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Condo vacation rentals in Province of Siena

Find and book unique condos on Airbnb

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Popular amenities for Province of Siena condo rentals

Weekly condo rentals

Superhost
Condo in Pergine Valdarno
4.81 out of 5 average rating, 16 reviews

Relaxing holiday, 5 apts +pool among the vineyards

FelixRating, 5 stars10 months ago
Prachtig gelegen domein vlakbij het piepkleine Pieve a Presciano met een mooi zicht op het dorp en de omgevende cipressen. Het zwembad is dé grote troef van deze accommodatie, proper onderhouden en heel erg groot. Verder basic uitgerust en typisch Toscaans, maar alles wat je nodig hebt is aanwezig.
Top guest favourite
Condo in Poggibonsi
4.94 out of 5 average rating, 83 reviews

Gallery Apartment near Chianti

MeghanRating, 5 stars2 weeks ago
We booked our stay at Giuseppe’s place last minute and he was very accommodating. The kitchen was very well equipped for us to prepare our meals and the beds were comfortable. The apartment was squeaky clean!! A short trip to San Gimignano but away from all of the busyness! Highly recommend!
Guest favourite
Condo in Piazze
4.95 out of 5 average rating, 20 reviews

Canonica, Camporsevoli

NikolajRating, 5 stars9 months ago
No other than Amazing! A hidden gem in the heart of Tuscany. Never have we felt so truly welcome and almost part of the family from day 1. Stunning views from the apartment windows, beautiful and authentic furnitures and cool rooms in the tuscan heat. Many, many, many recommendations from the whole family!❤️
Superhost
Condo in San Gimignano
5 out of 5 average rating, 4 reviews

Apartment Melissa

StéphanieRating, 5 stars83 months ago
We stayed in the Melissa apartment and it was great, very spacious and bigger than expected. The apartment is self-catering and has all that you need to cook and have a great time. There is no terrace for this apartment, but they are many areas around the property that allow for some outdoor time. The location was beautiful, amazing views, great swimming pool and an overall very relaxed place. The property is 15 mins away from San Gimignano and very close to the bigger towns/villages to visit. Having a car is a must. The staff, the welcome and overall communication was lovely and easy, I would definitely recommend staying here.
Top guest favourite
Condo in Siena
4.86 out of 5 average rating, 343 reviews

Appartamento nel cuore di Siena

GiedreRating, 5 stars6 months ago
Apartamentai atitiko aprašymą ir nuotraukas. Labai patogi vieta - ir lankytinos vietos, ir traukinių stotis lengvai pasiekiami pėsčiomis, prie pat autobusų stotelė. Aiškios įsiregistravimo instrukcijos, šeimininkai atsiunčia daug naudingų patarimų ir lankytinų vietų rekomendacijų. Apartamentai gal kiek tamsoki, langai išeina į vidinį kiemą, bet užtai nesigirdi gatvės triukšmo. Mums viskas tiko ir patiko.
Guest favourite
Condo in Castellina in Chianti
4.79 out of 5 average rating, 326 reviews

relax tra le vigne del chianti1-IlVillinoFarmhouse

TomRating, 5 stars2 weeks ago
We loved our stay. Wish we could have stayed longer. The town was extremely enchanting and the food was delicious. The views from the room and property were beautiful. We did rent a car (think it’s a must) and went on a really nice castle and wine tour. It was a blast. Overall, extremely satisfied with the entire experience.
Guest favourite
Condo in Colle di Val d'Elsa
4.86 out of 5 average rating, 106 reviews

Casa Agrestino

ElenaRating, 5 stars5 days ago
La casa era molto pulita, confortevole, dotata di ogni cosa e corrispondente alla descrizione. Laura è stata paziente ed ospitale. Abbiamo molto apprezzato la posizione tranquilla e la facilità nel raggiungere le bellissime località nei dintorni.
Guest favourite
Condo in Castiglione della Pescaia
4.8 out of 5 average rating, 44 reviews

Agriturismo verdoliva,appartamento “leccino”

MelanieRating, 5 stars4 months ago
Abbiamo davvero apprezzato il nostro soggiorno con Norma. La famiglia è molto gentile, disponibile e calorosa. Ci siamo sentiti molto a nostro agio. Ideale per un soggiorno con un cane. Facile accesso per lo shopping in auto, per raggiungere la città e vicino a spiagge molto belle. Eravamo lì in inverno ed era molto accogliente. Di nuovo volentieri in qualsiasi momento.

