Siena Vacation Rentals

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Our top choices for Siena vacation rentals

B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (201 reviews)
"Excellent B&B, very helpful host"
United States
Anushya
The price is CA $163
CA $186 total
includes taxes & fees
Apr 29 - Apr 30
B&B Il Corso

A Casa Mastacchi

A Casa Mastacchi
Siena City Centre
8.0 out of 10, Very good, (26 reviews)
"Pleasant place"
France
Claude
The price is CA $171
CA $195 total
includes taxes & fees
Apr 29 - Apr 30
A Casa Mastacchi

Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (17 reviews)
"Very nice and quiet neighbourhood. Close to city centre. The host is very kind."
Japan
Chie
The price is CA $139
CA $159 total
includes taxes & fees
May 25 - May 26
Mariani Bed & Breakfast

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 CA $138
CA $158 total
includes taxes & fees
May 17 - May 18
Il Pozzo di Sant'Andrea

Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (435 reviews)
"Nice place!"
United States
Pavel
The price is CA $220
CA $249 total
includes taxes & fees
May 24 - May 25
Siena Vip

Regis Condo

Regis Condo
Siena City Centre
9.4 out of 10, Exceptional, (69 reviews)
"Adequate basic clean room in a beautiful area."
United States
Margaret
The price is CA $184
CA $208 total
includes taxes & fees
May 18 - May 19
Regis Condo

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 CA $124
CA $143 total
includes taxes & fees
Apr 29 - Apr 30
Villa le Camelie Siena

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 CA $194
CA $220 total
includes taxes & fees
May 18 - May 19
La Coroncina Lodging

PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (100 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 CA $243
CA $274 total
includes taxes & fees
Apr 29 - Apr 30
PALAZZO DEL PAPA

Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (123 reviews)
"Excellent location on heart of Siena .. staff were lovely"
United Kingdom
Thomas
The price is CA $359
CA $402 total
includes taxes & fees
Apr 29 - Apr 30
Residenza d'Epoca Palazzo Borghesi

Al Mercato B&B

Al Mercato B&B
Siena City Centre
9.0 out of 10, Wonderful, (99 reviews)
"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 CA $137
CA $171 total
includes taxes & fees
May 17 - May 18
Al Mercato B&B

B&B Dei Rossi

B&B Dei Rossi
Siena City Centre
8.2 out of 10, Very good, (18 reviews)
"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 CA $120
CA $139 total
includes taxes & fees
Apr 29 - Apr 30
B&B Dei Rossi

La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (241 reviews)
"My first time in Siena and this Rooming House turned out to be a great choice. The view onto the piazza is a real bonus, as is the great location in the heart of the city. The host was lovely and a great communicator. The room itself was fantastic and spacious. I would recommend it and will book again. "
United Kingdom
Jeffrey William
The price is CA $158
CA $180 total
includes taxes & fees
May 12 - May 13
La Terrazza Sul Campo Rooming House

Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (51 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is CA $138
CA $158 total
includes taxes & fees
May 7 - May 8
Fullino Nero

ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (338 reviews)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
The price is CA $128
CA $147 total
includes taxes & fees
May 17 - May 18
ApartHotel Anghel

B&B Palazzo del Magnifico

B&B Palazzo del Magnifico
Siena City Centre
9.8 out of 10, Exceptional, (64 reviews)
"Excellent host and location!"
United States
Kimberly
The price is CA $165
CA $188 total
includes taxes & fees
Apr 29 - Apr 30
B&B Palazzo del Magnifico

Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (83 reviews)
"Hotel clean comfortable. No elevator, no reception desk. "
United States
Karin
The price is CA $112
CA $130 total
includes taxes & fees
May 27 - May 28
Domus il Palio B&B

Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
8.8 out of 10, Excellent, (3 reviews)
"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 CA $202
CA $232 total
includes taxes & fees
Apr 29 - Apr 30
Casa Vacanze Squarcialupi

Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
10.0 out of 10, Exceptional, (44 reviews)
"Clean room, amazing staff"
Canada
Talha
The price is CA $328
CA $368 total
includes taxes & fees
Apr 29 - Apr 30
Ca' Bianca Tuscany Relais

Villa Liberty TownHouse

Villa Liberty TownHouse
Siena Historical Center
10.0 out of 10, Exceptional, (6 reviews)
"Amazing place in a perfect location. "
Canada
Ben
The price is CA $437
CA $489 total
includes taxes & fees
May 4 - May 5
Villa Liberty TownHouse
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 vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Siena?

Yes, you can find vacation rentals in Siena near Teatro dei Rozzi, 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 of 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 espresso maker. You can relax into your vacation with a garden and a library. Our travelers also rate Beautiful stone house with garden and private pool. as a favorite home for rent in Siena.

How many vacation rentals are there in Siena?

With 44 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.