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  • Italy
  • Tuscany
  • Province of Grosseto

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  • Alberese (5)
  • Arcidosso (3)
  • Arcille (1)
  • Boccheggiano (1)
  • Braccagni (4)
  • Buriano (3)
  • Caldana (2)
  • Campagnatico (2)
  • Capalbio (23)
  • Castel Del Piano (3)
  • Castell'Azzara (1)
  • Castiglioncello Bandini (2)
  • Castiglione Della Pescaia (45)
  • Civitella Marittima (4)
  • Civitella Paganico (15)
  • Elmo (3)
  • Follonica (13)
  • Gavorrano (12)
  • Giannutri Island (1)
  • Grosseto (29)
  • Isola Del Giglio (2)
  • Macchiascandona (2)
  • Magliano in Toscana (12)
  • Manciano (30)
  • Marina Di Grosseto (22)
  • Massa Marittima (11)
  • Monte Argentario (10)
  • Montemassi (10)
  • Monterotondo Marittimo (2)
  • Montiano (3)
  • Montieri (3)
  • Orbetello (44)
  • Pereta (2)
  • Pitigliano (8)
  • Porto Ercole (12)
  • Porto Santo Stefano (13)
  • Principina Terra (1)
  • Principina a Mare (7)
  • Ravi (1)
  • Rispescia (1)
  • Roccalbegna (6)
  • Roccastrada (6)
  • Roccatederighi (3)
  • Roselle (1)
  • San Donato (1)
  • Sassofortino (1)
  • Scansano (9)
  • Scarlino (12)
  • Seggiano (3)
  • Semproniano (5)
  • Sorano (6)
  • Sovana (8)
  • Tatti (1)
  • Tirli (1)
  • Vetulonia (1)

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432 Holiday homes

Filters applied: Pets allowed (432)

Travellers going to Province of Grosseto are booking June dates now. Secure your holiday home today and have the perfect trip.

