Siena Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Siena

Independent apartment near Piazza del Campo
10.0 out of 10, Exceptional, (8)
"Cosy, quirky and convenient. We loved it. "
The price is NZ$341
per night
2 Jun - 3 Jun
Independent apartment near Piazza del Campo
Lovely Tuscan Country House
10.0 out of 10, Exceptional, (18)
"The property was more than we anticipated. The veranda was gorgeous. We used it as much as possible. The property owners were respectful and responsive. It was a joy meeting the family. We stayed for 2 weeks and we were sad to leave. The property is located in a convenient location. Recommend this property for a long stay. You will not regret your stay."
Lovely Tuscan Country House
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
10.0 out of 10, Exceptional, (83)
"Very picturesque region"
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
Save an average of 15% on thousands of hotels when you're signed in
Beautiful farmhouse nestled in very sweet hills just a few minutes from Siena
10.0 out of 10, Exceptional, (12)
"We had a great time at this picturesque villa. Lavinia and her family are wonderful hosts! Thank you!"
Beautiful farmhouse nestled in very sweet hills just a few minutes from Siena
Villa with garden and private parking a stone's throw from the center!
10.0 out of 10, Exceptional, (1)
"Our host was welcoming, and friendly. And knowlable of Siena."
The price is NZ$211
per night
21 May - 22 May
Villa with garden and private parking a stone's throw from the center!
Casa Buonsignori - Apartment in historical center of Siena
10.0 out of 10, Exceptional, (61)
"Excellent location..short walk to everything."
The price is NZ$300
per night
1 Jun - 2 Jun
Casa Buonsignori - Apartment in historical center of Siena
Legnaia countryside luxury property, shared pool, ideal base to discover Tuscany
10.0 out of 10, Exceptional, (4)
"Friendly welcome. Everywhere is immaculate inside and out. Well equipped and very comfortable. Good sized pool area with loungers and parasols all in good condition. In front of villa was a bbq, a large very comfortable seating area with large parasol and a separate dining area. There was also an inner courtyard with pizza oven. The villa is in easy reach of Siena and good for a week’s stay. The owners clearly care so much and want their guests to be comfortable. A car is needed."
Legnaia countryside luxury property, shared pool, ideal base to discover Tuscany
Guest House Bandini: elegance in the heart of Siena
10.0 out of 10, Exceptional, (1)
"The property manager helped transfer our us to another bog their apartments as we had booked the wrong dates They were very helpful We had a nice apartment in a great location though it was not the one in This picture"
The price is NZ$511
per night
14 May - 15 May
Guest House Bandini: elegance in the heart of Siena
Penthouse San Francesco
10.0 out of 10, Exceptional, (53)
"This is without out the greatest Vrbo we have ever stayed at in our lives! Five stars does not even begin to explain the property! Alessandro picked us up from the train station, and when we could not find a taxi for our departure, he came and picked us up and took us back to the train station! The villa itself was exquisitely, clean and completely stocked. Reviews are the wonderful city from the terrace were absolutely gorgeous. We were so impressed by our stay in our house that we are planning...
Penthouse San Francesco
Family apartment with magical view on the old city, balcony, wifi & parking
9.8 out of 10, Exceptional, (35)
"The apartment is very spacious with lots of antiques and has a home from home feel. It is about a 20 min walk into town, uphill in places but straight forward. Parking is tight so bring a small car 😊. The views across to the old town are great and the balcony space a plus."
Family apartment with magical view on the old city, balcony, wifi & parking
Charming apartment a few steps from the historic center of Siena
9.8 out of 10, Exceptional, (27)
"The location and amenities were perfect for our group. The apartment was comfortable, well appointed, and in a perfect location for our outings. Highly recommend!"
Charming apartment a few steps from the historic center of Siena
Beautiful stone house with garden and private pool.
9.8 out of 10, Exceptional, (46)
"Pros: Very pretty home, with a beautiful view! Very quiet. Fully equipped kitchen was great. We enjoyed the pool and taking walks along the road. The property manager was communicative and very patient with all our questions and booking changes as we planned our trip. Washing machine, laundry soap, basket, and rack were very much appreciated. Cons: Directions to the property were very difficult to follow. 20 minute drive from Siena (which, to be fair, we knew when we booked it). The beds...
Beautiful stone house with garden and private pool.
Apartment with a view
9.8 out of 10, Exceptional, (26)
"We LOVED our apartment in Siena. The location is perfect and the apartment is spacious and comfortable. Cozy. We would definitely recommend it. And Federica was super responsive, checking in on us several times to make sure all was going well. Thank you, Federica!"
Apartment with a view
Nice apartment in the historic center
9.8 out of 10, Exceptional, (10)
"Everything was great, but we had difficulty adjusting to the “premium bedding.”"
Nice apartment in the historic center
Il Battistero Siena - Residenza d'Epoca
9.6 out of 10, Exceptional, (116)
"Center of everything. Great service and communication. "
The price is NZ$242
per night
16 May - 17 May
Il Battistero Siena - Residenza d'Epoca
La Terrazza Sul Campo Rooming House
9.6 out of 10, Exceptional, (209)
"La Terrassa is great! The location and view over Il Campo in Siena is simply spectacular. The welcome from host Viola is brilliant (so many hotels could learn from her skills and warmth). The Suite is huge, feels like your own apartment. Breakfast snacks and lots of drinks provided. Highly recommended! "
The price is NZ$221
per night
17 May - 18 May
La Terrazza Sul Campo Rooming House
Residenza d'Epoca Palazzo Borghesi
9.6 out of 10, Exceptional, (97)
"Excellent location blocks from the Duomo. Beautiful large rooms. Access to a small roof area with panoramic view. Breakfast—you order what you want the day before with plenty of options. "
The price is NZ$405
per night
10 Jun - 11 Jun
Residenza d'Epoca Palazzo Borghesi
Porta Pispini Residence
2.0 star property
9.6 out of 10, Exceptional, (10)
"We were amused by the combo washer/dryer that no one could figure out how to use. The hot water in the shower was instantaneous, very nice. "
Porta Pispini Residence
Holiday Apartment "Curtatone" with Wi-Fi
9.4 out of 10, Exceptional, (16)
"Great location, uniquely beautiful apartment. Slight traffic noise at night, to be expected in city center."
The price is NZ$334
per night
15 May - 16 May
Holiday Apartment "Curtatone" with Wi-Fi
Apartment in a historic residence in the center of Siena
9.4 out of 10, Exceptional, (92)
"We loved this historic apartment in Siena. Our host was super helpful and always there for us. Its authenticity is just what we love."
Apartment in a historic residence in the center of Siena
Don't see what you're looking for?
See all available properties in Siena
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Siena you may be interested in

