Siena Villas from CA $210

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

CA $11,263 total

includes taxes & fees

Sep 19 - Sep 20

2 bedrooms, desk, iron/ironing board, WiFi

2. Villa Liberty in The Centre - No Ztl

Siena Historical Center

CA $906 total

includes taxes & fees

Sep 25 - Sep 26

3. Villa Capanna: A Window onto Tuscany

Vico dʼArbia

CA $2,751 total

includes taxes & fees

Oct 17 - Oct 18

4. Villa Torre Among the Hills of Siena

Vico dʼArbia

CA $2,751 total

includes taxes & fees

Oct 17 - Oct 18

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

Toscana

CA $4,402 total

includes taxes & fees

Oct 18 - Oct 19

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

Vico dʼArbia

Marina O.

CA $2,015 total

includes taxes & fees

Oct 17 - Oct 18

Villa, Air conditioning, Courtyard View | Exterior

7. Villa Montecastello

Monteriggioni

Alvaro

CA $268 total

includes taxes & fees

Sep 19 - Sep 20

8. Rooster House, cooking classes and opera

Tavarnelle Val di Pesa

CA $210 total

includes taxes & fees

Sep 20 - Sep 21

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

Radda in Chianti

Amber M.

CA $1,548 total

includes taxes & fees

Sep 23 - Sep 24

10. Il Poggio dell'Eremita

Sinalunga

Paul Q.

CA $249 total

includes taxes & fees

Sep 24 - Sep 25

11. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

Siena

CA $8,765 total

includes taxes & fees

Sep 19 - Sep 20

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

Gaiole in Chianti

Bernard K.

CA $3,449 total

includes taxes & fees

Oct 19 - Oct 20

13. Villa Il Signorino

GREVE IN CHIANTI

Avi A.

CA $724 total

includes taxes & fees

Sep 23 - Sep 24

14. 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.

CA $3,135 total

includes taxes & fees

Sep 29 - Sep 30

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

Certaldo

CA $8,869 total

includes taxes & fees

Oct 12 - Oct 13

16. 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

CA $1,785 total

includes taxes & fees

Oct 12 - Oct 13

17. Villa Bellavista - Homelike Villas

Montegonzi

18. Luxury Villa in the Florentine hills

Florence

melissa r.

CA $541 total

includes taxes & fees

Oct 12 - Oct 13

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

San Gimignano

CA $8,527 total

includes taxes & fees

Sep 21 - Sep 22

20. Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests

Montespertoli

CA $9,641 total

includes taxes & fees

Oct 14 - Oct 15

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Top Siena Hotel Reviews

Hotel Chiusarelli

10/10 Excellent

"Perfect hotel. Quiet, safe, great location, staff was fabulous, breakfast was very good. This hotel had it all. Highly recommend."

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."

Palazzo Ravizza

10/10 Excellent

"We had a wonderful time at this hotel. Everything was excellent and everyone so helpful. Great room ,that had a wonderful view of the gardens . The room was very clean and well equipt with all you need to enjoy your stay. Walkable access to the centre with some lovely shops ,bars and restaurants on the way. A massive thank you to Francesca who was brilliant. So knowledgable about the area and friendly and helpful. Her and the team are doing a wonderful job. Would highly recommend and I would visit again."

Hotel Athena

10/10 Excellent

"We had a wonderful stay at Hotel Athena in Siena. The service was exceptional, the staff were warm, welcoming and genuinely helpful throughout our visit. The location was fantastic for exploring Siena, with everything within walking distance, while the hotel itself provided a comfortable and relaxing place to come back to after a day of exploring. We also loved the beautiful views from the terrace which was the perfect spot to unwind with a drink and take in the scenery. Sunset was especially beautiful and I would recommend calling the terrace staff themselves to reserve your seat. They are VERY busy up there so please exercise patience and kindness to the server and bartender as they work so hard to get your orders to you as quickly as possible. Self parking our car was a huge bonus as we rented a vehicle to explore Tuscany. A lovely hotel, a great location and wonderful service. We would happily stay here again when visiting Siena!"

Find out more about Siena

Siena Villas information

Number of reviews	240
Accommodation	86 Villas
Lowest Price	CA $210
Highest Price	CA $11,263

Frequently asked questions

How much do villas in Siena cost?

You can expect to pay between CA $210 and CA $11,263 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 86 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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Search Siena Villa Rentals from CA $210

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. Il Poggio dell'Eremita

11. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

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

13. Villa Il Signorino

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

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

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

17. Villa Bellavista - Homelike Villas

18. Luxury Villa in the Florentine hills

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

20. Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests

Find vacation rentals that suit your style

Top Siena Hotel Reviews

Hotel Chiusarelli

Find out more about Siena

Siena Villas information

Frequently asked questions

Explore a world of travel with Expedia