Holiday houses in Grosseto

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Top-rated holiday rentals in Grosseto

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Guest favourite

Home in Manciano

4.95 out of 5 average rating, 218 reviews

Duckly, 16th century residence in the heart of the Maremma

Residence of the sixteenth century, with a lovely outdoor space, in the historic center of Manciano, the heart of the Tuscan Maremma. Not far from the Argentario sea and a few minutes from the Saturnia waterfalls hot springs accessible for free. 17th century stone house, with a lovely outdoor area, located in the historic center of Manciano, in the Tuscan Maremma. Land of good food and wine tradition. Not far from the Argentario sea and the Cascate del Mulino di Saturnia with hot water, always accessible and free.

10 – 17 Oct

$1,036 AUD total

Guest favourite

Cottage in Geggiano

4.99 out of 5 average rating, 106 reviews

Villa di Geggiano - Guesthouse

The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.

12 – 19 Jan

$5,449 AUD total

Guest favourite

Apartment in Montepulciano

4.97 out of 5 average rating, 330 reviews

A view from the top

A View From the Top is an apartment in the most peaceful part of Montepulciano. The house with Ac is 250 metres from the piazza and the main street, and has 2 double rooms, 2 bathrooms with shower and a large kitchen-living room with a small terrace overlooking the hills From summer 2024 our wine tasting will be available in the new garden and we have a young private chef for cooking class at home ,not in the weekend. Guests will park close the apartment,in the street 50 mt away.

19 – 26 Jan

$1,738 AUD total

Guest favourite

Cottage in Vetulonia

4.96 out of 5 average rating, 115 reviews

La Dolce Vita ~ romantic retreat in quiet nature

Welcome to Il Baciarino! We are a rustic agriturismo in the green hills of Maremma, Toscana's wild and unexplored coastal region. Il Baciarino is a place to come and stay, to escape from the bustle of the city and your busy life, and to unwind in nature; perfect for those who love unspoiled nature, endless views, fresh seafood & good wine. Il Baciarino has six unique rustic cottages nestled in 19 acres of wilderness, on the outskirts of the tiny Etruscan town of Vetulonia.

24 – 31 Mar

$1,425 AUD total

Guest favourite

Home in Castelnuovo dell'Abate

4.91 out of 5 average rating, 235 reviews

La Casetta di Brunello,very panoramic with terrace

STIAMO LAVORANDO PER VOI! ... WE ARE WORKING FOR YOU! The house is completely renovated and furnished in 2018 with classic-Tuscan style furniture. The colors are warm and enveloping to better rest during your holiday of peace and relaxation. In addition to the two double bedrooms, you have a kitchen with an equipped kitchenette, fridge, induction cooker and a furnished terrace with a beautiful view of the surrounding countryside.

4 – 11 Mar

$1,675 AUD total

Superhost

Condo in Porto Santo Stefano

4.82 out of 5 average rating, 177 reviews

Villa Rosetta, apt 2, Lovely beach historic house

A lovely apartment at the sea front, with direct access to the sea with rock beaches, surrounded by a beautiful mediteranean garden. You can relax on the beach in every moment. You can swim in the sea whenever you want. Welcomes well behaved dogs. There are extra cost in addition to the cost of the stay: cleaning fee of € 50,00 is due at chek-in. Follow us on @: villarosetta1914

10 – 17 Jan

$1,687 AUD total

Guest favourite

Loft in Grosseto

4.85 out of 5 average rating, 164 reviews

Mono 1700 Old Town Top for Single

28 sqm small loft. CHECK-IN FROM 11h00 am CHECK-OUT MAX 11hoo am SELF CHECK-IN Low ceiling upstairs (check pictures!) where the bed is, wood parquet, TV, clima converter. Suitable for experiencing something different than usual. Accommodation is suitable for young people, singles. Few nigts only. 28 steps to the first floor, rather steep but feasible. TIP: light baggage :-)

2 – 9 July

$3,588 AUD total

Guest favourite

Apartment in Grosseto

4.94 out of 5 average rating, 138 reviews

Lollo Two-room apartment in Centro Storico ID053011LTN0356

Lollo AB is a small two-room apartment for short rent that can accommodate one or two people, located on the first floor (no elevator) of a historic building within the Medicean walls of the city of Grosseto. Equipped with all the comforts, it is ideal for work and vacation stays. Just 10 minutes drive from the sea, an hour from Mount Amiata and the famous Terme di Saturnia.

