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Apartment holiday rentals in Province of Siena

Find and book unique apartments on Airbnb

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Popular amenities for Province of Siena apartment rentals

Weekly apartment rentals

Superhost
Apartment in Asciano
5 out of 5 average rating, 3 reviews

La "Magnolia" two beds apartment with pool

SurakanyaRating, 5 stars67 months ago
Check and confirm the location with the owner before traveling
Superhost
Apartment in San Casciano dei Bagni
5 out of 5 average rating, 3 reviews

Iris - 50 meters from the center and Fonteverde

BarbaraRating, 5 stars2 weeks ago
We enjoyed staying in this luxurious apartment. Even though we stayed only one night it was spoiling and we had a beautiful views!
Guest favourite
Apartment in Toscana
4.9 out of 5 average rating, 71 reviews

LECCIO - Apartment in a typical Chianti village

KevinRating, 5 stars2 weeks ago
We had a wonderful stay with Marco, Mauro and Lucia as a young family. The apartment is beautifully located in nature in a small village in the Chianti area. It was very quiet, surrounded by vineyards and forest. The tennis court is a great addition, the swimming pool was still closed for the stay (early April; but it would have been too cold) By car, it is a perfect starting point to get to know the Chianti area, be it the towns and villages, the wine, the cuisine or the history.
Superhost
Apartment in San Giovanni d'Asso
5 out of 5 average rating, 15 reviews

Podere Ferranino #Brunelleschi Townhouse

JulieRating, 5 stars23 months ago
Very beautiful apartment ! Spacious for 7 adults
Guest favourite
Apartment in San Gimignano
4.79 out of 5 average rating, 102 reviews

San Gimignano, Montegonfoli "TWO"

BekkahRating, 5 stars6 months ago
A breathtaking stay & an accommodating host!
Superhost
Apartment in Castiglion Fiorentino
5 out of 5 average rating, 8 reviews

hilly village - living room with spa for couples

SophiaRating, 5 stars22 months ago
We visited from California after traveling throughout Europe for 2 weeks. We were pretty sick of rubbing shoulders with other tourists. Our stay at this residence completely recharged us. The staff is wonderful, the pool is so nice (especially in this heat), delicious dinner, and all is in a secluded, magical location. The spa was a real treat at the end. Never experienced something like this before, it was amazing. Totally a five star experience.
Superhost
Apartment in Radicofani
4.91 out of 5 average rating, 145 reviews

"L'Assolata" Cottage in Tuscany

ErinRating, 5 stars7 months ago
Pictures don’t do that view justice. Cosy little place with everything you need. Full kitchen. Laundry service from the host. Sara was super lovely and helpful. Just near a cute little old town and cool castle.
Guest favourite
Apartment in Siena
4.96 out of 5 average rating, 120 reviews

Farmhouse "Villa Il Poggiolo" Siena, Park 1

IvanRating, 5 stars2 weeks ago
Clean, nice and cozy place. Definitely a recommendation!

Private apartment rentals

Superhost
Apartment in Abbadia San Salvatore
4.5 out of 5 average rating, 4 reviews

La Palazzinetta bike and motorcycle

AleRating, 5 stars2 weeks ago
Highly recommended
Guest favourite
Apartment in Arezzo
4.95 out of 5 average rating, 98 reviews

Exclusive Terrace Attic Apartment, New, A/C

RobertaRating, 5 stars4 months ago
We had a great time. The accommodation is very nice, with all the essentials including breakfast and very close to the center. Chiara was very kind and helpful in recommending places to visit and restaurants to eat. I highly recommend it
Superhost
Apartment in Montepulciano
4.8 out of 5 average rating, 20 reviews

Tuscan Palace - Petit Apartment

KarineRating, 5 stars7 months ago
Fabulous place! The view was amazing, great location and it had everything we needed. It was easy to find and close to everything. A great stay!
Superhost
Apartment in Radicofani
5 out of 5 average rating, 5 reviews

Le Persiane Apartment

RaffaeleRating, 5 stars7 months ago
Place is great..... Waking up in the morning and enjoying that view is priceless. There was everything in the house, especially in the kitchen. I think it is strategically located 20/30 from all the main attractions in the area.
Superhost
Apartment in Vescovado
4.8 out of 5 average rating, 65 reviews

"The Arch" Between History and Silence

ŽakRating, 5 stars6 days ago
Jacopo was very responsive and helpf. Good value for what you get overall!
Guest favourite
Apartment in Sasso D'ombrone
4.81 out of 5 average rating, 59 reviews

"La Sartina" Vacation Home

BerendRating, 5 stars2 weeks ago
Great place, super clean with fantastic views. Simonetta communicates directly and kindly!
Top Guest favourite
Apartment in Arezzo
5 out of 5 average rating, 15 reviews

Giovan Battista apartment

JanireRating, 5 stars2 weeks ago
Roberto and Sonia's apartment is beautiful, tastefully decorated, very clean and perfectly cared for. You can see the dedication in every detail. Very attentive to food intolerances, which is greatly appreciated. In addition, they showed great flexibility with check-in and check-out times, something we highly valued and made everything much more comfortable. We felt right at home from the moment we arrived. Definitely a place we would recommend with our eyes closed.
Superhost
Apartment in San Quirico d'Orcia
4.5 out of 5 average rating, 6 reviews

Oleandro real farm house in the Tuscan countryside

JackyRating, 5 stars6 months ago
Great family run place! Welcomed and greeted by Robert’s mother with a glass of wine that Robert made himself. Robert’s mom doesn’t speak any English but she was just so sweet and welcoming. The view is gorgeous and this place is a true agritiursimo with active vineyard and olive farms. Highly recommend.

