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House holiday rentals in Greve in Chianti

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Popular amenities for house rentals in Greve in Chianti

House rentals with a pool

Guest favourite
Home in Montaione
4.94 out of 5 average rating, 104 reviews

Cercis - La Palmierina

JenniferRating, 5 stars1 day ago
We had an absolutely amazing time at Daniela’s place - it was clean, had stunning views and was quick access to Pisa, Florence & Siena. Beautiful pool and lovely terrace with amazing views and sunsets. The kitchen also had everything we needed, including local olive oil and pasta & local wine as a welcoming gift. Daniela went above and beyond providing us with lilos and a pump for the pool too. Overall, 10/10 stay!
Guest favourite
Home in San Casciano In Val di Pesa
4.84 out of 5 average rating, 92 reviews

Tuscan Villa Featured Conde Nast Best Villas Italy

JanetRating, 5 stars1 month ago
This 500 year old house is ideally situated in Tuscany and the Chianti region. It is a perfect place for day trips to other towns, for wine, tasting excursions, and for visiting Florence. The idyllic setting gives you a sense of country life in Italy, and the views from the patio and house are stunning. There are spectacular wineries within 5 to 10 minutes of the house. We found the house very comfortable and enjoyed our stay very very much. Rose and Pier couldn’t have been more helpful in planning our stay and excursions. We found through them fabulous restaurants, and wineries that we would not have discovered on our own. They were also incredibly responsive when we had questions. Our only confusion about the house was that the listing showed three bathrooms, but one was in the laundry room in a separate building . Just something to know. Thank you to Rose for a lovely vacation ! It was the perfect place to explore Tuscany from!
Guest favourite
Home in San Miniato
4.92 out of 5 average rating, 133 reviews

Private villa/swimming pool in Tuscany

MārcisRating, 5 stars1 week ago
Everything was absolutely perfect! ⭐️ Location: Ideal base for exploring Tuscany — you’re right in the heart of it all. Whether you’re heading to Florence, Pisa, or the charming hill towns, everything is within easy reach. House: Well-equipped and comfortable, with all the listed amenities in perfect working order. After long days of sightseeing, the pool was a refreshing retreat. The panoramic view over the valley is truly breathtaking. Host: Lorenzo is an outstanding host — friendly, responsive, and fluent in English. He was proactive and helpful throughout our stay. The house includes a detailed guidebook he created with handpicked recommendations for local shops, markets, restaurants, farms, and sights. It made planning our days effortless. Bottom line: If this listing is available — don’t hesitate. Book it. 10/10 would recommend!
Guest favourite
Home in Gaiole in Chianti
4.86 out of 5 average rating, 263 reviews

Charming estate with views

AndrewRating, 5 stars4 days ago
Incredible stay and Bernardino and his family were incredibly welcoming and pleasant. They helped us check in later and were there to help us with any questions we had. Absolutely would recommend to anyone looking for a peaceful Tuscan retreat.
Top guest favourite
Home in Barberino Tavarnelle
4.97 out of 5 average rating, 71 reviews

Podere Tignano, 4-bedroom villa in the Chianti!

MeganRating, 5 stars1 week ago
How can we even put into words what an incredible experience this was! Antonella was kind and helpful, and her home is just stunning. She made us feel so at home even with our limited Italian. She prepared us a home cooked, four-course meal one night and it was absolutely delicious. She even gave us the leftovers so we could have them for breakfast the next day. The villa was breathtaking and in a perfect location to visit beautiful towns in Tuscany like Pienza, Montepulciano and San Gimignano. We especially loved the pool and visiting with the animals. This was a bucket list stay for us and worth every penny!
Guest favourite
Home in Pievescola
4.94 out of 5 average rating, 174 reviews

Antico Borgo Ripostena – n. 8 Old House

Ricarda MadlenRating, 5 stars4 weeks ago
We thoroughly enjoyed the stay. Everything was very clean. What a great environment. We traveled with a 1-year-old child and were very warmly welcomed. For my daughter, there were many toys, a play mat, a cot and a high chair. The small playground was also impressive. Our highlight was the great sunset and of course the most beautiful pool we have experienced so far. We can only recommend it!
Guest favourite
Home in Lecchi in Chianti
4.96 out of 5 average rating, 136 reviews

