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 Montepulciano
4.95 out of 5 average rating, 120 reviewsA paradise in Montepulciano...
Villa in Montespertoli
4.93 out of 5 average rating, 150 reviewsColonica in the Chianti
Villa in Panzano In Chianti
4.95 out of 5 average rating, 102 reviewsAntica Dimora a Campana
Villa in Monteroni D'arbia
4.97 out of 5 average rating, 97 reviews"Villa Daisy" overlooking Siena
Villa in Cortona
5 out of 5 average rating, 56 reviewsStunning Tuscan Villa & Panoramic Infinity Pool
Villa in Monteroni D'arbia
4.97 out of 5 average rating, 79 reviewsSan Giovanni in Poggio, villa Meriggio 95sqm
Villa in San Leolino
5 out of 5 average rating, 95 reviewsPoggio del Fattore-Villa with pool,hilltop,Chianti
Villa in Asciano
4.97 out of 5 average rating, 63 reviewsCasa Bianca gorgeous Tuscan home, Crete Senesi
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 Poggibonsi
4.9 out of 5 average rating, 30 reviewsVilla with pool in Chianti Area
Villa in Montepulciano
5 out of 5 average rating, 14 reviewsVilla Nobile - Private Jacuzzi
Villa in Asciano
4.97 out of 5 average rating, 64 reviewsPodere on the Crete Senesi
Villa in Siena
4.9 out of 5 average rating, 20 reviewsVilla Le Tortore private luxury pool relaxation Siena
Villa in San Casciano
4.97 out of 5 average rating, 94 reviewsLuxury Villa in the very heart of Chianti
Villa in Siena
4.93 out of 5 average rating, 56 reviewsIl Boschetto an oasis of peace and nature in Siena
Villa in San Casciano dei Bagni
4.98 out of 5 average rating, 51 reviewsLuxury Tuscan countryside villa with pool/WiFi/AC
Villa rentals with a pool
Villa in Greve in Chianti
4.87 out of 5 average rating, 142 reviewsVilla La Doccia, Greve in Chianti.
Villa in Loro Ciuffenna
4.96 out of 5 average rating, 26 reviewsThe Lazy Oak
Villa in Capannori
4.92 out of 5 average rating, 13 reviewsLuxury Tuscany Villa on the hill with private pool
Villa in Radicondoli
5 out of 5 average rating, 41 reviewsCasa di Leo Romantic House
Villa in Panzano In Chianti
4.92 out of 5 average rating, 65 reviewsLuxury Villa on Chianti Wine Estate
Villa in San Casciano In Val di Pesa
4.93 out of 5 average rating, 90 reviewsVillaCortevecchia PrivatePoolVineyard 15minFlorenc
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, 26 reviewsVilla L'Olivo w/Private pool (Close San Gimignano)
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
$76 AUD before taxes and fees
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