Vacation home rentals in Province of Grosseto

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Top-rated vacation home rentals in Province of Grosseto

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Guest favorite

The image showcases a charming outdoor dining area featuring a round table and two chairs against a stone wall. Inside, a well-equipped kitchenette and a cozy sitting area with a sofa are visible. A scenic view of the turquoise beach and a spacious living area are also highlighted.

Vacation home in Giglio Porto

4.84 out of 5 average rating, 32 reviews

Giglio_White

Un delizioso e completissmo monolocale sulla bellissima spiaggia delle Cannelle. Per una strepitosa vacanza di coppia, con la possibilità di un ulteriore posto letto, ho piacere di ospitarvi a Giglio_White. Questo luogo è una vera perla: la vicinanza con la spiaggia, la tranquillità, la privacy, vari posti auto gratuiti adiacenti la casa, il giardino, la veranda con tavolo per mangiare sotto l'incomparabile cielo gigliese, lo scorcio sull'incantevole mare. Io sono Michelangelo e Voi i benvenuti!

Superhost

A scenic view captures the rolling hills of Tuscany under a partly cloudy sky. The lush greenery and charming buildings of the village can be seen nestled among the hills, providing a glimpse of the tranquil countryside landscape.

Vacation home in Torrenieri

4.69 out of 5 average rating, 80 reviews

Apartment in Val d 'Orcia

Our apartment is located in Torrenieri (SI) fraction of Montalcino, close to many tourist attractions such as: San Quirico d'Orcia, Terme di Bagno Vignoni, Montalcino, Buonconvento & San Giovanni d'Asso, it is also at the Via Francigena about 1,500 meters from the famous cypresses of S. Quirico d'Orcia. It is a comfortable, welcoming and well-organized apartment, located on the ground floor with a private parking space. Perfect for a holiday in Val d'Orcia! Ps: 2 Bicycles available upon request

Guest favorite

A large swimming pool is surrounded by lush greenery and olive trees. Rolling hills and vibrant vegetation are visible in the background, creating a serene outdoor space for relaxation. Sun loungers are positioned around the pool, inviting guests to enjoy the scenic views.

Vacation home in Campagnatico

4.83 out of 5 average rating, 12 reviews

Cozy Cottage with a beautiful valley & pool view

'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. Casa Luciano - the smallest - 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.

Guest favorite

An inviting living area showcases original wooden beams and a stone accent wall. A spacious purple sofa is positioned near a wooden dining table, surrounded by four chairs. The kitchen features warm-toned tiles and modern appliances, with natural light filtering through a window offering a scenic view.

Vacation home in Pitigliano

4.9 out of 5 average rating, 82 reviews

Il Carisma

"Il Carisma" è una tipica abitazione toscana, caratterizzata da inserti in tufo e travi in legno originali del 1600. Si sviluppa su un unico piano e quindi ben si presta per il soggiorno di bambini e anziani. E' composta da un'ampia zona giorno, cucina accessoriata con piano cottura, bagno privato e camera da letto. Situata all'inizio del centro storico, il Carisma offre una vista panoramica sulla vallata e sulla suggestiva Cascata del Londini e dista pochi metri dai parcheggi e ristoranti.

Guest favorite

A welcoming living area features a wooden dining table surrounded by chairs, with a cozy sofa adorned with cushions and a fireplace to one side. Natural light enters through a window overlooking greenery, highlighting stone walls and rustic wooden beams.

Vacation home in Pitigliano

5 out of 5 average rating, 6 reviews

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.

Guest favorite

A small balcony area is visible through sliding glass doors, featuring a wooden table and two chairs overlooking the marina. The tranquil water and moored boats create a serene backdrop, while bright skies enhance the inviting atmosphere of the space.

