Home Vacation Rentals By Owner In Castiglione Dorcia, TOS

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Exceptional(3)

$806.38

/ Nightly
Villa

Casale d'Orcia In Castiglione d'orcia - Tuscany

Castiglione D'Orcia, SI, Italy

Property for exclusive usebrThis charming country house lies in the heart of the Val d’Orcia not far from San Quirico deep in the Tuscan countryside. Small hills, agricultural lands and small medieval villages which have remained intact in spite of time, are all distinct features of the surrounding countryside. Within the range of 25 km are towns like Bagno Vignoni, famous for its thermal baths, Montalcino and Pienza. Apart from these splendid places, also Montepulciano, Siena, Cortona or Lake Trasimeno are within easy reach. This early 20th-century building has been refurbished without altering the original feel of a Tuscan farmhouse with very high ceilings in terracotta and wooden beams, very large rooms and terracotta floors. The house is now divided into 3 apartments, all finely furnished with typically Tuscan “arte povera” rustic pieces found in the farmhouse as well as some antiques, and each has central heating. From each apartment you reach a common hall with TV Sat and ceiling fans, ideal for up to 20 people. There is a large green equipped area outside (6500 m2) with games for children and a swimming pool with a wonderful view (7.50x15, 1.35-1.45m deep)(01/05-30/09) with a solarium area equipped with shower, deckchairs and umbrellas. It is possible to have barbeques in the area around the swimming pool as well as use the wooden gazebo for outdoor dinners. The laundry room (washing machine) is on the ground floor. A baby bed and wi-fi Internet connection are available and included in the price. To be requested and paid for are the services of a maid and a cook. Car park on the property.ACCOMMODATION: (a total of 320 m2 ) (apartment 1) Gr.Fl.: spacious kitchen/dining room with ancient kitchen sink in serena stone, ancient fireplace with internal seats, 3 double bedrooms each with bathroom with shower; one of the bedrooms has a sleeping loft reached by a spiral staircase, with a single bed.br(apartment 2)Gr.Fl.: kitchen/dining room with ancient fireplace in serena stone, 1 double bedroom with bathroom with shower (without bidet). A spiral staircase takes you from the bedroom to a sleeping loft with two single beds.br(apartment 3) 1st fl.: living/dining room with kitchenette with travertine hob, a kitchen sink hollowed out in stone and wood stove, 1 double bedroom with bathroom with shower, 1 double bedroom with bathroom with bathtub and shower. A staircase takes you from the bedroom to a sleeping loft with a single bed. On the first floor there are some locked rooms reserved for the owner. brIn both apartments the rooms have ceiling fans.LOCATION: 6 km Campiglia d’Orcia (grocery shops), 10 km Bagno Vignoni (thermal spa), 14 km San Quirico d’Orcia (all kinds of shops), 21 km Pienza, 28 km Montepulciano and Montalcino, 45 km Lake Trasimeno, 55 km Cortona, 60 km Siena, brbr Heating (from November to April) due only if used, per m3 (cubic meter) 4.00 Eurobr Final cleaning per booking. In cash 350.00 Eurobr Refundable deposit (to be handed over on arrival) per booking. In cash 500.00 Eurobr Tourist tax per person/day 2.00 Euro
Bed 6

