House • 16 People • 7

• 6

•

From

€

4,420 /night

Min Stay 1 night

Grosseto, Italy

€ 4,420 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Quiet - Serene

It might not look it, but this home is just a short walk from a private beach in Roccamare. Nestled in a tranquil pine forest, the villa is made for beach days with family or friends – on the shoreline, you'll have access to a private cabana with a dining table and a separate cabin, perfect for storing beach equipment. Cool off in your private pool, shaded by the surrounding pine trees, or relax on a deck chair in the garden. The spacious outdoor sofa is the perfect spot to gather for drinks in the evening, while the sleeping arrangements are ideal for little ones – we particularly love the five-person bedroom and double bunk beds. While there's plenty to occupy your time with here, you're also just a short drive from Follonica. *If you're travelling with little ones, your host can provide a cot and baby bed for free on request. Please supervise children around the swimming pool, as it is unfenced. *Due to this home's location, we re...More Details

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Grosseto, Apartment for rent

Apartment • 16 People • 8

• 8

•

From

€

3,920 /night

Min Stay 1 night

Grosseto, Italy

€ 3,920 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Tumbled Wood

Boasting a unique position, this villa, built into the cliffs of Cala Piccola, is perfect for a family getaway to the coast. Thanks to it's location, the sea and Tuscan landscape stretches on the horizon and can be admired from the private swimming pool or any of the balconies and terrace seating areas. Though wi-fi isn't available here, you'll still have plenty to occupy yourself. Several scenic points are within walking distance for those who appreciate nature, and the steps leading from the villa and directly to the sea is a dream for beach lovers. *There is no wi-fi at this home. *We suggest hiring a car for ease – there's parking space for up to fifteen cars available. *As there are stairs to climb here, it might not be the best option for those with reduced mobility. *The swimming pool isn't fenced. If you're bringing little ones, they'll need to be supervised at all times. *At full occupancy, two guests will be sleeping on the...More Details

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Grosseto, Apartment for rent

Apartment • 18 People • 9

• 10

•

From

€

3,613 /night

Min Stay 1 night

Grosseto, Italy

€ 3,613 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Vines of Tuscany

With your own turret (actually a former grain silo) and hilltop location in Tuscany, it doesn’t get more fairytale-pretty than this. Within the sprawling grounds of lawns and cypress trees, you’ll find an infinity pool looking out towards the misty hills, and shaded outdoor lounges beneath pergolas. The silo has been converted into a spa with a Turkish hammam, gym and massage room and you’ll find one of the bedrooms in here. In the main villa, it’s a vision of Tuscan farmhouse charm with several lounges to choose from. We love the ancient hearth turned into a secluded reading nook. *This home consists of two adjoining buildings connected by an open gallery and an annexe. *Guests here have free access to a nearby private golf course but bear in mind you'll need to acquaint yourself with the course (taking around an hour) and only those with a handicap may play. *Daily cleaning (8 hours a day) is included with a stay here, with a half d...More Details

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Grosseto, House for rent

House • 14 People • 7

• 7

•

From

€

3,338 /night

Min Stay 1 night

Grosseto, Italy

€ 3,338 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Dappled Waves

This crisp, white villa sits right on the coast in Ansedonia, boasting breathtaking sea views. A private pool looks out to the water, and you’ll have direct access to the sea. The vast terrace is equipped for alfresco dining, sunbathing, and watching sunsets – and there’s plenty of room for a large group. Entering the villa feels like arriving at an art gallery – it’s sleek, attractive, and bright. You’ll be a short drive from sandy beaches, and can easily reach the hot springs of Saturnia. *While not every bathroom has been photographed, we expect the style and standard to be consistent with the rest of the home. *There are stairs to climb at this home so it may not be suitable for those with reduced mobility. *There’s private parking at this home. *You’ll have direct sea access from this home. *Your host has arranged cleaning services from Tuesday to Saturday in April, May, September, and October. Daily cleaning is included for stay...More Details

