
Vacation rentals with a pool in Montalcino
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Top-rated rentals with a pool in Montalcino
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House rentals with a pool

Casa Fattore - Tuscan countryside house
Il soggiorno alla tenuta di Capocontro è stato molto soddisfacente. L'intero borghetto antico è un gioiello incastonato nel verde, con vista spettacolare sui boschi della Val di Chiana. L'alloggio in ordine e pulito, pittoresco ed elegantemente retrò. Piero e Lella disponibilissimi nelle comunicazioni e nei suggerimenti di luoghi da visitare e in cui mangiare. Abbiamo amato la pace e il silenzio del luogo, nonchè la piscina con vista. Ci siamo fermati poco e il meteo è stato un po' capriccioso, altrimenti ci saremmo goduti di più gli esterni della fattoria. Unico piccolo neo: le stoviglie e il frigo non erano proprio immacolati, ma nulla che non si possa risolvere con un colpo di spugna. Super consigliato sia per un soggiorno breve che per uno lungo, così da godersi la quiete del luogo e visitare i dintorni.

Villa in Umbria con piscina
Antonio ist ein sehr netter Gastgeber, der sich immer um das Haus und seine Gäste kümmert. Die 4 Wohnungen waren sehr gut und auch praktisch für unseren Gruppenurlaub. Parkplätze gibt es mehr als genug auf dem Grundstück, da Autos auch Pflicht sind um zum Haus zu gelangen. Des Weiteren ist der Pool sehr gut und auch sehr groß. Genug Platz um viel Spaß zu haben. Antonio kam mehrfach um den Pool auch zu reinigen, was sehr gut war. Gut wären noch weitere Schattenmöglichkeiten wie Schirme oder ein weiterer Pavilion da man die sonst vorher mitnehmen muss.

Casa Arcobaleno - Citta della Pieve
Such a lovely villa. Beautifully arranged with perfect amount of space for our group of 8. The villa has everything you need. The pool was lovely and warm even without being heated. Margherita, the local host, was amazing - so helpful. Would definitely come back.

Casa dei Vasi
Wir wurden super herzlich von Lorenzos Mama Alba begrüsst. Die Wohnung übertraf sogar noch deren Bilder. Wirklich sehr sehr schön und so gemütlich. Hat alles was es braucht. Herrliche Lage und sensationelle Atmosphäre. Die zahlreichen Tipps von Lorenzo waren alle Goldwert und wir haben jeden Tag aufs neue die Toskanische Küche geniessen können. Die kleine Stadt Anghiari ist traumhaft, ein wirklich schöner Ort mitten in der Toskana. Alles hat wunderbar geklappt, von der Kommunikation mit Lorenzo bis zur " täglichen Betreuung" durch Alba. Wir werden ihre liebevolle Art und Weise vermissen. Danke nochmals all die Leckerein. Dieser Ort und Unterkunft ist absolut empfehlenswert und immer eine Reise wert, auch für Familien (eher Kleinkinder). glg Fam.Fehrmann

Big Breathtaking PoolVilla bw Rm/Fl
Beautiful large house with great views and an amazing pool area. A little remote, at the end of a long and steep gravel road, but completely worthwhile. Great hosts, very attentive to their guests' every need.

"Casa Elisa", casa con piscina ai piedi di Cortona
Ho trascorso un soggiorno indimenticabile a Casa Elisa, situata ai piedi della splendida Cortona. L'atmosfera che si respira è magica: una fusione perfetta tra la tradizione toscana e il comfort moderno. Le camere sono eleganti e abbastanza spaziose, arredate con gusto e dotate di tutti i comfort necessari. Il giardino con piscina è un'oasi di tranquillità, ideale per rilassarsi con un buon libro o per godere di un aperitivo al tramonto. Ma è il calore e l'accoglienza della famiglia di Elisa a rendere il soggiorno davvero speciale. La loro disponibilità nel fornire informazioni sui luoghi da visitare e i ristoranti consigliati fa la differenza. Consiglio vivamente Casa Elisa a chiunque voglia scoprire la bellezza della Toscana, vivendo un'esperienza autentica e indimenticabile.

Beautifully restored villa with private pool
We absolutely loved our two-week stay at Lucy and Tommy’s house. The house itself is beautiful, and the garden is truly a haven of peace - we spent so much time there, fully unwinding and recharging. From the moment we arrived, Lucy and Tommy were wonderful hosts, always available and incredibly helpful. They provided great local recommendations, and we were also lucky enough to try their delicious homemade olive oil. The house is located in an extremely peaceful area, surrounded by trees and nature, which made our stay even more relaxing. We can only highly recommend this accommodation and we truly hope to visit again in the future.

