Home Vacation Rentals By Owner In Castellina In Chianti, TOS

Showing 20 Of 48 Vacation Rentals
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Exceptional(11)

$547.77

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Agritourism

Authentic Farmhouse on Chianti Estate between Florence & Siena

Castellina In Chianti, Siena, Italy

Casa Pineta https://youtu.be/AvZMqQnHHLw offers 4 bedrooms (1 x double, 1x 3 single, 1 x 1 double, 1 junior, 1 x double), each bedroom with private en suite bathroom (3 x shower/wc; 1 tub/shower/wc), 1 large fully-equipped new kitchen with pantry and dining area, separate dining room , living room with wood stove/fireplace , very large terrace with covered loggia, stunning roof terrace, 1 very large community pool with extended leisure area , 1 unheated covered pool (colder months only) , 2 community parking lots.brbrMore then 200 sqm offer plenty of space for 8 to max. 10 persons. Access the house by some steps up to the diningroom. To the left large livingroom with old open fireplace and wood oven. From there to the right the spacious fully equipped new kitchen with additional dining space and pantry ( 4 gas stove, oven, dishwasher, microwave, fridge, toaster, American & Italian coffeemaker , etc. etc.)brbrTo the left 4 steps lead up to bedroom 1, a cosy suite with kingsize bed +large ensuite bathroom (shower/wc) with washing machine and dryer. On ground level bedroom 2 with 3 single beds and ensuite bathroom (shower/wc.) Also on ground level bedroom 3, the largest one, with 1 large double as well as a small queen size bed. Here the private ensuite bathroom has a tub with integrated shower and wc.brFrom the dining room straight ahead through a small reception area access to the spacious bedroom 4 with large double bed - ensuite bathroom with shower/wc. direct access to the stunning roof-terrace that towers like an eagles nest overlooking in an 180° angle valley and swimming-pool area.brbrIn front of the house the very large sun terrace with a spacious covered patio for alfresco dining. A linden tree gives shade and small lemon and orange trees give the typical mediteranian flair. Terrace and loggia are very well equipped with garden furniture as well as a barbeque grill. Also here is a magnificent view onto the surrounding hills, forest, meadows as well as the garden park and pool area.brbrThe large fenced-in community swimming pool (6x12 m) with its pavements of natural quarry stone and grass leisure areas is situated on the windprotected sunny slopes slightly below the guesthouse. Pavillions and solitary trees provide shade. The comfortable shallow entry platform (3x3m) offers space and security also for the smallest of our guests.brbrduring low season guests may use my private indoor pool (unheated though) brbrEnjoy the sunset in complete silence from your terrace, garden furniture, sunbeds as well as a bbq. Gaze onto onto the extended gardens, the romantic creek and the surrounding maddows and vast macchia covered hills of this private property of more then 76 ha. Start your hiking and biking directly form your doorsteps on well marked trails.brbrits once upon the time ... - Casa Pineta offers the rare flair of an authentic Tuscan country home of 500 years , combined with the comfort of today. The property Poderi Val Verde is a still active farm with many animals and sport activities such as archery for everybody. The house was built in various steps over a period of at least 4 centuries , repeatedly extended as needs for more space arose. The resulting various levels within the house create a particular flair. brbr Prove of its history give the typical handcut oak beam ceilings, some of the original cottofloors, narrow doors, the old fireplace that people used to sit in to warm themselves, the original sandstone sink and many more little signs, that we shall gladly point out to you. Stair and doors sills of local grey sandstone show obvious signs of wear - signs that thousands of feet left over the last few hundred of years. brbrThis farmhouse was renovated some years ago, but we did not stop there, retouches had been made in the last years. - all enhancing the typical Tuscan structure that we intentionally left untouched where possible . All rooms are handpainted in the typical warm colours of a Tuscan country home : shades of yellow, orange and green. Doors and windows are whitewashed , Its rustic ambiente is one of ... once upon the time ... leading you back i time. br
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$1004.6

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Villa Tregole, Castellina in Chianti, Siena and Chianti

