The 10 best villas in Gaiole in Chianti, Italy | Booking.com
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Villas in Gaiole in Chianti

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The best villas in Gaiole in Chianti

Check out our pick of great villas 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.

G
Grazia
From
Italy
The property is magnificient! The swimmimg pool is a dream. Rosa and Francesca go above and beyond to make your stay as comfortable as possibile. Super recommended!
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 149 reviews
Price from
US$239.31
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, 12 reviews
Price from
US$536.21
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.

M
Mihaela
From
Romania
Our stay at Podere Erbolino was nothing short of magical. Nestled in the heart of Tuscany, this property exceeded every expectation we had for our Italian getaway.The house itself is absolutely stunning - a perfect blend of authentic Tuscan charm and modern comfort. Every detail has been thoughtfully considered, from the rustic stone walls to the beautifully appointed interiors that make you feel instantly at home. The accommodation exudes warmth and character that you simply can't find anywhere else.But what truly took our breath away was waking up each morning to the most spectacular view imaginable. The rolling hills of Tuscany stretched endlessly before us... It was like stepping into a Renaissance painting every single day - absolutely dreamlike and unforgettable. The location is perfect for exploring the Tuscan countryside while providing a peaceful retreat where you can truly disconnect and immerse yourself in the beauty of Italy. Whether you're sipping wine on the terrace at sunset or simply taking in the panoramic vistas, every moment feels special. Podere Erbolino isn't just accommodation - it's an experience that captures the very essence of what makes Tuscany so enchanting. We left with hearts full of beautiful memories and are already planning our return. Highly recommended for anyone seeking an authentic and truly amazing Tuscan escape.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 18 reviews
Price from
US$4,085.37
1 night, 2 adults

Casa Nataly Chianti - Jeky Stay

Castelnuovo Berardenga (Near Gaiole in Chianti)

Located in Castelnuovo Berardenga, 40 km from Piazza Matteotti, Casa Nataly Chianti - Jeky Stay provides a garden with a barbecue.

G
Gábor
From
Hungary
The apartent is located in a beutiful historic tuscan village, with breathtaking landscape, surrounded by grapes and olive. Ideal location to discover the Chianti area and Arezzo. The apartment itself is spacious, comfortable and stylish. The access was easy, Giacomo was very kind, and shared all necessary information on time. We also got a bottle of welcome-Chianti vine :) We loved our stay here, I strongly recommend this apartment.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 29 reviews
Price from
US$208.10
1 night, 2 adults

Borgo Villa Risi

Siena (Near Gaiole in Chianti)

Borgo Villa Risi has a fantastic view of the olive groves and even Siena's Duomo. The garden has a large swimming pool with whirlpool. Each apartment has free WiFi access.

E
Ewa
From
Poland
Wonderful garden. Very convenient location, you can reach Siena on foot or by bus (stop right outside the gate - the journey takes 10-15 minutes). Comfortable clean, the pool met our expectations. You can take a walk in the area.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 281 reviews
Price from
US$115.61
1 night, 2 adults

Case vacanza "LA FORNACE"

Vagliagli (Near Gaiole in Chianti)

Located in Vagliagli, 11 km from Piazza del Campo, Case vacanza "LA FORNACE" provides accommodation with a fitness room. Private parking is available on site at this recently renovated property.

R
RUOYANG
From
Italy
First of all, I would like to praise the accommodation experience and scenery of this house. The transparent and bright glass doors and small Windows offer a view of the vineyard at any time. After waking up in the morning, you can make coffee with the prepared coffee powder. Many little cats will appear in front of your door, and you can relax in the courtyard while breathing fresh air. Secondly, the homeowner is a kind, attentive and warm-hearted person. He helped us recommend some excellent restaurants nearby and also handled any unexpected situations when we were leaving. It was the first time we were treated so carefully. Everything here was great and I will recommend it to others
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 10 reviews
Price from
US$228.91
1 night, 2 adults

Tuscany central home

Figline Valdarno (Near Gaiole in Chianti)

Tuscany central home is located in Figline Valdarno, 12 km from The Mall Luxury Outlet, 20 km from Piazza Matteotti, and 32 km from Ponte Vecchio.

P
PAULO
From
United Kingdom
Amazing home!! This is a must for couples visiting in the Tuscany area. Very clean, close to the centre and local supermarkets,coffees etc. Giovanna was lovely. We were communicating via WhatsApp beforehand and she was very helpful and replied instantly to my messages. The home did not lack anything! We are definitely booking it again on our next visit!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 13 reviews
Price from
US$82.20
1 night, 2 adults

Isola Degli Angeli

Figline Valdarno (Near Gaiole in Chianti)

Featuring air-conditioned accommodation with a balcony, Isola Degli Angeli is located in Figline Valdarno. A hot tub is available for guests, along with a fitness centre.

