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Italy Country: Italy (11002) | Region: Tuscany (3452) | Area: Grosseto
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    Found 322 Grosseto holiday homes for rent

    Apartment • 8 People • 4 3 wifi
    From
    627 /night
    Min Stay 1 night

    Grosseto, Italy 

    € 627 /Night (minimum stay 1 night)
  • WiFi

    Porto Paradise


    This charming apartment in Porto Santo Stefano offers a truly memorable stay, thanks to its unbeatable location and sweeping sea views. The winning highlight is a spacious terrace, perfect for outdoor dining and sunsets. The main bedroom boasts a private porch, again with breathtaking coastal views. The interiors are comfortable, though slightly dated in places. The fourth bedroom is rather compact, so you may prefer to stay as a smaller group. That said, the incredible setting is worth it alone, making this a must for exploring the beauty of the Tuscan coast. *The traditional decor here might not be to everyone's taste. It feels a little dated in parts. *The fourth bedroom is very small and best suited to children or for use as a utility room. However, it has a private bathroom and everything you need for a comfortable night's sleep. *At full occupancy, eight guests will be sharing three bathrooms. *There’s free parking for one car ...More Details


    • Booked Available
    House • 10 People • 5 6 pets pool wifi
    From
    625 /night
    Min Stay 7 nights

    Massa Marittima, Italy 

    € 625 /Night (minimum stay 7 nights)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi
    Credit Cards Accepted

    "Villa Marsiliana", 7-room villa 270 m2 on 2 levels. Spacious, tasteful and stylish furnishings: living room with panoramic window with TV. Exit to the garden. Large dining room with open-hearth fireplace (only for decoration). Exit to the garden. 1 large room with 1 double bed, shower/bidet/WC and air conditioning. Exit to the garden. Large, open kitchen (oven, dishwasher, 6 gas rings, toaster, kettle, microwave, electric coffee machine). Exit to the garden, to the terrace. Shower/bidet/WC. Upper floor: 1 room with 1 double bed (200 cm), shower/bidet/WC and air conditioning. 1 room with 1 double bed (180 cm), bath/shower/bidet/WC, double hand-basin and air conditioning. 1 room with 1 french bed (140 cm), bath/WC and air conditioning. 1 room with 1 double bed (200 cm), air conditioning. Shower/bidet/WC. Gas heating. Large balcony 15 m2, terrace roofed, patio, porch. Terrace furniture, balcony furniture, barbecue, deck chairs. Marvellous...More Details


    • Booked Available
    Apartment • 6 People • 3 3 pets pool wifi
    From
    623 /night
    Min Stay 1 night

    Grosseto, Italy 

    € 623 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    With its rich peach-coloured frontage, stone walls, and terracotta tiled roof, from the outside, this home looks like a traditionally Tuscan place to stay. But you only need to head down to the elegant pool to realise it has all the modern comforts you’d want, with stylish sun loungers and day beds, outdoor sofas and chic hammocks to swing in. That’s not to say it doesn’t also have Tuscan charm, as you’ll find this aplenty when sitting under the pergola enjoying an alfresco meal. And inside, you’ll discover exposed wooden beams, a brick fireplace and enchanting archways. Cooking at home is a delight thanks to the outdoor kitchen, complete with hobs and a barbecue grill. You’ll also be able to explore 2,500 square metres of planted gardens, terraces and olive trees. At night, as the lights of the pool illuminate, relax on the terrace with a glass of local wine. *The swimming pool can only be used from the last Saturday of April until t...More Details


    • Booked Available
    Apartment • 4 People • 3 2 pets pool wifi
    From
    605 /night
    Min Stay 1 night