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Grosseto, House for rent

House • 14 People • 7

• 7

•

From

€

3,276 /night

Min Stay 1 night

Grosseto, Italy

€ 3,276 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Mediterranean Vibes

This charming villa in Gavorrano offers a seamless blend of contemporary and traditional styles. It’s an ideal base for a large family or group of friends on a Tuscan adventure, and with the annexe sitting alongside the main villa, one couple can enjoy an extra bit of privacy, too. Outdoors, the countryside wraps around the home, making it a peaceful spot, while the sun-baked terraces, shaded dining spots and private pool with far-reaching views are sure to be a hit with all. *This home comprises the main villa, sleeping twelve, and an annexe, sleeping two. *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. *The swimming pool, open between 11th May and 12th October, isn't fenced. If you're bringing children, they'll need to be supervised at all times. *We recommend hiring a car to get the most out of your stay. On-site parking is available here. *Daily ...More Details

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Grosseto, Apartment for rent

Apartment • 14 People • 7

• 7

•

From

€

2,963 /night

Min Stay 1 night

Grosseto, Italy

€ 2,963 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

The Magic of Aragon

Fall in love with the untouched beauty of the Tuscan coast from this stone brick villa in the southern region of Maremma. Being a traditional Tuscan home, the interior might be dated for some, but it only adds to the authentic cosiness. Especially when the fireplace is crackling. And for that extra touch of relaxation, your own Turkish bath is sure to deliver. The location provides the best of both worlds, where you can spend mornings soaking in the lush hills from beside the pool and afternoons splashing in the sea – the beach is just a short drive away. Or maybe you’d prefer to spend the day taking up your host’s offer of horseback riding, wine tasting, cycling tours, or even trekking. *There's plenty of free parking on the driveway here. We think hiring a car is essential to getting the most out of your stay with the nearest town being 4 miles away. *Your host provides a continental breakfast every morning to set you up for the da...More Details

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Grosseto, House for rent

House • 8 People • 5

• 6

•

From

€

2,390 /night

Min Stay 1 night

Grosseto, Italy

€ 2,390 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

As Free As The Sea

Perched on a cliffside on the edge of Monte Argentario, the sunset views from this home are sublime. From the dining table on the terrace, you can gaze out over the sea and there are plenty of seating nooks in the shade. The real highlight is the private staircase leading down the cliffside to a rocky swim platform set up with loungers and parasols. Just remember, it’s quite a climb back up to the villa. The living room is huge, so big groups will feel at home here, and a wall of windows shows off the sea view inside. Tiles in the bathrooms might be a little garish for some, but who cares when the outside space comes with that view. *While not all of the bedrooms and bathrooms are photographed, expect the style and quality to be consistent with the rest of the home. *This villa has a private staircase to the sea, but there are quite a lot of stairs to the bottom and it's a rocky shore rather than a sandy beach. *A stay here includes a...More Details

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Grosseto, House for rent

House • 10 People • 5

• 5

•

From

€

2,301 /night

Min Stay 1 night

Grosseto, Italy

€ 2,301 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Maremma Muse

This beautiful home is nestled amidst a lush pine forest, just a stone's throw from the Punta Ala Equestrian Centre, the Punta Ala Golf Club, and the beaches, so there’s plenty to keep you occupied during your stay. Comfortable for an extended family or large group of friends, this villa invites relaxation. We love the outdoor space, with covered dining areas and sofas, centuries-old holm oaks, cypresses, and strawberry trees, and of course, the centrepiece – the private pool. When you’re ready to explore, we recommend visiting the beaches of Cala Violina and Castiglione della Pescaia, or discovering inland villages like Tirli and Massa Marittima. *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. *The swimming pool, open from the last Saturday in April to the first Saturday in October, isn't fenced. If you're bringing children, they'll need to be superv...More Details

