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Browse Select Siena Holiday Homes

Exterior
HOUSE WOW panoramic terrace *.*
10.0 out of 10, Exceptional, (15)
"I rarely give a 5 star rating but this property is incredible. When it comes right down to it, people make all the difference. Emanuela was so friendly and accommodating. She was just so happy. She checked on us and helped us with our questions. Beyond that, the apartment is perfect. We so enjoyed our time on the terrace. The building is relatively quiet and we enjoyed watching all the animals living in the apt below us, especially Theo and all the turtles! Highly recommend and we will return....
HOUSE WOW panoramic terrace *.*
Exterior
Domus Nannini SPA - Belvedere Loggia - Palazzo Nannini
10.0 out of 10, Exceptional, (2)
"This apartment in the City Center of Siena is beautiful & has amazing views. After initially renting the VRBO, Gianluca was very communicative through the website about all details involving the apartment, travel, transportation/parking & recommendations, which was very helpful. Allesandro met us when we arrived & showed us around the apartment & gave us some recommendations for food, shopping, transportation. His recommendation to Ristorante Il Salotto for dinner was awesome & we enjoyed...
Domus Nannini SPA - Belvedere Loggia - Palazzo Nannini
Property grounds
Beautiful farmhouse nestled in very sweet hills just a few minutes from Siena
10.0 out of 10, Exceptional, (12)
"We had a great time at this picturesque villa. Lavinia and her family are wonderful hosts! Thank you!"
Beautiful farmhouse nestled in very sweet hills just a few minutes from Siena
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Outdoor dining
Legnaia countryside luxury property, shared pool, ideal base to discover Tuscany
10.0 out of 10, Exceptional, (4)
"Friendly welcome. Everywhere is immaculate inside and out. Well equipped and very comfortable. Good sized pool area with loungers and parasols all in good condition. In front of villa was a bbq, a large very comfortable seating area with large parasol and a separate dining area. There was also an inner courtyard with pizza oven. The villa is in easy reach of Siena and good for a week’s stay. The owners clearly care so much and want their guests to be comfortable. A car is needed."
Legnaia countryside luxury property, shared pool, ideal base to discover Tuscany
Exterior
Wonderful barn in the heart of Chianti
10.0 out of 10, Exceptional, (32)
"From the moment we set eyes on this place, we knew that we chose well. Not only is it exquisitely beautiful, but it is very comfortable. The setting is spectacular. The owners who greeted us were friendly. The beds were comfortable. The bathrooms were good too with plenty of hot water in the showers. The kitchen was well-equipped. Al fresco eating made it perfect. We hated to leave and would recommend others to book without any questions."
Wonderful barn in the heart of Chianti
Interior
Charming apartment in the Historic Center of Siena
10.0 out of 10, Exceptional, (11)
"We stayed three nights in the Charming Apartment in Siena and thoroughly enjoyed our stay. Bruno and Daniella were both great to communicate with. Daniella met us at the apartment and it was easily found by taxi from the train station. The pictures are accurate and the apartment is spacious , well equipped and very quiet. Close grocery store nearby and lots of restaurants close by as well. Great location to get around everywhere in Siena We would highly recommend the apartment"
Charming apartment in the Historic Center of Siena
Pool
Villa Le Tortore Tuscany private luxury pool relax
10.0 out of 10, Exceptional, (86)
"We and our friends had a wonderful stay at Villa Le Tortore. If you want Tuscan estate ambiance, but want to be walkable to lovely Siena, this is a great pick. Meticulously clean and the host is an excellent communicator. This villa was professionally renovated, has larger bedrooms than expected and amazing views. It is a great stay."
Villa Le Tortore Tuscany private luxury pool relax
Exterior
Stunning private villa with A/C, WIFI, 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."
Stunning private villa with A/C, WIFI, TV, terrace, pets allowed, panoramic view and parking
Exterior
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 £190
per night
7 May - 8 May
Casa Arcobaleno in Siena - Free parking - Wifi
Pool
Il Boschetto by Interhome
10.0 out of 10, Exceptional, (2)
Il Boschetto by Interhome
Living area | TV
Palazzo Bichi Ruspoli-Historical Res, near Campo Square and close to everything
10.0 out of 10, Exceptional, (15)
"I thoroughly enjoyed my stay. The home is beautiful, spacious, clean and has everything you need to feel comfortable. The location is perfect…there are lots of restaurants and shops nearby and it’s in walking distance to all the major attractions. The property owners were wonderful…quick to reply, accommodating and very pleasant to deal with. The only thing I want to point out is there are quite a few stairs leading up to the apartment. That being said, there is a lift/small elevator, so I...
Palazzo Bichi Ruspoli-Historical Res, near Campo Square and close to everything
Exterior
Nice vacation accommodation in the heart of Tuscany.
10.0 out of 10, Exceptional, (1)
"In accordance with our expectations."
Nice vacation accommodation in the heart of Tuscany.
Property grounds
Beautiful stone house with garden and private pool.
9.8 out of 10, Exceptional, (46)
"Pros: Very pretty home, with a beautiful view! Very quiet. Fully equipped kitchen was great. We enjoyed the pool and taking walks along the road. The property manager was communicative and very patient with all our questions and booking changes as we planned our trip. Washing machine, laundry soap, basket, and rack were very much appreciated. Cons: Directions to the property were very difficult to follow. 20 minute drive from Siena (which, to be fair, we knew when we booked it). The beds...
Beautiful stone house with garden and private pool.
Outdoor pool
farmhouse with splendid swimming pool and jacuzzi, panoramic position in Chianti
9.8 out of 10, Exceptional, (57)
"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 splendid swimming pool and jacuzzi, panoramic position in Chianti
Exterior
farmhouse with splendid swimming pool and jacuzzi, panoramic position 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 splendid swimming pool and jacuzzi, panoramic position in Chianti
Outdoor pool
Federico farmhouse with swimming pool and jacuzzi, panoramic position in Chianti
9.6 out of 10, Exceptional, (61)
"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
Outdoor dining
Near Siena (6 km), in Chianti, swimming pool and terrace, Wi-fi, A / C
9.6 out of 10, Exceptional, (15)
"Overall we were very pleased with the villa. Owner communication & support are great, no issues at all. Kitchen is well-stocked, even so we were happy to have brought our own chef's knife. Bedrooms were fine and given the position of the house, there was always a breeze. Thus the house stayed cool even in the heat. The swimming pool is brilliant and very welcoming on hot afternoons. There are 3 properties that have access to the pool, so it is semi-private. View from the pool is great but no...
Near Siena (6 km), in Chianti, swimming pool and terrace, Wi-fi, A / C
Pool
Restored barn in beautiful house with swimming pool, 10 minutes from Siena
9.4 out of 10, Exceptional, (15)
"It was a nice stay. Nice terrace and swimming pool. The accommodation is well equipped. Short distance to Siena and the shop. The only thing that was surprising was that at the end of the week we had to pay for the consumption of the air conditioning."
Restored barn in beautiful house with swimming pool, 10 minutes from Siena
Pool
detached villa with private pool and garden
9.0 out of 10, Wonderful, (13)
"Superb private villa with enclosed pool & garden only 5 mins walk from the town. Federico is a friendly & helpful host. We were even given fresh eggs by his Dad! Views from the garden are lovely. We had a great stay - thank you. If you are taking a dog just check the costs - we paid £50 when we booked and were charged a further €70 when we left."
detached villa with private pool and garden
Outdoor dining
Fully renovated Chianti country home, 10 min from Siena; stunning views
Fully renovated Chianti country home, 10 min from Siena; stunning views
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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.

Other property types in Siena

Exterior
Family apartment with magical view on the old city, balcony, wifi & parking
10.0 out of 10, Exceptional, (33)
"We enjoyed our 10-day stay at this conveniently located and roomy apartment, an easy walk to the main piazza in downtown Siena. It was clean and had a well-supplied kitchen and laundry, two key requirements for us for week-plus stays. The property manager met us at the door with the key and showed us around. The apartment itself also has several small balconies (though no furniture on them) and from two of them you have a lovely view of Siena. Living in this apartment felt very much like we had...
Family apartment with magical view on the old city, balcony, wifi & parking
Bar (on property)
Il Battistero Siena - Residenza d'Epoca
9.6 out of 10, Exceptional, (115)
"Center of everything. Great service and communication. "
The price is £198
per night
10 May - 11 May
Il Battistero Siena - Residenza d'Epoca
Minibar
Residenza d'Epoca Palazzo Borghesi
9.6 out of 10, Exceptional, (97)
"Excellent location blocks from the Duomo. Beautiful large rooms. Access to a small roof area with panoramic view. Breakfast—you order what you want the day before with plenty of options. "
The price is £205
per night
3 Jun - 4 Jun
Residenza d'Epoca Palazzo Borghesi
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.

Siena Holiday Homes information

Number of reviews
328
Accommodation
72 Holiday Homes
Lowest Price
£269
Highest Price
£269

Siena Hotel Reviews
Expedia verified reviews