Casa dei 5 Sensi - Trasimeno view
Maison très agréable à vivre, extrêmement calme, avec une vue superbe sur le lac Trasimène. Elle est située de manière excellente, puisque en 30 à 60 minutes de voiture on est aussi bien à Pérouse, Assise, Arezzo, Sienne et tant de belles autres villes. Et, pour qui préférera se promener à pied ou en vélo, le tour du lac fait presque 60 km ! Last but not least, Sergio est très sympathique, plein d'attentions mais tout à la fois très discret, et en homme de culture il vous donnera tous les renseignements que vous souhaiteriez. Pour une location au coeur de l'Ombrie et du sud toscan, ne cherchez pas ailleurs, c'est ici qu'il faut venir. Annette et Michel
Condo rentals with a pool

""Beautiful Villa with PRIVATE pool in Tuscany""
Nice scenary, quiet romantic Town, Nice small cafe beside the river. But what impress Me marco property I felt like Home right away. Secured electeric gate leaving Me no worries. Kids love it and kitchen are well equip!! Thanks marco for your beautiful place and hosting us!!! I recommend this place for quiet country side place.

Casa Eva, near Orvieto, amazing views + pool
Cannot recommend this Airbnb more. So beautiful and the most amazing hosts. We felt at home and enjoyed every second of our stay. You truly feel like you are living in a dream. The pool was clean and the perfect way to enjoy the scenery.

Appartamento 2 camere e 2 bagni, cucina, piscina
We received very warm welcome and enjoyed very much Frederica's house, pool, pasta and last but not least Siena , San Galgano and San Gusmo' very much. The place is perfect and I don't remember other spaces from airbnb which can compete with this one. I hope we will be able to come again some time soon.

Relax in farmhouse among the Chianti vineyards
Tuscan retreat = THIS. Set in a lovely, quiet area with gorgeous views of the landscape. Easy to get to Arezzo and only 1 hour from Florence. So many amazing local restaurants and Vineyards. The property itself has a traditional vibe to it. The kitchen is not well equipped, so just bare that in mind! minimal pots, pans etc. But otherwise looks exactly like the photos.

ideale per due + loggiato, piscina nella fattoria
Nous avons passé un excellent séjour dans ce bel endroit. La ferme comporte plusieurs appartements avec chacun leur intimité. La piscine était très propre et chaude, il y avait de l’ombre à disposition et une douche et des toilettes juste à côté. L’appartement était comme sur les photos, il n’y avait pas de climatisation mais il faisait bien frais à l’intérieur la journée. Quelques jours avant notre arrivée, Isabella nous a envoyé toutes les informations nécessaires et c’est son frère Piero qui nous a très bien accueillis lors de notre arrivée. Le logement était très propre, la cuisine bien équipée et des linges de bain étaient fournis. Il y a beaucoup de choses à faire et à voir dans les alentours, nous avons même eu des recommandations à disposition. Dans l’ensemble nous sommes vraiment contents et nous recommandons vivement cet établissement!

Trilocale con 2 camere e giardino privato, piscina
nous avons passé un agréable séjour et Sylvia à été parfaite. rien à dire. merci.

Appartamento Nerone
L'alloggio è un piccolo paradiso di tranquillità. zero inquinamento acustico. vista meravigliosa. ambiente curato e una bellissima piscina dove rilassarsi e rinfrescarsi. Antonella e la sua famiglia sono persone squisite, gentili e estremamente discrete. posizione strategica per visitare sia i villaggi del lago Trasimeno sia per visitare Perugia, Assisi e tanti altri posti. il borgo vicino è incantevole e si può fare la spesa di prodotti locali. per una spesa più complessa basta raggiungere il villaggio del lago (Passignano) e si trova coop e Conad. unico aspetto che va considerato è che l area è totalmente sprovvista di rete mobile. la casa è dotata di wifi però appena esci di casa anche solo per andare in piscina non hai modo di accedere alla rete. per chi come noi aveva voglia di staccare da tutto è stato un non problema. se invece avessi avuto bisogno di lavorare o essere reperibile va considerato. nel complesso per noi è stata una bellissima settimana di relax. vale la pena.

lovely farm- apartment (Fox)
My fiance and I loved our stay here. beautiful views and prestige grounds. there were also a few friendly cats which made my fiancé's day. You need a car when staying here. you can find good restaurants and a grocery store a few minutes away in San casciano. It's centrally located in tuscany. 30 minutes to florence, 45 mins to siena. With lots of historic towns and wineries close by. The apartment was well accommodated, clean, and we'll equipped for cooking. We did pick up a few extra necessities from the grocery store and found the shower a little small, but otherwise found the stay comfortable and relaxing. Would totally recommend to friends and come back.
Home rentals with a private pool

Stone House with Exclusive Pool Codilungo in Chianti
Incredible location and hosts! The house was immaculate and exactly as described. We really had the best time and made use of all of the recommended restaurants and towns to visit nearby. We had an incredible trip and could not be more thankful to such kind hosts that made sure we had everything we needed and more.

