Siena Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jan 2 - Jan 4
In two months
Feb 13 - Feb 15
In three months
Mar 13 - Mar 15
In four months
Apr 10 - Apr 12

Our top choices for Siena vacation rentals

Lobby lounge
ApartHotel Anghel

ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very Good, (335)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
The price is ￥10,198
￥11,948 total
includes taxes & fees
Jan 6 - Jan 7, 2026
ApartHotel Anghel
Bar (on property)
Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (193)
"Great location and friendly staff. "
United States
Parissa
Il Battistero Siena - Residenza d'Epoca
Panoramic Suite, City View | View from room
Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
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 ￥27,468
￥30,945 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Residenza d'Epoca Palazzo Borghesi
Grand Apartment with Garden | Private kitchen | Full-size fridge, microwave, oven, stovetop
Regis Condo

Regis Condo

Regis Condo
Siena City Centre
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
Exterior
Camping Siena Colleverde

Camping Siena Colleverde

Camping Siena Colleverde
3.0 star property
Scacciapensieri
8.2 out of 10, Very Good, (159)
"Safe, great proximity to Siena without being too close, nice pool."
United States
Martha
Camping Siena Colleverde
Outdoor dining
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany

Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany

Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
Siena
10.0 out of 10, Exceptional, (108)
"We had a wonderful time visiting Siena and other towns within a one hour drive.The service from Simone and Francesca was outstanding. The pool was great and helped entertain our 7 year old grandson. Would definitely stay again!!!"
United States
David and Susan W.
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
Suite | Premium bedding, Select Comfort beds, minibar, in-room safe
La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (239)
"Huge room! Great location "
Canada
karen
La Terrazza Sul Campo Rooming House
Daily cooked-to-order breakfast (EUR 15 per person)
La Coroncina Lodging

La Coroncina Lodging

La Coroncina Lodging
Siena
10.0 out of 10, Exceptional, (42)
"Fantastic place, and I highly recommend it."
United States
Hassan
The price is ￥15,095
￥17,335 total
includes taxes & fees
Dec 21 - Dec 22
La Coroncina Lodging
Deluxe Apartment | Living area | 50-inch Smart TV with cable channels
Casa Ciseri

Casa Ciseri

Casa Ciseri
Siena City Centre
9.8 out of 10, Exceptional, (9)
"Very nice stay!"
United States
Danielle
The price is ￥40,970
￥45,797 total
includes taxes & fees
Dec 20 - Dec 21
Casa Ciseri
Deluxe Apartment, City View | Living area | 24-inch flat-screen TV with digital channels, TV
Palazzo Lenzi

Palazzo Lenzi

Palazzo Lenzi
Siena City Centre
9.0 out of 10, Wonderful, (2)
"Very very nice. Enjoyed our stay. Air conditioning did not work well so a bit hot. But overall very nice. "
United States
Daniel
The price is ￥36,077
￥40,415 total
includes taxes & fees
Dec 22 - Dec 23
Palazzo Lenzi
Outdoor pool
Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany

Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany

Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany
Siena
10.0 out of 10, Exceptional, (27)
"Great value for the area! The photos reflect the property accurately. The outdoor areas are spectacular including the patio and pool area. Simone and Francesca were helpful throughout the process with quick answers and great recommendations. "
United States
Lane R.
Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany
Flat-screen TV
Palazzo Piccolomini

Palazzo Piccolomini

Palazzo Piccolomini
Siena City Centre
6.0 out of 10, (1)
"Großzügige Unterkunft, tolle Lage, leider aber lieblos gestaltet. Türgriffe defekt, Beleuchtung (Helligkeit) naja, Badewanne mit Duschvorhang (geeignet für die Produktion eines Badesees :/ )….. aber im Großen und Ganzen ok"
Germany
Frank
The price is ￥28,364
￥31,930 total
includes taxes & fees
Dec 25 - Dec 26
Palazzo Piccolomini
Dining
Charming 2Br Flat - City Center Siena Close To Piazza Del Campo

