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Vacation rentals in Montegrossi

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Popular amenities for Montegrossi vacation rentals

Other great vacation rentals in Montegrossi

Top guest favorite
An outdoor terrace features a stone table set with wine glasses, surrounded by lush greenery. A private pool is visible in the background, along with two loungers positioned for relaxation. Vibrant flowers are planted in decorative pots, enhancing the serene atmosphere.
Villa in Gaiole in Chianti
4.93 out of 5 average rating, 28 reviews

Sestuccina

RubyRating, 5 starstoday
Beautiful place to stay! • super nice location (a lot of nature and very quiet) • Communication always runs smoothly • Great restaurants and delicious ice cream within 5 minutes' drive • Amenities exactly as indicated I would recommend it again and again! Luciano and Brigitta are great hosts 😊
Guest favorite
An open-concept kitchen and living area features light wood flooring and bright cabinetry. A window allows natural light to illuminate the space. A small dining table is positioned nearby, while the kitchen is equipped with a stove, sink, and essential appliances.
Home in Cavriglia
4.85 out of 5 average rating, 65 reviews

La Casetta di Nena - At the gates of Chianti

MarinaRating, 5 stars2 weeks ago
Elena's Airbnb is great! The location is perfect for trips around the Tuscan countryside, and you'll be surrounded by peace and quiet. Even though it’s a small town, there are good restaurant options and a supermarket very close by. The accommodation is small but very comfortable (ideal for 2 people, but we managed just fine with 4). It has everything needed for a great stay, including excellent internet. Parking is outside the property in an open area, but we always found a spot during the week we spent in Cavriglia. Elena is very easy to communicate with, gave clear instructions, and is a very kind person! The bottle of wine she left for us was the cherry on top! We recommend it with our eyes closed.
Top guest favorite
A traditional Tuscan villa is captured from an exterior view, showcasing its stone facade and arched doorways. Lush greenery surrounds the property, with well-maintained gardens and planters. The scene is complemented by a clear blue sky, adding to the serene countryside atmosphere.
Home in Barberino Tavarnelle
4.97 out of 5 average rating, 72 reviews

Podere Tignano, 4-bedroom villa in the Chianti!

MeganRating, 5 stars2 weeks ago
How can we even put into words what an incredible experience this was! Antonella was kind and helpful, and her home is just stunning. She made us feel so at home even with our limited Italian. She prepared us a home cooked, four-course meal one night and it was absolutely delicious. She even gave us the leftovers so we could have them for breakfast the next day. The villa was breathtaking and in a perfect location to visit beautiful towns in Tuscany like Pienza, Montepulciano and San Gimignano. We especially loved the pool and visiting with the animals. This was a bucket list stay for us and worth every penny!
Top guest favorite
Home in Villa a Sesta
4.98 out of 5 average rating, 436 reviews

Raffaella's House in Chianti

AshleyRating, 5 stars1 week ago
Very peaceful and beautiful views from the rooms. Raffaella’s breakfast was very good and much appreciated! She gave amazing local food recommendations that are walkable from her house. She also helped us find parking in the city of Florence!
Top guest favorite
An aerial view reveals a charming rustic building with a terracotta roof amidst lush greenery. A rectangular pool is visible, surrounded by neatly trimmed grass and lounge chairs, inviting relaxation in the serene Chianti landscape.
Farm stay in Greve in Chianti
4.98 out of 5 average rating, 59 reviews

Casa Giulia di Sopra Farmhouse

DarioRating, 5 stars3 weeks ago
What a great winery! The location is really unique, the accommodation is in the middle of the vineyard and very quiet. Alessandro our host was very nice, gave us a warm welcome and took a lot of time to show us everything (including the wines). We were also very happy with the accommodation, which was beautifully furnished and had everything we needed.
Guest favorite
Condo in Figline Valdarno
4.87 out of 5 average rating, 54 reviews

Agriturismo Casavecchia, l'Olivo

AnthonyRating, 5 stars3 weeks ago
We absolutely loved our stay and it exceeded our expectations. The staff were friendly and very helpful, the food was delicious and the apartment was a great size with all the amenities we needed. It was family friendly and our children loved the pool. It’s a beautiful location and very relaxing. We would love to come again. Thank you for making our holiday so lovely.
Top guest favorite
Home in Monteroni d'Arbia
5 out of 5 average rating, 13 reviews

Golden View - Dream farmhouse in Tuscany

KshitijaRating, 5 stars2 days ago
This has to be one of the nicest Airbnbs we’ve stayed it. The accommodation was luxurious in an absolutely stunning area of Tuscany. The rolling fields and cypress tree made a spectacular setting for this beautiful house. We had hired a car and this place was a 20 minute drive from Siena. Our only regret was not staying here longer.
Guest favorite
The exterior showcases a rustic building adorned with climbing greenery and large windows. A wooden bench is positioned on a well-kept lawn surrounded by blooming flowers, with cypress trees standing tall nearby. A warm glow from the sunset enhances the tranquil atmosphere.
Vacation home in Greve in Chianti
4.92 out of 5 average rating, 100 reviews

Stunning Tuscan apartment for 2

LauraRating, 5 stars1 week ago
‘Peaceful’ is the word to describe this space and the entire surrounding area. The home is perfect, with everything that you need. The view, the grounds, the pool are all wonderful. Catrina’s hospitality - attention to detail and communication are top notch. Wonderful recommendations for neighboring restaurants and a day trip into Florence. My stay was incredible and I hope to return one day. Grazie mille Catrina!

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Montegrossi