Siena Villas from CA $211

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. GuestHost - Porta Romana Elegant House with Private Parking!

Siena

Kathleen M.

CA $475 total

includes taxes & fees

Sep 14 - Sep 15

2. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

Siena

CA $7,791 total

includes taxes & fees

Sep 14 - Sep 15

3. Villa Liberty in The Centre - No Ztl

Siena Historical Center

CA $851 total

includes taxes & fees

Sep 14 - Sep 15

4. Villa Capanna: A Window onto Tuscany

Vico dʼArbia

CA $2,841 total

includes taxes & fees

Sep 14 - Sep 15

5. Villa Torre Among the Hills of Siena

Vico dʼArbia

CA $2,841 total

includes taxes & fees

Sep 14 - Sep 15

6. Stunning villa with large pool in the heart of Chianti 12km from Siena

Radda in Chianti

ana r.

CA $1,218 total

includes taxes & fees

Oct 12 - Oct 13

7. The San Leonino House

Castellina in Chianti

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

Vico dʼArbia

Marina O.

CA $2,076 total

includes taxes & fees

Sep 16 - Sep 17

Villa, Air conditioning, Courtyard View | Exterior

9. Villa Montecastello

Monteriggioni

Alvaro

CA $269 total

includes taxes & fees

Sep 14 - Sep 15

10. Rooster House, cooking classes and opera

Tavarnelle Val di Pesa

CA $211 total

includes taxes & fees

Sep 14 - Sep 15

11. Il Poggio dell'Eremita

Sinalunga

Paul Q.

CA $249 total

includes taxes & fees

Sep 15 - Sep 16

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

Radda in Chianti

Amber M.

CA $1,551 total

includes taxes & fees

Sep 17 - Sep 18

13. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

Siena

CA $8,782 total

includes taxes & fees

Sep 14 - Sep 15

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

Gaiole in Chianti

Bernard K.

CA $3,866 total

includes taxes & fees

Oct 4 - Oct 5

15. Villa Il Signorino

GREVE IN CHIANTI

Avi A.

CA $734 total

includes taxes & fees

Sep 14 - Sep 15

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

Certaldo

CA $8,886 total

includes taxes & fees

Oct 12 - Oct 13

17. 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 $3,140 total

includes taxes & fees

Sep 29 - Sep 30

18. Luxury Villa in the Florentine hills

Florence

melissa r.

CA $537 total

includes taxes & fees

Oct 12 - Oct 13

19. 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 $1,788 total

includes taxes & fees

Oct 12 - Oct 13

20. VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

Montalcino

CA $9,538 total

includes taxes & fees

Sep 14 - Sep 15

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Top Siena Hotel Reviews

Palazzo Ravizza

10/10 Excellent

"Beautiful room with amazing views, clean and well-maintained. Excellent breakfast."

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!"

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	243
Accommodation	90 Villas
Lowest Price	CA $211
Highest Price	CA $9,538

Frequently asked questions

How much do villas in Siena cost?

You can expect to pay between CA $211 and CA $9,538 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 90 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 $211

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Siena villas

1. GuestHost - Porta Romana Elegant House with Private Parking!

2. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

3. Villa Liberty in The Centre - No Ztl

4. Villa Capanna: A Window onto Tuscany

5. Villa Torre Among the Hills of Siena

6. Stunning villa with large pool in the heart of Chianti 12km from Siena

7. The San Leonino House

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

9. Villa Montecastello

10. Rooster House, cooking classes and opera

11. Il Poggio dell'Eremita

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

13. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

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

15. Villa Il Signorino

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

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

18. Luxury Villa in the Florentine hills

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

20. VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

Find vacation 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