Sign in


It’s time to get together - luxury villas for large groups

  • After a turbulent few years, we know that lots of you are already making big plans to get together with family and friends next year. But we know that lots of you are already making big plans to get together with family and friends next year. So to help you find the perfect villa we’ve picked six of our best properties for large groups, sleeping 12 or more people. They’ve got flexible accommodation, secluded locations and spacious interiors and grounds. And, don’t forget, all our big villas in Tuscany have private pools, too.

    The delightful pool area, surrounded by shrubs and trees, is one of the many tranquil spots in the grounds of Villa Agresto

    Villa Agresto, near Gaiole in Chianti

    Ideally located for exploring the Chianti region, Villa Agresto is a six-bedroom property hidden away in the Siena hills. It offers sweeping views of the vineyards and forest below and plenty of tranquil spots – including a delightful pool area – from which to admire them. Inside, the décor blends traditional features with a contemporary colour palette. The kitchen and its mod cons, as well as large indoor and outdoor dining areas, make this a good choice for groups who like to host large, convivial meals.


    Palazzone has two stylish lounges, so there is plenty of space for everyone to relax

    Palazzone, near Torrita di Siena

    Palazzone, an imposing stone villa surrounded by lush lawn, is an elegant retreat for friends or family. Six bedrooms offer flexible accommodation – two of them housed in a separate, cottage for extra privacy. There are two lounges in the main house – including one with a striking glass-covered atrium – so everyone can find a peaceful spot. The outdoor lounge or the Jacuzzi by the pool are ideal for gazing towards Montepulciano and the mountains. Plus, historic Montefollonico and Siena are a short trip away.


    The chic country retreat of Borgo San Polino is pure Tuscan with designer elegance.

    Borgo San Polino, Gaiole in Chianti

    Nestled in the heart of the Chianti region – which, for some, is the only place to stay in Tuscany – Borgo San Polino offers a tranquil setting, surrounded by manicured olive groves, vineyards and wild oak woodland. And yet, the popular day trip spots of Siena, San Gimignano and Florence are just a short distance away. The property itself, spread over three grouped cottages, lends itself perfectly to an extended family getaway, with both large, elegant communal areas for coming together – including an incredibly positioned swimming pool - and cosy nooks for enjoying some well-deserved ‘me’ time.


    Panoramic vistas, wide open space and idyllic comfort are waiting for you at Le Cannelle.

    Le Cannelle, Castellina Marittima

    Le Cannelle is an incredibly special and unique find when it comes to Tuscany rental properties. Not only is this villa a short distance from the coast so you can enjoy warm sandy beaches at your leisure but it is also perfectly located for exploring Tuscany's Archipelago and Bolgheri's five-star vineyards. That’s if you can tear yourself away. Reached by a winding private road, flanked by centuries old oak forest, the property comprises of three cottages, each with their own private entrance, kitchen and living areas, and each the perfect balance of traditional splendour and modern amenities. 


    Step out onto the pool terrace and take up your first class seat in front of Il Santo's awe-inspiring views

    Villa il Santo, Barberina Val d’Elsa

    This exquisite property is a perfect marriage of traditional and contemporary styles – where an historic tower and barn have been sensitively united by a modern glass structure. Villa il Santo, luxuriating in its surroundings on top of a Chianti hill, is a study in stripped-back style and serenity. The spacious yet comfortable interiors are enhanced by the light from huge arched windows, while outside the fragrant gardens also seem endless… until you stumble across the studio cottage and the swimming pool with adjoining hot-tub. 

Join us

Newsletter

We'll keep you up to date with superb villas, local travel guides and unique experiences.

Find out more

© 1998-2022 To Tuscany Ltd. All rights reserved.

Enquire