Villa vacation rentals in Siena
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Top-rated villa rentals in Siena
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 Siena villa rentals
Private villa rentals
Villa in Siena
4.92 out of 5 average rating, 75 reviewsIl Boschetto an oasis of peace and nature in Siena
Villa in Siena
4.94 out of 5 average rating, 31 reviewsVilla Le Tortore Tuscany private luxury pool relax
Villa in Impruneta
4.97 out of 5 average rating, 38 reviewsLa Quercia Estate Quintessential ItalianExperience
Villa in Cortona
5 out of 5 average rating, 69 reviewsStunning Tuscan Villa & Panoramic Infinity Pool
Villa in Poggibonsi
4.93 out of 5 average rating, 40 reviewsVilla with pool in Chianti Area
Villa in Impruneta
4.99 out of 5 average rating, 93 reviewsWelcome Home - 8 miles to Florence & heated pool
Villa in Asciano
4.94 out of 5 average rating, 80 reviewsCasa Bianca gorgeous Tuscan home, Crete Senesi
Villa in Gaiole in Chianti
5 out of 5 average rating, 15 reviewsMontemarcoli
Luxury villa rentals
Villa in Panzano In Chianti
4.93 out of 5 average rating, 69 reviewsLuxury Villa on Chianti Wine Estate
Villa in San Casciano dei Bagni
5 out of 5 average rating, 42 reviewsLuxury Retreat in the Tuscan Hills
Villa in Radda in Chianti
5 out of 5 average rating, 4 reviewsVilla Montemaggio
Villa in Asciano
4.95 out of 5 average rating, 75 reviewsPodere on the Crete Senesi
Villa in San Casciano dei Bagni
4.98 out of 5 average rating, 59 reviewsLuxury Tuscan countryside villa with pool/WiFi/AC
Villa in Monticchiello
4.97 out of 5 average rating, 61 reviewsVilla with garden. Il Giardino del Cardinale.
Villa in Greve in Chianti
5 out of 5 average rating, 21 reviewsLuxury villa in Tuscany Panzano in Chianti
Villa in Asciano
5 out of 5 average rating, 25 reviewsLa Fornace: Ancient farmhouse in the Tuscan countryside
Villa rentals with a pool
Villa in Pozzuolo
4.89 out of 5 average rating, 38 reviewsFabulous Farmhouse with Pool & 360 Panoramic View
Villa in Loro Ciuffenna
4.98 out of 5 average rating, 40 reviewsThe Lazy Oak
Villa in Volterra
5 out of 5 average rating, 21 reviewsRomantic Villa with private pool - "Il Pollaio"
Villa in Monsummano Terme
4.98 out of 5 average rating, 121 reviewsLe Maggioline : your panoramic country house
Villa in Montepulciano
5 out of 5 average rating, 42 reviewsTerra Antica Suite & Ville - Montepulciano
Villa in Radda in Chianti
4.98 out of 5 average rating, 86 reviewsla Balza
Villa in Chianciano Terme
4.95 out of 5 average rating, 87 reviewsCharming Cottage Montepulciano, Jacuzzi & Hot Tub
Villa in Radicondoli
5 out of 5 average rating, 46 reviewsLeo Romantic House House
Quick stats about villa rentals in Siena
Total rentals
30 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
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