
Holiday houses in Province of Siena
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Province of Siena
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Province of Siena holiday rentals
Other great holiday rentals in Province of Siena
Guest favourite

Hotel room in Siena
4.97 out of 5 average rating, 142 reviewsSleeping on Siena roof
SarahRating, 5 stars2 weeks ago
A real gem and an experience! We marveled at the evening atmosphere over Siena from the bed and slept very well. The bathroom is wonderfully designed and the shower is a dream. For our short stay in Siena, the accommodation was perfect!
Top Guest favourite

Holiday home in Siena
4.97 out of 5 average rating, 60 reviewsApartment in historic Villa in Siena_"LE CONTRADE"
PaulRating, 5 stars4 weeks ago
Located a long walk or very short (5 min) drive outside of Siena. Upon arrival, we had a little difficulty locating the apartment parking lot (small entrance off street), but once we knew where it was it was very easy after that. The apartment was wonderful, big for us, and cozy. Cristina was very communicative with us, and recommended many wineries and restaurants in Siena. We really enjoyed our stay and would stay here again.

Condo in Sinalunga
5 out of 5 average rating, 4 reviewsThe Secret
JonathanRating, 5 stars1 day ago
We had a wonderful time in this charming accommodation in Tuscany! Everything was just like in the pictures – clean, tastefully furnished and with great attention to detail. The host and his wife were incredibly friendly and helpful, which made our stay even more enjoyable. We felt completely comfortable and can wholeheartedly recommend this place!
Guest favourite

Apartment in Roccastrada
5 out of 5 average rating, 15 reviewsApartment in a wine estate
Steven JohnRating, 5 stars1 month ago
We had a wonderful 4 day stay, thank you for your hospitality, to all the staff and family. First class, recommended restaurants plus made reservations for us, which were needed, and recommended sites to visit. Rooms were spacious and clean, grounds were beautiful, wine tasting and Stephan’s knowledge of wine making made the tour. We also had breakfast every morning, and one evening had a dinner, recommended. A beautiful couple, so glad we meet them. Hopefully we will be back again.
Top Guest favourite

Apartment in Siena
5 out of 5 average rating, 14 reviewsCharm and Comfort
PaulRating, 5 stars2 weeks ago
A delightful apartment in lovely condition and very centrally located. Guido was great helping us out when our hire car broke down. Highly recommended. We would come back.
Top Guest favourite

Condo in Siena
5 out of 5 average rating, 72 reviewsCasa Manori - refined and cozy two-room apartment
MatthewRating, 5 stars2 weeks ago
Nora’s apartment is simple wonderful. Located just a stone’s throw outside the Siena old city wall, the location is perfectly quiet but walkable to the entire town, and affords much more space than average. This is a very large one bedroom, with plenty of lounge space, plus an actual washer plus separate dryer! The bed was super comfortable and the Nespresso machine was lovely. Nora was a fantastic host, helping answer questions before arrival and during the trip. Would definitely stay here again on our next trip to Siena.
Guest favourite

Condo in Monte San Savino
4.88 out of 5 average rating, 57 reviewsLa Foresteria | Betto House
AdrianRating, 5 stars1 month ago
An amazing super-authentic place in the middle of the Tuscan nature & fields ! The hacienda style accommodation truly offers a unique experience of the Tuscan country side. The accommodation is very authentic while also offering on-site restaurant with excellent food and excellent wine. The hosts are truly amazing and will go the extra mile to make your stay unique. The location is also very good as it is easily connected with main points of interest (i.e. places to visit, eat, etc).
Top Guest favourite

Apartment in Siena
4.97 out of 5 average rating, 32 reviewsPalazzo del Papa Standard Suites
TravisRating, 5 stars1 month ago
AMAZING stay. More beautiful than the photos. Spotless. 5 min drive to Siena. View of the wine country. Bed was more comfortable than my bed at home. Owner was extremely friendly and helpful.
Destinations to explore
- Rentals with a home theatre Province of Siena
- Smoking-friendly rentals Province of Siena
- Castle rentals Province of Siena
- Condo rentals Province of Siena
- Rentals with a fire pit Province of Siena
- Rentals with a kayak Province of Siena
- Kid-friendly rentals Province of Siena
- Rentals with outdoor seating Province of Siena
- House rentals Province of Siena
- Bed and breakfasts Province of Siena
- Rentals with a hot tub Province of Siena
- Loft rentals Province of Siena
- Guesthouse rentals Province of Siena
- Rentals with an accessible height bed Province of Siena
- Rentals with a sauna Province of Siena
- Rentals with an EV charger Province of Siena
- Rentals with a washing machine and dryer Province of Siena
- Apartment rentals Province of Siena
- Fitness-friendly rentals Province of Siena
- Holiday home rentals Province of Siena
- Rentals with a fireplace Province of Siena
- Nature eco lodge rentals Province of Siena
- Cottage rentals Province of Siena
- Rentals with pools Province of Siena
- Pet-friendly rentals Province of Siena
- Waterfront rentals Province of Siena
- Rentals with breakfast Province of Siena
- Boutique hotel rentals Province of Siena
- Luxury rentals Province of Siena
- Farmstay rentals Province of Siena
- Rentals with a balcony Province of Siena
- Rentals with a patio Province of Siena
- Townhouse rentals Province of Siena
- Villa rentals Province of Siena
- Serviced apartment rentals Province of Siena
- Barn rentals Province of Siena
- Hotel rentals Province of Siena
- Private suite rentals Province of Siena
- Tiny house rentals Province of Siena
- Family-friendly rentals Province of Siena
- Rentals with lake access Province of Siena
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Lake Trasimeno
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Basilica of Santa Maria Novella
- Mugello Circuit
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Marina di Grosseto beach
- Kite Beach Fiumara
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Cavallino Matto
- Teatro Verdi
- Palazzo Vecchio
- Things to do Province of Siena
- Nature and outdoors Province of Siena
- Food and drink Province of Siena
- Art and culture Province of Siena
- Sightseeing Province of Siena
- Tours Province of Siena
- Things to do Tuscany
- Entertainment Tuscany
- Sports activities Tuscany
- Tours Tuscany
- Wellness Tuscany
- Art and culture Tuscany
- Food and drink Tuscany
- Sightseeing Tuscany
- Nature and outdoors Tuscany
- Things to do Italy
- Nature and outdoors Italy
- Wellness Italy
- Tours Italy
- Sightseeing Italy
- Sports activities Italy
- Entertainment Italy
- Food and drink Italy
- Art and culture Italy