Vacation rentals in Province of Grosseto

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Top-rated vacation rentals in Province of Grosseto

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Superhost

Villa in Chianciano Terme

5 out of 5 average rating, 10 reviews

3bdr deLux Villa in Montepulciano Tuscany,Top View

Live your own true experience as a local at LaVittoria 10 in Val d'Orcia, short driving to Montepulciano, Pienza, Cortona,Siena Huge apt on top floor of the Villa, with 2 magnificent suites, panoramic lounge and professional kitchen, plus The Cottage,for 2+1 , with private entrance, kitchen, large bdr and bathroom with Jacuzzi for 2! Outdoor Hot tub with top view and relax area with comfy sofas !Your local host arranges private dinners and Wineries tour & tasting. E-bikes tour with guide. Wifi

Guest favorite

Home in Monte Argentario

4.76 out of 5 average rating, 37 reviews

Beach villa great view, chill space, dogs welcome

Beautiful contemporary beach house, furnished in a warm beach style accommodates up to 8 guests. Fully modernized with heating and cooling. Parking available. - Extra deep cleaning and a day in between our guests :) two independent levels in one villa with over 100m2. On a lovely sandy beach but also on the road so except some noise. Loads of parking. Extra large outdoor living room, hot outdoor shower, hammock, marble dining table & grill to eat alfresco amongst other comforts.

Guest favorite

A serene outdoor space is presented, featuring a black stone pool surrounded by lush green grass and trees. The villa's rustic structure is visible in the background, with a shaded area provided by a large tree. Sun loungers are positioned nearby for relaxation.

Villa in Castiglione d'Orcia

4.96 out of 5 average rating, 112 reviews

Wp Relais Borgo Vignalunga

Discover Borgo Vignalunga by WP Relais, an charming hamlet set in a 46-hectare estate in the heart of the Val D'Orcia, a UNESCO World Heritage Site. Surrounded by woodland, pastures, a lush vegetable garden, cultivated fields and three olive groves with 1,500 olive trees, Borgo Vignalunga is the ideal place to experience the true essence of Tuscany. The property is close to historical villages, evocative architecture, unspoilt natural landscapes and renowned restaurants, bars and wineries.

Superhost

Four refreshing drinks are arranged on a wooden table near a swimming pool, with three tall glasses and one short glass, each garnished with lime. The serene blue waters of the pool reflect the clear sky and distant coastline.

Loft in Isola del Giglio

4.88 out of 5 average rating, 113 reviews

Villa le Rocce – Blue Apartment

Wonderful, finely furnished Open Space with pool. From the terrace of the apartment, you can enjoy a wonderful view that starts from the promontory of the Argentario up to the nearby island of Giannutri. Guests have at their disposal a Scooter and two helmets for free. The apartment is 320 meters from the Cannelle beach and 1,500 meters from the marina. "Only one word can be used to describe the stay ... AMAZING!!! In my opinion it is the most beautiful Villa on the Island "

Guest favorite

A spacious villa is set among rolling green hills, showcasing a terracotta roof and natural stone exterior. Olive trees surround the property, enhancing the serene landscape beneath a vibrant blue sky filled with fluffy white clouds.

Home in Castelmuzio

4.97 out of 5 average rating, 37 reviews

Casa Ora d"Oro - Panoramic Views

Our villa is nestled in the rolling hills of Tuscany, located in the Val d’Orcia and Crete Senesi region. Located in the Borgo, “Podere Pascianella,” this quiet villa is perched up on a hilltop overlooking Montisi and within walking distance of the medieval village of Castelmuzio. This villa offers stunning and panoramic views of the Tuscan countryside, including the UNESCO World Heritage site of Val d’Orcia, which provides picturesque sunrises and sunsets.

Top guest favorite

Condo in Castiglione della Pescaia

4.94 out of 5 average rating, 33 reviews

Casa Cristina

My place is located just 10 meters from the sea and close to the center of the village. You'll appreciate my home for its quiet neighborhood and strategic location. It is ideal for couples and families, thanks to its proximity to the sea and the presence of shops and various clubs in the immediate vicinity. Please let me know if you have any questions about availability and pricing. A tourist tax of €1.00 per person per day is required.

Superhost

An outdoor terrace is featured, showcasing a table surrounded by four iron chairs with cushioned seating. A patterned tablecloth covers the table, and vibrant flowerpots add a touch of color to the space. The brick walls and tiled floor enhance the inviting atmosphere.

Vacation home in Torrenieri

5 out of 5 average rating, 4 reviews

Orchid apartment 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.

Guest favorite

Two elegant glasses of red wine are placed on a dark wooden table, accompanied by a loaf of freshly sliced bread on a wooden board. A panoramic view of rolling hills and greenery stretches in the background, under a partly cloudy sky.

