VACATION RENTALS direct by owners Vacation time
IHA Vacation rentals
531390

Chianti rentals, vacation homes direct from the owners

3 Reviews
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!
159 Results
Sort the results by
Indifferent
Reviews - +
Reviews + -
Price - +
Price + -
Person(s) - +
Person(s) + -
Bedroom(s) - +
Bedroom(s) + -
Town A - Z
Town Z - A
Updated - +
Updated + -
Lodgings A - Z
Lodgings Z - A

$66* Night
Contact
direct by owners
week$462*
from $66/Night*
See the rates
Up to-44%
Depending on the season
33 requests already received
Advert 69355
Show map

Holiday home, located close to Florence, Siena and Pisa, has 8 independent apartments with swimming pool. Ideal place for a relaxing holiday.

La Certaldina Villa > 0.25 acre in a charming property. panoramic, country side, swimming pool, garden/park view

2 roomed holiday apartment with bedroom with bed canopy, separate equipped kitchen, living room with table dining, sofa-bed (for 2 persons) and TV, bathroom with shower. Private terrace with table, chairs, barbecue and parasol. The panoramic position of the holiday house is the ideal place to spend your holidays in complete relaxation and is a strategic starting point to visit the art cities of Tuscany.... Villa Rental in Certaldo #69355 >

Swimming poolTennisParking
Interior facilities
  • 1 Shower room
  • 1 Toilets
  • Living room 215 Sq.ft.
  • Kitchen Area
  • Dining room
  • Dining area
Advantages
  • Countryside vacation
  • Ideal for all age groups and family
  • Kids welcome
  • Setting : Calm, Picturesque
  • Lake at 660'
  • Ecotourism, Case & Appartamenti per vacanze
  • Festival, Horse riding, Culture, Fishing
11 bedrooms Villa for rent from 2 to 30 people
Swimming pool, Villa in Certaldo - Advert 69355
View from the garden/park, Villa in Certaldo - Advert 69355
View the advert

$1532* week
Contact
direct by owners
from $219/Night*
See the rates
Up to-53%
Depending on the season
13 requests already received
Advert 35309
Show map

It is part of a farmhouse, dating back to the 15th century. The villa was restored, is independent and surrounded by old pine and cypress trees which adorn a large, adjoining terraced garden.

VILLA FIRENZE CASA SERENA Villa 2,700 Sq.ft. in a charming property. panoramic, not overlooked, dominant, country side view

Located on the hills surrounding Montespertoli, the city of the Chianti wine, it has a wonderful, large view upon the vineyards and olive-trees. This Tuscan villa has 2 floors of 250 m² and 300 m² respectively. There is a terrace-solarium with covered loggia and portico, as well as 5000 m² of park/garden. On the ground floor: entrance-hall, a large living/ dining area with fireplace and TV, tea-room,... Villa Rental in Montespertoli #35309 >

Swimming poolParkingHigh chair
Interior facilities
  • 2 Bathroom
  • 2 Shower room
  • 1 Toilets
  • Living room 300 Sq.ft.
  • Sitting room 430 Sq.ft.
  • Large separate kitchen
Advantages
  • 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 from 2 to 10 people
Villa in Montespertoli - Advert 35309
Villa in Montespertoli - Advert 35309
View the advert

$770* 2 weeks
Contact
direct by owners
week$385*
Month$1540*
from $52/Night*
See the rates
Up to-42%
Depending on the season
40 requests already received
Advert 58412
Show map

Located in the heart of Tuscany, just 12 Km from San Gimignano and 10 Km from Gambassi Terme.

