
Vacation home accommodations in Grosseto
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Top-rated vacation houses in Grosseto
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Elegant house with pool, Valdorcia Deluxe 1
In the Val D'Orcia DELUXE apartments, you can relax in the midst of nature in a spacious and very welcoming home. The house is equipped with everything you need (including a dishwasher, washing machine, microwave, wifi, Playstation) and has large outdoor spaces with a swimming pool, gazebos, LCD TV, tables, sofas. You will be followed by booking until your arrival with all the useful information and of course we will always be at your disposal throughout the stay. I look forward to seeing you soon!

Unique & Historic Getaway: Dreamy Garden
Questo elegante alloggio è perfetto per viaggi di gruppo o familiari, all'interno di un piccolo, ma prezioso borgo toscano, Montisi, nel Comune di Montalcino, famoso per il vino e per essere nel parco della Val d'Orcia, sito UNESCO. La casa ha un giardino pensile molto tranquillo, dove poter cenare e rilassarsi dopo una giornata passata tra le meraviglie naturali, storiche ed artistiche della zona. Ogni stanza di Umberto121 è differente dall'altra, avendo mantenuto le caratteristiche di ognuna.

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.

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.

Prachtig huisje in Tuscany, Luca's House
Enjoying this stylish place, part of three converted farms at the edge of the Montecucco wine country. A beautiful view of the hills all around. Imagine yourself with a glass of Brunello or Montecucco, Italian bites at hand, looking at the setting sun. Take a refreshing dip in the pool, feel the warmth of the sun, and get up in Italian life. Take the most beautiful day trips to the Val D'Orcia, Bagno Vignoni, Siena, Firenze, Montalcino, Montepulciano and to the sea.

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.

Pianferrari Agriturismo in Maremma
Experience the authentic Maremma in our agriturismo! Surrounded by nature, our apartment offers relaxation and comfort: a cozy bedroom, a fully equipped kitchen, a private outdoor space with a barbecue. Ideal for couples, families, or friends, it’s the perfect base to explore villages like Pitigliano, Saturnia, and the Parco della Maremma. Enjoy local products such as wine, olive oil, and organic honey. Book your slice of paradise in Tuscany now!

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.
Popular amenities for Grosseto vacation houses
Family-friendly vacation houses

Giglio_White

Casa Vacanze Boutique House Casa Bandi

Casa Anacleto in Peschiera del Garda

1 bedroom apartment in Villa

The Poggiarello Bigazzi

Apartment for 2 pers. with garden/pool (LTN0074)

17th century farmhouse Val d'Orcia private pool

Casa Bettina wonderful panorama
Vacation home rentals with a patio

Cottage in a park of holm oaks, relaxation and animals

Farmhouse with pool near the sea

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

The Sun House

Orchid apartment with terrace

attic Albertino 15

Borgo Maremma comfort and relaxation

House in Maremma with Garden Pool e WiFi Tuscany
Vacation home rentals with a washer and dryer

Casa Cinghiale

Romantic and panoramic cottage in Val D'Orcia

Casa-Vecchia

Large country house with annex - 14 people

Cozy Cottage with a beautiful view - Casa Luciano

Colombaio Power - Verbena

Relax and Lake Trasimeno View near Montepulciano

Cavour. Bright, Spacious, Convenient
Destinations to explore
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- Vacation home rentals Tuscany
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- Giglio Island
- Lake Trasimeno
- Lake Bolsena
- Giannutri
- Feniglia
- Cala Violina
- Gulf of Baratti
- Spiaggia Di Sansone
- Spiaggia di Capo Bianco
- Kite Beach Fiumara
- Spiaggia Di Barbarossa
- Avignonesi Winery Fattoria Le Capezzine
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Spiaggia della Padulella
- Spiaggia Marina di Cecina
- Spiaggia Zuccale
- Tenuta Le Velette
- Cala Di Forno
- Castiglion del Bosco Winery
- Marina di Grosseto beach
- Golf Club Toscana
- Riva del Marchese
- Spiaggia di Cavo
- Le Cannelle
- Things to do Grosseto
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- Things to do Italy
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