Castellina In Chianti, Siena and Chianti, Italy

The vine-clad hills of Chianti are the classic image of Tuscany and the beautiful backdrop for Villa Tregole. Here in the heart of the Classico vineyards, a working winery has been turned, in part, into a supremely comfortable property where groups of friends or extended family can gather.brbrbrbrYou could easily immerse yourself in the rural solitude of this peaceful retreat, where the sound of the winery’s activity provides a gentle distraction and a cultural connection. You might only stray from your lounger to enjoy a tasting of the owner’s wines, or to trace the path through the woods for lunch at the restaurant in Fonterutoli. Yet there are so many nearby temptations for an outing – the Classico wineries, the historic towns of Castellina and Radda, the charming city of Siena, and some fantastic mountain biking and walking terrain.brbrThis handsome stone property is next to the welcoming owner’s home yet completely private. It’s such a clever choice for get-togethers. Inside the main house, a spacious living room leads to a large kitchen-diner. The four bedrooms, all en-suite, are on the first floor, away from the hubbub. Two separate apartments offer a little more privacy for those who like their space. Throughout the rooms, prettily decorated in pastel shades, you’ll find the traditional features of a Tuscan country home – large fireplaces, terracotta floors, wooden beams, vaulted ceilings, shuttered windows.brbrbrbrAll three dwellings have private entrances, yet spill out onto open and covered terraces that take full advantage of the villa’s setting on a ridge. Here you can dine on feasts of your own making – or created to order by the owners – while gazing at the rolling hills laced with olive groves and oak woods. Below is a luxurious pool with a wraparound sundeck – yet another place from which to indulge in this villa’s main pursuit, the idle contemplation of dreamy views.brbrGround floorbrbrbrbrLounge/ Diner/ KitchenbrbrTwo sofas, armchairs, coffee table, side table, dining table with 14 chairs, open fireplace, desk, Welsh dresser, fully equipped kitchen, fridge/ freezer, gas hob with 5 rings, two French doors to garden and terrace, terrace with a large tables and chairs.brbrbrbrBathroombrbrWC, sink, washing machine.brbrbrbrFirst FloorbrbrbrbrBedroom 1brbrPair of twin beds (can be converted into a double if requested when booking), bedside table, wardrobe, chair, table, air conditioning.brbrbrbrEn-suite BathroombrbrShower, sink, bidet, WC.brbrbrbrBedroom 2brbrDouble bed (cannot be converted into twin beds), bedside tables, corner wardrobe, table, chair, air conditioning.brbrbrbrEn-suite BathroombrbrShower, sink, WC.brbrbrbrBedroom 3brbrDouble bed (cannot be converted into twin beds), bedside tables, wardrobe, day bed, chair, air conditioning.brbrbrbrEn-suite BathroombrbrShower, sink, WC, bidet.brbrbrbrBedroom 4brbrDouble bed (cannot be converted into twin beds), bedside tables, wardrobe, chair, luggage stand, round table, air conditioning.brbrbrbrEn-suite BathroombrbrLarge shower, sink, WC.brbrbrbrApartment 1brbrGround FloorbrbrbrbrLounge/ KitchenbrbrSofa, two armchairs, coffee table, open fireplace, chest of drawers, fully equipped kitchen, fridge/ freezer, gas hob with 4 rings, table, 4 chairs, door to terrace.brbrbrbrBedroom 5brbrDouble bed (cannot be converted into twin beds), cupboard, built-in bookshelf, chair, luggage stand, air conditioning.brbrbrbrEn-suite BathroombrbrLarge shower, sink, bidet, WC.brbrbrbrFirst FloorbrbrbrbrSmall LoungebrbrSofa, armchairs, wooden chest, side table.brbrbrbrBedroom 6brbrPair of twin beds (can be converted into a double if requested when booking), bedside tables, wardrobe, luggage stand, chair, air conditioning.brbrbrbrEn-suite BathroombrbrShower, sink, bidet, WC.brbrbrbrApartment 2brbrGround FloorbrbrbrbrLounge/ Dinerbrbr2 Sofas, coffee table, TV, open fireplace, table, 3 chairs, French door to terrace, terrace with table and chairs.brbrbrbrKitchenbrbrFully equipped kitchen, fridge/ freezer, Welsh dresser, gas hob with 4 rings.brbrbrbrBathroombrbrSink, WC, shower.brbrbrbrBedroom 7brbrDouble bed (cannot be converted into twin beds), bedside tables, cupboard, chair, luggage stand, air conditioning.brbrbrbrBathroombrbrBathtub with shower attachment, sink, WC.brbrbrbrPrivate PoolbrbrLength: 14 metersbrbrWidth: 7 metersbrbrDepth: 1.20 - 2.20 metersbrbrEntrance: Roman stepsbrbrOpening times: 15th May to end of SeptbrbrFenced: NobrbrFurnished: Sunlounger and gazebobrbrCleansed: Chlorine-freebrbrDistance from villa: 50meters
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$295.79

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Casetta Erika, Castellina in Chianti, Siena and Chianti

Castellina In Chianti, Siena and Chianti, Italy

What could be quainter than a little pink cottage in a wood, surrounded by vineyards and olive groves Casetta Erika is bound to put a smile on your face as you pull into the drive and take in this one-storey villa with its suntrap of a terrace, flower-filled garden and welcoming pool. Long days lingering on a lounger in the sun beckon, only to be broken by a little light sightseeing, ambling around Chianti’s wineries and the cobbled streets of medieval towns including nearby Castellina.brbrThis one-storey house will suit a party of six well, with its open-plan area for cooking, dining and relaxing, of which you’ll find three good-sized bedrooms and two large bathrooms. The vibe here is modern meets country cottage, with a nod to traditional Tuscan-style with the terracotta floor tiles. Casetta Erika exudes a homely atmosphere that can be made cosier still in cooler months by gathering around the fireplace. We’re sure it will soon become your home from home.brbrGround FloorbrbrbrbrLounge-Diner-KitchenbrbrTwo sofas, table and chairs, dresser, cabinet, fully equipped kitchen, fireplace, main entrance.brbrBedroom 1brbrDouble bed (cannot be converted into twins), wardrobe, dressing table and chair, easy chair which converts to single sofa bed.brbrBedroom 2brbrDouble bed (cannot be converted into twins), wardrobe, dressing table and chair, chair.brbrBedroom 3brbrTwin beds (cannot be converted into a double), wardrobe, desk and chair.brbrBathroom 1brbrShower, sink, WC.brbrBathroom 2brbrShower, sink WC.brbrbrbrPrivate PoolbrbrLength: 8.5 metresbrbrWidth: 4 metresbrbrDepth: 1.2 metresbrbrEntrance: Metal ladderbrbrOpening times: May to OctoberbrbrFenced: NobrbrFurnished: Sunloungers and parasolsbrbrCleansed: ChlorinebrbrDistance from villa: 2 metres
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$178.57