24 – 31 Jan

$697 AUD total

Guest favourite

Home in Marrucheti _ Campagnatico

4.97 out of 5 average rating, 104 reviews

La Stallina - Perfect retreat from the city rush

Recently restored, La Stallina, was my grandfather's horse stable at the beginning of last century. Now it is a charming apartment perfect for a couple and suitable for 2+2 guests. One living room with kitchen in a conservatory, double bed and mezzanine with bed. Bathroom with large shower box, kitchen equipped with dish-washing and oven.

13 – 20 Sept

$1,568 AUD total

Guest favourite

Apartment in Ville di Corsano

4.97 out of 5 average rating, 199 reviews

"Red Rose" apartment with a view of Siena.

Caggiolo is a completely renovated farm consisting of several apartments, with a panoramic view of Siena. Located in the Villas di Corsano, just 14 km from the city. Ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d 'Orcia, Crete Senesi...).

23 – 30 Nov

$1,628 AUD total

Guest favourite

Castle in Tuscania (VT)

4.99 out of 5 average rating, 435 reviews

San Giusto Abbey { medieval Tower }

Let us tempt you with a truly unique experience: sleeping among the four thick stone walls of a medieval tower! The breathtaking view, the charming and comfortable interiors, sleeping high above, overlooking the world, make staying in the tower absolutely unforgettable.

31 Jan – 7 Feb

$2,442 AUD total

Guest favourite

Home in Monticchiello

4.97 out of 5 average rating, 134 reviews

"La Lambarda" tower Suite

In Val d'Orcia there is a small medieval village called Monticchiello, surrounded by walls and protected by four towers; one of these is the "La Lambarda", which stands at the highest point of the country and enjoys a panoramic view across the valley.

8 – 15 Oct

$3,514 AUD total

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Grosseto holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Stay near Grosseto's top sights

Centro Commerciale Marema74 locals recommend

Porca Vacca5 locals recommend

Centro Commerciale Aurelia Antica47 locals recommend

Lidl7 locals recommend

St-Laurence-in-the-Cathedral9 locals recommend

The Space Cinema - Grosseto7 locals recommend

Other great holiday rentals in Grosseto

Guest favourite

Apartment in Caminino

4.92 out of 5 average rating, 126 reviews

Pieve di Caminino Historic Farm

21 – 28 Aug

$2,032 AUD total

Guest favourite

Cottage in Chianni

4.98 out of 5 average rating, 118 reviews

La Pietruzza - The Private Chalet with a Soul -

17 – 24 Feb

$1,929 AUD total

Guest favourite

Apartment in Grosseto

5.0 out of 5 average rating, 24 reviews

Thesan Lodge, chic & modern design apartment

13 – 20 Nov

$1,196 AUD total

Guest favourite

Condo in Grosseto

4.88 out of 5 average rating, 56 reviews

The first nest

10 – 17 Nov

$765 AUD total

Guest favourite

Apartment in Grosseto

4.92 out of 5 average rating, 53 reviews

Cozy newly refurbished flat in the Old Center

3 – 10 Feb

$1,017 AUD total

Superhost

Loft in Grosseto

4.79 out of 5 average rating, 38 reviews

The Loft

22 – 29 June

$1,493 AUD total

Guest favourite

Condo in Grosseto

4.84 out of 5 average rating, 69 reviews

characteristic old town A. & G.

5 – 12 Nov

$878 AUD total

Guest favourite

Condo in Grosseto

4.87 out of 5 average rating, 99 reviews

La casetta di Ale

21 – 28 Mar

$829 AUD total

Show all

Quick stats about holiday rentals in Grosseto

Total rentals	130 properties
Rentals with a pool	10 properties have a pool
Pet-friendly rentals	60 properties allow pets
Family-friendly rentals	50 properties are a good fit for families
Total number of reviews	3.9K reviews
Nightly prices starting at	$16 AUD before taxes and fees

Holiday houses in Grosseto

Top-rated holiday rentals in Grosseto

Home in Manciano

Cottage in Geggiano

Apartment in Montepulciano

Cottage in Vetulonia

Home in Castelnuovo dell'Abate

Condo in Porto Santo Stefano

Loft in Grosseto

Apartment in Grosseto

Home in Marrucheti _ Campagnatico

Apartment in Ville di Corsano

Castle in Tuscania (VT)

Home in Monticchiello

Holiday rentals for every style

Apartments

Hotels

Unique stays

Popular amenities for Grosseto holiday rentals

Stay near Grosseto's top sights

Other great holiday rentals in Grosseto

Apartment in Caminino

Cottage in Chianni

Apartment in Grosseto

Condo in Grosseto

Apartment in Grosseto

Loft in Grosseto

Condo in Grosseto

Condo in Grosseto

Quick stats about holiday rentals in Grosseto

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Destinations to explore