
Condo holiday rentals in Siena
Find and book unique condos on Airbnb
Top-rated condo rentals in Siena
Guests agree: These condos are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Siena condo rentals
Weekly condo rentals

Chianti Apartment in 12th Century Tuscan farmhouse
I highly recommend Bryan's place it is extremely beautiful and well maintained with an amazing back drop. Bryan and his family are very welcoming. If you want a taste of Tuscany you need to stay here.

The View of Sangiorgio
This is the second time I have stayed at this Airbnb. Mattia is a consummate host. He responds quickly and is always pleasant. The apartment and especially the terrace are phenomenal. I hate to give it such high marks because everybody is gonna wanna steal it from me! But it is a well-deserved high recommendation.I really love this place and it feels like my second home.

Casa Manori - refined and cozy two-room apartment
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.

The Nest in Chianti
Brilliant Airbnb in Greve.. location superb overlooking the square. The apartment is spacious and felt like home. Wonderful restaurants to walk to and a great bakery opposite for morning coffee and pastries. Easy to park the car just a few minutes walk away. Lovely villages to explore nearby and picture perfect everywhere you look. If you come to Greve book here, relax and soak up the Italian atmosphere. Cora is a fantastic host who regularly communicates to make sure you have everything you need. 10/10 ❤️

Taste of Lucca, charming and modern apartment
Lucca is such a beautiful, vibrant and historic place, and Leandro’s apartment certainly added to the amazing few days we had there. Leandro was always responsive where needed, with clear instructions as to how to find the apartment, and a very detailed guest book detailing the local restaurants and landmarks. The apartment itself is totally spotless, with modern furniture throughout. There is plenty of space as well as a well equipped kitchen. The bathroom is very tastefully decorated, and the bed was very comfortable. Overall, I fully recommend Leandro’s apartment, and if we are lucky enough to return to Lucca, we would have no hesitation to come back here.

DorminColle - Tuscan-style apartment
This place is great, I strongly recommend it. The hosts are also amazing. We stayed while doing a bike trip around Tuscany and the hosts allowed us to store our bikes in their garage.

"Dimora Valinda" Montepulciano Piazza Grande +A/C
We had the best time!! The cutest little apartment with a nice little balcony. Loved the exposed beams and the kitchen. It was very walkable to great restaurants and scenic views, also far enough away were you are not worried about noise at night. Host was super responsive and had excellent recommendations on where to eat and what to do!

Il Vecchio Noce
A super nice place to stay. The way there is a bit adventurous and not recommended for low-riding vehicles, but otherwise quite doable if you drive slowly. But it is also totally quiet there. The cottage is nicely furnished. Everything important was available and Alessandro even greeted us with a bottle of wine. The bed and pillows are extremely comfortable. Somewhat annoying is the squeaky gas heater and the fact that the water temperature in the shower fluctuated quite a bit. Maybe it can still be repaired. But that's already whining at a high level. All in all, a great place to stay with a very nice and accommodating host.
Pet-friendly condo rentals

" Il teatro " apartment - Prato Centro Storico
Beautiful one of a kind Airbnb in the heart of Prato. I highly recommend you rent this place, you can easily get to Florence in 25 mins by train, and discover the hidden gem that Prato is.

A View Over Tuscany's Countryside
Incredible experience! Filippo’s place was as described! All the amenities present and spot clean. We really enjoyed our stay and recommend to everyone!

Francesco's house
The apartment was great and met all my expectations! It was very clean and comfortable. The location is perfect — close to the city center and just a short walk from charming streets ideal for walking and exploring. The host provided all the information we needed, which made our stay smooth and easy. I would definitely recommend this place and would love to stay here again.

Adalberto Apartment inside the Manor of Fulignano
A beautiful apartment with stunning views. Easy access to many beautiful places to visit such as San Gimignano, Florence and Sienna. The apartment was clean and comfortable with amenities as listed. The views from the communal terrace were stunning and there was plenty of space to sit without being on top of other guests. We would highly recommend.

Central apartment overlooking Santa Maria Novella
We enjoyed the stay at Claudio’s place , the apartment is conveniently located . Claudio was waiting for us at the apartment to greet us and to shows the functionality of all amenities , we found the apartment nicely decorated and squeakily clean . We highly recommend this place for a family of 3 or 4 traveling to Florence . We will be back .

Suite with 3 terraces at Ponte Vecchio
Josephine was extremely proactive with her communication. She provided easy to follow check-in/check-out instructions and was quick to respond to any questions. Check-in was a breeze and we received a quick tour of the place. The AirBnB was exactly like the pictures with a spectacular rooftop view of Florence. The place was spacious and spotless with an extremely comfortable bed and all the needed amenities. This place was hard to leave and has moved to the top of our list for our next trip to Florence.

Designer Apartment with Breathtaking Views
I enjoyed my stay at Dan's apartment. It was large (even more so when you factor in the adjacent terrace), beautifully furnished and well stocked. Appreciated the dishwasher and clothes washer. Having a second bathroom was an extra perk. Only slight downside was the walk into the center of town (25 min to the Ufizzi) as it rained nearly every day during my weeklong stay -- I imagine on dry/temperate days it's a pleasant walk along the river. Overall I would gladly stay again.

