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  • Italy
  • Tuscany
  • Province of Grosseto
  • Sassofortino

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50 Holiday homes

Filters applied: Pets allowed (8)

1 / 12

Roccastrada holiday apartment rental

Province of Grosseto / Roccastrada

2 4 1 night min stay

Apartment / 2 bedrooms / sleeps 4 / 1 night min stay

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from £39 / night

£272 / week

Book

from £39 / night

1 / 11

Holiday apartment in Roccastrada

Province of Grosseto / Roccastrada

1 4 1 night min stay

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

Add to shortlist

from £78 / night

£543 / week

Book

from £78 / night

1 / 9

Holiday apartment in Roccastrada

Province of Grosseto / Roccastrada

2 4 1 night min stay

Apartment / 2 bedrooms / sleeps 4 / 1 night min stay

Add to shortlist

from £78 / night

£543 / week

Book

from £78 / night

1 / 7

Holiday farmhouse in Roccastrada

Province of Grosseto / Roccastrada

1 4 2 nights min stay

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

Add to shortlist

from £47 / night

£311 / week

Book

from £47 / night

(1) Excellent 

1 / 13

Holiday b&b rental

Province of Grosseto / Roccastrada

5 11 Min stay varies

B&B / 5 bedrooms / sleeps 11 / Min stay varies

Add to shortlist

from £299 / night

£1551 / week

Book

from £299 / night

1 / 6

Holiday b&b in Roccastrada

Province of Grosseto / Roccastrada

1 3 3 nights min stay

B&B / 1 bedroom / sleeps 3 / 3 nights min stay

Add to shortlist

from £59 / night

£407 / week

Book

from £59 / night

1 / 32

Holiday villa with swimming pool in Roccastrada

Province of Grosseto / Roccastrada

7 1 7 nights min stay

Villa / 7 bedrooms / sleeps 1 / 7 nights min stay

Add to shortlist

from £913 / night

£6387 - £10938 / week

Enquire

from £913 / night

1 / 18

Holiday villa with swimming pool in Roccastrada

Province of Grosseto / Roccastrada

9 1 7 nights min stay

Villa / 9 bedrooms / sleeps 1 / 7 nights min stay

Add to shortlist

from £1141 / night

£7984 - £14371 / week

Enquire

from £1141 / night

More results near

Distance approx 2.9 miles from Roccastrada Show on Map

(1) Excellent 

1 / 22

Sassofortino holiday home rental

Province of Grosseto / Sassofortino

2 5 5 nights min stay

House / 2 bedrooms / sleeps 5 / 5 nights min stay

Add to shortlist

from £38 / night

£272 / week

Book

from £38 / night

Distance approx 3.22 miles from Roccastrada Show on Map

(1) Excellent 

1 / 17

Holiday farmhouse with shared pool in Roccatederighi

Province of Grosseto / Roccatederighi

2 6 1 night min stay

Farmhouse / 2 bedrooms / sleeps 6 / 1 night min stay

Add to shortlist

from £180 / night

£1260 / week

Book

from £180 / night

Distance approx 3.71 miles from Roccastrada Show on Map

1 / 5

Holiday villa in Montemassi

Province of Grosseto / Montemassi

2 Min stay varies

Villa / sleeps 2 / Min stay varies

Add to shortlist

from £72 / night

£433 - £660 / week

Enquire

from £72 / night

Distance approx 3.71 miles from Roccastrada Show on Map

1 / 10

Holiday apartment with shared pool in Montemassi

Province of Grosseto / Montemassi

1 2 Min stay varies

Apartment / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £108 / night

£649 - £757 / week

Enquire

from £108 / night

Distance approx 3.71 miles from Roccastrada Show on Map

(1) Excellent 

1 / 9

Holiday apartment with shared pool in Montemassi

Province of Grosseto / Montemassi

1 2 Min stay varies

Apartment / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £97 / night

£584 - £962 / week

Enquire

from £97 / night

