
Condo vacation rentals in Montalcino
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Top-rated condo rentals in Montalcino
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Weekly condo rentals

L'Oliviera, 2 bedrooms stylish apartment
Die Wohnung ist sehr geschmackvoll und hochwertig, wie auf den Bildern eingerichtet. Sehr bequeme Betten! Auch die Außenanlagen entspricht der Beschreibung und ist im Sommer sicher ein schöner Ort zum Verweilen auch für einen längeren Aufenthalt. Wir hatten am Abend ein Problem. Francesco war schnell erreichbar und war am nächsten Morgen nach Absprache da und hat es toll gelöst! Vielen Dank dafür!! Wir empfehlen diese Wohnung gerne weiter und würden wieder buchen, wenn wir wieder in der Toskana sind. Wir hatten eine sehr schöne Zeit!

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 👌

Le Dame Tuscany Charming Loft. Per sentirti a casa
Siamo stati molto bene, davvero, l'alloggio è stato particolare e romantico. La zona ci permetteva fare le passeggiate e assaggiare dei vini locali.

La Foresteria | Casa Granaio
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!!

Appartamento centro storico San Giovanni d'Asso
It is always a pleasure to stay at Cristina's place both she and her Mother are wonderful people and awesome hosts! We will be back and highly recommend their place.

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

Agriturismo Casavecchia, l'Olivo
Wir hatten einen wunderschönen Aufenthalt in diesem tollen Anwesen, welches von zahlreichen Olivenbäumen umgeben ist. Alle waren sehr freundlich, hilfsbereit und haben uns tolle Tipps zum Essengehen etc. gegeben. Abends haben wir immer direkt dort gegessen - einfach empfehlenswert. Sehr leckere regionale Küche. Wer es entspannt und ruhig möchte ist dort super aufgehoben. Wir haben es geliebt und uns total wohl gefühlt. Alles in allem super top, wir kommen gerne wieder :).
Pet-friendly condo rentals

Tranquillità e Benessere [Lago Trasimeno]
Un’oasi di pace e ospitalità: il Capolinea è un angolo di paradiso – anche per i nostri amici a quattro zampe 🐾 ! Siamo stati accolti con calore da Monica, con la sua energia travolgente, e Renato, con il suo aplomb irresistibile. Due persone gentili, attente e autentiche, che sanno farti sentire subito a casa. Le nostre due Weimaraner si sono sentite subito a loro agio, accolte con affetto e libertà. Il Capolinea è immerso nel verde, perfetto per rallentare e riscoprire il piacere delle piccole cose. La piscina invita al relax, magari con un aperitivo al tramonto. A pochi minuti, una collina regala una vista spettacolare sul lago, da togliere il fiato. Ogni dettaglio è curato con amore, creando un’atmosfera calda e rigenerante. Stare al Capolinea è respirare l’energia di un sogno diventato realtà: Monica e Renato hanno creato un luogo autentico, dove godere della natura, del buon cibo e delle connessioni umane vere. Torneremo presto. Ci mancherete tantissimo 😘!

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.

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!

La porta Accanto 2.0
Wonderful place in Siena! We walked to all main tourist attractions, churches, and restaurants. We even walked to the train station (a bit of a hike, but not terrible - wouldn’t walk it with luggage though). The view from the kitchen was beautiful, the washer/clothes line was useful, and the bed was comfy! It’s a great place to stay if you’re looking for an affordable, quiet, and low traffic area.

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 !

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.

Casa Agave: Relax, e-bike, spa, nature in Maremma!
We had a wonderful stay at the apartment with a balcony and a breathtaking view of the Tuscan hills. Francesca was exceptionally kind and provided us with many helpful recommendations about local attractions. The apartment was very clean and had everything we needed for a comfortable stay. Highly recommended!
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.

Charming Castle
I have stayed at 50+ AirBnB and this was my all time favourite. Imagine staying within a castle, with an adjacent church, a great pool and the most fabolous views of the umbrian country side. Not to forget the best equipped kitchen and the best care taker Nazareno. And an actual fresco in the bedroom! Cant recommend this place enough.

