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Chianti rentals, vacation homes direct from the owners

Chianti - The vineyards of Chianti© LianeM @CCSanta Maria Novella Cathedral in Florence - Chianti© magann @CCView of the medieval village of San Gimignano - Chianti© Marco Saracco @CCRural landscape in Tuscany - Chianti© Shchipkova Elena @CCPiazza del Campo in Siena - Chianti© sborisov @CC
A good vacation deal to share with family or friends? Destination Chianti for vacation homes with IHA, the private rental expert. Enjoy the cheapest lodging, promotions and last minute in Chianti. Book your house, villa, apartment and studio rentals in Chianti direct by owners without fees nor commissions. Enjoy vacation time and experience an unforgettable stay in Chianti with vacation home, either short term or seasonal rental. All ads are verified, travel with confidence, your vacations in Chianti are here!
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$560* week
Contact
direct by owners
Weekend$224*
from $81/Night*
See the rates
Up to-75%
Depending on the season
52 requests already received
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Advert 34558PDF
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Your holiday in a little paradise! A House surrounded by greenery and silence where all amenities are the outline to a blast from the past.

Cascina gretaio Bastide 1,600 Sq.ft. in a property. panoramic, unobscured, not overlooked, country side view

5 bedrooms with double beds and single beds, cribs if needed for your children. Beach umbrellas, deckchairs, sunbeds, everything for the pool and relax. Barbecue, chairs, tables, everything to eat and drink in complete relaxation in the beautiful garden under the shade of trees. Everything you need for a relaxing holiday with friends or family. House Rental in Reggello #34558 >

Swimming poolParking
  • 2 Bathroom
  • 1 Shower room
  • 2 Toilets
  • Separate kitchen
  • 5 Full bed(s)
  • 1 Sleeper sofa(s) 2 pers
  • Countryside vacation
  • Kids welcome
  • Setting : Suitable for a relaxing break, Heavenly
  • Horse riding, Culture, Fishing
  • Pets friendly
5 bedrooms House for rent, Reggello from 2 to 14 people
Bastide, Bastide in Reggello - Advert 34558
View from the bedroom, Bastide in Reggello - Advert 34558
View from the bedroom, Bastide in Reggello - Advert 34558
View from the kitchen, Bastide in Reggello - Advert 34558
View from the kitchen, Bastide in Reggello - Advert 34558
View from the swimming pool, Bastide in Reggello - Advert 34558

$1680* 2 weeks
Contact
direct by owners
Night$134*
week$885*
from $112/Night*
See the rates
Up to-28%
Depending on the season
20 requests already received
see details
Advert 29171PDF
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Olivaio Charming Apartment 600 Sq.ft. in a charming Tuscany house. panoramic, country side, swimming pool, garden/park view
Swimming poolParkingHigh chair
  • 1 Bathroom
  • 1 Toilets
  • Living room
  • Typical style kitchen
  • 1 Full bed(s)
  • 1 Sleeper sofa(s) 2 pers
Apartment-Flat Rental in Moncioni - Montevarchi #29171 >
  • Countryside vacation
  • Ideal for all age groups and honeymoon
  • Kids welcome
  • Setting : Heavenly, Romantic
  • Forest at 0.3mi.
  • Horse riding
  • Pets friendly
1 bedroom Apartment-Flat for rent, Moncioni - Montevarchi from 2 to 4 people
Pool view, Charming Apartment in Moncioni - Advert 29171
Large bedroom, Charming Apartment in Moncioni - Advert 29171
Master bedroom, Charming Apartment in Moncioni - Advert 29171
Charming Apartment, Charming Apartment in Moncioni - Advert 29171


$112* Weekend
Contact
direct by owners
Night$78*
week$448*
2 weeks$1008*
from $56/Night*
See the rates
Up to-47%
Depending on the season
29 requests already received
see details
Advert 66495PDF
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In Tuscany close to SAN GIMIGNANO, Florence, SIENA, VOLTERRA, PISA, LUCCA ...

