Holiday Homes in Siena

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Featured Holiday Homes in Siena

Pool
detached villa with private pool and garden
9.0 out of 10, Wonderful, (14)
"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
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 *.*
Outdoor pool
"Borgo dei Fondi" La Loggia free wifi-free parking
9.8 out of 10, Exceptional, (41)
"Great place! David and Simons are welcoming and are always available for questions"
"Borgo dei Fondi" La Loggia free wifi-free parking
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Outdoor pool
Farmhouse with splendid swimming pool and jacuzzi, panoramic position in Chianti
9.8 out of 10, Exceptional, (58)
"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
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
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
Property grounds
Beautiful stone house with garden and private pool.
9.6 out of 10, Exceptional, (47)
"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.
Exterior
Wonderful barn in the heart of Chianti
10.0 out of 10, Exceptional, (36)
"Beautiful location! Owners very friendly and helpful. Would suggest this place for anyone visiting Sienna."
Wonderful barn in the heart of Chianti
Outdoor pool
Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany
10.0 out of 10, Exceptional, (17)
"My sister and I had a wonderful time here. It was just what we needed at the end of a long day traveling around Tuscany. Francesca gave us much information about the Coop, places to park and restaurants. We loved the patio on the villa. It was so nice and private. We would definitely come back here again."
Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany
Property grounds
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
Aerial view
Beautiful house on garden with shared pool just a few minutes Siena Tuscany
10.0 out of 10, Exceptional, (27)
"We had wanted to stay at a working vineyard and olive oil farm and CaNova met our plans perfectly. The house was great with plenty of space for eight adults. The vineyard tour and wine tasting was a highlight of our stay. Our interaction with our hosts was excellent. The stay met and exceeded our expectations. We definitely would stay there again!"
Beautiful house on garden with shared pool just a few minutes Siena Tuscany
Outdoor pool
Federico farmhouse with swimming pool and jacuzzi, panoramic position in Chianti
9.6 out of 10, Exceptional, (62)
"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
4 bedrooms, Internet
DIMORA STORICA SENESE
The price is AU$3,086
per night
6 June - 7 June
DIMORA STORICA SENESE
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
1 bedroom, iron/ironing board, WiFi, bed sheets
Historic center of Siena: Castellare residence with TV, WI-FI and AIR CONDITION
10.0 out of 10, Exceptional, (18)
"Beautifully renovated and spacious. We loved the location in the historic center of Siena. The hosts were very helpful with communications and gracious about our delayed arrival."
Historic center of Siena: Castellare residence with TV, WI-FI and AIR CONDITION
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 AU$321
per night
6 June - 7 June
Casa Arcobaleno in Siena - Free parking - Wifi
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
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
Don't see what you're looking for?
See all available properties in Siena
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

Bar (on property)
Il Battistero Siena - Residenza d'Epoca
9.6 out of 10, Exceptional, (117)
"The staff is friendly and helpful, an asset to this hotel. "
The price is AU$271
per night
5 June - 6 June
Il Battistero Siena - Residenza d'Epoca
Lobby lounge
ApartHotel Anghel
8.2 out of 10, Very good, (276)
"The postive is checkin experiene is easy as the receptionist is very nice. She communicated well. The negative is the room are not insulated. You can hear other rooms closing their doors and kids running in the hallway. "
The price is AU$163
per night
29 May - 30 May
ApartHotel Anghel
Exterior
Family apartment with magical view on the old city, balcony, wifi & parking
9.8 out of 10, Exceptional, (35)
"The apartment is very spacious with lots of antiques and has a home from home feel. It is about a 20 min walk into town, uphill in places but straight forward. Parking is tight so bring a small car 😊. The views across to the old town are great and the balcony space a plus."
Family apartment with magical view on the old city, balcony, wifi & parking
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
432
Accommodation
78 Holiday Homes
Lowest Price
AU$321
Highest Price
AU$3,086

Recent Reviews in Siena
Expedia verified reviews

Hotel Athena

Hotel Athena

5/5 Excellent
"Good experience "
A verified traveller from BEIJING stayed at Hotel Athena
Posted 2 days ago
Hotel Athena