
Holiday home rentals in Grosseto
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Top-rated holiday home rentals in Grosseto
Guests agree: these holiday home rentals are highly rated for location, cleanliness and more.

Panoramic villa with a terrace overlooking the sea
Just an 8-minute walk from the sea, this 150-square-meter villa surrounded by greenery, located on the first floor, offers breathtaking views of the sea and the beach of Castiglione della Pescaia. Bright and spacious, it has 4 bedrooms, 3 bathrooms (2 with shower), a living room, an equipped kitchen, and a washing machine. The highlight is the panoramic terrace and the sea-view attic, perfect for relaxing at sunset. With free Wi-Fi and air conditioning, it is ideal for those looking for nature, comfort and relaxation in Maremma.
4.81 out of 5 average rating, 27 reviews
House on the harbor - Il Partito
In the heart of Porto Ercole, on the first floor of a historic building on the waterfront, this holiday home of approximately 70 square metres – fully renovated in 2026 – offers all the charm of the Argentario: a balcony overlooking the harbour with a picturesque view of the sea and the moored boats, a private garden for relaxing outdoors, and a central location just a short walk from bars, restaurants and shops. As the owner of the IDROBOAT dinghy rental, I will be happy to suggest the most beautiful beaches.
4.98 out of 5 average rating, 92 reviews
Meria di Maria - Pink Villa on the Beach
You'll love this pet- and baby-friendly villa close to the public beach and the seaside resorts. Don't you think that the convenience of stepping out of the garden and already being on the beach, having everything you could possibly need in the house, and having a host who is always ready to respond and offer advice are the hallmarks of a perfect holiday? In an excellent location, with everything close at hand, you can even leave your car in the car park and enjoy some well-deserved relaxation!
4.96 out of 5 average rating, 72 reviews
Stuart Jasmine central, panoramic top location
This abode boasts 1 double and 1 single bedroom, a spacious living room with a fully equipped kitchen, and 1 bathroom with shower. Every window frames a breathtaking view, filling the space with natural light. High-speed Wi-Fi ensures comfort for both work and leisure. Its proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast. Here, you can unwind and relax, study and learn, discover and explore, or create and dream.
4.92 out of 5 average rating, 206 reviews
Elegant farmhouse overlooking Pienza
Podere Fonte Bernardi is an authentic Tuscan country house. Surrounded by the nature of the Val d'Orcia, an ideal place to relax. Located a few km from the most beautiful places in Tuscany such as Pienza, the medieval village of Monticchiello, the thermal site of Bagno Vignoni and the homeland of Montepulciano wine. Perfect for taking long walks and discovering local wines and food. You will be able to enjoy the most beautiful sunset over Pienza in the silence of the most authentic nature.
5.0 out of 5 average rating, 36 reviews
Prachtig huisje in Tuscany, Luca's House
Enjoy this stylish place, part of three converted farms on the outskirts of the Montecucco wine region. A beautiful panoramic view of the surrounding hills. Imagine yourself with a glass of Brunello or Montecucco, Italian snacks at hand, watching the setting sun. Take a fresh dip in the pool, feel the warmth of the sun and immerse yourself in Italian life. Take the most beautiful day trips to the Val D'Orcia, Bagno Vignoni, Siena, Firenze, Montalcino, Montepulciano and to the sea.
4.86 out of 5 average rating, 51 reviews
Nectar and Ambrosia
Located in the ancient village of Montiano, the apartment enjoys a charming and exclusive view of the Maremma with the rolling hills of Mediterranean scrub and the Morellino di Scansano vineyards. Thanks to its strategic location, you can get to tourist spots such as the Uccellina Park, Talamone, and Argentario in a few minutes. Moving away from the coast, you can visit villages such as Pitigliano, Sorano, Sovana and the famous Thermal Baths of Saturnia.
4.96 out of 5 average rating, 24 reviews
Siege Alley House
Apartment in the historic center of Pitigliano, one of the most characteristic villages in Italy. A few kilometers from the Terme of Saturnia and Sorano, Lake Bolsena and places of cultural interest. Very special and cozy apartment, bright, with wooden beams, parquet, independent heating, overlooking the valley and the alleys of the village. Consisting of 2 bedrooms, 2 bathrooms, one with a shower and one with a bathtub, a kitchen and a living area.
4.94 out of 5 average rating, 110 reviews
Sunny Seaside Cottage
In Monte Argentario, on the stretch of coast that connects Porto Santo Stefano to Porto Ercole, overlooking the sea and with a stunning view of the islands of Giglio and Giannutri, there is this charming autonomous two-room apartment, completely isolated from the view of other homes and the road It consists of a double bedroom, living room with spacious kitchenette and sofa bed , bathroom with shower. In the garden area equipped with barbecue, oven
4.85 out of 5 average rating, 39 reviews
Maremma Tuscany in Scarlino - Elegant apartment
Elegance, nature and tradition in the Tuscan Maremma; relax in this oasis of tranquility in a typical Tuscan farmhouse renovated with class. A few km from the most beautiful beaches in Tuscany of Cala Violina, Cala Civette, Cala Martina and from seaside resorts full of life such as Follonica and Punta Ala. Golf courses and fascinating routes for bicycle lovers in the immediate vicinity. Food and wine tours in the typical Tuscan Maremma.
4.83 out of 5 average rating, 24 reviews
In Tuscany Rooms
**Your Dream Retreat in the Heart of Val d'Orcia** Welcome to In Toscana Camere, a charming holiday home located in the historic center of Monticchiello, a Tuscan village full of charm and authenticity. Surrounded by stone walls and enhanced by modern, comfortable interiors, this home offers the perfect balance between tradition and contemporary style. Wake up every morning to a breathtaking view of the stunning Val d'Orcia.
4.96 out of 5 average rating, 137 reviews
The House in Piazza [Super terrace-18' from the Spa]
Discover a unique experience in Manciano by choosing this charming apartment located in the heart of the historic center. Enjoy a strategic location, useful for easily reaching all the main attractions. The apartment is just 20 minutes from the Terme di Saturnia, where you can relax in the natural thermal waters. A cozy and comfortable environment awaits you, with a spacious terrace that offers a breathtaking view.
5.0 out of 5 average rating, 4 reviewsPopular amenities for holiday home rentals in Grosseto
Family-friendly holiday home rentals

