Home Vacation Rentals By Owner In Gaiole In Chianti, TOS

Showing 20 Of 99 Vacation Rentals
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$2504.38

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Villa

Private and Peaceful Medieval Villa in the heart of Chianti

Gaiole In Chianti, Province of Siena, Italy

Tenuta di San Giusto; a very peaceful and characteristic villa dated from the year 1000. Situated in the municipality of Gaiole in Chianti. Only a five minute drive from Radda in Chianti, where many local delicatesse stores are. brbrThe spacebrTenuta di San Giusto can host up to sixteen people. The villa has six matrimonial bedrooms good for twelve guests (two guests in each room) and one family suite (good for four guests) Every bedroom has its own bathroom, airconditioning, closet, locker, draw.brbrFor more videos and photos of our property, please check our website or social media pages.brbrGuest accessbrOn this advertisement we rent out the entire villa, which means you have the exclusive use of the entire villa. Furthermore, there are two living rooms, two dining areas, a kitchen, three terraces, a swimmingpool and a massive outside field / garden.brbrOther things to note: The staff stays at a secluded part of the house to take care of the maintenance of the villa.brFood is not included. In case you would like to organize a dinner, lunch or brunch, we are more than happy to recommend a catering service. brbrFurthermore, we do breakfasts, winetastings and cooking classes ONLY ON REQUEST. brbrWe ONLY accept requests for OVERNIGHT STAYS. We DON'T accept or respond to requests regarding organizing EVENTS at our property. We do many events at our property such as weddings, but we don't accept any request through any platform.
Bed 7

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Bath 7

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Sleep 18

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Exceptional(6)

$851.17

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Villa

Villa Radda by MMega

Gaiole In Chianti, Toscana, Italy

External DescriptionbrbrVilla Radda is located in the countryside of Gaiole in Chianti. The property is accessed through a short tree-lined path, along which you can admire a wonderful panorama of the surrounding landscape.brThe villa boasts a large private garden (4,000 sqm) on 3 sides, decorated with many ancient jars, plants and flowers.brAt guests' disposal also a lovely swimming pool (8 x 4 m, open from 1st June to the end of September), a dining table and a barbecue, perfect for tasty grills with friends.brThe owner of the villa is a wine producer so you can book with him a visit to his cellars with wine tasting.brPlease note that it is strictly forbidden to enter the villa by personnel or other people from outside the building, for example chefs, waiters or any other professional figure, unless previously authorized by the management.brbrInternal DescriptionbrbrThe property, spread over 2 floors, can accommodate up to 12 people for a total of 6 bedrooms and 5 bathrooms.brbrGround floor: A rustic room with tavern, wooden dining table and stone fireplace welcomes us. Following is a guest bathroom.brbrFirst floor: On the first floor there is a spacious living area, furnished with sofas, armchairs, fireplace and a long wooden dining table.brThen you will find a large fully equipped kitchen (with dishwasher, oven, microwave, refrigerator, freezer and breakfast table).brLastly, there are 6 large bedrooms with double beds (3 of which are splittable) and 4 bathrooms (3 with shower and 1 with bathtub and shower). The 3 bedrooms with non-splittable beds are equipped with air conditioning.brAll windows have mosquito screens. Pets are not allowed.brbrIT052013B593L7T5GCbrbrPrices and conditionsbrbrIncluded in the price: Utilities (water only); house, garden and pool maintenance; Internet Wifi.brbrExcluded from the price: Final cleaning (200.00€); electricity according to consumption; flat rate heating if used (200.00€ per week); other extra services on request. Tourist tax (the amount usually varies, depending on location, from 0,50€ to 4.00€ per person per night for a maximum of seven nights, excluding minors, and will be paid upon arrival).brbrSecurity deposit: Customers are required to pay 500.00€ security deposit upon arrival (cash), which will be returned at the end of the stay upon damages.
Bed 6

