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

Find the holiday rentals that appeal to you the most

The best holiday rentals in Aiola

Check out our pick of great holiday rentals in Aiola

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BORGO A MONTI di Sotto

Gaiole in Chianti (Near Aiola)

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.

S
Silke
From
France
EVERYTHING was perfect (We are hesitating to rate because we would like to keep this B&B as a secret 🤫😜! Very dog friendly. Parking unter olive trees. The BEST staff EVER! The pool... marvellous! Perfectly situated, have fun with your e-Bikes! Olive oil and wine (Chianti classico) tasting. Small but sufficient store near by (foot distance, as well as excellent truffle authentic restaurant.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 147 reviews
Price from
US$241.44
1 night, 2 adults

Casa Vacanze Squarcialupi

Castellina in Chianti (Near Aiola)

Offering a garden and garden view, Casa Vacanze Squarcialupi is set in Castellina in Chianti, 20 km from Piazza Matteotti and 22 km from Piazza del Campo.

A
Alzbeta
From
Czech Republic
Beautiful location in the hills, cozy house with safe parking and very friendly staff.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 256 reviews
Price from
US$139.83
1 night, 2 adults

Tenuta Cortedomina

Radda in Chianti (Near Aiola)

Set within 18 km of Piazza Matteotti and 36 km of Piazza del Campo, Tenuta Cortedomina features rooms with air conditioning and a private bathroom in Radda in Chianti.

T
Tracey
From
Netherlands
The location was stunning and close to nearby villages and other wineries, the staff was friendly and accommodating, the restaurant was charming and food and wines were incredible, and the free breakfast was a nice addition.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 194 reviews
Price from
US$269.44
1 night, 2 adults

Cavarchino B&B

Gaiole in Chianti (Near Aiola)

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, 139 reviews
Price from
US$174.96
1 night, 2 adults

Agriturismo La Ferrozzola

Castellina in Chianti (Near Aiola)

Set in Castellina in Chianti and only 22 km from Piazza Matteotti, Agriturismo La Ferrozzola offers accommodation with pool views, free WiFi and free private parking.

j
julie
From
France
Very charming accommodation in the middle of vineyards. The location is very scenic, especially at sunset. The apartment is vast and beautiful, only rustic in appearance as the wifi, heating and other amenities work perfectly well.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 180 reviews
Price from
US$154.55
1 night, 2 adults

Collelungo

Castellina in Chianti (Near Aiola)

Providing garden views, Collelungo in Castellina in Chianti provides accommodation, pool with a view, a garden, a bar, barbecue facilities and a shared lounge.

A
Anna
From
Sweden
Nice and quite vinery with good wine outside Castellina
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 207 reviews
Price from
US$160.96
1 night, 2 adults

Agriturismo Amina, Winery & Hiking

Vagliagli (Near Aiola)

Featuring an outdoor swimming pool and a garden with BBQ facilities and children’s playground, Agriturismo Amina, Winery & Hiking offers rooms a 5-minute drive from Vagliagli.

P
Pallavi
From
India
We had a great time at Chintia’s homestay. The location was perfect and away from the hustle and bustle of the city. The room was spacious and had a direct entry to the breakfast room. The porch is ideal to spend the evenings drinking wine, reading or playing board games.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 256 reviews
Price from
US$184.23
1 night, 2 adults

Querceto Di Castellina

Castellina in Chianti (Near Aiola)

Located 5 km from Castellina In Chianti, Querceto Di Castellina is a 14th-century building and offers an outdoor pool, garden and accommodation with a patio.

P
Petra Borst
From
Netherlands
Fantastic location to stay. Close to Castellina, in the middle of nature and super quiet. The views from both the terrace and swimmingpool area are amazing. Very friendly and helpful staff. Excellent breakfast, would definitely recommend to book this place with breakfast. The apartment was very spacious and cosy, comfortable bed, good size bathroom, very clean. We did a wine tasting, I would also definitely recommend to do that, super nice. We didn’t want to leave :-)
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 224 reviews
Price from
US$249.07
1 night, 2 adults

Villa Di Capovento

Castellina in Chianti (Near Aiola)

Set in the Chianti area, in the middle of the Tuscan countryside, Villa Di Capovento is an antique stone villa with outdoor pool. It is a 30-minute drive from Siena.

p
po yu grace
From
Hong Kong
Relaxing ambience with taste and refinement
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 127 reviews
Price from
US$529.55
1 night, 2 adults

Borgo Di Pietrafitta Relais

Castellina in Chianti (Near Aiola)

Borgo di Pietrafitta Relais is situated in a delightful spot among the green Tuscan hills. Enjoy comfortable apartments between Florence 48 km away and Siena, 20 km away.

