The 10 best holiday rentals in Gaiole in Chianti, Italy | Booking.com
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Holiday Rentals in Gaiole in Chianti

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The best holiday rentals in Gaiole in Chianti

Check out our pick of great holiday rentals in Gaiole in Chianti

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BORGO A MONTI di Sotto

Gaiole in Chianti

20 km from Piazza del Campo, BORGO A MONTI di Sotto is a recently renovated property located in Gaiole in Chianti and provides air-conditioned rooms with free WiFi and private parking.

M
Manca
From
Slovenia
Really nice staff. In apartment is plenty of welcome drinks and some food for quick snack or small breakfast. Beautiful location with a view on the tuscany hills. Nice pool area. In town is a small shop where you can get almost everything. We loved everything about this place. Would love to stay longer and chill on the terrace or explore surrounding with our bikes.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 149 reviews
Price from
US$239.71
1 night, 2 adults

Cavarchino B&B

Gaiole in Chianti

Featuring a garden and views of pool, Cavarchino B&B is a bed and breakfast situated in a historic building in Gaiole in Chianti, 30 km from Piazza Matteotti.

S
Sharon
From
Israel
Everything was beyond expected The most beautiful place, the nicest host, great location. We will be back, that’s for sure!
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 136 reviews
Price from
US$173.70
1 night, 2 adults

Badia a Coltibuono Wine Resort

Gaiole in Chianti

Badia a Coltibuono, Abbey of 1051, is the first wine resort in Chianti that offers a truly exceptional experience.

A
Andy
From
United Kingdom
Outstanding location, friendly staff and a truly stunning room. The food and service at the restaurant was exceptional as was the buffet breakfast.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 316 reviews
Price from
US$232.16
1 night, 2 adults

Casa Vacanze Chianti Summer

Gaiole in Chianti

Boasting air-conditioned accommodation with a private pool, Casa Vacanze Chianti Summer is situated in Gaiole in Chianti.

M
Mark
From
United Kingdom
We had the whole lower floor of the house with our own living room and kitchen as well as bathroom and bedroom. There is a swimming pool and outside table for breakfast in the sunshine. It is very well situated as it is a very short walk into the centre for restaurants and bars. There is also sheltered parking at the house
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 11 reviews
Price from
US$537.09
1 night, 2 adults

Podere Erbolino

Gaiole in Chianti

Located in Gaiole in Chianti in the Tuscany region, Podere Erbolino has a balcony. A hot tub is available for guests.

D
Domenico
From
Italy
Lapo is a great host and the house is just perfect, with an amazing view.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 18 reviews
Price from
US$4,092.08
1 night, 2 adults

Tenuta Di San Giusto in Salcio

Gaiole in Chianti

Featuring an open-air bath and views of garden, Tenuta Di San Giusto in Salcio is a homestay set in a historic building in Gaiole in Chianti, 21 km from Piazza Matteotti.

A
Aleksandra
From
Poland
Everything in this place is refined to perfection in every detail. You can find different ways of relaxing. If you just want to enjoy the view, go ahead. If you prefer to talk with hosts, they are ready to accompany you. The house is really big and has an interesting history. The hosts are hospitable and with their personality and engagement they create a unique atmosphere of this place. You will feel as a king or queen.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 77 reviews
Price from
US$2,316
1 night, 2 adults

B&B L'Eroico

Gaiole in Chianti

Offering a garden and city view, B&B L'Eroico is set in Gaiole in Chianti, 30 km from Piazza Matteotti and 30 km from Piazza del Campo.

J
Joseph R
From
Canada
A wonderful place to stay in Gaiole...the accommodation is tastefully furnished with modern items. The bed was very comfortable. The owner/host Monica prepared a full and nourishing breakfast for me. Secure bicycle storage was provided free of charge at a location 300m from the hotel.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 83 reviews
Price from
US$181.57
1 night, 2 adults

Agriturismo "Crocino in Chianti"

Gaiole in Chianti

Offering pool views, Agriturismo "Crocino in Chianti" is an accommodation located in Gaiole in Chianti, 26 km from Piazza del Campo and 27 km from Piazza Matteotti.

A
Anita
From
Australia
Our host was so friendly and accommodating..such a wonderful place … will definitely come back Il nostro ospite è stato così gentile e disponibile… un posto davvero meraviglioso… torneremo sicuramente
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 106 reviews
Price from
US$110.01
1 night, 2 adults

Castello Di Meleto

Gaiole in Chianti

Offering an open-air bath and garden view, Castello Di Meleto is set in Gaiole in Chianti, 29 km from Piazza Matteotti and 30 km from Piazza del Campo.

M
Marta
From
Ireland
This is a wonderful property! We had a room in the castle, had a tasting in their tasting room dinner in their osteria: everything was perfect: location, wine, food, staff welcome. Fantastic place!
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 674 reviews
Price from
US$169
1 night, 2 adults

Borgo Casa al Vento

Gaiole in Chianti

Borgo Casa Al Vento is in the Tuscan countryside, 3 km from Gaiole In Chianti. It offers sport activities and a panoramic pool.