    Grosseto, Italy 

    € 605 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Shadow Blooms


    Tucked away in the Tuscan countryside just outside Castel del Piano, this rural villa is perfectly placed for exploring. This region is known for natural hot springs and idyllic spa towns like Saturnia and Montalcino – both a forty-minute drive away – where you can soak your troubles away in thermal pools. Fancy sightseeing? Grosetto and Siena are about an hour away by car, as is Italy's west coast if you're in the mood for sand and sun. Back at home, it's easy to fall in love with the slow lifestyle this villa promises – imagine endless days splashing in the pool, afternoons lounging in the hammock, and evenings dining alfresco as the stars pop out overhead. Inside, this home is brimming with cosy Tuscan character, from the vaulted timber ceilings and exposed stone walls down to the terracotta tile flooring. There's even a study upstairs for all your work-from-home needs, as well as a wood oven and a built-in barbecue outside when you...More Details


    • Booked Available
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    House • 8 People • 4 2 pets pool wifi
    From
    600 /night
    Min Stay 7 nights

    Paganella plateau, Italy 

    € 600 /Night (minimum stay 7 nights)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi
    Credit Cards Accepted

    6-room villa 200 m2 on 2 levels. Spacious, tasteful and cosy furnishings: living room with TV and hi-fi system. Exit to the garden. 1 room with 1 bed and 1 double bed. Exit to the garden. 1 room with 1 french bed (140 cm). Exit to the garden. Kitchenette (4 hot plates, oven, toaster, kettle). Shower/bidet/WC. Upper floor: living room with Scandinavian wood stove. Large dining room with open-hearth fireplace, Scandinavian wood stove and dining table. 2 double bedrooms. Open kitchen (4 hot plates, dishwasher, 2 induction hot plates, toaster, kettle, electric coffee machine). Shower/bidet/WC. Electric heating, air-conditioning. Solar power. Terrace roofed, patio, garden. Terrace furniture, barbecue, deck chairs. Marvellous panoramic view of the countryside. Facilities: washing machine, iron, mosquito net, children's high chair, baby cot for up to 2 year olds, hair dryer. Internet (WiFi, free). E-charging station. Please note: 2 pets/ dogs ...More Details


    • Booked Available
    House • 6 People • 3 3
    From
    574 /night
    Min Stay 1 night

    Grosseto, Italy 

    € 574 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    The Hill of Lights


    Perched on hillside where the Tuscan Maremma meets Mount Amiata, this home is a peaceful countryside retreat with sweeping views of the Val d’Orcia. This beautifully restored stone farmhouse offers rustic Italian charm with its wooden beams, terracotta floors, and elegant furnishings. We love the open-plan kitchen that opens onto a shaded porch – it’s perfect for alfresco breakfasts and slow siestas in the sun. The terraced garden features a saltwater infinity pool with panoramic views. Just minutes from the medieval village of Arcidosso and close to thermal spas, vineyards, and nature reserves, this is Tuscany at its finest. *The swimming pool is only available for use between the last Saturday in April to the first Saturday in October. Please note, it isn't fenced and there are steps to access it, so if you're bringing little ones, they'll need to be supervised at all times. *The villa is arranged over two floors with internal stair...More Details


    • Booked Available
    House • 8 People • 4 2
    From
    574 /night
    Min Stay 1 night

    Grosseto, Italy 

    € 574 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Tuscan Tipple


    Tucked amongst trees, this Tuscan home promises a true escape from it all. We love the contemporary interiors, with plenty of space for everyone to spread out and enjoy some quiet time. But the outdoor space, though simple, is where we think most people will gravitate. Sun-kissed terraces, alfresco dining spots and far-reaching sea views – what’s not to love? If the sea vistas are tempting, it’s around five minutes by car to the sandy beaches of Punta Ala, so cooling off in the Tuscan heat is a breeze. *Due to this home's location, we recommend hiring a car to get the most out of your stay. On-site parking is available here. Air Conditioning Child Friendly Cooking Essentials Dishwasher Free Parking On Premises Fridge Garden Hair Dryer Hangers Heated Towel Rail Kitchen Kitchen Utensils Laptop Friendly Workspace Microwave Outdoor Seating Oven Parking Available Patio / Terrace Private Entrance Rain Shower Single-Level Home Stove Sun Lo...More Details


    • Booked Available
    House • 10 People • 4 2
    From
    540 /night
    Min Stay 7 nights

    Sassofortino, Italy 

    € 540 /Night (minimum stay 7 nights)
  • Swimming Pool
    Pets Allowed
    WiFi
    Credit Cards Accepted

