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

Scenic country house with large pool near Florence
Michael greeted us on arrival and was extremely welcoming and took time to show us around his beautiful home. This was a family holiday with 6 adults and the ample space both inside and out worked perfectly for us all, we felt at home and relaxed. The whole house is extremely luxuriously and well equipped, we used the BBQ and the pizza oven both of which worked perfectly. Michael was always available to help with any questions we had and the location is perfect for day trips to Firenze, Siena etc. We enjoyed a wonderful week and would thoroughly recommend Michael’s home.

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.

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.

House with pool among olive trees plantation
The apartment is located in the picturesque surroundings. It takes quite a while to get there up the hill, but the views reward it! The place was clean and well-prepared for our stay. Good spot if you look for some peace and quiet and want to stay away from the noise!

Villa in Toscana - Reggello, con Piscina e WiFi.
Sehr schöne Unterkunft in den Hpgel der Toskana. Ein wenig abgelegen aber wir haben das geschätzt. Viele Restaurants in der Umgebung mit wircklich sehr gutem Essen und absolut guten Preise. Unterkunft mit grossem Garten, Pool, Klima und Heizung. Gepflegt und sauber. Hühner deren Eier wir holen durften. Magena wahr stets erreichbar, sehr freundlich und Hilfsbereit. Viele Weingüter in der Umgebung wo mann essen und trinken kann. Wir kommen wieder. Danke Magena und Eduardo

Cottage di Campagna con Piscina “Il Melograno”
Villetta incantevole nel relax totale. Tanto spazio verde e una bellissima piscina... tutto solo per noi. Giovanni è stato super accogliente e gentile. Un'esperienza da ripere, consigliatissimo! Un saluto da Fede e Kevin

Vacanza in agriturismo autentico 10 km dalla citta
We fully enjoyed our stay at Angela's farm house. The flat was very spacious, clean and cool during hot summer days. The view and the pool were fantastic. The location is remote and quiet, roughly 20min by car from Volterra. We stayed here with our 10 months old son and he loved interacting with the dogs. They were very friendly. Angela helped us out whenever we had questions and gave us a good recommendation for wine tasting. We were even able to sample some of the local products from the farm. So overall a fantastic stay.

Casa nelle campagne Toscane con piscina
Siamo stati nell’appartamento per una breve vacanza. Gino e Calogera ci hanno assistito come ci si aspetta da dei host preparati e premurosi. Si è respirato tutto il soggiorno un’aria di famiglia. Consiglio vivamente a chiunque di soggiornare in questa Casa, spazi ampi e non manca nulla. La posizione è strategica per chi gli piace visitare i splendidi luoghi toscani.
Condo rentals with a pool

Adalberto Apartment inside the Manor of Fulignano
Amazing. Giovanni was helpful when we couldn’t stay night one and went above and beyond to help us secure a refund. Highly recommend.

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.

Apartment Melissa
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.

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

Tuscan country apartment in a lovely olive grove
Die Unterkunft ist wirklich ein Traum! Wir hatten eine schöne, erholsame Zeit bei Deborah. Der Pool und die Lage ist toll und Deborah gibt super Empfehlungen, ist total warmherzig und man fühlt sich wie zuhause. Und hat es so gut gefallen, dass wir nochmal wiederkommen möchten!

La casa nel chianti - IlVillinoFarmhouse
Struttura splendida, tutto pulito ed ordinato. Abbiamo avvisato che sarebbe venuto con noi anche il nostro cagnolino e abbiamo trovato nell’appartamento una cuccia e una ciotola. Daniela la loro collaboratrice in zona è stata gentilissima e collaborativa. Ci torneremo sicuramente.

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.
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.

Casale il Poggio by Interhome
We hebben hier een erg leuke tijd gehad! De Airbnb is een apart gedeelte van een mooi huis op een heuvel, het is ruim opgezet en heeft alles wat je nodig hebt. Je kan leuk buiten zitten en er is een mooi zwembad. De hosts waren erg aardig en altijd bereikbaar voor hulp/tips. Ik raad deze plek zeker aan!

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!

Aurora by Interhome
Ein Paradies! Schwierige Zufahrt, die belohnt wird. Eine traumhafte Villa mit spektakulären Blick auf die Hügel der Toskana. Toll restauriert mit modernen und klassischen Anteilen, dazu noch eine absolute Ruhe, rundherum wunderschöne Natur. Ein Highlight: Der großzügige Indoor-Jacuzzi, wir haben eine wunderbare Woche gehabt, danke!!

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 Elena by Interhome
We have spent wonderful week this summer in Willa Elena. 3 families with kids. Willa is huge 900 m2, so we had very comfortable conditions. Perfect location, and beautiful place. Elena hosted us with a true kindness. We like Elena’s’ wine, and our kids love their horses. I would recommend this Willa to big groups looking for comfortable conditions in Tuscany.

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 !!
Quick stats about vacation rentals with a pool in Grassina
Total rentals
50 properties
Nightly prices starting at
ﺩ.ﺇ294 before taxes and fees
Total number of reviews
1.4K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mugello Circuit
- Basilica of Santa Maria Novella
- Fortezza da Basso
- Uffizi Gallery
- Piazzale Michelangelo
- Parco delle Cascine
- Stadio Artemio Franchi
- Mercato Centrale
- The Boboli Gardens
- Piazza della Repubblica
- Pitti Palace
- Teatro Tuscanyhall
- Teatro Verdi
- Palazzo Vecchio
- Pinocchio Park
- Basilica di Santa Croce
- Santa Maria della Scala
- Avignonesi Winery Fattoria Le Capezzine
- Villa Medica di Castello