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Apartment

Urania, Podere di Casalta, Castellina in Chianti, Siena and Chianti

Castellina In Chianti, Siena, Italy

Sitting on the hillside between Castellina in Chianti (8.5Km distance) and Panzano in Chianti (6.5Km distance) down an approach road of 1.5km, Podere di Casalta is a pretty collection of cottages and apartments. The resort's furnished sun-baked pool is fragrant with the rosemary that tumbles down its border wall. Making up the farm hamlet restoration, each holiday home which is individually owned, has solid crafted stone exteriors and traditional terracotta tiles with exposed beam designer finish interiors and a garden/terrace with a dining area. There are open views of rolling oak forests, vines, olives and hilltop towns.brbrbrbrWhile taking your front-row seat in the cool evening breeze to view the sunset you can plan a day trip to Siena, Florence and San Gimignano or a jaunt to the nearby Chianti villages to soak up your new way of life. Your plans may take you even closer to home tasting Monte Bernardi's organic wine 3Km away or dining with the locals at Le Panzanelle 5 Km away. If you're feeling the more energetic, you may take time out for an early morning vineyard run, bike ride or swim. If you want to stay in Chianti, this resort is it.brbrbrbrAbout the villabrbrLovely Tuscan ground floor villa with garden and covered pergola with views over the Chianti hills.brbrGround FloorbrbrbrbrKitchen/diner/loungebrbrFully equipped kitchen with gas hobs, a small fridge with freezer compartment, dining table for 4, double sofa, TV, door to terrace. brbrbrbrBedroombrbrDouble bed (cannot be converted into twin), wardrobe, armchair.brbrbrbrBathroombrbrShower, bidet, sink, WC.brbrbrbrLaundry room (communal)brbrWashing machinebrbrbrbrShared PoolbrbrLength: 12 metresbrbrWidth: 7 metresbrbrDepth: 1.2 - 1.6 metresbrbrEntrance: Metal ladderbrbrOpening times: May to SeptemberbrbrFenced: NobrbrFurnished: Sunloungers and parasolsbrbrCleansed: ChlorinebrbrDistance from villa: 70 metres
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$167.62

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Il Nocino, Rocca di Castellina, Castellina in Chianti, Siena and Chianti

Castellina In Chianti, Siena and Chianti, Italy

The country resort of La Rocca Castellina could not feel more Tuscan. It's an authentic working vineyard with a warm, homely welcome. The two cottages by the family farmhouse and hilltop barn are styled with terracotta tiles, wood beams, shuttered windows and arched door features that hark back to a simpler age. There is an infinity pool garden, private to the resort, carved into the hillside olive grove, flanking the farmhouse. This must be the perfect spot for a sundowner as evening falls on another perfect day in Tuscany.brbrbrbrWhile taking your front row seat to view the sunset over Chianti Classico eastern vineyards dotted with wineries, you may like to plan a day trip to San Gimignano, Siena and Florence or a walk to the nearby town of Castellina in Chianti at 1 km to soak up your new way of life.brbrAbout the villabrbrGround floor semi-detached villa with furnished stone terrace from which there are fantastic views across the vineyards and olive groves up the hill towards Castellina in Chianti.brbrGround FloorbrbrbrbrKitchen/diner/loungebrbrFully equipped kitchen with gas hobs, fridge with separate freezer section, dining table for 6, double and triple sofas, glass door to terracebrbrbrbrBedroom 1brbrDouble bed (Cannot be converted into a twin), wardrobebrbrbrbrEn-Suite BathroombrbrShower, bidet, sink, WCbrbrbrbrBedroom 2brbrDouble bed (Cannot be converted into a twin), wardrobebrbrbrbrBathroombrbrShower, bidet, sink, WCbrbrbrbrShared Pool (Infinity)brbrLength: 14 metersbrbrWidth: 6 metresbrbrDepth: 1.4 - 2.4 metresbrbrEntrance: Metal LadderbrbrOpening times: May to SeptemberbrbrFenced: NobrbrFurnished: Sunloungers and parasolsbrbrCleansed: ChlorinebrbrDistance from villas:brbrIl Nocino: 20 metersbrbrLa Querce: 50 metersbrbrCapanna Leopoldina 10: 100 - 150 metersbrbrCapanna Leopoldina 8: 100 - 150 meters
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$496.28

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Villa Beba, Castellina in Chianti, Siena and Chianti

Castellina In Chianti, Siena and Chianti, Italy

If you've got a larger group of family or friends that you'd like to share the best of Tuscany with - and you dream of escaping to the lovely Chianti hills - then you must consider Villa Beba. With accommodation for a party of 10 split between a traditional two-storey villa in its own walled gardens, and a stone-built cottage just outside the gate, there is plenty of space for everyone. Positioned near the top of a hill, the garden is on three levels and affords extensive views out across an olive grove and woodland. On the lowest level, you'll find a kidney-shaped private pool in a sun-soaked stone terrace. Mature trees on a lawned area to one side provide welcoming shade. A marble dining table on the top, gravel terrace is a great spot for al-fresco meals.brbrOne of Chianti's most charming hilltop towns, Castellina, is a short drive away, so you can make its shops, cafés and restaurants your own. You are very well placed, of course, for the entire wine-growing region but you won't want to miss Siena, San Gimignano and Florence, which are all easy day visits.brbrGround FloorbrbrbrbrLoungebrbrTwo armchairs, coffee table, cabinet, bookshelves, sideboard, main entrance.brbrbrbrLounge-DinerbrbrSofa and armchairs, table and chairs, bench, cupboard, corner table, bookshelf, coffee table, decorative fireplace.brbrbrbrDining RoombrbrTable and chairs, dresser, chest of drawers.brbrbrbrKitchenbrbrFully equipped, table and chairs, dresser, door to garden.brbrbrbrBathroom brbrShower, sink, WC.brbrbrbrFirst FloorbrbrbrbrBedroom 1brbrTwin beds (cannot be converted to double), wardrobe, chest of drawers, chair, cabinet.brbrbrbrBedroom 2brbrDouble bed (cannot be converted to twin beds), two chest of drawers, armchair, wardrobe, washstand, desk with chair.brbrbrbrBedroom 3brbrDouble bed (cannot be converted into twins), day bed, dresser, armchair, wardrobe.brbrbrbrBathroom brbrShower, sink, washstand, WC.brbrbrbrCottagebrbrbrbrGround floorbrbrbrbrLounge-Diner-KitchenbrbrFully equipped kitchen, sofa, table and chairs.brbrbrbrBedroom 4brbrDouble bed (cannot be converted into twins), dresser, wardrobe.brbrbrbrBedroom 5brbrTwin beds (cannot be converted into double), wardrobe.brbrbrbrBathroom brbrShower, sink, bidet, WC.brbrbrbrBathroom brbrShower, sink, WC.brbrbrbrPrivate PoolbrbrLength: 13 metresbrbrWidth: 6 metresbrbrDepth: 1.3 - 2.6 metresbrbrEntrance: Metal ladderbrbrOpening times: May to SeptemberbrbrFenced: NobrbrFurnished: Sunloungers, parasols, diving board, outdoor showerbrbrCleansed: ChlorinebrbrDistance from villa: 22 metres
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$290.32

