Villa vacation rentals in Cortona
Find and book unique villas on Airbnb
Top-rated villa rentals in Cortona
Guests agree: these villas are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Cortona villa rentals
Villa rentals with a pool
Villa in Greve in Chianti
4.86 out of 5 average rating, 136 reviewsVilla La Doccia, Greve in Chianti.
Villa in Montecchio
5.0 out of 5 average rating, 13 reviewsLuxury Villa Francesca with a small private pool
Villa in Cortona
4.91 out of 5 average rating, 11 reviewsCorte della Luna
Villa in Cortona
5.0 out of 5 average rating, 15 reviewsBorgo Valecchie, Villa private pool, extraservices
Villa in Cortona
4.97 out of 5 average rating, 58 reviewsQuiet & panoramic tuscan Villa Casale 36 Cortona
Villa in Montepulciano
4.96 out of 5 average rating, 75 reviewsWine Experience Villa in Montepulciano
Villa in Montepulciano
5.0 out of 5 average rating, 31 reviewsTerra Antica Suite & Ville - Montepulciano
Villa in Cortona
5.0 out of 5 average rating, 4 reviewsCountry house in Cortona with swimming pool
Private villa rentals
Villa in Monticchiello
4.96 out of 5 average rating, 45 reviewsVilla with garden. Il Giardino del Cardinale.
Villa in Collazzone
5.0 out of 5 average rating, 22 reviewsVILLA ROSETO-TODI
Villa in San Casciano dei Bagni
5.0 out of 5 average rating, 30 reviewsLuxury Retreat in the Tuscan Hills
Villa in Monteroni D'arbia
4.97 out of 5 average rating, 94 reviews"Villa Daisy" overlooking Siena
Villa in Cortona
4.83 out of 5 average rating, 24 reviewsVilla Il Melograno senior luxury
Villa in Passignano sul Trasimeno
4.9 out of 5 average rating, 20 reviewsVilla with Panoramic Pool on Lake Trasimeno
Villa in Montepulciano
4.98 out of 5 average rating, 87 reviewsLa Casina Toscana Montepulciano Siena
Villa in Scrofiano
4.84 out of 5 average rating, 75 reviewsSacroFanum Villa
Luxury villa rentals
Villa in Montalcino
5.0 out of 5 average rating, 44 reviewsBreathtaking Views from a Tuscan Villa
Villa in Pierle
4.88 out of 5 average rating, 16 reviewsHistoric Villa Getaway with 6BR/9BA, Pool, Views
Villa in Asciano
5.0 out of 5 average rating, 19 reviewsLa Fornace: Ancient farmhouse in the Tuscan countryside
Villa in Montepulciano
4.88 out of 5 average rating, 93 reviewsVilla in Montepulciano with Pool
Villa in San Casciano dei Bagni
4.98 out of 5 average rating, 48 reviewsLuxury Tuscan countryside villa with pool/WiFi/AC
Villa in Monte del Lago
5.0 out of 5 average rating, 4 reviewsVilla la Madonna with pool and padelcourt
Villa in Gaiole In Chianti
5.0 out of 5 average rating, 34 reviewsSestuccia
Villa in Torrita di Siena
4.87 out of 5 average rating, 53 reviewsVilla Poggio Becchi. Infinity pool and valley view
Destinations to explore
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes