A bustling street with historic buildings, a central planter, and people walking.

Holiday Homes in Province of Grosseto

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Top Cities in Province of Grosseto

A beach with sun loungers and umbrellas, a castle on a hill, and buildings in the background.
Holiday HomesHoliday Homes

Castiglione della Pescaia

Castiglione della Pescaia

Our top choices for Province of Grosseto holiday homes

Pool

Holiday house for 2 pesons on small Estate with pool, near hot springs

Holiday house for 2 pesons on small Estate with pool, near hot springs
Civitella Marittima
10.0 out of 10, Exceptional, (40 reviews)
"Traumhafte Ruhe, für uns ein Paradies! Schlafzimmer mit Klimaanlage! "
Germany
Ulrich B.
Holiday house for 2 pesons on small Estate with pool, near hot springs
Sun-loungers

Lovingly renovated country house in the olive grove with large panoramic pool, air conditioning

Lovingly renovated country house in the olive grove with large panoramic pool, air conditioning
Caldana
10.0 out of 10, Exceptional, (4 reviews)
"Wir haben einen sehr schönen Urlaub auf Le Ciuse verbracht.Das große Grundstück mit alten Olivenbäumen und zahlreichen Sitzgelegenheiten, der einladende Pool und nicht zuletzt die außergewöhnliche Panorama-Wohnung haben uns entspannende Tage in der Süd-Toskana beschert. Die Lage ist perfekt für die Erkundung großer und kleiner Städte und Dörfer, kultureller Sehenswürdigkeiten, langer Sandstrände und kleiner Buchten - nicht zu vergessen den kulinarischen Verlockungen.Katalin und Richard erwiesen...
Germany
Christiane S.
Lovingly renovated country house in the olive grove with large panoramic pool, air conditioning
Beach nearby

Country house, 5/6 p. really private pool A.C. 20 mn beaches facing Elba Island

Country house, 5/6 p. really private pool A.C. 20 mn beaches facing Elba Island
GAVORRANO
7.6 out of 10, Good, (10 reviews)
"Super Unterkunft für 3-4 Leute welche die Ruhe lieben. Mit Hund war es super, Konten diesen sogar an 2 Tagen den Hausbesitzern übergeben. Das geht natürlich nicht mit allen Hunden. Die Besitzer sind mittlerweile schon über 80 und sprechen nur italienisch, aber mit Google translate und Händen und Füßen kommt man auch durch.Pizza bäckt sie leider keine mehr und auch für das lokale Gemüse aus ihrem Garten war es einfach zu trocken.Die Unterkunft ist einfach ausgestattet, ein Auto ist zwingend...
Germany
Jörg K.
Country house, 5/6 p. really private pool A.C. 20 mn beaches facing Elba Island
Pool

Cozy farmhouse with panoramic pool in Maremma for families and groups

Cozy farmhouse with panoramic pool in Maremma for families and groups
Campagnatico
8.0 out of 10, Very good, (4 reviews)
"La struttura è bellissima i proprietari sono gentilissimi e molto presenti e Disponibili!!!Il posto è un paradiso nella natura pulito e ben fornito!!! Hanno un olio strepitoso.. da tornarci sicuramente!!!!!!"
United States
Federica B.
Cozy farmhouse with panoramic pool in Maremma for families and groups
Interior

Villino Gigliese for rent-Independent villa with parking space

Villino Gigliese for rent-Independent villa with parking space
Giglio Castello
9.2 out of 10, Wonderful, (52 reviews)
"Posizione ottima, pulizia impeccabile, casa deliziosa e comoda sia per amici che per famiglie, vicino a tutto e raggiungibile a piedi. Daniela e la sua famiglia sempre molto disponibili per tutta la durata del soggiorno.Ritorneremo sicuramente. Grazie per questa meravigliosa vacanza!!!"
Italy
Anonymous traveller
The price is €248
includes taxes & fees
25 Jul - 26 Jul
Villino Gigliese for rent-Independent villa with parking space
Beach