Apartment Rosemary/Lavander in Chianti Classico
A peaceful break after the chaos of Florence. The farm is beautiful and the apartment immaculately restored. Centrally located in the Chianti region, making day trips to the surrounding towns and wine farms very convenient. The pool was an added bonus, and each night we had sundowners and snacks at our own outdoor table overlooking the countryside. Linda was very helpful with recommendations and made the bbq available to us as well. Highly recommend a stay here.

Il Giaggiolo - Chianti with a view
We stayed in Monica’s home for five nights and four days, and it was incredible. The second we checked in Monica sent me an extensive list of instructions and places to visit during our stay. My favorite list was restaurants and local food shops in the area she recommends as a local. The house had all the amenities you could need/want, comfortable beds, and a really nice patio area. We are a few meals outside and enjoyed the stunning view. We saw some of the most beautiful sunsets as well. The pool was really well kept. There were many wineries the were nearby. The location was also great for taking day trips to Florence and Siena. The nearest town was so cute and had a lot of nice shops and restaurants. We are so appreciative of Monica’s food recommendations and suggestions of things to do. Overall we had an amazing time, and we highly recommend staying here!!

Casa Rebecca con piccola piscina privata
Das Ferienhaus und der Garten mit Pool ist wunderschön. Das Haus ist liebevoll im eingerichtet im Toskana Stil. Alles war sehr sauber und es hat an nichts gefehlt. Wir haben uns wie zu Hause gefühlt und haben in den Betten sehr gut geschlafen. Benedetta und ihr Vater sind sehr liebe und hilfsbereite Gastgeber, die uns jederzeit unsere Fragen beantwortet haben und sehr gute Empfehlungen für Besichtigungen und Restaurants gegeben haben. Als unser Auto repariert werden musste ist der Vater mit uns in die Werkstatt gefahren und war bei der Übersetzung behilflich. Danke nochmals für die selbstlose Hilfe. Wir werden diesen schönen Urlaub immer als das kleine Paradies in Erinnerung behalten, das von sehr lieben Menschen geführt wird. Wir können es nur empfehlen.

Le stanze di Ebe - L'Agoraio Apartment
We had a perfect stay with our two small children. The hosts gave us a warm welcome, and everything was thoughtfully prepared for the kids! The home was clean, beautifully set up, and located in a peaceful, scenic area. We felt completely at ease and truly cared for. It was the ideal place to relax and enjoy Tuscany as a family. Highly recommended — we’d love to come back! The owner family are very nice people and made this stay extra special! Grazie mille :)

Tuopina Chianti House [AC. - Free Parking]
We hebben een fantastische vakantie week gehad. Het huisje is mooi gelegen en mooi ingericht. Kortom: een comfortabel vakantiehuisje. Het uitzicht vanuit het huisje is prachtig en adembenemend. Je ziet de Chiantistreek in Toscane in zijn volle glorie. Echt een aanrader om daar te verblijven. De communicatie met Tommaso was prima. Als we iets nodig hadden werd dat snel gebracht. Ook kwam hij met leuke tips in de omgeving.

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.
Quick stats about condo rentals in Montalcino
Total rentals
60 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
2.8K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
10 properties have a pool
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- Lake Trasimeno
- Lake Bolsena
- Feniglia
- Gulf of Baratti
- Cala Violina
- Kite Beach Fiumara
- Marina di Grosseto beach
- Cavallino Matto
- Avignonesi Winery Fattoria Le Capezzine
- Cala Di Forno
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Tenuta Le Velette
- Santa Maria della Scala
- Casa Barthel
- Cantina Stefanoni
- CavallinoMatto
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Pubblico Palace
- Castiglion del Bosco Winery
- Golf Club Toscana
- Riva del Marchese
- Podere La Marronaia, Sosta alle Colonne
- Cantina Contucci
- Cantina de' Ricci
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