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Apartments in Gaiole in Chianti and Villas – Holiday Lettings - Holiday Rentals Gaiole in Chianti

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  • Tuscany
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Gaiole in Chianti
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4,887 Holiday homes

Travellers going to Gaiole in Chianti are booking June dates now. Secure your holiday home today and have the perfect trip.

from£100 / night

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  • 1 Bedroom
  • Sleeps 4

Holiday apartment with shared pool in Gaiole in Chianti

 (16)Excellent

“Charming accommodations and beautiful surroundings!” My husband and I stayed for four nights in this wonderful and clean apartment in the heart of Chianti. Phil was extremely responsive and helpful throughout the booking process and our stay even goin

from£175 / night

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  • 3 Bedrooms
  • Sleeps 8

Holiday apartment with shared pool in Gaiole in Chianti

 (13)Excellent

“Perfect and plaisant location to explore Tuscany” We were 4 people staying in this very nice apartment : comfortable, clean, modern, well equipped. We loved the location. I never heard of Gaiole before, but it was a nice discovery. Quiet village, but

from£65 / night

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  • 2 Bedrooms
  • Sleeps 6

Apartment accommodation in Gaiole in Chianti with shared pool

 (7)Very Good

“Comfortable new apartment in a traditional style, highly recommended.” The apartment has a lovely view over the town and the hills beyond. It's an easy walk down into the town centre which has bars, restaurants and a pizza cafe, though it's uphill (an

from£87 / night

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  • 2 Bedrooms
  • Sleeps 6

Holiday apartment with shared pool in Gaiole in Chianti

 (6)Excellent

Responds fast! avg. 1 hour 41 minutes

from£107 / night

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  • 2 Bedrooms
  • Sleeps 6

Holiday villa rental

 (4)Excellent

Responds fast! avg. 2 hours 4 minutes

from£150 / night

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  • 2 Bedrooms
  • Sleeps 6

Holiday apartment with shared pool in Gaiole in Chianti

 (6)Very Good

“Peaceful taste of Tuscany!!!!” Stayed here for a lovely, idyllic, December week. Amazing apartment with all home comforts. Loved walking through the village, stopping for pizza and fine wines :-) The views over the hills and vineyards are incredibly i

Responds fast! avg. 2 hours 36 minutes

from£300 / night

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  • 4 Bedrooms
  • Sleeps 10

Holiday apartment with shared pool in Gaiole in Chianti

 (1)Excellent

“Fabulous place to stay with a group of friends or family.” My Husband and I stayed here with a group of our friends for a week. It was the perfect size and location. Great for day trips to the hill towns of Tuscany or just hanging out in the cute to

from£48 / night

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  • 3 Bedrooms
  • Sleeps 6

Montefienali holiday home accommodation

 (7)Very Good

Responds fast! avg. 1 hour 26 minutes

Certificate of Excellence

from£416 / night

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  • 4 Bedrooms
  • Sleeps 10

Holiday villa with swimming pool, tennis court in Gaiole in Chianti

 (12)Excellent

“Perfect holiday location” Our family group of 8 adults spent 5 nights at Villa LisiDor - a perfect location for both relaxing & a great base for exploring the local region. The roads in Chianti can be narrow & windy but worth the drive to villages lik

from£48 / night

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  • 2 Bedrooms
  • Sleeps 6

Holiday guest house in Montefienali

Responds fast! avg. 1 hour 26 minutes

from£132 / night

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  • 5 Bedrooms
  • Sleeps 10

