Self-Catering Tuscany, Italy

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The Grapes of Violetta

Tuscany, Madrigale 10 guests 5 bedrooms 5 bathrooms Ideally located in rural Tuscany, this country villa will provide the perfect base for holidays spent relaxing, wine tasting and hiking around this stunning part of northern Italy. With 8 hectares of... From €1,150 Nightly View Rental

Arches & Enclaves

Tuscany, Buonconvento 16 guests 8 bedrooms 8 bathrooms On a hill in the beautiful Val d’Orcia, this traditional stone villa looks out over the undulating countryside. It’s a forty-minute drive to the medieval walled city of Siena, should you fancy a day t... From €2,332 Nightly View Rental

Chianti Chic

Tuscany, Vagliagli 6 guests 3 bedrooms 2 bathrooms In the heart of Chianti sits this stunning holiday home, perched up on a hill and featuring gorgeous views over the surrounding Siena landscape. It’s a classic stone villa with charming interiors and... From €1,102 Nightly View Rental

Old Tuscan Farmhouse

Tuscany, Castiglion Fiorentino 8 guests 3 bedrooms 3 bathrooms Relaxation is the order of the day at this 19th-century farmhouse in Tuscany's Ranchetto region. Located within its own natural park, lined by tall oak and chestnut trees, it's perfect for those after... From €547 Nightly View Rental

Sangiovese Sunset

Tuscany, Gaiole in Chianti 2 guests 1 bedroom 1 bathroom This semi-detached cottage is wrapped in glorious Chianti countryside, making it an ideal base for a relaxing break for two. We love the private hot tub, nestled in a shady spot and perfect for quiet... From €166 Nightly View Rental

Cheers to Chianti

Tuscany, Castellina in Chianti 3 guests 2 bedrooms 1 bathroom You've got all the perks of a private home combined with the palatial shared grounds of a hamlet at this apartment complex nestled between the Chianti villages of Panzano and Castellina. The views of... From €401 Nightly View Rental

Bellissimo

Tuscany, Punta Ala 9 guests 4 bedrooms 5 bathrooms Whitewashed and modern with unbroken views of rolling hills, this villa is the perfect gathering place for a family or group of friends looking to unwind in style. Inside, it’s all glass walls and min... From €1,322 Nightly View Rental

Classic Moments

Tuscany, Castellina in Chianti 10 guests 5 bedrooms 4 bathrooms If you’re in search of a rustic retreat in the heart of Chianti Classico, this home delivers a sweet solution. You can enjoy stunning views across olive groves, vineyards and rolling hills. There’s a... From €1,123 Nightly View Rental

The Orchard Song

Tuscany, Grosseto 12 guests 6 bedrooms 7 bathrooms This 19th-century farmhouse has been beautifully restored, preserving all period features like terracotta tiles, oak floors and a travertine marble staircase. The sumptuously decorated dining rooms, l... From €1,622 Nightly View Rental

Moonlight Moments

Tuscany, Lucciana 12 guests 5 bedrooms 7 bathrooms Surrounded by flourishing trees with sweeping views across the hills of Chianti, every detail of this home sings with the natural beauty of Tuscany. From the rustic interiors to the antique furnis... From €1,570 Nightly View Rental
Self-Catering Tuscany
Listing 441-450 of 1806 Top Holiday Rentals
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