Casa di Lyndall - Entire house with exclusive pool

TerriRating, 5 stars7 months ago
This home is the epitome of a classic villa in the chianti region. Lecchi is very a small village that is walkable to a market, bar & cafe, and one of the best dinner spots we visited in our entire trip to Italy - the Malborghetto restaurant is a must! We rented a car for this week of our trip, and would highly recommend doing so. There are many nearby villages with great trattorias and shopping options - and gorgeous views everywhere you turn. Casa di Lyndall is a roomy, well appointed home with all the amenities you could need. Very clean, and very comfortable, and the view out the front windows is beyond compare. Lyndall was very responsive and provided us with excellent recommendations of things to do during our stay. Clementina greeted us when we arrived and was so sweet and helpful. There is nothing we would change about our stay!
Superhost
Home in Careggi
4.84 out of 5 average rating, 112 reviews

Country House w/ heated Pool near the City Centre

SandraRating, 5 stars2 months ago
We thoroughly enjoyed our stay at this wonderful place. The quiet surroundings were perfect for a break from the hustle and bustle of Florence. And it's still easily accessible by tram. Giacomo was a wonderful host and was always available. We truly enjoyed every day there.

Weekly house rentals

Guest favourite
Home in Fiesole
4.86 out of 5 average rating, 311 reviews

Wonderful House in the Magical Fiesole

MenekaRating, 5 stars3 weeks ago
Fior di Fiesole was a charming, private place with beautiful surroundings. Vat was very friendly and gave us helpful instructions to get about. Highly recommend if you are looking for a peaceful getaway.
Superhost
Home in Montespertoli
4.93 out of 5 average rating, 104 reviews

Costalmandorlo, a rustic home in the heart of Tuscany

SabineRating, 5 stars2 weeks ago
We loved our stay in this beautiful vacation home, perfectly located in the peaceful Tuscan countryside. Sandra is a very attentive host, she was always available for any questions and proactively communicated making the check in process very easy. The house is well appointed. I would like to point out though that only one of the bedrooms has total privacy as the other two bedrooms can only be closed off by a curtain. This contributed to its charm as a lot of the old features of the house were preserved, and wasn't a problem for us. We definitely would come back. Thank you Sandra.
Top guest favourite
Home in Pontassieve
4.96 out of 5 average rating, 82 reviews

The charming cottage in Tuscany with breathtaking views

SamiRating, 5 stars3 days ago
So Beautyful location and views. House is charming and clean. we recommend.
Top guest favourite
Home in Simignano
4.97 out of 5 average rating, 129 reviews

Casa al Gianni - The Simignano Barn

VivekRating, 5 stars4 days ago
Cristina was a fantastic host and was always available to provide us with anything we needed. The house is perfect for a family getaway and the location is idealic. Would definitely recommend staying in Cristinas wonderful home
Guest favourite
Home in Greve in Chianti
4.85 out of 5 average rating, 26 reviews

Il Rifugio nel Chianti, Montefioralle apartment

EdgarRating, 5 stars2 weeks ago
The accommodations matched the description, the bed was comfortable, the bathroom was clean, and the backyard views were stunning.
Guest favourite
Home in Greve in Chianti
4.97 out of 5 average rating, 34 reviews

Il Poggiolo, Greve in Chianti, Italy

LennartRating, 5 stars1 day ago
Beautiful and peaceful location nestled between olive trees and vineyards, right in the heart of nature. A perfect spot to relax and enjoy scenic walks through the surrounding hills. It's about a 45–50 minute walk down to Greve, and the charming medieval village of Montefioralle is also within walking distance, with a small but nice selection of restaurants. The apartment is well equipped, with fans in the main rooms and a functional, fully stocked kitchen. The garden and outdoor area are a real highlight too - especially the lovely terrace, perfect for dining and relaxing. But the true highlight of our stay were Tamara & Luciano! We've rarely met such warm and welcoming hosts. From the very beginning, they made us feel at home, greeted us with open arms, treated us with homemade culinary touches, and were always available if we needed anything. We felt completely at ease and would love to come back anytime.
Top guest favourite
Home in Panzano
4.99 out of 5 average rating, 68 reviews

La Campanella

GerardRating, 5 stars1 month ago
This was our second time staying here and we'd love to return again some day. The location is very convenient and the courtyard has a fantastic view. Sonia and Carolina are extremely kind and helpful.
Guest favourite
Home in Greve in Chianti
4.88 out of 5 average rating, 16 reviews

Casa Marzia in Chianti, Italy

ThomasRating, 5 stars3 weeks ago
Marzia's place was a great place to stay and they were a great host. Very fast to reply to my questions and offered great advice on where to book a taxi from when visiting the wineries. The place was peaceful and had a great view of the Tuscan hills. Being able to park our rental car right outside was a bonus too. Thanks for hosting us!

