Villa holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Cortona villa rentals
Private villa rentals
Villa in Impruneta
4.96 out of 5 average rating, 25 reviewsLa Quercia Estate Quintessential ItalianExperience
14–21 Nov
Villa in Cortona
5.0 out of 5 average rating, 15 reviewsBorgo Valecchie, Villa private pool, extraservices
28 Dec – 4 Jan
Villa in Castiglion Fiorentino
4.82 out of 5 average rating, 57 reviewsIl Melograno - House independent
25 May – 1 Jun
Villa in Monticchiello
4.95 out of 5 average rating, 44 reviewsVilla with garden. Il Giardino del Cardinale.
2–9 Dec
Villa in Cortona
4.97 out of 5 average rating, 58 reviewsQuiet & panoramic tuscan Villa Casale 36 Cortona
30 Jun – 7 Jul
Villa in Cortona
4.93 out of 5 average rating, 43 reviewsAgriturismo Henni panoramic pool sauna and jacuzzi
11–18 Dec
Villa in Montepulciano
4.97 out of 5 average rating, 100 reviewsAmazing Tuscany Villa, FREE parking
18–25 Dec
Villa in San Casciano In Val di Pesa
4.93 out of 5 average rating, 90 reviewsVillaCortevecchia PrivatePoolVineyard 15minFlorenc
14–21 Jan
Luxury villa rentals
Villa in Castiglion d'orcia
4.95 out of 5 average rating, 77 reviewsVilla Vignalunga
13–20 Nov
Villa in Montepulciano
4.96 out of 5 average rating, 74 reviewsWine Experience Villa in Montepulciano
7–14 Apr
Villa in Sodo
5.0 out of 5 average rating, 16 reviewsLa Casa del Sole del Sodo
21–28 Nov
Villa in Montalcino
5.0 out of 5 average rating, 44 reviewsBreathtaking Views from a Tuscan Villa
4–11 Oct
Villa in Passignano sul Trasimeno
4.9 out of 5 average rating, 20 reviewsVilla with Panoramic Pool on Lake Trasimeno
27 Nov – 4 Dec
Villa in Bucine
4.95 out of 5 average rating, 58 reviewsVilla Petrea - 20 sleeps, maid service and jacuzzi
9–16 Mar
Villa in San Casciano
4.97 out of 5 average rating, 91 reviewsLuxury Villa in the very heart of Chianti
7–14 Feb
Villa in Pierle
4.88 out of 5 average rating, 16 reviewsHistoric Villa Getaway with 6BR/9BA, Pool, Views
26 Nov – 3 Dec
Villa rentals with a pool
Villa in Greve in Chianti
4.86 out of 5 average rating, 136 reviewsVilla La Doccia, Greve in Chianti.
18–25 Apr
Villa in Sovicille
4.97 out of 5 average rating, 121 reviewsPodere La Castellina - N°1 COTTAGE
15–22 Oct
Villa in Cortona
4.91 out of 5 average rating, 11 reviewsCorte della Luna
6–13 Oct
Villa in San Leolino
5.0 out of 5 average rating, 92 reviewsPoggio del Fattore-Villa with pool,hilltop,Chianti
Villa in Scrofiano
4.84 out of 5 average rating, 75 reviewsSacroFanum Villa
21–28 Oct
Villa in Cortona
5.0 out of 5 average rating, 7 reviewsTuscan Suite Amiata in Villa Q Dimorae Adults Only
16–23 Nov
Villa in Cortona
4.83 out of 5 average rating, 24 reviewsVilla Il Melograno senior luxury
13–20 Jan
Villa in Lisciano Niccone
4.85 out of 5 average rating, 34 reviewsVilla San Martino, on the Tuscany/ Umbria border
11–18 Apr
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