
Villa vacation rentals in Greve in Chianti
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Top-rated villa rentals in Greve in Chianti
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Private villa rentals

Beautiful villa in Greve in Chianti
We had an amazing stay at Roberto's place! The villa was just as described and perfect for a group of 10 - the location was great, lovely and quiet with stunning views from the pool. We would not hesitate to stay here again, thank you Roberto!

Church of the Vaioni
We had a fantastic time staying here! I’ve been recommending it to everyone! Also, Pistoia is an amazing place to visit so all around amazing!

Sestuccina
We had a lovely stay at this beautiful villa. The photos do not do it justice at all! From the infinity pool overlooking the vineyard to the hot tub with views of a castle, it was stunning and jaw dropping scenery. Brigittia made sure we were prepared to have a great trip - from helping us with reservations and arranging transportation for us with her husband (who was wonderful) she was a fantastic host. We would love to visit again sometime and would recommend for anyone wanting to spend time in the countryside.

Valluccia 51
We had an amazing time in the villa from Tommaso. It has all the amenities that you expect from a villa in this price class. The view looking over the valley is beautiful. The communication with the host was very pleasant and swift. As an example; The existing tv got broken in the evening and the next morning Tomasso installed a new one with all the modern features like Apple Airplay. Since the weather was not great the first days you can imagine that this was very nice to have a good working tv. Anyone who is considering renting a villa in the surrounding of San Donato, I highly recommend this villa from Tommaso.

villa "La Fonticina"
We had a wonderful stay! The property sits on a stunningly large lot surrounded by trees, which gave it a peaceful and private feel. The pool was a highlight — spacious, clean, and with beautiful views that made every swim feel special. Inside, the decor was tasteful and thoughtfully done, blending comfort with style. Everything was clean and well-maintained. Highly recommend for anyone looking for a relaxing escape in nature without compromising on style!

Villa Lina, Luxury Farmhouse with Pool and Amazing
Villa Lina was even more beautiful than the pictures showed. The house was clean, had new and comfortable bedding, had plenty of space for our family, and the view was outstanding. The place is very private, high up on the hill, but with the instructions from our host we had no trouble finding it, even in the dark. The driveway is about 1/4 mile, steep, with parts of it gravel, and has several sharp turns, but we made it no problem with the small jeep we rented (without 4WD). Just take it slow. It is about a 15 minute drive back down to the town center of Lucca and the train station and 10 minutes to a grocery store. The back roads are very narrow until you get to a main road so use caution and we were lucky enough that others backed up for us when we met on the narrow spots. The view and seclusion were well worth the drive up for us. If you want an amazing view of the Tuscan countryside, but also a short drive to a neat town and a train station, Villa Lina is a great choice!

Romantic Villa with private pool and fabulous view
This is one of the most beautiful and unforgettable locations we have ever visited. To be able to wake up in a centuries old villa and look out over the hillside with olive groves and vineyards was spectacular. Janine was so helpful to meet us and help us get acclimated and then provide a list with local wineries, restaurants, small towns to visit and things to do. We are so very grateful for her hospitality and ready to book another trip soon. Thank you Janine for everything.

The Tancherina, a Tuscan heart
We stayed for a month and hope to do the same next year. The location is beautiful; the property is incredibly relaxing and comfortable and the proximity to driving around Tuscany to visit other villages and cities is perfect. This was our second long stay at this location. There is a 25 minute drive to park and catch the train to Florence - very convenient, easy and safe place to leave the parked car.
Luxury villa rentals

Villa Spoianello, amazing holiday in Chianti.
We had the most unforgettable stay at this stunning villa in the heart of Tuscany! From the moment we arrived, Anna was the most welcoming and attentive host – she went above and beyond to ensure our stay was seamless and special. The villa itself is picture-perfect, nestled among rolling hills and olive trees, offering a true escape into the Tuscan countryside. One of the absolute highlights of our trip was the incredible private cooking class with Vilma, our chef for the evening. She brought so much warmth, expertise, and joy to the experience – we learned how to make traditional Italian dishes from scratch, and the meal we shared afterward on the terrace was unforgettable. The pool area was a dream – peaceful, beautifully maintained, and the perfect spot to relax after a day of exploring nearby towns like Siena and San Gimignano. We spent hours lounging in the sun, soaking in the views, and enjoying the quiet tranquility of the countryside.

Stunning Tuscan Villa & Panoramic Infinity Pool
Immaculate villa with plenty of space for everyone. Exceeded our expectations. Remote location best for people who have a car however peaceful and very close to drive into town in 10 minutes. Amazing restaurants nearby. Spectacular views. Beautiful pool area. Attentive friendly hosts. Especially beautiful Elmo the dog.

Casa Bianca, a gorgeous Tuscan home in Crete Senesi
Spacious, private, well decorated Tuscan villa. Very peaceful yard with beautiful views including a hot tub we enjoyed (not as hot as hot tubs in USA but still relaxing) - kitchen was well stocked also with thoughtful bread eggs and pasta and caffe. Grazie!!

The Lazy Oak
There are very few times when a stay not only lives up to expectations, but exceeds them. Our stay at the Lazy Oak did just that. There are no adjectives to truly describe the beauty of the villa and the surrounding countryside. Sitting at the infinity pool, looking out over the olive groves before a dinner prepared in house by a Tuscan chef as the sun sets will go down as one of the greatest days of our lives. We visited the nearby town twice for gelato but the truth is we did not want to leave the property! If you are looking for a peaceful quintessential Tuscan vacation in the countryside, look no further than the Lazy Oak. Mario is on property to tend to any needs but keeps to himself unless called upon. We actually loved his company and called him over to talk on multiple occasions…with the help of Google translation of course. Thank you Mario and Alesandro for an unforgettable stay. We hope to see you again in the future.
Le Maggioline Your Tuscany country house
We had the most wonderful stay at Olga’s place. We had 6 adults and two children and there was still plenty of space. The house was beautifully appointed and the outdoor space with the view was the perfect place to relax.

