
Villa holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Siena villa rentals
Private villa rentals

Stunning Tuscan Villa & Panoramic Infinity Pool

Villa Le Tortore private luxury pool relaxation Siena

Villa with pool in Chianti Area

Luxury Villa on Chianti Wine Estate

The Lazy Oak

Montemarcoli

Beautiful tuscan country house

Tuscany Villa With Pool & Magnificent Garden
Luxury villa rentals

Wp Relais Borgo Vignalunga

Charming villa 15' walk to center stunning view

Villa in Montepulciano with a Pool

Romantic Villa with private pool - "Il Pollaio"

Villa of the 2 Olive Trees (Abbadia Isola)

Historic villa "The memory of time"

Villa with garden. The Cardinal's Garden.

Podere Erbolino
Villa rentals with a pool

Mathis House Best View in Chianti, Exclusive Pool

Tuscan Dream Villa @ Rustic Elegance Near Florence

Exclusive Farmhouse Pool & View of San Gimignano

CHARMING TUSCANY VILLA PRIVATE POOL

Podere on the Crete Senesi

Terra Antica Suite & Ville - Montepulciano

Villa Montanina - exclusive relaxation in Tuscany

Villa "La Scuola" "The Charming School"
Quick stats about villa rentals in Siena
Total rentals
30 properties
Nightly prices starting at
$107 AUD before taxes and fees
Total number of reviews
1.3K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
Destinations to explore
- Cottage rentals Siena
- Boutique hotel rentals Siena
- Rentals with a fire pit Siena
- Holiday home rentals Siena
- Rentals with a patio Siena
- Rentals with outdoor seating Siena
- Rentals with an EV charger Siena
- Pet-friendly rentals Siena
- Smoking-friendly rentals Siena
- Condo rentals Siena
- House rentals Siena
- Apartment rentals Siena
- Rentals with breakfast Siena
- Serviced apartment rentals Siena
- Fitness-friendly rentals Siena
- Hotel rentals Siena
- Family-friendly rentals Siena
- Rentals with a washing machine and dryer Siena
- Rentals with pools Siena
- Rentals with a hot tub Siena
- Bed and breakfasts Siena
- Rentals with a fireplace Siena
- Villa rentals Siena
- Villa rentals Tuscany
- Villa rentals Italy
- Santa Maria Novella
- Duomo di Firenze
- Lake Trasimeno
- Basilica of Santa Maria Novella
- Cala Violina
- Ponte Vecchio
- Gulf of Baratti
- Mugello Circuit
- Uffizi Gallery
- Piazzale Michelangelo
- Parco delle Cascine
- Fortezza da Basso
- Mercato Centrale
- Pitti Palace
- Piazza della Repubblica
- Kite Beach Fiumara
- Careggi University Hospital
- Spiagge bianche
- Avignonesi Winery Fattoria Le Capezzine
- Spiaggia Marina di Cecina
- The Boboli Gardens
- Marina di Grosseto beach
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Giardino Bardini
- Things to do Siena
- Tours Siena
- Sightseeing Siena
- Nature and outdoors Siena
- Art and culture Siena
- Food and drink Siena
- Things to do Siena
- Nature and outdoors Siena
- Food and drink Siena
- Tours Siena
- Art and culture Siena
- Sightseeing Siena
- Things to do Tuscany
- Sports activities Tuscany
- Art and culture Tuscany
- Nature and outdoors Tuscany
- Sightseeing Tuscany
- Wellness Tuscany
- Food and drink Tuscany
- Tours Tuscany
- Entertainment Tuscany
- Things to do Italy
- Sightseeing Italy
- Art and culture Italy
- Tours Italy
- Nature and outdoors Italy
- Entertainment Italy
- Sports activities Italy
- Wellness Italy
- Food and drink Italy