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Grosseto, House for rent

House • 12 People • 6

• 6

•

From

€

1,782 /night

Min Stay 1 night

Grosseto, Italy

€ 1,782 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

This clifftop villa caught our eye for its views across the Tyrrhenian Sea. Located in the coastal town of Punta Ala, you’ll have direct access to the water, via steep private steps from the garden (the trek back up isn’t for the faint-hearted). There are two living rooms here (although the design may not be everyone's cup of tea), and all of the bedrooms are en-suite, so it’s a great option for a group. We love the outdoor spaces most of all – you’ll have a choice of spots to enjoy a morning espresso, alfresco lunch, or sundowner while admiring the panoramas. Location-wise, you'll find a beach, a golf course, and Punta Ala Marina all within a few minute's drive. *If you're travelling with little ones, your host can provide a cot for free. You'll need to request it in advance. *This is a lived-in home. You should expect some of the host's personal belongings to be present during your stay. *The three baths have showerheads but no sho...More Details

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Monte Argentario, Apartment for rent

Apartment • 8 People • 4

• 4

•

From

€

1,590 /night

Min Stay 1 night

Monte Argentario, Italy

€ 1,590 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

The Majestic Sea

A peaceful escape in Porto Ercole, this timeless villa blends coastal elegance with classic Tuscan character. Surrounded by manicured gardens and boasting a private sea-view pool, it’s a place to unwind beneath pine trees or sip aperitifs on the terrace at sunset. Inside, rustic furnishings meet sunlit rooms and serene views, creating a warm, welcoming atmosphere. Four bedrooms, ample living areas and dedicated work spaces offer all the privacy a getaway with friends or families may want. Just minutes from the harbour’s boutiques and trattorias, this retreat is ideal for those wanting an unforgettable taste of Tuscany. *The swimming pool is only available for use between June and September. *Due to this home's location, we recommend hiring a car to get the most out of your stay. Shops, restaurants, and the harbor are only a five-minute drive away. *There’s free parking for multiple cars on the premises. *The villa is accessed via a pr...More Details

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Grosseto, House for rent

House • 10 People • 5

• 5

•

From

€

1,409 /night

Min Stay 1 night

Grosseto, Italy

€ 1,409 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Seaside Geraniums

Designed by a renowned Italian architect, this elegant villa offers breathtaking sea views from its hillside location. With its open architecture, it’s perfect for families seeking plenty of space. The landscaped garden boasts a beautiful private pool surrounded by a hedge – it’s a private oasis. The terrace, perfect for alfresco dining, looks out onto the Argentario peninsula – there’s also a roof terrace. The villa is just two hours north of Rome in Ansedonia, Tuscany, and close to sandy beaches. *While not every bedroom or bathroom has been photographed, we expect the style and standard to be consistent with the rest of the home. *There’s private parking at this home. *On-site staff provide house cleaning, gardening, and breakfast. *There are four ground-floor en-suite bedrooms at this home. *There’s air conditioning in the bedrooms. Air Conditioning Balcony / Patio Barbeque Breakfast Included Child Friendly Coffee Maker Cot /...More Details

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Grosseto, House for rent

House • 9 People • 5

• 4

•

From

€

1,358 /night

Min Stay 1 night

Grosseto, Italy

€ 1,358 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Maremma Dreams

Nestled in the heart of the peaceful Maremma countryside, this charming home has tranquillity running through its core. With contemporary interiors, it’s made up of the main villa, sleeping eight, and a separate annexe that gives one guest some extra privacy. But for us, the star of the show is the outdoor space. Including the family vineyard, there’s an impressive amount of room to spread out here and soak up the Tuscan sun. With views of the hills surrounding you, it’s just the spot to relax, and the private pool and sun-drenched terraces are just the place to do so. *This home comprises the main villa, sleeping eight, and a separate annexe, sleeping one. *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. *The swimming pool, open from the last Saturday in April to the first Saturday in October, isn't fenced. If you're bringing children, they'll need t...More Details

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Grosseto, House for rent

House • 13 People • 7

• 6

•

From

€

1,358 /night

Min Stay 1 night

Grosseto, Italy

€ 1,358 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Convento San Francesco