Distance approx 3.71 miles from Roccastrada Show on Map

1 / 7

Holiday apartment in Montemassi

Province of Grosseto / Montemassi

1 2 Min stay varies

Apartment / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £83 / night

£497 - £725 / week

Enquire

from £83 / night

Distance approx 3.71 miles from Roccastrada Show on Map

(1) Excellent 

1 / 9

Holiday apartment with shared pool in Montemassi

Province of Grosseto / Montemassi

1 2 Min stay varies

Apartment / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £108 / night

£649 - £1017 / week

Enquire

from £108 / night

Distance approx 3.71 miles from Roccastrada Show on Map

(1) Very Good 

1 / 7

Montemassi holiday apartment rental

Province of Grosseto / Montemassi

1 2 Min stay varies

Apartment / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £108 / night

£649 - £1017 / week

Enquire

from £108 / night

Distance approx 3.71 miles from Roccastrada Show on Map

(1) Excellent 

1 / 8

Montemassi holiday apartment rental

Province of Grosseto / Montemassi

1 2 Min stay varies

Apartment / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £108 / night

£649 - £1017 / week

Enquire

from £108 / night

Distance approx 4.44 miles from Roccastrada Show on Map

1 / 15

Montemassi holiday tipi/teepee rental

Province of Grosseto / Montemassi

1 2 1 night min stay

Tipi/Teepee / 1 bedroom / sleeps 2 / 1 night min stay

Add to shortlist

from £16 / night

£70 / week

Book

from £16 / night

Distance approx 4.46 miles from Roccastrada Show on Map

1 / 23

Holiday hotel apartment in Roccatederighi

Province of Grosseto / Roccatederighi

1 4 Min stay varies

Hotel apartment / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

from £74 / night

£364 / week

Book

from £74 / night

Distance approx 4.47 miles from Roccastrada Show on Map

1 / 24

Holiday guest house with swimming pool in Montemassi

Province of Grosseto / Montemassi

1 2 3 nights min stay

Guest house / 1 bedroom / sleeps 2 / 3 nights min stay

Add to shortlist

from £59 / night

£349 / week

Book

from £59 / night

Distance approx 4.48 miles from Roccastrada Show on Map

1 / 15

Roccatederighi holiday townhouse rental

Province of Grosseto / Roccatederighi

3 6 1 night min stay

Townhouse / 3 bedrooms / sleeps 6 / 1 night min stay

Add to shortlist

from £78 / night

£466 / week

Book

from £78 / night

Distance approx 4.52 miles from Roccastrada Show on Map

1 / 23

Holiday yurt with swimming pool in Montemassi

Province of Grosseto / Montemassi

1 2 3 nights min stay

Yurt / 1 bedroom / sleeps 2 / 3 nights min stay

Add to shortlist

from £23 / night

£156 / week

Book

from £23 / night

Distance approx 5.95 miles from Roccastrada Show on Map

(64) Excellent 

1 / 46

Home accommodation in Civitella Marittima

Province of Grosseto / Civitella Marittima

1 3 7 nights min stay

House / 1 bedroom / sleeps 3 / 7 nights min stay

Add to shortlist

from £47 / night

£272 - £427 / week

Book

from £47 / night

Distance approx 5.95 miles from Roccastrada Show on Map

(1) Excellent 

1 / 12

Holiday townhouse rental

Province of Grosseto / Civitella Marittima

2 3 1 night min stay

Townhouse / 2 bedrooms / sleeps 3 / 1 night min stay

Add to shortlist

from £39 / night

£256 - £365 / week

Book

from £39 / night

Distance approx 5.95 miles from Roccastrada Show on Map

(8) Excellent 

1 / 24

Holiday home in Civitella Marittima

Province of Grosseto / Civitella Marittima

1 2 7 nights min stay

House / 1 bedroom / sleeps 2 / 7 nights min stay

Add to shortlist

from £39 / night

£272 - £427 / week

Book

from £39 / night

Distance approx 6.83 miles from Roccastrada Show on Map

(4) Excellent 

1 / 7

