
Holiday home rentals in Grosseto
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Top-rated holiday home rentals in Grosseto
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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.

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.

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!

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.

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.

Design apartment in Massa Marittima, "slow city"
A great 65 m2 - 2 bedroom Apartment, entirely renovated in freestone and exposed beams, with design touch. In the upper, medieval part of Massa Marittima, Siena in miniature, with a superb Romanesque cathedral. Central but quiet area. Many restaurants and oeno-gastronomic specialties. Magnificent freshwater lake, Lago dell'Accesa, 10 minutes by car. Sea at 20 minutes. Siena at 1:15 a.m. Massa, "Citta slow", offers many other activities: museums, wine cellars, horse riding, Bike Park, MTB

Casa Monteme, modern loft with views of the Maremma
Casa Montemè is located in the hills of Maremma, just a short walk from the Terme di Saturnia, in the ancient medieval village of Montemerano. Natural materials, traditional techniques, local craftsmanship and some contemporary touches have transformed an old traditional house into the vacation home of your dreams. Its location makes it ideal for those looking for a little relaxation and want to enjoy the wonderful villages of Tuscany! Kick back and relax in this calm, stylish space.

Palazzo Palloni: Main Floor
"Piano Nobile," nestled in the heart of the medieval town of Sorano, boasts 150 square meters of elegant living space, blending modern design with historic charm. As you step in, you'll find a spacious living room that flows into an open-plan kitchen, perfect for gathering with friends and family. With three bedrooms and two baths, it comfortably accommodates six guests. High-quality materials and designer lighting, all adds up to an unforgettable experience in the heart of Tuscany.

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.

Glamping Green Sensations "Suite Diamond"
Benvenuti nella "Suite Diamond" del nostro Glamping 'Green Sensations'. Questo trilocale di 50mq offre comfort lussuosi, due bagni privati e due camere matrimoniali accoglienti, con un divano letto comodamente usufruibile da una persona. Potrete rilassarvi nella vasca idromassaggio esterna e godere della bellezza naturale che ci circonda, con vista sulla natura Toscana. Questa suite è dotata di tavolo in giardino con lettini prendisole, ombrellone e tavolo da Ping-Pong.

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.

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
Popular amenities for holiday home rentals in Grosseto
Family-friendly holiday home rentals

Sober and spacious apartment in Palazzo Bucelli

Holiday in an antique farm, apt il Pozzo

Apartment in Val d'Orcia with private parking space

In the shadow of the Tarquinia bell tower

Ego Toscano - View of the valley

1 bedroom apartment in Tuscan farmhouse

Apartment in Maremma "Tuscany"Bio Agriturism

Nectar and Ambrosia
Holiday home rentals with a patio

Tuscany, Sorano, Fiordaliso Apartment

Pian'D'olmo, an ancient farmhouse in the heart of Tuscany

Villetta la Fortezza · Tuscan Green Oasis & Relaxation

Orchid apartment with terrace

Villa Poggio Fagiano

attic Albertino 15

Borgo Maremma comfort and relaxation

Breathtaking view Argentario
Holiday home rentals with a washing machine and dryer

Romantic and panoramic cottage in Val D'Orcia

Paradies-Oase Santa Maria. CASA LUNA

Unique & Historic Getaway: Dreamy Garden

Casa-Vecchia

Large country house with outbuilding - 14 people

Cozy Cottage with a beautiful view - Casa Luciano

Colombaio Power - Verbena

Relax and Lake Trasimeno View near Montepulciano
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- Holiday home rentals Tuscany
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- Giglio Island
- Lake Trasimeno
- Lake Bolsena
- Giannutri
- Cala Violina
- Feniglia
- Parco Regionale Della Maremma
- Gulf of Baratti
- Spiaggia Di Sansone
- Le Cannelle
- Spiaggia di Capo Bianco
- Spiaggia Di Barbarossa
- Centro Storico Orvieto
- Cascate del Mulino
- Mount Amiata
- Avignonesi Winery Fattoria Le Capezzine
- La Scarzuola
- CavallinoMatto
- Siena Cathedral
- Palazzo Pubblico
- Vulci
- Necropolis of Tarquinia
- Val di Chiana
- Valdichiana Outlet Village
- Things to do Grosseto
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- Food and drink Grosseto
- Art and culture Grosseto
- Nature and outdoors Grosseto
- Things to do Tuscany
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- Entertainment Tuscany
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- Things to do Italy
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