House • 8 People • 3

• 3

•

From

€

1,004 /night

Min Stay 1 night

Grosseto, Italy

€ 1,004 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Tower of Tuscany

This historic home dates back to the 16th century. Previously home to aristocratic families, it’s now been renovated into two holiday apartments, perfect for families or friends travelling together. The villa is surrounded by park-like gardens filled with olive trees and flowers and features a shared swimming pool. Inside, you can look forward to vaulted ceilings and well-thought-out interior design. With a maximum occupancy of eight, two guests will sleep on a sofa bed in the ground-floor living room. The villa is in Maremma in southern Tuscany, close to beaches and vineyards. *This villa comprises two apartments, one on the ground floor and one on the first floor. *At full occupancy, two guests will sleep on a sofa bed in the living space of the ground-floor apartment. *There’s free parking at this home. *A neighbour may occupy the annex apartment during your stay, but you’ll only interact with him in the parking area. *Parties are ...More Details

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Grosseto, House for rent

House • 6 People • 3

• 2

•

From

€

952 /night

Min Stay 1 night

Grosseto, Italy

€ 952 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Pink Terracotta

Not far from Porto Ercole, this home makes the most of its coastal scenery. You'll be just 900 metres from the beach, and the views are downright blissful – they stretch across the sea to the island of Formiche di Burano. Everyone will appreciate the swimming pool, and the terrace makes the perfect spot for a nightcap as the sun goes down. Each bedroom has its own entrance, and the one on the lower ground floor is ideal for those who don't mind steps. When you're ready to explore, you'll find the small village of Ansedonia nearby, as well as Orbetello, which is a ten-minute drive away. *This home is spread across two levels connected by an external staircase. You'll need to climb five stairs to enter the ground floor and thirteen steps (with a railing) to get to the basement level, where you'll find an en-suite bedroom. Steps are also required to reach the pool. *Both bedrooms on the ground floor have independent entrances. *The firep...More Details

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Grosseto, House for rent

House • 10 People • 5

• 3

•

From

€

940 /night

Min Stay 1 night

Grosseto, Italy

€ 940 /Night (minimum stay 1 night)

Pets Allowed

Air Conditioning

WiFi

Pine Shade

For a peaceful garden retreat close to the coast, look no further. Bright and welcoming, this colourful home has a beach-house vibe, which is fitting – the beach is mere moments away. You’ll also be just 2 kilometres from the little town of Castiglione della Pescaia, which you can reach on foot or by bike. When you’re not out exploring or splashing in the surf, you’ll likely spend most of your time in the garden. Doze on sun loungers before dining alfresco in the shade of the portico, or unwind inside. The villa is contemporary and cheerful, thanks to bold splashes of colour. *Your host can provide a cot and high chair for little ones. *There are stairs to climb at this home so it may not be suitable for those with reduced mobility – there are some ground-floor bedrooms. *There’s free parking here. Air Conditioning Barbeque Blender Central Heating Child Friendly Coffee Maker Cot / Crib Dishwasher Drying Rack Espresso Machine Free...More Details

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Punta Ala, House for rent

House • 12 People • 7

• 4

•

From

€

922 /night

Min Stay 7 nights

Punta Ala, Italy

€ 922 /Night (minimum stay 7 nights)

Pets Allowed

Air Conditioning

WiFi

Credit Cards Accepted

9-room villa 300 m2 on 2 levels. Spacious, comfortable and rustic furnishings: large lounge 70 m2 with panoramic window with 1 sofabed (95 cm), open-hearth fireplace, satellite TV, flat screen and hi-fi system. Exit to the terrace, to the loggia. Open dining room with dining table. 1 double bedroom with shower/bidet/WC and air conditioning. Kitchen (oven, dishwasher, 6 gas rings, toaster, kettle, microwave, electric coffee machine, cooking island). On the lower ground floor: 1 large double bedroom with bath/bidet/WC and air conditioning. 2 double bedrooms, each room with air conditioning. 1 room with 1 bed (80 cm), 1 pull-out bed. 1 room with 1 french bed (130 cm), air conditioning. Exit to the garden. Open living/sleeping room with 1 double sofabed. Bath/bidet/WC, shower/bidet/WC. 2 large terraces partly covered. Terrace furniture, barbecue, deck chairs, covered balcony. Marvellous view of the sea and the port. Facilities: washing mach...More Details

