
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.

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.

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.

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

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.

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.

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.

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

Glamping Green Sensations "Suite Diamond"
Welcome to the "Diamond Suite" of our 'Green Sensations' Glamping. This 50 sqm three-room apartment offers luxurious comfort, two private bathrooms and two cozy double bedrooms, with a sofa bed comfortably used by one person. You can relax in the outdoor hot tub and enjoy the natural beauty that surrounds us, with views of Tuscan nature. This suite is equipped with a garden table with sun loungers, an umbrella and a Ping-Pong table.

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.

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

Meria di Maria - Pink Villa on the Beach

Maremma Tuscany in Scarlino - Elegant apartment

Apartment in Maremma "Tuscany"Bio Agriturism

1 bedroom apartment in Tuscan farmhouse

Private villa with swimming pool in Tuscany

Charming two-room apartment with swimming pool, a dream corner

In the shadow of the Tarquinia bell tower

Il Castello Apartment
Holiday home rentals with a patio

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

Prachtig huisje in Tuscany, Luca's House

Tuscany, Sorano, Fiordaliso Apartment

Casale Polidonia | Relax in the Sorano countryside

Villetta la Fortezza · Tuscan Green Oasis & Relaxation

attic Albertino 15

Orchid apartment with terrace

House in Maremma with Garden, Pool WiFi Tuscany
Holiday home rentals with a washing machine and dryer

Unique & Historic Getaway: Dreamy Garden

Casa Monteme, modern loft with views of the Maremma

Cozy Cottage with a beautiful view - Casa Luciano

Montalcino Vacation Home Idolina Guest House

Holiday Homes Marina Mono Comfort

Montepulciano - Val d'Orcia: home with view

Casa-Vecchia

Colombaio Power - Verbena
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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
- Centro Storico Orvieto
- Spiaggia Di Barbarossa
- Cascate del Mulino
- Mount Amiata
- La Scarzuola
- CavallinoMatto
- Avignonesi Winery Fattoria Le Capezzine
- Vulci
- Siena Cathedral
- Val di Chiana
- Necropolis of Tarquinia
- Palazzo Pubblico
- Valdichiana Outlet Village
- Things to do Grosseto
- Food tours Grosseto
- Cooking Grosseto
- Tastings Grosseto
- Things to do Tuscany
- Water sports Tuscany
- Flying Tuscany
- Cooking Tuscany
- Wildlife Tuscany
- Landmarks Tuscany
- Workouts Tuscany
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- Galleries Tuscany
- Outdoors Tuscany
- Food tours Tuscany
- Dining Tuscany
- Museums Tuscany
- Performances Tuscany
- Shopping and fashion Tuscany
- Art workshops Tuscany
- Cultural tours Tuscany
- Things to do Italy
- Workouts Italy
- Shopping and fashion Italy
- Food tours Italy
- Cooking Italy
- Flying Italy
- Cultural tours Italy
- Wellness Italy
- Tastings Italy
- Wildlife Italy
- Landmarks Italy
- Museums Italy
- Performances Italy
- Art workshops Italy
- Dining Italy
- Galleries Italy
- Outdoors Italy
- Architecture Italy
- Water sports Italy