Pet-friendly condo rentals

Superhost
Condo in Siena
4.84 out of 5 average rating, 51 reviews

Il Nido

ShawnRating, 5 stars5 months ago
There are no better views in Siena as this is possibly the highest flat in the city. Windows on three sides with fantastic scenery out of each. The flat has everything needed for a longer stay. The walk up to the door and the stairs inside could be difficult for some. Good water pressure and fine heat. Come for the views, stay for the life in medieval Tuscany.
Guest favourite
Condo in Arezzo
4.95 out of 5 average rating, 42 reviews

'Mediterraneo' Cozy two-room apartment with garden

RobertoRating, 5 stars4 months ago
Bell'appartamento, confortevole e molto attrezzato. Ideale per chi ha un cagnolino. Centro città raggiungibile a piedi. Host gentile e disponibile.
Guest favourite
Condo in Arezzo
4.86 out of 5 average rating, 93 reviews

Il Piccolo Ristoro

IliasRating, 5 stars1 week ago
Υπέροχη εμπειρία στο Arezzo! Εξαιρετικός οικοδεσπότης και το διαμέρισμα άψογο!
Superhost
Condo in Arezzo
4.77 out of 5 average rating, 30 reviews

Cozy house in the vineyard -Fogliadalloro-

DavideRating, 5 stars1 week ago
Sistemazione splendida nella magnifica campagna toscana, tra vigne e ulivi. Al tempo stesso si è a pochi minuti di auto dal bellissimo centro di Arezzo. Bianca è stata una padrona di casa gentilissima, premurosa e discreta. Super consigliato!
Top guest favourite
Condo in Siena
4.96 out of 5 average rating, 169 reviews

Elegant vintage decorated home in the old Siena

LaurieRating, 5 stars2 weeks ago
Grazia was a wonderful host ! Very communicative and shared wonderful recommendations! Her home is beautiful and just as the pictures show . Would definitely recommend her home !
Superhost
Condo in Laterina
5 out of 5 average rating, 4 reviews

Casa vacanze Le Fornaci - Appartamento Dondo

AndreaRating, 5 stars2 weeks ago
Molto bella la location , essenziale ma funzionale. Gran comodità avere la possibilità di utilizzare il ristorante (previa prenotazione). Spunti di miglioramento, maggior attrezzatura in cucina(mancavano posate , apribottiglie, nulla di non recuperabile dopo segnalazione), i cuscini del letto abbastanza scomodi. Torneremo volentieri
Guest favourite
Condo in San Gimignano
4.83 out of 5 average rating, 229 reviews

Historic centre - cozy apartment

SimonaRating, 5 stars5 days ago
L’abitazione di Helga e Federico è situata in un punto strategico di San Gimignano che permette di visitare e godere delle bellezze della cittadina. È pulita, curata e dispone di tutto quello che occorre. Federico si è dimostrato da subito un ospite disponibile, adoperandosi per la ricerca di un parcheggio (non facile da trovare nei giorni del ponte del 1 maggio) e dandoci dei suggerimenti decisamente utili. Li ringraziamo e ci sentiamo di consigliare vivamente questa soluzione a San Gimignano.
Superhost
Condo in Siena
4.81 out of 5 average rating, 282 reviews

Liberty Siena Flat 2

AgnesRating, 5 stars1 month ago
Perfekt lägenhet mitt i Siena, ett stenkast bort från allt du vill se som turist. Jättetrevlig, hjälpsam och kommunikativ host som gjorde allt för att se till så att vi fick en bra vistelse och tog sig tid att ge personliga tips. ❤️ Några saker i lägenhetsbeskrivningen stämde inte helt – lägenheten ligger inte på bottenplan utan på första våningen (det spelar roll för oss som reser med barnvagn och fick fälla ihop och bära upp den för trappan), och den gratis parkeringen syftar på de gratis parkeringsplatser som går att hitta runt om i stan. Det är småsaker i sammanhanget - överlag var vi jättenöjda med både boende och värd!

Condo rentals with a pool

Superhost
Condo in Gambassi Terme
5 out of 5 average rating, 3 reviews

Tuscan Escape with Pool, Close to San Gimignano

MariannaRating, 5 stars9 months ago
L'alloggio è una chicca nella bellissima Toscana. Gambassi Terme è un punto strategico per andare a visitare bellezze legate alla storia italiana ed assaporare luoghi e tipicitài della regione. E poi c'è la piscina del borgo, ampia e pulitissima, un vero ristoro nelle giornate calde e dopo una gita nei dintorni. Francesca e la sua famiglia sono carinissimi ed al contempo professionali. Hanno anche un b&b a San Gimignano. Contentissimi della nostra esperienza!
Guest favourite
Condo in Radda in Chianti
4.84 out of 5 average rating, 88 reviews

