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, (205 reviews)
"Lovely B&B right in the heart of Siena. Pierre was incredibly helpful and kept me up to date prior to my arrival with suggestions for dining out, shopping and bars. Would highly recommend"
United Kingdom
Katherine
The price is NZ$226
includes taxes & fees
21 Aug - 22 Aug
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, (248 reviews)
"The location was amazing. I will never forget the view. Room was huge and access to restaurants and shopping. Also fantastic. We want to go back again already."
United States
Margaret
The price is NZ$234
includes taxes & fees
26 Aug - 27 Aug
La Terrazza Sul Campo Rooming House

3. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (474 reviews)
"Lovely, clean room, comfy bed, decent breakfast "
United Kingdom
Andrew
The price is NZ$244
includes taxes & fees
30 Aug - 31 Aug
Siena Vip

4. B&B Palazzo del Magnifico

B&B Palazzo del Magnifico
Siena City Centre
9.8 out of 10, Exceptional, (73 reviews)
"Wonderful place, great location."
United States
Khaled
The price is NZ$224
includes taxes & fees
20 Aug - 21 Aug
B&B Palazzo del Magnifico

5. Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (130 reviews)
"The room was very impressive with a large Chandelier. The breakfast was Delicious and the staff very very nice and helpful"
United States
Peggy
The price is NZ$316
includes taxes & fees
20 Aug - 21 Aug
Residenza d'Epoca Palazzo Borghesi

6. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (97 reviews)
"Rooms were clean and spacious ! Happy there was a good blow dryer in the room and a heated towel rack. Staff were very friendly and helpful . Would stay again !"
Canada
Alissia
The price is NZ$143
includes taxes & fees
23 Aug - 24 Aug
Domus il Palio B&B

7. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (344 reviews)
"Great stay highly recommend!!"
United States
jon
The price is NZ$179
includes taxes & fees
28 Aug - 29 Aug
ApartHotel Anghel

8. Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (216 reviews)
"Friendly staff and good location."
Canada
Yongseok
The price is NZ$325
includes taxes & fees
2 Sept - 3 Sept
Il Battistero Siena - Residenza d'Epoca

9. PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (110 reviews)
"Fantastic location, walkable to everything, very clean & Hamza was a great host with lots of tips on what to see & where to eat"
United Kingdom
Diane
The price is NZ$393
includes taxes & fees
30 Aug - 31 Aug
PALAZZO DEL PAPA

10. 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$165
includes taxes & fees
21 Aug - 22 Aug
Villa le Camelie Siena

11. Al Mercato B&B

Al Mercato B&B
Siena City Centre
9.0 out of 10, Wonderful, (102 reviews)
"Great location."
Canada
Marie-Christine
The price is NZ$158
includes taxes & fees
24 Aug - 25 Aug
Al Mercato B&B

12. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (48 reviews)
"New facilities, its great, nice, friendly"
United Kingdom
tomaz
The price is NZ$306
includes taxes & fees
6 Sept - 7 Sept
Guild Living Siena Senior Resort & Residence

13. Regis Condo

Regis Condo
Siena City Centre
9.4 out of 10, Exceptional, (78 reviews)
"I loved the location. My only problem was having to wake-up by a jackhammer in the morning as the hotel was remodeling the apartment next door."
United States
Dror
The price is NZ$274
includes taxes & fees
20 Aug - 21 Aug
Regis Condo

14. Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea
Siena
9.8 out of 10, Exceptional, (16 reviews)
"Great host, lovely place near Siena"
United Kingdom
Prem
The price is NZ$222
includes taxes & fees
30 Aug - 31 Aug
Il Pozzo di Sant'Andrea

15. Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (54 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is NZ$213
includes taxes & fees
27 Aug - 28 Aug
Fullino Nero

16. SAN DOMENICO LUXURY APARTMENT

SAN DOMENICO LUXURY APARTMENT
Siena City Centre
10.0 out of 10, Exceptional, (45 reviews)
"Absolutely fantastic location, only 10 mins walk to Campo. Guido met us very close to the apartment so no need to lug heavy bags a long way. Free parking 5 mins walk. Both bathrooms very clean. WiFi & A/C worked well. Comfy beds. A/C is noisy, so the ceiling fans were useful at night when it was hot. Second bedroom was smaller but fine for our two children. Excellent ice cream just opposite, well stocked Conad shop round the corner & nice pizzeria with view of cathedral."
United Kingdom
Gillian
SAN DOMENICO LUXURY APARTMENT

17. City Life - Downtown apartment with hot tub and private parking space

City Life - Downtown apartment with hot tub and private parking space
Siena City Centre
The price is NZ$394
includes taxes & fees
18 Aug - 19 Aug
City Life - Downtown apartment with hot tub and private parking space

18. Casa Ciseri

Casa Ciseri
Siena City Centre
10.0 out of 10, Exceptional, (12 reviews)
"The property is beautiful and location excellent"
United States
Tania
The price is NZ$349
includes taxes & fees
29 Aug - 30 Aug
Casa Ciseri

19. La Coroncina Lodging

La Coroncina Lodging
Siena
10.0 out of 10, Exceptional, (43 reviews)
"Fantastic place, and I highly recommend it."
United States
Hassan
The price is NZ$268
includes taxes & fees
27 Aug - 28 Aug
La Coroncina Lodging

20. Astonish Cathedral View

Astonish Cathedral View
Siena City Centre
10.0 out of 10, Exceptional, (2 reviews)
"Ambiente limpo, localização excelente, vista muito bonita e o anfitrião muito atencioso Voltarei mais vezes! E siena é fantástica "
Brazil
Renata
The price is NZ$210
includes taxes & fees
30 Aug - 31 Aug
Astonish Cathedral 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 an espresso maker. 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 42 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 Val di Merse and All'Orto de' Pecci are a couple of great 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.