1 / 24

Holiday farmhouse in Castiglione Della Pescaia

Province of Grosseto / Castiglione Della Pescaia

3 8 Min stay varies

Farmhouse / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £127 / night

£962 / week

Book

from £127 / night

1 / 24

Holiday apartment in Punta Ala

Castiglione Della Pescaia / Punta Ala

2 6 7 nights min stay

Apartment / 2 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £84 / night

£500 - £1231 / week

Book

from £84 / night

1 / 15

Holiday villa with golf nearby in Punta Ala

Castiglione Della Pescaia / Punta Ala

4 6 Min stay varies

Villa / 4 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £138 / night

£962 - £1385 / week

Book

from £138 / night

(2) Very Good 

1 / 40

Orbetello holiday villa rental

Province of Grosseto / Orbetello

3 6 7 nights min stay

Villa / 3 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £110 / night

£770 - £2385 / week

Book

from £110 / night

(1) Very Good 

1 / 23

Holiday home in Castiglione Della Pescaia

Province of Grosseto / Castiglione Della Pescaia

3 8 7 nights min stay

House / 3 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £88 / night

£616 - £1539 / week

Book

from £88 / night

1 / 29

Holiday villa with swimming pool in Capalbio

Province of Grosseto / Capalbio

6 12 7 nights min stay

Villa / 6 bedrooms / sleeps 12 / 7 nights min stay

Add to shortlist

from £385 / night

£2693 - £5385 / week

Book

from £385 / night

1 / 12

Castiglione Della Pescaia holiday apartment rental

Province of Grosseto / Castiglione Della Pescaia

2 8 4 nights min stay

Apartment / 2 bedrooms / sleeps 8 / 4 nights min stay

Add to shortlist

from £124 / night

£808 - £1131 / week

Book

from £124 / night

1 / 12

Holiday farmhouse rental

Province of Grosseto / Magliano in Toscana

3 6 Min stay varies

Farmhouse / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £208 / night

£1539 / week

Book

from £208 / night

(1) Very Good 

1 / 26

Holiday villa in Porto Ercole

Province of Grosseto / Porto Ercole

5 9 Min stay varies

Villa / 5 bedrooms / sleeps 9 / Min stay varies

Add to shortlist

from £462 / night

£2827 - £5077 / week

Book

from £462 / night

1 / 31

Holiday home rental

Province of Grosseto / Castiglione Della Pescaia

4 10 Min stay varies

House / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £62 / night

£347 - £924 / week

Book

from £62 / night

(2) Excellent 

1 / 23

Holiday home in Cala Piccola

Monte Argentario / Cala Piccola

4 8 7 nights min stay

House / 4 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £55 / night

£385 - £1770 / week

Book

from £55 / night

1 / 18

Punta Ala holiday yacht rental

Castiglione Della Pescaia / Punta Ala

4 8 2 nights min stay

Yacht / 4 bedrooms / sleeps 8 / 2 nights min stay

Add to shortlist

from £1539 / night

£9231 / week

Book

from £1539 / night

(1) Very Good 

1 / 23

Holiday hotel apartment with shared pool in Marina Di Grosseto

Province of Grosseto / Marina Di Grosseto

1 6 Min stay varies

Hotel apartment / 1 bedroom / sleeps 6 / Min stay varies

Add to shortlist

from £54 / night

£270 - £800 / week

Book

from £54 / night

1 / 13

Home rental in Castiglione Della Pescaia with swimming pool

Province of Grosseto / Castiglione Della Pescaia

2 7 7 nights min stay

House / 2 bedrooms / sleeps 7 / 7 nights min stay

Add to shortlist

from £39 / night

£270 - £1039 / week

Book

from £39 / night

1 / 11

Home rental in Castiglione Della Pescaia

Province of Grosseto / Castiglione Della Pescaia

2 6 14 nights min stay

House / 2 bedrooms / sleeps 6 / 14 nights min stay

Add to shortlist

from £110 / night

£770 / week

Book

from £110 / night

(2) Poor 

1 / 21

Principina a Mare holiday villa rental

Province of Grosseto / Principina a Mare

3 8 Min stay varies

Villa / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £93 / night

£1308 / week

Book

from £93 / night

1 / 30

Holiday villa rental

Province of Grosseto / Porto Santo Stefano

2 6 Min stay varies

Villa / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £50 / night

£350 / week

Book

from £50 / night

(1) Excellent 

1 / 24

Holiday villa with shared pool in Roccalbegna

Roccalbegna / Triana, Italy

2 5 Min stay varies

Villa / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £70 / night

£397 - £677 / week

Book

from £70 / night

1 / 22

Castiglione Della Pescaia holiday townhouse rental

Province of Grosseto / Castiglione Della Pescaia

2 4 7 nights min stay

Townhouse / 2 bedrooms / sleeps 4 / 7 nights min stay

Add to shortlist

from £61 / night

£424 - £777 / week

Book

from £61 / night

1 / 13

Cala Piccola holiday villa rental

Monte Argentario / Cala Piccola

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £120 / night

£800 - £1200 / week

Book

from £120 / night

1 / 13

Apartment rental in Ansedonia

Orbetello / Ansedonia

1 4 2 nights min stay

Apartment / 1 bedroom / sleeps 4 / 2 nights min stay

Add to shortlist

from £85 / night

£577 / week

Book

from £85 / night

1 / 25

Hotel apartment rental in Marina Di Grosseto with shared pool

Province of Grosseto / Marina Di Grosseto

1 6 Min stay varies

Hotel apartment / 1 bedroom / sleeps 6 / Min stay varies

Add to shortlist

from £54 / night

£270 - £800 / week

Book

from £54 / night

(1) Good 

1 / 28

Holiday home in Giannella

Orbetello / Giannella

2 8 Min stay varies

House / 2 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £62 / night

£385 - £577 / week

Book

from £62 / night

(1) Excellent 

1 / 18

Holiday home in Tirli

Province of Grosseto / Tirli

4 8 7 nights min stay

House / 4 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £44 / night

£308 - £462 / week

Book

from £44 / night

1 / 18

Holiday yacht with golf nearby in Punta Ala

Castiglione Della Pescaia / Punta Ala

2 4 2 nights min stay

Yacht / 2 bedrooms / sleeps 4 / 2 nights min stay

Add to shortlist

from £231 / night

£1385 / week

Book