K
Karin
From
Israel
A new and well-equipped villa. We truly enjoyed our time there, the hospitality was wonderful, and the owners were lovely and attentive to all our requests. Highly recommended 👌
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 11 reviews
Price from
US$268.03
1 night, 2 adults

La margherita bianca

Greve in Chianti (Near Gaiole in Chianti)

Featuring city views, La margherita bianca offers accommodation with a terrace, around 200 metres from Piazza Matteotti. With inner courtyard views, this accommodation features a balcony.

J
Jolien
From
Belgium
Great location & really friendly host! Loved our stay!
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 6 reviews
Price from
US$143.28
1 night, 2 adults

Casa Cennano

Montevarchi (Near Gaiole in Chianti)

Offering quiet street views, Casa Cennano is an accommodation situated in Montevarchi, 28 km from The Mall Luxury Outlet and 34 km from Piazza Matteotti.

C
Cate
From
United Kingdom
Super accommodation. Lovely room, super spacious bath and bathroom and in the centre of this cute town. The owner could not have been more helpful. I totally recommend this place!
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews
Price from
US$94.48
1 night, 2 adults
All villas in Gaiole in Chianti

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Perfect for families, groups or couples who enjoy luxury and independence while travelling. Enjoy the space and privacy of these fully-furnished, self-standing mansions — travellers can cook, lounge and explore at their leisure. Note that in Bali, a resort will also be called a villa.

Most booked villas 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 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.

  • 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.

  • Villa Il Masseto offers a hot tub and free private parking, and is within 30 km of Piazza Matteotti and 31 km of Piazza del Campo.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 2 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.

    From US$535.27 per night
  • 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.

  • Featuring garden views, Vertine Countryside provides accommodation with a garden and a patio, around 32 km from Piazza del Campo.

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

Travelling by car? These villas in Gaiole in Chianti and nearby offer free parking

  • Boasting accommodation with a private pool, pool view and a patio, Holiday home Belvedere is situated in Montevarchi. This property offers access to a balcony, free private parking and free WiFi.

  • Set in Moncioni and only 35 km from The Mall Luxury Outlet, Podere Belvedere offers accommodation with mountain views, free WiFi and free private parking.

  • 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$182.09 per night
  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 2 reviews

    Boasting a garden, private pool and quiet street views, La Petrosa is situated in Radda in Chianti.

    From US$2,907.72 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$541.05 per night
  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 29 reviews

    Located in Castelnuovo Berardenga, 40 km from Piazza Matteotti, Casa Nataly Chianti - Jeky Stay provides a garden with a barbecue.

  • 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.

  • 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.

Great access to the city centre. Check these villas in Gaiole in Chianti and nearby

  • Casina

    Gaiole in Chianti
    Central location
    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.

  • Scored out of 10, guest rating 10.0
    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. The 4-star holiday home is 35 km from Piazza del Campo.

  • Set in Gaiole in Chianti, Il Molinaccio offers accommodation with a private pool. This property offers access to a balcony, free private parking and free WiFi.

  • Featuring air-conditioned accommodation with a private pool, garden view and a terrace, Villa Altho is located in Gaiole in Chianti.

  • Featuring air-conditioned accommodation with a private pool, garden view and a patio, Sestuccia is located in Gaiole in Chianti.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 3 reviews

    Featuring pool views, Sestuccina provides accommodation with an open-air bath and a balcony, around 28 km from Piazza Matteotti.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

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

Villas with swimming pools in Gaiole in Chianti and nearby

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Situated in Gaiole in Chianti, 33 km from Piazza Matteotti and 34 km from Piazza del Campo, Casanova di Bricciano offers a shared lounge and air conditioning.

  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 7 reviews

    Featuring air-conditioned accommodation with a terrace, Holiday Home Montechioccioli-2 by Interhome is set in Gaiole in Chianti. Guests staying at this holiday home have access to a balcony.

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 2 reviews

    Located in Gaiole in Chianti in the Tuscany region, Holiday Home Montechioccioli-1 by Interhome features a terrace. This holiday home provides accommodation with a balcony.

  • Set in Gaiole in Chianti in the Tuscany region, Holiday Home Montechioccioli-3 by Interhome features a terrace. Guests staying at this holiday home have access to a balcony.

  • Set only 30 km from Piazza Matteotti in Gaiole in Chianti, Holiday Home Montechioccioli-4 by Interhome offers accommodation equipped with a balcony, garden and seasonal outdoor pool.

  • Villa LisiDor

    Siena
    Swimming pool
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 3 reviews

    Featuring air-conditioned accommodation with a patio, Villa LisiDor is located in Siena. This villa has a private pool, a garden, barbecue facilities, free WiFi and free private parking.

  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 7 reviews

    Set in Gaiole in Chianti, in a historic building, 23 km from Piazza Matteotti, Il Fico in Chianti is a holiday home with pool with a view and open-air bath.

  • Boasting air-conditioned accommodation with a terrace, Villa With Pool In The Heart Of Chianti is situated in Gaiole in Chianti. 24 km from Piazza Matteotti and 26 km from Piazza del Campo, the...

FAQ about villas in Gaiole in Chianti

Villas that guests love in Gaiole in Chianti

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  • 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