Siena Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Siena vacation rentals

Birthday party area
Siena Vip

Townhouse in Siena City Centre

Siena Vip
9.2 out of 10, Wonderful, (422)
"A great location!"
Canada
Cheryl
The price is P8,203
P9,298 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Siena Vip
Bar (on property)
Il Battistero Siena - Residenza d'Epoca

Residence in Siena City Centre

Il Battistero Siena - Residenza d'Epoca
9.6 out of 10, Exceptional, (193)
"Great location and friendly staff. "
United States
Parissa
Il Battistero Siena - Residenza d'Epoca
32-inch Smart TV with digital channels, TV, streaming services
B&B Il Corso

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
Exterior
PALAZZO DEL PAPA

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 P11,252
P12,652 total
includes taxes & fees
Dec 27 - Dec 28
PALAZZO DEL PAPA
Premium bedding, Select Comfort beds, minibar, in-room safe
La Terrazza Sul Campo Rooming House

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
Property grounds
Il Pozzo di Sant'Andrea

Townhouse in Siena

Il Pozzo di Sant'Andrea
9.8 out of 10, Exceptional, (16)
"Great host, lovely place near Siena"
United Kingdom
Prem
Il Pozzo di Sant'Andrea
Lobby lounge
ApartHotel Anghel

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 P3,654
P4,294 total
includes taxes & fees
Dec 24 - Dec 25
ApartHotel Anghel
View from room
Residenza d'Epoca Palazzo Borghesi

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 P10,928
P12,297 total
includes taxes & fees
Jan 23 - Jan 24, 2026
Residenza d'Epoca Palazzo Borghesi
View from room
A Casa Mastacchi

Townhouse in Siena City Centre

A Casa Mastacchi
7.8 out of 10, Good, (25)
"Pleasant place"
France
Claude
The price is P6,149
P7,039 total
includes taxes & fees
Jan 7 - Jan 8, 2026
A Casa Mastacchi
Restaurant
B&B Dei Rossi

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 P4,810
P5,566 total
includes taxes & fees
Jan 7 - Jan 8, 2026
B&B Dei Rossi
Gazebo
Domus il Palio B&B

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
View from room
B&B Palazzo del Magnifico

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
Desk, iron/ironing board, free WiFi, bed sheets
Al Mercato B&B

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 P4,688
P6,037 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Al Mercato B&B
Exterior
Villa le Camelie Siena

Townhouse in Petriccio

Villa le Camelie Siena
8.6 out of 10, Excellent, (8)
"Personal people are very good. "
Switzerland
Wenjuan
The price is P5,344
P6,153 total
includes taxes & fees
Dec 24 - Dec 25
Villa le Camelie Siena
Private kitchen
Regis Condo

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
Garden
Fullino Nero

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 P6,876
P7,839 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Fullino Nero
Living area
Palazzo Masi

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 P5,626
P6,464 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Palazzo Masi
Daily cooked-to-order breakfast (EUR 15 per person)
La Coroncina Lodging

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 P7,142
P8,133 total
includes taxes & fees
Jan 14 - Jan 15, 2026
La Coroncina Lodging
Exterior
The Balcony Suite -Piazza del Campo View

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 P11,362
P12,980 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Balcony Suite -Piazza del Campo View
Terrace/patio
Casa Vacanze Squarcialupi

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 P7,089
P8,210 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Casa Vacanze Squarcialupi
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

Hotel Palazzetto Rosso

Hotel Palazzetto Rosso

10/10 Excellent
"One of the most extraordinary properties I’ve ever stayed in. 6 stars on a scale of 5! Phenomenal staff. Great room size. What a pleasure!!!"
jeffrey 2-night trip
Posted 3 days ago
Hotel Palazzetto Rosso

Find out more about Siena

Search for holiday rentals in Siena on Expedia! You can easily find your home rentals, villas, holiday apartments in Siena using one of the methods below:

  • View our selection of featured holiday rentals in Siena
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  • Enter your travel dates to view the best deals on holiday rentals in Siena while they last

Look no further and take a look at our great range of rental properties in Siena!

Frequently asked questions

Are there vacation rentals in Siena?

Yes, you can find vacation rentals in Siena near Frateria di Padre Eligio, or you can select a secluded option if you're looking for extra privacy while you relax. The cathedral and museums are just a few reasons why travelers like Siena. While you're in the area, grab a bite or have a drink at the cafes and wineries.

What's the top vacation rental that Siena has to offer?

Borgo Argiano: This vacation home rental outside Siena is located on a river and has a balcony, a terrace, and a barbecue grill 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 vacation with a garden and a library.

How many vacation rentals are there in Siena?

With 46 Expedia vacation rentals, you're sure 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 vacation rentals like in Siena?

Vacation rentals are private accommodations you can reserve for a few days or a quick weekend in Siena. Vacation rentals offer extras like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a family trip.