from £231 / night

(1) Excellent 

1 / 6

Apartment rental in Alberese

Province of Grosseto / Alberese

3 6 Min stay varies

Apartment / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £163 / night

£1137 - £1600 / week

Book

from £163 / night

1 / 9

Campagnatico holiday villa rental

Province of Grosseto / Campagnatico

2 3 2 nights min stay

Villa / 2 bedrooms / sleeps 3 / 2 nights min stay

Add to shortlist

from £54 / night

£347 / week

Book

from £54 / night

1 / 19

Holiday yacht with golf nearby in Punta Ala

Castiglione Della Pescaia / Punta Ala

2 4 2 nights min stay

Yacht / 2 bedrooms / sleeps 4 / 2 nights min stay

Add to shortlist

from £270 / night

£1770 / week

Book

from £270 / night

1 / 10

Holiday finca rental

Province of Grosseto / Sorano

1 2 1 night min stay

Finca / 1 bedroom / sleeps 2 / 1 night min stay

Add to shortlist

from £100 / night

£500 / week

Book

from £100 / night

1 / 11

Scarlino holiday apartment rental

Province of Grosseto / Scarlino

3 5 Min stay varies

Apartment / 3 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £177 / night

£962 - £1770 / week

Book

from £177 / night

1 / 10

Holiday apartment with shared pool in Scarlino

Province of Grosseto / Scarlino

3 6 Min stay varies

Apartment / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £177 / night

£962 - £1770 / week

Book

from £177 / night

1 / 12

Sorano holiday villa rental

Province of Grosseto / Sorano

2 4 2 nights min stay

Villa / 2 bedrooms / sleeps 4 / 2 nights min stay

Add to shortlist

from £93 / night

£458 / week

Book

from £93 / night

1 / 20

Holiday condo in Porto Ercole

Province of Grosseto / Porto Ercole

4 7 5 nights min stay

Condo / 4 bedrooms / sleeps 7 / 5 nights min stay

Add to shortlist

from £293 / night

£1885 - £2462 / week

Book

from £293 / night

1 / 16

Holiday farmhouse in Castiglione Della Pescaia

Province of Grosseto / Castiglione Della Pescaia

1 4 Min stay varies

Farmhouse / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

from £54 / night

£308 - £593 / week

Book

from £54 / night

1 / 22

Castiglioncello Bandini holiday villa rental

Province of Grosseto / Castiglioncello Bandini

5 10 7 nights min stay

Villa / 5 bedrooms / sleeps 10 / 7 nights min stay

Add to shortlist

from £253 / night

£1770 - £2824 / week

Book

from £253 / night

(1) Good 

1 / 13

Holiday apartment in Castiglione Della Pescaia

Province of Grosseto / Castiglione Della Pescaia

1 5 Min stay varies

Apartment / 1 bedroom / sleeps 5 / Min stay varies

Add to shortlist

from £31 / night

£216 - £347 / week

Book

from £31 / night

1 / 21

Roccalbegna holiday farmhouse rental

Province of Grosseto / Roccalbegna

4 10 Min stay varies

Farmhouse / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £144 / night

£1000 - £1924 / week

Book

from £144 / night

1 / 8

Holiday apartment in Semproniano

Province of Grosseto / Semproniano

2 4 2 nights min stay

Apartment / 2 bedrooms / sleeps 4 / 2 nights min stay

Add to shortlist

from £70 / night

£485 / week

Book

from £70 / night

1 / 20

Holiday villa with swimming pool in Castiglioncello Bandini

Province of Grosseto / Castiglioncello Bandini

7 14 7 nights min stay

Villa / 7 bedrooms / sleeps 14 / 7 nights min stay

Add to shortlist

from £325 / night

£2270 - £4038 / week

Book

from £325 / night

1 / 47

Porto Santo Stefano holiday villa rental

Province of Grosseto / Porto Santo Stefano

4 14 Min stay varies

Villa / 4 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

from £500 / night

£3500 - £5116 / week

Book

from £500 / night

1 / 11

Fonteblanda holiday hotel apartment accommodation

Orbetello / Fonteblanda

1 4 3 nights min stay

Hotel apartment / 1 bedroom / sleeps 4 / 3 nights min stay

Add to shortlist

from £139 / night

£862 / week

Book

from £139 / night

1 / 29

Ansedonia holiday villa rental

Orbetello / Ansedonia

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £99 / night

£693 - £1539 / week

Book

from £99 / night

(3) Good 

1 / 26

Castell'Azzara holiday cottage rental

Province of Grosseto / Castell'Azzara

1 4 1 night min stay

Cottage / 1 bedroom / sleeps 4 / 1 night min stay

Add to shortlist

from £49 / night

£335 / week

Book

from £49 / night

1 / 33

Holiday villa in Campagnatico

Province of Grosseto / Campagnatico

4 9 Min stay varies

Villa / 4 bedrooms / sleeps 9 / Min stay varies

Add to shortlist

from £162 / night

£1116 - £2231 / week

Book

from £162 / night

1 / 43

Holiday home with swimming pool in Grosseto

Province of Grosseto / Grosseto

4 10 Min stay varies

House / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £300 / night

£924 - £2077 / week

Book

from £300 / night

1 / 18

Holiday townhouse with shared pool in Massa Marittima

Province of Grosseto / Massa Marittima

1 4 7 nights min stay

Townhouse / 1 bedroom / sleeps 4 / 7 nights min stay

Add to shortlist

from £66 / night

£458 / week

Book

from £66 / night

(1) Excellent 

1 / 18

Holiday townhouse in Massa Marittima

Province of Grosseto / Massa Marittima

2 5 1 night min stay

Townhouse / 2 bedrooms / sleeps 5 / 1 night min stay

Add to shortlist

from £39 / night

£247 - £408 / week

Book

from £39 / night

1 / 13

Apartment rental in Grosseto

Province of Grosseto / Grosseto

1 2 1 night min stay

Apartment / 1 bedroom / sleeps 2 / 1 night min stay

Add to shortlist

from £58 / night

£401 / week

Book

from £58 / night

(3) Excellent 

1 / 17

Holiday farmhouse rental

Province of Grosseto / Scarlino

5 12 3 nights min stay

Farmhouse / 5 bedrooms / sleeps 12 / 3 nights min stay

Add to shortlist

from £193 / night

£1231 / week

Book

from £193 / night

1 / 24

Gavorrano holiday finca rental

Province of Grosseto / Gavorrano

6 12 Min stay varies

Finca / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £277 / night

£1808 - £1924 / week

Book

from £277 / night

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