Pensione Palazzo Ravizza
4.0 star property
9.4 out of 10, Exceptional, (457)
"We enjoyed our stay very much. Beautiful view of the hills from our comfortable room. Wonderful property and grounds located in proximity to the Duomo and Square. On site parking can’t be beat."
The price is NZ$277
per night
4 Jun - 5 Jun
Pensione Palazzo Ravizza
Hotel Athena
4.0 star property
9.2 out of 10, Wonderful, (1001)
"A great hotel - friendly, welcoming & very friendly staff. Very helpful & I really felt welcomed! The breakfast staff were wonderful - with special mention to Bedere - who was always happy to go the extra mile. The coffee was great, thank you! I liked that the hotel was just outside the main centre - but a very easy walk to the centre, & away from the noise, parties & drums 😋. I thought the hotel went beyond the norm to make the hotel guests feel welcome. Such friendly and pleasant staff - and...
The price is NZ$310
per night
2 Jun - 3 Jun
Hotel Athena
Grand Hotel Continental Siena – Starhotels Collezione
5.0 star property
9.2 out of 10, Wonderful, (473)
"Fantastic room and property-only downside is the incredible street noise well into the night-ask for a higher room"
The price is NZ$1,002
per night
17 May - 18 May
Grand Hotel Continental Siena – Starhotels Collezione
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Siena holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Siena. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Siena. Seeing all the best attractions is bound to make you fall in love with Siena. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Siena short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Siena?

Yes, there are holiday rentals in Siena close to Frateria di Padre Eligio, or you can select a more secluded option if you're looking for a relaxing stay. The cathedral and museums are just a few reasons why travellers like Siena. While you're in the area, grab a bite or have a drink at the cafes and wineries.

What are some of the best holiday rentals that Siena has to offer?

Independent house in the hills of the Sienese countryside: This holiday home rental outside of Siena is located in a rural location, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Siena?

With 80 Expedia holiday rentals, you're guaranteed to find just the right place for your Siena stay.

What can I see and do in Siena?

Family-friendly attractions include Frateria di Padre Eligio and Fisiocritici Onlus Academy Natural History Museum, whereas Enoteca Italiana and Val di Merse are a couple of great spots to enjoy the outdoors. While here, Piazza del Campo and Fonte Gaia are other places worth a visit.

What are holiday rentals like in Siena?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Siena. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from shared hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a family trip or a small group gathering.

Recent reviews of Siena properties
Expedia verified reviews