Holiday Rentals in Gaiole in Chianti
Find the holiday rentals that appeal to you the most
Holiday Rentals for every style
Find the right holiday rental for you in Gaiole in Chianti
The best holiday rentals in Gaiole in Chianti
Check out our pick of great holiday rentals in Gaiole in Chianti
Filter by:
BORGO A MONTI di Sotto
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.
Cavarchino B&B
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.
Badia a Coltibuono Wine Resort
Badia a Coltibuono, Abbey of 1051, is the first wine resort in Chianti that offers a truly exceptional experience.
Casa Vacanze Chianti Summer
Boasting air-conditioned accommodation with a private pool, Casa Vacanze Chianti Summer is situated in Gaiole in Chianti.
Podere Erbolino
Located in Gaiole in Chianti in the Tuscany region, Podere Erbolino has a balcony. A hot tub is available for guests.
Tenuta Di San Giusto in Salcio
Featuring an open-air bath and views of garden, Tenuta Di San Giusto in Salcio is a homestay set in a historic building in Gaiole in Chianti, 21 km from Piazza Matteotti.
B&B L'Eroico
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.
Agriturismo "Crocino 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.
Castello Di Meleto
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.
Borgo Casa al Vento
Borgo Casa Al Vento is in the Tuscan countryside, 3 km from Gaiole In Chianti. It offers sport activities and a panoramic pool.
Most booked holiday rentals in Gaiole in Chianti and surroundings in the past month
Popular with guests booking holiday rentals in Gaiole in Chianti
Scored out of 10, guest rating 9.0Superb - What previous guests thought, 257 reviewsPopular with guests booking holiday rentals in Gaiole in Chianti
Scored out of 10, guest rating 8.3Very good - What previous guests thought, 107 reviewsPopular with guests booking holiday rentals in Gaiole in Chianti
Scored out of 10, guest rating 9.7Exceptional - What previous guests thought, 157 reviewsPopular with guests booking holiday rentals in Gaiole in Chianti
Scored out of 10, guest rating 9.6Exceptional - What previous guests thought, 152 reviewsPopular with guests booking holiday rentals in Gaiole in Chianti
Scored out of 10, guest rating 9.7Exceptional - What previous guests thought, 158 reviewsPopular with guests booking holiday rentals in Gaiole in Chianti
Scored out of 10, guest rating 8.5Very good - What previous guests thought, 161 reviewsPopular with guests booking holiday rentals in Gaiole in Chianti
Scored out of 10, guest rating 8.4Very good - What previous guests thought, 354 reviewsPopular with guests booking holiday rentals in Gaiole in Chianti
Scored out of 10, guest rating 9.1Superb - What previous guests thought, 320 reviewsPopular with guests booking holiday rentals in Gaiole in Chianti
Scored out of 10, guest rating 8.7Fabulous - What previous guests thought, 675 reviewsPopular with guests booking holiday rentals in Gaiole in Chianti
Scored out of 10, guest rating 9.4Superb - What previous guests thought, 1,227 reviews
Highly rated holiday rentals in Gaiole in Chianti and nearby
Le Lappe
Cavriglia8.0+ review scoreScored out of 10, guest rating 9.3Superb - What previous guests thought, 208 reviewsSet in Cavriglia, 31 km from The Mall Luxury Outlet, Le Lappe offers accommodation with a hot tub and wellness packages. This farm stay features a pool with a view, a garden and free private parking.
From US$307.26 per nightAgriturismo La Forra
Cavriglia8.0+ review scoreScored out of 10, guest rating 9.0Superb - What previous guests thought, 123 reviewsLocated 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$196.01 per nightCamere e Appartamenti Baldini Romanita
Radda in Chianti8.0+ review scoreScored out of 10, guest rating 8.0Very good - What previous guests thought, 62 reviewsBoasting quiet street views, Camere e Appartamenti Baldini Romanita provides accommodation with patio, around 18 km from Piazza Matteotti.
