Self-Catering Tuscany, Italy

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A Little Horse Play

Tuscany, Livorno 16 guests 9 bedrooms 6 bathrooms Just outside the famed artist town of Montecatini Terme, this sprawling villa in the Tuscan countryside is well-placed for exploring not only nearby Florence, but lovely Lucca as well. But while we lo... From €1,059 Nightly View Rental

The Sunlight Hideaway

Tuscany, Bucine 12 guests 6 bedrooms 6 bathrooms Amidst the rolling hills and vineyards of Chianti, this home is perfectly positioned for an idyllic Italian escape. Set within a private estate which includes a vineyard, olive groves and a church, yo... From €1,066 Nightly View Rental

Landscape Artist

Tuscany, Monteroni d'Arbia 6 guests 2 bedrooms 2 bathrooms In years gone by, this building in the countryside surrounding Siena was a farmhouse. Today, however, those paying a visit to the address will find a really rather dreamy Tuscan getaway. We're will... From €352 Nightly View Rental

Mulberry & Olive

Tuscany, Casanova D'ama 6 guests 3 bedrooms 3 bathrooms Full of charm, we love this home’s history. It’s hard to imagine its olive press past, save for the very obvious reminder in the living area. But to add to its appeal, it’s flexible when it comes to s... From €602 Nightly View Rental

The Lady Rose

Tuscany, Asciano 48 guests 25 bedrooms 21 bathrooms Nestled amid a medieval country estate, this home welcomes guests to enjoy its sprawling gardens, private pool, tennis court and beautiful views. There are 11 individual apartments here, each offering... From €2,233 Nightly View Rental

Sprig & Stone

Tuscany, Greve in Chianti 8 guests 4 bedrooms 3 bathrooms Vineyard views, vintage decor, and verdant surroundings give this Tuscan villa an abundance of charm. We're especially fond of the outdoor space. You can take a dip in the private pool, relax on the s... From €616 Nightly View Rental

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

Vine & Blossom

Tuscany, Barberino Tavarnelle 8 guests 4 bedrooms 4 bathrooms Vineyards stretch as far as the eye can see at this Chianti villa. Settings rarely get more picturesque than this – we can already picture lazy afternoons by the private pool and alfresco drinks on th... From €1,416 Nightly View Rental

Tuscan Hilltop

Tuscany, Greve in Chianti 37 guests 18 bedrooms 18 bathrooms If you’re a large group seeking a sun-kissed Italian getaway, look no further than this expansive estate in Greve. Made up of three villas, each with a private pool and separate outdoor space, it’s th... From €7,011 Nightly View Rental

The Tuscan Vineyard

Tuscany, Torrita di Siena 6 guests 3 bedrooms 3 bathrooms Set on a farm, parts of which are more than 200 years old, you’ll find this apartment, which is light and bright thanks to the large arched windows. Outside, as you’d hope for – there are gorgeous vis... From €382 Nightly View Rental
Self-Catering Tuscany
Listing 301-310 of 1806 Top Holiday Rentals
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