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Bath 5

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Sleep 12

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$1440.62

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Villa

Villa Agresto, Gaiole in Chianti, Siena and Chianti

Gaiole In Chianti, Siena and Chianti, Italy

Agresto sits on its own private hilltop, decorated with vineyards manicured by the Ricasoli estate. With 360-degree surroundings of exquisite Italian countryside and a classic Tuscan interior decor, Agresto is a secluded idyllic retreat in the Chianti hills of the Siena. The views of the vineyards, olive groves and forests, all stretching outwards to the horizon, are spectacular, and the sunny private pool area is the perfect place from which to admire them.brbrOf course, the views are magnificent from all angles, but the design and architecture of the stone crafted house mustn’t be ignored. The rooms are well-equipped and nicely spaced out from each other, but it also has the distinctly cosy atmosphere of a family home. There’s a seamless authenticity to the designs, from the exposed wood ceiling beams to the sleek tiled bathrooms, to the subtle colour schemes. The dining room and lavishly equipped kitchen make it a superb choice for anyone looking to show off their cooking and hosting skills, and the bedrooms are exceptionally classy and comfortable.brbrbrbrIdeally situated in central Chianti – world-famous for its food, wine and natural beauty – Agresto is a great place to relax and a great base from which to explore. You don't need to go far, the heart of the Ricasoli estate is 2.5km away and offers castle tours, wine tastings, a bar and a first-class restaurant. The Ricasoli family created the modern Sangiovese grape-based Chianti wine recipe in the late 19th Century and have been producing wine on the estate for 800 years. The current Baron Ricasoli still resides in the nearby Brolio Castle and hosts wine tastings on request.brbrbrbrBeyond the Ricasoli estate, the Chianti life continues. The towns of Gaiole 8.5km away and Castelnuovo Berardenga 11.5km away are packed with artisan products, bars and restaurants to discover while the renaissance cities of art Siena at 20km and Florence at 65km are a day trip away.brbrbrbrIf you're looking for a Chianti villa it doesn't come more Chianti than this!brbrGround FloorbrbrDining RoombrbrDining table with 12 chairs.brbrKitchenbrbrFully equipped kitchen, gas hob with 4 rings, island, 2 stools.brbrBedroom 1brbrDouble bed (can be converted into twin beds if requested when booking), wardrobe, chest of drawers, chair.brbrEn-suite BathroombrbrShower, bidet, sink, WC.brbrBedroom 2brbrDouble bed (cannot be converted into twin beds), chest of drawers, 2 chairs.brbrEn-suite BathroombrbrShower, bidet, sink, WC.brbrFirst FloorbrbrAtriumbrbrSofabrbrLoungebrbr2 sofas, 2 armchairs, TV, open fireplace, desk and chair.brbrBedroom 3brbrPair of twin beds (cannot be converted into a double bed), wardrobe, chest of drawers, desk and chair, chair.brbrBedroom 4brbrDouble bed (can be converted into twin beds if requested when booking), wardrobe, chest of drawers.brbrBedroom 5brbrPair of twin beds (cannot be converted into a double bed), wardrobe, chest of drawers.brbrEn-suite BathroombrbrShower, bidet, sink, WC.brbrBedroom 6brbrDouble bed (cannot be converted into twin beds), chest of drawers, chair.brbrEn-suite BathroombrbrShower, bidet, sink, WC.brbrBathroombrbrBathtub with shower attachment, bidet, sink, WC.brbrbrbrPrivate Pool:brbrLength: 12 metresbrbrWidth: 6 metresbrbrDepth: 1.2 to 2.0 metresbrbrEntrance: Metal ladderbrbrOpening times: May to SeptemberbrbrFenced: YesbrbrFurnished: Sunloungers and parasolsbrbrCleansed: ChlorinebrbrDistance from villa: 20 metres
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Bath 5

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$232.25

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Apartment

Mastro 3, San Sano, Gaiole in Chianti, Siena and Chianti

Gaiole In Chianti, Siena and Chianti, Italy

An authentic Chianti village, San Sano allows you to immerse yourself in the charm and character of Tuscan life. Originally part of a winery estate, the Tuscan stone buildings have been sympathetically restored into cottages and apartments with their own outdoor space. The pool is exclusive to the cottages and apartments at the resort. There is a delightful family restaurant with small bar/grocery/wine shop within the village, where you can dine al fresco to enjoy seasonal Tuscan food.brbrbrbrWhile enjoying your new Chianti lifestyle, you might plan day trips to the cultural delights of Siena and Florence, or stay closer to home to enjoy the local Chianti towns of Radda and Gaiole. San Sano is found on 'the road of castles' and 10km from the Chianti's most famous castle; Castello di Brolio, a family owned winery open for tours, wine tastings and a first class restaurant.brbrAbout the villabrbrTwo storey cottage with pretty courtyard and gardenbrbrGround FloorbrbrbrbrKitchenbrbrFully equipped kitchen with gas hobs, American style fridge freezerbrbrbrbrDinerbrbrDining table for 8, door to outdoor areabrbrbrbrLoungebrbrTriple sofa, two armchairs, TVbrbrbrbrBathroom brbrShower, sink, WCbrbrbrbrFirst FloorbrbrbrbrBedroom 1 (low ceiling)brbrDouble bed (Can be converted into twin), wardrobe, chest of drawersbrbrbrbrBathroom brbrBath with hand held shower head, sink, WCbrbrbrbrBedroom 2 (low ceiling)brbrSingle bed, sofa bed, wardrobebrbrbrbrBathroom brbrShower, sink, WCbrbrbrbrShared PoolbrbrLength: 14 metresbrbrWidth: 7 metresbrbrDepth: 1.5 metresbrbrEntrance: Metal ladderbrbrOpening times: May to SeptemberbrbrFenced: YesbrbrFurnished: Sunloungers and parasolsbrbrCleansed: ChlorinebrbrDistance from villa: Under 70 metres
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$215.82

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Pergola, Montebuoni, Gaiole in Chianti, Siena and Chianti