Il Borghetto Apartment-Flat 600 Sq.ft. in a resort. panoramic, country side, swimming pool, garden/park view

The apartment, furnished with care, is composed of: kitchen-living room with divan bed and access to a private garden equipped with table and chairs, a double bedroom and an en suite bathroom with a shower. The garden offers a pleasant area where you can eat outside or stay in complete relaxation. Guests can enjoy a large outdoor pool, private parking, children's play area. Coast/Beach: you can reach... Apartment-Flat Rental in Montignoso - Gambassi Terme #66495 >

Swimming poolTennisParking
  • 1 Bathroom
  • Shower room
  • Toilets
  • Living room 215 Sq.ft.
  • Separate kitchen
  • Dining area
  • Countryside vacation
  • Ideal for family and all age groups
  • Kids welcome
  • Setting : Enchanting, Tranquil
  • 18 hole golf course at 9mi.
  • Golf, Thalasso, Spa, Horse riding, Culture
  • Pets friendly
1 bedroom Apartment-Flat for rent, Montignoso - Gambassi Terme from 1 to 4 people
View from the kitchen, Apartment-Flat in Montignoso - Advert 66495
Kitchen, Apartment-Flat in Montignoso - Advert 66495
View from the kitchen, Apartment-Flat in Montignoso - Advert 66495
Cosy nook, Apartment-Flat in Montignoso - Advert 66495
Kitchen, Apartment-Flat in Montignoso - Advert 66495
The apartment, Apartment-Flat in Montignoso - Advert 66495

$784* 2 weeks
Contact
direct by owners
Night$62*
week$414*
from $53/Night*
See the rates
Up to-33%
Depending on the season
see details
Advert 1110PDF
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Splendid House (100 m²) in the heart of Tuscany, a few kilometres from San Gimignano, Siena and Florence. Independent entrance, for 5 people, free internet, well equipped and air-conditioned. The context is ideal for visiting the region.

Tuscany House 1,076 Sq.ft. in a property. street/avenue view

Certaldo, very nice apartment with independent entrance, fully renovated in 2016, air conditioner, internet free, well furnished and equipped, with a large terrace, two balconies and a small garden, equipped with all the necessary kitchen linens, the bathroom, the shower and the bedrooms, in a building of typical Tuscan at the heart of the village in a very quiet place. A few meters, are the main services:... House Rental in Certaldo #1110 >

  • 1 Bathroom
  • 1 Shower room
  • 1 Toilets
  • Separate kitchen
  • Dining room
  • Tv den
  • City vacation
  • Ideal for all age groups and family
  • Kids welcome
  • Setting : Characteristic, Ancient
  • Village center at <165'
  • Golf, Spa, Horse riding, Culture
2 bedrooms House for rent, Certaldo from 1 to 5 people
Dining room, Tuscany House in Certaldo - Advert 1110
Separate kitchen, Tuscany House in Certaldo - Advert 1110
Separate kitchen, Tuscany House in Certaldo - Advert 1110
Separate kitchen, Tuscany House in Certaldo - Advert 1110

$2788* Month
Contact
direct by owners
Night$167*
week$885*
2 weeks$1668*
from $93/Night*
See the rates
Up to-58%
Depending on the season
9 requests already received
see details
Advert 58716PDF
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Gli Oleandri Country House 1,940 Sq.ft. in a property. panoramic, unobscured, swimming pool, garden/park view
Swimming poolParkingHigh chair
  • 5 Bathroom
  • 5 Shower room
  • 7 Toilets
  • Living room 860 Sq.ft.
  • Separate kitchen
  • Dining area
House Rental in Castelfiorentino #58716 >
  • Countryside vacation
  • Ideal for all age groups and family groups
  • Kids welcome
  • Setting : Tranquil, Romantic
  • River at 3mi.
  • Horse riding, Fishing
  • Pets friendly
5 bedrooms House for rent, Castelfiorentino from 1 to 14 people
Country House, Country House in Castelfiorentino - Advert 58716
Single family home, Country House in Castelfiorentino - Advert 58716
View from the terrace, Country House in Castelfiorentino - Advert 58716
Swimming pool, Country House in Castelfiorentino - Advert 58716

$773* week
Contact
direct by owners
from $111/Night*
See the rates
Up to-37%
Depending on the season
51 requests already received
see details
Advert 39538PDF
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Biancospino Typical House 650 Sq.ft. in a farm setting. panoramic, country side, swimming pool, garden/park view
Swimming poolParkingHigh chair
  • 2 Bathroom
  • 2 Shower room
  • 2 Toilets
  • Living room < 100 Sq.ft
  • Separate kitchen
  • Dining area
Gîte - Self Catering Rental in Lamporecchio #39538 >
  • Countryside vacation
  • Ideal for family and all age groups
  • Kids welcome
  • Setting : Suitable for a relaxing break, Tranquil
  • River at 6mi.
  • Golf, Spa, Horse riding, Culture, Fishing
3 bedrooms Gîte - Self Catering for rent, Lamporecchio from 1 to 6 people
Cascading swimming pool, Typical House in Lamporecchio - Advert 39538
Original swimming pool, Typical House in Lamporecchio - Advert 39538
Outside accommodation, Typical House in Lamporecchio - Advert 39538
Outside accommodation, Typical House in Lamporecchio - Advert 39538