Formerly a convent of Saint Francis of Assisi, this extraordinary home is a paragon of Italian Renaissance architecture, and has been lovingly renovated to become a magical retreat for families and friends. The convent is part of a 16th century estate designed by Antonio da San Gallo, the most influential architect of his time. It’s set atop a wooded ravine on 26 acres of magnificent Tuscan countryside, with sprawling views of distant vineyards and sheep grazing in the meadow below. Step inside the house and you’ll be awestruck by the opulent interiors. There are multiple living areas, the most grand being the former winemaking room, with its original giant chestnut barrels, a limestone wine cellar below, and a long banquet table that seats twenty. The kitchen is fully kitted out for cooking up Italian feasts, or if you prefer, a private chef is available to hire. There are plenty of cosy sitting rooms to relax in – perhaps you’ll wan...More Details

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Grosseto, Apartment for rent

Apartment • 9 People • 4

• 5

•

From

€

1,319 /night

Min Stay 1 night

Grosseto, Italy

€ 1,319 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Bellissimo

Whitewashed and modern with unbroken views of rolling hills, this villa is the perfect gathering place for a family or group of friends looking to unwind in style. Inside, it’s all glass walls and minimalist spaces, while the outside area is a fanfare of colour with evergreen shrubs and blooming flowerbeds. Gather together for tasty Italian-inspired lunches on the covered terrace – grill local produce on the barbecue or whip up dishes in the fully-equipped kitchen. When the sun reaches its highest point, cool off with a swim in the secluded infinity pool or find a shady spot with an ice-cold drink. In the late afternoon, take the twenty-five-minute stroll down to Maga Alpa – or jump in the car, it’s only a three-minute drive. Explore the pine forest before stretching out on the golden sands and swimming in the glittering Mediterranean. Return home in the early evening to watch the sunset from your balcony followed by a serious pampe...More Details

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Grosseto, Apartment for rent

Apartment • 12 People • 6

• 6

•

From

€

1,293 /night

Min Stay 1 night

Grosseto, Italy

€ 1,293 /Night (minimum stay 1 night)

Air Conditioning

WiFi

The Sea Light

Set in an idyllic position, this home offers direct beach access and incredible sea views. It also boasts a private garden with sun loungers, a terrace and a barbecue for alfresco dining. Inside, there’s plenty of space to socialise and switch off across the living room and bedrooms. If you’re stay falls during the summer season you’ll have complimentary access to the beach club with front row sun loungers. Plus, it’s just a short drive or walk to the nearest shops and restaurants in Porto Santo Stefano. *During June, July and August, guests have access to the local beach club with a front-row umbrella. *Private parking is available here. *Please note this home is set across three levels with stairs. *If you're travelling with little ones, your host can provide a cot for free on request. *Complimentary toiletries are provided for your stay. Air Conditioning Balcony / Patio Barbeque Central Heating Cot / Crib Dishwasher Extra Pi...More Details

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Grosseto, House for rent

House • 9 People • 5

• 3

•

From

€

1,285 /night

Min Stay 1 night

Grosseto, Italy

€ 1,285 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Olive Delight

Nestled in the Maremma countryside and surrounded by olive groves, a mere four kilometres from the beach of Castiglione della Pescaia, this charming villa waits to welcome you home. It’s worth noting that the keeper lives on-site in a separate home near the entrance gate, and there’s an annexe on-site for the exclusive use of the owner, but don’t let that detract from everything this home offers. With a poolside gazebo that boasts a living area, dining area and kitchen, an outdoor gym, and a basement floor dedicated to wellness with a sauna, reaction tub, and another living space, there’s something for everyone here. *An annexe for the exclusive use of the owner, and not accessible to guests, is situated near the poolside gazebo. *The keeper lives inside the grounds, in a separate home next to the entrance gate. *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...More Details