Holiday guest house in Casale di Pari

Civitella Paganico / Casale di Pari

1 2 3 nights min stay

Guest house / 1 bedroom / sleeps 2 / 3 nights min stay

Add to shortlist

from £47 / night

£326 / week

Book

from £47 / night

Distance approx 7.04 miles from Roccastrada Show on Map

1 / 13

Apartment rental in Tatti

Province of Grosseto / Tatti

3 6 Min stay varies

Apartment / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £39 / night

£311 / week

Book

from £39 / night

Distance approx 7.46 miles from Roccastrada Show on Map

(3) Very Good 

1 / 20

Holiday apartment in Monticiano

Province of Siena / Monticiano

2 7 2 nights min stay

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

Add to shortlist

from £63 / night

£435 / week

Book

from £63 / night

Distance approx 7.65 miles from Roccastrada Show on Map

(1) Excellent 

1 / 28

Holiday b&b rental

Monticiano / Iesa Palazzo

6 12 1 night min stay

B&B / 6 bedrooms / sleeps 12 / 1 night min stay

Add to shortlist

from £63 / night

£435 / week

Book

from £63 / night

Distance approx 8.07 miles from Roccastrada Show on Map

(8) Excellent 

1 / 44

Holiday farmhouse in Boccheggiano

Province of Grosseto / Boccheggiano

5 12 Min stay varies

Farmhouse / 5 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £39 / night

£272 / week

Book

from £39 / night

Distance approx 8.14 miles from Roccastrada Show on Map

1 / 16

Casale di Pari holiday farmhouse rental

Civitella Paganico / Casale di Pari

2 6 Min stay varies

Farmhouse / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £141 / night

£822 - £1370 / week

Enquire

from £141 / night

Distance approx 8.14 miles from Roccastrada Show on Map

1 / 12

Casale di Pari holiday farmhouse rental

Civitella Paganico / Casale di Pari

1 2 Min stay varies

Farmhouse / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £75 / night

£438 - £658 / week

Enquire

from £75 / night

Distance approx 8.14 miles from Roccastrada Show on Map

1 / 13

Casale di Pari holiday farmhouse let

Civitella Paganico / Casale di Pari

1 3 Min stay varies

Farmhouse / 1 bedroom / sleeps 3 / Min stay varies

Add to shortlist

from £113 / night

£658 - £987 / week

Enquire

from £113 / night

Distance approx 8.14 miles from Roccastrada Show on Map

(1) Excellent 

1 / 16

Casale di Pari holiday farmhouse accommodation

Civitella Paganico / Casale di Pari

2 6 Min stay varies

Farmhouse / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £141 / night

£822 - £1370 / week

Enquire

from £141 / night

Distance approx 8.14 miles from Roccastrada Show on Map

1 / 15

Casale di Pari holiday farmhouse rental

Civitella Paganico / Casale di Pari

1 3 Min stay varies

Farmhouse / 1 bedroom / sleeps 3 / Min stay varies

Add to shortlist

from £113 / night

£658 - £987 / week

Enquire

from £113 / night

Distance approx 8.46 miles from Roccastrada Show on Map

1 / 20

Holiday villa with swimming pool in Montalcino

Province of Siena / Montalcino

7 14 7 nights min stay

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

Add to shortlist

from £1203 / night

£8417 - £9303 / week

Enquire

from £1203 / night

Distance approx 8.59 miles from Roccastrada Show on Map

(1) Excellent 

1 / 14

Holiday apartment in Monticiano

Province of Siena / Monticiano

2 4 4 nights min stay

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

Add to shortlist

from £47 / night

£311 - £326 / week

Book

from £47 / night

Distance approx 9.06 miles from Roccastrada Show on Map

1 / 35

Chiusdino holiday villa rental

Province of Siena / Chiusdino

15 40 3 nights min stay

Villa / 15 bedrooms / sleeps 40 / 3 nights min stay

Add to shortlist

