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
4.93 out of 5 average rating, 30 reviewsVilla Le Tortore private luxury pool relaxation Siena
Villa in Cortona
5 out of 5 average rating, 69 reviewsStunning Tuscan Villa & Panoramic Infinity Pool
Villa in San Casciano dei Bagni
5 out of 5 average rating, 42 reviewsLuxury Retreat in the Tuscan Hills
Villa in Panzano In Chianti
4.93 out of 5 average rating, 68 reviewsLuxury Villa on Chianti Wine Estate
Villa in Pistoia
5 out of 5 average rating, 46 reviewsChiesino Dei Vaioni
Villa in Volterra
5 out of 5 average rating, 21 reviewsRomantic Villa with private pool - "Il Pollaio"
Villa in Greve in Chianti
5 out of 5 average rating, 21 reviewsLuxury villa in Tuscany Panzano in Chianti
Villa in Arezzo
5 out of 5 average rating, 27 reviewsVilla Mandorlo in the heart of Tuscany
Luxury villa rentals
Villa in Montepulciano
5 out of 5 average rating, 17 reviewsVilla Nobile - Private Jacuzzi
Villa in Radda in Chianti
5 out of 5 average rating, 4 reviewsVilla Montemaggio
Villa in Loro Ciuffenna
4.97 out of 5 average rating, 38 reviewsThe Lazy Oak
Villa in Monsummano Terme
4.98 out of 5 average rating, 120 reviewsLe Maggioline : your panoramic country house
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 Siena
4.91 out of 5 average rating, 70 reviewsVilla "La Scuola" "The Charming School"
Villa in Marina di Bibbona
4.97 out of 5 average rating, 31 reviewsCasa Rosa - Villa with private access to the beach
Villa rentals with a pool
Villa in Lucca
5 out of 5 average rating, 23 reviewsLuxury villa with pool next historic walls Lucca
Villa in Pozzuolo
4.89 out of 5 average rating, 38 reviewsFabulous Farmhouse with Pool & 360 Panoramic View
Villa in Rignano sull'Arno
4.95 out of 5 average rating, 131 reviewsExperience the Authentic Charm of Tuscany!
Villa in San Venanzo
4.9 out of 5 average rating, 110 reviewsCasa Boschetto, villa with private pool
Villa in Volterra
5 out of 5 average rating, 28 reviewsDetached villa with private pool
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
Villa in Orentano
4.98 out of 5 average rating, 59 reviewsVilla Colombai Pool, Tennis, Pickleball and Chef
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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