Bed

Bath 6

Bath

Sleep 16

Sleeps

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$1049.19

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Country House

Farmhouse with pool, views

Castiglione D'orcia, Castiglione D'orcia, Italy

Surrounded by the rolling hills of Val d'Orcia, this charming pet-friendly farmhouse in Castiglione D'Orcia offers the perfect blend of rustic Tuscan character and modern comfort. Ideal for families or small groups of up to 6 guests, this 3-bedroom retreat features terracotta floors, wooden beam ceilings, and a cozy fireplace, evoking the true spirit of Tuscany. Step outside to enjoy a private terrace, shared garden, and a refreshing swimming pool (open May–Sept) with stunning countryside views. Fire up the shared barbecue, play a round of boules, or simply unwind with your pet in the peaceful surroundings.brbrExplore the region’s medieval gems like San Quirico d'Orcia (8 km), known for its Romanesque churches and historic gardens, or visit Pienza and Montalcino, both nearby and renowned for their architecture, charm, and world-class wines. Nature lovers can enjoy walks or bike rides through the picturesque landscapes with their pets, or even head to Il CavalLeggero A.S.D. (21.6 km) for a memorable horse riding adventure. Dining out is a treat here. Enjoy traditional Tuscan cuisine at Ristorante Enoteca La Terrazza (7.7 km), or soak in the views from Il Loggiato (9.2 km) with a glass of local Brunello.brbrWhether you’re relaxing poolside, exploring ancient villages, or adventuring with your four-legged friend, this farmhouse offers an authentic and tranquil Tuscan escape.brExpenses related to charging an electric or hybrid car (when possible) are always charged according to use and separatelybrMax. 1 extra bed(s) possible for EURO 8 per person per nightbrbrLayout: On the 1st floor: (Living room(dining table, fireplace, seating area), Large kitchen(fireplace, oven), bedroom(2x single bed), bedroom(double bed or 2 single beds), Bedroom with bathroom(double bed or 2 single beds, bath tub), bathroom(shower, washbasin, toilet, bidet), balcony(shared with other guests))brbrwashing machine(shared with other guests, paid), heating(central), terrace(private), garden furniture, BBQ(shared with other guests), parking, swimming pool(shared with other guests, 15 x 7 m., opened from 1/2 May upto and including Sep), boules courtbrbrThese costs are mandatory and charged on site. They are not included in the rental price.brTourist tax: € 2.00 /person/night (Indication)brFinal Cleaning: € 70.00brBed linen: PresentbrPets: Max. 2; € 2.85/Pet/NightbrbrOptional services that you can arrange on sitebrHeating: € 48.00/nightbrHigh chair: free (on request)brCot: € 4.29/nightbrBath towels: PresentbrWifi: FreebrKitchen linen: Present
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

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Exceptional(2)

$525.95

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Country House

Rolling farmhouse of Val d'Orcia

Castiglione D'orcia, Castiglione D'orcia, Italy

This rolling stone farmhouse in Castiglione D'Orcia—a tranquil space surrounded by rolling hills, cypress-lined roads, and timeless beauty. Perfect for families, couples, or friends, the property offers a peaceful stay with access to a shared swimming pool, a private terrace, garden spaces, Barbecue facilities, and play equipment for children including a boules court. Pets are warmly welcomed, and the vast open grounds are ideal for walks and outdoor play with your furry companions.brbrLocated near the iconic Val d'Orcia, this farmhouse is a perfect base for exploring Tuscany's most picturesque towns. Visit nearby Pienza, famous for its Renaissance architecture and pecorino cheese; Montalcino, known for its world-class Brunello wines; or the ancient thermal baths at Bagno Vignoni. Enjoy horseback riding at IL CavalLeggero A.S.D. just 20 minutes away or a round of golf at the scenic Club Castiglion del Bosco.brbrLocal dining is a treat—head to Il Loggiato or Ristorante Enoteca La Terrazza for authentic Tuscan cuisine and breathtaking views. For fresh pastries and breads, L’Antico Forno is a beloved local bakery just 11 km away.brbrTuscany also hosts delightful local festivals: don’t miss the Festa del Barbarossa in San Quirico d’Orcia (June) for medieval pageantry or the Bravio delle Botti barrel race in Montepulciano (August). Both are perfect for immersing yourself in the culture—and many public spaces allow pets, including scenic walks around town walls and parks.brbrWhether you're exploring local vineyards, relaxing by the pool, or stargazing with a glass of wine in hand, this farmhouse invites you to experience the slow, authentic rhythm of Tuscan life.brExpenses related to charging an electric or hybrid car (when possible) are always charged according to use and separatelybrMax. 1 extra bed(s) possible for EURO 8 per person per nightbrbrLayout: Ground floor: (Living room(dining table, seating area), Large kitchen(oven, fridge, washbasin), bedroom(double bed or 2 single beds), bedroom(2x single bed), bathroom(bath tub, washbasin, toilet, bidet))brbrwashing machine(shared with other guests, paid), heating(central), terrace(private), garden(shared with other guests), garden furniture, BBQ(shared with other guests), parking, swimming pool(shared with other guests, 15 x 7 m., opened from 1/2 May upto and including Sep), boules courtbrbrThese costs are mandatory and charged on site. They are not included in the rental price.brTourist tax: € 2.00 /person/night (Indication)brFinal Cleaning: € 40.00brBed linen: PresentbrPets: Max. 2; € 2.85/Pet/NightbrbrOptional services that you can arrange on sitebrHeating: € 24.00/nightbrHigh chair: free (on request)brBath towels: PresentbrWifi: FreebrKitchen linen: Present
Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps

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$606.24

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Country House

Cottage in Tuscany with patio

Castiglione D'orcia, Castiglione D'orcia, Italy

Located in the rolling hills of Castiglione d'Orcia, this pet-friendly farmhouse offers a peaceful escape for two guests in the heart of Tuscany. Set on a scenic estate just 8 km from the charming village of San Quirico d'Orcia, the property is perfect for couples or solo travelers looking to explore the region’s beauty and history. With free WiFi and bike rentals available on-site, it’s easy to stay connected and venture out into the countryside at your own pace.brbrSituated on the first floor, the farmhouse includes a spacious kitchen with a dining area, a cozy bedroom with either a double bed or two singles, an additional room with twin beds, and a bathroom with a shower, washbasin, toilet, and bidet. Guests can relax on the shared balcony, enjoy a meal on the private terrace, or make use of the garden furniture and BBQ. The estate also offers access to a large swimming pool (open May to September), a boules court, a shared washing machine, and convenient parking.brbrNearby attractions include the historic town of Pienza, known for its Renaissance architecture and pecorino cheese, and the thermal baths of Bagno Vignoni, just a short drive away. Don’t miss the iconic cypress-lined roads of Val d'Orcia, a UNESCO World Heritage Site. For dining, try Trattoria Osenna in San Quirico d'Orcia for Tuscan classics or Osteria Perillà in Castiglione d'Orcia for a Michelin-starred experience.brExpenses related to charging an electric or hybrid car (when possible) are always charged according to use and separately Max. 1 extra bed(s) possible for EURO 8 per person per nightbrLayout: On the 1st floor: (Large kitchen(dining table), bedroom(double bed or 2 single beds), bedroom(2x single bed), bathroom(shower, washbasin, toilet, bidet), balcony(shared with other guests)) washing machine(shared with other guests, paid), heating(central), terrace(private), garden furniture, BBQ(shared with other guests), parking, swimming pool(shared with other guests, 15 x 7 m., opened from 1/2 May upto and including Sep), boules courtbrbrThese costs are mandatory and charged on site. They are not included in the rental price.: brFinal Cleaning; € 40brPets; Max. 1; € 2,85/nightbrBed linen; PresentbrTourist tax; € 2 /person/night (Indication)brbrOptional services that you can arrange on site: brBath towels; PresentbrKitchen linen; PresentbrWifi; FreebrCot; € 4,29/nightbrHigh chair; free (on request)brHeating; € 20/night
Bed 2

