
Holiday rentals in Tregole
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Top-rated holiday rentals in Tregole
Guests agree: these stays are highly rated for location, cleanliness and more.
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Popular amenities for Tregole holiday rentals
Other great holiday rentals in Tregole
Guest favourite

Flat in Quercegrossa
5 out of 5 average rating, 9 reviewsTuscany jem: La Casa del Fattore del Chianti
NickRating, 5 starstoday
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 Asciano
4.94 out of 5 average rating, 35 reviewsFamily Forest - Pool in the Crete Senesi
SylviaRating, 5 stars2 weeks ago
The area is incredible, peaceful and the view spectacular. Asciano has the delightful charm of an Italian village. The people were friendly and welcoming. Even got greeted by their local police who offered up their number in case we needed anything. I felt safe, and it felt as if I lived there for years. I’d say this is a piece of heaven on earth. Bellezza maestosa! Non vedo l'ora di visitare di nuovo la Toscana e la città di Asciano! Grazie!

Flat in Galenda
5 out of 5 average rating, 3 reviewsApartment Lippi
FrancescaRating, 5 stars3 weeks ago
Great little apartment, very quiet
Guest favourite

Flat in Castelnuovo Berardenga
4.88 out of 5 average rating, 26 reviewsColle 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

Villa in Gaiole in Chianti
5 out of 5 average rating, 24 reviewsMontemarcoli
TorbjørnRating, 5 stars3 weeks ago
We had an amazing stay at the villa. A modern house in a quiet environment with beautiful views. Brigitta was very helpful and responded quickly to our inquiries both before and during the stay.
Guest favourite

Flat in Montepulciano
4.94 out of 5 average rating, 192 reviewsI Tramonti di Eramo, Montepulciano city center.
MeganRating, 5 stars2 days ago
This airbnb is 100000/10. The view, the beautiful inside, the comfortable bed, and all the things to do nearby. It was such a beautiful and peaceful place to stay. We LOVED having breakfast on the balcony at sunrise and a glass of wine at sunset. All of the shops nearby are so cute and fun. I wish we could stay forever!
Top guest favourite

Flat in San Gimignano
4.98 out of 5 average rating, 42 reviewsHerons Superior Apartment - Splendid view!
MicahRating, 5 stars3 weeks ago
Highly recommend anyone new to Italy to try San gimigano first. Staying here allowed us flexibility to explore other cities and had plenty of great spots in walking distance. Lorenzo provided fantastic recommendations and assisted with everything we asked for.
Top guest favourite

Cottage in Monteriggioni
4.96 out of 5 average rating, 240 reviewsMonteriggioni Castello, holiday house in Tuscany
JakeRating, 5 stars1 week ago
It’s hard to put into words. Monteriggioni was the perfect place for my fiancé and I to go. I proposed there, we had the most amazing food there, and everyone was extremely friendly. The best part was coming back after a long day and eating at one of there restaurants or grabbing a panini and just sitting waiting for the sun to go down while staring out into Tuscany. We couldn’t have envisioned a more spectacular place and experience. Now I have everyone asking where I went and stayed and that they want to follow suit. It’s absolutely perfect and the buses are extremely easy to navigate. We couldn’t have been more pleased with our stay and with our hosts. This is going to be our forever Tuscan home. So grateful and pleased.
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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
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Cavallino Matto
- Teatro Verdi
- Palazzo Vecchio
- The Boboli Gardens