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Grosseto, House for rent

House • 11 People • 5

• 6

•

From

€

916 /night

Min Stay 1 night

Grosseto, Italy

€ 916 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Lavender Harvest

It’s all about the good life at this Italian villa. We’re not just talking la dolce vita, but the full, sustainable package. It’s on an enchanting eco lavender farm, so the fields around you are fragrant as perfume and the villa has its own orto (vegetable garden) which you’re welcome to harvest. Perhaps cook fresh-veg-topped pizzas in the antique pizza oven outdoors, and enjoy at one of two terraces, overlooking the rolling countryside. For days at home, there’s a sparkling swimming pool to cool off in, a petanque court and ping pong too. We’re impressed by this villa’s eco-credentials, supplied by renewable energy and with natural aromatherapy oils on offer from the lavender farm. Inside, it’s a calming medley of Japanese zen and Scandi-chic touches. The living room is set around a big fireplace and raw-wood tables and wicker lampshades are a nod to your natural surroundings. The kitchen could be the envy of any professional chef, w...More Details

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Grosseto, House for rent

House • 8 People • 3

• 3

•

From

€

873 /night

Min Stay 1 night

Grosseto, Italy

€ 873 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tuscan Nightingale

A haven of calm, this beautiful villa seamlessly blends traditional Tuscan charm with modern comforts. The renovated retreat sits in Tuscan Maremma, offering far-reaching rural views from the well-tended garden. Sit amidst cypresses, eucalyptus, and olive trees to soak up the sun, or dine alfresco in the shade of the bamboo pergola – pick fresh veg in the organic garden. The outside space, with a private pool, is delightful, but the villa is equally special. Admire contemporary furnishings alongside exposed chestnut beams and handcrafted travertine floors in this bright, welcoming home. *Your host can provide a cot and high chair for little ones. *The swimming pool is open from the last Saturday in April until the first Saturday in October. *At full occupancy, two guests will sleep on a sofa bed in bedroom two, where there’s also a double bed. *This home is spread over two floors so it may not be suitable for those with reduced mobi...More Details

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Grosseto, Apartment for rent

Apartment • 8 People • 4

• 5

•

From

€

820 /night

Min Stay 1 night

Grosseto, Italy

€ 820 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Healing Chestnuts

Located halfway between Tuscany's Natural and Cultural Park and the Tyrrhenian coast, this woodlands home is the perfect rural retreat for large groups of friends or extended families. Thanks to its elevated position overlooking the valley of beech and oak trees, there are gorgeous views for alfresco lunches on the terrace and early-evening sundowners by the pool. With nothing but falling chestnuts, scurrying squirrels and roe deer to disturb you, this one will take you right back to nature's simpler pleasures. Stone walls and wooden shutters are parr for the course these days, but the grand fireplace, antique chandeliers and beamed ceilings really caught our eye. A multipurpose room with a home theatre, pool table and sauna makes for the ultimate rest and relaxation spot. Cook up a storm in the charming country-style kitchen, before tucking into a wood-fired pizza out on the covered terrace. Float about in the glistening south-west f...More Details

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Grosseto, Apartment for rent

Apartment • 6 People • 3

• 3

•

From

€

800 /night

Min Stay 1 night

Grosseto, Italy

€ 800 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Il Mugnaio

Located just a ten-minute drive from the town of Castel del Piano in Tuscany, this renovated farmhouse villa is full of historic charm. Boasting many of its original early twentieth-century features, including beamed ceilings, terracotta floors and travertine tile showers, its rooms nod to an Italy of the past while elevating rustic traditionalism in comfortable style. Head outside to the garden where cypress and olive trees create a natural frame around the panoramic countryside vistas, then spend the day taking dips in the pool, playing some ping pong and idling the sunny hours away in the hammock. Gather together for cocktails in the garden while you watch the sun set over the hills, then fire up the brickwork barbecue for an al fresco dinner. Gather on the master bedroom’s private terrace for a starlit nightcap, then tuck yourself in bed for a serene night’s sleep in your peaceful country surroundings. *The two single beds in the ...More Details

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Grosseto, House for rent

House • 8 People • 4

• 4

•

From

€

791 /night

Min Stay 1 night

Grosseto, Italy

€ 791 /Night (minimum stay 1 night)