Historic centre - cozy apartment
Charming apartment in the historic center of San Gimignano, excellent level of cleanliness. Well-equipped kitchen, comfortable bed. I stayed for two nights and had a great time. The hosts, Federico and Helga, are fantastic and very friendly people. Excellent advice on how to get around the area and on restaurants with typical Tuscan cuisine and places with views of the hills ideal for aperitifs at sunset. I would definitely go back!
Condo rentals with a pool

Chianti La Pruneta, Michelangelo apartment.
Lovely stay in this rural location. Comfortable, scenic, friendly hosts! Nice pool!! Clean and everything we needed! Massimo made us feel as comfortable as possible down to the details!! We loved Iris the dog too (and we think she loved us!) Recommend the meal which helped make my wife’s birthday very special.

La Foresteria | Granary House
Such a beautiful, peaceful place to spend a few days! It was central to many tours and activities, great for exploring! Luca was a wonderful host and ensured we were happy and had everything we needed. The restaurant was great! I can’t think of anything that would have made our stay better! Completely exceeded our expectations!

San Rocco – Bellavista – Castello di Bossi
The property is wonderful, surrounded by greenery and with a pool with an incredible view. The room was super clean and with all possible comforts. We interacted a lot with a very kind lady at the reception, very friendly and helpful. The wine we tasted was also exceptional , it's worth staying there for just one night! Extremely recommended

Casa Rebecca with a small private pool
Amazing place !! It really worth !

VILLA LE PERGOLE - Florence
Anna was a fantastic host, who treated us with the upmost respect and kindness. While her place is a bit difficult to find at first, once you're there, you're in one of the most beautiful scenes we've seen during our time in Italy. Also, it was close enough that we were still early able to travel into Florence each day we were there. Anna was so nice in providing us with breakfast each morning, which included apricot jam from her fruit trees and homemade bread. We would recommend this spot for anyone looking for a quiet place to stay outside of the busy city.

Agriturismo Casavecchia, l'Olivo
This place is such a gem! The hosts work hard to make sure your stay is very comfortable. Someone is at reception most of the time to answer questions or help with recommendations! The room we stayed in (Olivo) was perfect. It had a small kitchen with beautiful views and the nature of the building is "Tuscany Picture Perfect" You definitely need a vehicle to Get around unless you plan on taking a taxi and staying at the location (which is very doable since they have a restaurant and serve you breakfast every morning) The pool is beautiful with picture perfect hills of Tuscany while you swim! They have a small playground and a large yard with tables where you can sip wine or have a picnic! The bed was very comfortable and our stay here was very relaxing! The restaurant had such an amazing food as well! 10/10 would recommend!

Apartment with terrace and stunning view
The stay at Raisa's was incredibly beautiful. The accommodation and especially the view is much nicer than in the pictures. Raisa has gone to great lengths to make everything as pleasant as possible for us. The dogs (Saila and Yango) are mega cuddly, the pool is great and the entire property is really picturesque. Beautiful city trips etc. are easily doable by car and we would be happy to come back again sometime.

Castello di Orgiale Charme Residenz
Property is amazing, host so friendly and helpful… Honestly we spent very little time on the property as we were exploring so much of Tuscany during our stay with the lovely location as our home base. But it was so beautiful to wake to every day and come “home” to late every evening :) During our 6 days, we explored Florence, hung out in Siena, hiked Chianti trails, visiting all over from Monteriggioni to San Gimignano to Volterra… and throughout Val d’Orcia from Montepulciano to Pienza , Pitigliano to Serano… and north to Lucca & Pisa. Just wonderful location :) Thank you so much!
Quick stats about condo rentals in Siena
Total rentals
240 properties
Nightly prices starting at
$50 NZD before taxes and fees
Total number of reviews
14K reviews
Family-friendly rentals
110 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with dedicated workspaces
150 properties have a dedicated workspace
Destinations to explore
- Rentals with a fire pit Siena
- Cottage rentals Siena
- Rentals with a washing machine and dryer Siena
- Rentals with an EV charger Siena
- Boutique hotel rentals Siena
- Rentals with a hot tub Siena
- House rentals Siena
- Bed and breakfasts Siena
- Rentals with breakfast Siena
- Apartment rentals Siena
- Rentals with pools Siena
- Smoking-friendly rentals Siena
- Family-friendly rentals Siena
- Holiday home rentals Siena
- Rentals with a patio Siena
- Kid-friendly rentals Siena
- Fitness-friendly rentals Siena
- Rentals with a fireplace Siena
- Rentals with outdoor seating Siena
- Pet-friendly rentals Siena
- Serviced apartment rentals Siena
- Hotel rentals Siena
- Villa rentals Siena
- Condo rentals Province of Siena
- Condo rentals Tuscany
- Condo rentals Italy
- 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
- Fortezza da Basso
- Cala Violina
- Parco delle Cascine
- Uffizi Gallery
- Piazzale Michelangelo
- Piazza della Repubblica
- Kite Beach Fiumara
- Marina di Grosseto beach
- Mercato Centrale
- Pitti Palace
- Giardino Bardini
- Stadio Artemio Franchi
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Teatro Verdi
- The Boboli Gardens
- Things to do Siena
- Sightseeing Siena
- Art and culture Siena
- Food and drink Siena
- Things to do Province of Siena
- Sightseeing Province of Siena
- Tours Province of Siena
- Food and drink Province of Siena
- Art and culture Province of Siena
- Nature and outdoors Province of Siena
- Things to do Tuscany
- Wellness Tuscany
- Sports activities Tuscany
- Art and culture Tuscany
- Entertainment Tuscany
- Food and drink Tuscany
- Sightseeing Tuscany
- Nature and outdoors Tuscany
- Tours Tuscany
- Things to do Italy
- Wellness Italy
- Sightseeing Italy
- Entertainment Italy
- Sports activities Italy
- Nature and outdoors Italy
- Food and drink Italy
- Tours Italy
- Art and culture Italy