Villas and holiday homes in Siena

14 properties in Siena are villas, cottages and whole homes, starting at € 90 per night for two adults with a typical price of € 138. That is about 37% above the city median of € 101.

Live prices for a two-night stay a month ahead — search your own dates. Measured 2026-09-25.

See all 14 villas and holiday homes in Siena

How villas and holiday homes in Siena compare

Of everything we can book in Siena at the moment, roughly 9% is villas, cottages and whole homes — 14 properties out of 154. Half of what is bookable sits between € 90 and € 179 a night, with the midpoint at € 138. That is about 37% above the Siena median of € 101. The premium is what this particular feature costs in this city. The best-reviewed of them are all 4-star properties. The highest-rated right now is Podere Lucignano Secondo Agriturismo at 9.8/10 from 37 reviews, around € 349 a night. The six best-reviewed in this group average 9.5 out of 10 between them.

Highly rated

Podere Lucignano Secondo Agriturismo
Podere Lucignano Secondo Agriturismo
9.8/10 · 37 reviews
€ 349 from / night
Ca' Bianca Tuscany Relais
Ca' Bianca Tuscany Relais
9.6/10 · 787 reviews
€ 259 from / night
Relais la Costa - Dimora Storica
Relais la Costa - Dimora Storica
9.6/10 · 74 reviews
€ 198 from / night
Casa Di Campagna In Toscana
Casa Di Campagna In Toscana
9.4/10 · 1 561 reviews
€ 98 from / night
Rinidia Bio
Rinidia Bio
9.4/10 · 588 reviews
€ 136 from / night
Il Palazzetto
Il Palazzetto
9.3/10 · 309 reviews
€ 238 from / night

What to look for in villas and holiday homes in Siena

Whole houses rented to one party, usually with a private garden and often a private pool. The appeal is exclusivity: no shared corridors, no neighbours through the wall, and space to spread out. The cost per person falls quickly as the group grows, which is why a villa can undercut four hotel rooms.

Before you book, check

  • Whether staff are included: many villas come with a housekeeper or a cook, and some do not.
  • Whether the pool is heated, private, and how it is fenced if children are coming.
  • The distance to a shop and a restaurant. Villas are frequently rural.
  • The security deposit, how it is taken, and when it is returned.
The thing people get caught by

Photographs of villas are the most flattering in the industry. Look for guest photos, check the review score for accuracy of the listing, and read what people say about the road in — "ten minutes from the beach" is sometimes ten minutes down an unmade track.

Worth it for: Groups, families travelling together, and longer stays where you want a base rather than a room.

Other collections in Siena

Spa hotelsPet-friendly hotelsHotels with free parkingHotels with breakfast includedHotels with free cancellationLuxury hotelsCheap hotelsApartmentsBed and breakfastsVillas and holiday homesAll hotels in Siena

Frequently asked

How much do villas and holiday homes in Siena cost?

Starting from €90 per night for two adults, with a typical price of €138. That is about 37% above the city median of €101.

How many are there?

We can currently book 14 properties villas, cottages and whole homes in Siena. The list is built from live availability, so it changes with the season and your dates.