
Condo holiday rentals in Siena
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Chianti Apartment in 12th Century Tuscan farmhouse
Schon wenn man bei Bryan durch das Gartentor tritt, fühlt man sich sofort in ein toskanisches Paradies versetzt. Der Garten ist eine wahre Oase und lädt zum Entspannen ein. Das Apartment ist sehr gemütlich eingerichtet und man fühlt sich sofort sehr wohl und willkommen. Bryan und seine Frau sind wundervolle, herzliche Gastgeber. Von hier aus lassen sich viele bekannte toskanische Städte, wie Florenz, Arezzo oder Siena, erkunden.

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.

Il Nido nel 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, appartamento incantevole e moderno
Very impressive! The space, the quality, the finish! We felt very comfortable and good about staying…perhaps it was the quality above all. The location could not have been better with the walls and the city, (not forgetting the restaurants within), being on our doorstep. We would definitely go again…the city warrants it, Leandro and his accommodation deserve it!

Appartamento nel cuore di Siena
Ideal location walkable from bus station. Parking is difficult in Siena, but there's free parking available in this area. Right on the edge of center. Very quiet. Near the fortress, a great place to walk or jog in the morning. We felt far away from the hustle and bustle but right in the heart of the city at the same time. Peaceful and comfortable. Nicely decorated. Enjoyed our stay. Aida is very friendly and helpful.

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.

"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
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.
Pet-friendly condo rentals

A View Over Tuscany's Countryside
El apartamento y Filippo fueron maravillosos!!! con vistas muy lindas a viñedos que te hacen sentir verdaderamente en la Toscana! Filippo ha sido uno de los mejores anfitriones que hemos tenido, sin duda te sentiras como en casa con su buen trato y calidez y con todo lo que ofrece su apartamento, la cocina muy bien equipada, la cama muy comoda perfecta para descansar despues de un intenso dia de aventuras toscanas! Sin duda volveriamos!

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.

Stylish Terrace on Boboli Gardens
We loved this space and when we come to Florence again we will most definitely book here. It was a cool, quiet oasis on the beautiful relaxing side of the Arno. The location was perfect with an easy walk to all the sites but also so quiet and peaceful. We loved the kitchen and cooked multiple days and sat on the sweet patio and enjoyed the local wine. The space was clean and cool and the layout was perfect for 2 people. There’s also a couch bed if another person or one or two children were there. Our hosts were so accommodating and friendly! We have so much love for this special spot in 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
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 !

Asso's Place, Luxury Apartment with stunning view
Asso's Place was the perfect home for our family in Florence! The most luxurious Air BnB we've found to date - with original paintings, a generous supply of records, DVDs, and books galore. The Duomo felt so close that we could reach out the window and touch it. The location was walking distance from all the major attractions and excellent restaurants. Piero and Raffaela were perfect hosts, reaching out to us with information about restaurants, shopping, and sites to visit, and answering every question quickly. Raffaella greeted us in person and pointed out important features of the apartment. All of our needs were met to perfection.

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.

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!

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

Casa Rebecca con piccola piscina privata
Als je in Toscane wil verblijven en in een klein paradijs terecht wil komen, boek dan deze Airbnb! Alles klopt en is fijn aan deze plek. We voelden ons compleet thuis en hadden graag langer willen blijven. We hopen ooit terug te keren!

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.

Apartment with terrace and stunning view
The apartment was lovely. We stayed there for 6 days from end of May into start of June. The view is incredible and the fact there is a nice balcony and a swimming pool that look over it are a bonus. Raisa was very helpful with suggestions for the area, and they let us do our own thing on the land peacefully. The dogs are very adorable and friendly too! For anyone looking for a peaceful getaway with the occasional trip into Castelina in Chianti (would recommend there are many lovely spots to eat), this is a perfect getaway.

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!

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, ...)
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
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- 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
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