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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.

J
Jeremy
From
Czech Republic
It was a lovely village in the vineyards. A great family who looked after us. Nice pool, very peaceful location, very pleasant manners and infomrative hosts.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 1,259 reviews
Price from
US$125.25
1 night, 2 adults

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
Magdalena
From
Netherlands
It is absolute heavenly place for holidays. Peace, quite, beautiful views, super comfortable apartments, lovely staff. It is perfect if you like to be away from busy, touristic places (it takes about 30 mins to get to Siena, through twisty roads), in the countryside, surrounded by nature (and lots of vineyards). Apartment is spacious, clean, well organized. Beds are super comfortable. Lovely touch with a "breakfast set" at the arrival and bottle of local wine. You can do wine tasting as this agriturismo as they produce their own wines and offer apartments rental and camper space.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 155 reviews
Price from
US$238.08
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.

T
Thomas
From
United Kingdom
Unbelievable. One of the best places I have ever stayed in my life. Both the wine tour and the dinner were exceptional. The views from the castle onto the Tuscan countryside were unforgettable.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 256 reviews
Price from
US$157.34
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.

L
Leigh
From
United Kingdom
Lovely location, easy check in. The pool was AMAZING. Clean and neat. Fresh towels. Breakfast was awesome. Comfortable bed. Air conditioning if needed.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 125 reviews
Price from
US$172.52
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.

B
Benjamin
From
Netherlands
The Capennelle resort is even nicer in real than on pictures, absolutely stunning and relaxing location. Personnel was very friendly and attentive. We also had an opportunity to do the wine tasting which was great!
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 204 reviews
Price from
US$423.83
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.

T
Thorsten
From
Germany
My partner loves the pool. I love the historic bulidings, the garden / terrace with the breakfast outside. And it is a rare experience to stay in such an historic location.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 309 reviews
Price from
US$230.58
1 night, 2 adults

Casa Vacanze Chianti Summer

Gaiole in Chianti

Situated in Gaiole in Chianti, 30 km from Piazza Matteotti and 31 km from Piazza del Campo, Casa Vacanze Chianti Summer offers a garden and air conditioning.

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$533.45
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.

T
Tóth
From
Hungary
Beautiful villa and garden in the Chianti hills with amazing panorama, maximum silence and relaxation! Great place to stay and to run excursions in the region from here. Fully equiped house with all necessary stuff for longer stay. Lapo the owner was very kind and helpful in all matters and questions we had, suggested really good places to see and try. Very flexible, we could check-in earlier on arrival and check-out with no hurry on departure day.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 17 reviews
Price from
US$3,743.05
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, 81 reviews
Price from
US$180.34
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.

S
Stefan
From
Romania
Location, quiet atmosphere, very relaxing. Typical Tuscan accommodation.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 54 reviews
Price from
US$123.32
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 9.1
Superb - What previous guests thought, 72 reviews

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 9.7
Exceptional - What previous guests thought, 165 reviews

Popular with guests booking holiday rentals in Gaiole in Chianti

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 125 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 9.0
Superb - What previous guests thought, 256 reviews

Popular with guests booking holiday rentals in Gaiole in Chianti

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 358 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, 1,259 reviews

Popular with guests booking holiday rentals in Gaiole in Chianti

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 656 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, 410 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$138.87 per night

Le Lappe

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

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

From US$342.57 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 113 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$181.15 per night
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 48 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$201.99 per night
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$161.02 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$538.27 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.

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.

Highly rated holiday rentals in Gaiole in Chianti and nearby

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 63 reviews

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

From US$115.02 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$152.05 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.

From US$202.71 per night

Borgo Carpineto

Vagliagli
8.0+ review score
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 508 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.

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.

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 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.

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

Ciacchieri

Gaiole in Chianti
Free cancellation options available
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.

Cavarchino B&B

Gaiole in Chianti
Free cancellation options available
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 125 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.

Il Colombaio by VacaVilla

Gaiole in Chianti
Free cancellation options available
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.

La Loggetta - Apartments

Gaiole in Chianti
Free cancellation options available
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 54 reviews

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.

From US$116.19 per night

Gittori

Gaiole in Chianti
Free cancellation options available

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.

Capanna di Camporata

Gaiole in Chianti
Free cancellation options available

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.

Capannelle Wine Resort

Gaiole in Chianti
Free cancellation options available
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 204 reviews

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

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.

Enjoy breakfast in Gaiole in Chianti and nearby

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
Breakfast options

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.

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$115.02 per night

Riecine

Gaiole in Chianti
Breakfast options

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.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 17 reviews

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

From US$664.79 per night

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
Breakfast options
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.

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$167.98
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 656 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, 1,259 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, 1,259 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, 1,259 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, 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, 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$109.26
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 105 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