$67* Night
Contact
direct by owners
from $67/Night*
See the rates
Up to-14%
Depending on the season
Theme break
Wine tasting
13 requests already received
see details
Advert 5287PDF
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Agriturismo Tiberio Tuscany House 323 Sq.ft. in a farm setting. panoramic, unobscured, mountain, farmland view
3 Theme breaks
ParkingPlaypen
  • 3 Bathroom
  • 3 Shower room
  • 3 Toilets
  • Living room 215 Sq.ft.
  • Separate kitchen
  • Laundry room
Gîte - Self Catering Rental in Terranuova Bracciolini #5287 >
  • Countryside vacation
  • Ideal for all age groups and conference
  • Kids welcome
  • Setting : Grape region, Rural
  • River at 0.5mi.
4 bedrooms Gîte - Self Catering for rent, Terranuova Bracciolini from 2 to 12 people
Tuscany House in Terranuova Bracciolini - Advert 5287
Tuscany House in Terranuova Bracciolini - Advert 5287
Tuscany House in Terranuova Bracciolini - Advert 5287
Tuscany House in Terranuova Bracciolini - Advert 5287

$97* Night
Breakfast included
Contact
direct by owners
week$3348*
Month$13392*
from $97/Night*
See the rates
Theme break
Discover the cultural heritage
22 requests already received
see details
Advert 73659PDF
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Tenuta Lonciano Charming Villa 4,850 Sq.ft. in a luxury property. panoramic, country side, swimming pool, garden/park view
6 guest rooms
2 Theme breaks
Swimming poolParkingHigh chair
  • Living room 270 Sq.ft.
  • Sitting room 430 Sq.ft.
  • Separate kitchen
  • Dining room
  • Cosy nook
  • Reception hall
Bed and Breakfast Rental in Sesto Fiorentino in a villa #73659 >
  • Countryside vacation
  • Ideal for all age groups and couples
  • Kids welcome
  • Setting : Heavenly, Calm
  • Downtown at 3mi.
  • Culture
Bed and Breakfast for rent, Sesto Fiorentino  in a villa
Bedroom, Charming Villa in Sesto Fiorentino - Advert 73659
Bedroom, Charming Villa in Sesto Fiorentino - Advert 73659
Bedroom, Charming Villa in Sesto Fiorentino - Advert 73659
View from the patio, Charming Villa in Sesto Fiorentino - Advert 73659

$1344* Month
Contact
direct by owners
Night$56*
Weekend$112*
week$392*
2 weeks$728*
from $45/Night*
See the rates
WEEKEND IDEAS
$67* Night
12 requests already received
see details
Advert 17314PDF
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1 SPECIAL OFFER
Weekend ideas
$67* Night5 persBOOK NOW

Characteristic apartment Tuscan farmhouse in the countryside of chianti.

Country House 410 Sq.ft. in a housing estate. panoramic, country side, swimming pool, garden/park view

A quiet corner in the green hills of Chianti, where you can relax and regenerate your energies before you return to your activities. If you are looking for a holiday in a relaxing and peaceful, family atmosphere where managers will make you feel at home and will make you feel pampered .... then you have found the right place! House Rental in San Casciano in Val di Pesa #17314 >

Swimming poolParkingHigh chair
  • 1 Bathroom
  • Toilets
  • Living room
  • Separate kitchen
  • Cosy nook
  • Office
  • Countryside vacation
  • Ideal for family and all age groups
  • Kids welcome
  • Setting : Rustic
  • Bus stop / bus station at 0.5mi.
  • Horse riding, Culture
1 bedroom House for rent, San Casciano in Val di Pesa from 1 to 4 people
Countryside, Country House in San Casciano in Val di Pesa - Advert 17314
Spring, Country House in San Casciano in Val di Pesa - Advert 17314
View from the house, Country House in San Casciano in Val di Pesa - Advert 17314
View from the garden/park, Country House in San Casciano in Val di Pesa - Advert 17314
View from the apartment, Country House in San Casciano in Val di Pesa - Advert 17314
The property, Country House in San Casciano in Val di Pesa - Advert 17314

$1540* week
Contact
direct by owners
Night$246*
from $221/Night*
See the rates
Up to-20%
Depending on the season
4 requests already received
see details
Advert 36626PDF
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This holiday rental guarantees a absolute top in Tuscany holiday experience. In this unique oasis of calm and relaxation an exceptional stay is offered where discover, enjoy and relax are surprisingly combined.

