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Villa holiday rentals in Castelnuovo Berardenga

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Popular amenities for Castelnuovo Berardenga villa rentals

Private villa rentals

Guest favourite
Villa in Palaia
4.92 out of 5 average rating, 12 reviews

Villa La Gemma

ImaneRating, 5 stars3 weeks ago
Es war für uns als kleine Familie mit einem kleinkind ein sehr schöner Urlaub. Unsere Tochter liebte das Haus und die Umgebung. Trotz kurzen Aufenthalt fühlten sich die Tage wie zwei Wochen Ferien an. Wir kommen auf jeden Fall wieder. Die Gastgeberin war proaktiv und hat uns in allem was wir benötigt hatten unterstützt. Es hat uns an nichts gefehlt. Wir können es wärmstens weiterempfehlen.
Top Guest favourite
Villa in Centro Storico
5 out of 5 average rating, 40 reviews

Charming villa 15' walk to center stunning view

ChristineRating, 5 stars4 days ago
Wonderful villa with a beautiful outdoor area- fruit trees, roses, and flowers. We enjoyed the wine, snacks and fresh fruit the host had for us upon arrival. This was our last stop in Italy. Bedding, mattresses and AC has not been great in the places that we have stayed, and never was there a fan. This villa had a comfortable bed , great ac, and a ceiling fan in the bedroom. My husband said his best night sleep the entire trip. We were missing our dogs and cats and we loved having theirs visit us daily! The hosts were traveling so we didn’t get the chance to meet them. They regularly checked in on us to make sure everything was good and provided local recommendations. Given the reviews and accommodation, I’m sure they are amazing! If you’re ever in Florence, this place is worth the stay.
Guest favourite
Villa in Scrofiano
4.98 out of 5 average rating, 57 reviews

Villa Il Tollino

SebastianRating, 5 stars1 month ago
Die Villa von Giancarlo & Gabriella ist traumhaft und sehr ruhig gelegen. Wer Ruhe in ländlicher Umgebung sucht ist hier genau richtig! Die Villa ist sehr gut ausgestattet, der Garten groß und sehr schön angelegt. Der Jacuzzi ist das Sahnehäubchen obendrauf und lädt zu einem entspannten Abend unter freiem Himmel ein. Alles in allem eine absolut empfehlenswerte Unterkunft! Giancarlo & Gabriella sind ganz liebevolle Menschen die alles wunderbar erklären, immer zur Stelle sind, wenn man sie braucht und einem das Gefühl vermitteln sich wirklich zuhause in Ihrer Villa zu fühlen. Vielen lieben Dank Giancarlo & Gabriella. Der Wein und das Gebäck waren köstlich :-)
Guest favourite
Villa in Siena
4.97 out of 5 average rating, 39 reviews

Capanna Di Elfo

MichaelRating, 5 stars4 weeks ago
The property was comfortable, spacious and spotlessly clean. The owners of the property , Claudio and Angelica, are helpful and delightful. However, the “host” BoMVillas , who acts as a middleman, was rude and disrespectful when we had a miscommunication. I would not make another booking that was offered by BoMVillas.
Top Guest favourite
Villa in Rignano sull'Arno
5 out of 5 average rating, 15 reviews

villa "La Fonticina"

KathyRating, 5 stars2 weeks ago
Incredible host and property. We feel fortunate to have had the opportunity to stay here. Cesare was beyond helpful with recommendations and flexible with our check in. Secluded, peaceful and a great place for making memories during our travels around Italy.
Guest favourite
Villa in San Casciano dei Bagni
4.98 out of 5 average rating, 64 reviews

Luxury Tuscan countryside villa with pool/WiFi/AC

Devon And DavisRating, 5 stars6 days ago
I cannot say enough about our trip to Martino’s villa. What a lovely villa in the cute town of San Casciano dei Bagni. We had a great family vacation, enjoying some of the smaller towns and a visit to Montepulciano . We enjoyed Eleanor’s cooking for us two nights- what an amazing chef! Martino was very responsive and helpful when we needed something. I hope we can return one day!
Top Guest favourite
Villa in Rapolano Terme
4.96 out of 5 average rating, 50 reviews

La Fornace

GregRating, 5 stars5 days ago
We loved staying at Giorgio's place this past week. Honestly, the photos do not do this house justice—it is situated in truly beautiful surroundings, and the house itself is very cosy and full of sturdy, well-made fittings. There are lots of touches that make you feel like you're staying somewhere classier than your average AirBnB—marble kitchen counters and two sinks in the bathroom, to give just two examples. Giorgio himself was very friendly and responsive when we got lost trying to find his property, and he was extremely accommodating to our unpredictable check-in time. The one downside was that the bed was not especially comfortable, but this one negative was by far outweighed by the many other positives. If we visit the area again, we are keen on coming back (if he'll have us!).
Top Guest favourite
Villa in Sovicille
4.96 out of 5 average rating, 72 reviews

Beautiful Country House, near Siena with jacuzzi

JohannaRating, 5 stars3 weeks ago
Unser Aufenthalt in diesem wunderschönen Haus in der Toskana war einfach traumhaft! Das Haus liegt idyllisch am Land und hat all unsere Erwartungen übertroffen – es war noch schöner als auf den Bildern. Alles war sehr geschmackvoll eingerichtet, sauber und perfekt ausgestattet, um entspannte Tage inmitten der toskanischen Natur zu genießen. Die Gastgeber waren ausgesprochen freundlich und hilfsbereit – von der unkomplizierten Ankunft bis hin zu tollen Tipps für Ausflüge in der Umgebung waren sie immer für uns da. Wir können dieses Haus wärmstens weiterempfehlen und würden jederzeit wiederkommen!

