
Vacation rentals with a pool in Greve in Chianti
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Top-rated rentals with a pool in Greve in Chianti
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House rentals with a pool

Casa Fattore - Tuscan countryside house
The stay at the Capocontro estate was very satisfying. The entire ancient hamlet is a jewel set in the countryside, with spectacular views of the woods of Val di Chiana. The accommodation is tidy and clean, picturesque and elegantly retro. Piero and Lella were very helpful in communications and suggestions for places to visit and where to eat. We loved the peace and quiet of the place, as well as the pool with a view. We stopped for a short time and the weather was a bit capricious, otherwise we would have enjoyed the farm's outdoors more. The only small flaw: the dishes and the fridge were not exactly immaculate, but nothing that can't be solved with a sponge. Super recommended for both a short and a long stay, so you can enjoy the quiet of the place and visit the surrounding area.

New Florence "Afrodite" suite with pool
Simone was great during our stay. Super responsive and helpful. The space was beautiful and comfortable for 2 people. Also, central to bus stops that get you into the city within 10 or so minutes. Would definitely recommend!

Villa Due Pini Marti with private pool
We had a wonderful week here. It was baking hot but the pool, the shady garden and the air conditioning made it the perfect peaceful place to relax between Rome and Florence.

The 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!

Country Cottage with Pool "Il Melograno"
Charming villa in total relaxation. Lots of green space and a beautiful pool... all just for us. Giovanni was super welcoming and kind. An experience to repeat, highly recommended! Greetings from Fede and Kevin

"Casa Elisa", house with swimming pool at the foot of Cortona
I had an unforgettable stay at Casa Elisa, located at the foot of beautiful Cortona. The atmosphere is magical: a perfect fusion of Tuscan tradition and modern comfort. The rooms are elegant and quite spacious, tastefully furnished and equipped with all the necessary amenities. The garden with swimming pool is an oasis of tranquility, ideal for relaxing with a good book or enjoying a sunset aperitif. But it is the warmth and hospitality of Elisa's family that makes the stay really special. Their availability in providing information on places to visit and recommended restaurants makes a difference. I highly recommend Casa Elisa to anyone who wants to discover the beauty of Tuscany, living an authentic and unforgettable experience.

Casa Liliana
We really loved our stay, the beautiful surroundings and the place was even better than the pictures. Alfredo was very responsive and friendly. Would really recommend if you’d like a peaceful stay with close proximity to local Tuscan villages to explore.

Converted barn in Tuscan olive grove
This has been by far one of the most perfect holiday villas we’ve rented! Nestled in the most peaceful of locations, the villa was absolutely charming! Waking up to the sounds of birds chirping was a definite mood booster! We were relieved to see that there were herbs, oils and cooking condiments ready to use. The pool was a huge bonus and we used it most days. Seeing as we went in August, the outdoor temperature was very very hot, but luckily the house remained cool with its air con system. For anyone who wants to escape the hustle and bustle and doesn’t mind hillside driving, we highly recommend it! I would just mention that a few more hooks in the bedrooms to hang things on would be beneficial but didn’t impact our enjoyment whatsoever! Thank you to Charly for excellent check in and check out instructions. Big hugs from the UK!
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.

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.

ideal for two + porch, swimming pool on the farm
We had a great time at this beautiful place. The farm has several apartments, each with their own privacy. The pool was very clean and warm, there was shade available and a shower and toilet right next door. The apartment was as shown in the pictures, there was no air conditioning but it was very cool inside during the day. A few days before our arrival, Isabella sent us all the necessary information and it was her brother Piero who welcomed us very warmly upon arrival. The place was very clean, the kitchen well-equipped and towels were provided. There are many things to do and see in the area, we even had recommendations available. Overall we are really happy and would definitely recommend this place!

Three-room apartment with 2 bedrooms and private garden, swimming pool
Wonderful place, very nice host. Thank you for your hospitality, Silvia

Tuscan country apartment in a lovely olive grove
The place is really a dream! We had a lovely, relaxing time with Deborah. The pool and location are great and Deborah gives great recommendations, is totally warm and you feel right at home. And we liked it so much that we want to come back!

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.

Cupiano Power "Le Fornaci"
Francesco was very welcoming and in addition, the site is beautiful and very well maintained. The pool with the mountain views is really superb! A nice place to relax in peace. The road to get there is a bit long and very winding, but this is often the case in Tuscany...
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.

Explore nature in the center of 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
We (7 friends) enjoyed staying at the villa very much! The house, especially the front yard and pool, are wonderful. Maria is great! She sent us a lot of tips about the area (including the necessary things, such as shopping). In addition, we were surprised with a very fine cake and if you needed something, an answer came very quickly. The villa is well equipped and the surroundings are beautiful. There is plenty of parking space. Only the potholes and the access to the villa are a bit challenging - but doable!

Aurora by Interhome
A paradise! Difficult access that is rewarded. A fantastic villa with spectacular views of the Tuscan hills. Greatly restored with modern and classic parts, plus an absolute calm, all around beautiful nature. A highlight: The spacious indoor Jacuzzi, we had a wonderful week, thank you!!

Charming villa in the Chianti hills
The place we stayed this time was really artistic and beautiful. Thoughtfully arranged objects and unique touches throughout the space made me feel like I was in a small gallery. The colors combined with the natural light coming in through the window, and the quiet and cozy atmosphere — I was satisfied without missing anything. In particular, I was impressed by the details filled with the unique sensibility of the accommodation, so I felt special every moment throughout my stay. It is a place I would definitely recommend to those who want to get away from daily life and heal in an artistic atmosphere.

Villa il Palagio in the Tuscan countryside
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!!

Il Pezzo Farm by Interhome
Great house - fantastic views over olive trees and vines to the sea - perfect for relaxing !

Casa Luigi Suite with exclusive pool
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 Greve in Chianti
Total rentals
30 properties
Nightly prices starting at
$97 CAD before taxes and fees
Total number of reviews
550 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Wifi availability
30 properties include access to wifi
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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
- CavallinoMatto
- Piazzale Michelangelo
- Parco delle Cascine
- Piazza della Repubblica
- Stadio Artemio Franchi
- Pitti Palace
- Mercato Centrale
- The Boboli Gardens
- Pinocchio Park
- Cavallino Matto
- Teatro Tuscanyhall
- Teatro Verdi
- Palazzo Vecchio
- Basilica di Santa Croce
- Avignonesi Winery Fattoria Le Capezzine