Gabry Apartment-Flat 485 Sq.ft. in a resort. panoramic, country side, swimming pool, village view

The apartment is situated within a village, consisting of elegant suites and apartments in an exclusive Resort with a swimming pool, private garden area reserved for children's games and animation, all immersed in the peace of the Tuscan countryside. The apartment has a living-room/kitchen with double sofa bed, a large bedroom with panoramic view, bathroom with shower and a well-equipped private garden.... Apartment-Flat Rental in Gambassi Terme #58412 >

Swimming poolTennisParking
Interior facilities
  • 1 Bathroom
  • 1 Shower room
  • 1 Toilets
  • Typical style kitchen
  • 1 Full bed(s)
  • 1 Sleeper sofa(s) 2 pers
Advantages
  • Countryside vacation
  • Ideal for couples with baby and honeymoon
  • Kids welcome
  • Setting : Enchanting, Romantic
  • Forest at <165'
  • Ecotourism, Castles and Traditional Residences
  • Golf, Thalasso, Spa, Horse riding, Culture, Fishing
1 bedroom Apartment-Flat for rent from 1 to 4 people
View from the property, Apartment-Flat in Gambassi Terme - Advert 58412
Façade, Apartment-Flat in Gambassi Terme - Advert 58412
View the advert

$880* week
Contact
direct by owners
from $127/Night*
See the rates
Up to-11%
Depending on the season
7 requests already received
Advert 34637
Show map

The privilege of being alone in the quiet of the Tuscan countryside. A farmhouse, in the incomparable setting of the Tuscan countryside.

La Selvaccia Country House 750 Sq.ft. in a farm setting. panoramic, not overlooked, dominant, country side view

Surrounded by forests of oak and chestnut trees, vineyards, olive groves and fields where horses graze on the farm, in the absolute peace and tranquility of the Tuscan countryside, lies the farm, the perfect place to find intimacy and taste of living in contact with nature and warmth of hospitality. The main house and adjoining annexe, both in stone, were restored with great love by the owners, respecting... Gîte - Self Catering Rental in Pietraviva - Bucine #34637 >

Swimming poolParking
Interior facilities
  • 2 Bathroom
  • 1 Shower room
  • 2 Toilets
  • Living room 323 Sq.ft.
  • Sitting room 345 Sq.ft.
  • Typical style kitchen
Advantages
  • Countryside vacation
  • Ideal for couples and honeymoon
  • Kids welcome
  • Setting : Suitable for a relaxing break, Grape region
  • High class retailers at 18.5mi.
  • Spa, Horse riding
1 bedroom Gîte - Self Catering for rent for 2 people
Country House in Pietraviva - Advert 34637
Single family home, Country House in Pietraviva - Advert 34637
View the advert


$1078* Month
Contact
direct by owners
week$396*
2 weeks$748*
Night$77*
from $36/Night*
See the rates
Up to-59%
Depending on the season
10 requests already received
Advert 74075
Show map

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
Interior facilities
  • 1 Bathroom
  • 1 Shower room
  • 1 Toilets
  • Living room 215 Sq.ft.
  • Kitchen Area
  • Dining area
Advantages
  • 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 from 1 to 4 people
View, Apartment-Flat in Lamporecchio - Advert 74075
View from the garden/park, Apartment-Flat in Lamporecchio - Advert 74075
View the advert

$2090* Month
Breakfast included
Contact
direct by owners
Night$99*
Weekend$187*
week$671*
2 weeks$1309*
from $70/Night*
See the rates
Up to-31%
Depending on the season
Theme break
Hikes
3 requests already received
Advert 61550
Show map

You want to stay in an atmosphere of a noble past, enjoying the comforts of modern life? Blueberry offers a perfect stay!

Villa Humbourg Luxury Tuscany House 970 Sq.ft. in a luxury property. panoramic, not overlooked, dominant, country side view
1 guest room
2 Theme breaks

On the first floor of the villa with independent entrance, the apartment consists of two rooms which are elegantly furnished with antique furniture, a large living room and two bathrooms of luxury. In the largest bathroom and that you will be pampered by a hot air around pool, where you can relax after a day exploring the region. A continental breakfast is served in your room. In a room to share, you... Bed and Breakfast Rental in Certaldo in a Tuscany house #61550 >