Casa dei Boschi Charming Tuscany House 1,600 Sq.ft. in a hamlet. panoramic, not overlooked, country side, forest view

The 'cotton wool' are always ready to pamper you! When coming home of a cultural excursion the candles are lighted, the fireplace burns, the anti-mosquito facilities are in operation, the wooden tub is on temperature and there might be a nice Tuscan snack ready! Because the terraces are scattered around the grounds, each guest has his 'own space'. Every day the facilities are maintained and cared... House Rental in Castelnuovo dei Sabbioni - Cavriglia #36626 >

Swimming poolParkingHigh chair
  • 1 Bathroom
  • 1 Shower room
  • 2 Toilets
  • Living room 410 Sq.ft.
  • Separate kitchen
  • Dining area
  • Countryside vacation
  • Ideal for all age groups and family
  • Kids welcome
  • Setting : Bucolic, Grape region
  • Forest at 330'
  • Culture, Fishing
3 bedrooms House for rent, Castelnuovo dei Sabbioni - Cavriglia from 2 to 8 people
View from the covered terrace, Charming Tuscany House in Castelnuovo dei Sabbioni - Advert 36626
Single family home, Charming Tuscany House in Castelnuovo dei Sabbioni - Advert 36626
Single family home, Charming Tuscany House in Castelnuovo dei Sabbioni - Advert 36626
Loggia, Charming Tuscany House in Castelnuovo dei Sabbioni - Advert 36626
Charming Tuscany House, Charming Tuscany House in Castelnuovo dei Sabbioni - Advert 36626
Kitchen Area, Charming Tuscany House in Castelnuovo dei Sabbioni - Advert 36626

$1097* Month
Contact
direct by owners
week$403*
2 weeks$761*
Night$78*
from $37/Night*
See the rates
Up to-59%
Depending on the season
7 requests already received
see details
Advert 74075PDF
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Cottage in the heart of Tuscany, 4 apartments; on the ground floor with private garden, air conditioning, WiFi. The cottage has a large garden, a swimming pool with a panoramic terrace and parking.

Poggio alla Cavalla Apartment-Flat 485 Sq.ft. in a Tuscany house. panoramic, country side, swimming pool, garden/park view

Cottage consists of 4 apartments: they are all on the ground floor and have the same cost, the same size and the same quality. all have an entry private, internet wireless, heating, air conditioning, satellite tv, DVD, hair dryer, washing machine, sink, drying rack, iron and ironing board, private outdoor space equipped with a barbecue, parking. The apartments are furnished with furniture and typical... Gîte - Self Catering Rental in Lamporecchio, Apartment-Flat #74075 >

Swimming poolParkingHigh chair
  • 1 Bathroom
  • 1 Shower room
  • 1 Toilets
  • Living room 215 Sq.ft.
  • Kitchen Area
  • Dining area
  • Countryside vacation
  • Ideal for all age groups and family
  • Kids welcome
  • Setting : Tranquil, Calm
  • Forest at 1.25mi.
  • Golf, Spa, Horse riding, Culture
1 bedroom Gîte - Self Catering for rent, Lamporecchio from 1 to 4 people
View, Apartment-Flat in Lamporecchio - Advert 74075
View from the garden/park, Apartment-Flat in Lamporecchio - Advert 74075
The apartment house/building, Apartment-Flat in Lamporecchio - Advert 74075
The apartment house/building, Apartment-Flat in Lamporecchio - Advert 74075
The apartment house/building, Apartment-Flat in Lamporecchio - Advert 74075
Master bedroom, Apartment-Flat in Lamporecchio - Advert 74075

$1232* week
Contact
direct by owners
Night$190*
from $177/Night*
See the rates
Up to-35%
Depending on the season
5 requests already received
see details
Advert 22311PDF
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Beautiful apartment in farmhouse with swimming pool in Tuscany with panoramic views.

