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Villa holiday rentals in Greve in Chianti

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Popular amenities for villa rentals in Greve in Chianti

Private villa rentals

Guest favourite
Villa in Gaiole in Chianti
5 out of 5 average rating, 6 reviews

Casanova of Bricciano

PeterRating, 5 stars1 week ago
What a fabulous setting and location. Perfect to explore the Chianti region and beyond. It’s roomy, everything you need is there, beautiful pool and a view to cherish. Dining on the terrace is a wonderful experience and with a vinyard with lovely wines available right next door what more do you need from a Tuscan holiday. All hosted perfectly by Fabio and Andrea. Very highly recommended.
Guest favourite
Villa in Asciano
4.93 out of 5 average rating, 87 reviews

Casa Bianca, a gorgeous Tuscan home in Crete Senesi

PattiRating, 5 stars3 weeks ago
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!!
Top guest favourite
Villa in Gaiole in Chianti
4.93 out of 5 average rating, 27 reviews

Sestuccina

EmmaRating, 5 stars2 weeks ago
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.
Guest favourite
Villa in Greve in Chianti
4.81 out of 5 average rating, 58 reviews

Beautiful villa in Greve in Chianti

SophieRating, 5 stars4 weeks ago
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!
Superhost
Villa in Lucca
4.91 out of 5 average rating, 23 reviews

Villa Lina, Luxury Farmhouse with Pool and Amazing

BrookeRating, 5 stars1 month ago
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!
Top guest favourite
Villa in Gaiole in Chianti
5 out of 5 average rating, 24 reviews

Montemarcoli

TorbjørnRating, 5 stars2 weeks ago
We had an amazing stay at the villa. A modern house in a quiet environment with beautiful views. Brigitta was very helpful and responded quickly to our inquiries both before and during the stay.
Guest favourite
Villa in Tignano
4.95 out of 5 average rating, 171 reviews

Villa Isabella

DouglasRating, 5 stars3 weeks ago
The home was located about 1/2 mile from several quaint small towns. Many great restaurants and tours through the beautiful hills and wine country. Very relaxing for family, friends or just to see you unwind by yourself. I highly recommend this location. Take advantage of tours arranged by Nicollo'and his family. We had a ball! Thank you.
Top guest favourite
Villa in Certaldo
4.89 out of 5 average rating, 147 reviews

Tuscan farmhouse with private pool and views

BurakRating, 5 stars6 days ago
Absolutely amazing place. No question that all visitors will love it. Decidedly special view of the valley with San Gimignano in the background. Good hub to visit toscana (San Gim. 25 min, siena 35min, florence 50min etc). The garden is distinctively beautiful. We had a week to remember.

Luxury villa rentals

Top guest favourite
Villa in Sarteano
4.97 out of 5 average rating, 124 reviews

Casale in Val D’Orcia

RaviRating, 5 stars2 weeks ago
Amazing place. We have never stayed at a villa with such huge grounds before. Kids were very happy.
Top guest favourite
Villa in Barberino Tavarnelle
5 out of 5 average rating, 36 reviews

Valluccia 51

FlorisRating, 5 stars1 month ago
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.
Top guest favourite
Villa in Rignano sull'Arno
5 out of 5 average rating, 14 reviews

villa "La Fonticina"

AmiraliRating, 5 stars4 weeks ago
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!
Guest favourite
Villa in Montepulciano
4.91 out of 5 average rating, 125 reviews

Villa in Montepulciano with a Pool

SantiagoRating, 5 stars1 day ago
We just checked out of this wonderful villa today, and it has truly been one of the most special places we’ve ever stayed. We arrived with my husband’s parents, my husband, and our toddler, and from the moment we got there, everything exceeded our expectations. Alex greeted us warmly, gave us a tour of the villa and the property, and provided detailed printed information about nearby restaurants, supermarkets, cafés, bakeries, and wine tours. The property also produces its own wine, which was available for purchase and could be conveniently delivered to our villa during our stay. Alex shared his contact number and made himself available in case we needed anything—which we really appreciated. One of the highlights of the property was the stunning infinity pool overlooking the vineyard and offering breathtaking views. It was the perfect setting to disconnect and truly live in the moment. The air conditioning and hot water worked perfectly. Thank you Alex!
Top guest favourite
Villa in Loro Ciuffenna
4.98 out of 5 average rating, 50 reviews

