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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation
HOUSE WOW panoramic terrace *.*
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 *.*
Domus Nannini SPA - Belvedere Loggia - Palazzo Nannini
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
Beautiful farmhouse nestled in very sweet hills just a few minutes from Siena
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Legnaia countryside luxury property, shared pool, ideal base to discover Tuscany
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
Wonderful barn in the heart of Chianti
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
Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany
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
Capanna, Typical Tuscan Farmhouse With Fruit Garden
Property grounds
Capanna, Typical Tuscan Farmhouse With Fruit Garden
10.0 out of 10, Exceptional, (66)
"We had a wonderful stay. The home was exactly as described. The entire estate is beautiful. We even had a fun cooking class. We would stay here again!"
The price is HK$3,172
per night
5 May - 6 May
Capanna, Typical Tuscan Farmhouse With Fruit Garden
Beautiful house on garden with shared pool just a few minutes Siena Tuscany
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
Charming apartment in the Historic Center of Siena
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
Villa Le Tortore Tuscany private luxury pool relax
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
Historic center of Siena: Castellare residence with TV, WI-FI and AIR CONDITION
Smart TV, books
Historic center of Siena: Castellare residence with TV, WI-FI and AIR CONDITION
10.0 out of 10, Exceptional, (17)
"We cannot say enough wonderful things about this apartment. Such thought and love was put into it. Nicolette was a 5 star host all the way around from the cleanliness, the amenities and the location. Nicolette gave us wonderful recommendations for our anniversary dinner! Highly highly recommend staying here if you are in Siena! We had the most amazing time in Siena!"
Historic center of Siena: Castellare residence with TV, WI-FI and AIR CONDITION
Beautiful private villa with A/C, WIFI, TV, terrace, pets allowed, panoramic view and parking
Exterior
Beautiful 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."
Beautiful private villa with A/C, WIFI, TV, terrace, pets allowed, panoramic view and parking
Casa Arcobaleno in Siena - Free parking - Wifi
Property grounds
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 HK$1,252
per night
12 May - 13 May
Casa Arcobaleno in Siena - Free parking - Wifi
Luxury apartment in Tuscan Villa with pool: your own window on iconic Siena!
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!
Il Boschetto by Interhome
Pool
Il Boschetto by Interhome
10.0 out of 10, Exceptional, (2)
Il Boschetto by Interhome
Palazzo Bichi Ruspoli-Historical Res, near Campo Square and close to everything
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
Nice vacation accommodation in the heart of Tuscany.
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.
Beautiful stone house with garden and private pool.
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.
farmhouse with splendid swimming pool and jacuzzi, panoramic position in Chianti
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
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
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

Family apartment with magical view on the old city, balcony, wifi & parking
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
Il Battistero Siena - Residenza d'Epoca
Bar (on property)
Il Battistero Siena - Residenza d'Epoca
9.6 out of 10, Exceptional, (113)
"Center of everything. Great service and communication. "
The price is HK$1,920
per night
10 May - 11 May
Il Battistero Siena - Residenza d'Epoca
Residenza d'Epoca Palazzo Borghesi
Minibar
Residenza d'Epoca Palazzo Borghesi
9.6 out of 10, Exceptional, (96)
"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 HK$1,944
per night
6 May - 7 May
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 Vacation Homes information

Number of reviews
380
Accommodation
90 Vacation Homes
Lowest Price
HK$1,252
Highest Price
HK$3,172

Recent Hotel Reviews in Siena
Expedia verified reviews

Hotel Athena

Hotel Athena

5/5 Excellent
Very impressive!
"A great hotel - friendly, welcoming & very friendly staff. Very helpful & I really felt welcomed! The breakfast staff were wonderful - with special mention to Bedere - who was always happy to go the extra mile. The coffee was great, thank you! I liked that the hotel was just outside the main centre - but a very easy walk to the centre, & away from the noise, parties & drums 😋. I thought the hotel went beyond the norm to make the hotel guests feel welcome. Such friendly and pleasant staff - and along with the location and comfortable & clean rooms - I really enjoyed my stay in lovely Siena👍👍👍👍👍!"
A verified traveller stayed at Hotel Athena
Posted 17 hours ago
Hotel Athena