
Holiday rentals in Gaiole in Chianti
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Top-rated holiday rentals in Gaiole in Chianti
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Other great holiday rentals in Gaiole in Chianti
Guest favourite

Flat in Quercegrossa
5 out of 5 average rating, 8 reviewsTuscany jem: La Casa del Fattore del Chianti
NataliaRating, 5 stars1 week ago
One of the best places we’ve been to so far! Pictures don’t do justice to this place, it’s incredible! Hosts are amazing and the house is unbelievable, it truly exceeded our expectations. We wish we could stay longer.

Flat 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 stars2 months 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!

Flat in Gaiole in Chianti
4.7 out of 5 average rating, 23 reviewsIdyllic with shared pool in the heart of Chianti
GuidoRating, 5 stars10 months ago
Heidi's apartment is situated in a larger complex on the outskirts of the village, just a short walk from the town center where you can find a church, a mini supermarket, bars, and a popular restaurant that is always fully booked. The village is ideally located in the heart of Chianti, making it a perfect starting point for exploring the region. You can drive along one of the scenic, winding roads to a wine tasting event, enjoy a bike ride through the picturesque countryside, or visit nearby cities like Siena or Florence (Firenze). One of the highlights of the apartment is the spacious swimming pool (1.35 m deep), which is perfect for cooling off during the hot summer days, especially if you have kids. The apartment itself is well-equipped, ensuring a comfortable stay. Communication with Heidi is easy and friendly. She provides detailed information on the check-in and check-out procedures, as well as instructions for using various amenities in the complex. We enjoyed our stay!
Top guest favourite

Apartment in Neri
5 out of 5 average rating, 7 reviewsLa Finestra sul Lago a Cavriglia
Gabriele Vincenzo SalomRating, 5 stars2 days ago
Maristella’s B&B is exceptional. Beautifully cared for in every detail and truly welcoming. She is a wonderful host, incredibly kind, and it’s such a pleasure to meet people like her. The area is fantastic, peaceful and charming. Top communication. She also recommended a great restaurant where we had an amazing meal. I highly recommend staying here. My wife and I will definitely be coming back soon!

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.

Apartment in Radda in Chianti
5 out of 5 average rating, 3 reviewsAppartamento Holly House
JohnRating, 5 stars1 month 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.
Quick stats about holiday rentals in Gaiole in Chianti
Total rentals
30 properties
Nightly prices starting at
$77 SGD 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