💜 "Gaia" Podere Le Fontanelle

ViolaRating, 5 stars1 week ago
Un'oasi di pace e tranquillità immersa nella natura. Ampio appartamento attrezzato con tutto il necessario, molto pulito, con meraviglioso giardino. Host reattivo e gentile. Ottima posizione per visitare il Chianti e Siena. È stato un soggiorno molto rigenerante. Consigliatissimo!
Top guest favourite
Condo in Pieve Vecchia
4.93 out of 5 average rating, 46 reviews

Ebe Rooms - La Cruna Apartment

JanaRating, 5 stars7 months ago
Wir haben uns bei Maria Luisa sehr wohlgefühlt. Das Apartment ist liebevoll eingerichtet und hat alles, was es braucht. Der Garten und Poolbereich ist wirklich wunderschön. Maria Luisa und ihr Sohn Simone sind unglaublich nett und super erreichbar. Was noch besser sein könnte: Das Bett war für uns ein wenig zu hart und man muss einfach wissen, dass man zu Fuß nicht viel machen kann, sondern auf jeden Fall ein Auto benötigt. Ansonsten ein wunderbarer Aufenthalt, den wir sehr genossen haben.
Guest favourite
Condo in Certaldo
4.81 out of 5 average rating, 85 reviews

Tenuta di Pomine Certaldo (Fi) Appartamento Edera

ÉricRating, 5 stars7 months ago
Ma famille et moi avons beaucoup aimé notre séjour en Toscane chez Bettina. Le logement était très confortable et calme. Cet appartement a deux terrasses, une plus grande accessible à partir de la cuisine et une à partir de la chambre avec le lit double. Cette terrasse a certainement la meilleure vue des trois appartements offerts en location. Bettina était très gentille et facilement rejoignable sur l’application AirBNB. Il faut faire attention de prendre la route indiquée par Bettina pour arriver au logement sans passer par chemin privé plus difficile d’accès. Sur le bon chemin, la vue en route est magnifique. Le logement est près de Certaldo avec tout ce qu’il faut. Le logement doit être très agréable pour un séjour plus long en été avec la piscine.
Guest favourite
Condo in Montefollonico
4.88 out of 5 average rating, 59 reviews

Il Chicchino,Swimmingpool,Tennis,Wi-Fi, Park

TravisRating, 5 stars6 days ago
Amazing place to stay if you want peace and quiet! We booked here to break up our highly adventurous, active trip where there was a lot of night life. There are a few fantastic restaurants and bars in the area to go to and the views are very nice. It’s very clean and the bathroom tub and shower are super. The pool was not open because we came little too early in the season but the view and peacefulness was stunning there as well. Highly recommend for anyone who wants peace and quiet!
Superhost
Condo in San Gimignanello
5 out of 5 average rating, 5 reviews

Il Loggiato, 2 bedrooms with a view

CarolineRating, 5 stars8 months ago
Nous avons passé un très bon séjour dans le Podere Sant Alessandro. L appartement était très confortable, le jardin et la piscine juste parfaits. Les tables extérieures et le Bbq étaient bien utiles aussi. L environnement était très calme et cela fait du bien pour se reposer. Les villes à visiter aux alentours comme Sienne, Arezzo, Pienza sont rejoints facilement en voiture en 40 min. Logement à recommander
Guest favourite
Home in Castelnuovo Berardenga
4.91 out of 5 average rating, 35 reviews

Bella dependance in campagna con piscina!

YoavRating, 5 stars8 months ago
Our stay at Fiamma's agritourism farmhouse near Siena was absolutely incredible. The location is like something out of a dream—surrounded by stunning landscapes that make you feel like you're in a postcard. The house itself is beautiful, with cozy, well-appointed rooms that made us feel right at home. Our kids had a blast, especially with the swimming pool overlooking vineyards, which was perfect for relaxing after a day of exploring the Tuscan countryside. Fiamma and her husband were fantastic hoss, always making sure we had everything we needed. We couldn't have asked for a better experience, and we can't wait to return
Top guest favourite
Condo in Barberino Tavarnelle
5 out of 5 average rating, 27 reviews

Entire house for couple with exclusive pool

RussellRating, 5 stars7 months ago
The highlight of our tour around Italy, simply stunning. The outside area is the obvious highlight; the lovely pool overlooking iconic Tuscan scenery, but the inside is also perfect (didn’t think we’d fully use the two bathrooms but we did!!!). Matteo was a great host and couldn’t do enough for us - he even led the way in his car to help us find the restaurant he’d recommended when we arrived (one of our best meals of our holiday). A truly magical stay.

Destinations to explore

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  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Condo rentals