Villa vacation rentals in Casentino
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Top-rated villa rentals in Casentino
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 Casentino villa rentals
Private villa rentals
Villa in Loro Ciuffenna
4.95 out of 5 average rating, 37 reviewsVilla Belvedere
Mar 16 – 23
Villa in Loro Ciuffenna
4.95 out of 5 average rating, 22 reviewsThe Lazy Oak
Mar 13 – 20
Villa in Cortona
5.0 out of 5 average rating, 53 reviewsStunning Tuscan Villa & Panoramic Infinity Pool
Feb 8 – 15
Villa in Anghiari (Arezzo)
4.98 out of 5 average rating, 66 reviewsBeautiful and panoramic view Mezzacosta Anghiari
Jul 25 – Aug 1
Villa in Monteroni D'arbia
4.97 out of 5 average rating, 94 reviews"Villa Daisy" overlooking Siena
Mar 14 – 21
Villa in Modine
5.0 out of 5 average rating, 30 reviewsPogjet Villa in nature with panoramic pool
Feb 11 – 18
Villa in San Casciano In Val di Pesa
4.93 out of 5 average rating, 90 reviewsVillaCortevecchia PrivatePoolVineyard 15minFlorenc
Jan 20 – 27
Villa in San Leolino
5.0 out of 5 average rating, 92 reviewsPoggio del Fattore-Villa with pool,hilltop,Chianti
Apr 29 – May 6
Luxury villa rentals
Villa in Bertinoro
4.93 out of 5 average rating, 30 reviewsLUXURY VILLA BELVEDERE - Sea View with Pool & Spa
Mar 20 – 27
Villa in Montepulciano
5.0 out of 5 average rating, 13 reviewsVilla Nobile - Private Jacuzzi
Oct 22 – 29
Villa in San Casciano
4.97 out of 5 average rating, 91 reviewsLuxury Villa in the very heart of Chianti
Apr 13 – 20
Villa in Modine
5.0 out of 5 average rating, 14 reviewsAgriturismo il Friscello, your natural pool
Aug 16 – 23
Villa in Panzano In Chianti
4.92 out of 5 average rating, 65 reviewsLuxury Villa on Chianti Wine Estate
Nov 23 – 30
Villa in Gaiole In Chianti
5.0 out of 5 average rating, 34 reviewsSestuccia
Nov 9 – 16
Villa in Montepulciano
4.96 out of 5 average rating, 75 reviewsWine Experience Villa in Montepulciano
Apr 16 – 23
Villa in San Gimignano
5.0 out of 5 average rating, 12 reviewsExclusive villa private pool Florence and Sienna
Feb 13 – 20
Villa rentals with a pool
Villa in Casalguidi
4.79 out of 5 average rating, 68 reviewsCosy farmhouse appartment on 18th century estate
Apr 20 – 27
Villa in Montespertoli
4.93 out of 5 average rating, 145 reviewsColonica in the Chianti
Feb 27 – Mar 6
Villa in Loro Ciuffenna
4.93 out of 5 average rating, 45 reviewsIl Villino del Daino - Tuscany
Oct 21 – 28
Villa in San Martino in Tremoleto
5.0 out of 5 average rating, 4 reviewsHouse with pool in the Tuscan countryside
May 13 – 20
Villa in Montalcino
5.0 out of 5 average rating, 44 reviewsBreathtaking Views from a Tuscan Villa
Oct 4 – 11
Villa in Barberino Tavarnelle
5.0 out of 5 average rating, 20 reviewsValluccia 51
Oct 17 – 24
Villa in Subbiano
4.82 out of 5 average rating, 56 reviewsHoliday in Tuscany from Liliana and Francesco
Apr 28 – May 5
Villa in Loro Ciuffenna
5.0 out of 5 average rating, 8 reviewsVilla La Memma - private villa with pool for 8
Oct 19 – 26
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