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Villa holiday rentals in Castelnuovo Berardenga

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Popular amenities for villa rentals in Castelnuovo Berardenga

Private villa rentals

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

Casanova di Bricciano

JacquesRating, 5 stars1 month ago
Nous avons découvert un endroit incroyable avec une vue et un décor fééerique typiquement de la Toscane. Les hôtes Andréa et Fabio sont très accueillants et disponibles, et la maison était impéccable et identique aux photos. C'est plus qu'un 5 étoiles! Nous sommes des fervents de la location par AIrbnb, et ce fut le plus bel endroit que nous avons connu, un coup de coeur! Nous avons pu également profiter d'une dégustation de vin à leur vignoble familial, et ce fut une très belle et enrichissante expérience. Nous avons passé des moments mémorables en Toscane et c'est beaucoup à cause de cette location. De plus, il y a un petit village à proximité, et nous avons découvert de délicieux restaurants. Cette villa est également près de Florence et Sienne. Nous vous recommandons très fortement cet endroit.
Top guest favourite
Villa in Rignano sull'Arno
5 out of 5 average rating, 16 reviews

villa "La Fonticina"

ClaraRating, 5 stars2 days ago
The villa is beautiful and the host Cesare is incredible. And I mean incredible. We have had excellent hosts before but he is beyond belief. He even helped us when there was a train strike by picking us up in Florence. He is warm, responsive, friendly, funny. He answered every text in a minute. Family with kids went and the place is beautiful, spacious and the pool is large and fabulous. It was the best week of our vacation. We also had a wonderful cooking class at the villa that Cesare recommended. Gabriella was so much fun. Florence is 30 minute car or a train ride but we always took train. We hope we can return.
Top guest favourite
Villa in Monte San Savino
4.99 out of 5 average rating, 77 reviews

CHARMING TUSCANY VILLA PRIVATE POOL

AmitRating, 5 stars3 days ago
Sometimes you’re lucky to find a great place, and other times a great host—but with this villa, we hit the jackpot and got both. From the moment we booked, Francesco was in touch and incredibly attentive. He went above and beyond to help us celebrate a birthday in our group, organizing flowers, balloons, and a cake for the occasion. He welcomed us in person with a fresh pizza, a fantastic bottle of wine, and garden picked plums. Every morning, he delivered the best pastries we had in Italy and offered excellent recommendations for restaurants and wineries. Villa Tonacato, a charming residence, itself is a private, beautifully maintained property with modern updates, including a well-equipped kitchen, stylish bathrooms, and thoughtful amenities. It’s about a 10–12 minute drive from the charming town of Monte San Savino, which has a lively restaurant scene worth exploring. We had a fantastic stay and are already looking forward to coming back.
Top guest favourite
Villa in Monticchiello
4.97 out of 5 average rating, 73 reviews

Villa con giardino. Il Giardino del Cardinale.

ShaneRating, 5 stars4 weeks ago
Great place to stay. Excellent communication, went above and being to ensure our stay was exceptional. Deborah even bought a pasta machine for us to use for our evening meal - which was really appreciated. It was a great week.
Top guest favourite
Villa in Montenero d'Orcia
5 out of 5 average rating, 23 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!
Top guest favourite
Villa in Montepulciano
5 out of 5 average rating, 48 reviews

Terra Antica Suite & Ville - Montepulciano

JohnRating, 5 stars1 month 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 Gaiole in Chianti
4.98 out of 5 average rating, 49 reviews

Sestuccia

AnnieRating, 5 stars1 month ago
This was the most magical place so spend a week in Chianti! The villa is exceptionally beautiful, and has everything you could need for a comfortable stay. The grounds were spectacular, with many things to do and different areas to sit and enjoy. My toddler especially loved picking strawberries from the small garden and collecting eggs from the chickens for breakfast. The hosts were lovely and helpful with any questions we had, and took great care of us. The town of Gaiole in Chianti is very close and with great restaurants and things to do. A perfect spot I can’t recommend highly enough!
Guest favourite
Villa in San Gimignano
4.94 out of 5 average rating, 62 reviews

Fabulous 3Br Villa with 360° Views!

BarbaraRating, 5 stars1 month ago
This was my second stay at Cristiana's place and again, it exceeded expectations. The views from the home are pure Tuscany. Christiana is a generous host, providing a fully equipped kitchen, local olive oil to sample while there, and very comfortable, clean living spaces. As a host, Cristiana went above and beyond helping us with a difficult travel situation. She was prompt with her communications, researched solutions for us, and provided resources to help make our stay enjoyable. I can't thank her enough. I hope to return again next year.

