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

Siena Holiday Rentals

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Our top choices for Siena holiday rentals

1. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (210 reviews)
"We enjoyed our stay very much. Staff was very friendly and offered great advise on places to eat. The rooms had great charm to them. We were delighted with our selection of where to stay."
United States
Enrique
The price is NZ$231
includes taxes & fees
25 Oct - 26 Oct
B&B Il Corso

2. La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (251 reviews)
"Great stay. Thanks for the hospitality and kindness."
United Kingdom
Agnieszka
The price is NZ$266
includes taxes & fees
29 Oct - 30 Oct
La Terrazza Sul Campo Rooming House

3. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (484 reviews)
"Fantastic location and very friendly staff, we will definitely be back"
United Kingdom
Luis
The price is NZ$218
includes taxes & fees
21 Oct - 22 Oct
Siena Vip

4. PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (112 reviews)
"We loved our stay The host made us feel appreciated and really went out of his way to show us the highlight spots to see and where to eat. Thanks you."
Canada
scott
The price is NZ$407
includes taxes & fees
25 Oct - 26 Oct
PALAZZO DEL PAPA

5. Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (219 reviews)
"The room was so unique and convenient for everything we wanted to do. Wish we could have spent more than one night!"
United States
Kellie
The price is NZ$464
includes taxes & fees
30 Sept - 1 Oct
Il Battistero Siena - Residenza d'Epoca

6. Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (131 reviews)
"We had a great experience Property is perfectly located."
United States
Roman
The price is NZ$386
includes taxes & fees
30 Oct - 31 Oct
Residenza d'Epoca Palazzo Borghesi

7. Casa Ciseri

Casa Ciseri
Siena City Centre
10.0 out of 10, Exceptional, (13 reviews)
"The property is beautiful and location excellent"
United States
Tania
The price is NZ$522
includes taxes & fees
30 Oct - 31 Oct
Casa Ciseri

8. Porta Pispini Residence

Porta Pispini Residence
2.0 star property
Siena Historical Center
9.4 out of 10, Exceptional, (24 reviews)
"A fabulous property - well appointed and equipped. Very modern, clean and quiet. We enjoyed our daily walks into Siena via the Porta Pispini. We would love to stay here again."
Canada
Michael
Porta Pispini Residence

9. B&B Palazzo del Magnifico

B&B Palazzo del Magnifico
Siena City Centre
9.8 out of 10, Exceptional, (74 reviews)
"Wonderful place, great location."
United States
Khaled
The price is NZ$298
includes taxes & fees
14 Oct - 15 Oct
B&B Palazzo del Magnifico

10. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (98 reviews)
"Everything was very clean and modern, working perfect. We didn’t meet anyone from the staff. And it would be nice if they leave some bottle of water for each room. We like the place a lot. People have to consider that it is outside Siena walls and it’s a pretty steep and long distance walk"
United States
María
The price is NZ$138
includes taxes & fees
20 Oct - 21 Oct
Domus il Palio B&B

11. Al Mercato B&B

Al Mercato B&B
Siena City Centre
9.0 out of 10, Wonderful, (104 reviews)
"Great location."
Canada
Marie-Christine
The price is NZ$180
includes taxes & fees
27 Oct - 28 Oct
Al Mercato B&B

12. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (51 reviews)
"Amazing! Thank you!"
United Kingdom
Lucy
The price is NZ$266
includes taxes & fees
25 Oct - 26 Oct
Guild Living Siena Senior Resort & Residence

13. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (347 reviews)
"Humming noise in the room. Slow internet. Fine bed. Good location."
Netherlands
Lauro
The price is NZ$168
includes taxes & fees
14 Oct - 15 Oct
ApartHotel Anghel

14. THE EATER'S NEST - Unique in the Piazza del Campo

THE EATER'S NEST - Unique in the Piazza del Campo
Siena City Centre
9.6 out of 10, Exceptional, (14 reviews)
"Comfy bed, great location!"
United States
Benjamin C.
The price is NZ$309
includes taxes & fees
1 Oct - 2 Oct
THE EATER'S NEST - Unique in the Piazza del Campo

15. Palazzo Lenzi

Palazzo Lenzi
Siena City Centre
9.6 out of 10, Exceptional, (5 reviews)
"Most amazing room. Clean and large with the most amazing view in the city!"
United States
Nathaniel
The price is NZ$468
includes taxes & fees
14 Oct - 15 Oct
Palazzo Lenzi

16. Villa Liberty TownHouse

Villa Liberty TownHouse
Siena Historical Center
10.0 out of 10, Exceptional, (9 reviews)
"Very nice and spacious house. Big rooms and bathrooms. Well equipped with All amenities. Has washer (no dryer). Great location. Host was responsive and check-in was easy. We enjoyed our stay here. Thank you."
United States
Percy
The price is NZ$544
includes taxes & fees
6 Oct - 7 Oct
Villa Liberty TownHouse

17. Regis Condo

Regis Condo
Siena City Centre
9.4 out of 10, Exceptional, (80 reviews)
"We loved this place; lovely large space, bed was lovely, shower was great. The access to the back garden was an added bonus."
Norway
Ida Christine
The price is NZ$269
includes taxes & fees
25 Oct - 26 Oct
Regis Condo

18. Villa le Camelie Siena

Villa le Camelie Siena
Petriccio
8.6 out of 10, Excellent, (8 reviews)
"Nice for the price. Would stay there again."
United States
Mark
The price is NZ$169
includes taxes & fees
29 Oct - 30 Oct
Villa le Camelie Siena

19. Birbo Bike Hospitality

Birbo Bike Hospitality
Siena City Centre
8.0 out of 10, Very good, (17 reviews)
"Beautiful view from our room at the top"
United States
ralph
The price is NZ$276
includes taxes & fees
30 Oct - 31 Oct
Birbo Bike Hospitality

20. The Balcony Suite -Piazza del Campo View

The Balcony Suite -Piazza del Campo View
Siena City Centre
9.4 out of 10, Exceptional, (21 reviews)
"Amazing location, property was immaculate and spacious. Great air con and facilities. Balcony overlooking the Campo was a wee added bonus."
United Kingdom
Lee
The price is NZ$462
includes taxes & fees
4 Oct - 5 Oct
The Balcony Suite -Piazza del Campo View
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.
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Top Siena Hotel Reviews

Find out more about Siena

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.

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Frequently asked questions

Are there holiday rentals in Siena?

Yes, there are holiday rentals in Siena close to Teatro dei Rozzi, 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?

Borgo Argiano: This holiday home rental outside of Siena is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware. You can relax into your holiday with a garden and a library. Our travellers also rate Beautiful stone house with garden and private pool. as a favourite home for rent in Siena.

How many holiday rentals are there in Siena?

With 41 Expedia holiday rentals, you're guaranteed to find just the right place for your Siena stay.

What can I see and do in Siena?

Cultural attractions include Civic Museum and Museum of Torture, whereas Val di Merse and All'Orto de' Pecci are a couple of picturesque spots to enjoy the outdoors. While here, Piazza del Campo and Palazzo Pubblico 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.