Gaiole In Chianti, Siena and Chianti, Italy

Once a wine and olive oil producing estate, Montebuoni's original stone buildings have been restored into cottages and apartments that recreate the feeling of an authentic Tuscan hamlet. Situated along the crest of its own gently rolling hill, Montebuoni has wonderful, picture postcard views that delight the eye in all directions. This place unwinds you in the beauty of it’s natural setting.brbrbrbrWhile taking your front row seat to view the sunset over Chianti Classico's most prestigious vineyards you can plan a day trip to Siena, Florence and San Gimignano or a walk to the nearby village of Lecchi in Chianti to soak up your new way of life. If you're feeling more energetic, you may take time out for an early morning run, swim or bike ride. Private to the residence of this resort there is a swimming pool, a childrens pool and astro-turf tennis court and it is car free with parking at the entrance.brbrbrbrThe quaint village of Lecchi in Chianti is 4km driving distance from Montebuoni. However it is also possible to walk the 1.5km to Lecchi via a well maintained, hilly path. Also within walking distance is the village San Sano. The popular Chianti town Radda in Chianti is only a 15 minute drive away.brbrbrbrAbout the villabrbrFirst floor apartment with covered dining terrace with super views.brbrbrbrFirst FloorbrbrbrbrKitchen DinerbrbrFully equipped kitchen, small fridge/freezer, gas hob with 4 rings. Dining table for 6, open fire place.brbrbrbrSecond FloorbrbrbrbrLoungebrbrTriple sofa, arm chair, TVbrbrbrbrBedroom 1brbrDouble bed (can be converted into twin with mobile bed), hanging space, chest of drawers.brbrbrbrEn suite Bathroom 1brbrShower, bidet, sink, WC.brbrbrbrBedroom 2brbrDouble bed (cannot be converted into twins), hanging space, chest of drawers.brbrbrbrBathroom 2brbrShower, bidet, sink, WC.brbrbrbrLaundry room (communal)brbrwashing machinebrbrbrbrShared PoolbrbrLength: 15 metresbrbrWidth: 7.5 metresbrbrDepth: 1.5 metresbrbrEntrance: Roman stepsbrbrOpening times: April to OctoberbrbrFenced: YesbrbrFurnished: Sunloungers and parasolsbrbrCleansed: ChlorinebrbrDistance from villa: 100 metresbrbrbrbrTennis CourtbrbrSurface: Astro-turfbrbrPlaying equipment: Not providedbrbrDistance from villa: 150 metres
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$196.1

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Bacco, Montefiorile, Gaiole in Chianti, Siena and Chianti

Gaiole In Chianti, Siena and Chianti, Italy

A Chianti Classico hillside resort, Montefiorile's cottages are nestled on a south bank with magnificent views across rolling hills carpeted with vines. The hillside structures, all with their own private garden/terrace and charming terra cotta floors and ceilings, are placed to reveal vistas from every corner. While the surrounding oak trees give shaded sanctuary from the midday sun, the swimming pool, private to the resort, offers the chance of a cooling dip. Nights bring out nature, you'll sit back and watch the wildlife play and the twinkling distant stars in the black sky.brbrbrbrWhile taking your front row seat to view the sunset over Castello di Ama's prestigious Montebuoni vineyards you can plan a day trip to Siena, Florence and San Gimignano or a walk to the nearby village of Lecchi in Chianti to soak up your new way of life. Foodies will have the Chianti towns of Radda and Gaiole in their sights for typical artisanal delights. If you're feeling more energetic, you may take time out for an early morning run or bike ride among some of Tuscany's finest landscapes.brbrbrbrInside the resort it is car free, the hillside position means there are steps to reach each cottage. We recommend Montefiorile for adults only to promote a quiet and peaceful environment throughout the summer.brbrAbout the villabrbrSemi detached villa with furnished veranda and garden, providing breathtaking views over the Chianti vineyards and olive groves.brbrGround FloorbrbrbrbrLounge DinerbrbrSofa, chairs, TV, dining table for 4, double doors leading to terracebrbrbrbrKitchenbrbrFully equipped kitchen, gas hobs, a free standing fridge/freezer.brbrbrbrMaster bedroombrbrDouble bed (Can be converted to twin), wardrobe and double doors leading out onto a furnished terrace.brbr(Air conditioning available only in the master bedroom for an extra cost.)brbrbrbrEnsuite bathroombrbrShower, bidet, sink, WC brbrbrbrBedroom 2brbrTwin beds (Cannot be converted into a double), wardrobebrbrbrbrBedroom 3brbrSingle bed, wardrobe.brbrbrbrBathroom 2brbrShower, sink, WCbrbrbrbrShared PoolbrbrLength: 13 metresbrbrWidth: 5 metresbrbrDepth: 1.5 metresbrbrEntrance: Roman stepsbrbrOpening times: April to OctoberbrbrFenced: YesbrbrFurnished: Sunloungers and parasolsbrbrCleansed: SaltbrbrDistance from villa: Max 90 metres
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Timo, Castellare in Chianti, Gaiole in Chianti, Siena and Chianti

Gaiole In Chianti, Siena and Chianti, Italy

Castellare in Chianti's cottages and apartments are nestled in the woods in the uplands of Gaiole in Chianti 8 Km from the town, convenient for traditional niceties. Restored from ancient ruins by the Florentine family who take care of guests at the resort, each holiday cottage/apartment has its own furnished terrace that opens into the resort, ideal for those who seek contact with other guests. The surrounding pine forest means shaded sanctuary from the midday sun and the swimming pool that private to the resort, offers the chance of cooling dip. Nights bring out nature, you'll sit back and watch the wild life play and the twinkling distant stars in the black sky.brbrbrbrFamilies with children appreciate the small playground, table tennis, table football and Tuscan boules court at the resort. Walkers and bikers venture out to drop themselves into nature via the many marked trails through the pine and oak forest of Monte Luco. Day-trippers are enticed to San Gimignano, Florence and Siena or stay locally where the village of Castagnoli is 3.5 Km away and has two restaurants and two wineries.brbrAbout the villabrbrFirst floor Tuscan apartment with a pretty furnished terrace below the entrance, perfect for dining al fresco.brbrFirst FloorbrbrbrbrKitchen/diner/loungebrbrFully equipped kitchenette with gas hob, fridge-freezer, dining table for 6, sofa, TVbrbrbrbrBedroombrbrDouble bed (Cannot be converted into twin), chest of drawers,brbrbrbrBathroombrbrShower, bidet, sink, WCbrbrbrbrShared PoolbrbrLength: 12 metresbrbrWidth: 6 metresbrbrDepth: 0.8 - 2.1 metresbrbrEntrance: Metal laddersbrbrOpening times: May to OctoberbrbrFenced: YesbrbrFurnished: Sunloungers and parasolsbrbrCleansed: ChlorinebrbrDistance from villa: 7 metres
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$128.18