    5-room house 150 m2 on 2 levels. Spacious and bright, modern and tasteful furnishings: open large living room with panoramic window with 1 sofabed, open-hearth fireplace and dining table. Exit to the terrace. 1 room with 1 double bed (160 cm). Open kitchen (oven, dishwasher, 4 induction hot plates, toaster, kettle, electric coffee machine). Exit to the terrace. Bath/shower/bidet/WC. Upper floor: 1 room with Dressing room (160 cm). 1 room with 1 double bed (160 cm). 1 room with panoramic window with 1 french bed (140 cm). Shower/bidet/WC. Electric heating. Large terrace partly roofed. Terrace furniture, barbecue. Marvellous panoramic view of the valley, the ocean and Isola del Giglio. Facilities: washing machine, mosquito net, baby cot for up to 2 year olds, hair dryer. Internet (WiFi, free). Parking at the house. E-charging station. Please note: not suitable for small children. Non-smokers only. 2 pets/ dogs allowed. Private entrance. U...More Details


    • Booked Available
    House • 11 People • 5 5
    From
    529 /night
    Min Stay 1 night

    Grosseto, Italy 

    € 529 /Night (minimum stay 1 night)
  • Swimming Pool
    WiFi

    The Maremma


    This charming Tuscan farmhouse is nestled in the heart of the Maremma region, near the historical town of Gavorrano. With its own private swimming pool and large gardens, it's a truly tranquil setting for a family or group getaway. Explore the nearby beaches of the Gulf of Follonica, or discover the local culture with a visit to the Teatro delle Rocce (Theatre of Rocks). For golf lovers, there's a beautiful golf club less than an hour away. After a day of exploring, dine in one of the local village's traditional Tuscan eateries, or share a bottle of local wine as the sun goes down. *One of the bedrooms includes a double bed and a single bed, so it might be better suited to families. *The traditional decor here might not be to everyone's taste. It feels a little dated in parts. *The swimming pool isn't fenced. If you're bringing little ones, they'll need to be supervised at all times. *The swimming pool is only available for use betwee...More Details


    • Booked Available
    House • 10 People • 5 5
    From
    516 /night
    Min Stay 7 nights

    Punta Ala, Italy 

    € 516 /Night (minimum stay 7 nights)
  • Pets Allowed
    Air Conditioning
    WiFi
    Credit Cards Accepted

    6-room villa 200 m2 on 2 levels. Modern and tasteful furnishings: open large living/dining room with sliding door with dining table and TV. Exit to the garden. 2 double bedrooms, each room with shower/bidet/WC. Open kitchen (oven, dishwasher, 4 induction hot plates, microwave, electric coffee machine). Exit to the garden. Upper floor: large, 1 double bedroom with shower/bidet/WC. Exit to the terrace. 1 double bedroom with shower/bidet/WC. 1 room with 1 bed, 1 pull-out bed and shower/bidet/WC. Air-conditioning, forced-air heating. Large balcony, terrace partly roofed, patio, lawn. Terrace furniture, barbecue. Facilities: washing machine, dryer. Internet (WiFi, free). Parking. Please note: 1 pet/ dog allowed. Private entrance, fire extinguisher. IT053006C2BD5EBUWV Outside Description: Very beautiful villa "Tiffany", 2 storeys, semi-detached, renovated in 2024. In the resort Punta Ala, in a quiet, sunny position residential area (villas)...More Details


    • Booked Available
    House • 12 People • 6 5
    From
    516 /night
    Min Stay 7 nights

    Manciano, Italy 

    € 516 /Night (minimum stay 7 nights)
  • Swimming Pool
    Pets Allowed
    WiFi
    Credit Cards Accepted

