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 Montespertoli
4.93 out of 5 average rating, 145 reviewsColonica in the Chianti
Nov 19 – 26
Villa in Greve in Chianti
4.86 out of 5 average rating, 136 reviewsVilla La Doccia, Greve in Chianti.
Oct 16 – 23
Villa in Baschi
4.86 out of 5 average rating, 151 reviewsVILLALADOLCEVITA
Mar 26 – Apr 2
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
Jan 4 – 11
Villa in Castiglion Fiorentino
4.83 out of 5 average rating, 58 reviewsIl Melograno - House independent
Nov 30 – Dec 7
Villa in Cortona
4.97 out of 5 average rating, 58 reviewsQuiet & panoramic tuscan Villa Casale 36 Cortona
Jan 5 – 12
Villa in Montepulciano
5.0 out of 5 average rating, 31 reviewsTerra Antica Suite & Ville - Montepulciano
Sep 16 – 23
Private villa rentals
Villa in Monticchiello
4.96 out of 5 average rating, 46 reviewsVilla with garden. Il Giardino del Cardinale.
Feb 13 – 20
Villa in Cortona
4.93 out of 5 average rating, 44 reviewsAgriturismo Henni panoramic pool sauna and jacuzzi
Jan 4 – 11
Villa in Montepulciano
4.98 out of 5 average rating, 87 reviewsLa Casina Toscana Montepulciano Siena
Nov 23 – 30
Villa in Monteroni D'arbia
4.97 out of 5 average rating, 94 reviews"Villa Daisy" overlooking Siena
Apr 3 – 10
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 Arezzo
5.0 out of 5 average rating, 19 reviewsVilla Mandorlo in the heart of Tuscany
Feb 25 – Mar 4
Villa in Montalcino
5.0 out of 5 average rating, 44 reviewsBreathtaking Views from a Tuscan Villa
Oct 7 – 14
Villa in San Leo Bastia
4.93 out of 5 average rating, 14 reviewsCasa Isabella - Exclusive Villa with Pool and Sauna
Jan 19 – 26
Luxury villa rentals
Villa in San Casciano In Val di Pesa
4.93 out of 5 average rating, 90 reviewsVillaCortevecchia PrivatePoolVineyard 15minFlorenc
Dec 6 – 13
Villa in Collazzone
5.0 out of 5 average rating, 23 reviewsVILLA ROSETO-TODI
Jan 28 – Feb 4
Villa in Pierle
4.88 out of 5 average rating, 16 reviewsHistoric Villa Getaway with 6BR/9BA, Pool, Views
Nov 8 – 15
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
Sep 12 – 19
Villa in Pozzuolo
4.82 out of 5 average rating, 22 reviewsFabulous Farmhouse with Pool & 360 Panoramic View
Apr 29 – May 6
Villa in Passignano sul Trasimeno
4.9 out of 5 average rating, 20 reviewsVilla with Panoramic Pool on Lake Trasimeno
Feb 22 – Mar 1
Villa in Panzano In Chianti
4.92 out of 5 average rating, 65 reviewsLuxury Villa on Chianti Wine Estate
Nov 23 – 30
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