Watersports holiday villas and apartments Province of Grosseto | Holiday Lettings

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  • Italy
  • Tuscany
  • Province of Grosseto

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  • Alberese (4)
  • Buriano (2)
  • Caldana (2)
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  • Capalbio (20)
  • Castel Del Piano (1)
  • Castiglione Della Pescaia (88)
  • Civitella Paganico (3)
  • Follonica (12)
  • Gavorrano (11)
  • Grosseto (14)
  • Isola Del Giglio (4)
  • Magliano in Toscana (8)
  • Manciano (15)
  • Marina Di Grosseto (3)
  • Massa Marittima (14)
  • Monte Argentario (14)
  • Montemassi (3)
  • Monterotondo Marittimo (3)
  • Montiano (3)
  • Montieri (2)
  • Orbetello (20)
  • Pereta (4)
  • Pitigliano (2)
  • Porto Ercole (21)
  • Porto Santo Stefano (25)
  • Principina a Mare (11)
  • Ribolla (1)
  • Rispescia (1)
  • Roccastrada (4)
  • Roccatederighi (1)
  • San Donato (1)
  • Sassofortino (2)
  • Scansano (5)
  • Scarlino (25)
  • Seggiano (2)
  • Sorano (5)
  • Tirli (1)
  • Vetulonia (6)

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364 Holiday homes

Filters applied: Water sports (364)

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

(3) Very Good 

1 / 30

Holiday villa in Ansedonia

Orbetello / Ansedonia

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $96 / night

$669 - $1672 / week

Book Book View

from $96 / night

(3) Very Good 

1 / 24

Porto Ercole holiday villa rental

Province of Grosseto / Porto Ercole

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from $168 / night

$1115 - $3177 / week

Book Book View

from $168 / night

(27) Excellent 

1 / 29

Holiday b&b in Vetulonia

Province of Grosseto / Vetulonia

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies

from $56 / night

$388 - $620 / week

Book Book View

from $56 / night

Featured properties

(1) Excellent 

1 / 13

Holiday penthouse rental

Province of Grosseto / Porto Ercole

3 bedroomsSleeps 7Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies

from $126 / night

$881 - $1884 / week

Book Book View

from $126 / night

(4) Very Good 

1 / 22

Holiday apartment in Porto Santo Stefano

Province of Grosseto / Porto Santo Stefano

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay

from $104 / night

$725 - $1814 / week

Book Book View

from $104 / night

(1) Excellent 

1 / 21

Punta Ala holiday villa rental

Castiglione Della Pescaia / Punta Ala

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $239 / night

$1672 - $2007 / week

Book Book View

from $239 / night

(1) Excellent 

1 / 11

Fonteblanda holiday hotel apartment accommodation

Orbetello / Fonteblanda

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies

from $134 / night

$812 - $1498 / week

Book Book View

from $134 / night

(2) Very Good 

1 / 19

Holiday apartment rental

Castiglione Della Pescaia / Pian di Rocca

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay

from $128 / night

$892 - $1115 / week

Book Book View

from $128 / night

(1) Excellent 

1 / 24

Castiglione Della Pescaia holiday home rental

Province of Grosseto / Castiglione Della Pescaia

4 bedroomsSleeps 111 night min stay

  • 4 bedrooms
  • Sleeps 11
  • 1 night min stay

from $274 / night

$1912 / week

Book Book View

from $274 / night

(2) Excellent 

1 / 24

Holiday apartment in Monte Argentario

Province of Grosseto / Monte Argentario

2 bedroomsSleeps 45 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min stay

