Holiday home rentals in Province of Grosseto

Find and book unique holiday home rentals on Airbnb

Top-rated holiday home rentals in Province of Grosseto

Guests agree: these holiday home rentals are highly rated for location, cleanliness and more.

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Guest favourite

Holiday home in Montemerano

4.9 out of 5 average rating, 10 reviews

Casa Monteme, modern loft with a view of the Maremma

In the hills of the Maremma, just a few steps from the Thermal Baths of Saturnia, in the ancient medieval village of Montemerano, Casa Montemè is born. Natural materials, traditional techniques, local craftsmanship, and some contemporary touches have transformed an ancient traditional home into the dream vacation home. Its location makes it ideal for those looking for a little relaxation and want to enjoy the wonderful villages of Tuscany! Relax and recharge in thisoasis of quiet and elegance.

9–16 Jun

$144 SGD per night

Guest favourite

Holiday home in Giglio Porto

4.9 out of 5 average rating, 20 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!

17–24 Apr

$94 SGD per night

Guest favourite

Holiday home in Massa Marittima

4.96 out of 5 average rating, 52 reviews

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

8–15 Oct

$238 SGD per night

Guest favourite

Holiday home in Montemerano

4.94 out of 5 average rating, 18 reviews

Apartment with large garden and parking

Beautiful apartment (80 m²) with a very large garden and underground parking directly below. Layout: master bedroom with double bed and terrace, second bedroom with two beds, large open area with kitchen, living room and dining table, as well as a bathroom with bathtub, toilet and bidet. The apartment has very good Wi-Fi in all rooms. In the master bedroom there is a modular workspace. The garden has a tree swing and a dining table for 6/8 people.

30 Jun – 7 Jul

$145 SGD per night

Guest favourite

Holiday home in Orbetello

4.96 out of 5 average rating, 25 reviews

Chalet CiUbi between Nature and the Sea.

Once you arrive, you will be overwhelmed by this particular one-of-a-kind space, immersed in the beauties of nature. On site you will find not only a private double room with private external bathroom, but a beautiful covered porch with kitchenette and overlooking Porto Santo Stefano for your breakfast. Possibility of cooking for lunch and/or dinner. A few minutes away you have all the marine and non-marine marvels of Monte Argentario.

21–28 Jun

$167 SGD per night

Guest favourite

Holiday home in Murlo

5.0 out of 5 average rating, 14 reviews

Il Castello Apartment

Inside the Murlo Castle, a small medieval village, you can rent our lovely apartment. Recently renovated and family-owned, it is divided into two floors : On the ground floor there is the living room kitchen, large double bedroom and sofa bed with private bathroom. Upstairs, two other double bedrooms with each its own private bathroom. Public parking is located outside the walls of the Castle.

25 Jun – 2 Jul

$123 SGD per night

Guest favourite

Holiday home in Pienza

4.93 out of 5 average rating, 45 reviews

Pienzalettings

Rilassati in questo spazio tranquillo nel piccolo borgo. La nostra casa vacanze PienzaLettings è un'esplosione di unicità e bellezza, dotata di un fascino senza tempo. Dotato di ogni comfort, è pronto ad accogliervi e pronto a farvi vivere un'avventura rilassante ed emozionante in un luogo senza tempo. Non sono inclusi 1€ di tassa di soggiorno per persona a notte, esclusi minori di 15 anni

12–19 Nov

$149 SGD per night

Superhost

Holiday home in Verziliani

4.87 out of 5 average rating, 23 reviews

La Petite Maison Verziliani

Relax and recharge your batteries in this oasis of tranquillity and elegance, an ancient Templar stopover, immersed in the scenic Maremma hills, in a strategic position to reach the Saturnia Thermal Baths and all the area's attractions, even on an e-bike: ideal for a romantic weekend or to switch off and enjoy pure air, silence, nature and sport in total autonomy and with whoever you want.

11–18 Jul

$124 SGD per night

Guest favourite

Holiday home in Grosseto

4.79 out of 5 average rating, 80 reviews

RELAX in the heart of Maremma Agr. Val de 'Correnti

The apartment is located within the Regional Park of Maremma, sea. You'll love my place for these reasons: the great location in the heart of the Maremma , the atmosphere, the outdoor spaces. My accommodation is suitable for couples, solo adventurers and families (with children).The name of the farm is Val dei Correnti and is located 800 mt from the town of Alberese, on S.P. 59.

2–9 Nov

$134 SGD per night

Superhost

Holiday home in Giglio Porto

4.89 out of 5 average rating, 71 reviews

Like being on the bow of a boat!

Recently built villa. Two bedrooms overlooking the sea, one with a sofa bed.Bathroom with large shower.Living room with characteristic round window from where you can admire the port,Monte Argentario up to Giannutri.Kitchen in open space.Large panoramic terrace with shower.Near the port and the most beautiful beaches.

31 Oct – 7 Nov

$361 SGD per night

Guest favourite

Holiday home in Sorano

4.95 out of 5 average rating, 19 reviews

Casa Polidonia Maremma toscana

Forget all concerns in this wide oasis of serenity. The farmhouse consists of 2 bedrooms on the first floor, 2 bathrooms (one is located on the ground floor), living room, kitchen and private garden. The second double room is open for bookings with more than 2 people.

23–30 Nov

$118 SGD per night

Guest favourite

Holiday home in Castiglione della Pescaia

5.0 out of 5 average rating, 6 reviews

Mayflower, sea view, parking space, 50m from the sea

Wonderful location, just 10 meters from the sea and a short walk to the town center. (THE CURRENT PHOTOS ARE BEFORE THE RENOVATION, WE WILL HAVE THE NEW PHOTOS AS SOON AS THE WORK IS COMPLETED, THE BLUEPRINT SHOWS THE LAYOUT OF THE APARTMENT AFTER THE RENOVATION)

11–18 Oct

$203 SGD per night