Search Vacation Homes in Siena

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Compare 109 Vacation Homes in Siena with updated reviews, rates, and availability.

Domus Nannini SPA - Palazzo Nannini - Loggia Salimbeni

10.0 out of 10, Exceptional, (17)
"Beautiful, comfortable and spacious apartment. Very central - so close to Il Campo and the Duomo and restaurants and cafes. Great communications. Good facilities. Fab air conditioning which we really needed. Only issue was the back shower which trickled from the top shower but the other shower was decent. We had a lovely stay at Palazzo Nannini and look forward to returning. Highly recommend."
Domus Nannini SPA - Palazzo Nannini - Loggia Salimbeni

Charming apartment in the Historic Center of Siena

10.0 out of 10, Exceptional, (16)
"This is a wonderful place. It was clean and spacious. It was well stocked. It even had bread and jam for us. It had a kitchen well-stocked with pots, pans, silverware and plates. The owner, Daniella, runs the clothing store in the same building and was very accessible and helpful. It is close by restaurants and shops and was even a nice sized Pam Local supermarket just a few doors away."
Charming apartment in the Historic Center of Siena

GIULIA -1 Bedroom Country House in Monteriggioni - Siena

10.0 out of 10, Exceptional, (2)
"Ha sido una estancia maravillosa. El lugar estupendo. =)"
GIULIA -1 Bedroom Country House in Monteriggioni - Siena

Beautiful stone house with garden and private pool.

9.6 out of 10, Exceptional, (58)
"Cottage is larger than described and outfitted nicely for a couple. We used the kitchen everyday for meals and while the bed was firm, it wasn’t bad. Directions to there were confusing. Basically, head to To"
Beautiful stone house with garden and private pool.

detached villa with private pool and garden

8.8 out of 10, Excellent, (19)
"We loved this property- very well equipped, lovely pool and great views. And, only a few minutes walk into the village with lovely bars restaurants and shops. A perfect location. The only thing that might cause an issue for some ( not for us) , is that the third bedroom is a mezzanine floor within the second bedroom with a very steep staircase. The only access to the bathroom from these rooms is either through the main bedroom or through the patio door and around the outside of the property. ...
detached villa with private pool and garden

Beautiful house on garden with shared pool just a few minutes Siena Tuscany

10.0 out of 10, Exceptional, (32)
"This is a fantastic place, with lots of space, a wonderful kitchen and amazing views. Wine tasting with Lorenzo was great and the wines are top notch. "
Beautiful house on garden with shared pool just a few minutes Siena Tuscany

Belvilla by OYO Oliveta

8.0 out of 10, Very Good, (2)
Belvilla by OYO Oliveta

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

10.0 out of 10, Exceptional, (21)
"We have just returned from a wonderful 10 night stay at Porcilia. The property was exactly as advertised and Francesca was a very welcoming and helpful host. The property was clean and well equipped. The pool was excellent and loved by all our party! The pool and the grounds were all very well maintained! We would highly recommend a stay at Porcilia!!"
Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany

Legnaia countryside luxury property, shared pool, ideal base to discover Tuscany

10.0 out of 10, Exceptional, (10)
"Had a great time visiting the area. The home is beautiful. "
Legnaia countryside luxury property, shared pool, ideal base to discover Tuscany

Beautiful farmhouse nestled in very sweet hills just a few minutes from Siena

10.0 out of 10, Exceptional, (13)
"We were a group of 10 that stayed here for 4 days. We ranged in age from 19 to 72. We had a wonderful time and enjoyed the views, the quiet, the pool and the ability to spread out and not feel cramped. The Villa is about 15 minutes from the train station, so a day trip to Florence was no problem. Some of the more adventurous even took the train to Cinque a Terra. We also used the pool and appreciated the reserved seating area with the large umbrella. The communication and directions to the store...
Beautiful farmhouse nestled in very sweet hills just a few minutes from Siena

Villa Le Tortore Tuscany private luxury pool relax

10.0 out of 10, Exceptional, (88)
"We had an amazing stay at this property. First, Thiago was a great host who was extremely helpful in all facets of the stay. The property is beautiful and really unique- it feels like you have your own Tuscan villa, but are still close to the town of Siena. It's a great compromise between staying in the actual city and in the country. The downside is that there is a decent walk to the town square (about 25 minutes) but it's very doable. There is a nice little grocery store/bar/cafe right down...
Villa Le Tortore Tuscany private luxury pool relax