Villa Pergo is an ancient charming country villa
Based on the previous wonderful reviews of Antiqua degli D’ulivi, a year ago we booked a three week stay in the outskirts of Cortona in Pergo. We had our kids, grandkids and dear friends with us and as we drove through the gates into the Villa, we entered a magical place filled with generosity, laughter, relaxation, wonderful food, a refreshing pool and golden light. Massi was always there to help us with any questions we had and refill our olive oil bottle with the amazing green liquid made from his olives. We enjoyed the most delicious lunch with his family and they also were such giving, lovely people. We learned so much about Italy and Tuscany from them: porcini mushrooms, Perugia soccer teams, local markets, hot springs near Montepulciano, nearby restaurants, vineyards, hikes and more. We highly recommend an extended stay at this Tuscan home—we were so fortunate to experience it for three glorious weeks. The memories will be long lasting and always treasured. Mille Grazie to Massi

Esplora la natura al centro di Vigneti Chianti
We had a wonderful stay and Rita is a fantastic host. Beautiful and accommodating! Would recommend - only 10 min outside city center.

Historic home with exclusive pool
Wir (7 Freundinnen) haben den Aufenthalt in der Villa sehr genossen! Das Haus, vor allem der Vorgarten und der Pool, sind wunderbar. Maria ist super! Sie hat uns sehr viele Tipps zur Umgebung zugesendet (auch die notwendigen Sachen, wie Einkaufsmöglichkeiten). Zudem wurden wir mit einem sehr feinen Kuchen überrascht und wenn man etwas brauchte, kam sehr schnell eine Antwort. Die Villa ist gut ausgestattet und die Umgebung wunderschön. Parkplätze hat es genügend. Einzig die Schlaglöcher und der Zugang zur Villa sind etwas herausfordernd - jedoch machbar!

Villa di charme sulle colline del Chianti
Wir haben ein paar schöne Herbsttage bei Francesca verbracht. Er ist viel schöner als auf den Fotos abgebildet. Das Haus ist traumhaft und ruhig auf einem Hügel gelegen. Die Ausstattung ist hochwertig und Francesca war stets kurzfristig zu erreichen. Wir würden auf jeden Fall wieder dort Urlaub machen.

Villa il Palagio nelle campagne toscane
Stunning home in the middle of a lovely vineyard (Probably one of the best homes on AirBnB). It's even more beautiful in person - full of art, thoughtful design/luxury finishes, and Tuscan charm. Highly reccomend!!

Suite Casa Luigi con piscina esclusiva
Giovanna was such a wonderful host. It felt like a home away from home, with special touches added such as some food and wine in the apartment on arrival, and even a farewell drink before we left. The cottage is in breathtaking surroundings and in a perfect location to get around and explore different parts of Tuscany (with a car). I would highly recommend to anyone visiting the area ! We hope we can go back again one day!! Thank you Giovanna and Luigi !!

Bliss out in Historic Farmhouse on Organic Wine Estate with Tennis and Pool
We had a fantastic stay with a group of four adults and five kids. Accommodations were immaculate, private chefs were decadent and delicious, and fantastic wine. The grounds were just lovely as well and we enjoyed having a fire in the fire place every evening. That you for a lovely stay!
Quick stats about vacation rentals with a pool in Montalcino
Total rentals
390 properties
Nightly prices starting at
ﺩ.ﺇ184 before taxes and fees
Total number of reviews
7K reviews
Family-friendly rentals
270 properties are a good fit for families
Pet-friendly rentals
250 properties allow pets
Rentals with dedicated workspaces
160 properties have a dedicated workspace
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- CavallinoMatto
- Marina di Grosseto beach
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- Avignonesi Winery Fattoria Le Capezzine
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- Tenuta Le Velette
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- Cantina de' Ricci
- Cantina Contucci
- Riva del Marchese
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Cantina Stefanoni
- Madonna del Latte
- Pubblico Palace
- Castiglion del Bosco Winery
- Ugolino Golf Club
- Podere Il Cocco
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Golf Club Toscana
- Casa Del Cioccolato Perugina
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