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 Castagneto Carducci
4.97 out of 5 average rating, 100 reviewsLa Conchetta - Bolgheri - Bolgheri
Villa in Monteroni D'arbia
4.97 out of 5 average rating, 97 reviews"Villa Daisy" overlooking Siena
Villa in Monteroni D'arbia
4.97 out of 5 average rating, 78 reviewsSan Giovanni in Poggio, villa Meriggio 95sqm
Villa in Poggibonsi
4.9 out of 5 average rating, 30 reviewsVilla with pool in Chianti Area
Villa in Linari
4.95 out of 5 average rating, 22 reviewsPanoramic luxury villa with private pool
Villa in Asciano
4.97 out of 5 average rating, 62 reviewsCasa Bianca gorgeous Tuscan home, Crete Senesi
Villa in Cortona
5.0 out of 5 average rating, 56 reviewsStunning Tuscan Villa & Panoramic Infinity Pool
Villa in San Leolino
5.0 out of 5 average rating, 94 reviewsPoggio del Fattore-Villa with pool,hilltop,Chianti
Luxury villa rentals
Villa in San Ginese di Compito
4.99 out of 5 average rating, 116 reviewsFarmhouse , pool, 13 px. Lucca 10km
Villa in San Casciano In Val di Pesa
4.93 out of 5 average rating, 90 reviewsVillaCortevecchia PrivatePoolVineyard 15minFlorenc
Villa in Montepulciano
5.0 out of 5 average rating, 13 reviewsVilla Nobile - Private Jacuzzi
Villa in Siena
4.9 out of 5 average rating, 20 reviewsVilla Le Tortore private luxury pool relaxation Siena
Villa in Asciano
4.97 out of 5 average rating, 63 reviewsPodere on the Crete Senesi
Villa in San Casciano dei Bagni
4.98 out of 5 average rating, 50 reviewsLuxury Tuscan countryside villa with pool/WiFi/AC
Villa in Monticchiello
4.96 out of 5 average rating, 50 reviewsVilla with garden. Il Giardino del Cardinale.
Villa in Montalcino
5.0 out of 5 average rating, 45 reviewsBreathtaking Views from a Tuscan Villa
Villa rentals with a pool
Villa in Capannori
4.92 out of 5 average rating, 12 reviewsLuxury Tuscany Villa on the hill with private pool
Villa in Buonconvento
4.96 out of 5 average rating, 47 reviewsBellagatta, an Enchanting spot in Val d'Orcia
Villa in Loro Ciuffenna
4.96 out of 5 average rating, 26 reviewsThe Lazy Oak
Villa in Radicondoli
5.0 out of 5 average rating, 41 reviewsCasa di Leo Romantic House
Villa in Orentano
4.98 out of 5 average rating, 52 reviewsVilla Colombai Pool, Tennis, Pickleball and Chef
Villa in Poggibonsi
4.96 out of 5 average rating, 25 reviewsVilla L'Olivo w/Private pool (Close San Gimignano)
Villa in Cortona
4.91 out of 5 average rating, 45 reviewsVilla Le Vigne, 10 pax, private pool, Top Comfort
Villa in Volterra
5.0 out of 5 average rating, 18 reviewsPodere La Casetta - 2 People - Private Pool
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
$82 NZD before taxes and fees
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