Siena Holiday Rentals

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Our top choices for Siena holiday rentals

Residence in Siena City Centre

Il Battistero Siena - Residenza d'Epoca
9.6 out of 10, Exceptional, (194)
"Great location and friendly staff. "
United States
Parissa
Il Battistero Siena - Residenza d'Epoca

Townhouse in Siena City Centre

Siena Vip
9.2 out of 10, Wonderful, (423)
"A great location!"
Canada
Cheryl
The price is NZ$274
includes taxes & fees
4 Jan - 5 Jan 2026
Siena Vip

Residence in Siena City Centre

La Terrazza Sul Campo Rooming House
9.8 out of 10, Exceptional, (239)
"Huge room! Great location "
Canada
karen
La Terrazza Sul Campo Rooming House

Townhouse in Siena City Centre

Al Mercato B&B
9.0 out of 10, Wonderful, (96)
"Hotel is a one block from main square of the city also have a good restaurant around the corner "
United States
Guillermo
The price is NZ$170
includes taxes & fees
18 Jan - 19 Jan 2026
Al Mercato B&B

Townhouse in Siena City Centre

PALAZZO DEL PAPA
9.6 out of 10, Exceptional, (96)
"Hamza was so wonderful and accommodating, would definitely stay here again!"
United States
Elise
The price is NZ$366
includes taxes & fees
6 Jan - 7 Jan 2026
PALAZZO DEL PAPA

Residence in Siena City Centre

Residenza d'Epoca Palazzo Borghesi
9.6 out of 10, Exceptional, (116)
"We enjoyed our stay here. Convenient, clean, central to city center, shops, and restaurants. We would stay here again."
United States
Linda
The price is NZ$310
includes taxes & fees
13 Jan - 14 Jan 2026
Residenza d'Epoca Palazzo Borghesi

Townhouse in Siena City Centre

B&B Palazzo del Magnifico
9.8 out of 10, Exceptional, (63)
"Great location. Room spacious and clean. Personnel friendly and great service walkable to best historic places. Could find something better "
United States
Rodolfo
B&B Palazzo del Magnifico

Aparthotel in Siena

La Coroncina Lodging
10.0 out of 10, Exceptional, (42)
"Fantastic place, and I highly recommend it."
United States
Hassan
The price is NZ$187
includes taxes & fees
13 Jan - 14 Jan 2026
La Coroncina Lodging

Apartment in Siena City Centre

Regis Condo
9.4 out of 10, Exceptional, (65)
"This was one of our favorite stays in Italy. It was spacious, clean, and in a great part of the city."
United States
Ben
Regis Condo

Townhouse in Siena City Centre

Palazzo Masi
8.8 out of 10, Excellent, (84)
"Very friendly and attentive, a very clean place and its location is excellent. "
United States
Gloria
The price is NZ$191
includes taxes & fees
2 Jan - 3 Jan 2026
Palazzo Masi

Apartment in Siena

ApartHotel Anghel
8.4 out of 10, Very good, (335)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
The price is NZ$132
includes taxes & fees
30 Jan - 31 Jan 2026
ApartHotel Anghel

Aparthotel in Siena City Centre

The Balcony Suite -Piazza del Campo View
9.2 out of 10, Wonderful, (16)
"Perfect location to explore Siena, right on the Campo. The apartment was warm and comfortable. As to be expected in such a central location, the noise & music from then restaurants on the piazza was loud till the early hours on Saturday night (so bring earplugs) but the other night was fine. "
Australia
Nicola
The price is NZ$361
includes taxes & fees
5 Jan - 6 Jan 2026
The Balcony Suite -Piazza del Campo View

Cottage in Siena

Fullino Nero
9.6 out of 10, Exceptional, (49)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is NZ$209
includes taxes & fees
7 Jan - 8 Jan 2026
Fullino Nero

Townhouse in Siena City Centre

B&B Il Corso
9.8 out of 10, Exceptional, (192)
"Safe, clean, close to all attractions"
Canada
Carlo
B&B Il Corso

Townhouse in Ravacciano

Domus il Palio B&B
9.2 out of 10, Wonderful, (81)
"Convenient for parking, clean and relatively easy access to the town. The rooms were functional, getting into the place after hours was easy ( check in). No breakfast but a supermarket was 300 meters away"
Canada
Marcus
Domus il Palio B&B

Townhouse in Siena City Centre

Birbo Bike Hospitality
8.0 out of 10, Very good, (17)
"Great location. Easier if travel light if you stay in top floors. Simple but clean. Good cost-benefit balance. "
United States
Carlos
Birbo Bike Hospitality

Townhouse in Petriccio

Villa le Camelie Siena
8.6 out of 10, Excellent, (8)
"Personal people are very good. "
Switzerland
Wenjuan
The price is NZ$191
includes taxes & fees
10 Jan - 11 Jan 2026
Villa le Camelie Siena

Apartment in Castellina in Chianti

Casa Vacanze Squarcialupi
8.0 out of 10, Very good, (2)
"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "
United States
Jeffrey
The price is NZ$228
includes taxes & fees
7 Jan - 8 Jan 2026
Casa Vacanze Squarcialupi

Townhouse in Siena City Centre

B&B Dei Rossi
8.2 out of 10, Very good, (18)
"Wonderful stay. Large room, shared kitchen and great location to shops and restaurants. A lot of stairs, but it comes with a beautiful view. "
Canada
Alana
The price is NZ$150
includes taxes & fees
22 Jan - 23 Jan 2026
B&B Dei Rossi

Apartment in Siena City Centre

Rinidia Siena Centro
8.0 out of 10, Very good, (1)
"The property is in a FANTASTIC location."
United States
Donna
The price is NZ$311
includes taxes & fees
29 Jan - 30 Jan 2026
Rinidia Siena Centro
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

Everything you need to know about Siena holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Siena holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Siena holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Siena holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Siena. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Siena holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Siena holiday rentals we have selected for you start as low as NZ$132 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Siena rentals

At Expedia, we put the best Siena holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Siena rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Siena holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Siena. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

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 electric kettle. You can relax into your holiday with a garden and a library.

How many holiday rentals are there in Siena?

With 46 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 Civic Museum 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.