Apartment rentals with a hot tub

Guest favourite
Apartment in Monteroni d'Arbia
4.95 out of 5 average rating, 240 reviews

"Red Rose" apartment with view of Siena.

MariaRating, 5 stars2 weeks ago
Marta’s Red Rose apartment offers stunning panoramic views that highlight the beauty of Tuscany. Every morning, we woke up to this enchanting landscape, and every evening, we wound down with it, making our two-week stay feel truly magical. The apartment is compact but efficiently designed, providing a comfortable and well-planned space. We had everything we needed throughout our stay. The farm, with its blend of rustic charm and modern touches, added to the overall experience and made for a pleasant environment.
Superhost
Apartment in Colle di Val d'Elsa
4.67 out of 5 average rating, 6 reviews

San Sebastiano Suite - Green - Colle di Val d'Elsa, Italy

AndreaRating, 5 stars5 months ago
Definitely one of the best homes ever rented so far. Very spacious bathroom and very spacious shower. The bathtub is a little bit
Superhost
Apartment in Siena
5 out of 5 average rating, 5 reviews

Luxury Apartment in Villa with Pool, Siena Retreat

ManujRating, 5 stars10 months ago
Mario, Anna and Claudia are such a wonderful family and lovely hosts . They want to make sure you have the best stay ever. The beauty of this property and Siena itself is one you see in paintings . I was so sad to leave after 3 nights I asked if we could extend because I wish we booked longer ! Everything is breathtaking. This is the best booking we have made in our 13 years of marriage. You will not be disappointed. I am already planning our next trip back and thinking of renting the entire villa for that trip! Thank you for the best stay !!
Top Guest favourite
Apartment in Siena
4.99 out of 5 average rating, 156 reviews

Villa di Geggiano – Alfieri Suite

CarolinaRating, 5 stars2 weeks ago
Our stay at Villa di Geggiano was truly magnificent! It is difficult to put into words how very special and magical our experience was in the Alfieri Suite at the Villa but I can say that, without a doubt, this was our absolute favorite Airbnb experience ever! The entire property, outside grounds, the incredible views,the beautiful Alfieri Suite we stayed in,the luxury amenities and especially Andrea,our exceptional,very gracious host at Villa di Geggiano all contributed to make this an unforgettable experience that we will treasure for a lifetime. If you have the incredibly good fortune to find this little slice of heaven available for your dates,please,I urge you not to hesitate…book this immediately,I promise you will not regret it. The suite we stayed in had every conceivable amenity you could ever need and more. It was beautifully and so tastefully decorated and we truly felt completely at home there for our 4 night stay. We give Andrea & the Villa our highest recommendation!
Guest favourite
Apartment in Montevarchi
4.91 out of 5 average rating, 104 reviews

Apartment with garden in the heart of Tuscany

Mary BethRating, 5 stars6 months ago
Paola is a great host! Everything was clean and perfect and the view was breathtaking! I 100% recommend!
Top Guest favourite
Apartment in Siena
4.94 out of 5 average rating, 105 reviews

Domus Nannini - L'Angolo di Paradiso Spa (Spa)

ManuelRating, 5 stars1 week ago
We had a wonderful week at this beautiful flat! Everything was spotless upon arrival – the cleanliness was truly impressive. The bathroom was one of the highlights, with a fantastic jacuzzi that made our stay feel extra relaxing and luxurious. The apartment was not only well but also very generously equipped – from kitchen essentials to thoughtful extras, everything we could possibly need was there. I personally appreciated the fresh and crisp bed sheets, the generous amount of towels, and the great selection of pillows – these details made a big difference. Everything was clearly prepared with a lot of love and care, and we felt at home immediately. A big thank you to Gianluca for being such a wonderful host, and to Alessandro, who gave us a warm welcome, helped with our luggage, and provided clear instructions about where to park. Their attention to detail and kindness really made us feel home. We truly enjoyed every moment of our stay and are already hoping to come back soon!
Superhost
Apartment in Montepulciano
4.71 out of 5 average rating, 34 reviews

Gli Alberi - apartment with a view

JoyRating, 5 stars4 months ago
Love love love Montepulciano and Monica’s place is an ideal location to experience the area. The apartment was cozy, clean and has beautiful views! Love this stay!
Superhost
Apartment in Gambassi Terme
4.73 out of 5 average rating, 11 reviews

Up to 8 persons' in Tuscan farmhouse apartment

ZainabRating, 5 stars8 months ago
Nice place near Tuscany, good recommendation from host. Own Villa but in shared space. Thanks!

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