Villa vacation rentals in Cortona
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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.
Oct 17 – 24
Villa in Montecchio
5.0 out of 5 average rating, 13 reviewsLuxury Villa Francesca with a small private pool
Jun 8 – 15
Villa in Cortona
5.0 out of 5 average rating, 15 reviewsBorgo Valecchie, Villa private pool, extraservices
Dec 28 – Jan 4
Villa in Cortona
4.91 out of 5 average rating, 11 reviewsCorte della Luna
Oct 6 – 13
Villa in Cortona
4.97 out of 5 average rating, 58 reviewsQuiet & panoramic tuscan Villa Casale 36 Cortona
Jun 30 – Jul 7
Villa in Montepulciano
5.0 out of 5 average rating, 31 reviewsTerra Antica Suite & Ville - Montepulciano
Sep 16 – 23
Villa in Montepulciano
4.96 out of 5 average rating, 75 reviewsWine Experience Villa in Montepulciano
Dec 23 – 30
Villa in Castiglion d'orcia
4.95 out of 5 average rating, 78 reviewsVilla Vignalunga
Nov 2 – 9
Private villa rentals
Villa in Monticchiello
4.96 out of 5 average rating, 45 reviewsVilla with garden. Il Giardino del Cardinale.
Sep 2 – 9
Villa in Montepulciano
4.98 out of 5 average rating, 87 reviewsLa Casina Toscana Montepulciano Siena
May 12 – 19
Villa in Pienza
4.98 out of 5 average rating, 57 reviewsUnplug at a 17th-Century Farmhouse Enveloped by Olive Groves
Dec 12 – 19
Villa in Montalcino
5.0 out of 5 average rating, 44 reviewsBreathtaking Views from a Tuscan Villa
Oct 3 – 10
Villa in San Casciano dei Bagni
5.0 out of 5 average rating, 30 reviewsLuxury Retreat in the Tuscan Hills
Mar 6 – 13
Villa in San Leo Bastia
4.93 out of 5 average rating, 14 reviewsCasa Isabella - Exclusive Villa with Pool and Sauna
Mar 17 – 24
Villa in Collazzone
5.0 out of 5 average rating, 23 reviewsVILLA ROSETO-TODI
Nov 16 – 23
Villa in Asciano
4.96 out of 5 average rating, 57 reviewsCasa Bianca gorgeous Tuscan home, Crete Senesi
Mar 6 – 13
Luxury villa rentals
Villa in Pierle
4.88 out of 5 average rating, 16 reviewsHistoric Villa Getaway with 6BR/9BA, Pool, Views
May 10 – 17
Villa in Asciano
5.0 out of 5 average rating, 19 reviewsLa Fornace: Ancient farmhouse in the Tuscan countryside
Dec 10 – 17
Villa in Barullo-Centoia
4.93 out of 5 average rating, 28 reviewsBellora: A Perfect Villa in Cortona, Tuscany
Oct 1 – 8
Villa in Montepulciano
4.88 out of 5 average rating, 93 reviewsVilla in Montepulciano with Pool
Sep 24 – Oct 1
Villa in Gaiole In Chianti
5.0 out of 5 average rating, 34 reviewsSestuccia
Nov 9 – 16
Villa in San Casciano dei Bagni
4.98 out of 5 average rating, 48 reviewsLuxury Tuscan countryside villa with pool/WiFi/AC
Oct 12 – 19
Villa in Panzano In Chianti
4.92 out of 5 average rating, 65 reviewsLuxury Villa on Chianti Wine Estate
Nov 23 – 30
Villa in Monte del Lago
5.0 out of 5 average rating, 4 reviewsVilla la Madonna with pool and padelcourt
Oct 22 – 29
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