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Holiday houses in Tregole

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Popular amenities for Tregole holiday rentals

Other great holiday rentals in Tregole

Guest favourite
Apartment in Quercegrossa
5 out of 5 average rating, 9 reviews

Tuscany jem: La Casa del Fattore del Chianti

NickRating, 5 stars1 day ago
A wonderful space - just tucked away from town but easy to get in. Beautiful spaces and very welcoming hosts. We had a wonderful time!
Guest favourite
Home in Castelnuovo Berardenga
4.88 out of 5 average rating, 34 reviews

Castelnuovo Berardenga Chianti hilltop nr Siena

FrederikRating, 5 stars10 months ago
We traveled with two small children to Castelnuovo Berardenga and really had an incredible holiday. The property has all the amenities including games and booklets for the children. It can get hot but there is air conditioning in both bedrooms. Definitely recommendable!
Guest favourite
Apartment in Castelnuovo Berardenga
4.88 out of 5 average rating, 26 reviews

Colle ai Lecci: Design Apartment in Tuscany

JamesRating, 5 stars2 weeks ago
Beautiful property and a spotless, stylish room. The host was incredibly kind and attentive—made us feel right at home. Would definitely stay again!
Top Guest favourite
Apartment in Castellina in Chianti
4.84 out of 5 average rating, 301 reviews

Relax Chianti. Apartment with pool and garden

CédricRating, 5 stars1 month ago
Amazing home with a breathtaking view of the Tuscan landscape of Chianti. A relaxing calm with the complicity of the birdsong. A privilege to share with family. Our child was very happy to discover their room with new games. Cinzia is a wonderful host. A "high level" home!
Guest favourite
Condo in Monte San Savino
4.96 out of 5 average rating, 51 reviews

La Foresteria | Granary House

RhiannonRating, 5 stars2 weeks ago
This place is even more beautiful than the photos show! We are travelling round Italy for our honeymoon and this has been our highlight. From the amazing grounds to the incredible food at the little restaurant it’s all been perfect. Thank you Marian for excellent communication and being so accommodating. What a fantastic place - Grazie!!
Luxe
Villa in Radda in Chianti
5 out of 5 average rating, 9 reviews

Villa Montemaggio

TiffanyRating, 5 stars3 weeks ago
The most pristine and beautifully decorated home with exquisite panoramic views of the Chianti region. The property also has manicured gardens to stroll thru and a pool to enjoy. The hosts were welcoming and very accommodating. Truly a dream destination and property- we definitely plan on returning and recommending to all our friends.
Top Guest favourite
Apartment in Castiglioncello del Trinoro
5 out of 5 average rating, 315 reviews

Stunning Tuscan apartment in 14 Century Palazzo

SharonRating, 5 stars5 days ago
A truly magical and unique stay in a castle apartment. After 24 days exploring the beauty of Italy, our arrival at Simone's third floor apartment in the village was breathtaking. This truly magnificent setting, nestled within a castle, immediately enveloped us in a serene and peaceful atmosphere. The apartment itself is not only beautifully appointed and meticulously cared for, but also boasts spectacular views across the mountain range that invited us to sit for hours, simply unwinding and soaking in the tranquility. While we ventured down the mountain a few times, we found ourselves drawn to the gentle rhythm of morning and evening walks, always culminating in a visit to the piazza to once again marvel at the stunning views Simone, our host, is simply the most considerate and attentive host I have encountered in 15 years of travel. His dedication ensured our stay was nothing short of exceptional. Grazie mille, Simone, for sharing this incredible piece of paradise with us. We depart
Villa in Castellina in Chianti
4.79 out of 5 average rating, 24 reviews

house farmhouse Il Poggino Casa Stella

GannonRating, 5 stars2 months ago
Great, beautiful property. 5 stars. My only grievance was the jacuzzi isn't heated and the home is a bit cold, you must pay extra for heating. Otherwise though? A absolutely beautiful property. I actually miss it a lot. A pleasure waking up in the morning and stepping out to see the beauty of Tuscany. The Owners were nice and very respectful, and helpful.

Destinations to explore

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