
Vacation home rentals in Grosseto
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Top-rated vacation home rentals 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 middle of nature in a spacious and very welcoming house. 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, and 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

Apartment in a wine estate in Tuscany
Welcome to our 18th century villa in Sticciano, nestled between Florence and Rome, in the Tuscan Maremma! The beautiful villa has been trasformed into a wine estate hostelry, offering ten apartments for an unforgettable stay. Expect to see rolling hills, vineyards, and expansive green landscapes. A traditional Tuscan dinner is served twice a week, and our delicious breakfast is available every morning on request. Enjoy the pool or a wine experience visiting our vineyards and cellars!

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.

Villa Montebella
Villa Montebella is a serene apartment in Montepulciano's countryside, just minutes from the historic center. The two-bedroom, two-bathroom space includes a fully equipped kitchen, comfortable living room and a scenic outdoor area with sofas and dining table; Guest will enjoy the beautiful views of the countryside and the historic center. Guests have access to a laundry and private parking is available. The villa offers a quiet retreat with all the amenities for a comfortable stay.

Prachtig huisje in Tuscany, Luca's House
Enjoy this stylish place, part of three cultivated farms on the edge of the Montecucco wine region. 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 immerse yourself in Italian life. Make the most beautiful day trips to the Val D'Orcia, Bagno Vignoni, Siena, Florence, Montalcino, Montepulciano and 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.

Pianferrari Farmhouse 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 home rentals
Family-friendly vacation home rentals

Blue Lagoon

Casa Vacanze Boutique House Casa Bandi

Il Vecchio Mulino

The Poggiarello Bigazzi

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

Beautiful apartment near the sea

Nectar and Ambrosia

Castiglione della Pescaia-Tuscany. Countryside/sea
Vacation home rentals with a patio

Cottage in a park of holm oaks, relaxation and animals

Farmhouse with pool near the sea

The Sun House

Country house short distance from the sea

Orchid apartment with terrace

mansarda Albertino 15

Borgo Maremma comfort e relax

Apartment with a terrace overlooking the sea, Casa Irma
Vacation home rentals with a washer and dryer

Romantic and panoramic cottage in Val D'Orcia

Palazzo Palloni: Main Floor

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

Laura Blu Charme: Relaxing Retreat by Lake Bolsena
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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
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Avignonesi Winery Fattoria Le Capezzine
- Spiaggia della Padulella
- Tenuta Le Velette
- Spiaggia Marina di Cecina
- Spiaggia Zuccale
- Cala Di Forno
- Castiglion del Bosco Winery
- Golf Club Toscana
- Riva del Marchese
- Marina di Grosseto beach
- Spiaggia di Cavo
- Le Cannelle
- Things to do Grosseto
- Food and drink Grosseto
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