Swimming Pool

WiFi

Aqua Olive

This sun-drenched villa is perfect for a family getaway to the gorgeous region of Tuscany, with plenty of space for everyone to gather together under the sun or indoors. Cosy up in front of the TV on the comfy sofas with a lovely view of the verdant surroundings or enjoy a light bite at the circular dining table by the patio door. The outdoor barbeque provides guests with a bounty of delectable meals to enjoy in the great weather, be it lunch or dinner. Spend evenings relaxing on the patio while you play board games with the whole family as the sun sets behind the silhouettes of the trees or take a dip in the pool for a quick swim to finish off the day. Unwinding has never been easier with the backdrop of the Tuscan landscape – you'll also find yourself surrounded by a charming olive grove that stretches over fifteen hectares. A twenty–three–minute drive takes you to the medieval village of Capalbio which has some gorgeous architecture...More Details

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Grosseto, House for rent

House • 6 People • 3

• 4

•

From

€

783 /night

Min Stay 1 night

Grosseto, Italy

€ 783 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Wild Branch

This eco-friendly villa, with stunning views of the Tuscan countryside, is situated close to the medieval town of Grosseto. It boasts some pretty nifty features, such as an indoor fitness area with gym equipment and a sauna. But that’s not all. Outside, there are several seating and relaxation areas, as well as a pool. Though it’s on the small side, it’s still a welcome treat during the scorching months. A short drive takes you into Grosseto, where you’ll find numerous good eateries, as well as different sights such as the cathedral and archaeological museum. *The swimming pool isn't fenced. If you're bringing little ones, they'll need to be supervised at all times. The pool is heated from May to September. *If you're travelling with little ones, your host can provide a cot and high chair for free. You'll need to request them in advance. *There’s a nude painting in one of the bedrooms, so it may not be the most appropriate for young ...More Details

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Monte Argentario, Apartment for rent

Apartment • 6 People • 3

• 2

•

From

€

763 /night

Min Stay 1 night

Monte Argentario, Italy

€ 763 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

Sea View Villa

This breathtaking villa a short distance from Porto Ercole caught our attention for its peaceful setting and glittering sea views. Just a short drive from the harbour and historic old town, it strikes a balance between seclusion and being close to everything you need. You’ll find plenty of room to unwind, from the shady garden and sea-facing pool to the elegant outdoor lounge areas. Inside, the home is thoughtfully furnished with a warm, rustic touch that’s true to traditional Tuscany. While you’ll need a car to get around, private parking is provided – and trust us, the views alone are worth the drive. *The swimming pool isn't fenced. If you're bringing little ones, they'll need to be supervised at all times. *This villa is spread over two levels and so may not be ideal for guests with mobility issues. *Due to this home's location, we recommend hiring a car to get the most out of your stay. Plus, you'll have private parking spaces a...More Details

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Grosseto, House for rent

House • 6 People • 4

• 2

•

From

€

746 /night

Min Stay 1 night

Grosseto, Italy

€ 746 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Lavender - Wine

You’ll find this 19th-century Tuscan farmhouse nestled in the heart of the Grosseto Maremma. Traditional interiors blend seamlessly with modern furnishings, making it feel like a true home away from home. But for us, the star of the show is the outdoor space. With far-reaching views and three hectares to enjoy, there’s plenty of room for everyone to spread out and enjoy some quiet time. That said, we think people will naturally gravitate to the pool area, or gather at the table for a spot of alfresco dining. Location-wise, there are beaches, historical towns, and renowned wineries all within easy reach – you’ll never be lost for things to do. *The swimming pool, open from the last Saturday in April to the first Saturday in October, isn't fenced, and there's an unfenced pond here. If you're bringing children, they'll need to be supervised at all times. *If you're travelling with little ones, your host can provide a cot and high chair ...More Details

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Grosseto, House for rent

House • 10 People • 4

• 4

•

From

€

745 /night

Min Stay 1 night

Grosseto, Italy

€ 745 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Love - Serenity

With stunning views across the Tuscan Maremma, this home will captivate you from the moment of arrival. There’s a peaceful garden, a private pool and a terrace for magical evening meals. Inside, the rooms are traditional, simple and well suited to families with all the essentials you could need to make it your own. And to ensure your stay is extra special, your host can help organise a range of additional services such as cooking classes and massage treatments. You will need a car to get around here, but it’s just a short drive into Grosseto, while the coast is also within easy driving distance. *At full occupancy, two guests will be sleeping on the sofa bed in the living room. *If you're travelling with little ones, your host can provide a cot for free on request. *Please note the swimming pool is available for use from May to October. *Well behaved pets may be welcome here. Check with your host for more information. Air Condit...More Details

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Grosseto, Apartment for rent

