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Vacation rentals with a pool in Greve in Chianti

Find and book unique homes with a pool on Airbnb

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Popular amenities for Greve in Chianti rentals with a pool

House rentals with a pool

Guest favourite
Home in Civitella in Val di Chiana
4.93 out of 5 average rating, 45 reviews

Casa Fattore - Tuscan countryside house

LunaRating, 5 stars7 months ago
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.
Guest favourite
Home in Florence
5 out of 5 average rating, 5 reviews

New Florence "Afrodite" suite with pool

SarahRating, 5 stars2 weeks ago
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!
Superhost
Home in Montopoli
4.93 out of 5 average rating, 42 reviews

Villa Due Pini Marti with private pool

FreyaRating, 5 stars8 months ago
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.
Guest favourite
Home in Florence
5 out of 5 average rating, 9 reviews

The Limonaia della Torretta

OksanaRating, 5 stars1 week ago
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!
Top guest favourite
Home in Pistoia
5 out of 5 average rating, 8 reviews

Country Cottage with Pool "Il Melograno"

FedericaRating, 5 stars8 months ago
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
Guest favourite
Home in Cortona
4.96 out of 5 average rating, 57 reviews

"Casa Elisa", house with swimming pool at the foot of Cortona

AlessandroRating, 5 stars4 months ago
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.
Superhost
Home in Casanova
4.89 out of 5 average rating, 37 reviews

Casa Liliana

LaurienRating, 5 stars1 week ago
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.
Guest favourite
Home in Certaldo
4.92 out of 5 average rating, 49 reviews

Converted barn in Tuscan olive grove

LydiaRating, 5 stars8 months ago
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

Superhost
Condo in Loro Ciuffenna
5 out of 5 average rating, 9 reviews

""Beautiful Villa with PRIVATE pool in Tuscany""

BahrinRating, 5 stars16 months ago
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.
Superhost
Condo in Pergine Valdarno
4.67 out of 5 average rating, 6 reviews

Relax in farmhouse among the Chianti vineyards

MeganRating, 5 stars7 months ago
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.
Top guest favourite
Condo in Bibbiena, AR
5 out of 5 average rating, 16 reviews

ideal for two + porch, swimming pool on the farm

ChloéRating, 5 stars9 months ago
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!
Guest favourite
Condo in Volterra
4.95 out of 5 average rating, 21 reviews

Three-room apartment with 2 bedrooms and private garden, swimming pool

JanRating, 5 stars9 months ago
Wonderful place, very nice host. Thank you for your hospitality, Silvia
Guest favourite
Condo in Uzzano
4.81 out of 5 average rating, 21 reviews

Tuscan country apartment in a lovely olive grove

VeraRating, 5 stars8 months ago
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!
Superhost
Condo in Gavinana
5 out of 5 average rating, 25 reviews

Luxury Views aircon Shared Pool parking cooking

JeevanRating, 5 stars20 months ago
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!
Guest favourite
Condo in San Casciano In Val di Pesa
4.83 out of 5 average rating, 215 reviews

lovely farm- apartment (Fox)

DavidRating, 5 stars6 months ago
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.
Guest favourite
Condo in Montieri
5 out of 5 average rating, 25 reviews

Cupiano Power "Le Fornaci"

LindaRating, 5 stars7 months ago
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

Guest favourite
Cottage in Barberino Tavarnelle
4.98 out of 5 average rating, 188 reviews

Stone House with Exclusive Pool Codilungo in Chianti

ElizabethRating, 5 stars1 week ago
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.
Top guest favourite
Farm stay in Arezzo
4.97 out of 5 average rating, 224 reviews

Explore nature in the center of Vigneti Chianti

CameronRating, 5 stars1 week ago
We had a wonderful stay and Rita is a fantastic host. Beautiful and accommodating! Would recommend - only 10 min outside city center.
Top guest favourite
Villa in San Miniato
4.88 out of 5 average rating, 40 reviews

Historic home with exclusive pool

AylaRating, 5 stars9 months ago
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!
Guest favourite
Home in Pescia
4.84 out of 5 average rating, 19 reviews

Aurora by Interhome

Dr. KristinaRating, 5 stars6 months ago
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!!
Top guest favourite
Home in San Casciano In Val di Pesa
5 out of 5 average rating, 43 reviews

Charming villa in the Chianti hills

Kihun (KI)Rating, 5 stars1 week ago
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.
Guest favourite
Villa in Pian di SCO
5 out of 5 average rating, 26 reviews

Villa il Palagio in the Tuscan countryside

LizRating, 5 stars7 months ago
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!!
Home in Castagneto Carducci
4.67 out of 5 average rating, 3 reviews

Il Pezzo Farm by Interhome

KristianRating, 5 stars1 week ago
Great house - fantastic views over olive trees and vines to the sea - perfect for relaxing !
Guest favourite
Home in Tavarnelle Val di Pesa
4.93 out of 5 average rating, 92 reviews

Casa Luigi Suite with exclusive pool

DanielleRating, 5 stars7 months ago
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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