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Pandora, Podere di Casalta, Castellina in Chianti, Siena and Chianti

Castellina In Chianti, Siena, Italy

Sitting on the hillside between Castellina in Chianti (8.5Km distance) and Panzano in Chianti (6.5Km distance) down an approach road of 1.5km, Podere di Casalta is a pretty collection of cottages and apartments. The resort's furnished sun-baked pool is fragrant with the rosemary that tumbles down its border wall. Making up the farm hamlet restoration, each holiday home which is individually owned, has solid crafted stone exteriors and traditional terracotta tiles with exposed beam designer finish interiors and a garden/terrace with a dining area. There are open views of rolling oak forests, vines, olives and hilltop towns.brbrbrbrWhile taking your front-row seat in the cool evening breeze to view the sunset you can plan a day trip to Siena, Florence and San Gimignano or a jaunt to the nearby Chianti villages to soak up your new way of life. Your plans may take you even closer to home tasting Monte Bernardi's organic wine 3Km away or dining with the locals at Le Panzanelle 5 Km away. If you're feeling the more energetic, you may take time out for an early morning vineyard run, bike ride or swim. If you want to stay in Chianti, this resort is it.brbrbrbrAbout the villabrbrFirst floor apartment with access to a furnished communal terrace, perfect for dining al fresco.brbrFirst FloorbrbrbrbrKitchen/diner/loungebrbrFully equipped kitchen with gas hobs, a small fridge with freezer compartment, dining table for 6, triple sofa, 2 armchairs, TV, door to terracebrbrbrbrBedroom 1brbrDouble bed (Cannot be converted into twins), chest of drawers, single bed on mezzanine floorbrbrbrbrBathroom brbrShower, bidet, sink, WCbrbrbrbrBedroom 2brbr2 single beds (Can be converted into a double), wardrobebrbrbrbrBathroom brbrSink, WCbrbrbrbrMezzaninebrbr(Due to the spiral stairs it's not recommended for young children.)brbrbrbrSingle Bed brbrbrbrLaundry room (communal)brbrWashing machinebrbrbrbrShared PoolbrbrLength: 12 metresbrbrWidth: 7 metresbrbrDepth: 1.2 - 1.6 metresbrbrEntrance: Metal ladderbrbrOpening times: May to SeptemberbrbrFenced: NobrbrFurnished: Sunloungers and parasolsbrbrCleansed: ChlorinebrbrDistance from villa: 70 metres
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Villa

Casale la Canonica, Castellina in Chianti, Siena and Chianti

Castellina In Chianti, Siena and Chianti, Italy

Formerly a priest’s house, Casale la Canonica clusters behind the church that greets you at the top of the drive. Set in its own grounds and curved around a paved courtyard, the property, with its different segments and levels, has the appearance of a minuscule hamlet. With six generous bedrooms, each with their own bathroom, this is a wonderful option for parties of up to 12 people, be they groups of extended family or friends. Siena, San Gimignano and Florence are within easy reach for days out and the Chianti towns of Castellina and Radda are close enough to walk to.brbrFor days at home, the generous pool is steps away from the villa. Surrounding greenery makes this completely private. Shallow and deep ends will please swimmers of all abilities. A simple gazebo to one side is a great spot for al-fresco meals. But the villa’s atmospheric, spacious interiors which speak of its history – oil paintings add richness to the clean white-washed walls, terracotta floors and beamed ceilings – also provide lovely places for retreat.brbrGround FloorbrbrbrbrKitchenbrbrFully equipped, washing machine, breakfast island and stools, doors to exterior.brbrLounge-DinerbrbrSofa, two armchairs, coffee table, cupboard, two side tables, dining table and chairs, sideboard, corner cupboard, fireplace.brbrStudybrbrWriting desk, four chairs, chest of drawers, bookcase, stairs to first floor.brbrBedroom 1brbrIron-framed twin beds (cannot be converted to a double), wardrobe, chest of drawers, armchair.brbrEn-suite bathroombrbrShower, sink, WC.brbrBedroom 2brbrDouble bed (cannot be converted to twins), wardrobe, chest of drawers, blanket chest, writing desk, three chairs.brbrEn-suite bathroombrbrShower, sink, WC.brbrBedroom 3brbrTwin beds (cannot be converted to a double), chest of drawers.brbrEn-suite bathroombrbrBath, with hand-held shower, sink, WC.brbrCloakroombrbrSink, WC.brbrFirst FloorbrbrbrbrStudybrbrArmchair, pouffe, small writing table, chair, bookshelves.brbrBedroom 4brbrTwin beds (cannot be converted to a double), chest of drawers.brbrEn-suite bathroombrbrShower, sink, WC.brbrBedroom 5brbrIron-framed double bed (cannot be converted to twins), wardrobe, chest of drawers, armchair.brbrEn-suite bathroombrbrBath, with hand-held shower, sink, WC.brbrBedroom 6brbrIron-framed four-poster double bed (cannot be converted to twins), wardrobe, dresser, bureau, four armchairs, writing desk and chair, fireplace.brbrBathroom 6brbrJacuzzi corner bath, shower, double sinks, WC.brbrbrbrPrivate PoolbrbrLength: 10 metresbrbrWidth: 5 metresbrbrDepth: 1.3 to 2.5 metresbrbrEntrance: Metal ladderbrbrOpening times: mid May until the end of SeptemberbrbrFenced: NobrbrFurnished: Gazebo, table and chairsbrbrCleansed: saltbrbrDistance from villa: 17 metres
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Exceptional(3)

