Best Siena Villas: Private & Luxury Villa Accommodations in Siena

A historic town with terracotta-roof buildings, a prominent church, and a hilltop fortress.

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Our top choices for Siena villas

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

Siena

includes taxes & fees

6 July - 7 July

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

Vico dʼArbia

includes taxes & fees

26 July - 27 July

Villa Torre Among the Hills of Siena

Vico dʼArbia

includes taxes & fees

26 July - 27 July

Villa Capanna: A Window onto Tuscany

Vico dʼArbia

includes taxes & fees

1 Aug - 2 Aug

Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Monteriggioni

Alvaro

includes taxes & fees

12 July - 13 July

Rooster House, cooking classes and opera

Toscana

includes taxes & fees

7 July - 8 July

Luxury Villa in the Florentine hills

Florence

edward p.

includes taxes & fees

19 July - 20 July

Villa 'Podere Sofia' with Mountain View, Private Terrace and Wi-Fi

Gaiole in Chianti

includes taxes & fees

6 July - 7 July

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Top Siena Hotel Reviews

Villa Scacciapensieri Boutique Hotel

10/10 Excellent

"Such a beautiful property. Exceptional service by a fabulous staff. The food was phenomenal. Perfect place for a honeymoon."

Palazzo Ravizza

10/10 Excellent

"This is a traditional and historic building with high ceilings and a beautiful garden overlooking the surrounding countryside.It is not a modern contemporary hotel, but the rooms are lovely, the garden was beautiful and a good breakfast too. There is a small bar in the evening, but no restaurant for an evening meal, but frankly you will likely want to explore and eat out at one of the many restaurants in the old town. A great find."

Borgo Grondaie

10/10 Excellent

"We stayed at this property for 4 nights at the end of June with our 2 teenage daughters in the 2 bedroom apartment named Cipresa (Cypress). We all loved our stay here, the grounds were lovely, the pool was so clean and refreshing and the location was perfect for what were were looking for after 4 busy days in Florence. The ability to have laundry access was also very helpful. Parking was convenient, it was easy to either walk into Siena (very safe and about 20 min) or the front desk can call you taxi for about 12 euros. It was a little harder to get a taxi home after 9pm so we typically taxied in and then walked back for dinner. The employees were all absolutely wonderful and so helpful with dinner suggestions and even called and made some reservations for us. We would stay here agin without a second thought."

NH Siena

8/10 Good

"The location was nice and beds very comfortable. Only complaint is the way the lighting was set up on our room. You could not have light to use the bathroom unless you turned on the main lighting in the room which was very bright for everyone. We talked with another couple staying in the hotel and that was their only problem too. I always pack a small flashlight and would recommend ."

Hotel Italia

10/10 Excellent

"Hotel Italia was an absolute gem. The staff were incredibly friendly and helpful — they understood we were tired from traveling with teens and even nailed a salon recommendation that turned out to be the best hair wash of my life, just minutes from the hotel. Our room was spotless, quiet, and the A/C worked perfectly; we didn’t hear a sound from neighbors or stair traffic. The location is a sweet spot — only 5 to 10 minutes from the tourist sights, yet tucked in a local neighborhood with bakeries and grocery stores, giving us that refreshing, peaceful feeling of being disconnected from the tourist rush. Breakfast was amazing, and the little teen-approved Duomo and gelato challenges made exploring even more fun. Bottom line: we’d come back and stay here again in a heartbeat. For anyone visiting Siena, Hotel Italia at Porta Camollia gives you that perfect “live like a local” buffer before diving into the Duomo and Piazza del Campo — and if you need a salon, just ask reception; their pick is solid."

Find out more about Siena

Siena Villas information

Number of reviews	224
Accommodation	73 Villas
Lowest Price	AU$201
Highest Price	AU$11,837

Frequently asked questions

How much do villas in Siena cost?

Villas in Siena cost between AU$201 and AU$11,837 per night. These getaways provide the privacy to enjoy your own space at a price that won't stretch the budget. This price was 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?

Pack your suitcase and pick from 73 villas in Siena. For a family escape, a romantic break or anything in between, Expedia will help you find the perfect place in just a few clicks.

What is there to do near my villa in Siena?

No matter your interests, Siena has lots of things to keep you entertained. Siena Cathedral, Monteriggioni Castle and Palazzo Pubblico are on many visitors' sightseeing itineraries. Don't forget to explore Civic Museum, Museo dellOpera del Duomo and Terra di Seta either. With Expedia's hotel deals in Siena, you can see more popular attractions like these with the cash you save.

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Siena Holiday Rentals

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Siena villas

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

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

Villa Torre Among the Hills of Siena

Villa Capanna: A Window onto Tuscany

Villa Montecastello

Rooster House, cooking classes and opera

Luxury Villa in the Florentine hills

Villa 'Podere Sofia' with Mountain View, Private Terrace and Wi-Fi

Villa Marcolina

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

Villa Il Signorino

The three owls of san gimignano

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

Il Poggio dell'Eremita

My Exclusive Italy - Classic Suite in a Luxury Wine Estate

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

Villa 'Il Conventino' with Private Pool, Wi-Fi, and Air Conditioning

Villa 'La Tinaia Il Sole Verde' with Shared Pool and Wi-Fi

My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate

VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

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Top Siena Hotel Reviews

Villa Scacciapensieri Boutique Hotel

Find out more about Siena

Siena Villas information

Frequently asked questions

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