Some info is shown in its original language. Translate

Holiday rentals in Montegrossi

Find and book unique accommodation on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Montegrossi holiday rentals

Other great holiday rentals in Montegrossi

Guest favourite
Flat in Pogi
4.94 out of 5 average rating, 89 reviews

Borgo Iesolana Suite Superior

RobertRating, 5 stars2 weeks ago
5 Stars – A Tuscan Dream Come True! Our stay at Francesco’s private resort-style retreat in the hills of Tuscany was absolutely magical. The location is stunning—peaceful, picturesque, and the perfect escape into the beauty of the Italian countryside. The rustic room had so much charm and comfort, and the property itself was amazing, with not one but two beautiful pools to relax by. One of the highlights was the on-site restaurant. The free breakfast was far beyond the typical offering—not just muffins, but a full, authentic Italian breakfast that we looked forward to each morning. Dinner was just as impressive, showcasing delicious local flavors and warm hospitality. It was also a great jumping-off point for exploring the region—we took a lovely day trip to Siena with ease. This place is a hidden gem, and we’d return in a heartbeat. Highly recommended for anyone looking to experience the best of Tuscany!
Guest favourite
Cottage in Cavriglia
4.84 out of 5 average rating, 70 reviews

Il Fienile, characteristic stone cottage for 2

SvenRating, 5 stars1 month ago
Das war einer der erholsamsten Ferien die wir seit langem hatten! Alles war fantastisch, sowohl die Lage der Unterkunft als auch die Unterkunft selber. Wir wären am liebsten mehrere Wochen geblieben!
Top guest favourite
Guest house in Macciano
4.96 out of 5 average rating, 164 reviews

Tuscan cottage with an heavenly view

BridgetRating, 5 stars4 days ago
I can say enough about his beautiful Airbnb. My husband and I stayed for four nights, and Alistair and Maria were the most gracious hosts. From start to finish we felt welcomed and cared for, and the cottage itself - not to mention the grounds - was simply gorgeous. Nestled in the little town of Macciano, the cottage has great proximity to so many beautiful towns, attractions, and restaurants. We took multiple little day trips and were able to cover a lot of ground, and still be home in time for a dip in the pool and a glass of Prosecco with our charming hosts. Maria even offered to cook with me one night, and I had the opportunity to learn about the local fare, all lovingly made from scratch by Maria. This is a very, very special place filled with beauty and tranquility. We can't wait to go back!!
Guest favourite
Flat in Gaiole in Chianti
4.88 out of 5 average rating, 115 reviews

Casa Martini nel Chianti Storico

NicolaRating, 5 stars2 weeks ago
Ottimo punto di partenza per percorrere l’Eroica e visitare le meravigliose campagne circostanti. Casa pulitissima e comoda, con possibilità di sedersi fuori a godersi la pace e la tranquillità delle prime ore del giorno o della sera.
Top guest favourite
Apartment in Neri
5 out of 5 average rating, 6 reviews

La Finestra sul Lago a Cavriglia

MaurizioRating, 5 stars1 week ago
Avevamo un matrimonio nelle colline limitrofe all'appartamento scelto, quindi la soluzione di Maristella è stata molto comoda, in più il piccolo borgo dove si trova, è silenzioso. Maristella è stata molto chiara e precisa su quello che trovavamo in appartamento e consigliato cosa vedere nelle vicinanze. Consiglio L'appartamento, come base per poi spostarsi nelle zone limitrofe.
Guest favourite
Home in Cavriglia
4.85 out of 5 average rating, 65 reviews

La Casetta di Nena - Alle porte del 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.
Guest favourite
Holiday home in Vitignano
4.97 out of 5 average rating, 34 reviews

Podere Vittoria Apartment: Heart of Chianti

CraigRating, 5 stars1 week ago
We absolutely loved this apartment, it was spacious and spotless, with modern bathrooms and the most perfect “farmhouse” kitchen. The view from the apartment and infinity pool was breathtaking. It’s the best Airbnb we have stayed in!
Guest favourite
Apartment in Figline Valdarno
4.87 out of 5 average rating, 53 reviews

Agriturismo Casavecchia, l'Olivo

ShannonRating, 5 stars3 weeks ago
This place is such a gem! The hosts work hard to make sure your stay is very comfortable. Someone is at reception most of the time to answer questions or help with recommendations! The room we stayed in (Olivo) was perfect. It had a small kitchen with beautiful views and the nature of the building is "Tuscany Picture Perfect" You definitely need a vehicle to Get around unless you plan on taking a taxi and staying at the location (which is very doable since they have a restaurant and serve you breakfast every morning) The pool is beautiful with picture perfect hills of Tuscany while you swim! They have a small playground and a large yard with tables where you can sip wine or have a picnic! The bed was very comfortable and our stay here was very relaxing! The restaurant had such an amazing food as well! 10/10 would recommend!

Destinations to explore

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