
Holiday houses 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

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

Villa in Gaiole in Chianti
5 out of 5 average rating, 18 reviewsVertine Countryside
PamelaRating, 5 stars3 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.
Guest favourite

Apartment in Castelnuovo Berardenga
4.88 out of 5 average rating, 25 reviewsColle ai Lecci: Design Apartment in Tuscany
GülcanRating, 5 stars2 weeks ago
We had an unforgettable time here - the nature as well as the facility itself are beautiful, a bit rustic with a few renovations, about which Ana can tell a lot. You can spread out on the grounds, have enough privacy if desired and can watch the most beautiful sunsets. The pool between the olive trees is also fantastic. From here, we were able to visit some cities such as Florence and Siena, and Ana also had great tips for suitable restaurants. We will be happy to come back!
Top Guest favourite

Condo in Neri
5 out of 5 average rating, 7 reviewsLa Finestra sul Lago a Cavriglia
Gabriele Vincenzo SalomRating, 5 stars3 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!
Guest favourite

Hotel room in Castelfranco di sopra
4.89 out of 5 average rating, 163 reviewsRomantic Medieval Village with pool
OguRating, 5 stars1 week ago
We had a great stay and the host Oscar and crew were very friendly and helpful. You can really relax at this place, the atmosphere was very nice and cozy. The service was very good, when we arrived the kitchen was closed but we still got lunch. Furthermore this place is an oasis of peace with a beautiful view. If you are looking for quiet place, then this is the spot.

Home in Gaiole in Chianti
4.94 out of 5 average rating, 18 reviewsHadrian's Villa
NeşaRating, 5 stars10 months ago
Perfect place , crystal clear pool, perfect placed in toscany ... nothing more i need to say. It was a lovely vacation .
Guest favourite

Apartment in Radda in Chianti
5 out of 5 average rating, 14 reviewsThe Chianti Cabin
JohnRating, 5 stars1 week ago
Mattia was most helpful from helping supply a cot to stocking the cupboards with coffee, washing up liquid , oil etc. May seem silly but it surprises me always when a host cannot be bothered to even supply a coffee or tea for their guests. The house has two very well sized bedrooms, a good kitchen and the outside space was ideal for us. Also on a good road when travelling between Radda and Panzano. Veyr comfortable and very hospitable.
Quick stats about holiday rentals in Gaiole in Chianti
Total rentals
30 properties
Nightly prices starting at
$93 AUD 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