Luxury villa rentals

Top Guest favourite
Villa in Cortona
5 out of 5 average rating, 76 reviews

Stunning Tuscan Villa & Panoramic Infinity Pool

ChelseaRating, 5 stars1 week ago
This was our second time visiting Mogens and Suzie's beautiful home in Cortona. One reason for coming back was the sheer beauty of the property and the proximity to fantastic medieval towns with incredible history that endures even now. For wine enthusiasts, there are tons of wine tasting opportunities with lunch, dinner or just great wine. Another reason for our return visit was an opportunity to spend time again with Mogens and Suzie, by far the best AIRBNB hosts we have ever encountered. They do everything imaginable to make your time as enjoyable as possible and to say that they go the extra mile would be a gross understatement. We can't wait to come back a third time.
Guest favourite
Villa in Pozzuolo
4.91 out of 5 average rating, 43 reviews

Fabulous Farmhouse with Pool & 360 Panoramic View

Kaidy FendyRating, 5 stars2 weeks ago
Caroline's villa was absolutely stunning. We visited as a family of 8 adults and it was even more beautiful in person. It's completely private with amazing views all around. It's also in a great location to visit other picturesque villages nearby with a car. The pool was a great addition to combat the Tuscan heat. As this is in the countryside, be aware that there will be insects and wildlife. We came across a snake and a scorpion, but that's not an issue with the house, but rather the natural environment. The property manager Bianca greeted us upon arrival. She was super friendly and helpful with tips. And Caroline left us super detailed recommendations for restaurants, itineraries, and wineries. She was always available and friendly. We had an amazing time and would definitely visit again!
Top Guest favourite
Villa in Panzano
4.93 out of 5 average rating, 75 reviews

Luxury Villa on Chianti Wine Estate

StevenRating, 5 stars1 month ago
Wonderful stay at the Villa among the vineyards in Panzano. Vicky, the host, is the owner of Le Fonti winery with the villa surrounded by their vineyards and olive groves. The view from the villa is absolutely stunning. The town of Panzano is very cute. We bought groceries at the Coop and made breakfast each morning, gathering in the cozy well equipped kitchen. There is a courtyard immediately outside the doors of the villa with a large table, and again amazing views. Our time in the villa was so relaxing! Though we went to several wineries, a highlight was a very personal tour of the winery, wine making process and wines by Vicky at Le Fonti. She spent time discussing/pouring the different wines, even bringing over the same wine from different years to show us the difference the weather/grape stress influences the final taste. Overall exactly what we wanted from a Tuscan experience and really enriched by an extremely friendly and knowledgeable host.
Guest favourite
Villa in Castelnuovo Berardenga
4.9 out of 5 average rating, 10 reviews

Elegant Chianti Villa w/ Stunning Views + Starlink

JenniferRating, 5 stars2 weeks ago
We’ve visited many places in Tuscany over the years, but this villa truly stood out as one of the best-equipped homes we’ve stayed in. From the kitchen to the little day-to-day essentials, everything was there — it felt less like a rental and more like a very comfortable home-away-from-home. The space was more than enough for our group of five adults and one baby. There’s even a cellar that could easily accommodate a few extra people if needed. The house is beautifully maintained and spotlessly clean — the cleaning team really does a great job. The surroundings were wonderfully peaceful and serene, just the kind of setting that makes you take a deep breath and immediately relax. Evenings on the terrace were a highlight for us — we could enjoy a drink and a good conversation while the baby slept undisturbed inside. What you see in the photos is exactly what you get — no surprises, just a beautiful, quiet, well-kept villa. Gino, the owner, was kind and helpful.
Guest favourite
Villa in Montepulciano
4.91 out of 5 average rating, 126 reviews

Villa a Montepulciano con Piscina

SantiagoRating, 5 stars1 week 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!
Guest favourite
Villa in Pergine Valdarno
4.95 out of 5 average rating, 87 reviews

La Vignaccia (Farmhouse) - villa w/private pool

DominicRating, 5 stars1 month ago
La Vignaccia is wonderful. We were a family of 6 adults plus a baby, and the set up was great for spending time together but also having plenty of space. The kitchen is well equipped for cooking for a large group and the many private spaces were very relaxing. Working remotely was possible with the wifi but not super strong for calls. However there is 5G around the house, so hot spotting from a window worked fine.
Top Guest favourite
Villa in Loro Ciuffenna
4.98 out of 5 average rating, 51 reviews

