
Condo holiday rentals in Province of Siena
Find and book unique condos on Airbnb
Top-rated condo rentals in Province of 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 Province of Siena condo rentals
Weekly condo rentals

Stylish and Tuscany home 360° view Piazza Il Campo
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!

Palazzo Rinuccini Cecco
Absolutely beautiful apartment in a fabulous location. We loved being in the rooftops of beautiful Siena. Apartment had everything you needed. The restaurant opposite (about 2 metres away!) is also fantastic and worth a visit The lift is from about 8 steps up so just note that if that is very important to you. We got a taxi from the station where we parked our rental car for 2 euros a day. Was really worth staying in the centre. We loved it.

Teresa 91, appartamento vista DUOMO
My daughter and I stayed 3 nights in early June in this wonderful home. It was spacious and clean, and very comfortable. The host was very clear in her instructions. The location was fantastic! It was an easy walk to the Duomo cathedral, Piazza del Campo, and pretty much everything in the city center. We really enjoyed sitting at the kitchen table, enjoying the breeze, and looking out the window at the historic buildings and the top of the cathedral in the distance. Thank you for a memorable stay! We can’t wait to come back…

Rossella’s House
Gorgeous space, with incredible views. Convenient located on a quite street, close to everything you need.

Casa Manori - raffinato e accogliente bilocale
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.

DorminColle - Appartamento in stile toscano
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.

Il Vecchio Noce
Eine super schöne Unterkunft. Der Weg dorthin ist ein bisschen abenteuerlich und nicht für tiefer gelegte Fahrzeuge zu empfehlen, aber sonst gut machbar wenn man langsam fährt. Dafür ist es aber auch total ruhig dort. Das Häuschen ist niedlich eingerichtet. Alles wichtige war vorhanden und Alessandro hat uns sogar mit einer Flasche Wein begrüßt. Das Bett und die Kissen sind ausgesprochen bequem. Etwas störend ist die fiepende Gastherme und die Tatsache, dass die Wassertemperatur in der Dusche ziemlich geschwankt hat. Vielleicht lässt sich das ja noch reparieren. Aber das ist schon jammern auf hohem Niveau. Alles in allem eine tolle Unterkunft mit einem sehr netten und zuvorkommenden Gastgeber.

Traditional Apartment next to Piazza del Campo
This was the most amazing apartment right in the middle of everything! Literally just behind the Piazza del Campo we walked out our door and had everything right there. And the apartment was so cool! Everywhere you look there’s cool features. It was so unique and charming. We loved having the windows open to the view of a restaurant below and the rolling hills beyond. Fabio was very helpful as well. We would definitely stay here again.
Pet-friendly condo rentals

La Foresteria | Casa Granaio
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!

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.

La Civetta - Stylish Retreat in Historic Center
Benedetta’s place was perfect! Just what my family of 4 needed for a quick trip to Montepulciano. Would definitely recommend staying here!

Appartamento Spinosa a Podere Capraia
We had a wonderful time at Alberto‘s and Laura‘s - it turned out that we didn’t do as many trips into the surroundings as planned because we just wanted to enjoy the beauty of the garden and the amazing views. It was the perfect ending of a fantastic vacation in Italy - I hope we will be back next year :) We received a fantastic welcome, home made bread, jam and pasta - and immediately felt like home. Grazie! One thing to mention is that the apartment is kind of thin-walled towards the second apartment - that didn’t bother us at all, but might be of interest for fellow travellers who are sensitive to noises. All in all, certainly one of the best accommodations we have stayed in!

San Rocco - Bellavista - Castello di Bossi
La struttura è meravigliosa, immersa nel verde e con una piscina dalla vista incredibile. La camera era pulitissima e con tutti i comfort possibili. Abbiamo interagito molto con una gentilissima signora della reception, molto cordiale e disponibile. Il vino che abbiamo degustato inoltre era eccezionale , vale la pena soggiornarci anche solo per una notte! Estremamente raccomandato

A casa di Luca - entire apartment with balcony
The apartment is conveniently located, but far enough from town centre to be quiet and peaceful. Barbara made extra effort with leaving milk and a few drinks, enough toilet paper, and other basics like olive oil which was helpful. We loved the small balcony looking out on a green space and found the beds comfortable and apartment clean.

Historic centre - cozy apartment
Grazioso appartamento nel centro storico di San Gimignano, ottimo livello di pulizia . Cucina ben attrezzata , letto comodo . Ho soggiornato per due notti e mi sono trovata benissimo . Gli host , Federico ed Helga sono persone fantastiche e molto amichevoli . Ottimi consigli su come muoversi in zona e su ristoranti con cucina tipica toscana e locali con vista sulle colline ideali per aperitivi al tramonto . Ci tornerei sicuramente !

Amazing view of Val d'Orcia Pienza
Wir hatten einen tollen Aufenthalt in dieser Unterkunft. Ruhig gelegen mit allem Komfort für eine entspannte Urlaubswoche in Val D’Orcia. Der Ausblick vom Garten des Grundstücks ist einfach nur wunderschön!
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.

Cottage 48 mq, piscina, relax, immerso nel verde
Had an amazing time with Sara & Simone - truly the best hosts we've come across. The place was fantastic, amazing views by the pool, great room, clean and all the amenities needed are available. Sara & Simone are great hosts, they made us breakfast one day which was amazing, fresh organic food with the best view. And all their local recommendations and reservations made our trip in Tuscany much nicer. Can't wait to come back again 👌

Traditional Apartment with Patio and Garden View
Pierre, Eric and family have created an amazing place to stay. From the warm welcome on arrival and dinner with them the next night, a week was not enough time spent there. They have really created a beautiful place to stay and we look forward to staying again.

