Self-Catering Tuscany, Italy

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Between the Vineyards

Tuscany, Montepulciano 10 guests 4 bedrooms 4 bathrooms Standing proud in the Tuscan countryside, this terracotta-bricked villa is one to remember. What struck us most wasn’t the size of the villa, it wasn’t even the azure swimming pool, it was the 3000+ s... From €1,047 Nightly View Rental

On Tuscan Hill

Tuscany, Sarteano 12 guests 6 bedrooms 6 bathrooms Tuscan charm abounds at this rustic villa near Sarteano. Even with dated interiors, every room here conveys cosiness – picture arched stone walls, wood and terracotta ceilings, book-lined shelves, and... From €2,367 Nightly View Rental

A Tulip Moment

Tuscany, Monteroni d'Arbia 18 guests 9 bedrooms 6 bathrooms Located in the Tuscan countryside, this traditional villa offers plenty of privacy thanks to its rural location. The home is set across three levels and split into the main house and a separate annex,... From €4,155 Nightly View Rental

Luxurious Views

Tuscany, Casa Biondo 6 guests 3 bedrooms 3 bathrooms Part of a complex of six similar villas, this place sits in the Tuscan countryside, within day-tripping distance of Florence. If you’re not exploring the medieval hilltop towns and rolling vineyards,... From €826 Nightly View Rental

Timeless Harmony

Tuscany, Arezzo 14 guests 5 bedrooms 5 bathrooms Made up of a main building and two annexes, nestled on a promontory and enjoying stunning views of the city and surrounding countryside, this home is a gorgeous blend of the traditional and the super... From €1,223 Nightly View Rental

The Vine Vineyard

Tuscany, Vagliagli 18 guests 11 bedrooms 9 bathrooms This gorgeous home boasts its own private pool and breathtaking valley and vineyard views. Ideal for families and large friend groups, there's plenty of space indoors and out. You'll find a games room... From €1,705 Nightly View Rental

Be Enchanted

Tuscany, Capannori 12 guests 6 bedrooms 5 bathrooms The thoughtful restoration of two farmhouses brought this beautiful villa to life. Encircled by forests, olive groves, flowerbeds, and manicured hedges, it’s the picture of a Tuscan countryside home.... From €1,339 Nightly View Rental

The Flowering Rose

Tuscany, Bucine 12 guests 6 bedrooms 7 bathrooms This beautiful home is tucked away in a hamlet on the eastern edge of Chianti. You can look forward to superb views of the vineyards and countryside that surround the home – this is a peaceful setting... From €1,083 Nightly View Rental

Medieval Lullabies

Tuscany, Poggibonsi 8 guests 3 bedrooms 2 bathrooms Situated in a small complex amid the Tuscan countryside, this pet-friendly home centres around a 13th-century tower. With a grand fireplace and stone arches awaiting inside, there's no better base for... From €524 Nightly View Rental

The Orange Sun

Tuscany, Casa Biondo 8 guests 4 bedrooms 4 bathrooms Enjoy a fairytale setting when you stay on this Tuscan estate, nestled amid scenery said to have inspired da Vinci's paintings. Designed by a famous architect, we love how this home retains its tradit... From €1,055 Nightly View Rental
Self-Catering Tuscany
Listing 11-20 of 1852 Top Holiday Rentals
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