from £17249 / night

£120737 / week

Enquire

from £17249 / night

Distance approx 9.21 miles from Roccastrada Show on Map

(4) Excellent 

1 / 43

Holiday villa in Siena

Province of Siena / Siena

14 28 7 nights min stay

Villa / 14 bedrooms / sleeps 28 / 7 nights min stay

Add to shortlist

from £2467 / night

£17267 - £23019 / week

Enquire

from £2467 / night

Distance approx 9.21 miles from Roccastrada Show on Map

1 / 43

Holiday villa in San Lorenzo a Merse

Province of Siena / San Lorenzo a Merse

8 16 7 nights min stay

Villa / 8 bedrooms / sleeps 16 / 7 nights min stay

Add to shortlist

from £1656 / night

£11586 - £15466 / week

Enquire

from £1656 / night

Distance approx 9.22 miles from Roccastrada Show on Map

1 / 20

Holiday farmhouse with swimming pool in Iesa

Siena / Iesa

14 27 Min stay varies

Farmhouse / 14 bedrooms / sleeps 27 / Min stay varies

Add to shortlist

from £2990 / night

£17440 - £23254 / week

Enquire

from £2990 / night

Distance approx 9.43 miles from Roccastrada Show on Map

1 / 41

Casal di Pari holiday villa rental

Civitella Paganico / Casal di Pari

1 3 4 nights min stay

Villa / 1 bedroom / sleeps 3 / 4 nights min stay

Add to shortlist

from £56 / night

£388 - £566 / week

Enquire

from £56 / night

Distance approx 9.43 miles from Roccastrada Show on Map

1 / 48

Villa accommodation in Casal di Pari with shared pool

Civitella Paganico / Casal di Pari

1 4 4 nights min stay

Villa / 1 bedroom / sleeps 4 / 4 nights min stay

Add to shortlist

from £56 / night

£388 - £566 / week

Enquire

from £56 / night

Distance approx 9.43 miles from Roccastrada Show on Map

1 / 49

Holiday villa with shared pool in Casal di Pari

Civitella Paganico / Casal di Pari

2 4 4 nights min stay

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

Add to shortlist

from £71 / night

£497 - £729 / week

Enquire

from £71 / night

Distance approx 9.43 miles from Roccastrada Show on Map

1 / 46

Holiday villa with shared pool in Casal di Pari

Civitella Paganico / Casal di Pari

1 4 4 nights min stay

Villa / 1 bedroom / sleeps 4 / 4 nights min stay

Add to shortlist

from £56 / night

£388 - £566 / week

Enquire

from £56 / night

Distance approx 9.43 miles from Roccastrada Show on Map

1 / 48

Casal di Pari holiday villa rental

Civitella Paganico / Casal di Pari

1 3 4 nights min stay

Villa / 1 bedroom / sleeps 3 / 4 nights min stay

Add to shortlist

from £56 / night

£388 - £566 / week

Enquire

from £56 / night

Distance approx 9.44 miles from Roccastrada Show on Map

1 / 44

Holiday villa with shared pool in Casal di Pari

Civitella Paganico / Casal di Pari

1 4 4 nights min stay

Villa / 1 bedroom / sleeps 4 / 4 nights min stay

Add to shortlist

from £56 / night

£388 - £566 / week

Enquire

from £56 / night

Distance approx 9.46 miles from Roccastrada Show on Map

1 / 57

Tuscany holiday home rental

Italy / Tuscany

9 18 2 nights min stay

House / 9 bedrooms / sleeps 18 / 2 nights min stay

Add to shortlist

from £853 / night

£5969 - £6512 / week

Enquire

from £853 / night

Distance approx 9.48 miles from Roccastrada Show on Map

1 / 8

Farmhouse accommodation in Iesa with shared pool

Siena / Iesa

1 2 Min stay varies

Farmhouse / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £70 / night

£376 - £470 / week

Enquire

from £70 / night

Distance approx 9.48 miles from Roccastrada Show on Map

1 / 10

Farmhouse rental in Iesa with shared pool

Siena / Iesa

2 4 Min stay varies

Farmhouse / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £106 / night

£576 - £845 / week

Enquire

from £106 / night

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