Agriturismo Poggianto Appartamento Viola Luxury Tuscany House 1,600 Sq.ft. in a charming property. panoramic, country side, swimming pool, garden/park view

Private garden, an external stone staircase leads to a large panoramic terrace on the first floor, ideal for al fresco dining and relaxing outdoors, which leads to a large living room, dominated by a beautiful fireplace, dining area and kitchenette. Three steps lead from the living room to a hallway and a large bathroom with shower. Across the Hall, a stone staircase leads to the upper floor. The sleeping... Gîte - Self Catering Rental in Poggianto - Pergine Valdarno #22311 >

Swimming poolParkingHigh chair
  • 3 Bathroom
  • 2 Shower room
  • 3 Toilets
  • Living room 380 Sq.ft.
  • Dining area
  • Cosy nook
  • Countryside vacation
  • Ideal for all age groups and large families
  • Kids welcome
  • Setting : Enchanting, Tranquil
  • River at 0.5mi.
  • Horse riding, Culture, Fishing
  • Pets friendly
3 bedrooms Gîte - Self Catering for rent, Poggianto - Pergine Valdarno from 4 to 7 people
Façade, Luxury Tuscany House in Poggianto - Advert 22311
Living room, Luxury Tuscany House in Poggianto - Advert 22311
Living room, Luxury Tuscany House in Poggianto - Advert 22311
Living room, Luxury Tuscany House in Poggianto - Advert 22311
Living room, Luxury Tuscany House in Poggianto - Advert 22311
Bedroom, Luxury Tuscany House in Poggianto - Advert 22311

$952* 2 weeks
Contact
direct by owners
week$448*
from $64/Night*
See the rates
Up to-19%
Depending on the season
21 requests already received
see details
Advert 14458PDF
Show map
Bougainville Apartment-Flat 750 Sq.ft. in a luxury main farmhouse. panoramic, unobscured, not overlooked, country side view
Parking
  • 1 Bathroom
  • 1 Shower room
  • 1 Toilets
  • Typical style kitchen
  • Tv den
  • Patio
Apartment-Flat Rental in San Casciano in Val di Pesa #14458 >
  • Countryside vacation
  • Ideal for all age groups and couples with baby
  • Kids welcome
  • Setting : Natural, Calm
  • River at 3mi.
  • Culture, Fishing
2 bedrooms Apartment-Flat for rent, San Casciano in Val di Pesa from 2 to 4 people
General, Apartment-Flat in San Casciano in Val di Pesa - Advert 14458
Façade, Apartment-Flat in San Casciano in Val di Pesa - Advert 14458
Panorama, Apartment-Flat in San Casciano in Val di Pesa - Advert 14458
Interior, Apartment-Flat in San Casciano in Val di Pesa - Advert 14458

$1568* 2 weeks
Contact
direct by owners
Night$168*
week$896*
from $105/Night*
See the rates
Up to-39%
Depending on the season
Theme break
Fairs and traditions
164 requests already received
see details
Advert 14647PDF
Show map
Agriturismo Il Boscone Farm 7,500 Sq.ft. in a farm setting. country side, swimming pool, garden/park, Vineyards view
2 Theme breaks
Swimming poolParkingHigh chair
  • 2 Shower room
  • 2 Toilets
  • Separate kitchen
  • Dining room
  • Dining area
  • Cosy nook
Gîte - Self Catering Rental in Barberino Val d'Elsa, Farm #14647 >
  • Countryside vacation
  • Ideal for all age groups and family groups
  • Kids welcome
  • Setting : Isolated, Calm
  • Via ferrata-alpinism at 3mi.
  • Gay friendly
  • Qualité tourisme
  • Festival, Horse riding, Culture, Fishing
4 bedrooms Gîte - Self Catering for rent, Barberino Val d'Elsa from 6 to 10 people
Terrace, Farm in Barberino Val d'Elsa - Advert 14647
Master bedroom, Farm in Barberino Val d'Elsa - Advert 14647
Bedroom, Farm in Barberino Val d'Elsa - Advert 14647
Bedroom, Farm in Barberino Val d'Elsa - Advert 14647


$1560* week
Contact
direct by owners
from $223/Night*
See the rates
Up to-53%
Depending on the season
12 requests already received
see details
Advert 35309PDF
Show map
VILLA FIRENZE CASA SERENA Villa 2,700 Sq.ft. in a charming property. panoramic, not overlooked, dominant, country side view
Swimming poolParkingHigh chair
  • 2 Bathroom
  • 2 Shower room
  • 1 Toilets
  • Living room 300 Sq.ft.
  • Sitting room 430 Sq.ft.
  • Large separate kitchen
Villa Rental in Montespertoli #35309 >
  • Countryside vacation
  • Ideal for all age groups and family groups
  • Kids welcome
  • Setting : Heavenly, Calm
  • Village center at 1.25mi.
5 bedrooms Villa for rent, Montespertoli from 2 to 10 people
Villa in Montespertoli - Advert 35309
Villa in Montespertoli - Advert 35309
Villa in Montespertoli - Advert 35309
Villa in Montespertoli - Advert 35309
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