Siena Villas | Expedia

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 - Fifteen Bedroom Villa, Sleeps 30

Siena

HK$44,001 total

includes taxes & fees

13 Sept - 14 Sept

2. Villa Liberty in The Centre - No Ztl

Siena Historical Center

A covered outdoor patio with a wooden table and chairs, a vase of flowers, and a view of the countryside.

3. Villa Capanna: A Window onto Tuscany

Vico dʼArbia

HK$17,652 total

includes taxes & fees

15 Sept - 16 Sept

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

4. Villa Torre Among the Hills of Siena

Vico dʼArbia

HK$17,652 total

includes taxes & fees

5 Oct - 6 Oct

An outdoor seating area with two sofas and a table, a stone wall, and a view of greenery.

5. The San Leonino House

Castellina in Chianti

HK$12,061 total

includes taxes & fees

7 Sept - 8 Sept

A stone building with a tower, surrounded by trees and a garden.

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

Vico dʼArbia

Marina O.

HK$11,757 total

includes taxes & fees

6 Sept - 7 Sept

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

7. Villa Montecastello

Monteriggioni

Alvaro

HK$1,521 total

includes taxes & fees

25 Sept - 26 Sept

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

8. Rooster House, cooking classes and opera

Tavarnelle Val di Pesa

HK$1,194 total

includes taxes & fees

6 Sept - 7 Sept

A stone house with a sloped roof, a wooden porch, and a garden with various plants and flowers.

9. Il Poggio dell'Eremita

Sinalunga

Paul Q.

HK$1,420 total

includes taxes & fees

6 Sept - 7 Sept

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

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

Radda in Chianti

Amber M.

HK$8,783 total

includes taxes & fees

17 Sept - 18 Sept

A rustic stone building with a patio, outdoor seating, and a garden with various plants and flowers.

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

Siena

HK$3,025 total

includes taxes & fees

4 Oct - 5 Oct

A building with a yellow exterior, a door with a number 11 sign, and a window with a potted plant.

12. The three owls of san gimignano

San Gimignano

A poolside area with lounge chairs and umbrellas, a clear view of the pool, and a pathway leading to the pool.

13. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

Siena

HK$49,599 total

includes taxes & fees

22 Sept - 23 Sept

A stone building with a garden pathway leading to it.

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

Montalcino

HK$53,866 total

includes taxes & fees

5 Sept - 6 Sept

A poolside area with lounge chairs, a table with a bottle of champagne, a glass of wine, and a plate of grapes.

15. Private Tuscan Villa Estate w/ Pool & BBQ

Poggibonsi

A two-story building with a stone staircase leading to a wooden door. There is a small outdoor table and a potted plant on the porch.

16. Villa Il Signorino

GREVE IN CHIANTI

Avi A.

HK$4,080 total

includes taxes & fees

5 Sept - 6 Sept

A table with a red and white checkered tablecloth, a hanging light fixture, and a view of green hills and trees.

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.

HK$19,602 total

includes taxes & fees

29 Sept - 30 Sept

An outdoor patio with a table and chairs, surrounded by greenery and a view of distant hills.

18. Luxury Villa in the Florentine hills

Florence

John G.

HK$3,527 total

includes taxes & fees

20 Sept - 21 Sept

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

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

Gaiole in Chianti

Bernard K.

HK$21,674 total

includes taxes & fees

10 Sept - 11 Sept

An outdoor patio with a wooden table and chairs, a hanging lantern, and a view of the surrounding landscape.

20. 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

HK$10,445 total

includes taxes & fees

10 Sept - 11 Sept

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Top Siena Hotel Reviews

Hotel Santa Caterina

10/10 Excellent

"Great location just outside the limited traffic zone, and available parking. Staff were very accommodating and friendly. Fantastic breakfast spread with a lovely view of the Tuscan hills. The room was on the smaller side, but more than adequate for one person for a short stay. The a/c worked very well!"

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	238
Accommodation	85 Villas
Lowest Price	HK$1,194
Highest Price	HK$53,866

Frequently asked questions

How much do villas in Siena cost?

You can expect to pay between HK$1,194 and HK$53,866 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 85 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 'La Petrosa' with Private Pool, Private Garden and Balcony

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

12. The three owls of san gimignano

13. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

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

15. Private Tuscan Villa Estate w/ Pool & BBQ

16. Villa Il Signorino

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

18. Luxury Villa in the Florentine hills

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

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

Find holiday rentals that suit your style

Top Siena Hotel Reviews

Hotel Santa Caterina

Find out more about Siena

Siena Villas information

Frequently asked questions

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