Private house rentals

Superhost
Home in Castellina in Chianti
4.75 out of 5 average rating, 12 reviews

Calcinaia Power

HollyRating, 5 stars9 months ago
We had a beautiful stay at Alessandro’s property. The property is in the middle of the Tuscan hills with gorgeous views on all sides and feels very undisturbed and untouched. We were super lucky to have the place to ourselves the whole time and felt totally at peace. The apartment was beautiful and incredibly spacious with everything we needed, with lots of space in the grounds to go for walks and sit outside and enjoy the views and weather. Panzano is only a 7 minute drive away for supermarkets (small Co-op and village shop etc) and restaurants, and Alessandro was very responsive when we had any questions or if we needed anything. We couldn’t have been happier and will definitely be back next year!
Guest favourite
Home in Asciano
4.97 out of 5 average rating, 33 reviews

Family Forest - Pool in the Crete Senesi

SylviaRating, 5 stars1 week ago
The area is incredible, peaceful and the view spectacular. Asciano has the delightful charm of an Italian village. The people were friendly and welcoming. Even got greeted by their local police who offered up their number in case we needed anything. I felt safe, and it felt as if I lived there for years. I’d say this is a piece of heaven on earth. Bellezza maestosa! Non vedo l'ora di visitare di nuovo la Toscana e la città di Asciano! Grazie!
Top guest favourite
Home in Radda in Chianti
5 out of 5 average rating, 20 reviews

Villa le Scope 5*

ColeRating, 5 stars1 week ago
Beautiful home. Extremely clean. Riccardo was extremely responsive and made our check in process very easy. Definitely would stay again!
Top guest favourite
Home in Poggibonsi
4.91 out of 5 average rating, 58 reviews

Agriturismo Podere San Martino (apartment for two)

LukasRating, 5 stars3 weeks ago
Everything was just like in the pictures. We had a great time. The view was amazing and Maddalena was really helpful. Thank you!
Top guest favourite
Home in Greve in Chianti
4.97 out of 5 average rating, 34 reviews

Sweet life in Tuscany , but so close to Florance

JulieRating, 5 stars1 week ago
We had a lovely stay and Simona was keen to ensure that we were happy. The villa has a lovely rustic feel. Ignore the no entry sign at the end of the dirt track road and drive up through the trees. You park right outside the house. It was a little more expensive for us as we were only 2, staying in a place for 4. The dog was lovely and friendly ( although looks as though he might not be as Alsatian breed I think ). There is a lovely restaurant in San Polo with a lovely garden out the back… about 7 mins away.
Top guest favourite
Home in Monteroni d'Arbia
5 out of 5 average rating, 11 reviews

Golden View - Dream farmhouse in Tuscany

ErikaRating, 5 starstoday
A place to feel the real Tuscany. Beautiful place, with all the necessary amenities. Very good taste in modern and functional design, and at the same time beautiful. It has a store a few minutes away by car. It's a dream place to be.
Superhost
Home in Castelnuovo di Val di Cecina
4.93 out of 5 average rating, 67 reviews

L'Uva Fragolina. House, Garden, Panoramic View

DavidRating, 5 stars2 weeks ago
A Tuscan dream. Some days I had to pinch myself to realize that I wasn't in a movie. My girlfriend and I had a wonderful time in the region and also in the house. It was clean and tidy. The kitchen was unique and we also enjoyed grilling outside. We simply enjoyed it and felt at home. Finally, relaxation and tranquility, which you rarely experience. Thank you for your trust in this wonderful piece of Tuscany. A must-see for all those seeking peace and quiet or people who really want to experience what Tuscan flair means. We will be happy to come back!
Guest favourite
Home in Barberino Tavarnelle
4.97 out of 5 average rating, 68 reviews

Chianti House Stunning view 20 min. from Florence

AshlynnRating, 5 stars7 months ago
What a place! An absolutely perfect little hideaway in an absolutely gorgeous location. This charming abode has exactly what you need to completely escape and soak in the stunning surroundings of the Tuscan landscape. Even though it rained quite a bit of our visit, sitting on the veranda overlooking the pool and rolling hills nice and dry under the tent was magical - the lush view could never get old! The stone space is as quiet and cozy as can be - comfortable bed and couch, very functional kitchen, nice bathroom. Pretty antiques make the space homey. My husband even jumped in the very cold pool in the rain and now we want to come back in the summer sun to enjoy it more. Tommaso was incredibly sweet and offered recommendations and walked us through the whole place upon check in - and he was kind and responsive the whole time. Really can’t recommend this experience enough!

Destinations to explore