Best Villas in 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 32

Siena

includes taxes & fees

22 Sept - 23 Sept

2 bedrooms, desk, iron/ironing board, WiFi

2. Villa Liberty in The Centre - No Ztl

Siena Historical Center

includes taxes & fees

25 Sept - 26 Sept

3. Villa Capanna: A Window onto Tuscany

Vico dʼArbia

includes taxes & fees

17 Oct - 18 Oct

4. Villa Torre Among the Hills of Siena

Vico dʼArbia

includes taxes & fees

18 Oct - 19 Oct

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

Toscana

includes taxes & fees

18 Oct - 19 Oct

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

Vico dʼArbia

Marina O.

includes taxes & fees

17 Oct - 18 Oct

Villa, Air conditioning, Courtyard View | Exterior

7. Villa Montecastello

Monteriggioni

Alvaro

includes taxes & fees

25 Sept - 26 Sept

8. Rooster House, cooking classes and opera

Tavarnelle Val di Pesa

includes taxes & fees

23 Sept - 24 Sept

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

Radda in Chianti

Amber M.

additional charges may apply

24 Sept - 25 Sept

10. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

Siena

includes taxes & fees

22 Sept - 23 Sept

11. Il Poggio dell'Eremita

Sinalunga

Paul Q.

includes taxes & fees

24 Sept - 25 Sept

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

Montalcino

includes taxes & fees

22 Sept - 23 Sept

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

Gaiole in Chianti

Bernard K.

additional charges may apply

19 Oct - 20 Oct

14. Villa Il Signorino

GREVE IN CHIANTI

Avi A.

includes taxes & fees

23 Sept - 24 Sept

15. "Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi

Certaldo

includes taxes & fees

12 Oct - 13 Oct

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

Murlo

"Our stay at this property was absolutely excellent! The home was spotless, beautifully decorated, and even more spacious than the photos showed. Every amenity listed was fully functional, and the brand new swimming pool was amazing. The location was perfect— isolated peaceful and quiet, yet just a short drive from the Buonconvento .The host was wonderful to work with. Communication was lightning-fast, and the check-in and checkout instructions were crystal clear. They truly went above and beyond...

martina p.

includes taxes & fees

29 Sept - 30 Sept

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

Gaiole in Chianti

"Pros: La casa è sita in una posizione super tranquilla in mezzo al verde e alla natura. Tutto è curato alla perfezione. Nota di merito per il verde e i fiori e per la gentilezza dei proprietari. Cons: La posizione che è un pregio per qualcuno per altri potrebbe non esserlo. In effetti per arrivare al podere ci sono 2 km di strada bianca molto stretta. Una volta arrivati si è però ripagati ampiamente del piccolo disagio!"

Anonymous traveller

includes taxes & fees

12 Oct - 13 Oct

18. Villa Bellavista - Homelike Villas

Montegonzi

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

San Gimignano

includes taxes & fees

28 Sept - 29 Sept

20. Luxury Villa in the Florentine hills

Florence

melissa r.

includes taxes & fees

12 Oct - 13 Oct

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Top Siena Hotel Reviews

Palazzo Ravizza

10/10 Excellent

"Lovely historic hotel, certainly captured the essence of the period it was built in. Room was spacious, beds very comfortable and considering the average temp was 35 degrees for the 3 nights we stayed, the air conditioning worked well enough. C The"

Grand Hotel Continental Siena – Starhotels Collezione

8/10 Good

"Our stay was just ok. Very noisy streets. And the bread at the breakfast buffet was extremely stale for both mornings. We could not eat it. If you are allergic to dust be warned that their curtains and bed headers are very dusty."

Hotel Minerva

10/10 Excellent

"We would first like to thank Alessandra at the front desk she was so friendly, knowledgeable, informative, friendly, she helped us soo much! The hotel is great, clean, rooms decent size , bathroom is average size , the room and bathroom clean, and the staff was so great and friendly. Great location close to everything, and well maintained. They offered underground parking $20 night, no outside parking. The breakfast was great and the staff so friendly. Great outside area for sitting and breakfast.we had a balcony with amazing views."

Find out more about Siena

Siena Villas information

Number of reviews	3
Accommodation	80 Villas
Lowest Price	£143
Highest Price	£143

Frequently asked questions

How much do villas in Siena cost?

You can expect to pay between £143 and £143 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.

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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 Liberty in The Centre - No Ztl

3. Villa Capanna: A Window onto Tuscany

4. Villa Torre Among the Hills of Siena

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

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

7. Villa Montecastello

8. Rooster House, cooking classes and opera

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

10. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

11. Il Poggio dell'Eremita

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

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

14. Villa Il Signorino

15. "Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi

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

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

18. Villa Bellavista - Homelike Villas

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

20. Luxury Villa in the Florentine hills

Find holiday rentals that suit your style

Top Siena Hotel Reviews

Palazzo Ravizza

Find out more about Siena

Siena Villas information

Frequently asked questions

Explore a world of travel with Expedia