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Casa Barbara, Montebuoni, Gaiole in Chianti, Siena and Chianti

Gaiole In Chianti, Siena and Chianti, Italy

Once a wine and olive oil producing estate, Montebuoni's original stone buildings have been restored into cottages and apartments that recreate the feeling of an authentic Tuscan hamlet. Situated along the crest of its own gently rolling hill, Montebuoni has wonderful, picture postcard views that delight the eye in all directions. This place unwinds you in the beauty of it’s natural setting.brbrbrbrWhile taking your front row seat to view the sunset over Chianti Classico's most prestigious vineyards you can plan a day trip to Siena, Florence and San Gimignano or a walk to the nearby village of Lecchi in Chianti to soak up your new way of life. If you're feeling more energetic, you may take time out for an early morning run, swim or bike ride. Private to the residence of this resort there is a swimming pool, a childrens pool and astro-turf tennis court and it is car free with parking at the entrance.brbrbrbrThe quaint village of Lecchi in Chianti is 4km driving distance from Montebuoni. However it is also possible to walk the 1.5km to Lecchi via a well maintained, hilly path. Also within walking distance is the village San Sano. The popular Chianti town Radda in Chianti is only a 15 minute drive away.brbrbrbrAbout the villa brbrGround floor apartment with shaded dining terrace with courtyard views.brbrGround FloorbrbrbrbrKitchen Diner LoungebrbrFully equipped kitchen, fridge/freezer, gas hob with 4 rings, dining table for 3, corner sofa, coffee table, TV, Welsh dresser, door to terrace (entrance) table with 4 chairs.brbrbrbrBedroombrbrDouble bed (cannot be converted into twin beds), wardrobe, drawers.brbrbrbrBathroombrbrShower, bidet, sink, WC.brbrbrbrLaundry room (communal)brbrWashing machinebrbrbrbrShared PoolbrbrLength: 15 metresbrbrWidth: 7.5 metresbrbrDepth: 1.5 metresbrbrEntrance: Roman stepsbrbrOpening times: April to OctoberbrbrFenced: YesbrbrFurnished: Sunloungers and parasolsbrbrCleansed: ChlorinebrbrDistance from villa: 100 metresbrbrbrbrTennis CourtbrbrSurface: Astro-turfbrbrPlaying equipment: Not providedbrbrDistance from villa: 150 metres
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$247.59

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Villa

La Rana, Gaiole in Chianti, Siena and Chianti

Gaiole In Chianti, Siena and Chianti, Italy

Perfect for small groups of friends or a family of four who favour both privacy and proximity to local village life, this well-appointed villa is a one-minute stroll from the nearest restaurant and grocery store. It’s an atmospheric little spot, too, situated in medieval San Sano, one of the best-preserved villages in Chianti, and a short drive from Siena, putting cuisine and culture are on your doorstep.brbrThe villa’s open-plan layout creates a sociable space and blends well with rustic features including stone walls, brick arches, terracotta tiles, wooden beams and an open fireplace. Upstairs, the bedrooms, which have graceful vaulted beamed and tiled ceilings, offer lovely views across the grounds to the village and the gently rolling hills beyond. Outside, the landscaped garden has two terraces, either of which are perfect for relaxing with a glass of Chianti (what else ), and a private pool with vineyard views, which may well have produced that very same wine.brbrbrbrThis attractive rural retreat offers well-maintained, gardens laid with pristine lawns, foliage and cypress trees and a secluded spot for a sundowner or al fresco dinner under the pretty raised pergola. The highlight, however, has to be the alluring postcard-perfect view, holiday snaps of which will be the envy of your friends and family. The turquoise pool will prove too inviting not to swim off a little of that local pasta.brbrGround FloorbrbrbrbrLoungebrbrStairs to the first floor, sofa, armchair, smart TV, side table, two sideboards, fireplace, door to furnished terrace.brbrbrbrKitchen-DinerbrbrFully equipped kitchen, table and chairsbrbrbrbrBathroom brbrBath with handheld shower, sink, WC.brbrbrbrLaundry roombrbrFully equipped.brbrbrbrFirst FloorbrbrbrbrLoungebrbrSofa, armchair, TV, coffee tablebrbrbrbrBedroom 1brbrDouble bed (cannot be converted to twins), wardrobe, chest of drawers, chair, balcony.brbrbrbrBedroom 2brbrTwin beds (can convert to a double), wardrobe with chest of drawers.brbrbrbrBathroom brbrShower, sink, WC, bidet.brbrbrbrPrivate PoolbrbrLength: 7 metresbrbrWidth: 4 metresbrbrDepth: 1.4 metresbrbrEntrance: Roman stepsbrbrOpening times: May to SeptemberbrbrFenced: NobrbrFurnished: sunloungers, parasols, tables and chairsbrbrCleansed: ChlorinebrbrDistance from villa: 10 metres
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$154.47

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Il Portico, Montefienali, Gaiole in Chianti, Siena and Chianti