$398.77

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Casanovina, Castellina in Chianti, Siena and Chianti

Castellina In Chianti, Siena and Chianti, Italy

Set on an open ridge, to the rear of an old farm house this well-appointed villa scores top marks for its dreamy private pool views. It is 2 km to drive or 1.5km to walk to the charming Chianti town of Castellina with its local shops and several excellent restaurants. Siena, San Gimignano and Florence are all easily reached by car; and, on clear days, the first two of these are visible from Casanovina. Casanovina's outstanding location means there are locals living in its neighbouring apartments including the owners who will be on hand to help should you need it.brbrWith four double bedrooms split between two in the main house and two in the separate annexe apartment, the property can accommodate up to eight people. Depending on your party, you may have a battle on your hands for the annexe apartment: its independent lounge-kitchen-diner and en-suite bedrooms will appeal to older and younger generations alike. But everyone will love the generous secluded pool, with its Roman steps, set on a romantic lower terrace with spectacular views of the surrounding Tuscan landscape. Sun loungers and a shady loggia with table and chairs, bar fridge and table tennis are enough to keep you here for hours – that is, until scent from the jasmine-covered pergola on the top furnished terrace, just outside the house, claims you for an evening meal while night sets in.brbrbrbrCasanovina is a place you can relax into very quickly. We think you’ll be genuinely torn between wanting to dine under your lovely pergola and trying another of Castellina’s restaurants. The combination of the property’s private pool valley views and proximity to Castellina makes it hard to beat.brbrGround FloorbrbrbrbrHallbrbrStairs to first floor, main entrance.brbrbrbrLoungebrbrSofa, two armchairs, coffee table, writing bureau and chair, fireplace.brbrbrbrKitchen-DinerbrbrFully equipped, dining table and chairs, fitted corner seat, fireplace.brbrbrbrBathroom brbrShower, sink, WC, washing machine.brbrbrbrFirst FloorbrbrbrbrBedroom 1brbrFour-poster antique double bed made from an old weaving loom (cannot be converted to twins), wardrobe, chest of drawers, chair, cot.brbrbrbrBedroom 2brbrDouble bed (cannot be converted to twins) wardrobe, chest of drawers, chair.brbrbrbrBathroom brbrBath with hand-held shower, sink, WC, cupboard.brbrbrbrSeparate annexe (accessed externally)brbrbrbrLounge-Kitchen-DinerbrbrSofa, two tables, three chairs, fully equipped kitchenette, fireplace, double doors to terrace.brbrbrbrBedroom 3brbrMetal-framed four-poster double bed (cannot be converted to twins), chest of drawers, chair.brbrbrbrEn-suite bathroombrbrShower, sink, WC.brbrbrbrBedroom 4brbrTwin beds (can be converted to a double, if requested when booking), wardrobe, chest of drawers.brbrbrbrEn-suite bathroombrbrShower, sink, WC.brbrbrbrPrivate Pool:brbrLength: 12 metresbrbrWidth: 6 metresbrbrDepth: 1.2 - 2.2 metresbrbrEntrance: Roman steps & Metal ladderbrbrOpening times: May to SeptemberbrbrFenced: NobrbrFurnished: SunloungersbrbrCleansed: ChlorinebrbrDistance from villa: 20 metres
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$181.86

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La Querce, Rocca di Castellina, Castellina in Chianti, Siena and Chianti

Castellina In Chianti, Siena and Chianti, Italy

The country resort of La Rocca Castellina could not feel more Tuscan. It's an authentic working vineyard with a warm, homely welcome. The two cottages by the family farmhouse and hilltop barn are styled with terracotta tiles, wood beams, shuttered windows and arched door features that hark back to a simpler age. There is an infinity pool garden, private to the resort, carved into the hillside olive grove, flanking the farmhouse. This must be the perfect spot for a sundowner as evening falls on another perfect day in Tuscany.brbrbrbrWhile taking your front row seat to view the sunset over Chianti Classico eastern vineyards dotted with wineries, you may like to plan a day trip to San Gimignano, Siena and Florence or a walk to the nearby town of Castellina in Chianti at 1 km to soak up your new way of life.brbrAbout the villabrbrSemi-detached, ground floor villa with air conditioning in the bedrooms, surrounded by fields and olive groves with an expansive terrace providing views of the breathtaking countryside.brbrGround FloorbrbrbrbrKitchen/diner/loungebrbrFully equipped kitchen with gas hobs, fridge with separate freezer compartment, dining table for 6, 1 sofa, 1 armchair, double doors to terrace,brbrbrbrBedroom 1brbrDouble bed (Cannot be converted into twins), wardrobe, chest of drawers, access to garden via French doorbrbrbrbrEn-Suite BathroombrbrShower, bidet, sink, WCbrbrbrbrBedroom 2brbrSingle bed, wardrobebrbrbrbrBathroombrbrShower, sink, WCbrbrbrbrShared Pool (Infinity)brbrLength: 14 metersbrbrWidth: 6 metresbrbrDepth: 1.4 - 2.4 metresbrbrEntrance: Metal LadderbrbrOpening times: May to SeptemberbrbrFenced: NobrbrFurnished: Sunloungers and parasolsbrbrCleansed: ChlorinebrbrDistance from villas:brbrIl Nocino: 20 metersbrbrLa Querce: 50 metersbrbrCapanna Leopoldina 10: 100 - 150 metersbrbrCapanna Leopoldina 8: 100 - 150 meters
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$290.32