Farmhouse with beautiful pool and jacuzzi, panoramic location in chianti

9.8 out of 10, Exceptional, (59)
"The best features of this villa are its outside spaces and fantastic views. We had a great week with wonderful weather and really made the most of being in this stunning location. The villa is up a bumpy dusty track, but once you get used to that, it is quick and easy to get to Castellina in Chianti for provisions, and there is even a great winery and beautiful restaurant at the bottom of the track in Fonterutoli itself - a definite highlight for us. However all was not perfect. Before we...
Farmhouse with beautiful pool and jacuzzi, panoramic location in chianti

Farmhouse in old mill nestled in the beautiful Chianti hills

8.8 out of 10, Excellent, (16)
"This was an interesting stay based on the age of the property. Roberto was very helpful. He made reservations for us, checked train schedules etc. If you require wifi this may not be a good choice for you as it was not readily available. Otherwise this historical property was good. It was not easy to find so be prepared to call for good directions."
Farmhouse in old mill nestled in the beautiful Chianti hills

Capanna, Typical Tuscan Farmhouse With Fruit Garden

10.0 out of 10, Exceptional, (67)
"Loved our stay the host was fantastic and the property is beyond beautiful. This is a type of place that has spectacular views and a magical atmosphere."
Capanna, Typical Tuscan Farmhouse With Fruit Garden

L'Oliviera by Interhome

9.6 out of 10, Exceptional, (4)
"Nous avons passé un très bon séjour chez Laura et son mari. Le logement est très confortable et la location est très calme. Le lieu est très beau, à moins de dix kilomètres du centre de Sienne. Nous les remercions pour leur délicate attention pendant notre séjour un peu mouvementé pendant la tempête qui a frappé la région et l'Italie fin octobre. Une seule remarque, l'adresse n'étant pas référencée dans Google Maps, il faut passer par la route qui vient de Montalbuccio, la route indiquée par le...
L'Oliviera by Interhome

Exclusive luxury property with private pool in Siena countryside Borgo la Chiusa

10.0 out of 10, Exceptional, (1)
"Our stay at Borgo la Chiusa was fantastic. Our family of 12 all agreed that the home was more than the pictures and the descriptions could show online. We will come back and stay here again and would also refer this home to all of our family and friends. The location was perfect. We did day trips to many of the cities and towns. We had Francesca prepare us a meal in the home which was delicious. The experience that our children and grand children had watching the meal being prepared was an...
Exclusive luxury property with private pool in Siena countryside Borgo la Chiusa

Casa Chianti Classico Panoramic View, Castellina in Chianti, Italy

Casa Chianti Classico Panoramic View, Castellina in Chianti, Italy

Casa Arcobaleno in Siena - Free parking - Wifi

10.0 out of 10, Exceptional, (16)
"Our stay was short but served us well to enjoy a day in Siena."
The price is SAR 532
SAR 741 total
includes taxes & fees
24 Mar - 25 Mar
Casa Arcobaleno in Siena - Free parking - Wifi

HOUSE WOW panoramic terrace *.*

10.0 out of 10, Exceptional, (20)
"A wonderful casa."
HOUSE WOW panoramic terrace *.*

DIMORA STORICA SENESE

The price is SAR 7,725
SAR 7,725 total
includes taxes & fees
22 Mar - 23 Mar
DIMORA STORICA SENESE
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.
Don't see what you're looking for?
See all available properties in Siena
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Siena

Il Battistero Siena - Residenza d'Epoca

9.6 out of 10, Exceptional, (152)
"Wonderful location!!! Everything within walking distance. Friendly staff, clean modern room. Shower needs repairing. Will definitely return to stay here. If you are driving to the hotel, It’s a ZTL zone so contact the hotel to make arrangements for your car to be garaged. Don’t need a car here. It is in the best location!!!"
The price is SAR 559
SAR 631 total
includes taxes & fees
21 Mar - 22 Mar
Il Battistero Siena - Residenza d'Epoca

ApartHotel Anghel

8.2 out of 10, Very Good, (311)
"Nice place, quiet and clean!"
The price is SAR 308
SAR 355 total
includes taxes & fees
3 Apr - 4 Apr
ApartHotel Anghel

Regis Condo

9.2 out of 10, Wonderful, (55)
"We loved the Regis Condo. It was perfectly located next to all major attractions and lots of restaurants and markets nearby. It was spacious and very comfortable. Would definitely stay there again."
The price is SAR 293
SAR 339 total
includes taxes & fees
23 Mar - 24 Mar
Regis Condo
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.