Gaiole In Chianti, Siena and Chianti, Italy

Deep in the upland forests of the Chianti on an ancient Roman road, the 13th century Montefienali resort sits on a ridge that tumbles down the valley attracting warm sun by day and a cool breeze by night. Restored into holiday cottages/apartments, each individual home has its own outside dining area, where passing deer and porcupine are often seen. This is a resort that puts you in touch with nature.brbrbrbrA hiker's heaven, Montefienali has 10 km of its own marked trials on its doorstep through woods and the vineyards of Fietri, here you can stop for a well earned wine tasting. Click here to download local walking routes. At the resorts highest point there is the furnished swimming pool garden and a shallow pool on the lower level with views stretching to the landscape over the Montefienali rooftops. The Chianti towns of Castelnuovo Beredenga and Gaiole, filled with typical artisanal delights, are both at 15km away through spectacular winding roads. Closer you might try the family fish restaurant at Nusenna, 6km away, or the two restaurants at Castganoli, 10km away.brbrAbout the villa brbrGround floor apartment with enclosed terrace, perfect for dining al fresco.brbrGround FloorbrbrbrbrKitchenbrbrFully equipped kitchen with gas hobs, fridge with freezer section, door to terracebrbrbrbrDiner/loungebrbrDining table for 4, triple sofa, TV, double doors to terracebrbrbrbrBedroombrbrDouble bed (cannot be converted to twin), single bed, wardrobebrbrbrbrBathroombrbrShower, sink, WCbrbrbrbrLaundry room (communal)brbrWashing machinebrbrbrbrShared PoolbrbrLength: 15 metresbrbrWidth: 7,5 metresbrbrDepth: 1.5 metresbrbrEntrance: Roman stepsbrbrOpening times: May to SeptemberbrbrFenced: YesbrbrFurnished: Sunloungers and parasolsbrbrCleansed: ChlorinebrbrDistance from villa: 100 metresbrbrbrbrChildrens PoolbrbrLength: 5 metresbrbrWidth: 5 metresbrbrDepth: 0.6 metres
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$175.28

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Due Leoni, Montebuoni, Gaiole in Chianti, Siena and Chianti

Gaiole In Chianti, Siena, Italy

Once a wine and olive oil producing estate, Montebuoni's original stone buildings have been restored into cottages and apartments that recreate the feeling of an authentic Tuscan hamlet. Situated along the crest of its own gently rolling hill, Montebuoni has wonderful, picture postcard views that delight the eye in all directions. This place unwinds you in the beauty of it’s natural setting.brbrbrbrWhile taking your front row seat to view the sunset over Chianti Classico's most prestigious vineyards you can plan a day trip to Siena, Florence and San Gimignano or a walk to the nearby village of Lecchi in Chianti to soak up your new way of life. If you're feeling more energetic, you may take time out for an early morning run, swim or bike ride. Private to the residence of this resort there is a swimming pool, a childrens pool and astro-turf tennis court and it is car free with parking at the entrance.brbrbrbrThe quaint village of Lecchi in Chianti is 4km driving distance from Montebuoni. However it is also possible to walk the 1.5km to Lecchi via a well maintained, hilly path. Also within walking distance is the village San Sano. The popular Chianti town Radda in Chianti is only a 15 minute drive away.brbrbrbrAbout the villa brbrSemi-detached cottage, covered dining/sun terrace with extensive views, large aromatic garden.brbrbrbrGround FloorbrbrbrbrKitchen Diner LoungebrbrFully equipped kitchen, fridge/freezer, gas hob with 4 rings. Dining table for 4, 2 chairs, double sofa, TV.brbrbrbrBedroombrbrDouble bed (cannot be converted into twin beds), wardrobe, drawers, chair, door to terrace.brbrbrbrBathroombrbrShower, bidet, sink, WC.brbrbrbrNotes:brbrWashing machine: communalbrbrbrbrShared PoolbrbrLength: 15 metresbrbrWidth: 7.5 metresbrbrDepth: 1.5 metresbrbrEntrance: Roman stepsbrbrOpening times: April to OctoberbrbrFenced: YesbrbrFurnished: Sunloungers and parasolsbrbrCleansed: ChlorinebrbrDistance from villa: 100 metresbrbrbrbrTennis CourtbrbrSurface: Astro-turfbrbrPlaying equipment: Not providedbrbrDistance from villa: 150 metres
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$146.8

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Villa Violetto, San Regolo in Brolio, Gaiole in Chianti, Siena and Chianti

Gaiole In Chianti, Siena, Italy

San Regolo in Brolio is a lovely modern hamlet of villas, located on the edge of the village of San Regolo. It’s within easy walking distance from the centre of the village.  The hamlet consists of 4 buildings, housing a total of 7 apartments. Each villa have been thoughtfully and tastefully decorated, with each accommodation possessing their own private garden and terrace. In addition, there is also a garage for each individual villa, and there is also a horse-riding school approximately 10km from the hamlet.brbrLocated on a lower terrace to the rear of the hamlet is the shared chlorine-free swimming pool. This is a fantastic location, boasting wonderful views across the vineyards and countryside towards Siena and, in the distance behind the medieval city, Monte Amiata. From the hamlet, it’s a short walk uphill to the famous Brolio castle, which is surrounded by its own vineyards. You can visit the castle where the 32nd Baron Ricasolli and his family still live today. There is a restaurant serving traditional Tuscan food and you can have a wine tasting in the tasting rooms.brbrbrbrGround FloorbrbrKitchen-Diner with LoungebrbrFully equipped kitchen, gas hob with 4 rings, dining table with 4 chairs, sofa, TV.brbrBedroombrbrDouble bed (can be converted into twin beds if requested when booking), wardrobe, desk and chair.brbrEn-suite BathroombrbrShower unit, sink, bidet, WC.brbrNotesbrbrThere is a barbecue which is shared with Villa Girasole.brbrbrbrPool:brbrLength: 15 metresbrbrWidth: 6 metresbrbrDepth: 1.2 to 2.2 metresbrbrEntrance: Roman stepsbrbrOpening times: May to OctoberbrbrFenced: YesbrbrFurnished: Sunloungers and parasolsbrbrCleansed: Chlorine-freebrbrDistance from villa: 20 metresbrbrThere is a very shallow baby pool, divided from the main pool by a metal railing.
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Vaniglia, Castellare in Chianti, Gaiole in Chianti, Siena and Chianti