Spectacular ocean views

Spectacular ocean views
Porto Santo Stefano
10.0 out of 10, Exceptional, (53 reviews)
"We had a wonderful time in the well equiped and nicely decorated house. The balcony gives all day long a wonderful view at the islands. Everything was very good."
Netherlands
katrien v.
Spectacular ocean views
Pool

Casale Fonte by Interhome

Casale Fonte by Interhome
Roccastrada
9.0 out of 10, Wonderful, (11 reviews)
"Eigentlich ist es ein schönes Haus in schöner Lage. Dazu wurde die Lage als sehr ruhig ausgelobt. Dies traf leider in keinster Weise zu. Das Objekt befindet sich in unmittelbarer Nähe eines Steinbruchs, in dem noch aktiv gearbeitet wird. Von Montag bis Freitag gab es eine nicht akzeptable Lärmbelästigung. Als Highlight gab es an einem Tag auch noch 3 Detonationen. Zudem gab es an einem Tag noch einen Stromausfall von früh morgens bis zum späten Nachmittag."
Germany
Manuela N.
Casale Fonte by Interhome
Outdoor pool

A fantastic pool in a Tuscan farmhouse with breathtaking views of the Maremma

A fantastic pool in a Tuscan farmhouse with breathtaking views of the Maremma
Roccastrada
10.0 out of 10, Exceptional, (2 reviews)
"A beautiful property in an equally beautiful location. And if that wasn't enough then the host was absolutely amazing and helpful! Thank you Donatella!"
United Kingdom
Robert S.
A fantastic pool in a Tuscan farmhouse with breathtaking views of the Maremma
Exterior

Authentic Massa Marittima Get Away 220 sqm in the Tuscan countryside

Authentic Massa Marittima Get Away 220 sqm in the Tuscan countryside
Massa Marittima
10.0 out of 10, Exceptional, (6 reviews)
"Schon beim Check-In wurden wir von den Vermieterinnen freundlich begrüßt. Das Haus war äußerst sauber und liebevoll hergerichtet. Als eine Gruppe von jungen Erwachsenen wurden alle unsere Wünsche erfüllt. Es bot uns genug Platz und eine gute zentrale Lage in der Toskana. Städte wie Florenz, Siena und Pisa waren in weniger als 2 Stunden mit dem Auto zu erreichen. Die etwas abgelegenere Lage bot viel Ruhe und Freiheit. Bei der Ausstattung des Hauses wurde an alles gedacht. Die Kommunikation mit...
Germany
Julian K.
Authentic Massa Marittima Get Away 220 sqm in the Tuscan countryside
Beach

5 bedroom amazing home in Paganico GR

5 bedroom amazing home in Paganico GR
Paganico GR
5 bedroom amazing home in Paganico GR
Interior

Casa Viale Italia - homely house with direct access to the sandy beach

Casa Viale Italia - homely house with direct access to the sandy beach
Follonica
9.4 out of 10, Exceptional, (53 reviews)
"Alles sauber, Vermieter freundlich, Haus war kalt, schlecht zu heizen, sonst alles prima"
Germany
SANDRA
Casa Viale Italia - homely house with direct access to the sandy beach
Property grounds

Apartment/ flat - Monte argentario

Apartment/ flat - Monte argentario
Monte Argentario
9.0 out of 10, Wonderful, (39 reviews)
"Eine schöne Ferienwohnung, mit sehr netten Vermietern. Super Küche, mit allem was der/die Hobbyköchin benötigt. Eine sehr tolle Terrasse unter Olivenbäumen. Unbedingt Autan einpacken!"
Germany
Brina P.
Apartment/ flat - Monte argentario
Terrace/patio

Eco house with pool and fantastic views

Eco house with pool and fantastic views
Scansano
8.6 out of 10, Excellent, (7 reviews)
"Ci siamo trovati molto bene in questa struttura, spaziosa, ed accogliente. Abbiamo usata anche la piscina perfetta"
Italy
Marco S.
Eco house with pool and fantastic views
Outdoor dining

