Best Siena Villas: Private & Luxury Villa Accommodations in Siena

A historic town with terracotta-roof buildings, a prominent church, and a hilltop fortress.

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Our top choices for Siena villas

A landscaped garden with a central fountain, a pool, and a small building with a tiled roof.

1. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 32

Siena

Ron M.

includes taxes & fees

4 Oct - 5 Oct

A covered outdoor patio with a wooden table and chairs, a vase of flowers, and a view of the countryside.

2. Villa Capanna: A Window onto Tuscany

Vico dʼArbia

includes taxes & fees

2 Nov - 3 Nov

A rustic stone building with a tower, covered walkways, and a grassy courtyard.

3. Villa Torre Among the Hills of Siena

Vico dʼArbia

includes taxes & fees

2 Nov - 3 Nov

An outdoor dining area with a table and chairs, overlooking a historic town with a prominent tower and buildings.

4. Villa Mami: A Tuscan Retreat of Elegance and Charm

Toscana

includes taxes & fees

18 Oct - 19 Oct

A stone building with a tower, surrounded by trees and a garden.

5. Villa Capannina with Private Pool, Wi-Fi and Air Conditioning

Vico dʼArbia

Marina O.

includes taxes & fees

2 Nov - 3 Nov

A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

6. Villa Montecastello

Monteriggioni

Alvaro

includes taxes & fees

20 Oct - 21 Oct

A stone house with a sloped roof, a wooden porch, and a garden with various plants and flowers.

7. Il Poggio dell'Eremita

Sinalunga

Paul Q.

includes taxes & fees

7 Oct - 8 Oct

A garden with outdoor seating, a shade structure, and a view of the surrounding landscape.

8. Rooster House, cooking classes and opera

Tavarnelle Val di Pesa

includes taxes & fees

5 Oct - 6 Oct

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Top Siena Hotel Reviews

Piccolo Hotel Etruria

10/10 Excellent

"Great location near the plaza and many stores/restaurants. Everything works except for in room safe. No electric kettle even though I requested it. Good grocery store and coffee shop only steps away. Located in historic area and building. Big triple room and quiet setting and nice lounge on second floor. AC works well. I recommend this place and will stay there again. Richard from Canada."

Villa Scacciapensieri Boutique Hotel

10/10 Excellent

"This hotel was PERFECT for our honeymoon trip to Siena. It was peaceful and quiet, but still close enough to get to the city centre and the train station easily. The pool was a perfect oasis after hot days. The staff were so friendly and helpful. The terrace was a gorgeous place for a night cap at the end of the night. We would definitely stay here again."

Hotel Alma Domus

8/10 Good

"The hotel is right in the historic site and as a result there was a very short walk to see the main piazza and attractions. Trying to find parking outside of the restricted vehicle access points was a total frustrating nightmare. The directions we were given to find free parking turned out to be metered parking and our vehicle would have had have been moved before midnight. Luckily we were directed by a local resident where the free parking was but we had to wait over an hour for a spot to open. The walk back to the the hotel was over 400 meters and it was very busy with tourists. The room was small but clean. The male receptionist we dealt with upon arrival was very short and not friendly. His replacement worker was much more accommodating and friendlier. The most frustrating part was trying to find parking. We went in September which was not even the peak season so good luck with the parking if you go."

Hotel Certosa Di Maggiano

10/10 Excellent

"Our stay for our honeymoon was amazing. We loved our room and we were upgraded to a suite because they had it available. All the staff were kind and helpful. They carried our luggage up two flights of stairs to our room, helped make reservations, called taxis for us, etc. The property was beautiful, maintained nicely, and was very quiet. Really have no complaints. To note it is outside of city Centre of Siena so you will need taxis back and forth to the city for meals etc. which can get quite pricey so just plan ahead. Our room could’ve been cleaned a little better in between each day but overall it was still very clean. We would definitely stay there again!!"

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Siena Villas information

Number of reviews	235
Accommodation	71 Villas
Lowest Price	AU$215
Highest Price	AU$11,348

Frequently asked questions

How much do villas in Siena cost?

Villas in Siena cost between AU$215 and AU$11,348 per night. These getaways provide the privacy to enjoy your own space at a price that won't stretch the budget. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many villas are there in Siena?

Pack your suitcase and pick from 71 villas in Siena. For a family escape, a romantic break or anything in between, Expedia will help you find the perfect place in just a few clicks.

What is there to do near my villa in Siena?

No matter your interests, Siena has lots of things to keep you entertained. Siena Cathedral, Monteriggioni Castle and Palazzo Pubblico are on many visitors' sightseeing itineraries. Don't forget to explore Civic Museum, Museo dellOpera del Duomo and Terra di Seta either. With Expedia's hotel deals in Siena, you can see more popular attractions like these with the cash you save.

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Siena Holiday Rentals

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Siena villas

1. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 32

2. Villa Capanna: A Window onto Tuscany

3. Villa Torre Among the Hills of Siena

4. Villa Mami: A Tuscan Retreat of Elegance and Charm

5. Villa Capannina with Private Pool, Wi-Fi and Air Conditioning

6. Villa Montecastello

7. Il Poggio dell'Eremita

8. Rooster House, cooking classes and opera

9. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

10. Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

11. VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

12. Villa Bellavista - Homelike Villas

13. Villa "Arnilù" with Private Pool & Wi-Fi

14. Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills

15. Villa "Il Fornacino" with Pool, Garden & Wi-Fi

16. Villa Il Signorino

17. Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w

18. Luxury Villa in the Florentine hills

19. Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi

20. Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w

Find holiday rentals that suit your style

Top Siena Hotel Reviews

Piccolo Hotel Etruria

Find out more about Siena

Siena Villas information

Frequently asked questions

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