Bed

Bath 1

Bath

Sleep 2

Sleeps

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$700.65

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Country House

Farmhouse in Castiglione Dorcia

Castiglione D'orcia, Castiglione D'orcia, Italy

Experience authentic Tuscan charm in this delightful 2-bedroom holiday home for 4, nestled on a picturesque estate in the heart of Val d’Orcia, a UNESCO World Heritage Site. Located in an old 'casa colonica' on the first floor, the home features rustic terracotta floors, wooden beamed ceilings, and a cozy fireplace, inviting you into a warm, traditional Italian atmosphere.brStart your mornings with breakfast on your private garden terrace, overlooking olive groves and rolling hills. On warm afternoons, cool off in the shared swimming pool, or enjoy a game of boules, soccer, volleyball, or basketball, all available on the estate. Pets are welcome too.brbrJust 8 km away, San Quirico d’Orcia enchants visitors with its medieval architecture and lush gardens. Nearby Pienza, known for its pecorino cheese, offers sweeping views and Renaissance beauty, while the world-famous wine villages of Montalcino and Montepulciano are a must for wine lovers. brWith on-site bike rental, hiking routes, and ample space for your pet to roam, this tranquil retreat offers the perfect blend of relaxation, exploration, and local culture in the heart of Tuscany.brExpenses related to charging an electric or hybrid car (when possible) are always charged according to use and separately Max. 1 extra bed(s) possible for EURO 8 per person per nightbrLayout: On the 1st floor: (Living room(dining table, fireplace), Kitchen(stove, oven, washbasin), bedroom(double bed or 2 single beds), bedroom(2x single bed), bathroom(shower, washbasin, toilet, bidet), balcony) washing machine(shared with other guests), heating(central), terrace(private), garden(shared with other guests), garden furniture, BBQ(shared with other guests), parking, swimming pool(shared with other guests, 15 x 7 m., opened from 1/2 May upto and including Sep), boules courtbrbrThese costs are mandatory and charged on site. They are not included in the rental price.: brFinal Cleaning; € 40brPets; Max. 1; € 2,85/nightbrBed linen; PresentbrTourist tax; € 2 /person/night (Indication)brbrOptional services that you can arrange on site: brBath towels; PresentbrKitchen linen; PresentbrWifi; FreebrCot; € 4,29/nightbrHigh chair; free (on request)brHeating; € 20/night
Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps

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$743.54

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Country House

Farmhouse in Val d'Orcia Charm

Castiglione D'orcia, Castiglione D'orcia, Italy

Nestled in the breathtaking landscape of Val d’Orcia, this charming farmhouse for 4 offers an authentic Tuscan retreat on a peaceful estate. Perfect for families or couples, the house combines rustic character, think terracotta floors and wooden beamed ceilings with modern comforts, including a well-equipped kitchen, cozy living area, and two restful bedrooms. Outside, relax on your private terrace or take in sweeping views of the UNESCO-listed countryside from the large shared garden. A spacious swimming pool (open May–September), boules court, and sports fields make it ideal for both relaxation and recreation. Children and Pets can play freely while adults unwind in a serene rural setting. It is a pet frindly farmhouse.brbrThe estate's central location means you're just 8 km from San Quirico d'Orcia, a charming medieval village with quaint shops and picturesque piazzas. Don't miss Pienza, the Renaissance ideal town famous for its pecorino cheese and architectural beauty, or Montalcino, known for its world-renowned Brunello wine and hilltop fortress views. For dining, explore local trattorias like Osteria Il Ritrovo in San Quirico or La Porta in Monticchiello, both offering farm-to-table Tuscan specialties and regional wines.brExpenses related to charging an electric or hybrid car (when possible) are always charged according to use and separately Max. 1 extra bed(s) possible for EURO 8 per person per nightbrLayout: Ground floor: (Living room(seating area), Large kitchen(dining table, oven), bathroom(shower, washbasin, toilet, bidet)) On the 1st floor: (bedroom(double bed or 2 single beds), bedroom(2x single bed)) washing machine(shared with other guests), heating(central), terrace(private, shared with other guests), garden(shared with other guests), garden furniture, BBQ(shared with other guests), parking, swimming pool(shared with other guests, 15 x 7 m., opened from 1/2 May upto and including Sep), boules courtbrbrThese costs are mandatory and charged on site. They are not included in the rental price.: brFinal Cleaning; € 40brPets; Max. 1; € 3/night (Pets will only be accepted if communicated before arrival)brBed linen; PresentbrTourist tax; € 2 /person/night (Indication)brbrOptional services that you can arrange on site: brBath towels; PresentbrKitchen linen; PresentbrWifi; FreebrCot; € 5/nightbrHigh chair; free (on request)brHeating; € 20/night
Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps

