
Holiday rentals in Siena
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in 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 Siena holiday rentals
Other great holiday rentals in Siena
Top guest favourite

Apartment in Siena
5 out of 5 average rating, 10 reviewsStylish and Tuscany home 360° view Piazza Il Campo
ZazaRating, 5 stars1 week ago
We had a great stay at this apartment! The location is absolutely amazing—right in the center, walking distance to everything. The flat itself is very well equipped with everything we needed for a comfortable stay. A special mention to the host who was incredibly helpful, even arranging an emergency dentist appointment for us—truly above and beyond! The apartment comes with valet parking, which was convenient, although you do need to walk about 6 minutes to the meeting point to retrieve your car. Just a couple of things to keep in mind: if you arrive after 10pm, there’s an extra fee, and with luggage, it’s best to take a taxi to be dropped directly at the apartment, as only taxis are allowed access inside the area. Overall, a wonderful experience and would definitely recommend it!
Top guest favourite

Home in Siena
4.97 out of 5 average rating, 69 reviewsDomus Nannini - Crossed Loggia Spa
KathyRating, 5 stars3 weeks ago
Fabulous apartment right in the middle of everything, however very, very quiet when you want it to be it also, ability to make it completely dark by closing the shutters. There are two good sized bedrooms, one large bathroom and a half bath that also has a shower . The kitchen is well equipped . You are steps away from wonderful restaurants, great local products, grocery right next-door . Gianluca is a very helpful host!
Guest favourite

Flat in Castelnuovo Berardenga
4.88 out of 5 average rating, 26 reviewsColle ai Lecci: Design Apartment in Tuscany
JamesRating, 5 stars2 weeks ago
Beautiful property and a spotless, stylish room. The host was incredibly kind and attentive—made us feel right at home. Would definitely stay again!
Guest favourite

Apartment in Siena
4.97 out of 5 average rating, 62 reviewsRossella’s House
KaylaRating, 5 stars4 weeks ago
Gorgeous space, with incredible views. Convenient located on a quite street, close to everything you need.
Guest favourite

Apartment in Monte San Savino
4.96 out of 5 average rating, 51 reviewsLa Foresteria | Granary House
RhiannonRating, 5 stars2 weeks ago
This place is even more beautiful than the photos show! We are travelling round Italy for our honeymoon and this has been our highlight. From the amazing grounds to the incredible food at the little restaurant it’s all been perfect. Thank you Marian for excellent communication and being so accommodating. What a fantastic place - Grazie!!
Guest favourite

Flat 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.
Guest favourite

Apartment in Figline Valdarno
4.87 out of 5 average rating, 54 reviewsAgriturismo Casavecchia, l'Olivo
AnthonyRating, 5 stars3 weeks ago
We absolutely loved our stay and it exceeded our expectations. The staff were friendly and very helpful, the food was delicious and the apartment was a great size with all the amenities we needed. It was family friendly and our children loved the pool. It’s a beautiful location and very relaxing. We would love to come again. Thank you for making our holiday so lovely.
Top guest favourite

Flat in San Gimignano
4.98 out of 5 average rating, 42 reviewsHerons Superior Apartment - Splendid view!
MicahRating, 5 stars3 weeks ago
Highly recommend anyone new to Italy to try San gimigano first. Staying here allowed us flexibility to explore other cities and had plenty of great spots in walking distance. Lorenzo provided fantastic recommendations and assisted with everything we asked for.
Quick stats about holiday rentals in Siena
Total rentals
1.4K properties
Total number of reviews
71K reviews
Family-friendly rentals
550 properties are a good fit for families
Pet-friendly rentals
510 properties allow pets
Rentals with a pool
100 properties have a pool
Rentals with dedicated workspaces
620 properties have a dedicated workspace
Destinations to explore
- Serviced apartment rentals Siena
- Holiday home rentals Siena
- Hotel rentals Siena
- Rentals with breakfast Siena
- Family-friendly rentals Siena
- Smoking-friendly rentals Siena
- Rentals with a fireplace Siena
- Family-friendly rentals Siena
- Apartment rentals Siena
- Fitness-friendly rentals Siena
- Rentals with a patio Siena
- Pet-friendly rentals Siena
- Rentals with an EV charger Siena
- Rentals with outdoor seating Siena
- Rentals with a firepit Siena
- Cottage rentals Siena
- Flat rentals Siena
- Rentals with pools Siena
- Boutique hotel rentals Siena
- Villa rentals Siena
- Bed and breakfasts Siena
- Rentals with a hot tub Siena
- House rentals Siena
- Rentals with a washing machine and dryer 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
- Gulf of Baratti
- 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
- Things to do Siena
- Food and drink Siena
- Nature and outdoors Siena
- Art and culture Siena
- Sightseeing Siena
- 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