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

New Florence "Afrodite" suite with pool
Wir waren im April drei Nächte in diesem Apartment und es entsprach genau den Bildern. Die Unterkunft ist großzügig, modern ausgestattet und das Bett sehr bequem. Besonders positiv: Die gute Anbindung mit dem Bus ins Stadtzentrum sowie die kostenlosen Parkplätze direkt an der Unterkunft. Ein kleiner Minuspunkt war die schwache Belüftung – trotz Klimaanlage war es recht feucht im Raum, sodass Kleidung morgens leicht klamm war. In der Dusche fehlten Ablagen für Duschgel und Handtuchhalter. Trotz dieser Kleinigkeiten war es ein sehr angenehmer Aufenthalt. Der Gastgeber war sehr freundlich und hat schnell reagiert. Wir würden definitiv wiederkommen und können die Unterkunft empfehlen.

La Limonaia della Torretta
I had the most amazing experience staying at this beautiful villa in Florence. The location was perfect—peaceful, private, and surrounded by stunning views that took my breath away, especially from the parking area. The villa itself was incredibly cozy and charming—so well maintained and full of character. Honestly, I didn’t want to leave. I’d live there if I could! The pool was a dream—relaxing, and the perfect spot to unwind with the Tuscan countryside all around you. Our host, Leonardo, was absolutely fantastic—so friendly, welcoming, and helpful throughout our stay. You can tell he really cares about making guests feel at home. This place was everything I hoped for and more. I would 100% come back again. Highly recommend!

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 dei Vasi
What a beautiful place. So tranquil. Despite other guests being in the other houses dotted around the same garden we never bumped in to them - it felt private and intimate. The garden is so beautiful, well looked after with good views down the valley. The house is cool and quiet, felt rustic and authentic but not dated or dusty, it managed to strike that balance really well. Lorenzo was super helpful and responsive, always quick to let us know about the place and had loads to recommend in the area. And Alba, the matriarch of this oasis, was just the sweetest and warmest person ever. So friendly and welcoming. She gave us both a big hug when we got there and I only wish I spoke some Italian to be able to thank her for everything. She brought us loads of delicious baked goods and just seemed so happy to have us there. Overall a really wonderful and memorable trip. The only regret is not booking one week later! The day we left the pool opened for the summer. We'll just have to come back!

Appartamento in villa e piscina a 10min dal centro
Absolutely loved our stay and would definitely stay longer if I ever return. Lovely host and a wonderful property with beautiful views and so many areas to relax in. Easy access to town for exploring and so much to see in the area.

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.
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.

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.

Luxury Views aircon Shared Pool parking cooking
We had a lovely stay here - there were 8 of us in total across 4 spacious bedrooms and 3 bathrooms. It is a beautiful old villa with a big garden and a cute pool and barbecue area. It is possible to walk into the city of Florence (30 - 40 minute stroll) but we found a car was necessary to ensure that we could get around and eg buy groceries. There is a cash deposit required for check in, so it’s useful to withdraw that before you arrive. Our host was very responsive and helpful throughout our stay. Overall, we had a lovely time!

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.

PodereCupiano "Le Fornaci"
Francesco a été très accueillant et en plus, le site est magnifique et très bien entretenu. La piscine avec la vue sur les montagnes est vraiment superbe ! Un bel endroit pour se détendre en toute tranquillité. La route pour s'y rendre est un peu longue et très tortueuse, mais c'est souvent le cas en Toscane...
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 !!
Wp Relais Villa Vignalunga
Had the most amazing time in this beautiful place! Stayed for 5 nights, two families with young children, and felt at home once we got there. We were amazed by the design and surroundings. Not enough words to describe!
Quick stats about vacation rentals with a pool in Montepulciano
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ331 before taxes and fees
Total number of reviews
520 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Wifi availability
20 properties include access to wifi
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- Lake Trasimeno
- Lake Bolsena
- Marina di Grosseto beach
- Kite Beach Fiumara
- Avignonesi Winery Fattoria Le Capezzine
- Santa Maria della Scala
- Cala Di Forno
- Terme Dei Papi
- Basilica of St Francis
- Podere La Marronaia, Sosta alle Colonne
- Tenuta Le Velette
- Mount Subasio
- Cantina Colle Ciocco
- Cantina Stefanoni
- Cantina de' Ricci
- Pubblico Palace
- Cantina Contucci
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Madonna del Latte
- Golf Club Toscana
- Casa Del Cioccolato Perugina
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Podere Il Cocco
- Castiglion del Bosco Winery