J
Joanne
From
United Kingdom
Great location! Fantastic well equipped apartment. Very peaceful.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 413 reviews
Price from
US$101.48
1 night, 2 adults
All holiday rentals in Aiola

Most booked holiday rentals in Aiola and surroundings in the past month

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Enjoy breakfast in Aiola and nearby

  • Borgo Carpineto

    Vagliagli
    Breakfast options
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 512 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$104.98 per night
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 591 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.

  • 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$127.15 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 1,238 reviews

    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.

    From US$127.14 per night
  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 990 reviews

    Castello di Fonterutoli Wine Resort is a medieval country village in Tuscany's Chianti wine district 5 km outside Castellina in Chianti. It offers a restaurant and wine cellar to visit.

    From US$226.28 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 256 reviews

    Featuring an outdoor swimming pool and a garden with BBQ facilities and children’s playground, Agriturismo Amina, Winery & Hiking offers rooms a 5-minute drive from Vagliagli.

    From US$196.83 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$123.64 per night
  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 313 reviews

    Castello La Leccia is a restored mediaeval hamlet, featuring an 11th-century castle, an outdoor swimming pool, and free Wi-Fi.

    From US$358.08 per night

These holiday rentals in Aiola and nearby have options with free cancellation

  • 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$132.97 per night
  • Agriturismo Podere Fornacino

    Castelnuovo Berardenga
    Free cancellation options available
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 82 reviews

    Located in Castelnuovo Berardenga, 14 km from Piazza del Campo, Agriturismo Podere Fornacino provides accommodation with a seasonal outdoor swimming pool, free private parking, a garden and barbecue...

    From US$247.28 per night
  • Casalgallo

    Quercegrossa
    Free cancellation options available
    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 532 reviews

    Boasting a garden and views of garden, Casalgallo is a farm stay set in a historic building in Quercegrossa, 15 km from Piazza del Campo.

    From US$87.48 per night
  • Castello Di Meleto

    Gaiole in Chianti
    Free cancellation options available
    Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 679 reviews

    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.

    From US$257.54 per night
  • Casa Vacanze Squarcialupi

    Castellina in Chianti
    Free cancellation options available
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 256 reviews

    Offering a garden and garden view, Casa Vacanze Squarcialupi is set in Castellina in Chianti, 20 km from Piazza Matteotti and 22 km from Piazza del Campo.

    From US$151.17 per night
  • Palazzo Bianciardi Attico

    Castellina in Chianti
    Free cancellation options available
    Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 46 reviews

    Located in Castellina in Chianti, 20 km from Piazza Matteotti and 22 km from Piazza del Campo, Palazzo Bianciardi Attico provides accommodation with free WiFi in a historic building.

    From US$116.64 per night
  • Agriturismo La Ferrozzola

    Castellina in Chianti
    Free cancellation options available
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 180 reviews

    Set in Castellina in Chianti and only 22 km from Piazza Matteotti, Agriturismo La Ferrozzola offers accommodation with pool views, free WiFi and free private parking.

  • Villa Cristina

    Castellina in Chianti
    Free cancellation options available
    Scored out of 10, guest rating 7.7
    Good - What previous guests thought, 431 reviews

    Villa Cristina is situated in Castellina in Chianti, 20 km from Piazza Matteotti, 23 km from Piazza del Campo, and 41 km from Piazzale Michelangelo.

    From US$114.31 per night

Highly rated holiday rentals in Aiola and nearby

  • Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 107 reviews

    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.

    From US$110.81 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 143 reviews

    Set in Quercegrossa, in a historic building, 14 km from Piazza del Campo, Agriturismo La Magione is an apartment with a seasonal outdoor swimming pool and garden.

    From US$122.47 per night
  • Scored out of 10, guest rating 8.0
    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$110.81 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 194 reviews

    Set within 18 km of Piazza Matteotti and 36 km of Piazza del Campo, Tenuta Cortedomina features rooms with air conditioning and a private bathroom in Radda in Chianti.

    From US$367.42 per night
  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 212 reviews

    Offering a garden and garden view, AZ.AGR.POGGIO REGINI is set in Castellina in Chianti, 24 km from Piazza del Campo and 27 km from Piazza Matteotti.

    From US$212.28 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 139 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 9.1
    Superb - What previous guests thought, 116 reviews

    The Residenzia Del Sogno is in the heart of the Chianti region, surrounded by vineyards and gardens with barbecue facilities. It offers free parking and free Wi-Fi.

    From US$141.72 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 413 reviews

    Borgo di Pietrafitta Relais is situated in a delightful spot among the green Tuscan hills. Enjoy comfortable apartments between Florence 48 km away and Siena, 20 km away.

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