Apartment in Sasso D'ombrone

4.82 out of 5 average rating, 57 reviews

"La Sartina" Vacation Home

Beautiful newly renovated house (2023) with a beautiful view of the Ombrone Valley, where you can admire a beautiful sunrise and appreciate the wonderful Tuscan Maremma. Excellent finishes, 4 beds, air conditioning, very central to the typical Tuscan village of Sasso D'Ombrone. 100 meters from the Bar/Market/Emporio, the post office and the bus stop. 1500m from Albus Alpacas (Alpaca Experience). Serious and helpful owner.

Superhost

An outdoor view showcases a spacious stone pathway leading to a charming building, surrounded by lush greenery and olive trees. Sunlight filters through, highlighting the peaceful garden area, while the layout invites a serene atmosphere for relaxation.

Home in Castiglione della Pescaia

4.86 out of 5 average rating, 7 reviews

Vacation home in Castiglione

A corner of heaven and tranquility a stone's throw from the sea. A renovated apartment equipped with every comfort with a large garden available to spend summer evenings and enjoy the view of the Diaccia Botrona and the sea. In the hilly area, 2 km from the center of the village, to experience the sea and the village but with serenity.

Guest favorite

A charming chalet is positioned on a rocky hillside, featuring wooden shutters and a terracotta roof. A spacious terrace offers outdoor seating at a blue table, framed by lush greenery and a large clay pot. The sea is visible in the background under a pastel sky.

Cottage in Cala Piccola

4.82 out of 5 average rating, 84 reviews

Sunset on the Argentine Coast

Chalet with free access to the residential pool, descending on a magical cliff with unforgettable sunset, a bedroom, living room with kitchenette and bathroom and a large terrace and sunbathing veranda overlooking the sea. A dream vacation also for those who love fishing, sailing, mountain biking and spas.

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What guests are saying

Terrace - A/C - Garage on request - By LinkHouses

4.71 out of 5 average rating, 7 reviews9 months ago

A fantastic place to stay, a short walk into the main town of Porto Ecole. Street parking outside with special parking permit given on arrival. Towels and complimentary soaps were a nice surprise. Air conditioning worked really well, spacious and fantastic views of sunrise. Great balcony for eating at night. Kitchen well equipped. Highly recommended. We were able to hire a boat for a day trip directly in the harbour. We explored the whole area by car and foot using the apartment as a base for 3 days.

Apartment in Porto Ercole

What guests are saying

Geraneo apartment in Valdorcia

5 out of 5 average rating, 10 reviews6 months ago

Poggio al Vento is absolutely stunning. The accommodation is set within a working vineyard and olive farm on the Tuscan hillside. It doesn’t get more picturesque than that! The accommodation has everything you’d need to be self-sustainable, while keeping the Tuscan feel (beams, tiled floor etc). Roberto is an excellent host - he made us feel part of the family from the moment we arrived. Nothing was too much trouble. We’d highly recommend a vineyard tour and tasting - great value and the perfect insight into how his wine is produced. Short journeys to Pienza, Montalcino & Montepulciano, among others, will keep you busy in the day, then settle down to a bottle of wine, overlooking the vines it came from - heaven!

Apartment in Castiglione d'Orcia

What guests are saying

Terrace with a sea view, weekends

5 out of 5 average rating, 5 reviews3 days ago

The apartment is located above the village, parking is outside the door. It has 3 bedrooms, 2 bathrooms, a fully equipped kitchen, and a large living and dining area. This and the terrace in front have magnificent views over the place, the beaches and the sea. You can hardly get enough. In the village, there are many shops, many restaurants and bars. We were there in the spring. I suspect it can get pretty crowded in the summer. We, a family with 5 adults, felt very comfortable and enjoyed the unfortunately too few days in the apartment.

Apartment in Castiglione della Pescaia

What guests are saying

A linear House a Beach Club umbrella, Amazing View

4.79 out of 5 average rating, 61 reviews8 months ago

Owner: Super available in a few minutes or even seconds. Proactively responded to any type of request Home: Same as described in a true way What I loved: 1) terrace in the kitchen, very spacious for dinner, breakfast 2) parking very close to the house 3) very quiet and quiet area, but only 10 minutes by car from the beach (in Punta Ala there is never traffic...) 4) the beach club is among the most renowned in the area, so it is a gift that has its own value

Townhouse in Punta Ala

What guests are saying

Gorgeous home in Farnese

5 out of 5 average rating, 4 reviews8 months ago

The local hosts were very attentive and helpful - thank you very much. The place is beautiful and rather secluded - many worthwhile excursion destinations within car distance. We felt very comfortable in the house, all the necessary comfort available. The swimming pond is still fresh even in high summer. All in all a wonderful place to arrive and relax - we thank you for the unique holidays!

Home in Farnese

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