Staying in a villa in Cortona means experiencing the most authentic side of Tuscany: rolling hills covered with olive groves, medieval villages, peace and quiet, and postcard-perfect landscapes. Located between the Valdichiana valley and the border with Umbria, Cortona is one of the most popular destinations for travelers seeking relaxation, privacy, and a strategic base to explore central Italy.
In this guide, we have selected 5 villas near Cortona, all featuring private pools and unique characteristics. They are ideal for couples, families, or small groups looking for a truly memorable stay.
For each property, you can book directly via WhatsApp for fast and personalized assistance, or book through Booking to check updated prices and availability.
Villa Mulino – A Former Watermill Surrounded by Nature

Sleeps: 4 | Bedrooms: 1 | Bathrooms: 1
Ideal for: couples and travelers seeking privacy and tranquillity
Villa Mulino is a truly unique property: a former watermill that has been fully restored and is now set in a secluded, wooded area surrounded by nature. The stream that once powered the mill still flows alongside the house and can be seen from the living room through a striking glass section in the floor.
Outside, the villa offers a large fenced garden, an above-ground swimming pool with counter-current swimming, hydromassage and heating, as well as a barbecue area and a traditional wood-fired oven. The interiors are modern, carefully designed, and equipped with all modern comforts.
This villa is the perfect choice for a slow, nature-focused holiday, located about 19 km from Cortona.
👉 Book Villa Mulino
📲 Direct booking via WhatsApp (recommended for personalized assistance)
🏨 Book on Booking to check prices and availability
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Villa Margherita Tre – Panoramic Views and Relaxation in the Hills of Cortona

Sleeps: 4 | Bedrooms: 2 | Bathrooms: 2
Ideal for: families or two couples
Villa Margherita Tre is located on the gentle hills surrounding Cortona and is a stone villa built in classic Tuscan rustic style. The interiors are cozy and well-organized over two levels, comfortably accommodating up to four guests.
The real highlight is the outdoor area: a panoramic infinity pool, a sunbathing area with loungers, and a fully equipped barbecue area where you can enjoy meals outdoors while admiring the landscape. The location is perfect for those who want peace and quiet while remaining close to Cortona, Arezzo, and Lake Trasimeno.
👉 Book Villa Margherita Tre
📲 Direct booking via WhatsApp for a tailored quote
🏨 Book on Booking in just a few clicks
Il Salice – Lake Trasimeno Views and Authentic Tuscan Atmosphere

Sleeps: 4 | Bedrooms: 1 | Bathrooms: 1
Ideal for: couples and small families
Il Salice is a recently renovated guesthouse located just 6.5 km from Cortona, within an olive oil-producing agricultural estate. The setting is peaceful and elevated, offering beautiful views over wooded hills and Lake Trasimeno in the distance.
The private swimming pool, set on a natural terrace, is ideal for relaxing during warm summer days. The rustic-style interiors create a warm and authentic atmosphere, perfect for a holiday focused on relaxation and discovering the local area.
👉 Book Il Salice
📲 Direct WhatsApp contact for availability and special offers
🏨 Book on Booking to compare prices and dates
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Villa Margherita Uno – Space and Comfort for Families and Groups

Sleeps: 6 | Bedrooms: 3 | Bathrooms: 2
Ideal for: large families and groups of friends
Villa Margherita Uno is a detached house located within a farmhouse estate among the rolling hills of the Valdichiana. The rooms are spacious and furnished in traditional Tuscan rustic style, with a fireplace in the living area that creates a welcoming atmosphere in every season.
Outside, guests can enjoy a private swimming pool, a sun terrace, and a barbecue area with pergola, perfect for making the most of outdoor living. The villa is an excellent base for visiting Cortona, Arezzo, and Lake Trasimeno.
👉 Book Villa Margherita Uno
📲 Direct booking via WhatsApp for dedicated assistance
🏨 Book on Booking to confirm online
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Antico Casale – Iconic Views Just Minutes from Cortona
Sleeps: 6 | Bedrooms: 3 | Bathrooms: 2
Ideal for: families and lovers of authentic Tuscan style
Antico Casale is a beautiful restored farmhouse located just 1 km from the historic center of Cortona. The interiors, featuring wooden beams and terracotta floors, create a warm and authentic atmosphere, perfect for a true Tuscan experience.
The terraced garden hosts a stone swimming pool with hydromassage and waterfall, offering panoramic views over the Valdichiana valley and the Church of Santa Maria delle Grazie al Calcinaio. One of the most charming properties in the area.
👉 Book Antico Casale
📲 Contact us on WhatsApp for direct booking
🏨 Book on Booking to check immediate availability
Choose Your Ideal Villa in Cortona
Whether you are looking for a romantic escape, a family holiday, or a relaxing stay surrounded by nature and culture, these villas in Cortona with private pool represent some of the best options available.
👉 Contact us on WhatsApp for personalized advice
👉 Or book online via Booking in just a few clicks

