Book villas with a pool in Cortona

Experience the charm of Cortona with a luxury villa rental featuring a private pool

Discover the enchanting town of Cortona while enjoying the ultimate relaxation in a luxury villa with a private pool. Set against the stunning backdrop of the Tuscan hills, these villas provide a serene escape where you can unwind and soak up the sun. A villa offers spacious living areas and the freedom to enjoy outdoor activities, making it an ideal choice for families and couples alike. Immerse yourself in local culture, explore nearby vineyards, and indulge in the region's renowned cuisine—all while having your own private oasis to retreat to after a day of exploration.

Our top choices for a great stay

Villa Il Palazzo - Cortona

Villa Il Palazzo - Cortona

Book a stay at this family-friendly villa in Cortona. Enjoy private pools, a garden, and laundry facilities. Popular attractions Museo Diocesano and Cortona Cathedral are located nearby.
Get rates
Villa Il Palazzo - Cortona
Apartment in villa with A/C, WIFI, pool, hot tub, TV, panoramic view, parking, close to Cortona

Apartment in villa with A/C, WIFI, pool, hot tub, TV, panoramic view, parking, close to Cortona

Stay at this villa in Cortona. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Museo Diocesano and Cortona Cathedral are located nearby.
Get rates
Apartment in villa with A/C, WIFI, pool, hot tub, TV, panoramic view, parking, close to Cortona
Villa Mezza - Tuscan farmhouse with pool

Villa Mezza - Tuscan farmhouse with pool

Stay at this villa in Cortona. Enjoy private pools, a garden, and laundry facilities. Popular attractions Museo Diocesano and Cortona Cathedral are located nearby.
Get rates
Villa Mezza - Tuscan farmhouse with pool
Cosy apartment in villa with A/C, pool, hot tub, WIFI, TV, panoramic view, parking, close to Cortona

Cosy apartment in villa with A/C, pool, hot tub, WIFI, TV, panoramic view, parking, close to Cortona

Stay at this villa in Cortona. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Museo Diocesano and Cortona Cathedral are located nearby.
Get rates
Cosy apartment in villa with A/C, pool, hot tub, WIFI, TV, panoramic view, parking, close to Cortona
Luxury Cortona view hilltop Villa

Luxury Cortona view hilltop Villa

Book a stay at this family-friendly villa in Cortona. Enjoy free WiFi, private pools, and a water park. Popular attractions Parterre Garden and Santa Maria delle Grazie are located nearby.
10/10 Exceptional! (34 reviews)
Get rates
Luxury Cortona view hilltop Villa
Villa Magnolia

Villa Magnolia

Stay at this villa in Cortona. Enjoy free WiFi, free parking, and a garden. Popular attractions Piazza della Repubblica and Casali Palace are located nearby.
Get rates
Villa Magnolia
Typical tuscan villa with private pool, set in the rolling hills of southern Tuscany a few kilometre

Typical tuscan villa with private pool, set in the rolling hills of southern Tuscany a few kilometre

Stay at this villa in Cortona. Enjoy private pools, a garden, and laundry facilities. Popular attractions Museo Diocesano and Cortona Cathedral are located nearby.
Get rates
Typical tuscan villa with private pool, set in the rolling hills of southern Tuscany a few kilometre
Casale Le Vigne, 8 pax, private pool

Casale Le Vigne, 8 pax, private pool

Book a stay at this family-friendly villa in Cortona. Enjoy free WiFi, private pools, and breakfast (surcharge). Popular attractions Fattoria Le Capezzine and La Braccesca Winery are located nearby.
10/10 Exceptional! (9 reviews)
Get rates
Casale Le Vigne, 8 pax, private pool
Large stone manor with 8BR and 7BA, extended grounds, large fully-equipped pool.

Large stone manor with 8BR and 7BA, extended grounds, large fully-equipped pool.

Book a stay at this family-friendly villa in Cortona. Enjoy private pools, a garden, and laundry facilities. Popular attractions Santa Maria delle Grazie and Giuseppe Garibaldi Memorial are located nearby.
9.4/10 Exceptional! (10 reviews)
Get rates
Large stone manor with 8BR and 7BA, extended grounds, large fully-equipped pool.
Villa Margherita

Villa Margherita

Stay at this villa in Cortona. Enjoy free parking, an outdoor pool, and a garden. Popular attractions San Domenico Church and Giuseppe Garibaldi Memorial are located nearby.
Get rates
Villa Margherita
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Why choose a villa with a pool in Cortona for your getaway?

Opting for a luxury pool vacation villa for rent in Cortona rather than a hotel provides couples, families, and leisure travelers with an unparalleled experience. These private villas with swimming pools offer spacious living areas, enabling you to spend quality time together without the constraints of hotel rooms. Enjoy the freedom of a private pool to refresh and relax at your leisure, and create unforgettable memories with loved ones in a tranquil outdoor setting. While hotels provide convenience, villas allow you to immerse yourself in the local culture and lifestyle, with the added benefit of a home-like atmosphere. Whether you’re seeking a romantic retreat, a family adventure, or simply a peaceful escape, choosing a villa enhances your experience, making every moment special and personalized to your desires.