ParkingHigh chairStroller
Interior facilities
  • Living room 380 Sq.ft.
  • Mezzanine
  • T.V.
  • Crockery/flatware
  • Wifi
  • Hair dryer
Advantages
  • Countryside vacation
  • Ideal for all age groups and sporty types
  • Kids welcome
  • Setting : Suitable for a relaxing break, Romantic
  • Forest at 330'
  • Horse riding, Culture
  • Pets friendly
Bed and Breakfast for rent  in a Tuscany house
The apartment, Luxury Tuscany House in Certaldo - Advert 61550
The apartment, Luxury Tuscany House in Certaldo - Advert 61550
View the advert

$61* Night
Contact
direct by owners
from $61/Night*
See the rates
Theme break
Wine tasting
259 requests already received
Advert 33114
Show map

Family organic winery in the hearth of Chianti Classico area!!!!!!!!!!!!!!!

Podere Campriano Farm in a farm setting. panoramic, dominant, country side, Vineyards view
1 Theme break

Our estate is a family winery situated in the hearth of Chianti Classico area, between Florence, 25 km and Siena, 35 km. The estate is surrounded from vineyards and olive trees of our property, immersed in a quiete and relaxing atmosphere but very near the town, reachable in 5 minutes by walk. The house dispose of two suites, one for two persons, one for a family of maximum 4 persons, one apartment... Gîte - Self Catering Rental in Greve in Chianti, Farm #33114 >

Swimming poolParking
Interior facilities
  • 5 Bathroom
  • 5 Shower room
  • 5 Toilets
  • Living room 270 Sq.ft.
  • Separate kitchen
  • Dining room
Advantages
  • Countryside vacation
  • Ideal for all age groups and couples
  • Kids welcome
  • Setting : Calm, Serene
  • 18 hole golf course at 6mi.
5 bedrooms Gîte - Self Catering for rent from 1 to 12 people
Dining room, Farm in Greve in Chianti - Advert 33114
Separate kitchen, Farm in Greve in Chianti - Advert 33114
View the advert

$28* Night
Contact
direct by owners
week$385*
from $28/Night*
See the rates
Up to-38%
Depending on the season
67 requests already received
Advert 6162
Show map

Apartments in an ancient village of 1200 in the Chianti, near Florence, Pisa, Siena with swimming pool and WIFI.

Fattoria Semifonte Country House 860 Sq.ft. in a private property. panoramic, country side, swimming pool, Vineyards view

If you want to relax in the heart of Tuscany, immersed in the green hills of Chianti and surrounded by beautiful landscapes, you can do it from us at Petrognano. Rich in vegetation and wide valleys, the farm is the ideal place to spend wonderful moments immersed in the pleasures of unspoilt nature. The company offers accommodation in apartments for 2 or 4 people, away from the main road, independents... Gîte - Self Catering Rental in Petrognano Semifonte - Barberino Val d'Elsa #6162 >

Swimming poolParkingHigh chair
Interior facilities
  • 1 Bathroom
  • 1 Shower room
  • 1 Toilets
  • Living room 215 Sq.ft.
  • Separate kitchen
  • Cosy nook
Advantages
  • Countryside vacation
  • Ideal for all age groups and family
  • Kids welcome
  • Setting : Tranquil, Rustic
  • Village center at 1.85mi.
  • Case & Appartamenti per vacanze
  • Horse riding, Culture
  • Pets friendly
2 bedrooms Gîte - Self Catering for rent from 2 to 4 people
View, Country House in Petrognano Semifonte - Advert 6162
View from the property, Country House in Petrognano Semifonte - Advert 6162
View the advert

$440* week
Contact
direct by owners
from $64/Night*
See the rates
Up to-46%
Depending on the season
39 requests already received
Advert 66495
Show map

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
Interior facilities
  • 1 Bathroom
  • Shower room
  • Toilets
  • Living room 215 Sq.ft.
  • Separate kitchen
  • Dining area
Advantages
  • 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 from 1 to 4 people
View from the kitchen, Apartment-Flat in Montignoso - Advert 66495
Kitchen, Apartment-Flat in Montignoso - Advert 66495
View the advert

$2662* week
Contact
direct by owners
Night$458*
from $381/Night*
See the rates
Up to-53%
Depending on the season
16 requests already received
Advert 73736
Show map

Inside in the Gallo Nero area, among: vineyards, olive trees and old cypress forests. Within a true Chianti farm. Among the major art centers of Tuscany: Florence, Siena, San Gimignano, Monteriggioni, Volterra.

