The 10 best romantic hotels in Gaiole in Chianti, Italy | Booking.com
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Romantic Hotels in Gaiole in Chianti

Find the romantic hotels that appeal to you the most

The best romantic hotels in Gaiole in Chianti

Check out our pick of great romantic hotels in Gaiole in Chianti

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Castello di Spaltenna Exclusive Resort & Spa

Hotel in Gaiole in Chianti

Set in Tuscany's countryside, Castello di Spaltenna Exclusive Resort & Spa is an ancient monastery from the 10th century.

B
Ben
From
Hong Kong
stunning property in the Tuscan hills. beautiful facilities, including outdoor infinity pool overlooking green hills and valleys and indoor pool with spa facilities.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 129 reviews
Price from
US$489.47
1 night, 2 adults
Check availability

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.

T
Tomasz
From
Poland
What a wonderful place! Great location on a hill, among the vineyards. Beautiful views. Lots of space to relax, peace and quiet. Two great pools, a restaurant with delicious food, delicious homemade wine. And the most friendly, helpful and at the same time professional staff! I will return for sure!
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 354 reviews
Price from
US$220
1 night, 2 adults
Check availability

Rocca Di Castagnoli

Gaiole in Chianti

Rocca di Castagnoli is surrounded by its vineyards and features a restaurant and free WiFi. It offers guest rooms and independent apartments.

R
Relika
From
Estonia
I loved the hotel, it was little beautiful medivial village, sorrounded by mountins and Tuscany atmosphere. Ladies in reception were so kind and happy all the time:) Nice breakfast - at least for us there were many options we liked. They produce wine and we enjoyed the wine tasting as well. Thank you for everything!
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 161 reviews
Price from
US$186.46
1 night, 2 adults
Check availability

Ultimo Mulino Country Hotel

Hotel in Gaiole in Chianti

Located in Gaiole in Chianti, the ‘most idyllic place to live’ according to Forbes magazine, Ultimo Mulino lives up to this reputation.

F
Fábio
From
Portugal
It is absolutely stunning. The scenario is movie worthy, relaxing and comfortable. One of my favorite hotels that I have ever been. The staff went over and above to make sure we had a great couple of days. I hope someday I can come back.
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 808 reviews
Price from
US$157.33
1 night, 2 adults
Check availability

Villa Di Capovento

Castellina in Chianti (Near Gaiole in Chianti)

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.

E
Efraim
From
Sweden
Literally everything, from the very first second after parking Ettore and Stella were there to welcome us and we felt their kindness and great hosting through the whole stay. Such a lovely, peaceful place and surroundings to be at. I'd without a doubt come back!
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 131 reviews
Price from
US$529.09
1 night, 2 adults
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Villa Campomaggio Resort & SPA

Radda in Chianti (Near Gaiole in Chianti)

Just outside the town of Radda, Villa Campomaggio Resort & SPA is surrounded by vineyards in the heart of the Chianti wine area.

O
Otto
From
Dominican Republic
Location is amazing... and having the breakfast outdoors is simply pacefull
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 623 reviews
Price from
US$250.56
1 night, 2 adults
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Wine Resort Dievole

Vagliagli (Near Gaiole in Chianti)

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.

N
Natalia
From
Sweden
Just everything! I fell in love with this place! We will definitely come back to stay longer!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 595 reviews
Price from
US$398.57
1 night, 2 adults
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Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti (Near Gaiole in Chianti)

Palazzo Leopoldo is a majestic property made of a formerly a patrician villa dating back to 1310 and, adjacent to this, a historical building.

S
Sandy
From
Ireland
Attentive staff prior arrival and during our stay, lovely place, comfortable beds.
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 1,104 reviews
Price from
US$172.01
1 night, 2 adults
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Relais Vignale & Spa

Radda in Chianti (Near Gaiole in Chianti)

Relais Vignale is a charming historic 18th-century villa located in the heart of the Chianti Classico area, with panoramic views across the Tuscan countryside and Chianti vineyards.

B
Blerina
From
Albania
one of the best ! 👍we love it , everything amaizing !
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 505 reviews
Price from
US$268.87
1 night, 2 adults
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Relais Santa Cristina

Radda in Chianti (Near Gaiole in Chianti)

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.

L
Lucy
From
Australia
Our stay at Relais Santa Cristina was amazing. We stayed for 3 nights, and I wish we stayed for longer! The town of Radda in Chianti is beautiful, the property is too and it is surrounded by vineyards and unbelievable views. The accommodation was.. yes, rustic/ a little dated but that is what you want when you’re in the Tuscan countryside! It was all a part of the experience! Breakfast was delicious and included everything you could need, eggs, prosciutto, cheese, yogurts, fresh pastries, fruits, juices etc. The pool was huge and had an amazing view. If you want 5 star commercialized luxury then maybe go somewhere else, but if you want a memorable, authentic & BEAUTIFUL Italian countryside stay with the kindest host, then stay here!!!
Scored out of 10, guest rating 7.0
Good - What previous guests thought, 420 reviews
Price from
US$133.67
1 night, 2 adults
Check availability
All romantic hotels in Gaiole in Chianti

Looking for a romantic hotel?