from $256 / night

$1671 - $2452 / week

Book Book View

from $256 / night

(1) Excellent 

1 / 30

Home rental in Ansedonia with shared pool

Orbetello / Ansedonia

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $96 / night

$669 - $1672 / week

Book Book View

from $96 / night

(2) Excellent 

1 / 15

Porto Ercole holiday villa rental

Province of Grosseto / Porto Ercole

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from $223 / night

$1505 - $5071 / week

Book Book View

from $223 / night

(4) Excellent 

1 / 49

Holiday villa with swimming pool in Roccatederighi

Province of Grosseto / Roccatederighi

4 bedroomsSleeps 117 nights min stay

  • 4 bedrooms
  • Sleeps 11
  • 7 nights min stay

from $159 / night

$1108 - $3340 / week

Book Book View

from $159 / night

(2) Excellent 

1 / 15

San Quirico holiday farmhouse rental

Sorano / San Quirico

2 bedroomsSleeps 9Min stay varies

  • 2 bedrooms
  • Sleeps 9
  • Min stay varies

from $101 / night

$703 - $1015 / week

Book Book View

from $101 / night

(1) Excellent 

1 / 16

Villa rental in Porto Santo Stefano

Province of Grosseto / Porto Santo Stefano

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $112 / night

$1204 - $1394 / week

Book Book View

from $112 / night

(12) Excellent 

1 / 24

Magliano in Toscana holiday farmhouse rental

Province of Grosseto / Magliano in Toscana

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $134 / night

$892 - $1672 / week

Book Book View

from $134 / night

(1) Excellent 

1 / 24

Porto Santo Stefano holiday villa rental

Province of Grosseto / Porto Santo Stefano

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from $255 / night

$1784 - $2704 / week

Book Book View

from $255 / night

(2) Excellent 

1 / 17

Holiday townhouse rental

Province of Grosseto / Porto Ercole

2 bedroomsSleeps 7Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies

from $145 / night

$948 - $1449 / week

Book Book View

from $145 / night

1 / 24

Holiday villa with golf nearby in Punta Ala

Castiglione Della Pescaia / Punta Ala

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $192 / night

$1338 - $3344 / week

Book Book View

from $192 / night

(9) Excellent 

1 / 37

Log cabin rental in Vetulonia

Province of Grosseto / Vetulonia

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies

from $90 / night

$580 - $658 / week

Book Book View

from $90 / night

(18) Excellent 

1 / 52

Log cabin rental in Vetulonia

Province of Grosseto / Vetulonia

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies

from $90 / night

$580 - $625 / week

Book Book View

from $90 / night

(4) Very Good 

1 / 22

Holiday condo in Punta Ala

Castiglione Della Pescaia / Punta Ala

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $136 / night

$948 - $1728 / week

Book Book View

from $136 / night

(3) Very Good 

1 / 19

Holiday home in Castiglione Della Pescaia

Province of Grosseto / Castiglione Della Pescaia

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay

from $80 / night

$558 - $1059 / week

Book Book View

from $80 / night

(1) Good 

1 / 9

Apartment rental in Castiglione Della Pescaia

Province of Grosseto / Castiglione Della Pescaia

1 bedroomSleeps 5Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies

from $106 / night

$613 - $1906 / week

Book Book View

from $106 / night

(1) Excellent 

1 / 24

Holiday villa rental

Orbetello / Ansedonia

4 bedroomsSleeps 9Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies

from $558 / night

$2230 - $3901 / week

Book Book View

from $558 / night

1 / 21

Castiglione Della Pescaia holiday apartment rental

Province of Grosseto / Castiglione Della Pescaia

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from $177 / night

$1043 - $2085 / week

Book Book View

from $177 / night

(2) Excellent 

1 / 4

Holiday apartment in Alberese

Province of Grosseto / Alberese

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies

from $70 / night

$484 - $851 / week

Book Book View

from $70 / night

1 / 20

Holiday villa in Ansedonia

Orbetello / Ansedonia

5 bedroomsSleeps 87 nights min stay

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $207 / night

$1449 - $3567 / week

Book Book View

from $207 / night

1 / 24

Holiday farmhouse in Castiglione Della Pescaia

Province of Grosseto / Castiglione Della Pescaia

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from $184 / night

$1394 / week

Book Book View

from $184 / night

(3) Excellent 

1 / 16

Holiday villa in Manciano

Province of Grosseto / Manciano

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from $90 / night

$613 - $1204 / week

Book Book View

from $90 / night

(4) Very Good 

1 / 14

Holiday condo in Principina a Mare

Province of Grosseto / Principina a Mare

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from $56 / night

$374 - $1093 / week

Book Book View

from $56 / night

(1) Excellent 

1 / 23

Punta Ala holiday villa rental

Castiglione Della Pescaia / Punta Ala

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $80 / night

$558 - $2007 / week

Book Book View

from $80 / night

1 / 15

Holiday villa with golf nearby in Punta Ala

Castiglione Della Pescaia / Punta Ala

4 bedroomsSleeps 6Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies

from $200 / night

$1394 - $2007 / week

Book Book View

from $200 / night

(1) Very Good 

1 / 26

Holiday villa in Porto Ercole

Province of Grosseto / Porto Ercole

5 bedroomsSleeps 9Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies

from $669 / night

$4096 - $7356 / week

Book Book View

from $669 / night

(2) Excellent 

1 / 42

Castiglione Della Pescaia holiday farmhouse rental

Province of Grosseto / Castiglione Della Pescaia

6 bedroomsSleeps 10Min stay varies

  • 6 bedrooms
  • Sleeps 10
  • Min stay varies

from $159 / night

$1115 - $1773 / week

Book Book View

from $159 / night

(2) Very Good 

1 / 4

Alberese holiday apartment rental

Province of Grosseto / Alberese

2 bedroomsSleeps 3Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies

from $123 / night

$859 - $1163 / week

Book Book View

from $123 / night

1 / 37

Holiday home in Punta Ala

Castiglione Della Pescaia / Punta Ala

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $79 / night

$0 / week

Book Book View

from $79 / night

(2) Very Good 

1 / 22

Apartment rental in Capalbio

Province of Grosseto / Capalbio

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $112 / night

$781 - $1550 / week

Book Book View

from $112 / night

1 / 9

Holiday condo in Punta Ala

Castiglione Della Pescaia / Punta Ala

1 bedroomSleeps 5Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies

from $67 / night

$443 - $1814 / week

Book Book View

from $67 / night

(1) Excellent 

1 / 22

Villa rental in Porto Santo Stefano with shared pool

Province of Grosseto / Porto Santo Stefano

3 bedroomsSleeps 97 nights min stay

  • 3 bedrooms
  • Sleeps 9
  • 7 nights min stay

from $239 / night

$1672 / week

Book Book View

from $239 / night

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