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Venus, Podere di Casalta, Castellina in Chianti, Siena and Chianti

Castellina In Chianti, Siena, Italy

Sitting on the hillside between Castellina in Chianti (8.5Km distance) and Panzano in Chianti (6.5Km distance) down an approach road of 1.5km, Podere di Casalta is a pretty collection of cottages and apartments. The resort's furnished sun-baked pool is fragrant with the rosemary that tumbles down its border wall. Making up the farm hamlet restoration, each holiday home which is individually owned, has solid crafted stone exteriors and traditional terracotta tiles with exposed beam designer finish interiors and a garden/terrace with a dining area. There are open views of rolling oak forests, vines, olives and hilltop towns.brbrbrbrWhile taking your front-row seat in the cool evening breeze to view the sunset you can plan a day trip to Siena, Florence and San Gimignano or a jaunt to the nearby Chianti villages to soak up your new way of life. Your plans may take you even closer to home tasting Monte Bernardi's organic wine 3Km away or dining with the locals at Le Panzanelle 5 Km away. If you're feeling the more energetic, you may take time out for an early morning vineyard run, bike ride or swim. If you want to stay in Chianti, this resort is it.brbrbrbrAbout the villabrbrEntrance up a short flight of stone steps, with a lovely large terrace to dine al fresco and enjoy the fantastic views of the surrounding vineyards and rolling Chianti hills.brbrGround FloorbrbrbrbrKitchen/diner/loungebrbrFully equipped kitchen with gas hobs, a small fridge with freezer compartment, dining table for 6, triple sofa, armchair, TV, door to balcony, door to courtyardbrbrbrbrBedroom 1brbrDouble bed (Cannot be converted into twin), wardrobebrbrbrbrBedroom 2brbr2 single beds (Can be converted into double), chest of drawersbrbrbrbrBathroombrbrShower, bidet, sink, WCbrbrbrbrLaundry room (communal)brbrWashing machinebrbrbrbrShared PoolbrbrLength: 12 metresbrbrWidth: 7 metresbrbrDepth: 1.2 - 1.6 metresbrbrEntrance: Metal ladderbrbrOpening times: May to SeptemberbrbrFenced: NobrbrFurnished: Sunloungers and parasolsbrbrCleansed: ChlorinebrbrDistance from villa: 70 metres
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$290.32

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Borea, Podere di Casalta, Castellina in Chianti, Siena and Chianti

Castellina In Chianti, Siena and Chianti, Italy

Sitting on the hillside between Castellina in Chianti (8.5Km distance) and Panzano in Chianti (6.5Km distance) down an approach road of 1.5km, Podere di Casalta is a pretty collection of cottages and apartments. The resort's furnished sun-baked pool is fragrant with the rosemary that tumbles down its border wall. Making up the farm hamlet restoration, each holiday home which is individually owned, has solid crafted stone exteriors and traditional terracotta tiles with exposed beam designer finish interiors and a garden/terrace with a dining area. There are open views of rolling oak forests, vines, olives and hilltop towns.brbrbrbrWhile taking your front-row seat in the cool evening breeze to view the sunset you can plan a day trip to Siena, Florence and San Gimignano or a jaunt to the nearby Chianti villages to soak up your new way of life. Your plans may take you even closer to home tasting Monte Bernardi's organic wine 3Km away or dining with the locals at Le Panzanelle 5 Km away. If you're feeling the more energetic, you may take time out for an early morning vineyard run, bike ride or swim. If you want to stay in Chianti, this resort is it.brbrbrbrAbout the villabrbrFirst floor apartment with access to a furnished communal terrace, perfect for dining al fresco.brbrFirst FloorbrbrbrbrKitchen/diner/loungebrbrFully equipped kitchen with gas hobs, a small fridge with freezer compartment, dining table for 6, triple sofa, double sofa,  armchair, TV, door to balconybrbrbrbrBedroom 1brbrDouble bed (Cannot be converted into twin), chest of drawersbrbrbrbrBedroom 2brbr2 single beds (Can be converted into double), chest of drawersbrbrbrbrBathroom 1brbrShower, bidet, sink, WCbrbrbrbrBathroom 2brbrShower, bidet, sink, WCbrbrbrbrLaundry room (communal)brbrWashing machinebrbrbrbrShared PoolbrbrLength: 12 metresbrbrWidth: 7 metresbrbrDepth: 1.2 - 1.6 metresbrbrEntrance: Metal ladderbrbrOpening times: May to SeptemberbrbrFenced: NobrbrFurnished: Sunloungers and parasolsbrbrCleansed: ChlorinebrbrDistance from villa: 70 metres
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$348.38

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Bellosguardo, Castellina in Chianti, Siena and Chianti

