Siena Villas ￥21,899

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 - Sixteen Bedroom Villa, Sleeps 31

Siena

Ron M.

￥1,338,621 total

includes taxes & fees

Nov 9 - Nov 10

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

￥262,814 total

includes taxes & fees

Nov 9 - Nov 10

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

3. Villa Torre Among the Hills of Siena

Vico dʼArbia

￥262,814 total

includes taxes & fees

Nov 9 - Nov 10

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 full of elegance and charm

Toscana

￥460,040 total

includes taxes & fees

Nov 9 - Nov 10

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.

￥193,835 total

includes taxes & fees

Nov 9 - Nov 10

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

6. Villa Montecastello

Monteriggioni

Alvaro

￥56,092 total

includes taxes & fees

Nov 21 - Nov 22

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.

￥26,968 total

includes taxes & fees

Nov 9 - Nov 10

A large estate with a swimming pool, tennis court, and multiple guest rooms.

8. VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

Colle Val D'Elsa

￥2,083,869 total

includes taxes & fees

Nov 29 - Nov 30

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

9. Rooster House, Cooking Classes, and Opera

Tavarnelle Val di Pesa

￥21,899 total

includes taxes & fees

Nov 10 - Nov 11

A stone building with a garden pathway leading to it.

10. VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

Montalcino

￥1,130,234 total

includes taxes & fees

Nov 9 - Nov 10

A stone building with a swimming pool, wooden deck, and a tall tree.

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

Radda in Chianti

"RUN as fast as you can. Booked this place and left hours after. Here is why:1. It is actually part of a commune. Numerous other building that don't appear in pictures or description on VRBO2. There are 2 separate units. One up, One down. Require separate entrance3. Downstairs bathroom flooded. Owner admits to a broken pipe in the wall, so says use the other 2 upstairs. So, go outside, upstairs, unlock the door to use the bathroom in the middle of the night? We decide to sleep upstairs with the...

JIm B.

￥190,367 total

includes taxes & fees

Nov 11 - Nov 12

A terrace with wicker furniture, a stone planter with flowers, and a view of vineyards and hills.

12. Villa 'Erbolino' with Private Garden, Outdoor Stone Bathtub and Wi-Fi

Gaiole in Chianti

Bernard K.

￥274,435 total

includes taxes & fees

Nov 15 - Nov 16

A rustic stone building with a balcony, surrounded by lush greenery and flowering plants.

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

Rapolano Terme

Toon M.

￥160,939 total

includes taxes & fees

Nov 9 - Nov 10

A courtyard with a pathway, a small pool, and a variety of trees and shrubs.

14. 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

Trequanda

￥41,498 total

includes taxes & fees

Nov 11 - Nov 12

A covered balcony with a brick railing, a bench, and a view of lush greenery.

15. Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

Certaldo - Firenze

Kelly C.

￥205,288 total

includes taxes & fees

Nov 9 - Nov 10

A stone building with a sloped roof and a chimney, surrounded by a grassy area and trees.

16. Red Heart - Relax with Your Loved Ones in Tuscany

Trequanda

￥142,163 total

includes taxes & fees

Nov 9 - Nov 10

A villa with a swimming pool, surrounded by lush greenery and vineyards.

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

Montespertoli

￥954,341 total

includes taxes & fees

Nov 15 - Nov 16

A modern outdoor space with a rectangular pool, a wooden bench, and a well-maintained lawn.

18. Villa 'Dimora degli angeli' – An Exclusive Experience in the Heart of Tuscany

Vaggio

￥183,063 total

includes taxes & fees

Nov 9 - Nov 10

A tree, a lamp post, and a clear blue pool with a view of distant mountains.

19. Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi

Torrita di Siena

"Our first trip to Tuscany was made extra special by our accommodations. From the moment we arrived, our hosts Nunzia and Luca were so attentive to all our needs. They made sure we had great recommendations. We even spent a few hours at their house doing wine tasting and a tour of their operation. Make sure you get to try Day 1 wine…was my favorite!! Would highly recommend this location as a great landing spot in Tuscany. Located so close to many great little villages."

Nate D.

￥358,602 total

includes taxes & fees

Nov 9 - Nov 10

A multi-story building with a stone pathway leading to the entrance, surrounded by lush greenery and flowering plants.

20. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

Firenze

￥2,500,643 total

includes taxes & fees

Nov 9 - Nov 10

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Top Siena Hotel Reviews

Palazzo Ravizza

10/10 Excellent

"Hotel staff are so friendly and helpful. They made me feel very welcoming. Beautiful garden and views in the back of the hotel. Large bathroom. I will stay here again."

Villa Ermellina Siena, a Tribute Portfolio Hotel

10/10 Excellent

"Charming, beautifully decorated, and pet-friendly hotel We enjoyed our stay at this charming hotel. It is very cutely decorated and has lots of character. The location is great if you prefer staying outside the busy city center while still having convenient access to everything. The room was a good size—not too big or too small—with a comfortable bed and a spacious bathroom. Breakfast was also very good, offering everything you need to start the day. Another big plus is that the hotel is pet-friendly! If I had to mention anything, it would be a few minor finishing details, such as the AC vents, that seemed a little unfinished. Nothing major, just small touches that could make the overall experience even better. Overall, a lovely hotel with charm, comfortable rooms, and a welcoming atmosphere. We would happily stay again!"

Il Chiostro del Carmine

8/10 Good

"The location was excellent, within walking distance to all the sights but far enough that it was quiet. Breakfast was excellent and if you can get window seating, it will make a perfect start of the day. The staff was helpful but remains in the background unless you need something. The room was clean, only caveat is the shower is rather small for such a big bathroom. We will stay here again."

Hotel Italia

10/10 Excellent

"We stayed at this basic but nice 3-star hotel just one night while visiting Siena. We had a room for 3 for my wife and I and our adult daughter. The hotel was easy walking distance from the train/bus station. It's kind of weird because you enter an indoor shopping area across the street from the station and then go up about 6 banks of escalators to get up the hillside. Then the hotel is just a block away. One of the AC units didn't work but friendly staff helped start the other one. All staff were very friendly and spoke English. Easy walk a few blocks into the old city. Wonderful breakfast!!! We were able to leave our bags for most of the day while we explored the city prior to leaving on the bus again. I would definitely stay again."

Find out more about Siena

Siena Villas information

Number of reviews	97
Accommodation	89 Villas
Lowest Price	￥21,899
Highest Price	￥2,500,643

Frequently asked questions

How much do villas in Siena cost?

You can expect to pay between ￥21,899 and ￥2,500,643 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 89 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 - Sixteen Bedroom Villa, Sleeps 31

2. Villa Capanna: A Window onto Tuscany

3. Villa Torre Among the Hills of Siena

4. Villa Mami: A Tuscan retreat full of elegance and charm

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

6. Villa Montecastello

7. Il Poggio dell'Eremita

8. VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

9. Rooster House, Cooking Classes, and Opera

10. VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

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

12. Villa 'Erbolino' with Private Garden, Outdoor Stone Bathtub and Wi-Fi

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

14. 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

15. Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

16. Red Heart - Relax with Your Loved Ones in Tuscany

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

18. Villa 'Dimora degli angeli' – An Exclusive Experience in the Heart of Tuscany

19. Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi

20. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

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