
Holiday houses in Gaiole in Chianti
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Top-rated holiday rentals in Gaiole in Chianti
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Gaiole in Chianti

Apartment in Galenda
5 out of 5 average rating, 3 reviewsApartment Lippi
FrancescaRating, 5 stars2 weeks ago
Great little apartment, very quiet

Home in Montegrossi
4.7 out of 5 average rating, 10 reviewsHouse Relax in Chianti
PaoloRating, 5 stars1 month ago
Giulia and Silvia were two perfect hosts! They were very understanding when we had an issue on the day of check-in and had to do it 4 hours before the scheduled time. Silvia was very helpful and welcomed us on short notice. They also left us some local products that were much appreciated. A beautiful little house on the Tuscan hills, perfect for those who want to visit Tuscany and stay in a quiet location surrounded by greenery🍀 Having your own means I think it's necessary
Top Guest favourite

Villa in Gaiole in Chianti
5 out of 5 average rating, 18 reviewsVertine Countryside
PamelaRating, 5 stars2 weeks ago
We had a terrific stay and enjoyed meeting Carlotta who brought us fresh picked cherries our second day. She was very friendly and helpful with recommendations. The beds were a little hard, but we slept well. The house was decorated nicely, the upstairs bathroom is beautifully tiled, and the outdoor area was wonderful to spend time and eat at the large table. We would definitely return again!
Guest favourite

Apartment in Gaiole in Chianti
4.88 out of 5 average rating, 115 reviewsCasa Martini in Historic Chianti
NicolaRating, 5 stars2 weeks ago
Excellent starting point for the Eroica and the wonderful surrounding countryside. Very clean and comfortable house, with the possibility of sitting outside to enjoy the peace and quiet of the early hours of the day or evening.
Top Guest favourite

Condo in Neri
5 out of 5 average rating, 6 reviewsLa Finestra sul Lago a Cavriglia
MaurizioRating, 5 stars1 week ago
We had a wedding in the hills next to the apartment we chose, so Maristella's solution was very convenient, plus the small village where it is located is quiet. Maristella was very clear and precise about what we found in the apartment and recommended what to see nearby. Tip: The apartment is a great base for exploring the surrounding areas.

Home in Radda in Chianti
4.57 out of 5 average rating, 7 reviewsCasa Beretone
EverardoRating, 5 stars10 months ago
Romano was a great host. Always available and very friendly. The space is big and with lots of class.

Condo in Radda in Chianti
5 out of 5 average rating, 3 reviewsAppartamento Holly House
JohnRating, 5 stars4 weeks ago
Valentina's place is a slide of paradise in a fairy tale setting, resembling a painting rather than reality! Aside from the breathtaking views, the expert renovation combined with Valentina 's eye for details and curiosities thoughtful placed and presented, make for an unforgettable stay. We found her place by accident and shall never forget. As a world traveler, I can honestly say this the best Airbnb I have ever stayed in.

Home in Gaiole in Chianti
4.94 out of 5 average rating, 18 reviewsHeroic Villa
NeşaRating, 5 stars9 months ago
Perfect place , crystal clear pool, perfect placed in toscany ... nothing more i need to say. It was a lovely vacation .
Quick stats about holiday rentals in Gaiole in Chianti
Total rentals
30 properties
Nightly prices starting at
$100 NZD before taxes and fees
Total number of reviews
640 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Lake Trasimeno
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Basilica of Santa Maria Novella
- Mugello Circuit
- 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
- Spiaggia Marina di Cecina
- Santa Maria della Scala