Castellina In Chianti, Siena, Italy

Fancy immersing yourself in Chianti Classico country Then look no further than Bellosguardo, the ideal choice for a family or couples looking to share. This good-sized villa provides a convenient base from which to explore these world-class vineyards, while the medieval city of Siena, with its famous piazza where the Palio is held each year, is also within easy reach. Quercegrossa, a village with a few shops and restaurants, is just a short drive away, so you can spend some evenings eating with the locals, and others dining on your terrace overlooking the private pool.brbrA traditional stone-built villa, Bellosguardo commands panoramic views across the private pool to the vineyards beyond, especially from its shaded terrace. Inside, the spacious living areas have bold splashes of colour, and tasteful antique furnishings, with eye-catching features such as open fireplaces and exposed brickwork. The three bedrooms are a good size and the master has its own terrace. In the evenings, you’re bound to find a good read on the well-stocked bookcases and there’s even a piano for the musician in your group to play.brbrbrbrThe owners live next door and have a dog and a cat. Bellosguardo has an additional guest apartment with a separate entrance. This is occasionally used by the owners’ family and their guests. They do not use the swimming pool and are respectful of the To Tuscany guests’ privacy. This apartment does not overlook the main villa. It does overlook the pool, but only from a distance. The owner has installed a retractable gate to the upstairs bedrooms which restricts access for pets which must remain on the ground floor.brbrGround FloorbrbrbrbrLoungebrbrSofa, two armchairs, couch, writing bureau, chair, piano, fireplace, door to garden.brbrbrbrDining RoombrbrTable and chairs, couch, double doors to furnished terrace.brbrbrbrKitchenbrbrMain entrance, fully equipped, plus table and chairs.brbrbrbrLaundry RoombrbrFully equipped.brbrbrbrFirst FloorbrbrbrbrStudybrbrTwo armchairs, desk, bookcase, double doors to balcony.brbrbrbrBedroom 1brbrTwin beds (can be converted into a double), wardrobe, armchair, two chairs, mosquito screens.brbrbrbrBedroom 2brbrDouble bed (cannot be converted into twins), wardrobe, chest of drawers, desk, chair, mosquito screens, double doors to balcony.brbrbrbrBedroom 3brbrDouble bed (cannot be converted into twins), wardrobe, chest of drawers, mosquito screens.brbrbrbrBathroom 1brbrShower, sink, WC.brbrbrbrBathroom 2brbrBath, sink, WCbrbrbrbrPrivate Pool: brbrLength: 13 metresbrbrWidth: 6.5 metresbrbrDepth: 0.90 – 2.20 metresbrbrEntrance: Roman stepsbrbrOpening times: May to September, weather permittingbrbrFenced: NobrbrFurnished: SunloungersbrbrCleansed: ChlorinebrbrDistance from villa: 7 metres
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$765.78

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Casale Cipressi, Castellina in Chianti, Siena and Chianti

Castellina In Chianti, Siena, Italy

This is a great option for multi-generational families or friends who want to be spoilt. The beautifully kept Casale Cipressi impresses from the word go: its cypress-lined drive and a gleaming white stone sculpture announces that you are arriving somewhere special. There’s even a private helipad. A pleasant drive from the small hilltop commune of Castellina in Chianti, this purpose-built bolthole has commanding views across surrounding hills. It is well placed for days out in Siena, San Gimignano and Florence, but the temptation to simply chill out here will be strong.brbrThe property exploits antique and contemporary natural materials – stone, terracotta, wood, rattan – beautifully, inside and out, while offering all the benefits of modern design. Organised on two floors, each with its own facilities, this is an ideal property for a group holiday that also allows individuals downtime. With five well-furnished terraces and loggia, including a delightful courtyard, gently sloping lawns, an outdoor fireplace for cooler evenings, ping-pong table and generous private pool, everyone, older and younger, will find their own favourite spots to colonise.brbrGround FloorbrbrbrbrLounge-DinerbrbrSofa, two armchairs, two pouffes, coffee table, shelving, two antique stools, bench, armoire, table and chairs, fireplace, one door to wraparound terrace, two doors to courtyardbrbrbrbrKitchenbrbrFully equipped, doors to two terraces.brbrbrbrBedroom 1brbrFour-poster double bed (cannot be converted to twins), two wardrobes, chair, bookshelves, door to terrace.brbrbrbrBedroom 2brbrDouble bed (cannot be converted to twins), wardrobe, chest of drawers, two doors to terrace.brbrbrbrBedroom 3brbrThree-quarter bed, bookshelves, wardrobe, sideboard, door to garden.brbrbrbrBathroombrbrShower, sink, WC.brbrbrbrBathroombrbrShower, sink, WC.brbrbrbrLower-Ground Floor (with separate entry)brbrbrbrLounge-KitchenbrbrTwo sofas, four armchairs, coffee table, side table, table and chairs, dresser, kitchenette, range, two doors to terrace and garden.brbrbrbrBedroom 4brbrDouble bed (cannot be converted into twins), wardrobe, two benches, door to terrace.brbrbrbrEn-suite BathroombrbrShower, sink, WC.brbrbrbrBedroom 5brbrTwin beds (can be converted to a double), two wardrobes, two bedside tables, antique chest, desk and chair, bookshelves, door to garden.brbrbrbrCloakroombrbrSink, WC.brbrMaximum number of guests includes infants.brbrbrbrPrivate Pool:brbrLength: 12 mbrbrWidth: 6 mbrbrDepth: 1.35 - 1.5 mbrbrEntrance: Roman stepsbrbrOpening times: May to mid OctoberbrbrFenced: NobrbrFurnished: SunloungesbrbrCleansed: ChlorinebrbrDistance from villa: immediately next to the housebrbrThere is a shower and a sauna nearby, and sunloungers on the adjacent lawn.
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$200.48

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Athena, Podere di Casalta, Castellina in Chianti, Siena and Chianti