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Grosseto, House for rent

House • 11 People • 6

• 6

•

From

€

1,142 /night

Min Stay 1 night

Grosseto, Italy

€ 1,142 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Cypresses - Herbs

This restored stone farmhouse, in the rolling hills of the Tuscan Maremma, is surrounded by olive groves and vineyards. The fenced garden is dotted with cypresses and aromatic herbs and the sun terrace near the private saltwater pool has stunning views of the surrounding countryside. There’s also a shaded portico near the kitchen which offers a dining area and there’s also a barbecue with a wood-burning oven for alfresco cooking. Set over two levels, this characterful villa enjoys more vistas from the air-conditioned living room and bedrooms. Out and about, there’s plenty to see and do. Located near the small medieval village of Campagnatico, this home is an ideal base for exploring the region, including Montalcino, famous for its wine. *This home is set over two levels and there are steps down to the pool and more steps down to the covered parking area. *The swimming pool is only available for use between the end of April and the beg...More Details

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Grosseto, House for rent

House • 8 People • 4

• 4

•

From

€

1,115 /night

Min Stay 1 night

Grosseto, Italy

€ 1,115 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tuscan Valleys

Built in local stone, this renovated home is packed with character features, such as chestnut wood beams and handcrafted terracotta floors, which blend with modern luxuries. There are two living rooms here and there’s an exercise room which is on the lower floor. Outside, there's a dining area, a pergola with an alfresco lounge and an infinity pool with panoramic views of the Tuscan hills. Location-wise, this home is a short drive from the thermal springs of Terme di Saturnia. The beaches of the Tyrrhenian coast, such as Giannella Beach, are also reachable in around half an hour by car. *The accommodation here is over several floors. There's an external staircase (seventeen steps) leading up to the first floor, as well as an internal staircase (sixteen steps). *From the parking area, the house is reached by going down eleven steps. *There's total floor air conditioning from a geothermal system here. *The swimming pool is only availabl...More Details

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Grosseto, House for rent

House • 12 People • 6

• 6

•

From

€

1,103 /night

Min Stay 7 nights

Grosseto, Italy

€ 1,103 /Night (minimum stay 7 nights)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Credit Cards Accepted

10-room house 465 m2 on 3 levels, on the ground floor. Comfortable and cosy furnishings: living room with digital TV and air conditioning. Exit to the patio. Dining room with air conditioning. Kitchen (6 hot plates, oven, dishwasher, toaster, kettle, microwave, freezer). Sep. WC. On the lower ground floor: living room with air conditioning. Playroom. Living room. 2 sep. WC's. Upper floor: 1 double bedroom with shower/bidet/WC and air conditioning. 1 double bedroom with shower/bidet/WC and air conditioning. 1 double bedroom with shower/bidet/WC and air conditioning. 1 double bedroom with shower/bidet/WC and air conditioning. 1 double bedroom with shower/bidet/WC and air conditioning. Exit to the terrace. 1 double bedroom with shower/bidet/WC and air conditioning. Exit to the terrace. Terrace furniture, barbecue. Panoramic view of the countryside. Facilities: washing machine, sauna, iron, children's high chair, baby cot for up to 2 year o...More Details

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Grosseto, House for rent

House • 6 People • 3

• 4

•

From

€

1,051 /night

Min Stay 1 night

Grosseto, Italy

€ 1,051 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Rolling Hills of Tuscany

With far-reaching views and an abundance of places to enjoy them, it’s not hard to see why this contemporary villa caught our eye. Inside is modern and sleek, perfectly proportioned for a family or group of friends and with the added bonus of a gym and sauna. But outdoors is where this home comes alive. Swim in the private pool, play ping pong, relax on the sun-drenched terrace or dine alfresco – the options are endless. If you can tear yourself away, there’s plenty to keep you occupied in the surrounding area, too. Head to historic Grosseto, the wild beaches of the coast, the vineyards around Montalcino, or the hot springs at Terme di Saturnia. *One well-behaved dog (up to 30kg) is welcome to accompany you during your stay. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *The bedrooms can be set up as doubles or twins on request. *Due to this home's location, we recommend hiring ...More Details

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