Relax between Siena and Valdorcia
Logement très agréable, spacieux, bien équipé et confortable. La terrasse et la piscine sont super et permettent de bien profiter du magnifique paysage du Val d’Orcia. C’est facile de se stationner. La route passe devant le logement mais nous étions quand même très au calme et nous nous sommes vraiment sentis en pleine nature. Je recommande sans hésiter pour un doux séjour en pleine nature milieu du Val d’Orcia !

Relaxation and peace in the countryside Cortona G
Jederzeit wieder! Wir sind total herzlich empfangen worden. Die Unterkunft ist klein, aber hat für zwei Personen alles was man braucht. Wir haben uns sehr wohl gefühlt, hatten auf der Terrasse oder am Pool viel Zeit um zu entspannen und die Idylle der Toskana zu genießen. Im Umkreis kann man wunderschöne Orte, Restaurants, Weingüter und vieles mehr besuchen. Emanuele und Angela waren immer erreichbar und haben uns tolle Insider Tipps gegeben. Vielen Dank nochmal für alles Angela & Emanuele! Felix & Johanna

PodereCupiano "la Costa"
Francesco is an excellent host. Podere Cupiano is a fantastic estate. The views are to die for. Sopratutto, the pool is amazing. Montieri is a super cute and friendly town nearby with great restaurants. You should also visit the restaurant at VIN Hotel, a ten minute walk away.

Apartment with terrace and stunning view
Der Aufenthalt bei Raisa war unfassbar schön. Die Unterkunft und insbesondere die Aussicht ist noch viel schöner als auf den Bildern zu sehen. Raisa hat sich wahnsinnig viel Mühe gegeben uns alles zu angenehm wie möglich zu machen. Die Hunde (Saila und Yango) sind Mega knuffig, der Pool ist toll und das gesamte Anwesen echt malerisch. Mit dem Auto sind schöne Städtetrips etc. gut machbar und wir würden uns freuen irgendwann nochmal wieder zu kommen.

La Casetta
Können wir absolut empfehlen ! Ist alles so wie im Text beschrieben und auf den Foto´s zu sehen. Liegt ca 2 km außerhalb vom total schnuckeligen Örtchen Casole de Elsa. Von Andrea + Barbara gab´s alle nötigen Infos zur Anreise und viele tolle Tipps vor Ort, immer mit den dazugehörigen Links. Zum Beispiel verzögerte sich unsere Anreise verkehrsbedingt auf ca. 22:15 Uhr. War kein Problem, wir standen in Kontakt und als wir ankamen, hat uns Andrea persönlich in Empfang genommen. Und wenn wir während unseres Aufenthaltes eine Frage hatten, kam immer sehr zügig eine Antwort. (Wo man in Siena am Besten parken kann, wie gelangt man am Besten nach Florenz, ...)
Destinations to explore
- Rentals with a fire pit Province of Siena
- Tiny house rentals Province of Siena
- Smoking-friendly rentals Province of Siena
- Rentals with a fireplace Province of Siena
- Rentals with pools Province of Siena
- Villa rentals Province of Siena
- Townhouse rentals Province of Siena
- Barn rentals Province of Siena
- Loft rentals Province of Siena
- Bed and breakfasts Province of Siena
- Rentals with breakfast Province of Siena
- Castle rentals Province of Siena
- Rentals with outdoor seating Province of Siena
- Serviced apartment rentals Province of Siena
- Private suite rentals Province of Siena
- Guesthouse rentals Province of Siena
- Cottage rentals Province of Siena
- Rentals with a hot tub Province of Siena
- Rentals with a kayak Province of Siena
- Fitness-friendly rentals Province of Siena
- Holiday home rentals Province of Siena
- Rentals with an EV charger Province of Siena
- Apartment rentals Province of Siena
- Nature eco lodge rentals Province of Siena
- Rentals with a washing machine and dryer Province of Siena
- Rentals with a balcony Province of Siena
- Rentals with lake access Province of Siena
- Rentals with a sauna Province of Siena
- Rentals with a home theatre Province of Siena
- Luxury rentals Province of Siena
- Rentals with a patio Province of Siena
- Rentals with an accessible height bed Province of Siena
- Kid-friendly rentals Province of Siena
- Pet-friendly rentals Province of Siena
- Waterfront rentals Province of Siena
- Hotel rentals Province of Siena
- House rentals Province of Siena
- Boutique hotel rentals Province of Siena
- Family-friendly rentals Province of Siena
- Farmstay 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
- Basilica of Santa Maria Novella
- Mugello Circuit
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Kite Beach Fiumara
- Marina di Grosseto beach
- 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
- Art and culture Province of Siena
- Tours Province of Siena
- Sightseeing Province of Siena
- Food and drink Province of Siena
- Nature and outdoors Province of Siena
- Things to do Tuscany
- Wellness Tuscany
- Tours Tuscany
- Art and culture Tuscany
- Entertainment Tuscany
- Nature and outdoors Tuscany
- Sports activities Tuscany
- Sightseeing Tuscany
- Food and drink Tuscany
- Things to do Italy
- Nature and outdoors Italy
- Food and drink Italy
- Entertainment Italy
- Wellness Italy
- Tours Italy
- Sightseeing Italy
- Sports activities Italy
- Art and culture Italy