Gaiole In Chianti, Siena and Chianti, Italy

Castellare in Chianti's cottages and apartments are nestled in the woods in the uplands of Gaiole in Chianti 8 Km from the town, convenient for traditional niceties. Restored from ancient ruins by the Florentine family who take care of guests at the resort, each holiday cottage/apartment has its own furnished terrace that opens into the resort, ideal for those who seek contact with other guests. The surrounding pine forest means shaded sanctuary from the midday sun and the swimming pool that private to the resort, offers the chance of cooling dip. Nights bring out nature, you'll sit back and watch the wild life play and the twinkling distant stars in the black sky.brbrbrbrFamilies with children appreciate the small playground, table tennis, table football and Tuscan boules court at the resort. Walkers and bikers venture out to drop themselves into nature via the many marked trails through the pine and oak forest of Monte Luco. Day-trippers are enticed to San Gimignano, Florence and Siena or stay locally where the village of Castagnoli is 3.5 Km away and has two restaurants and two wineries.brbrAbout the villabrbrFirst floor Tuscan apartment with a pretty furnished terrace in the gardens of the resort for al fresco diningbrbrFirst FloorbrbrbrbrKitchen/diner/loungebrbrFully equipped kitchen with gas hobs, fridge, dining table for 4, double sofa.brbrbrbrBedroom 1brbrDouble bed (Cannot be converted into twin), wardrobebrbrbrbrBedroom 2brbr2 single beds (Cannot be converted into a double), chest of drawersbrbrbrbrBathroombrbrShower, bidet, sink, WCbrbrbrbrShared PoolbrbrLength: 12 metresbrbrWidth: 6 metresbrbrDepth: 0.8 - 2.1 metresbrbrEntrance: Metal laddersbrbrOpening times: May to OctoberbrbrFenced: YesbrbrFurnished: Sunloungers and parasolsbrbrCleansed: ChlorinebrbrDistance from villa: 7 metres
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$695.66

/ Nightly
Villa

Villa San Michele, Gaiole in Chianti, Siena and Chianti

Gaiole In Chianti, Siena and Chianti, Italy

It’s no surprise to discover that the wealthy landowners who once ruled over much of this area chose this villa as their home: the location is glorious and the property itself has good looks in abundance. From its hilltop position in the Chianti region, the beautifully restored stone-built villa offers grand views of the surrounding countryside, not least from the large private pool, furnished pergola or terrace, and with vineyards stretching in all directions, you’ll never be short of a decent glass of wine to enjoy with your lunch or dinner.brbrVilla San Michele has all the assets of a typically Tuscan property, with wood-beamed ceilings, graceful arches dividing communal rooms and terracotta-tiled floors, and is beautifully furnished with antiques throughout. It will work well for a large group or two small families, with five lounges, four bedrooms and three bathrooms. If you want to eat and relax together, you can; if not, there are enough different dining and lounging areas for everyone to find their own special hideaway. The house makes a perfect base for exploring, with Florence and Arezzo just over an hour’s drive away, Siena even closer, and the Chianti Sculpture Park only 10 minutes’ drive down the road.brbrbrbrGenerous helpings of character and space – that’s what you get at this secluded rural property. Indoors, the already large rooms feel even larger thanks to the high beamed ceilings, and the huge inglenook fireplace in the first floor lounge. Outside, the expansive gardens allow you to enjoy sunny Tuscan to the max, with lots of little al fresco seating areas where you can soak up the views from a different perspective every time.brbrGround FloorbrbrbrbrLounge-StudybrbrSofa, table with chairs, armchairs, coffee table, fireplace, sofa, desk with chair, bookshelf, doors to garden.brbrbrbrFirst FloorbrbrbrbrLoungebrbrTwo sofas, desk with chair, cupboard.brbrbrbrDining RoombrbrTable with chairs, desk with chair, cupboard, sideboard, fireplace, main entrance.brbrbrbrKitchenbrbrFully equipped, fridge-freezers, gas hob with 5 rings.brbrbrbrUtility RoombrbrWashing machine.brbrbrbrBedroom 1brbrFrench bed, wardrobe, dressing table with chair, mosquito screen.brbrbrbrBedroom 2brbrTwin beds (cannot be converted into a double), wardrobe, bureau, chairs, mosquito screen.brbrbrbrEn-suite Bathroom (shared with Bedroom 1)brbrShower, sink, WC, bidet.brbrbrbrBedroom 3brbrDouble bed (cannot be converted to twins), wardrobe, chest of drawers, desk with chair, footstool, mosquito screen.brbrbrbrBedroom 4brbrDouble bed (cannot be converted to twins), wardrobe, dressing table with chair, shelves, chair, mosquito screen.brbrbrbrEn-Suite BathroombrbrShower, sink, WC, bidet.brbrbrbrBathroombrbrShower, sink, WC, bidet.brbrbrbrPrivate PoolbrbrLength: 10 metresbrbrWidth: 5 metresbrbrDepth: 1.2 - 1.8 metresbrbrEntrance: Roman stepsbrbrOpening times: April to OctoberbrbrFenced: NobrbrFurnished: Loungers, shaders, outside showerbrbrCleansed: ChloorbrbrDistance from villa: 20 metres
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Bath 3