Apartment • 8 People • 4

• 5

•

From

€

725 /night

Min Stay 1 night

Grosseto, Italy

€ 725 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Tuscan Star

Tucked away in the sleepy hills of the Tuscan Maremma, this rustic home offer tradition and comfort along with incredible views. From here, leisurely days can be spent by the pool or relaxing on the veranda. Inside, the rooms are family-friendly with plenty of space to stretch out across the two floors. It’s worth noting the main bedroom has low ceilings, but it still retains a wonderful sense of character. Beyond this hilltop sanctuary, it’s just a twenty-minute drive to the nearest beaches while the Maremma Regional Park is just 20 kilometres away. *While not all of the rooms and amenities are photographed, expect the style and quality to be consistent with the rest of the home. *Due to this home's location, we recommend hiring a car to get the most out of your stay – there is also private parking. *This home is spread across two floors with three bedrooms on the ground floor while the fourth is on the first floor. *The ceiling in...More Details

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Castel del Piano, Farmhouse for rent

Farmhouse • 16 People • 7

• 7

•

From

€

722 /night

Min Stay 7 nights

Castel del Piano, Italy

€ 722 /Night (minimum stay 7 nights)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Credit Cards Accepted

"Montecucco Winery", 9-room house 180 m2 on 2 levels, on the upper floor. Comfortable and tasteful furnishings: open living/dining room with open-hearth fireplace and satellite TV (flat screen). 1 double bedroom with 1 bed and shower/bidet/WC. 1 double bedroom with 1 bed and shower/bidet/WC. 1 double bedroom with shower/bidet/WC. 1 double bedroom with shower/bidet/WC. Kitchenette (4 hot plates, oven, dishwasher, toaster, kettle, microwave, freezer, electric coffee machine). On the lower ground floor: open living room with open-hearth fireplace and satellite TV (flat screen). Exit to the patio. 1 double bedroom with shower/bidet/WC. 1 double bedroom with shower/bidet/WC. 1 double bedroom with shower/bidet/WC. Kitchenette (4 hot plates, oven, dishwasher, microwave, freezer, electric coffee machine). Facilities: washing machine. 1 pet/ dog allowed. IT053004B5RBTEMIDG Outside Description: The property consists of the main house (ten peopl...More Details

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Grosseto, Apartment for rent

Apartment • 8 People • 4

• 4

•

From

€

655 /night

Min Stay 1 night

Grosseto, Italy

€ 655 /Night (minimum stay 1 night)

Pets Allowed

WiFi

With its unfettered Tyrrhenian Sea views, manicured gardens and close proximity to the seaside, this homespun villa is a place for slowing down and switching off. Inside, it’s rustic and charming – expect timber beams, terracotta floors, retro pine wood and cosy bedrooms with patterned bedspreads that ensure a peaceful night’s sleep. When you’re not relaxing on the curved sofa or pottering about in the fully-equipped kitchen, you’ll be out on the terrace, reclining on a lounger before setting the table ready for a barbecue lunch. Spend afternoons strolling along Capalbio Beach, a ten-minute drive away, or nip over to Orbetello, a unique town in the eponymous lagoon, to spot rare birds at the Nature Reserve. Just before sundown, take the forty-minute car ride into Grosseto for a wander along the city walls and a well-deserved bite to eat in a fine dining restaurant. *Private parking for one car or two small cars is available on the pr...More Details

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Grosseto, House for rent

House • 6 People • 3

• 3

•

From

€

642 /night

Min Stay 1 night

Grosseto, Italy

€ 642 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Pastel Pretty

Romantic and whimsical, this beautifully renovated 19th-century farmhouse is nestled amid the rolling hills, olive groves, and vineyards of the Tuscan countryside. A wisteria- and rose-covered pergola frames the terrace and makes for a stunning spot for an alfresco meal, day or night, and the private swimming pool is perfectly positioned for enjoying the views. The house has been renovated to incorporate local craftsmanship, blending antique terracotta floors and chestnut ceiling beams with pastel hues – it’s pretty and comfortable. The thermal springs of Terme di Saturnia are a short drive away, and you can reach the coast in fifty minutes. *The swimming pool is open from the last Saturday in April until the first Saturday in October. *Your host can provide a cot and high chair for little ones. *There are stairs to climb at this home so it may not be suitable for those with reduced mobility. One bedroom and bathroom are on the groun...More Details

