Villa holiday rentals in Province of Siena
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Top-rated villa rentals in Province of Siena
Guests agree: these villas are highly rated for location, cleanliness and more.
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Popular amenities for villa rentals in Province of Siena
Private villa rentals
Villa in Montepulciano
4.97 out of 5 average rating, 100 reviewsAmazing Tuscany Villa, FREE parking
18–25 Dec
Villa in Pienza
4.98 out of 5 average rating, 57 reviewsUnplug at a 17th-Century Farmhouse Enveloped by Olive Groves
12–19 Dec
Villa in Montepulciano
5.0 out of 5 average rating, 29 reviewsTerra Antica Suite & Ville - Montepulciano
8–15 Dec
Villa in Sovicille
4.98 out of 5 average rating, 42 reviewsBeautiful Country House, near Siena with jacuzzi
4–11 Dec
Villa in Ulignano
5.0 out of 5 average rating, 8 reviews[Luxury Villa] Swimming pool and view of San Gimignano
10–17 Oct
Villa in Siena
5.0 out of 5 average rating, 16 reviewsVilla Sofia
7–14 Nov
Villa in Siena
4.95 out of 5 average rating, 63 reviewsVilla il Borghetto_la DEPANDANCE
29 Aug – 5 Sep
Villa in Pienza
4.91 out of 5 average rating, 74 reviewsAmazing view of Val d'Orcia Pienza
8–15 Feb
Luxury villa rentals
Villa in Montepulciano
4.96 out of 5 average rating, 74 reviewsWine Experience Villa in Montepulciano
7–14 Apr
Villa in Siena
4.94 out of 5 average rating, 16 reviewsVilla Le Tortore private luxury pool relaxation Siena
5–12 Feb
Villa in Asciano
4.97 out of 5 average rating, 62 reviewsPodere on the Crete Senesi
17–24 Dec
Villa in San Gimignano
5.0 out of 5 average rating, 11 reviewsExclusive villa private pool Florence and Sienna
17–24 Nov
Villa in Cortona
4.93 out of 5 average rating, 40 reviewsVilla Le Vigne, 10 pax, private pool, Top Comfort
3–10 Feb
Villa in Montalcino
5.0 out of 5 average rating, 44 reviewsBreathtaking Views from a Tuscan Villa
4–11 Oct
Villa in Asciano
4.94 out of 5 average rating, 17 reviewsModern restorated country house with pool
25 Nov – 2 Dec
Villa in Poggibonsi
4.89 out of 5 average rating, 27 reviewsVilla with pool in Chianti Area
2–9 Apr
Villa rentals with a pool
Villa in San Leolino
5.0 out of 5 average rating, 92 reviewsPoggio del Fattore-Villa with pool,hilltop,Chianti
Villa in Monteroni D'arbia
4.97 out of 5 average rating, 74 reviewsSan Giovanni in Poggio, villa Meriggio 95sqm
11–18 Nov
Villa in Buonconvento
4.96 out of 5 average rating, 45 reviewsBellagatta, an Enchanting spot in Val d'Orcia
11–18 May
Villa in Montecchio
5.0 out of 5 average rating, 13 reviewsLuxury Villa Francesca with a small private pool
8–15 Jun
Villa in Siena
4.92 out of 5 average rating, 52 reviewsIl Boschetto an oasis of peace and nature in Siena
27 Dec – 3 Jan
Villa in Scrofiano
4.84 out of 5 average rating, 75 reviewsSacroFanum Villa
21–28 Oct
Villa in Gambassi Terme
4.97 out of 5 average rating, 34 reviewsVilla Via Francigena
26 Oct – 2 Nov
Villa in Asciano
5.0 out of 5 average rating, 18 reviewsVilla Padronale in Agriturismo Tenuta La campana
13–20 Mar
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