From US$116.67 per nightVillino Chianti
Cavriglia8.0+ review scoreScored out of 10, guest rating 8.4Very good - What previous guests thought, 31 reviewsSituated in Cavriglia, the recently renovated Villino Chianti features accommodation 30 km from The Mall Luxury Outlet and 36 km from Piazza Matteotti.
From US$158.68 per nightIl Nespolo
Cavriglia8.0+ review scoreScored out of 10, guest rating 9.2Superb - What previous guests thought, 80 reviewsFeaturing air-conditioned accommodation with a terrace, Il Nespolo is set in Cavriglia. With garden views, this accommodation offers a balcony.
From US$205.64 per nightWine Resort Dievole
Vagliagli8.0+ review scoreScored out of 10, guest rating 9.5Exceptional - What previous guests thought, 595 reviewsSet 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$436.36 per nightTenuta San Jacopo - Agriturismo
Cavriglia8.0+ review scoreScored out of 10, guest rating 9.2Superb - What previous guests thought, 46 reviewsLocated 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$210.75 per nightCasa Badia
Radda in Chianti8.0+ review scoreScored out of 10, guest rating 9.6Exceptional - What previous guests thought, 81 reviewsCasa Badia has quiet street views, free WiFi and free private parking, situated in Radda in Chianti, 18 km from Piazza Matteotti.
From US$107.11 per night
These holiday rentals in Gaiole in Chianti and nearby have options with free cancellation
Relais Santa Cristina
Radda in ChiantiFree cancellation options availableScored out of 10, guest rating 7.0Good - What previous guests thought, 420 reviewsThe 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$140.87 per nightHoliday home Belvedere
MontevarchiFree cancellation options availableBoasting 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.
From US$466.70 per nightCastello di Selvole
VagliagliFree cancellation options availableScored out of 10, guest rating 7.0Good - What previous guests thought, 57 reviewsSet in a historical hills of Chianti Classico, Castello di Selvole is a winery offering hospitality with an outdoor pool.
From US$163.34 per nightAgriturismo Oliviera Winery
VagliagliFree cancellation options availableScored out of 10, guest rating 9.0Superb - What previous guests thought, 511 reviewsFeaturing 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$127.19 per nightB&B L'Eroico
Gaiole in ChiantiFree cancellation options availableScored out of 10, guest rating 9.5Exceptional - What previous guests thought, 83 reviewsOffering 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.
Ciacchieri
Gaiole in ChiantiFree cancellation options availableScored out of 10, guest rating 10Exceptional - What previous guests thought, 1 reviewBoasting 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.
Casa Ciaccheri
Gaiole in ChiantiFree cancellation options availableScored out of 10, guest rating 9.2Superb - What previous guests thought, 4 reviewsSituated in Gaiole in Chianti, 27 km from Piazza Matteotti and 28 km from Piazza del Campo, Casa Ciaccheri offers air conditioning.
Casa Ciaccheri 2
Gaiole in ChiantiFree cancellation options availableScored out of 10, guest rating 9.5Exceptional - What previous guests thought, 26 reviewsLocated 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.
Holiday Rentals with swimming pools in Gaiole in Chianti and nearby
Il Balcone
Gaiole in ChiantiSwimming poolScored out of 10, guest rating 10Exceptional - What previous guests thought, 1 reviewSet 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 9.4Superb - 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.
Il Colombaio by VacaVilla
Gaiole in ChiantiSwimming poolScored out of 10, guest rating 10Exceptional - What previous guests thought, 2 reviewsSituated in Gaiole in Chianti, Il Colombaio by VacaVilla features accommodation with private pool, free WiFi and free private parking for guests who drive.
Villa Radda by Mmega
Gaiole in ChiantiSwimming poolSituated in Gaiole in Chianti, 28 km from Piazza Matteotti and 29 km from Piazza del Campo, Villa Radda by Mmega offers air conditioning.