Spoil your other half with a romantic getaway in a hotel that’s designed with lovers in mind. Whether it’s somewhere stylish in the city or a remote countryside retreat, romantic hotels offer couples all the space they need, with luxury touches like champagne room service and private hot tubs.

Most booked romantic hotels in Gaiole in Chianti and surroundings in the past month

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Highly rated romantic hotels in Gaiole in Chianti and nearby

  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 1,104 reviews

    Palazzo Leopoldo is a majestic property made of a formerly a patrician villa dating back to 1310 and, adjacent to this, a historical building.

    From US$177.26 per night
  • 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$435.86 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 623 reviews

    Just outside the town of Radda, Villa Campomaggio Resort & SPA is surrounded by vineyards in the heart of the Chianti wine area.

    From US$231.91 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 511 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$127.04 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 415 reviews

    Located in Radda in Chianti, Fattoria Poggerino is housed in an 18th-century building with swimming pool. It features free WiFi access and free private parking.

  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 505 reviews

    Relais Vignale is a charming historic 18th-century villa located in the heart of the Chianti Classico area, with panoramic views across the Tuscan countryside and Chianti vineyards.

  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 149 reviews

    Situated within 21 km of Piazza Matteotti and 40 km of Piazza del Campo, Podere Terreno alla via della volpaia features rooms with air conditioning and a private bathroom in Radda in Chianti.

  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 535 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.

    From US$305.10 per night

Save money on romantic in Gaiole in Chianti and nearby – budget options available

  • Borgo Livernano

    Radda in Chianti
    Budget options available
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 319 reviews

    Surrounded by forests, vines and olive groves, the Borgo Livernano offers historic accommodation in the heart of the Chianti Hills, close to both Siena and Florence.

  • Erboli Residence

    Cavriglia
    Budget options available
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 220 reviews

    Situated in the countryside, Erboli Residence is a historic stone building from the late 1800s.

  • Borgo Carpineto

    Vagliagli
    Budget options available
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 506 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, 24 reviews

    Borgo San Felice Resort is located in Castelnuovo Berardenga in the heart of the Chianti wine district. It offers spacious rooms with antique furnishings, a swimming pool, and panoramic views.

  • Scored out of 10, guest rating 9.9
    Exceptional - What previous guests thought, 131 reviews

    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.

  • Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 328 reviews

    If you are looking for a relaxing break in a peaceful location where the only sound is the birds singing, Villa Sant’Uberto is perfect.

Enjoy breakfast in Gaiole in Chianti and nearby

  • Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 420 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$140.71 per night

Romantic hotels that guests love in Gaiole in Chianti

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  • Hotel Le Pozze Di Lecchi

    Romantic Hotel in Gaiole in Chianti
    Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 702 reviews
    Absolutely beautiful old castle accommodation in Chianti. Super quiet, lovely grounds and pool area, and lovely older style super spacious rooms. Very relaxing for a few days stay. Front desk provided easy check-in process and gave some great local recommendations for wine tasting, castle visits and food - much appreciated!!! Such a special place and we can’t wait to visit again!
    Guest review by
    Lauren
    Young couple

  • Agriturismo San Sano

    Romantic Hotel in Gaiole in Chianti
    Avg. price/night: US$80.41
    Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 1,227 reviews
    Lovely quiet place, the room was really large and we had a privileged view of the Tuscan hills. Wish we had time to stay at least one full day to relax and enjoy the pool and facilities.
    Guest review by
    Maria
    Young couple

  • Borgo Casa al Vento

    Romantic Hotel in Gaiole in Chianti
    Avg. price/night: US$212.71
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 354 reviews
    Amazing outside area, Great views, lovely pool, lots of areas to sit and relax, nice shaded dining area. Lots of space Access to the main hotel was good, fab meals, great wine tour, helpful staff.
    Guest review by
    Julia
    Family with young children

  • Ultimo Mulino Country Hotel

    Romantic Hotel in Gaiole in Chianti
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 808 reviews
    This is a lovely place to relax with wonderful views. Saw wild foxes, stag beetle and the ISS flying by at night. Close to a number of restaurants and the one on the property is good as well.
    Guest review by
    Craig
    Family with young children

  • Borgo Casa al Vento

    Romantic Hotel in Gaiole in Chianti
    Avg. price/night: US$212.71
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 354 reviews
    A lovely retreat at the end of a dirt road - very much a place to go and have a few (or more) relaxed days off. We stayed over for a nearby wedding and wished that we'd been able to spend more time here since we would have like to have enjoyed more the food, wine and olive oil that was on offer. Much to be recommended :o)
    Guest review by
    Jim
    Young couple

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