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Sleep 6

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$718.67

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Villa

Il Molinaccio, Gaiole in Chianti, Siena and Chianti

Gaiole In Chianti, Siena and Chianti, Italy

With origins dating back to the early Middle Ages, Il Molinaccio was initially built as a defence watchtower and has since been reconstructed as a traditional rural villa. The building is steeped in history, especially its external walls, which are over a metre thick in some areas. Moreover, it has been expertly restored to include modern comforts while preserving its rustic charm. Situated in the heart of the Chianti region, the villa offers a perfect base for exploring this famous wine-producing area. The sights of Florence, San Gimignano, and especially Siena are also easily accessible.brbrbrbrSet in tranquil surroundings, the villa is enveloped by lush green trees that offer both shade and privacy. The secluded pool area is complemented by a barbecue and a long wooden dining table set under a gazebo, perfect for leisurely outdoor meals. A gentle river meanders through the grounds, crossed by a sturdy wooden bridge that adds to the charm. Near the entrance, you'll find a comfortable outdoor seating area, perfect for group gatherings. The garden is also brimming with recreational amenities, including a ping-pong table, a sauna, a table-football set, and a children’s playground, ensuring fun for all ages.brbrEnter the main house through a pair of double doors that open directly into the large kitchen/diner. This room, along with the dedicated dining room, features a rustic wooden table with chairs. This dining room also has a wide set of arched French doors and high vaulted ceilings in traditional rural decorations. The lounge boasts long comfortable sofas with an open fireplace. The spacious and welcoming bedrooms are located on the first floor, along with a billiard room and a small library. An additional bedroom on the ground floor can accommodate up to four guests. The owner lives in a small cottage on the property grounds with a separate entrance, ensuring your privacy.brbrGround FloorbrbrbrbrLoungebrbrSofas, coffee table, sideboard, open fireplace, French doors to the courtyard, courtyard with table and soft chairs.brbrDining RoombrbrTable and chairs, stairs to first floor, doors to courtyard.brbrKitchenbrbrFully equipped, table and chairs, dresser, main entrance.brbrBedroom 1brbrDouble bed (can be converted to twins) ,two single beds, wardrobe, chest of drawers.brbrBathroombrbrBath with overhead shower, sink, WC, washing machine.brbrFirst FloorbrbrbrbrBilliard RoombrbrBilliard table, decorative fireplace, bookshelves.brbrBedroom 2brbrDouble bed (can be converted to twins), wardrobe, desk and chair, cabinet.brbrEn-suite BathroombrbrShower, bidet, sink, WC.brbrBedroom 3brbrDouble bed (can be converted to twins), wardrobe.brbrEn-suite BathroombrbrShower, bidet, sink, WC.brbrBedroom 4brbrDouble bed (can be converted to twins), chest of drawers, wardrobe.brbrEn-suite BathroombrbrShower, bidet, sink, WC.brbrBedroom 5brbrDouble bed (can be converted to twins), single bed, wardrobe.brbrBathroombrbrBath with shower attachment, sink, bidet, WC.brbrbrbrPrivate PoolbrbrLength: 14 metresbrbrWidth: 7 metresbrbrDepth: 1.2 to 2.4 metersbrbrEntrance: metal ladder and roman stepsbrbrOpening times: from May until the end of SeptemberbrbrFenced: gate separating the pool area from the rest of the groundsbrbrFurnished: diving board, sun loungers, chairs and parasol, shaded pergola with a table and benches, a fridge and a barbecuebrbrCleansed: chlorinebrbrDistance from villa: 40 meters, reached via a small bridge over the stream that runs through the property
Bed 5

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Bath 5

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Sleep 10

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$164.33

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Apartment

Mietitore, Montefiorile, Gaiole in Chianti, Siena and Chianti

Gaiole In Chianti, Siena and Chianti, Italy

A Chianti Classico hillside resort, Montefiorile's cottages are nestled on a south bank with magnificent views across rolling hills carpeted with vines. The hillside structures, all with their own private garden/terrace and charming terra cotta floors and ceilings, are placed to reveal vistas from every corner. While the surrounding oak trees give shaded sanctuary from the midday sun, the swimming pool, private to the resort, offers the chance of a cooling dip. Nights bring out nature, you'll sit back and watch the wildlife play and the twinkling distant stars in the black sky.brbrbrbrWhile taking your front row seat to view the sunset over Castello di Ama's prestigious Montebuoni vineyards you can plan a day trip to Siena, Florence and San Gimignano or a walk to the nearby village of Lecchi in Chianti to soak up your new way of life. Foodies will have the Chianti towns of Radda and Gaiole in their sights for typical artisanal delights. If you're feeling more energetic, you may take time out for an early morning run or bike ride among some of Tuscany's finest landscapes.brbrbrbrInside the resort it is car free, the hillside position means there are steps to reach each cottage. We recommend Montefiorile for adults only to promote a quiet and peaceful environment throughout the summer.brbrAbout the villa brbrSemi detached apartment, with two terraces and a garden with stunning views of the Chianti countrysidebrbrGround FloorbrbrbrbrKitchen Diner LoungebrbrFully equipped kitchen, gas hobs, fridge. Dining table for 4, sofa, 2 wicker armchairs, TV. double doors leading out to terracebrbrbrbrBathroombrbrShower, sink, WC.brbrbrbrFirst FloorbrbrbrbrBedroombrbrDouble bed (Cannot be converted into twins), wardrobe, TV,  double doors onto terrace with magnificient viewsbrbrbrbrShared PoolbrbrLength: 13 metresbrbrWidth: 5 metresbrbrDepth: 1.5 metresbrbrEntrance: Roman stepsbrbrOpening times: April to OctoberbrbrFenced: YesbrbrFurnished: Sunloungers and parasolsbrbrCleansed: SaltbrbrDistance from villa: Max 90 metres
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Sleep 2