    6-room villa 365 m2 on 2 levels. Antique and luxurious furnishings: large living room with open-hearth fireplace. Exit to the patio. Small living room with TV. 1 double bedroom 22 m2. 1 room 20 m2 with 2 beds. 2 rooms, each room with 1 double bed (160 cm), shower/bidet/WC. Kitchen 28 m2 (4 hot plates, oven, dishwasher, toaster, electric coffee machine) with dining table. Exit to the garden, pergola. Shower/bidet/WC, sep. WC. Upper floor: 1 double bedroom 28 m2 with open-hearth fireplace and shower/bidet/WC. 1 room 28 m2 with 1 bed, 1 double bed and shower/bidet/WC. Exit to the terrace. Patio, garden. Barbecue. Marvellous view of the countryside. Facilities: washing machine, iron, mosquito net, hair dryer. Parking. Please note: non-smokers only. 2 pets/ dogs allowed. Private entrance. No internal connecting door between the separated properties. All windows and patio doors have mosquito nets. IT053014B5TUJ7UD5C Outside Description: Thi...More Details


    • Booked Available
    House • 12 People • 6 4
    From
    515 /night
    Min Stay 7 nights

    Manciano, Italy 

    € 515 /Night (minimum stay 7 nights)
  • Swimming Pool
    Pets Allowed
    WiFi
    Credit Cards Accepted

    "La Gattaiola Piccola", 8-room house 240 m2 on 2 levels. Spacious, rustic and cosy furnishings: large living/dining room with open-hearth fireplace and TV (flat screen). Exit to the garden, to the loggia, to the swimming pool. 1 room with 1 double bed (160 cm), shower/bidet/WC. 1 room with 2 beds. Exit to the garden, pergola. 1 small room with 2 beds. Open kitchen (dishwasher, 4 gas rings, toaster, kettle, microwave, electric coffee machine). Shower/bidet/WC. Upper floor: living/dining room with open-hearth fireplace and kitchen corner. Exit to the terrace. 2 rooms, each room with 1 double bed (160 cm), fan. 1 room with 2 beds and fan. Open kitchen (oven, dishwasher, 4 gas rings, microwave). Bath/bidet/WC, shower/bidet/WC, hydro massage bath. Gas heating. Heating available only from 15.10. to 15.04. Large terrace roofed, patio. Terrace furniture, barbecue, deck chairs. Marvellous panoramic view of the sea, the valley and the countryside...More Details


    • Booked Available
    House • 22 People • 9 8
    From
    502 /night
    Min Stay 7 nights

    Pitigliano, Italy 

    € 502 /Night (minimum stay 7 nights)
  • Swimming Pool
    Pets Allowed
    WiFi
    Credit Cards Accepted

    "Il Piccione", 20-room house 240 m2 on 3 levels. Spacious, simple and rustic furnishings: living/dining room with separate WC. Exit to the terrace. 1 open double bedroom with dining table, kitchen corner and shower/bidet/WC. Exit to the terrace. Open kitchen (oven, dishwasher, 5 gas rings) with open-hearth fireplace and dining table. Exit to the terrace. Upper floor: 2 rooms, each room with 1 sofabed, 1 double bed and shower/bidet/WC. (exterior staircase), 1 double bedroom with shower/bidet/WC. (exterior staircase) living/dining room with kitchen corner. 1 double bedroom with shower/bidet/WC. 1 room, on 2 levels with 2 beds, 1 double bed and shower/bidet/WC. Open kitchen (oven, dishwasher, 4 gas rings). 2nd upper floor: 2 double bedrooms, each room with shower/bidet/WC. Gas heating. Natural stone floors. Large terrace roofed, 2 small terraces roofed, patio, porch. Terrace furniture, barbecue, deck chairs. Facilities: washing machine (ex...More Details


    • Booked Available
    House • 8 People • 4 2
    From
    492 /night
    Min Stay 7 nights

    Punta Ala, Italy 

    € 492 /Night (minimum stay 7 nights)
  • Air Conditioning
    WiFi
    Credit Cards Accepted

