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 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
4.96 out of 5 average rating, 74 reviewsWine Experience Villa in Montepulciano
Dec 19 – 26
Villa in Arezzo
5.0 out of 5 average rating, 18 reviewsVilla Mandorlo in the heart of Tuscany
Jan 22 – 29
Villa in Cortona
5.0 out of 5 average rating, 4 reviewsCountry house in Cortona with swimming pool
Jan 10 – 17
Villa in Collazzone
5.0 out of 5 average rating, 22 reviewsVILLA ROSETO-TODI
Jan 20 – 27
Villa in Cortona
4.93 out of 5 average rating, 43 reviewsAgriturismo Henni panoramic pool sauna and jacuzzi
Dec 11 – 18
Private villa rentals
Villa in Montepulciano
4.97 out of 5 average rating, 100 reviewsAmazing Tuscany Villa, FREE parking
Oct 27 – Nov 3
Villa in Monticchiello
4.95 out of 5 average rating, 44 reviewsVilla with garden. Il Giardino del Cardinale.
Aug 18 – 25
Villa in Monteroni D'arbia
4.97 out of 5 average rating, 93 reviews"Villa Daisy" overlooking Siena
Feb 28 – Mar 7
Villa in Scrofiano
4.98 out of 5 average rating, 45 reviewsVilla Il Tollino
Oct 5 – 12
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 Cortona
4.83 out of 5 average rating, 24 reviewsVilla Il Melograno senior luxury
Jan 13 – 20
Villa in Passignano sul Trasimeno
4.9 out of 5 average rating, 20 reviewsVilla with Panoramic Pool on Lake Trasimeno
Nov 27 – Dec 4
Villa in Asciano
4.96 out of 5 average rating, 57 reviewsCasa Bianca gorgeous Tuscan home, Crete Senesi
Apr 21 – 28
Luxury villa rentals
Villa in Pierle
4.88 out of 5 average rating, 16 reviewsHistoric Villa Getaway with 6BR/9BA, Pool, Views
Dec 18 – 25
Villa in Bucine
4.95 out of 5 average rating, 58 reviewsVilla Petrea - 20 sleeps, maid service and jacuzzi
Mar 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 Monte del Lago
5.0 out of 5 average rating, 4 reviewsVilla la Madonna with pool and padelcourt
Nov 14 – 21
Villa in Torrita di Siena
4.87 out of 5 average rating, 53 reviewsVilla Poggio Becchi. Infinity pool and valley view
Feb 8 – 15
Villa in Gaiole In Chianti
5.0 out of 5 average rating, 34 reviewsSestuccia
Nov 9 – 16
Villa in Montepulciano
4.88 out of 5 average rating, 93 reviewsVilla in Montepulciano with Pool
Sep 24 – Oct 1
Villa in Pozzuolo
4.81 out of 5 average rating, 21 reviewsFabulous Farmhouse with Pool & 360 Panoramic View
Oct 9 – 16
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