Holiday in an antique farm, Pergola
4.93 out of 5 average rating, 44 reviews
1 bedroom apartment in Tuscan farmhouse
5.0 out of 5 average rating, 51 reviews
Private villa with swimming pool in Tuscany
4.88 out of 5 average rating, 25 reviews
Charming two-room apartment with swimming pool, a dream corner
4.61 out of 5 average rating, 87 reviews
House for Groups Relax Among Nature and Silence
4.93 out of 5 average rating, 71 reviews
Apartments Le Due Ruote - Four Rooms Stella
4.6 out of 5 average rating, 5 reviews
17th century farmhouse Val d'Orcia private pool
4.78 out of 5 average rating, 64 reviews
The country house
4.9 out of 5 average rating, 50 reviewsHoliday home rentals with a patio

Tuscany, Sorano, Fiordaliso Apartment
4.89 out of 5 average rating, 9 reviews
Glamping Green Sensations "Suite Diamond"
5.0 out of 5 average rating, 18 reviews
Pian'D'olmo, an ancient farmhouse in the heart of Tuscany
4.9 out of 5 average rating, 30 reviews
Casale Polidonia | Relax in the Sorano countryside
4.94 out of 5 average rating, 52 reviews
Villetta la Fortezza · Tuscan Green Oasis & Relaxation
5.0 out of 5 average rating, 13 reviews
Orchid apartment with terrace
5.0 out of 5 average rating, 10 reviews
attic Albertino 15
4.82 out of 5 average rating, 22 reviews
House in Maremma with Garden, Pool WiFi Tuscany
5.0 out of 5 average rating, 4 reviewsHoliday home rentals with a washing machine and dryer

Unique & Historic Getaway: Dreamy Garden
4.97 out of 5 average rating, 30 reviews
Palazzo Palloni: Main Floor
4.91 out of 5 average rating, 44 reviews
Montalcino Vacation Home Idolina Guest House
4.96 out of 5 average rating, 28 reviews
Cozy Cottage with a beautiful view - Casa Luciano
4.88 out of 5 average rating, 24 reviews
Casa Monteme, modern loft with views of the Maremma
4.93 out of 5 average rating, 44 reviews
Holiday Homes Marina Mono Comfort
4.67 out of 5 average rating, 30 reviews
Montepulciano - Val d'Orcia: home with view

Large country house with outbuilding - 14 people
5.0 out of 5 average rating, 4 reviewsDestinations to explore
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- Giglio Island
- Lake Trasimeno
- Lake Bolsena
- Giannutri
- Cala Violina
- Parco Regionale Della Maremma
- Feniglia
- Gulf of Baratti
- Spiaggia Di Sansone
- Le Cannelle
- Spiaggia di Capo Bianco
- Mount Amiata
- Centro Storico Orvieto
- Cascate del Mulino
- La Scarzuola
- Avignonesi Winery Fattoria Le Capezzine
- Siena Cathedral
- CavallinoMatto
- Vulci
- Val di Chiana
- Necropolis of Tarquinia
- Palazzo Pubblico
- Saturnia Thermal Park
- Valdichiana Outlet Village
- Things to do Grosseto
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- Cooking Grosseto
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- Tastings Grosseto
- Things to do Tuscany
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- Things to do Italy
- Workouts Italy
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- Flying Italy
- Cultural tours Italy
- Wellness Italy
- Tastings Italy
- Wildlife Italy
- Museums Italy
- Performances Italy
- Art workshops Italy
- Dining Italy
- Galleries Italy
- Outdoors Italy
- Architecture Italy
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- Landmarks Italy