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$698.52

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Villa

Independent residence with 4 apartaments and pool in val d'Orcia

Castiglione D'Orcia, Siena it, Italy

AccommodationbrIndependent 12-bed residence consisting of four apartments (possibility of adding up to 4 beds for children only).brAzzurro sleeps 2 on the ground floor living room with fireplace, TV, kitchenette and sofa bed*, one double bedroom, one bathroom with shower.brYellow sleeps 2 on ground floor large living room with sofa bed* and one armchair, TV and kitchenette with loft with double bedroom, one bathroom with shower.brGreen sleeps 4 on the ground floor living room with sofa bed*, fireplace, TV and kitchenette, on the second floor a double bedroom, a twin bedroom, a bathroom with shower.brRed sleeps 4 on the ground floor living room with kitchenette and large outdoor porch, two double bedrooms, two bathrooms with shower.brbrAmenitiesbrSwimming pool (mt 6x12), furnished outdoor area, covered parking, barbecue, laundry, bowls, free wi-fi connection. The farm produces Tuscan dop olive oil and doc Orcia wine. Dishwasher present in all apartments.brbr*only for childrenbrbrbrPrices include consumption of water, gas, electricity, final cleaning, linen for bedrooms and bathrooms (linen change is weekly).brAny heating consumption is not included in the price and will be payable on the spot according to consumption.brUpon arrival, guests must hand over a security deposit of € 500.00, which will be returned to them at the end of their stay minus the cost of any damages incurred.brPets € 50.00 per week. Crib € 30.00 per week.Extra bed € 80.00 per week.brCheck-in 3-7 pm | Check out 10 am.brPool open 01/05-30/09.brbrA tourist tax may be required upon arrival according to the regulations of your host municipality.
Bed 6

Bed

Bath 5

Bath

Sleep 12

Sleeps

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Exceptional(1)

$2049.1

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Villa

Villa Gallina Grande Stay

Castiglione D'orcia, Castiglione D'orcia, Italy

Tucked away in the rolling hills of Castiglione d'Orcia, this spacious, pet-friendly villa is perfect for large families or groups of up to 15 guests. The property spans multiple cozy living and dining areas, with six charming bedrooms, each with a private en-suite bathroom. Featuring three kitchens, including a large central kitchen equipped with modern appliances, satellite TV, and a fireplace, this villa blends comfort with traditional Tuscan character and offers free Wi-Fi throughout.brbrThe villa’s vast private garden is ideal for outdoor living, complete with garden furniture, a playground, table tennis, and table football. A stunning private swimming pool (15 × 7 m, open May to September) is the perfect spot to unwind under the Tuscan sun. Whether relaxing with a book by the fireplace or gathering for a meal al fresco, the villa is designed for socializing and rejuvenation.brbrLocated just 13 km from Castiglione d'Orcia’s historic center, guests can explore the charming old town, the imposing Rocca di Tentennano, and panoramic views over the Val d'Orcia. Famous thermal baths like Bagno Vignoni and San Filippo are nearby, offering soothing experiences. Delight in Tuscan cuisine at Osteria Perillà in Rocca d’Orcia or La Cisterna nel Borgo in Bagno Vignoni. The villa is an ideal base for discovering Montalcino, Pienza, and the scenic Orcia Valley.brLayout: Ground floor: (Living room(fireplace), Living room(fireplace), dining room, open kitchen(microwave, fridge-freezer), open kitchen(fridge-freezer), Large kitchen(TV(satellite), dining table, fireplace, electric kettle, toaster, coffee machine, oven, microwave, dishwasher, fridge-freezer), Bedroom with bathroom(single loft bed, double bed, shower, washbasin, toilet, bidet), Bedroom with bathroom(double bed, shower, washbasin, toilet, bidet), Bedroom with bathroom(double bed, shower, washbasin, toilet, bidet), Bedroom with bathroom(single loft bed, double bed, shower, washbasin, toilet, bidet)) On the 1st floor: (Living room, open kitchen, Bedroom with bathroom(bunk bed, stove, shower, washbasin, toilet, bidet), Bedroom with bathroom(single loft bed, double bed, bath tub, shower, washbasin, toilet, bidet)) oven, washing machine, garden, garden furniture, parking, swimming pool(private, 15 x 7 m., opened from May upto and including Sep), play equipment, table tennis table, table footballbrbrThese costs are mandatory and charged on site. They are not included in the rental price.: brDeposit; € 500 returned 14 days after departurebrFinal Cleaning; € 350brPets; Max. 1; € 35/staybrBed linen; PresentbrGas/Oil; € 4/m3brTourist tax; € 2 /person/night (Indication)brbrOptional services that you can arrange on site: brBath towels; PresentbrKitchen linen; PresentbrWifi; Free
Bed 6