Castellina In Chianti, Siena and Chianti, Italy

Sitting on the hillside between Castellina in Chianti (8.5Km distance) and Panzano in Chianti (6.5Km distance) down an approach road of 1.5km, Podere di Casalta is a pretty collection of cottages and apartments. The resort's furnished sun-baked pool is fragrant with the rosemary that tumbles down its border wall. Making up the farm hamlet restoration, each holiday home which is individually owned, has solid crafted stone exteriors and traditional terracotta tiles with exposed beam designer finish interiors and a garden/terrace with a dining area. There are open views of rolling oak forests, vines, olives and hilltop towns.brbrbrbrWhile taking your front-row seat in the cool evening breeze to view the sunset you can plan a day trip to Siena, Florence and San Gimignano or a jaunt to the nearby Chianti villages to soak up your new way of life. Your plans may take you even closer to home tasting Monte Bernardi's organic wine 3Km away or dining with the locals at Le Panzanelle 5 Km away. If you're feeling the more energetic, you may take time out for an early morning vineyard run, bike ride or swim. If you want to stay in Chianti, this resort is it.brbrbrbrAbout the villabrbrSemi-detached villa with terrace and garden providing wonderful views through the tall cypress trees over the Chianti hills and towards Panzano.brbrGround FloorbrbrbrbrKitchen/diner/loungebrbrFully equipped kitchen with gas hobs, a small fridge with freezer compartment, dining table for 6, double sofa, TV, door to terracebrbrbrbrBedroom 1brbrDouble bed (Cannot be converted into twin), wardrobebrbrbrbrBedroom 2brbrSingle bedbrbrbrbrBathroombrbrShower, sink, WCbrbrbrbrLaundry room (communal)brbrWashing machinebrbrbrbrShared PoolbrbrLength: 12 metresbrbrWidth: 7 metresbrbrDepth: 1.2 - 1.6 metresbrbrEntrance: Metal ladderbrbrOpening times: May to SeptemberbrbrFenced: NobrbrFurnished: Sunloungers and parasolsbrbrCleansed: ChlorinebrbrDistance from villa: 70 metres
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$559.82

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Macia Viva, Castellina in Chianti, Siena and Chianti

Castellina In Chianti, Siena, Italy

Set above a valley in the heart of Chianti, Macia Viva’s views make this private, stone-built villa very special. The manicured gardens open out to vine-clad hillsides and the valley beyond, with a perfect panorama offered by almost every room in the house. This two-bedroom, multi-level villa is a good choice for a small family and, with a separate kitchenette and bathrooms for both bedrooms, is also ideal for couples and friends. Terracotta tiles and wooden beams, a mellow colour scheme and stylish furnishings add sumptuous warmth, while picture windows keep rooms bright and airy.brbrThe spacious and comfortable open-plan lounge-diner with adjoining kitchen opens onto a furnished front terrace and a second side terrace with an unusual L-shaped private pool. Both of these vantage points offer uninterrupted views across the hills and vineyards and you will doubtless seek them out for relaxation and al fresco dining. But there will be times when you’ll fancy a change of scene; Macia Viva is just outside Castellina, one of the main Chianti towns, with its choice of bars and restaurants, and an easy drive to Siena and Florence, both less than an hour away.brbrGround FloorbrbrbrbrHallbrbrStairs to first floor, main entrance.brbrCloakroombrbrWC, sinkbrbrFirst floorbrbrbrbrLounge-Diner 1brbrTwo sofas, three armchairs, table and chairs, cupboard, decorative fireplace, doors to front terrace, doors to side terrace and pool area.brbrKitchenbrbrFully equipped.brbrSecond FloorbrbrbrbrLounge-diner 2brbrSofa, table and chairs, cupboard, door to rear garden.brbrKitchenettebrbrBasically equipped.brbrBedroom 1brbrDouble bed (cannot be converted to twins), easy chair, bench.brbrEn-suite bathroom brbrWC, double sink (no shower).brbrBedroom 2brbrDouble bed (can be converted to twins), antique cupboard, chair.brbrEn-suite BathroombrbrShower, WC, sink.brbrBathroombrbrShower, WC, sink.brbrbrbrPrivate PoolbrbrLength: 10 metresbrbrWidth: 5 metresbrbrDepth: 1.6 metresbrbrEntrance: Roman stepsbrbrOpening times: May to SeptemberbrbrFenced: NobrbrFurnished: Sunloungers, awning, table and chairsbrbrCleansed: ChlorinebrbrDistance from villas: 0 metres
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$264.02

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Antico Cipresso, Navico, Castellina in Chianti, Siena and Chianti

Castellina In Chianti, Siena and Chianti, Italy

Sitting hillside between Castellina in Chianti 9 Km and Panzano in Chianti 7 Km, Navico is an impossibly pretty collection of cottages and apartments. The resort's sun-drenched pool is fragrant with the lavender that grace its border. Making up the Tuscan farm house restoration, each holiday home which is individually owned has crafted stone exteriors and traditional terracotta tiles with exposed beam interiors and a garden with a dining area. There are open views of rolling oak forests, vines, olives and hilltop towns.brbrbrbrWhile taking your front row seat in the cool evening breeze to view the sunset you can plan a day trip to Siena, Florence and San Gimignano or a jaunt to the nearby Chianti villages to soak up your new way of life. Your plans may take you even closer to home tasting Monte Bernardi's organic wine 3.5 Km or dining with the locals at Le Panzanelle 5.5 Km. If you're feeling the more energetic, you may take time out for an early morning vineyard run, bike ride or swim. If you want to stay in Chianti, this resort is it.brbrAbout the villabrbrTypical Tuscan cottage with garden and terraces enjoying magnificent views across the Chianti countryside and 1GB of Internet download per day.brbrGround FloorbrbrbrbrKitchen/dinerbrbrFully equipped kitchen with gas hobs, fridge-freezer, breakfast table for 3brbrbrbrLounge/dinerbrbrSofa, 2 armchairs, dining table for 5, TV, doors to terracebrbrbrbrBathroom 1brbrShower, sink, WC, washing machinebrbrbrbrFirst FloorbrbrbrbrBedroom 1brbrDouble bed (Cannot be converted into twin), wardrobe, chest of drawersbrbrbrbrBedroom 2brbr2 single beds (can be converted into a double), wardrobe.brbrbrbrBathroom 2brbrShower, bidet, sink, WCbrbrNo infants or children under 5 years.brbrbrbrShared PoolbrbrLength: 10 metresbrbrWidth: 5 metresbrbrDepth: 1.5 metresbrbrEntrance: Metal ladderbrbrOpening times: May to SeptemberbrbrFenced: NobrbrFurnished: NobrbrCleansed: Chlorine freebrbrDistance from villa: Under 30 metres
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