The Vines of the Vineyard
2 guests
2 bedrooms
Gaiole in Chianti, Siena
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 track, past the owner's villa – but once there, it’s a sight to behold.
Grape Juice
5 guests
2 bedrooms
Castellina in Chianti, Tuscany
Situated on the first floor of a traditional Tuscan stone building, this apartment puts you right at the heart of rural Tuscany, surrounded by glorious rosemary bushes, grape vineyards and olive groves. Here, you'll enjoy access to the site's fantastic communal facilities, including a terrace area with seating where you can gaze out at the countryside views, plus an outdoor swimming pool that's surrounded by loungers for afternoon naps.
Sweet Tuscan Dreams
4 guests
2 bedrooms
Gaiole in Chianti, Siena
This apartment makes it easy to experience the timeless charm of Tuscany. Nestled within a private estate, you’ll find a communal pool and peaceful gardens with a barbecue and alfresco dining area – perfect for leisurely evening meals.
A Dream of Tuscany
6 guests
3 bedrooms
Poggibonsi, Siena
Standing in the historic centre of medieval Poggibonsi, this home puts the centre of Tuscany at your fingertips. A short distance from Florence and Siena, you can venture out into the region's world-famous rolling hills for wine tasting from here, making it an ideal base for lovers of good food and drink.
Explore the 1096 most perfect homes in our collection
There's no better place to book luxury Holiday Apartments in Gaiole in Chianti, Siena, Tuscany, Italy than our exclusive Plum Guide collection, which includes only the top 3% of homes. Every one of the homes on our site has been put through a painstaking vetting process with 150 checkpoints, culminating in a visit from a professional Home Critic. Every one of the remarkable homes on our books come fully furnished, with all linen and essential bathroom toiletries included, as well as a perfectly-equipped kitchen. Choose from one of the 1096 Apartments for Rent in our Gaiole in Chianti range, and discover the true meaning of luxury. Call on the help of our dedicated team too, to help make your choice as straightforward as possible.