    "Villa Marzia Mare & Golf", 5-room house 120 m2. Spacious and bright, fully renovated in 2022, very modern and stylish furnishings: living/dining room with panoramic window with TV (flat screen), air conditioning. Exit to the garden, to the terrace. 2 double bedrooms, each room with TV (flat screen), air conditioning. Exit to the garden, to the terrace. 1 room with 2 beds (80 cm), TV (flat screen), air conditioning. Exit to the garden. 1 double bedroom with TV (flat screen), air conditioning. Open kitchen (oven, dishwasher, Gas stove, 5 gas rings, toaster, kettle, microwave, electric coffee machine) with dining table. Exit to the terrace. 2 showers/bidet/WC. Gas heating, air-conditioning. Natural stone floors. Large terrace partly roofed, patio. Terrace furniture, balcony furniture, barbecue, deck chairs. Marvellous panoramic view of the sea. Facilities: washing machine, iron, mosquito net, children's high chair, baby cot for up to 2 ye...More Details


    • Booked Available
    House • 7 People • 3 3
    From
    489 /night
    Min Stay 7 nights

    Scarlino, Italy 

    € 489 /Night (minimum stay 7 nights)
  • Swimming Pool
    Pets Allowed
    WiFi
    Credit Cards Accepted

    5-room villa 200 m2 on 3 levels. Spacious, comfortable and cosy furnishings: large living/dining room with open-hearth fireplace (only for decoration). Exit to the terrace. Kitchen (oven, dishwasher, 1 induction hot plates, 3 gas rings, toaster, kettle, combination microwave) with dining table. Exit to the terrace. Sep. WC. Upper floor: 1 room with 1 double bed. Shower/bidet/WC. 2nd upper floor: 1 large room with Dressing room with 1 double bed, bath/shower/bidet/WC and double hand-basin. Exit to the balcony. 1 double bedroom with shower/bidet/WC. Large terrace roofed, patio, lawn. Terrace furniture, barbecue, deck chairs. Very beautiful panoramic view of the countryside. Facilities: washing machine, baby cot for up to 2 year olds, hair dryer. Internet (WiFi, free). Parking. Please note: non-smokers only. 2 pets/ dogs allowed. Private entrance, smoke alarm, fire extinguisher. IT053024C29A3FTGOS Outside Description: Comfortable villa "...More Details


    • Booked Available
    House • 6 People • 3 3
    From
    477 /night
    Min Stay 1 night

    Grosseto, Italy 

    € 477 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Views Of The Vineyard


    If you want to go off the beaten track for your Tuscan adventures, then this home is a great pick for you. Located in the Maremma region, it's a quiet spot surrounded by vines where you can truly kick back and relax in style. The cosy interiors will make you feel at home right away – think warming colours, plush fabrics, and rich wood details. It's the ideal place to enjoy some respite from the heat, but we think you'll want to spend most of your time soaking up the sunshine outside. Mix a round of Aperol Spritzes at the outdoor bar, before settling down on a lounger to catch some rays. Take a dip in the swimming pool if you need to cool down, and when evening rolls around you can fire up the barbeque for a delicious grilled feast in the fresh air. The sleepy hilltop village of Montemassi is just a five-minute drive away, where you can visit the ancient gates, churches, and castle. Walkers are in luck, as the Nel mezzo alla Maremma ...More Details


    • Booked Available
    House • 14 People • 6 4
    From
    476 /night
    Min Stay 7 nights

    Scarlino, Italy 

    € 476 /Night (minimum stay 7 nights)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi
    Credit Cards Accepted

    8-room house 300 m2 on 2 levels. Spacious and bright, tasteful furnishings: open large living/dining room with panoramic window with dining table, flat screen and air conditioning. Exit to the garden, to the terrace. 1 double bedroom. 1 room with 1 bed. 1 small room with 1 bed. Kitchen (oven, dishwasher, 4 induction hot plates, toaster, kettle, microwave, electric coffee machine). Shower/bidet/WC, bath/shower/bidet/WC. Upper floor: living room with 1 double sofabed, dining table and TV. 2 rooms, each room with 1 bed, 1 double bed and air conditioning. 1 double bedroom with air conditioning. Open kitchen (4 induction hot plates, microwave, electric coffee machine). 2 showers/bidet/WC. Wood heating. Solar power. Facilities: washing machine, iron, mosquito net, baby cot for up to 2 year olds, hair dryer. Internet (WiFi, free). Parking at the house. 1 pet/ dog allowed. No internal connecting door between the floors. The house consists of on...More Details


