Holiday Homes in Siena

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Featured Holiday Homes in Siena and around

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.

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."
The price is €211
includes taxes & fees
23 Jan - 24 Jan
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

Capanna di Elfo by Best of Mas

10.0 out of 10, Exceptional, (42)
"We spent an unforgettable week. Beautiful nature, wonderful Siena, Florence, San Gimignano, villa Capannna di Elfo. Exceptional hosts Angelica and Claudio!"
Capanna di Elfo by Best of Mas

Belvilla by OYO Oliveta

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

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

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

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

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

HOUSE WOW panoramic terrace *.*

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

Federico farmhouse with swimming pool and jacuzzi, panoramic position in Chianti

9.6 out of 10, Exceptional, (63)
"Booked a few days ahead of time, and paid deposit, but ran into problems coordinating the border crossing the next day due to Brexit, so I immediately notified housing manager, and asked if they could rent to someone else over the weekend since it did not look like we could make it and it was within 24hrs of our original booking and still over 24hrs before we were to arrive. But instead of being understanding, they demanded the rest of the deposit for the rest of the weekend, because of there...
Federico farmhouse with swimming pool and jacuzzi, panoramic position in Chianti

Near Siena (6 km), in Chianti, swimming pool and terrace, Wi-fi, A / C

9.8 out of 10, Exceptional, (16)
"We had an amazing time in Italy. This guest house was perfect. Great location. Very large and comfortable. Thanks Giada!"
Near Siena (6 km), in Chianti, swimming pool and terrace, Wi-fi, A / C

DIMORA STORICA SENESE

The price is €1,888
includes taxes & fees
23 Jan - 24 Jan
DIMORA STORICA SENESE

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

Wonderful private villa with WIFI, A/C, TV, terrace, pets allowed, panoramic view and parking

10.0 out of 10, Exceptional, (1)
"Petit appartement confortable avec tous les services. Une vue extraordinaire sur le vallée du Chianti. Près de tout. Très propre. Le village de Castellina a été notre coup de coeur avec d'excellents restaurants. Les petits déjeuners sur la terrasse de l'appartement devant la vallée ont été forts appréciés. Merci à notre hôte."
Wonderful private villa with WIFI, A/C, TV, terrace, pets allowed, panoramic view and parking

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 €122
includes taxes & fees
26 Jan - 27 Jan
Casa Arcobaleno in Siena - Free parking - Wifi

Farmhouse with beautiful pool and jacuzzi, panoramic location in chianti

9.8 out of 10, Exceptional, (33)
"Beautiful property in a beautiful location. Lovely pool overlooking the landscape from a hilltop. Could see Siena on a clear day. Only complaint was that the weather was unseasonably cool for that time of year in May. Owner told us that he would charge us if we turned the heat on, and that heating is very expensive. We didn't use the heat, and a couple of us did catch cold. Other than that we were fine. Owner gave us a fine bottle of Chianti wine when we checked in."
Farmhouse with beautiful pool and jacuzzi, panoramic location in chianti

Le Muricce

Le Muricce

Palazzo Bichi Ruspoli-Historical Res, near Campo Square and close to everything

10.0 out of 10, Exceptional, (17)
" Our good friends met us in Siena where we shared this property. We were absolutely blown away by the unique apartment. The panoramic views of “Old Siena” from our windows were breathtaking. When we left the apartment, we were right in the main area of Siena, we were just a short walk to the Piaza, where the annual horse races are held. Most points of interest were a short walk from our place. The apartment was well appointed, great kitchen for cooking the occasional meal. Beds were...
Palazzo Bichi Ruspoli-Historical Res, near Campo Square and close to everything

Lovely holiday accommodation in the heart of Tuscany.

10.0 out of 10, Exceptional, (1)
"In accordance with our expectations."
Lovely holiday accommodation in the heart of Tuscany.
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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Other property types in Siena

Il Battistero Siena - Residenza d'Epoca

9.6 out of 10, Exceptional, (148)
"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 €175
includes taxes & fees
3 Feb - 4 Feb
Il Battistero Siena - Residenza d'Epoca

Residenza d'Epoca Palazzo Borghesi

9.6 out of 10, Exceptional, (108)
"This property is gorgeous and the stay here was amazing! Our room had the private terrace and we had breakfast out there the next morning! I can’t tell you how picturesque, stunning and just plain peaceful our breakfast was out in the terrace! The morning fog covered the valley, all you could see were the church steeples peaking through, you heard the nice old ladies talking in the streets below while going out for morning bread, the birds were tweeting and cooing. I’m serious here, it was a...
The price is €142
includes taxes & fees
26 Jan - 27 Jan
Residenza d'Epoca Palazzo Borghesi

ApartHotel Anghel

8.4 out of 10, Very good, (309)
"Nice place, quiet and clean!"
The price is €82
includes taxes & fees
23 Jan - 24 Jan
ApartHotel Anghel
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.