The Lazy Oak

JordanRating, 5 stars2 weeks ago
The Lazy Oak Villa is everything we dreamed of and more for our honeymoon. The house is beautiful, well furnished and feels so homely and comfortable. The surroundings are simply stunning; the view from the house and pool never get old! Mario and Alessandro were super helpful, offering to help us book restaurants and vineyards if needed. Mario keeps to himself so still feels very private but is happy to help with anything and it was nice to see him around (with his cute little dog!) and know he was about if we needed anything. Couldn’t recommend the Lazy Oak Villa more, and we’re already talking about when we could come back!! Thank you Mario and Alessandro!
Top Guest favourite
Villa in Asciano
4.95 out of 5 average rating, 79 reviews

Podere on the Crete Senesi

NahkitaRating, 5 stars3 weeks ago
We could not have asked for a more beautiful setting to celebrate my partner’s 40th birthday. Our week was perfectly balanced between visiting nearby Montalcino wineries & surrounding villages, a day trip to Siena, and lazing about the pool & villa. Monica was kind, generous & helpful from the time of booking. She accommodated all requests and even left a gift for my partner to celebrate his birthday! Will be back! Would rate this 6 stars if we could.

Villa rentals with a pool

Guest favourite
Villa in Castiglion Fiorentino
4.98 out of 5 average rating, 66 reviews

Tuscany Villa Mammi

PascalRating, 5 stars1 day ago
Wir hatten eine richtig schöne Woche in der Villa Mammi. Das Gelände ist riesig und einfach perfekt, um mit Freunden Zeit zu verbringen – ob am Pool, beim Essen oder einfach nur zum Runterkommen. Die Gastgeber waren super sympathisch und immer zuverlässig erreichbar, wenn mal was war. Alles war sauber und liebevoll hergerichtet. Man merkt, dass sie sich wirklich Mühe geben. Wir haben uns mega wohlgefühlt und würden jederzeit wiederkommen!
Top Guest favourite
Villa in Siena
4.95 out of 5 average rating, 40 reviews

Villa Le Tortore privata lusso piscina relax Siena

AifricRating, 5 stars5 days ago
We spent six nights in June at this gorgeous house. Thiago was so welcoming and the house was pristine and comfortable with great air conditioning. We loved relaxing and cooling off in the pool which was clean and well maintained. Siena is beautiful and about 15 minutes walk from the house. We loved our stay, it was perfect for our family holiday. Thank you Thiago!
Top Guest favourite
Villa in Marciano della Chiana
4.95 out of 5 average rating, 78 reviews

La Bacaia

JorgeRating, 5 stars2 weeks ago
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.
Top Guest favourite
Villa in Volterra
5 out of 5 average rating, 24 reviews

Romantic Villa with private pool - "Il Pollaio"

ErinRating, 5 stars3 weeks ago
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!
Top Guest favourite
Villa in Monte San Savino
4.99 out of 5 average rating, 75 reviews

CHARMING TUSCANY VILLA PRIVATE POOL

DavidRating, 5 stars1 week ago
We had an amazing time in Francesco's place. The house is wondefull. Spacious, clean and very modern. The garden and surroundings are very beautiful. Francesco is an excellent host. He is responsive and his service is ourstanding. He welcomed us with pizza and wine en he even brought us a box with delicious treats for breakfast every morning. I can recommend Francesco's place for everyone who want to stay in a central location to discover Tuscany and stay in a charming house full of luxury. Couldn't be better.
Top Guest favourite
Villa in Montenero d'Orcia
5 out of 5 average rating, 22 reviews

Tuscany Villa With Pool & Magnificent Garden

GreyRating, 5 stars8 months ago
Barbara’s place was above and beyond our expectations in every way! If you are looking for a place to stay in this general area, don’t hesitate! Barbara was a wonderful host and all the instructions were very clear. The kitchen is very well stocked and we cooked all of our dinners there as we were traveling with a baby. We spent a lot of time hanging out as a family and there was more than enough room for us and both sets of grandparents. The home is very well situated and we loved exploring. There are so many great restaurants in the area. I can’t over state the beauty of the area and the house itself…my family is already dreaming about coming back!
Guest favourite
Villa in Gaiole in Chianti
4.9 out of 5 average rating, 69 reviews

Podere il Trebbio

PiaRating, 5 stars2 weeks 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 Paciano
4.98 out of 5 average rating, 45 reviews

Villa Fortuna with Hot-Tub and pool near Tuscany

JenniRating, 5 stars4 weeks ago
A Perfect Holiday – Like Heaven on Earth! This place exceeded all our expectations. A stunning and peaceful location with breathtaking views over the valley, lake, and mountains. The house and garden were beautifully maintained, and the accommodation was very clean and comfortable. A special thank you to Mrs. Lesley, who was an invaluable help throughout our stay. She provided us with plenty of useful tips and advice on various matters, such as train tickets and local attractions. Thanks to her, we were also able to arrange a wonderful dinner at the villa – truly an unforgettable experience. We wholeheartedly recommend this place – if we could give it 150%, we absolutely would!

Destinations to explore