Terra Antica Suite & Ville - Montepulciano
Beautiful property. Staff were amazing, responsive and friendly. Location ideal for visiting other cities by car. Exactly as pictured. Breakfast which was added on a day to day basis was spectacular. Very relaxing sitting on patio and by the pool.

Villa unesco heritage, Jacuzzi & garden. BB Daria
This was true Tuscany! We enjoyed the quaintness of the village with amazing restaurants and views! Tony transported us to and from the villa! Seamless planning. Deborah arranged transportation for us to visit other villages where we enjoyed the day, people and food! Wished we had more time!!

Unique Villa in Tuscany
An absolutely stunning Villa in beautiful Tuscany that is just perfect! Luc and Sara are wonderful hosts. Extremely friendly, full of local knowledge and recommendations and always available to answer questions. Luc even acted as our Taxi service in not only recommending a fabulous vineyard to visit for a private tour, but taking us there and picking us up too so we could fully enjoy all the magnificent wines on offer! Sara's Tiramisu is legendary and the good news is the kitchen in the villa is so well appointed you have everything you need to try making it yourself too! Before visiting we wondered if the Villa could possibly match up to the pictures and the reviews - it 100% does in every way and is without doubt the best Air BnB we have ever stayed in. Thanks Luc, Sara, Lucky and all the cats for making our stay so special - we will be back!
Villa rentals with a pool

Villa La Gemma
I was genuinely impressed by this place. So beautiful! The pool is incredible, they had prosecco and limoncello for us and provided several supplies for a successful stay. I would 100000% come back here!

Tuscany Villa Mammi
There were 10 of us staying in Simone’s villa and it was such a lovely place to relax. The outside area was huge with many different seating areas. The pool looking over the town below was stunning. Simone was really responsive to any questions we had and gave us suggestions for wine tours and taxis. The indoor kitchen is a little small but still has everything you need. We used the outdoor bbq and pizza oven much more as this was perfect for cooking outside in the sunshine. Thank you for a great stay!

La Bacaia
We thoroughly enjoyed our stay. The house is conveniently located in the heart of the Valdichiana with easy and clear access to the surrounding towns. The grounds were beautifully landscaped with a combination of olive trees, grapevines, flowers and even herbs like rosemary, basil and mint that we used in our cooking. The rooms were spacious and very private. Our group of 6 were more than comfortably accommodated, each with its own bathroom and AC units that worked well. The two kitchens served us well. We mainly utilized the outside kitchen as the weather throughout our stay was perfect. The kitchens were well stocked with all of the necessary cooking items. There were some items that we needed to purchase at the local supermarket, including shower gel, paper towels, napkins, etc. For a one week stay we would recommend extra towels, especially for the pool. Overall, I would highly recommend La Bacaia as a base to fully enjoy your Tuscan vacation.

Villa Lux Poggelleri with a unique view of the Casentino
We are a family of 5 who had a fantastic stay. The house is huge and very nice and the view is unbeatable. All stress leaves the body when you are there. Everywhere you looked, there were exceptionally beautiful views. In addition, Lucia and Frederico were so warm people and made us feel very welcome. We will definitely be back!

Romantic Villa with private pool - "Il Pollaio"
A beautiful home to base ourselves in while exploring Tuscany. Lovely country surrounds. House has everything you need, spacious. Gorgeous terraces and pool. Enjoyed Volterra, San Gimignano and Siena but always great to come back to our Tuscan home! Silvia gave fantastic recommendations - pasta making at Ristorante de Beppino and in house chef Beppe highlights. Also loved Monterosola winery tasting. Very highly recommend. One of the best!

Villa La Poggerina, private pool and amazing view
A rare circumstance where both property and hosts exceeded our expectations. The house is spacious with lovely views and a patio and pool for exclusive use by guests. It is well stocked and appointed, including a pool table and multi-game arcade machine. Much appears recently renovated. For those wanting to cook traditional wood-fired pizzas, there are two outdoor ovens, plenty of wood, and a host at the ready to provide assistance as needed. Emanuele and his wife are excellent hosts - gracious and welcoming yet non-intrusive. They had a fantastic charcuterie board and wine ready on our arrival and helped us with guidance and reservations multiple times throughout the week. They live in the house next door, but you wouldn't know it. All in all, one of our best AirBnB experiences in nearly a decade of stays - very highly recommended!

Podere il Trebbio
We - a family of seven adults - had a really great stay at Bernardino's house. The house itself was very cosy and charming and contained everything we needed. The pool and the pool area, to which only we had access, was a fantastic extra asset which we enjoyed a lot. The nearby surroundings were also very nice with vineyards and woods. We even spotted three seldom orchids and heard the pirol bird which is very exotic to us. At the same time, it was possible to walk to the nearby town of Gaiole in Chianti where many nice restaurants and cafes can be found.

Casa Colombaia, in the Chiantishire
We had a great stay! The house is spacious, clean, and fully equipped. Communication with the host, Tiziana was excellent, quick, clear, and friendly. Definitely recommended!
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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
- Basilica of Santa Maria Novella
- Mugello Circuit
- Fortezza da Basso
- Parco delle Cascine
- Uffizi Gallery
- Piazzale Michelangelo
- Piazza della Repubblica
- Mercato Centrale
- Pitti Palace
- Giardino Bardini
- Stadio Artemio Franchi
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Teatro Verdi
- The Boboli Gardens
- Spiaggia Marina di Cecina
- Casa Barthel
- Teatro Tuscanyhall
- Palazzo Vecchio