Charming 2Br Flat - City Center Siena Close To Piazza Del Campo

Charming 2Br Flat - City Center Siena Close To Piazza Del Campo
Siena City Centre
9.4 out of 10, Exceptional, (61)
"Very relaxing property in a great location close to il Campo. "
United States
David N.
Charming 2Br Flat - City Center Siena Close To Piazza Del Campo
Exterior
The Balcony Suite -Piazza del Campo View

The Balcony Suite -Piazza del Campo View

The Balcony Suite -Piazza del Campo View
Siena City Centre
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 ￥19,367
￥22,580 total
includes taxes & fees
Dec 21 - Dec 22
The Balcony Suite -Piazza del Campo View
Outdoor pool
Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!

Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!

Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!
Siena
10.0 out of 10, Exceptional, (9)
"Te hists were welcoming and helpful. The site was ideally situated a relatively short walk from Siena's centre, the vista of the Chianti hills enchanting, and the accommodation perfect for our family group. Lots of room for kids to run around and the pool perfect for relaxation and cooling off after a day if touristing. The evening dinner arranged with advice of the hosts was excellent and the setting delightful. No hestatin in recommending."
Canada
Robert A.
Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!
Outdoor pool
Il Boschetto an oasis of peace and nature in Siena

Il Boschetto an oasis of peace and nature in Siena

Il Boschetto an oasis of peace and nature in Siena
Siena
9.8 out of 10, Exceptional, (39)
"Very nice family holidays "
France
Pascale M.
Il Boschetto an oasis of peace and nature in Siena
Property grounds
Beautiful stone house with garden and private pool.

Beautiful stone house with garden and private pool.

Beautiful stone house with garden and private pool.
Sovicille - Siena
9.6 out of 10, Exceptional, (71)
"The cute little cottage is surrounded by a big garden full of flowers and a nice and cool (not too big) swimmingpool which is in the sun most of the day. It has loads of character and is fully equipped. For me the big bed was a little bit sweaty because of the memory foam. By car lots of Tuscan villages and sites are easily reached. Our hostess mme Tiziana was wonderful and very helpful."
Netherlands
katja p.
Beautiful stone house with garden and private pool.
Garden
Fullino Nero

Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (49)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is ￥16,604
￥18,994 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Fullino Nero
Outdoor dining
Family apartment with magical view on the old city, balcony, wifi & parking

Family apartment with magical view on the old city, balcony, wifi & parking

Family apartment with magical view on the old city, balcony, wifi & parking
San Prospero
10.0 out of 10, Exceptional, (65)
"We had a fabulous stay in Siena. The apartment was perfect for what we needed, we could cook should we want to. Close to the old town either by short walk or bus stop 3 minute walk away- worked well for us. The actual view from balcony is so much better than in picture. Loved our stay, thank you for having us"
Australia
Steven H.
Family apartment with magical view on the old city, balcony, wifi & parking
Comfort Single Room, Shared Bathroom (Casato 35) | Exterior
Rinidia Siena Centro

Rinidia Siena Centro

Rinidia Siena Centro
Siena City Centre
8.0 out of 10, Very Good, (1)
"The property is in a FANTASTIC location."
United States
Donna
The price is ￥24,781
￥27,989 total
includes taxes & fees
Jan 18 - Jan 19, 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Siena Hotel Reviews

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Having booked with another local hotel - The Athena - who were completely obnoxious and unhelpful regarding the parking. I stumbled across this gem. The staff were so helpful and accomplished ~ first class customer service."
Stephen 1-night trip
Posted 2 days ago
Palazzo Ravizza

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
  • Use the map to find apartments and other holiday homes in the Siena neighbourhood you prefer
  • 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?

Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany: Visitors give good reviews to this Siena vacation home rental, which is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a patio and a garden.

How many vacation rentals are there in Siena?

With 45 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 Palazzo Pubblico 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.