Bed

Bath 6

Bath

Sleep 15

Sleeps

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Exceptional(7)

$1250.87

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Country House

Scenic Tuscan Farmhouse

Castiglione D'orcia, Castiglione D'orcia, Italy

Nestled in the heart of Val d’Orcia, this charming pet-friendly farmhouse in Castiglione D’Orcia offers a quintessential Tuscan experience for up to 8 guests. With 5 spacious bedrooms, multiple bathrooms, a cozy fireplace, and traditional terracotta floors and wooden beams, the home beautifully balances rustic charm with modern comfort. Your furry friends are warmly welcomed here, and the expansive shared garden and surrounding countryside offer endless exploring opportunities, perfect for long, scenic walks or outdoor playtime. The shared swimming pool (open May–Sept), boules court, and nearby soccer, basketball, and volleyball facilities ensure fun for all ages. For animal lovers, horse riding is available at Il CavalLeggero A.S.D., just 22 km away.brbrThe farmhouse is ideally located for exploring Tuscany’s cultural gems. Just 8 km away lies San Quirico d'Orcia, a picturesque medieval village with charming piazzas and historic churches. Don’t miss Pienza (13 km), famed for its Renaissance architecture and pecorino cheese, or Montalcino (27 km), home to world-class Brunello wines. brbrAfter a day of sightseeing or wine tasting, relax on your private terrace with a glass of local red, while your pets roam freely in the open garden. This farmhouse offers a warm welcome, stunning views, and plenty of space for the whole family—pets included.brExpenses related to charging an electric or hybrid car (when possible) are always charged according to use and separatelybrbrLayout: Ground floor: (hallway, Living room(fireplace, seating area), dining room(dining table), Kitchen(oven, dishwasher), bedroom(double bed or 2 single beds), bedroom(2x single bed), Bedroom with bathroom(double bed or 2 single beds, shower, washbasin, toilet, bidet), Bedroom with bathroom(double bed or 2 single beds, shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet), mezzanine(2x single bed))brbrwashing machine(shared with other guests, paid), heating(central), terrace(private), garden(shared with other guests), garden furniture, BBQ(shared with other guests), parking, swimming pool(shared with other guests, 15 x 7 m., opened from 1/2 May upto and including Sep), boules courtbrbrThese costs are mandatory and charged on site. They are not included in the rental price.brTourist tax: € 2.00 /person/night (Indication)brFinal Cleaning: € 80.00brBed linen: PresentbrPets: Max. 2; € 2.85/Pet/NightbrbrOptional services that you can arrange on sitebrHeating: € 36.00/nightbrHigh chair: free (on request)brCot: € 4.29/nightbrBath towels: PresentbrWifi: FreebrKitchen linen: Present
Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps

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