D
David
From
United Kingdom
A truly wonderful place to stay. It is a wonderful location amongst the vineyards and so peaceful with incredible views. The staff are exceptional. We also did a tour of the winery which was fabulous. The owner Francesco was warm and friendly and the food was excellent. Their own Chianti Classico is served and we were so impressed we bought 3 cases and shipped them back to the UK. We will certainly go there again.
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 356 reviews
Price from
US$218.61
1 night, 2 adults
All holiday rentals in Gaiole in Chianti

Most booked holiday rentals in Gaiole in Chianti and surroundings in the past month

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Enjoy breakfast in Gaiole in Chianti and nearby

  • Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 419 reviews

    The Relais Santa Cristina is a renovated country house in the heart of the Chianti wine country, outside Siena. It offers panoramic views, an outdoor pool and free parking.

    From US$139.82 per night
  • Le Lappe

    Cavriglia
    Breakfast options
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 207 reviews

    Set in Cavriglia, 31 km from The Mall Luxury Outlet, Le Lappe offers accommodation with a hot tub and wellness packages. This farm stay features a pool with a view, a garden and free private parking.

    From US$331.59 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 121 reviews

    Located just 38 km from Piazza Matteotti, Agriturismo La Forra features accommodation in Cavriglia with access to a bar, a shared lounge, as well as a concierge service.

    From US$182.38 per night
  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 271 reviews

    Featuring a garden and views of city, Agriturismo Malpensata is a farm stay situated in a historic building in Radda in Chianti, 19 km from Piazza Matteotti.

    From US$122.75 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 538 reviews

    Featuring pool with a view and views of garden, Castello di Volpaia is a country house situated in a historic building in Radda in Chianti, 22 km from Piazza Matteotti.

  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 595 reviews

    Set in 600 hectares of beautiful Chianti countryside 20 minutes from Siena, Wine Resort Dievole offers different types of recently renovated apartment-suites and rooms in a large complex.

    From US$792.07 per night
  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 45 reviews

    Located within 35 km of Piazza Matteotti and 44 km of Piazza del Campo in Cavriglia, Tenuta San Jacopo - Agriturismo provides accommodation with seating area.

    From US$171.84 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 517 reviews

    Featuring a garden, Agriturismo Oliviera Winery is located in Vagliagli in the Tuscany region, 13 km from Piazza del Campo and 30 km from Piazza Matteotti.

    From US$133.67 per night

These holiday rentals in Gaiole in Chianti and nearby have options with free cancellation

  • Villino Chianti

    Cavriglia
    Free cancellation options available
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 31 reviews

    Situated in Cavriglia, the recently renovated Villino Chianti features accommodation 30 km from The Mall Luxury Outlet and 36 km from Piazza Matteotti.

    From US$157.49 per night
  • Il Nespolo

    Cavriglia
    Free cancellation options available
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 79 reviews

    Featuring air-conditioned accommodation with a terrace, Il Nespolo is set in Cavriglia. With garden views, this accommodation offers a balcony.

    From US$182.38 per night
  • Castello di Selvole

    Vagliagli
    Free cancellation options available
    Scored out of 10, guest rating 7.2
    Good - What previous guests thought, 56 reviews

    Set in a historical hills of Chianti Classico, Castello di Selvole is a winery offering hospitality with an outdoor pool.

    From US$138.96 per night
  • Casa Badia

    Radda in Chianti
    Free cancellation options available
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 80 reviews

    Casa Badia has quiet street views, free WiFi and free private parking, situated in Radda in Chianti, 18 km from Piazza Matteotti.

    From US$107.35 per night
  • B&B L'Eroico

    Gaiole in Chianti
    Free cancellation options available
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 83 reviews

    Offering a garden and city view, B&B L'Eroico is set in Gaiole in Chianti, 30 km from Piazza Matteotti and 30 km from Piazza del Campo.

  • Ciacchieri

    Gaiole in Chianti
    Free cancellation options available
    Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Boasting air-conditioned accommodation with a private pool, Ciacchieri is situated in Gaiole in Chianti. This property offers access to a balcony, free private parking and free WiFi.

  • Casa Ciaccheri 2

    Gaiole in Chianti
    Free cancellation options available
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 26 reviews

    Located in Gaiole in Chianti, 30 km from Piazza Matteotti and 31 km from Piazza del Campo, Casa Ciaccheri 2 provides air-conditioned accommodation with a balcony and free WiFi.

  • Casa Marcella nel cuore del Chianti

    Gaiole in Chianti
    Free cancellation options available
    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 14 reviews

    Featuring garden views, Casa Marcella nel cuore del Chianti provides accommodation with a garden and a balcony, around 27 km from Piazza Matteotti.

