Villa holiday rentals in Siena
Find and book unique villas on Airbnb
Top-rated villa rentals in Siena
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 Siena villa rentals
Private villa rentals
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 Sovicille
4.97 out of 5 average rating, 30 reviewsI Susini
1 – 8 Dec
Villa in Asciano
4.96 out of 5 average rating, 57 reviewsCasa Bianca gorgeous Tuscan home, Crete Senesi
1 – 8 Apr
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
20 – 27 Oct
Villa in Cortona
5.0 out of 5 average rating, 52 reviewsStunning Tuscan Villa & Panoramic Infinity Pool
30 Mar – 6 Apr
Villa in Siena
4.95 out of 5 average rating, 63 reviewsVilla il Borghetto_la DEPANDANCE
29 Aug – 5 Sept
Villa in Siena
4.94 out of 5 average rating, 16 reviewsVilla Le Tortore private luxury pool relaxation Siena
28 Dec – 4 Jan
Luxury villa rentals
Villa in Monsummano Terme
4.98 out of 5 average rating, 106 reviewsLe Maggioline : your panoramic country house
24 – 31 Dec
Villa in San Ginese di Compito
4.99 out of 5 average rating, 113 reviewsFarmhouse , pool, 13 px. Lucca 10km
24 Nov – 1 Dec
Villa in Castiglion d'orcia
4.95 out of 5 average rating, 78 reviewsVilla Vignalunga
2 – 9 Nov
Villa in San Casciano
4.97 out of 5 average rating, 91 reviewsLuxury Villa in the very heart of Chianti
31 Mar – 7 Apr
Villa in Poggibonsi
4.89 out of 5 average rating, 27 reviewsVilla with pool in Chianti Area
15 – 22 Apr
Villa in Monticchiello
4.96 out of 5 average rating, 45 reviewsVilla with garden. Il Giardino del Cardinale.
20 – 27 Oct
Villa in Montepulciano
4.96 out of 5 average rating, 75 reviewsWine Experience Villa in Montepulciano
14 – 21 Feb
Villa in San Casciano In Val di Pesa
4.93 out of 5 average rating, 90 reviewsVillaCortevecchia PrivatePoolVineyard 15minFlorenc
25 July – 1 Aug
Villa rentals with a pool
Villa in Casalguidi
4.79 out of 5 average rating, 68 reviewsCosy farmhouse appartment on 18th century estate
30 Oct – 6 Nov
Villa in San Leolino
5.0 out of 5 average rating, 92 reviewsPoggio del Fattore-Villa with pool,hilltop,Chianti
27 Apr – 4 May
Villa in Siena
4.92 out of 5 average rating, 53 reviewsIl Boschetto an oasis of peace and nature in Siena
14 – 21 Mar
Villa in Panzano In Chianti
4.92 out of 5 average rating, 65 reviewsLuxury Villa on Chianti Wine Estate
23 – 30 Nov
Villa in Barberino Tavarnelle
5.0 out of 5 average rating, 20 reviewsValluccia 51
3 – 10 Jan
Villa in Volterra
5.0 out of 5 average rating, 18 reviewsPodere La Casetta - 2 People - Private Pool
25 June – 2 July
Villa in Cortona
4.93 out of 5 average rating, 40 reviewsVilla Le Vigne, 10 pax, private pool, Top Comfort
15 – 22 Oct
Villa in Buonconvento
4.96 out of 5 average rating, 45 reviewsBellagatta, an Enchanting spot in Val d'Orcia
22 Feb – 1 Mar
Quick stats about villa rentals in Siena
Total rentals
30 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1K reviews
Nightly prices starting at
$77 AUD before taxes and fees
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