Holiday Homes in Siena

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Featured Holiday Homes in Siena

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, (34)
"Outstanding home - every detail attended to- fully stocked kitchen- a basket of eggs from their chickens and their own honey on the kitchen table for our arrival- stunning property about 10 minutes outside of Siena- very peaceful and relaxing- 4 large bedrooms with en-suite baths-Angelica greeted us and explained how everything worked- she is delightful. Only complaint was the weather (end of April) lots of rain. No dryer - hard to dry clothes on a rack and couldn’t use the jacuzzi. Also Siena...
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
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
Smart TV, books
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."
Casa Arcobaleno in Siena - Free parking - Wifi
Pool
Luxury apartment in Tuscan Villa with pool: your own window on iconic Siena!
10.0 out of 10, Exceptional, (15)
"The property was lovely. It was clean, had everything we needed for a family of 4 and had fantastic views. Location was very good, a 10-15 minute walk into the old city but was a bit hilly so we drove to the gate and walked from there. Also a good location for driving into the countryside for Tuscan sight seeing and restaurants. Anna and Mario were responsive and helpful and had good recommendations."
Luxury apartment in Tuscan Villa with pool: your own window on iconic Siena!
Interior
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.
Exterior
Domus Nannini SPA - Palazzo Nannini - Loggia Salimbeni
10.0 out of 10, Exceptional, (16)
"Our group of friends (Australian) very much enjoyed our 4 nights in the Apartment. It is very centrally located alongside the Piazza Salimbeni. Our hosts Gianluca and Alex were easy to communicate with via WhatsApp, and helped us with valet parking for our mini van, prior to entering the city centre. We lucked upon the celebration for the recent Palio and enjoyed the fanfare. There’s heaps of restaurants nearby and all the sights are within easy walking distance. There was a bit of noise on...
Domus Nannini SPA - Palazzo Nannini - Loggia Salimbeni
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
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 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.
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
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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
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
Bar (on property)
Il Battistero Siena - Residenza d'Epoca
9.6 out of 10, Exceptional, (116)
"Center of everything. Great service and communication. "
The price is NZ$249
includes taxes & fees
16 May - 17 May
Il Battistero Siena - Residenza d'Epoca
Suite | Balcony view
La Terrazza Sul Campo Rooming House
9.6 out of 10, Exceptional, (209)
"La Terrassa is great! The location and view over Il Campo in Siena is simply spectacular. The welcome from host Viola is brilliant (so many hotels could learn from her skills and warmth). The Suite is huge, feels like your own apartment. Breakfast snacks and lots of drinks provided. Highly recommended! "
The price is NZ$229
includes taxes & fees
17 May - 18 May
La Terrazza Sul Campo Rooming House
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.