Villa vacation rentals in Cortona

Poggio del Fattore-Villa with pool, hilltop, Chianti

Poggio del Fattore is situated at the eastern edge of the Chianti region in Valdambra, a green valley that joins the lands of Florence, Siena and Arezzo. The farmstead is on the top of an hill and lies at the end of a long private road through a large olive growing estate; therefore you absolutely need a car. The breathtaking landscapes and the location of the villa offer the privacy needed for a peaceful and relaxing holiday and a perfect departure point from which to explore central Tuscany.

Villa San Martino, on the Tuscany/ Umbria border

Villa San Martino is not just another holiday in Tuscany or Umbria - this is a really special place. With spectacular views across the world famous Niccone Valley towards Mercatale di Cortona, relax in the infinity pool, or dine alfresco on the terrace. From the villa you can easily access the enchanting towns of Cortona, Pienza, Montepulciano, Siena, Perugia, Assisi and Florence. The Niccone valley is home to delightful restaurants and you can sample great local Tuscan & Umbrian cuisine.

Stunning Villa with heated pool

6 BDS + 6 Bathrooms, + 2 kitchen + 3 patios to eat al fresco + Ping pong and swing. + new renovated heated swimming pool!!! Full AC. + barbecue and lounge area. Welcome to our exquisite villa located in Città della Pieve, an area renowned for its rich Tuscan and Umbrian culture, delectable cuisine, and exquisite wines. Immerse yourself in the breathtaking views of the città della Pieve and Cetona hills right from the comfort of your own room. Walking distant to a bio-dinamic cellar.

Private Villa: Panoramic Pools and Wellness

la Villa è immersa tra le vigne e gli olivi: Siamo nel cuore del chianti storico ma in posizione strategica per raggiungere Siena , Firenze e San Gimignano. Ideale per riunioni familiari, piccole cerimonie, pizza party nel forno a legna o rilassarsi nella spaziosa piscina con splendida vista.Sempre ad uso esclusivo degli ospiti una suggestiva Spa all'interno di una loggia panoramica, direttamente collegata con la casa, con bagno turco, sauna, Jacuzzi e sala massaggi.

Luxury Villa in the very heart of Chianti

The views, the views, oh my word the VIEWS! Originating in the early 12th century this spectacular home once served as the bakery for the entire village. Now fully renovated, the entrance and ground level have been opened with glass arches allowing natural light to illuminate the exposed walls, 4 large bedrooms, 3 with ensuite baths ( including a jacuzzi ). Only Minutes away from the famous Wineries of Chianti, this is THE Spot for a glass amongst friends.

Beautiful Villa with Private Pool & Panoramic View

Escape to beautiful Umbria with our stunning villa rental. A beautifully restored traditional stone villa with panoramic views. We love the: 1. Spacious and beautifully restored villa. 2. Private pool and terraced gardens with panoramic views over Umbria’s rolling hills, forests, vineyards, and olive groves. 3. Some of the world’s best food, wine, art, and architecture on your doorstep.

Villa Le Liscaie [Sienese Crete]

Private Villa in the Crete Senesi - Stunning swimming pool surrounded by olive grow - 4 bedrooms: one master bedroom, one room with two single beds, one with a single bed and another room with a comfortable double sofa bed - large outdoor space and private forest - 5 minutes from the highway

Villa Isabella

In the Chianti's heart, independent comfortable villa on top of a sunny hill surrounded by an astonish 360° view on the Tuscan Countryside btw Siena and Florence. 2800sqm fenced private garden with pool, wi-fi indoor & outdoor, sat TV, barbecue and wood pizza oven!

Luxury Villa on Chianti Wine Estate

14th Century Tuscan Villa surrounded by olive groves with fabulous views in prestigious winery within walking distance of the village Panzano. Private swimming pool in beautiful gardens, peaceful setting. Ideal for family holidays all year round.