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$213.63

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Apartment

Villa Giacinto, San Regolo in Brolio, Gaiole in Chianti, Siena and Chianti

Gaiole In Chianti, Siena, Italy

San Regolo in Brolio is a lovely modern hamlet of villas, located on the edge of the village of San Regolo. It’s within easy walking distance from the centre of the village.  The hamlet consists of 4 buildings, housing a total of 7 apartments. Each villa have been thoughtfully and tastefully decorated, with each accommodation possessing their own private garden and terrace. In addition, there is also a garage for each individual villa, and there is also a horse-riding school approximately 10km from the hamlet.brbrLocated on a lower terrace to the rear of the hamlet is the shared chlorine-free swimming pool. This is a fantastic location, boasting wonderful views across the vineyards and countryside towards Siena and, in the distance behind the medieval city, Monte Amiata. From the hamlet, it’s a short walk uphill to the famous Brolio castle, which is surrounded by its own vineyards. You can visit the castle where the 32nd Baron Ricasolli and his family still live today. There is a restaurant serving traditional Tuscan food and you can have a wine tasting in the tasting rooms.brbrbrbrGround FloorbrbrKitchen-Diner with LoungebrbrFully equipped kitchen, gas hob with 4 rings, dining table with 4 chairs, sofa.brbrBedroom 1brbrDouble bed (can be converted into twin beds if requested when booking), wardrobe, desk and chair.brbrBathroombrbrBath with shower attachment, bidet, sink, WC.brbrFirst FloorbrbrBedroom 2brbrDouble bed (can be converted into twin beds if requested when booking), wardrobe, desk and chair.brbrBathroombrbrShower, bidet, sink, WC.brbrNotesbrbrThere is a barbecue which is shared with Villa Mimosa.brbrbrbrPool:brbrLength: 15 metresbrbrWidth: 6 metresbrbrDepth: 1.2 to 2.2 metresbrbrEntrance: Roman stepsbrbrOpening times: May to OctoberbrbrFenced: YesbrbrFurnished: Sunloungers and parasolsbrbrCleansed: Chlorine-freebrbrDistance from villa: 20 metresbrbrThere is a very shallow baby pool, divided from the main pool by a metal railing.
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Sleep 4

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$397.68

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Villa

Le Cerreta, Gaiole in Chianti, Siena and Chianti

Gaiole In Chianti, Siena, Italy

Set atop a sunlit Chianti hill near the beautiful town of Gaiole, Le Cerreta is an exceptional private hideaway. It’s shielded from the outside world by lines of trees, and yet the views are still magnificent, looking out across the rolling fields, lush forests and distant peaks. A large balcony terrace is joined to the kitchen, perfectly positioned to admire this natural spectacle, and features an elegant set of cushioned outdoor furniture, an array of coffee tables and an expansive parasol. Another great place to admire the surroundings is from within the crystal clear infinity pool. This is set beside a second terrace with a table, six chairs and a parasol – ideal for al fresco dining.brbrbrbrInside you’ll find a homely and neatly designed interior, spread across two floors on a split level. The upper floor is dominated by a spacious open-plan lounge, diner and kitchen area. This has access to no less than three terraces, one on the balcony, one by the pool, and a smaller third terrace under a loggia, reached via a series of wooden steps. Inside, there is a wooden dining table, a lounge area with a flat-screen TV and comfy chairs, and a well-equipped kitchen, including a full-size fridge-freezer, a gas hob and oven, and an extractor fan. An office area is found next to the window. Downstairs, you’ll find three bedrooms, each with elegant and tasteful designs.brbrGround FloorbrbrOpen Plan Kitchen, Diner and Lounge AreabrbrGas oven and hob, extractor fan, fridge-freezer, twin-basin sink, cooking island, dining table with four chairs, desk with chair, sofa, 2 armchairs, flat-screen TV.brbrLower Ground FloorbrbrBedroom 1brbrDouble bed with cushioned headboard, wardrobe, mosquito screens, access to garden via French doors.brbrEn-Suite BathroombrbrBathtub with shower attachment, bidet, sink, WC.brbrBedroom 2brbrDouble bed with wrought iron frame, wardrobe, mosquito screens, access to garden via French doors.brbrBedroom 3brbrPair of twin beds with wrought iron frames, wardrobe, mosquito screens.brbrBathroombrbrWC, sink, shower.brbrBathroombrbrWC, sink, shower.brbrbrbrPrivate PoolbrbrInfinity poolbrbrLength: 12 metersbrbrWidth: 4.5 metersbrbrDepth: 1.2 – 1.6 metersbrbrEntrance: Roman stepsbrbrOpening: May to SeptemberbrbrFenced: nobrbrFurnished: sunloungers, table and chairs, outdoor showerbrbrCleansed: chlorine free
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Sleep 6

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