    • Booked Available
    Farmhouse • 9 People • 4 3
    From
    475 /night
    Min Stay 7 nights

    Manciano, Italy 

    € 475 /Night (minimum stay 7 nights)
  • Swimming Pool
    Pets Allowed
    WiFi
    Credit Cards Accepted

    7-room house 200 m2 on 2 levels. Object suitable for 7 adults + 2 children. Rustic and cosy furnishings: living/dining room with open-hearth fireplace, dining table and TV. Exit to the terrace. Living room with 1 sofabed (140 cm), open-hearth fireplace. Exit to the terrace. Small living room with 1 double sofabed. Exit to the terrace. Small, open kitchen (oven, dishwasher, 3 gas rings, toaster, kettle, microwave, freezer, electric coffee machine). Upper floor: 2 rooms, each room with 1 bed and 1 double bed. 1 double bedroom. Small, Studio with 1 bed (80 cm). 3 showers/bidet/WC. Gas heating. Natural stone floors. Terrace partly roofed, patio. Terrace furniture, barbecue, deck chairs. Marvellous panoramic view of the countryside. Facilities: washing machine, mosquito net, children's high chair, baby cot for up to 2 year olds, hair dryer. Internet (WiFi, free). Parking. Please note: non-smokers only. Maximum 2 pets/ dogs allowed. Smart-Tv....More Details


    • Booked Available
    House • 8 People • 4 2
    From
    455 /night
    Min Stay 7 nights

    Porto Santo Stefano, Italy 

    € 455 /Night (minimum stay 7 nights)
  • Swimming Pool
    WiFi
    Credit Cards Accepted

    "Sole", 5-room semi-detached house 160 m2, on the ground floor. Spacious, rustic and cosy furnishings: large living room with panoramic window with open-hearth fireplace and TV (flat screen). Exit to the loggia. 3 double bedrooms. 1 room with 2 beds. Open kitchen (oven, dishwasher, 4 gas rings, toaster, electric coffee machine). Exit to the loggia. 2 showers/bidet/WC. Gas heating. Large terrace 38 m2, roofed, garden, lawn. Terrace furniture, deck chairs, covered balcony. Marvellous view of the sea. Facilities: washing machine, iron, mosquito net, children's high chair, baby cot for up to 2 year olds. Internet (WiFi, free). Parking (2 cars) at the house. Please note: non-smokers only. Private entrance, smoke alarm. IT053016C2NT4MWW6W Outside Description: Located in a residential area of the town of Porto Santo Stefano, the Sole apartment offers a magnificent view of the sea and the Tuscan archipelago. Cosy 2-family house. In the resort...More Details


    • Booked Available
    Farmhouse • 12 People • 6 6
    From
    453 /night
    Min Stay 7 nights

    Castel del Piano, Italy 

    € 453 /Night (minimum stay 7 nights)
  • Swimming Pool
    Credit Cards Accepted

    "Podere dei Venti", 8-room house 220 m2, on the ground floor. Rustic and tasteful furnishings: open living/dining room with open-hearth fireplace, satellite TV and hi-fi system. Exit to the veranda. 1 double bedroom with shower/bidet/WC. 1 room with 2 beds and shower/bidet/WC. Kitchen (5 hot plates, microwave) with dining table. Exit to the veranda. Upper floor: living room. 1 double bedroom with shower/bidet/WC. 1 double bedroom with shower/bidet/WC. Exit to the terrace. 1 room with 2 beds and shower/bidet/WC. 1 double bedroom with shower/bidet/WC. Kitchen (4 hot plates, microwave, freezer) with dining table. Facilities: children's high chair. Outdoor wood oven. IT053004B52Z8BPG64 Outside Description: 4 km from Seggiano: The property forms part of an agricultural estate of some 11 ha, subdivided between olive groves, orchards and chestnut woods, at the foot of Mount Amiata, in a beautiful panoramic position. Country house "Podere dei...More Details


    • Booked Available
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