Holiday Villas & Apartments Gaiole in Chianti, Tuscany, Italy

Sweet Vine
ItalyTuscanyGaiole 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 €232 Nightly
Oak & Vine
ItalyTuscanyGaiole in Chianti
2 guests
1 bedroom
1 bathroom
Surrounded by Chianti countryside, this home has tranquillity running through its core. Ideal for a couple on an Italian getaway, we love the private terrace here – just the spot to enjoy undisturbed...
From €175 Nightly
Hillside Harvest
ItalyTuscanyGaiole 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 €232 Nightly
The Olive Stone
ItalyTuscanyGaiole 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 €916 Nightly
Tuscan Whisper
ItalyTuscanyGaiole 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 €152 Nightly
The Olive Vine
ItalyTuscanyGaiole 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 €406 Nightly
Ivy & Olive
ItalyTuscanyGaiole in Chianti
8 guests
4 bedrooms
2 bathrooms
Calling all wine connoisseurs – this villa puts Chianti's vineyards at your fingertips. Whether you're touring local wineries or day-tripping to the towns of Radda and Siena, this is a picture-perfect...
From €248 Nightly
Chianti Belle
ItalyTuscanyGaiole 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 €713 Nightly
Chianti Blush
ItalyTuscanyGaiole 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 €152 Nightly
The Hillside Sanctuary
ItalyTuscanyGaiole 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 €236 Nightly
Trending self-catering destinations Tuscany
Firenze Florence Livorno Vinci Riparbella Cortona Marina di Bibbona Greve in Chianti Grosseto San Gimignano
Siena Montaione Forte dei Marmi Cecina Pescia Castellina in Chianti Camaiore Lucca Capoliveri San Vincenzo
Trequanda Scarlino Bucine Certaldo Roccastrada Volterra Peccioli Castiglione della Pescaia Radda in Chianti Colle Val d'Elsa
Guardistallo Pitigliano Gambassi Terme Impruneta Casale Marittimo Castiglioncello Marina Pietrasanta Rio Marina Arezzo Palaia
Selfcater.com is the new home of Selfcatering.travel
Selfcater.com is the first 100% organic search for accredited holiday accommodation worldwide. Selfcater.com is a part of the Five Star network - Travel accredited.
Privacy and Terms | Contact us