Great Sea views short walk to Beach, private Pool, spacious garden, family villa

Great Sea views short walk to Beach, private Pool, spacious garden, family villa
Ansedonia
9.6 out of 10, Exceptional, (16 reviews)
"Wir hatten 2 wunderschöne Wochen in Ansedonia. Schon in der Vorbereitungsphase haben Ronald und Carey so warm und großartig mit uns kommuniziert. Das Haus selbst wird auch von der Familie übers Jahr genutzt, was in Ferienhäusern immer ein echtes Plus bedeutet: Die Küche war top ausgestattet, man findet alles was man braucht, viele private Dinge schaffen eine heimelige charmante Atmosphäre, Bücher, Fotos und vieles mehr. Der Blick von beiden Terrassen ist atemberaubend schön, die Sonne geht jeden...
Germany
Elke R.
Great Sea views short walk to Beach, private Pool, spacious garden, family villa
Indoor pool, a heated pool

Private House with Exclusive Swimming Pool Heated and Amazing View

Private House with Exclusive Swimming Pool Heated and Amazing View
Boccheggiano
9.6 out of 10, Exceptional, (58 reviews)
"All in all a very nice accommodation with a very great view.- Nice & clean pool- Family friendly, there are 4 bedrooms- It's an old house and therefore quite dark, but it is technically state-of-the-art- nice, exclusive property located on a hillsideWe enjoyed our stay."
Germany
Carsten H.
Private House with Exclusive Swimming Pool Heated and Amazing View
Interior

Casa Levante - Holiday home with direct access to the sandy beach

Casa Levante - Holiday home with direct access to the sandy beach
Follonica
9.4 out of 10, Exceptional, (10 reviews)
"It was all top"
Netherlands
GJJ v.
Casa Levante - Holiday home with direct access to the sandy beach
Sun-loungers

Beautiful stone house in Tuscany with terrace and balcony.

Beautiful stone house in Tuscany with terrace and balcony.
Caldana
9.4 out of 10, Exceptional, (31 reviews)
"Good property ... clean, charming and with air condition ... perfekt!"
Germany
Christoph G.
Beautiful stone house in Tuscany with terrace and balcony.
On the beach

PROMOZIONE-Appartamento ristrutturato a 30 mt dal mare

PROMOZIONE-Appartamento ristrutturato a 30 mt dal mare
Follonica
9.0 out of 10, Wonderful, (28 reviews)
"Best See near with dog no problem Restaurants near best Villages great Everything you want is to make"
Germany
Martina E.
PROMOZIONE-Appartamento ristrutturato a 30 mt dal mare
Outdoor pool

Romantic luxury in a 300 year old olive yard in the heart of the Maremma/Tuscany

Romantic luxury in a 300 year old olive yard in the heart of the Maremma/Tuscany
Toscana
9.8 out of 10, Exceptional, (34 reviews)
"We loved our stay at this property - it was better than we had hoped. Little details really made even better - the coffee machine, ice box for taking picnics to the beach, outdoor lighting, candles and of course the enormous pool. We were worried about mosquitoes but barely saw any whilst we were there - Mel (the owner) told us that they spray for mozzies to reduce the numbers. Whether you just want to relax, enjoy sightseeing in the variety of interesting towns, or visit the beach, this spot is...
United Kingdom
Zeina C.
Romantic luxury in a 300 year old olive yard in the heart of the Maremma/Tuscany
Outdoor dining

Seaside house with private garden

Seaside house with private garden
Follonica
9.8 out of 10, Exceptional, (40 reviews)
"Nice house in a nice place. Very confortable stay! thank you Nicola and see you next year!"
United States
Alice M.
Seaside house with private garden
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Province of Grosseto Hotel Reviews

Bike&Boat Argentario Hotel

Bike&Boat Argentario Hotel

8/10 Good
"Great location but really difficult to park if you have a car. The staff was very helpful and kind."
christine 2-night trip
Posted 10 hours ago
Bike&Boat Argentario Hotel

Find out more about Province of Grosseto

Province of Grosseto Holiday Homes information

Number of reviews
478
Accommodation
848 Holiday Homes
Lowest Price
€248
Highest Price
€248