Siena Villas - Best Villa Siena 2026

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

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Our top choices for Siena villas

1. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

Siena

includes taxes & fees

27 Aug - 28 Aug

2. Villa Liberty in The Centre - No Ztl

Siena Historical Center

3. Villa Capanna: A Window onto Tuscany

Vico dʼArbia

includes taxes & fees

24 Sept - 25 Sept

4. Villa Torre Among the Hills of Siena

Vico dʼArbia

includes taxes & fees

30 Aug - 31 Aug

5. The San Leonino House

Castellina in Chianti

includes taxes & fees

2 Sept - 3 Sept

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

Vico dʼArbia

Marina O.

includes taxes & fees

27 Aug - 28 Aug

Villa, Air conditioning, Courtyard View | Exterior

7. Villa Montecastello

Monteriggioni

Alvaro

includes taxes & fees

29 Aug - 30 Aug

8. Rooster House, cooking classes and opera

Toscana

includes taxes & fees

27 Aug - 28 Aug

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Top Siena Hotel Reviews

Hotel Italia

10/10 Excellent

"Staff were most courteous, both at front desk (local map offered on checkin) and in breakfast room. Breakfast buffet offered plenty of choices. Room and bathroom clean and tidy. City attractions dispersed throughout city, but walking made them accessible."

Hotel Athena

10/10 Excellent

"We had a superior room, which was very comfortable. We had dinner in the restaurant several times, and the food and drink was excellent. One evening we just enjoyed the cocktail bar, and the staff were fun! Breakfast buffet has everything one could want, and was always fresh. Free parking! You will have an uphill walk to the town centre, but no matter where you go in Siena it’s either up or down. Highly recommended."

Hotel Santa Caterina

10/10 Excellent

"Hotel was located just outside of the gates to sienna. Half of our group walked to the center of town and half of our group took a taxi. The hotel called the taxi for us. The check-in was easy and the night person also ran the bar. We took our drinks out to the back patio area, which had a wonderful view of the city both night and daytime. Rooms were two levels. Ours had a bed downstairs with the bathroom and then a steeper staircase to a loft area with another two beds. It worked out fine. It is a very old building centuries old, which has been peacefully redone with antique accents. Yes I would stay here again."

Find out more about Siena

Siena Villas information

Number of reviews	242
Accommodation	80 Villas
Lowest Price	€135
Highest Price	€5,928

Frequently asked questions

How much do villas in Siena cost?

You can expect to pay between €135 and €5,928 per night for villas in Siena. Whatever your budget, the perfect getaway is only clicks away on Expedia. These prices were 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?

Siena has 80 villas to select from. Find your ideal stay quickly and easily by checking the "Villa" box under the "Property type" tab in our filter tool.

Why book your villa in Siena with Expedia?

Booking a villa in Siena is as simple as working out your travel dates and selecting an option that meets your needs. Searching for something luxurious or low cost, or a property that also comes with free WiFi? Use Expedia's search filters to narrow your results and find the ideal fit.

How can I find cheap villas in Siena?

Expedia is here to help you easily source cheap villas in Siena. Use our convenient filter tool to select amenities, budget and star rating to refine your search and find the best place to stay in a matter of clicks.

What is there to do near my villa in Siena?

You'll find loads of terrific things to fill your days in Siena. Drop by big attractions like Museo dell'Acqua, Accademia Musicale Chigiana and Basilica dell'Osservanza. Palasport Mens Sana, Porta Romana and San Spirito are also visited by many.

Search Villas in Siena

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 30

2. Villa Liberty in The Centre - No Ztl

3. Villa Capanna: A Window onto Tuscany

4. Villa Torre Among the Hills of Siena

5. The San Leonino House

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

7. Villa Montecastello

8. Rooster House, cooking classes and opera

9. Il Poggio dell'Eremita

10. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

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

12. Lovely apartment in villa with A/C, WIFI, pool, TV, terrace, panoramic view, close to San Gimignano

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

14. Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning

15. Luxury Villa in the Florentine hills

16. Villa Il Signorino

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

18. 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

19. "Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

20. Villa 'Casa Alta Esclusiva' with Private Pool, Private Terrace and Wi-Fi

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Top Siena Hotel Reviews

Hotel Italia

Find out more about Siena

Siena Villas information

Frequently asked questions

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