
Places to stay in Castellina in Chianti
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Top-rated places to stay in Castellina in Chianti
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Other great vacation rentals in Castellina in Chianti

Venere's Paradise Cabine - Le Fraine Glamping
Everything about our stay was so perfect! Pino was very kind. We really appreciated that we received his great olive oil as a welcome gift (and decided later to buy several bottles in the small shop, and also a bottle of his wine!). Our cabin was the last one, which gives you a lot of privacy, nobody is walking past it. The cabin has everything you need, but we spent most of our time on the lovely veranda (we especially loved the hammock!). The view is so beautiful and the place is just so peaceful. You are surrounded by nature, like the olive trees, and we could even see a flock of sheep on the other side each day, which was an adorable sight. This place really allowed us to relax, which is exactly what we were looking for. Hopefully we will be able to come back one day. Thanks again for everything, Pino!

Podere Grignano, beautiful Tuscany
We’ve had a lovely week at Podere Grignano, a haven of peace, tranquility and greenery. It’s isolated, but that’s why we chose the location. The last kilometre of the road is quite rough. Just go slow! You can shop at Volterra, 35 minutes away. No osterias or trattorias nearby. But Podere has excellent cooking facilities so we had a wonderful time preparing and consuming the local produce and wine. Bedroom was spacious and comfortable, bathroom modern and water is hot. Stefano and Roberta are lovely hosts, discrete but helpful- and the owner, Marco, gives you detailed instructions on how to find Podere. The attached cottage is BEAUTIFUL, just as the pictures show. It was spotlessly clean, had lots of little extras: Stefano gave us a bottle of their magnificent olive oil. We spent the week visiting numerous hilltop towns (including San Gimignano, but seriously, there are tiny gems that avoid the tourist hordes.) Love the views, love the accommodation, love the countryside. Come here…

Pisa / Lucca-Superb Location-Leaning Tower views!
As a family of 4, we had a perfect stay at La Lucertola. Luisa and Colin were friendly, attentive and helpful from the minute we arrived to when we left. They were available on the phone throughout, if needed. The music studio was an incredible addition - we felt very lucky to have access to it throughout our stay. The accommodation is located up a narrow track, but this meant we had access to stunning views and wildlife all around. Although the pool was cold, due to the time of year we visited, it didn’t stop us using it a couple of times. The pool is perfectly located - overlooking Pisa. There was plenty of seating around the pool and, although other families were staying in the house next door, it didn’t once feel like we couldn’t use any of the facilities. Other great facilities worth mentioning - the pizza oven is such an experience - to make pizzas overlooking the tower of Pisa, in Italy, was incredible. We also had all the cleaning items and linen we needed too. Grazie.

Vacanza in agriturismo autentico 10 km dalla citta
Wir hatten einen sehr schönen, entspannten Aufenthalt auf Bellavista. Angela und ihr Vater waren überaus gastfreundlich. Wir wurden mit eigenem Wein, selbstgemachtem Gepäck und hofeigenen Früchten versorgt. Der Aufenthalt auf Bellavista hat sich auf jeden Fall gelohnt und sind wir irgendwann erneut in der Gegend, kommen wir wieder! Familie Wehrli

Meraviglioso Loft in Villa con Piscina nel Chianti
Really enjoyed our stay Chiara’s place. The view from the patio and the pool is spectacular. This was such a nice break from the busy hustle of the cities and one of the highlights of our trip to Italy. Would recommend this spot to anyone who wants to get away for a day or two.

La Torre di Corsanello
정말 멋진 풍경이 돋보이는 숙소입니다. 침구도 깨끗하고 욕실도 청결했어요. 그네2개, 미끄럼틀이있는 놀이터도있고 정원도있으며 산토끼,고양이, 산새들, 달팽이... 등등 동물들로 아이들이 행복해했답니다. 호스트분들이 너무 친절하시고 다정하셔서 감사했어요. 또 가고싶은 숙소추천입니다.

La Costa
Can’t speak highly enough of elivra and her friends. So helpful and fabulous. Elivra you are a real champ and wonderful person. If airbnb awarded gold medals to their hosts you’d have a drawer full Thank you Michael and Fiona

casavacanze Baggioro
À notre arrivée, nous avons constaté que la piscine était partagée. Ce point aurait dû être précisé avant la réservation. Ceci dit, tout le reste était parfait. La maison est belle, spacieuse, propre. Carla a été très agréable. Nous avons passé un magnifique séjour.
Quick stats about vacation rentals in Castellina in Chianti
Total rentals
60 properties
Nightly prices starting at
$10 before taxes and fees
Total number of reviews
940 reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
30 properties have a pool
Frequently Asked Questions
How much does it cost to stay in villa rentals in Castellina in Chianti?
Experience the best of Castellina in Chianti with our villa rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Castellina in Chianti?
Yes! Work meets play with ease at over 10 vacation rentals in Castellina in Chianti featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly apartment rentals in Castellina in Chianti?
Four-legged friends are welcome in Castellina in Chianti. Choose from more than 10 apartment rentals for guests traveling with pets.
Do villa rentals in Castellina in Chianti have wifi?
Absolutely! We offer over 10 villa rentals with wifi in Castellina in Chianti. Enjoy a tailored experience with all the comforts you desire.
Are there Castellina in Chianti villa rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 villa rentals with pools in Castellina in Chianti, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly house rentals in Castellina in Chianti?
Castellina in Chianti has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Lake Trasimeno
- 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
- Cala Violina
- Uffizi Gallery
- Piazzale Michelangelo
- Piazza della Repubblica
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Medici Chapels
- The Boboli Gardens
- Avignonesi Winery Fattoria Le Capezzine
- Teatro Tuscanyhall
- Casa Barthel
- Palazzo Vecchio
- Family travel hub Tips and inspiration
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