
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.

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 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!

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.

Independent Historic Sweet House on the Walley.
Rilassati e ricaricati in quest'oasi di quiete ed eleganza nel centro storico di Pitigliano, all’interno della Piccola Gerusalemme con vista sul verde della vallata. Adatto alle famiglie con la zona giorno, l’angolo cucina e l’ampia zona notte al piano superiore. Siamo pet friendly 🐶❤️ Il bagno, da poco ristrutturato, e’ confortevole con una comoda doccia a parete 70x120, l’angolo lavabo dalla parte opposta. Adatto anche per lo smart-working con un angolo lavoro e Wi-Fi illimitato.

Cozy Cottage with a beautiful view - Casa Luciano
Casa Luciano is perfect for a couple or a small family with one child. It is the ideal place for anybody wishing to get away from it all and to relax and experience real Tuscan life without having to use the car every day. The huge pool, beautiful garden and great views make it a perfect stay for everyone. 'Podere Fulignano' with its four houses is a beautiful old farm house complex which has been lovingly restored. It is situated in the middle of a 300 year old olive grove.

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 sweeping view of the hills all around. Imagine having a glass of Brunello or Montecucco, Italian snacks on hand, watching 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.

VACATION HOME I DUE CIPRESSI "Rosa Canina Apartment"
The Rosa Canina apartment is located in Torrenieri (SI), a small hamlet of the municipality of Montalcino, equipped with every comfort to spend a relaxing vacation or for work commitments. Great location for visiting the beautiful villages of Val d'Orcia, such as San Quirico d'Orcia, Pienza, Montepulciano, etc. And for those who want to venture out, you can walk the Via Francigena, a 5-minute walk away, enjoying the wonderful Tuscan landscapes.

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 holiday home rentals in Grosseto
Family-friendly holiday home rentals

Blue Lagoon

Apartment in Val d'Orcia with private parking space

CasAlberto

Il Vecchio Mulino

1 bedroom apartment in Villa

The Poggiarello Bigazzi

17th century farmhouse Val d'Orcia private pool

The country house
Holiday 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

mansarda Albertino 15

Borgo Maremma comfort and relaxation

Apartment with terrace overlooking the sea, Casa Irma

Family-Friendly House w/ Private Beach Access
Holiday home rentals with a washing machine and dryer

Romantic and panoramic cottage in Val D'Orcia

Unique & Historic Getaway: Dreamy Garden

Palazzo Palloni: Main Floor

Large country house with annex - 14 people

Colombaio Power - Verbena

Relax and Lake Trasimeno View near Montepulciano

Cavour. Bright, Spacious, Convenient

Palazzo Palloni Boutique Apartment
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- Holiday 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
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Spiaggia Di Barbarossa
- Avignonesi Winery Fattoria Le Capezzine
- Spiaggia della Padulella
- Tenuta Le Velette
- Spiaggia Marina di Cecina
- Spiaggia Zuccale
- Cala Di Forno
- Castiglion del Bosco Winery
- Riva del Marchese
- Marina di Grosseto beach
- Golf Club Toscana
- Spiaggia di Cavo
- Le Cannelle
- Things to do Grosseto
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