Vegi Villa 3,300 Sq.ft. in a farm setting. panoramic, dominant, swimming pool, Vineyards view

OUR DIRECT SERVICES: Internet access via wifi network. Upon arrival a bottle of our fine Chianti Classico. Half or full board by two restaurants within 5 minutes drive from here. We can arrange: breakfast; wine tasting, oil and typical products; cooking courses; guided tour of the farm and the historic cellars. At reservation send our guide with a lot of useful information: the best restaurants or... Gîte - Self Catering Rental in Castellina in Chianti, Villa #73736 >

Swimming poolParkingHigh chair
Interior facilities
  • 8 Bathroom
  • 7 Shower room
  • 8 Toilets
  • Sitting room 1,076 Sq.ft.
  • Separate kitchen
  • Dining room
Advantages
  • Countryside vacation
  • Ideal for family groups and group
  • Setting : Rustic, Grape region
  • 18 hole golf course at 12.5mi.
  • Horse riding, Fishing
8 bedrooms Gîte - Self Catering for rent from 1 to 28 people
Villa in Castellina in Chianti - Advert 73736
Façade, Villa in Castellina in Chianti - Advert 73736
View the advert

$495* week
Contact
direct by owners
Night$72*
from $72/Night*
See the rates
Up to-35%
Depending on the season
7 requests already received
Advert 1110
Show map

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.

Apartment-Flat 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:... Apartment-Flat Rental in Certaldo #1110 >

Parking
Interior facilities
  • 1 Bathroom
  • 1 Shower room
  • 1 Toilets
  • Separate kitchen
  • Dining room
  • Tv den
Advantages
  • 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 Apartment-Flat for rent from 1 to 5 people
Tv den, Apartment-Flat in Certaldo - Advert 1110
Tv den, Apartment-Flat in Certaldo - Advert 1110
View the advert

$66* Night
Contact
direct by owners
week$539*
from $66/Night*
See the rates
Up to-25%
Depending on the season
136 requests already received
Advert 74226
Show map

Apartment in farm 10 Km from Florence, with garden, typical dwelling

Agriturismo Podere Capiteto Charming Old Farm 750 Sq.ft. in a charming property. panoramic, not overlooked, country side, swimming pool view

The farm is a small complex of ' charm ' of the 12th/13th century, which lies in the hills of Chianti, just 8 Km from Florence. The farm produces organic olive oil, a small amount of Chianti wine, fruit, vegetables and jams. It's the ideal place for those who want to visit Florence, but to stay just outside the city, the hills, to enjoy greater peace of mind (a bit far away from the bustle and the... Gîte - Self Catering Rental in Monte Oriolo - Impruneta #74226 >

Swimming poolParkingBaby potty
Interior facilities
  • 1 Bathroom
  • 1 Shower room
  • 1 Toilets
  • Living room 323 Sq.ft.
  • Kitchen Area
  • Dining area
Advantages
  • Countryside vacation
  • Ideal for all age groups and family groups
  • Kids welcome
  • Setting : Calm, Natural
  • Stretch of water at <165'
  • Charmance, Castles and Traditional Residences
  • Golf, Festival, Horse riding, Culture
  • Pets friendly
1 bedroom Gîte - Self Catering for rent from 2 to 3 people
Panorama, Charming Old Farm in Monte Oriolo - Advert 74226
View, Charming Old Farm in Monte Oriolo - Advert 74226
View the advert

Breakfast included
Contact
direct by owners
1 request already received
Advert 35367
Show map

This farm in San Gimignano is the ideal place to experience a vacation in a real farmhouse in the Tuscan countryside.