Luxury villa rentals

Guest favourite
Villa in Pozzuolo
4.91 out of 5 average rating, 43 reviews

Fabulous Farmhouse with Pool & 360 Panoramic View

Kaidy FendyRating, 5 stars3 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!
Guest favourite
Villa in Siena
4.97 out of 5 average rating, 39 reviews

Capanna Di Elfo

MichaelRating, 5 stars1 month 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 Sarteano
4.97 out of 5 average rating, 125 reviews

Casale in pietra in Val D’Orcia

Theng JuhRating, 5 stars3 weeks ago
Stefania was super nice to wait for us despite we were later for 3 hours. Her house was very beautiful and lots of space for 10 of us. Everyone can have their own space on the balcony or terrace. Can have BBQ too. House was very well equipped with everything that we expected. Had a wonderful time. Thank you.
Top guest favourite
Villa in Cortona
4.91 out of 5 average rating, 66 reviews

Villa Le Vigne, 8 pax, private pool, Top Comfort

PedroRating, 5 stars5 days ago
Foi uma estadia dos sonhos. Sem dúvidas, foi uma das melhores viagens da minha vida. Pude aproveitar dias incríveis junto com minha família em uma casa maravilhosa, com uma vista incrível, e ainda aproveitei indicações que o Gigi nos deu sobre a cidade e arredores.
Top guest favourite
Villa in Poppi
5 out of 5 average rating, 15 reviews

Villa Lux Poggelleri vista unica sul Casentino

KasperRating, 5 stars3 weeks ago
Vi er en familie på 5 som havde et helt fantastisk ophold. Huset er kæmpestort og meget flot og udsigten findes ikke bedre. Alt stress forlader kroppen når man er der. Alle vegne man kiggede var der exceptionelt flotte udsigter. Derudover var Lucia og Frederico så varme personer og gjorde at vi var meget velkommen. Vi kommer helt sikkert igen!
Superhost
Villa in Greve in Chianti
4.85 out of 5 average rating, 34 reviews

Romantic Villa with private pool and fabulous view

AllisonRating, 5 stars6 days ago
The views from Janine’s villa are breathtaking and pictures don’t do it justice. It was so quiet and peaceful, a little slice of heaven. We visited with our two boys (5 and 10) who loved the pool and the spaciousness of the home and the grounds. Being so close to Panzano was the best perk because we were within a 7 minute drive to town for great restaurants, simple groceries, and pastries (as opposed to other villas that require a longer drive to get anywhere to eat/visit). A great base for exploring the surrounding area as well, and an easy day trip to Florence. There are excellent wineries within a 3 minute drive! Janine was a lovely, kind, and helpful host and gave us tips for local restaurants as well as places for our trip to Florence. It was very hot during our stay but the fans were enough to keep cool at night and we didn’t turn on the A/C. We stumbled across this little gem and if you’re lucky enough to do so as well, you will be swept up by the magic of the views and villa.
Top guest favourite
Villa in Loro Ciuffenna
4.98 out of 5 average rating, 52 reviews

The Lazy Oak

KathleenRating, 5 stars2 days ago
We (2 couples) had a wonderful time at the Lazy Oak Villa. The booklet in the house had great recommendations for dinner in Loro Ciuffenna. We did wine tastings at 2 family vineyards located very close to the villa- Morandi Organic Winery with Denis and Società Agricola Caspriano with Simona. Highly recommend both. One of our couples was celebrating an anniversary and Mario arranged for a chef to come to the villa and prepare a traditional Tuscan meal. It was beyond words! The pool was pristine and such a great bonus with the summer heat.
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.

Villa rentals with a pool

Guest favourite
Villa in Siena
4.93 out of 5 average rating, 80 reviews

Il Boschetto un'oasi di pace e natura a Siena

DrewRating, 5 stars4 days ago
The Villa was the perfect restful break for our group of two families traveling throughout Italy. Michele met us at check in to go over all of the details of the house, which was so welcoming and helpful. We loved the gorgeous views, the relaxing pool, and grilling and eating outside. The small pizza restaurant just down the street was wonderful as well. It was easily accessible by city bus to and from Siena. We highly recommend!
Guest favourite
Villa in Gambassi Terme
4.96 out of 5 average rating, 54 reviews

Villa Via Francigena

JasminRating, 5 stars1 month ago
Wir haben uns sehr wohl gefühlt bei Beatrice und Alessandro. Es ist ein wunderbarer Ort um Urlaub zumachen! Wir werden definitiv wieder kommen!
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 Civitella in Val di Chiana
4.91 out of 5 average rating, 77 reviews

Villa with Pool Casa la Quiete

HannahRating, 5 stars5 days ago
Was a beautiful home to celebrate a 40th with friends and family. Highly recommend
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.
Top guest favourite
Villa in Gaiole in Chianti
5 out of 5 average rating, 24 reviews

Montemarcoli

TorbjørnRating, 5 stars3 weeks ago
Vi hadde et fantastisk opphold i villaen. Et moderne hus i rolige omgivelser med vakker utsikt. Brigitta var svært hjelpsom og svarte raskt på våre henvendelser både før og under oppholdet.
Top guest favourite
Villa in Sinalunga
5 out of 5 average rating, 45 reviews

Gli sterpi

JohanRating, 5 stars5 days ago
En mycket bra upplevelse att bo hos Sandrine och Emanuelle. Tack! Jättevänligt bemötande och en plats som vi verkligen vill tillbaka till! Utsikten, huset, poolen och tomten omgiven av oliv och- vinodlingar. 6 stjärnor om det gick att dela ut!
Guest favourite
Villa in Siena
4.92 out of 5 average rating, 77 reviews

Villa "La Scuola" "The Charming School"

HenryRating, 5 stars2 weeks ago
We had a wonderful stay at Stefano's villa. The house and gardens and pool are beautiful, and the walks from the house are spectacular. The proximity to Siena and many Tuscan hill towns make this a perfect location. We hope to return someday soon. Thanks Stefano!

Destinations to explore