Holiday farmhouse in Montegrossi

 (1)Excellent

Responds fast! avg. 2 hours 8 minutes

from£98 / night

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  • 2 Bedrooms
  • Sleeps 5

Lecchi holiday apartment rental

 (1)Average

Responds fast! avg. 1 hour 47 minutes

from£106 / night

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  • 2 Bedrooms
  • Sleeps 5

Holiday apartment with shared pool in Gaiole in Chianti

Responds fast! avg. 1 hour 32 minutes

from£181 / night

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  • 2 Bedrooms
  • Sleeps 6

Holiday villa with swimming pool, tennis court in Gaiole in Chianti

 (14)Very Good

“Toscany at its best at Radda in Chianti property Villa PetrAlexa” The property itself is wonderfully placed between woods and a vinery in the picturesque Chianti area near Radda. The hospitality we have experienced was outstanding in the mean that you

from£89 / night

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  • 2 Bedrooms
  • Sleeps 5

Lecchi holiday apartment rental

 (2)Average

Responds fast! avg. 1 hour 47 minutes

Top Destination reviews

LUXURY APARTMENT WITH PRIVATE GARDEN & VIEWS
Beautiful apartment in glorious Gaiole

We have just returned from a fabulous weeks holiday at john and Tracy's apartment in Gaiole in Chianti. We couldn't have asked for more, the apartment is beautifully maintained with a lovely garden, wonderfully cool rooms and all appliances you need to self cater, which we did as well as sampling the local eateries and hostelries. Gaiole is a peaceful town but there is plenty going on in and around the area. Less than 30 mins to Siena,our favourite city. We have no hesitation in recommending this apartment and aim to be back ourselves soon. see more
Casacorvo Minore *2018 Early Bird Discounts*Exclusive EV Point Included*
Very comfortable home away from home

Casacorvo Minore is a very comfortable apartment well located in the heart of Chianti. It has great views from its veranda which fostered perfect starts for each day as we had breakfast sitting in the morning sun. A glass or two in the afternoon was also most pleasant. It helped that the weather was great throughout our stay in Gaiole. see more
Experience the authentic "Chiantishire" at villa LisiDor, exclusive location
A hidden gem.

We stayed at Villa LisiDor at the end of May with family. We made the trip to Tuscany by train to Florence from the UK and hired a car from there. We arrived during an unseasonably chilly spell and in torrential rain after a very long journey. Stopping at the Co-op in Radda in Chianti to collect supplies it was a relief to arrive at the villa and chill out. We were met by a charming old gent and despite his lack of English and our lack of Italian we were able to get by with sign language to get some wood for the fire. The main room in the villa is like a baronial hall with a huge inglenook fireplace and long banqueting table. The kitchen is well equipped and the bedrooms are simply furnished and comfortable. A favourite room was the small studio that catches the morning sun. It was too chilly for the pool but we enjoyed a few evenings watching the sun setting over the vineyards. There is an outside kitchen area with dining table and pizza oven which in warmer weather we'd definitely have used. The villa is in a very rural setting but just a short drive to Radda or other local towns and villages. We enjoyed after dinner walks along the track through the vineyards. Very quiet and peaceful if you're looking to get away from it all. see more
Perfect cottage with pool for 2 couples with much privacy, secluded location..
Villa PetrAlexa - excellent leisure facility

This years stay was even better than our stay last year. Despite the fact we arrived late at night due to repeated traffic jams on the motorway because of terrible weather conditions, everything was perfectly prepared. The house was heated up and food and beverage was available (from the region of course). Everything was clean and tidy. We had great fun during hiking and cycling and enjoyed ourselves in one of the best places in Tuscany. We again had a great time and our next stay is already booked. see more
Villa Podere Earthly
Perfect, beautifil little place in tuscany

A beautiful place full of happines, were you can stay The time you want for a very very good price ,there's a beautiful view, is very relaxing and you can enjoy The animals and nature … see more
A HOLIDAY IN THE HEART OF CHIANTI
Authentic unspoiled Italian charm!

My family and I stayed at this beautiful property and had a relaxed and wonderful holiday. Gaiole in Chianti is a small village totally unspoilt by tourism and the location of this property is ideal if you hire a car and travel to all the surroundings various attractions. It is a home from home with everything you could possibly want in a holiday home. The pool is big enough for swimming and both Donatella and her husband were warm, friendly and very helpful. I would highly recommend this property as it is also very secure with entry gates into the property. Tuscany is stunning and a joy to explore the area from this location. see more

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