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Holiday Rentals in Gaiole in Chianti

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The best holiday rentals in Gaiole in Chianti

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Agriturismo San Sano

Gaiole in Chianti

Set within 24 km of Piazza del Campo and 29 km of Piazza Matteotti, Agriturismo San Sano offers rooms with air conditioning and a private bathroom in Gaiole in Chianti.

T
Tobias
From
Austria
The Staff was very friendly, beautiful location directly in the middle of the wine fields. Everything was very clean and even a refrigerator for guests was provided at the bar. We will definitely come back and had a very nice stay.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 1,260 reviews
Price from
US$126.85
1 night, 2 adults

RICASOLI, Brolio Agriroom

Gaiole in Chianti

Offering a garden and garden view, RICASOLI, Brolio Agriroom is situated in Gaiole in Chianti, 23 km from Piazza del Campo and 35 km from Piazza Matteotti.

M
Majasdw
From
Iceland
Very nice and clean rooms. Beautiful area. Super friendly staff. 11/10 Highly recommend.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 255 reviews
Price from
US$159.34
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.

D
David
From
Australia
This was my third visit, so that speaks for itself. Very comfortable and welcoming. I’ll be back for a fourth visit!
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 126 reviews
Price from
US$174.72
1 night, 2 adults

Capannelle Wine Resort

Gaiole in Chianti

Located on a hillside and surrounded by vineyards and cypress trees, Capanelle Wine Resort is around 500mt from Gaiole in Chianti's town centre.

L
Lin Yue
From
Singapore
Exceptional hotel, clean and comfortable room with very friendly and helpful staff. Jacuzzi view scenic. Wine tasting and cellar tour is a must, and the price very reasonable, 20 euro with cold cut platter. Will definitely stay there again if visiting the region.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 202 reviews
Price from
US$429.23
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
Andrew
From
United Kingdom
A fantastic property, very spacious and comfortable. We booked the wine-tasting tour and would recommend it to anyone wishing to experience the property's history.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 309 reviews
Price from
US$233.52
1 night, 2 adults

Casa Vacanze Chianti Summer

Gaiole in Chianti

Offering a garden and garden view, Casa Vacanze Chianti Summer is located in Gaiole in Chianti, 35 km from The Mall Luxury Outlet and 49 km from Piazza Grande.

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, 12 reviews
Price from
US$540.25
1 night, 2 adults

Podere Erbolino

Gaiole in Chianti

Podere Erbolino, a property with a garden, is located in Gaiole in Chianti, 28 km from Piazza Matteotti, 29 km from Piazza del Campo, as well as 39 km from The Mall Luxury Outlet.

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 9.2
Superb - What previous guests thought, 17 reviews
Price from
US$3,794.92
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.

G
Giulia
From
United Kingdom
The venue is all new and decorated with taste. The beds are very comfortable and the breakfast is lovely. All home made biscuits and cakes, and cooked, savoury breakfast if wanted. Monica the owner is really friendly ad helpful. Bike storage with charging point for e-bikes was important to us and this was provided. 3 minutes away from lovely restaurants and cafes.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 81 reviews
Price from
US$182.64
1 night, 2 adults

La Loggetta - Apartments

Gaiole in Chianti

Set in Gaiole in Chianti and only 30 km from Piazza Matteotti, La Loggetta - Apartments offers accommodation with pool views, free WiFi and free private parking.

D
David
From
United Kingdom
We stayed here for 5 nights to get some relaxation in the middle of a busy 6 week trip around Italy. Whilst the weather was disappointing, so we could not enjoy the beautiful swimming pool area, we were delighted with the apartment. It had everything you might need, which meant that we felt completely at home and were able to cook and eat at the apartment on three of those evenings. The location is very quiet, right on the edge of the village, and there is secure parking on site. The owner was very helpful when we had questions, but otherwise he respected our privacy - he lives above the two apartments (I think) that he rents out. Our bed was very comfortable, the shower was excellent and the WiFi worked very well for us. I'm not putting this down as a negative, but the distances that are shown to the restaurants are rather 'generous'. For example, it says 700m to Lo Sfizio, but it was actually just over 1km. That said, it was still a comfortable walk of only 15 minutes, so it is no real issue, but you will need a torch after dark for the last 350m. Overall, though, we were very happy here.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 54 reviews
Price from
US$124.89
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.