Vacation home in Porto Ercole

5 out of 5 average rating, 30 reviews

Harbor House - The Party

In the heart of Porto Ercole, on the seafront, you can rent this charming vacation home of about 70 square meters, located on the first floor. Its balcony overlooking the harbor offers an evocative view of the sea and moored boats, immersing you in the magical atmosphere of the Argentario. Thanks to the prime location, bars, restaurants, and shops are within walking distance. As the owner of the IDROBOAT dinghy rental, I will be happy to suggest the most beautiful beaches.

Guest favorite

Vacation home in Civitella Paganico

5 out of 5 average rating, 24 reviews

accommodation with views of the Tuscan hills

Al primo piano del casale, a cinque minuti dal paese e dalla strada di grande scorrimento Siena Grosseto, protetto dal bosco. Immerso nella natura della Maremma. Punto strategico per raggiungere molte delle più belle località della Toscana, a 30 minuti di macchina si possono raggiungere la città di Siena, il parco della maremma, Massa Marittima, l' Argentario ed il suo bellissimo mare. A disposizione esclusiva un gazebo con tavolo e sedie e barbecue nel grande giardino.

Superhost

Vacation home in Porto santo Stefano

4.83 out of 5 average rating, 35 reviews

Villino Mare in the sun

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

Guest favorite

A charming house is situated on a grassy hillside, surrounded by lush greenery and colorful flowers. The building features a traditional roof and a covered porch, offering views of the surrounding landscape. Overcast skies add a soft ambiance to the scene.

Vacation home in Canino

4.89 out of 5 average rating, 47 reviews

Apartment Namaste, Sea, Lake and Terme di Vulci

Namaste holiday home, silence in nature. Nice rest with a wide view of the olive grove, incredible sunset and starry sky at night. We are in a right place to reach so many beautiful places: Terme di Vulci and Saturnia, Lake Bolsena, sea in Montalto and the last beach of Tuscany, Etruscan necropolis of Tarquinia, Capalbio, the Tarot garden, Tuscania, the Hermitage of Poggio Conte, the Cathedral of Orvieto and the town of Bagnoregio.

Superhost

A modern kitchen area features light grey cabinetry, a turquoise refrigerator, and a small dining table surrounded by four chairs. Natural light enhances the ample space, with a simple floral tablecloth providing a subtle accent.

Vacation home in Torrenieri

5 out of 5 average rating, 4 reviews

Apartment Orchidea with terrace

Apartment located in Torrenieri, a hamlet of Montalcino, equipped with every comfort to spend an excellent vacation or for work. Great location to visit the main villages Val d 'Orcia (San Quirico, Pienza, Montepulciano, Monticchiello). Guests have exclusive use of the apartment located on the second floor with individual access via external stairs. There is a terrace where you can recharge in thisquiet and elegant space.

Superhost

A light-filled dining area features a wooden table surrounded by chairs, with a view of the outdoor landscape through open double doors. The minimalist kitchen includes sleek cabinetry and a sink, complemented by decorative jars on the counter.

Vacation home in Grosseto

5 out of 5 average rating, 6 reviews

Maremma Charm: 3 Dreamy Bedrooms

Poggiolivi is located in the heart of the Tuscan Maremma, just steps away from the famous Parco della Maremma and the sea. The perfect place for your vacation to explore a wild and enchanting region like the Maremma. Our farmhouse in Maremma offers guests an intimate, refined, and elegant atmosphere. Rooms are tastefully furnished and equipped with every comfort.

Superhost

A whirlpool pool is visible in the foreground, surrounded by greenery and offering a view of a two-story villa. The villa's exterior features a combination of balconies and windows, framed by lush trees. The setting conveys a sense of privacy and tranquility.

Vacation home in Montepulciano

4.92 out of 5 average rating, 24 reviews

Villa Fè: The perfect place for a group.

Forget all worries in this vast oasis of serenity. The 90sqm apartment is located in an independent villa. Inside you can find everything you need to spend long holidays with family or friends. We don’t serve meals, but you will find a kitchen complete with everything. We have additional services that are provided in the villa tavern or in the garden.