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Grosseto, House for rent

House • 6 People • 3

• 4

•

From

€

639 /night

Min Stay 1 night

Grosseto, Italy

€ 639 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tuscan Hush

If you’re seeking an escape back to nature, this could be the home for you. Immersed in the Tuscan countryside, you can soak up the peace and quiet of this location whilst admiring uninterrupted views across vineyards, olive groves and forests. Inside, the home is bright and contemporary – it’s impossible not to relax here. The pool house, complete with a sauna, bathroom and areas to relax, is a welcome bonus. Location-wise, Scansano, known for its exceptional wines, is around a twenty-five-minute drive, or you can drive around forty minutes to reach the thermal springs in Saturnia. *The owners live on the property. They won't disturb you, but are always on hand should you need any help. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *The swimming pool, open between May and October, isn't fenced. If you're bringing children, they'll need to be supervised at all times. *There's a...More Details

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Monte Argentario, House for rent

House • 8 People • 4

• 3

•

From

€

635 /night

Min Stay 7 nights

Monte Argentario, Italy

€ 635 /Night (minimum stay 7 nights)

Swimming Pool

WiFi

Credit Cards Accepted

5-room house 100 m2 on 2 levels. Comfortable and cosy furnishings: living/dining room with open-hearth fireplace (only for decoration), dining table, TV and hi-fi system. Exit to the terrace. 1 room with 1 double bed (160 cm). 1 room with 1 double bed (160 cm), shower/WC. 1 room with 1 bed (80 cm), 1 double bed (160 cm), shower/bidet/WC. Exit to the garden. Open kitchen (oven, dishwasher, 4 gas rings, toaster, kettle, microwave, freezer, electric coffee machine). Exit to the terrace. Bath/bidet/WC. Upper floor: 1 open room with sloping ceilings with 1 bed (80 cm), 1 sofabed (80 cm). Oil heating. Natural stone floors. Terrace 50 m2, roofed. Deck chairs. Marvellous view of the sea. Facilities: washing machine, mosquito net, baby cot for up to 2 year olds. Internet (WiFi, free). Please note: one double bedroom is outside the apartment. Non-smokers only. No internal connecting door between the separated properties. Bedlinen, towels, final c...More Details

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Manciano, House for rent

House • 16 People • 9

• 6

•

From

€

631 /night

Min Stay 7 nights

Manciano, Italy

€ 631 /Night (minimum stay 7 nights)

Swimming Pool

Pets Allowed

WiFi

Credit Cards Accepted

"La Gattaiola", 12-room villa 360 m2 on 2 levels. Comfortable and tasteful 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 double bedroom with 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: large living room with open-hearth fireplace (only for decoration), kitchen corner and TV. Exit to the terrace. 2 double bedrooms, each room with fan. 1 room with 2 beds and fan. Living/dining room with open-hearth fireplace, kitchen corner and TV. Exit to the terrace. 1 double bedroom with fan. 2 rooms, each room with 2 beds and fan. Open kitchen (oven, dishwasher, 4 gas rings, microwave). Exit to the terrace. 2 baths/bidet/WC, 2 showers/bidet/WC, hydro massage bath. Gas heating. Heating ...More Details

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Luxury Rentals Grosseto Holiday rentals Italian vacation rentals of Apartments and Houses - Short term lettings

Found 322 Grosseto holiday homes for rent

Grosseto, Italy

Grosseto, Italy

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Punta Ala, Italy

Grosseto, Italy

Grosseto, Italy

Grosseto, Italy

Grosseto, Italy

Grosseto, Italy

Grosseto, Italy

Monte Argentario, Italy

Grosseto, Italy

Grosseto, Italy

Grosseto, Italy

Castel del Piano, Italy

Grosseto, Italy

Grosseto, Italy

Grosseto, Italy

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Manciano, Italy

Luxury Rentals Grosseto Holiday rentals Italian vacation rentals of Apartments and Houses - Short term lettings

Found 322 Grosseto holiday homes for rent

Grosseto, Italy

Grosseto, Italy

Grosseto, Italy

Punta Ala, Italy

Grosseto, Italy

Grosseto, Italy

Grosseto, Italy

Grosseto, Italy

Grosseto, Italy

Grosseto, Italy

Monte Argentario, Italy

Grosseto, Italy

Grosseto, Italy

Grosseto, Italy

Castel del Piano, Italy

Grosseto, Italy

Grosseto, Italy

Grosseto, Italy

Monte Argentario, Italy

Manciano, Italy

Grosseto Property for rent