The Lazy Oak

JarrettRating, 5 stars1 week ago
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.
Top guest favourite
Villa in Monsummano Terme
4.98 out of 5 average rating, 125 reviews

Le Maggioline Your Tuscany country house

SarahRating, 5 stars1 week ago
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.
Top guest favourite
Villa in Montepulciano
5 out of 5 average rating, 48 reviews

Terra Antica Suite & Ville - Montepulciano

JohnRating, 5 stars3 weeks ago
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.
Top guest favourite
Villa in Monticchiello
4.98 out of 5 average rating, 154 reviews

Villa unesco heritage, Jacuzzi & garden. BB Daria

MelindaRating, 5 stars3 weeks ago
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!!

Villa rentals with a pool

Top guest favourite
Villa in Barberino Tavarnelle
4.94 out of 5 average rating, 53 reviews

Villa Spoianello, amazing holiday in Chianti.

CashRating, 5 stars6 days ago
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.
Top guest favourite
Villa in Cortona
5 out of 5 average rating, 75 reviews

Stunning Tuscan Villa & Panoramic Infinity Pool

CherieRating, 5 stars6 days ago
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.
Top guest favourite
Villa in Figline e Incisa Valdarno
5 out of 5 average rating, 18 reviews

Mathis House Best View in Chianti, Exclusive Pool

LaylaRating, 5 stars1 month ago
We were already contacted by Emanuele in advance. He sent us the directions so we can easily find the house. We were very warmly welcomed with regional specialties and wine. The stay was great, we felt very comfortable. During the stay we received a lot of tips regarding food and excursion options from Emanuele. He was very helpful and always available. I'm sure we'll be back.
Superhost
Villa in Capannori
4.96 out of 5 average rating, 24 reviews

Luxury Tuscany Villa on the hill with private pool

JanetRating, 5 stars2 months ago
This villa was something out of a dream. Stefania was so lovely and wonderful with recommendations and booking us a rez at a fantastic local gem of a restaurant. The views were incredible and the atmosphere was so relaxing. The villa itself was cozy and inviting. The outside seating area was well used by us for nightcaps, dinner and conversations about falling in love with Tuscany and all it's amazing nooks and crannies. We wanted a picturesque and home-like central base for our 10 day adventure in Italy and we're delighted with the accommodations that really was like something out of a movie. Lucca was only a short drive away and offered the best grocery store-Esselunga! Thank you Stefania for your warm generosity, kindness and suggestions. This was a birthday trip that we will never forget and cemented our longing to return soon!
Top guest favourite
Villa in Poppi
5 out of 5 average rating, 15 reviews

Villa Lux Poggelleri with a unique view of the Casentino

KasperRating, 5 stars2 weeks ago
We are a family of 5 who had a fantastic stay. The house is huge and very nice and the view is not better. 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!
Guest favourite
Villa in Gaiole in Chianti
4.9 out of 5 average rating, 68 reviews

Podere il Trebbio

PiaRating, 5 stars1 week ago
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.
Guest favourite
Villa in San Donato
4.95 out of 5 average rating, 84 reviews

Casa Colombaia, in the Chiantishire

NatasjaRating, 5 stars1 week ago
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!
Guest favourite
Villa in Lucca
4.91 out of 5 average rating, 43 reviews

VILLA GIOMA - Completely renovated country house

AlisonRating, 5 stars2 weeks ago
What an amazing stay! The views from the villa are spectacular, and the villa itself was immaculate. It felt so private & peaceful. We had Chef Niki come for a private dinner and a cooking class, and he was fantastic. Brunella and Giacomo were very helpful and responsive before our stay and throughout our time there. I’m already dreaming about coming back!

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