Charming Old Farm in a charming property. panoramic, country side, garden/park, prairie view

Situated in the land of Chianti, halfway between Siena and Florence and in a strategic position for visiting Certaldo, Volterra, Monteriggioni, Pisa, Lucca, Arezzo, Pienza and Montalcino this farm with its splendid panoramic position on a hill, in the Tuscan countryside of vineyards and olive groves, is one of the best farms in Tuscany where you can spend a holiday full of taste, relax, nature, excitement... Gîte - Self Catering Rental in San Gimignano #35367 >

Swimming poolParkingHigh chair
Interior facilities
  • 19 Full bed(s)
  • 20 Twin bed(s)
  • 1 Baby cradle
  • T.V.
  • T.v points
  • Phone
Advantages
  • Countryside vacation
  • Kids welcome
  • Setting : Tranquil, Romantic
  • Downtown at 1.85mi.
  • Horse riding, Culture
Gîte - Self Catering for rent from 30 to > 30 people
View the advert

$385* week
Contact
direct by owners
Night$61*
from $55/Night*
See the rates
Up to-16%
Depending on the season
Advert 19560
Show map

Historical building! 16th century Villa surrounded by olive groves. Free Wifi and private parking. Car not necessary. Close to shops and restaurants. Bus stop to Florence (12 Km) in front of entrance gate. Perfectly located.

Villa Saladini Luxury Villa > 0.25 acre in a luxury property. panoramic, country side, garden/park, farmland view
4 guest rooms

Wonderful Renaissance Tuscan Villa, dating back to the first half of 1500, surrounded by huge park and olive groves. The Villa belongs to the same family for generations and offers 4 spacious and elegant apartments with 2 or 4 beds. All apartments are self-catered and fully furnished with period furniture and paintings belonging to the family collection. High ceilings with exposed beams, on the ground... Bed and Breakfast Rental in Impruneta in a villa #19560 >

ParkingHigh chairInfant tub
Advantages
  • Countryside vacation
  • Ideal for all age groups
  • Kids welcome
  • Setting : Romantic, Historical
  • Forest at 330'
  • Golf, Horse riding, Culture
Bed and Breakfast for rent  in a villa
Luxury Villa, Luxury Villa in Impruneta - Advert 19560
The apartment house/building, Luxury Villa in Impruneta - Advert 19560
View the advert

$165* Night
Contact
direct by owners
week$3465*
Weekend$1155*
from $165/Night*
See the rates
Up to-56%
Depending on the season
7 requests already received
Advert 32109
Show map

Tuscany. The 13rd place among the best destinations in the world and in the Top of the # 1 best wine destinations. The home of Dante and Da Vinci; fiorentina and Chianti. Recreation, culture and wellbeing.

Petrea Villa 5,400 Sq.ft. in a private property. panoramic, dominant, country side, swimming pool view

Is a historic villa built in the 18th century by the Lords of Florence for their hunting. Built of stone, in typical leopoldino, with two towers, is located on a hill overlooking, with its elegance, the surrounding landscape. From the villa you can enjoy a fascinating landscape consisting of the typical Tuscan countryside, the small town of Bucine and, in the distance, the hills of chianti. In the... Villa Rental in Bucine #32109 >

Swimming poolParkingHigh chair
Interior facilities
  • 9 Bathroom
  • 8 Shower room
  • 9 Toilets
  • Living room 194 Sq.ft.
  • Sitting room 600 Sq.ft.
  • Separate kitchen
Advantages
  • Countryside vacation
  • Ideal for all age groups and family groups
  • Kids welcome
  • Setting : Exclusive, Pleasant
  • 18 hole golf course at 31mi.
  • Horse riding, Culture
8 bedrooms Villa for rent from 8 to 20 people
Façade, Villa in Bucine - Advert 32109
Pool view, Villa in Bucine - Advert 32109
View the advert