
Vacation rentals in Gaiole in Chianti
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Top-rated vacation rentals in Gaiole in Chianti
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
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Popular amenities for Gaiole in Chianti vacation rentals
Other great vacation rentals in Gaiole in Chianti

Apartment Lippi
Great little apartment, very quiet

Vertine Countryside
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!

Casa Martini in Historic Chianti
Nice stay, quiet place perfect for relaxing and visiting the surrounding Tuscan towns. I highly recommend this apartment with all the necessary equipment and comfort. The hosts are very nice and super responsive. You can go there without so much as a second thought

[Little Escape] 4 Beds + Private Panoramic Pool
We really enjoyed our stay at Tommaso's! The house is located in a lovely small village, very quiet and peaceful, surrounded by beautiful Tuscan nature. We even spotted a wild boar one early morning (so best to be cautious during early mornings and late nights). There’s a charming local restaurant just around the corner where we had a great dinner – Tommaso kindly helped us book a table for our first night, which was much appreciated. Nearest bigger shop is around 20-min drive. The house itself is spacious and well-equipped, we had everything we needed and more. Just a heads-up that the pool area is a short walk from the house (about 3 minutes), but so worth it. Communication with Tommaso was smooth and easy throughout. Thank you for a lovely stay!

La Casina
The stay at Paola’s place was great. It was clean, easy to get to by car, and has a small parking lot right next to the door. Everything was as described and Paola responded quickly. Would recommend! You should bring earplugs and be prepared for a slow internet connection. The WiFi is slow and sometimes breaks apart completely, while mobile service isn’t much better. So this is great for a digital detox.

Villa Eroica
Perfect place , crystal clear pool, perfect placed in toscany ... nothing more i need to say. It was a lovely vacation .

The Chianti Cabin
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.

Apartment by a Renowned Designer
We loved our stay at Palazzina Maresa and wish we stayed longer than two days! Eugenio was an incredible host and met us upon arrival. He explained the history of the space and provided incredible recommendations for Florence. The space is absolutely beautiful, inspiring, and we loved the garden terrace in the backyard. We will definitely stay in one of his properties again when we revisit Florence!
Quick stats about vacation rentals in Gaiole in Chianti
Total rentals
30 properties
Nightly prices starting at
R1,070 ZAR 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
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Gaiole in Chianti?
Yes! Work meets play with ease at over 10 vacation rentals in Gaiole in Chianti featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in apartment rentals in Gaiole in Chianti?
Experience the best of Gaiole in Chianti with our apartment rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do apartment rentals in Gaiole in Chianti have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Gaiole in Chianti. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Gaiole in Chianti have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Gaiole in Chianti. Enjoy a tailored experience with all the comforts you desire.
Are there Gaiole in Chianti vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Gaiole in Chianti, available on Airbnb. Make a splash and soak up the sun in style!
Are there pet-friendly vacation rentals in Gaiole in Chianti?
Four-legged friends are welcome in Gaiole in Chianti. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there family-friendly vacation rentals in Gaiole in Chianti?
Gaiole in Chianti has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Apartment Rentals in Gaiole in Chianti?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
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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