Highly rated holiday rentals in Gaiole in Chianti and nearby

  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 62 reviews

    Boasting quiet street views, Camere e Appartamenti Baldini Romanita provides accommodation with patio, around 18 km from Piazza Matteotti.

    From US$110.01 per night
  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 7 reviews

    Boasting accommodation with a private pool, Tuscan Countryside Paradise with Pool is located in Cavriglia. This property offers access to a balcony, free private parking and free WiFi.

    From US$541.94 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 66 reviews

    Featuring garden views, Castelli del Chianti provides accommodation with balcony, around 29 km from Piazza Matteotti.

  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 8 reviews

    Featuring accommodation with a pool with a view, mountain view and a patio, Borgo di Gaiole - Casa BD - apartment with a view & travel guide is situated in Gaiole in Chianti.

  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 23 reviews

    Set in Gaiole in Chianti and only 30 km from Piazza Matteotti, Agriturismo Vinci offers accommodation with lake views, free WiFi and free private parking.

  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 18 reviews

    Located in Gaiole in Chianti in the Tuscany region, Podere Erbolino has a balcony. A hot tub is available for guests.

  • Casina

    Gaiole in Chianti
    8.0+ review score
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 19 reviews

    Located in Gaiole in Chianti, Casina provides accommodation with a private pool, a patio and mountain views. This property offers access to a terrace and free private parking.

  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 9 reviews

    Featuring a garden, private pool and garden views, Il Molinaccio is set in Gaiole in Chianti. This property offers access to a patio, a pool table, free private parking and free WiFi.

FAQ about holiday rentals in Gaiole in Chianti

Holiday rentals that guests love in Gaiole in Chianti

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  • Avg. price/night: US$179.78
    Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 674 reviews
    I have been to this castle a lot of times and I love it. You instantly relax when you get arrive and the buildings and vibe is just lovely. There was 8 of us this time. Village nearby is lovely and it is a short drive to other places. Breakfast is lovely and there are two beautiful pools (Although they were covered in wasps!!)
    Guest review by
    Fiona
    Group
  • Avg. price/night: US$91.48
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 1,231 reviews
    Beautiful agriturismo in the Chianti area about half an hour from Siena. We loved everything about this agriturismo: the friendly welcome, the spacious and well-equipped room, the light dinner that the agriturismo offers, the beatuiful building and garden, and the location: San Sano. A very small, picturesque Tuscan village. We shall be back for sure!
    Guest review by
    Ulrike
    Family with young children
  • Avg. price/night: US$91.48
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 1,231 reviews
    This place is a little oasis where you can relax and enjoy the feeling of a tiny tuscan village and a huge wineyard. It is lucky that they dont upload new pictures of the property, otherwise they wouldnt have any vacancy :D Everything is covered with flowers, room and pool is clean, breakfast is really good with excellent background music, lot of things to see nearby. We also enjoyed the kind service of Lorena who is super sweet! We had the chance to meet with the owner and take a winetour which was really interesting.
    Guest review by
    Veronika
    Young couple
  • Avg. price/night: US$91.48
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 1,231 reviews
    Very friendly staff, with good breakfast and lunch/dinner options featuring local products and wine from their own winery. Everything was super clean, including the rooms and the pool area. It is a great small village for people who want to enjoy the nature and chill vibes of the Chianti area.
    Guest review by
    Mariya
    Young couple
  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 63 reviews
    A beautiful and quiet Tuscany villa in the middle of olive groves and a very kind and hospitable host
    Guest review by
    Vladimír
    Family with young children
  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 157 reviews
    Location (Chianti region, tiny village on a hill), characteristics of the room (design) and the very friendly and helpful owner.
    Guest review by
    maurice
    Young couple
  • Avg. price/night: US$2,316
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 77 reviews
    When we arrived at the accommodation, surrounded by a beautiful landscape, our hostess Jasmin welcomed us and showed us around the stunningly beautiful property. We immediately felt at home, which was mainly due to the great service and the extravagant interior design. The entire house is incredibly tastefully furnished and invites you to relax. The rooms are very comfortable and wonderfully equipped. We left the villa with a homemade peach cake and are already looking forward to our next visit!
    Guest review by
    Heinersdorff
    Young couple
  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 63 reviews
    Very charming old Tuscan villa with a lot of space. There was a huge living room with lots of space. Nice Garden area with lots of seating space and grill station.
    Guest review by
    Christopher
    Group
  • Avg. price/night: US$110.01
    Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 106 reviews
    Alessandra was a delight! She was friendly, helpful with answering questions about the area and available for our needs. The room was beautiful comfortable and very clean. The grounds on property were beautiful, lush and green ,with flowers, olive trees and grapes. The location was peaceful and easy walking distance to little village. We got the breakfast which was extra but was well worth it. Alessandra set up our breakfast in the shared kitchen. We had espresso, fruit, yogurt and croissant. We enjoyed our visit and would stay here again.
    Guest review by
    Diana
    Young couple