- Scored out of 10, guest rating 9.3Superb - What previous guests thought, 3 reviews
Located in Gaiole in Chianti and only 30 km from Piazza Matteotti, Podere Il Trebbio, porzione di villa provides accommodation with mountain views, free WiFi and free private parking.
Casina
Gaiole in ChiantiSwimming poolScored out of 10, guest rating 9.3Superb - What previous guests thought, 20 reviewsLocated 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 ChiantiSwimming poolScored out of 10, guest rating 9.8Exceptional - What previous guests thought, 9 reviewsFeaturing 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.
Borgo Casa al Vento
Gaiole in ChiantiSwimming poolScored out of 10, guest rating 8.4Very good - What previous guests thought, 354 reviewsBorgo Casa Al Vento is in the Tuscan countryside, 3 km from Gaiole In Chianti. It offers sport activities and a panoramic pool.
From US$212.96 per night
Enjoy breakfast in Gaiole in Chianti and nearby
Casa Marcella nel cuore del Chianti
Gaiole in ChiantiBreakfast optionsScored out of 10, guest rating 8.9Fabulous - What previous guests thought, 14 reviewsFeaturing garden views, Casa Marcella nel cuore del Chianti provides accommodation with a garden and a balcony, around 27 km from Piazza Matteotti.
Castelli del Chianti
Gaiole in ChiantiBreakfast optionsScored out of 10, guest rating 9.1Superb - What previous guests thought, 68 reviewsFeaturing garden views, Castelli del Chianti provides accommodation with balcony, around 29 km from Piazza Matteotti.
From US$81.38 per nightCavarchino B&B
Gaiole in ChiantiBreakfast optionsScored out of 10, guest rating 9.1Superb - What previous guests thought, 129 reviewsFeaturing 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.
From US$175.01 per nightGittori
Gaiole in ChiantiBreakfast optionsBoasting 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 ChiantiBreakfast optionsLocated 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.
Agriturismo Vinci
Gaiole in ChiantiBreakfast optionsScored out of 10, guest rating 9.8Exceptional - What previous guests thought, 23 reviewsSet 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 ChiantiBreakfast optionsLocated 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 ChiantiBreakfast optionsFeaturing 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.
FAQ about holiday rentals in Gaiole in Chianti
Holiday rentals that guests love in Gaiole in Chianti
- Avg. price/night: US$170.40Scored out of 10, guest rating 8.7Fabulous - What previous guests thought, 675 reviewsI 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 byFionaGroup
- Avg. price/night: US$80.51Scored out of 10, guest rating 9.4Superb - What previous guests thought, 1,227 reviewsBeautiful 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 byUlrikeFamily with young children
- Avg. price/night: US$80.51Scored out of 10, guest rating 9.4Superb - What previous guests thought, 1,227 reviewsThis 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 byVeronikaYoung couple
- Avg. price/night: US$80.51Scored out of 10, guest rating 9.4Superb - What previous guests thought, 1,227 reviewsVery 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 byMariyaYoung couple
- Scored out of 10, guest rating 9.7Exceptional - What previous guests thought, 63 reviewsA beautiful and quiet Tuscany villa in the middle of olive groves and a very kind and hospitable hostGuest review byVladimírFamily with young children
- Scored out of 10, guest rating 9.7Exceptional - What previous guests thought, 157 reviewsLocation (Chianti region, tiny village on a hill), characteristics of the room (design) and the very friendly and helpful owner.Guest review bymauriceYoung couple
- Scored out of 10, guest rating 9.3Superb - What previous guests thought, 78 reviewsWhen 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 byHeinersdorffYoung couple
- Scored out of 10, guest rating 9.7Exceptional - What previous guests thought, 63 reviewsVery 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 byChristopherGroup
- Avg. price/night: US$110.84Scored out of 10, guest rating 8.3Very good - What previous guests thought, 107 reviewsAlessandra 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 byDianaYoung couple