K
Keith
From
United Kingdom
The host Alissandra ( I think) was brilliant booked a meal at a local restaurant and her home produced olive oil and wine is lovely
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 104 reviews
Price from
US$110.66
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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Popular with guests booking holiday rentals in Gaiole in Chianti

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 81 reviews

Popular with guests booking holiday rentals in Gaiole in Chianti

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 126 reviews

Popular with guests booking holiday rentals in Gaiole in Chianti

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 155 reviews

Popular with guests booking holiday rentals in Gaiole in Chianti

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 74 reviews

Popular with guests booking holiday rentals in Gaiole in Chianti

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 309 reviews

Popular with guests booking holiday rentals in Gaiole in Chianti

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 359 reviews

Popular with guests booking holiday rentals in Gaiole in Chianti

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 255 reviews

Popular with guests booking holiday rentals in Gaiole in Chianti

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 163 reviews

Popular with guests booking holiday rentals in Gaiole in Chianti

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 1,260 reviews

Popular with guests booking holiday rentals in Gaiole in Chianti

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 658 reviews

Holiday Rentals with swimming pools in Gaiole in Chianti and nearby

Scored out of 10, guest rating 7.0
Good - What previous guests thought, 407 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$173.35 per night

Le Lappe

Cavriglia
Swimming pool
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 208 reviews

31 km from The Mall Luxury Outlet in Cavriglia, Le Lappe offers accommodation with access to a hot tub and wellness packages.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 112 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$183.46 per night
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 529 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.

Amoliv

Arezzo
Swimming pool
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 16 reviews

Boasting air-conditioned accommodation with a private pool, pool view and a patio, Amoliv is set in Arezzo. This property offers access to a balcony, table tennis, free private parking and free WiFi.

Scored out of 10, guest rating 7.0
Good - What previous guests thought, 58 reviews

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

From US$163.07 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$545.13 per night
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 4 reviews

Situated in Gaiole in Chianti, 27 km from Piazza Matteotti and 28 km from Piazza del Campo, Casa Ciaccheri offers air conditioning.

Highly rated holiday rentals in Gaiole in Chianti and nearby

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 51 reviews

Set just 26 km from Piazza Matteotti, Casa Vacanze Vertine offers accommodation in Gaiole in Chianti with access to a spa and wellness centre, an open-air bath, as well as a 24-hour front desk.

From US$116.48 per night
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 64 reviews

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

From US$116.48 per night

Villino Chianti

Cavriglia
8.0+ review score
Scored out of 10, guest rating 8.3
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$171.69 per night

Il Nespolo

Cavriglia
8.0+ review score
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 77 reviews

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

Borgo Carpineto

Vagliagli
8.0+ review score
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 509 reviews

Borgo Carpineto features a hot tub and free private parking, and is within 16 km of Piazza del Campo and 30 km of Piazza Matteotti.

From US$116.48 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 494 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.

Scored out of 10, guest rating 9.6
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.

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 13 reviews

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

Enjoy breakfast in Gaiole in Chianti and nearby

Scored out of 10, guest rating 10
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.

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 72 reviews

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

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Set in Gaiole in Chianti, 30 km from Piazza Matteotti and 31 km from Piazza del Campo, Il Balcone offers air-conditioned accommodation with a balcony and free WiFi.

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 9.2
Superb - What previous guests thought, 126 reviews

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.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 3 reviews

Situated in Gaiole in Chianti, Il Colombaio by VacaVilla features accommodation with private pool, free WiFi and free private parking for guests who drive.

Gittori

Gaiole in Chianti
Breakfast options

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

Located in Gaiole in Chianti, Capanna di Camporata offers accommodation with a private pool. This property offers access to a balcony, free private parking and free WiFi.

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

Villa Radda by Mmega

Gaiole in Chianti
Free cancellation options available

Situated in Gaiole in Chianti, 28 km from Piazza Matteotti and 29 km from Piazza del Campo, Villa Radda by Mmega offers air conditioning.

Agriturismo Vinci

Gaiole in Chianti
Free cancellation options available
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.

Nicchio

Gaiole in Chianti
Free cancellation options available

Located in Gaiole in Chianti in the Tuscany region, Nicchio has a balcony. Both free WiFi and parking on-site are available at the apartment free of charge.

Riecine

Gaiole in Chianti
Free cancellation options available

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

Canonica di Vertine

Gaiole in Chianti
Free cancellation options available

Located in Gaiole in Chianti, 26 km from Piazza Matteotti and 32 km from Piazza del Campo, Canonica di Vertine provides air-conditioned accommodation with a balcony and free WiFi.

Casina

Gaiole in Chianti
Free cancellation options available
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 20 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.

Il Molinaccio

Gaiole in Chianti
Free cancellation options available
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.

Poggione

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

Situated in Gaiole in Chianti, Poggione features accommodation with private pool, free WiFi and free private parking for guests who drive.

FAQ about holiday rentals in Gaiole in Chianti

Holiday rentals that guests love in Gaiole in Chianti

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Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 658 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
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 1,260 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
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 1,260 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
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 1,260 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, 62 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, 158 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
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 81 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, 62 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
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 104 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