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Holiday Lettings
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> Cape Town
> Holiday homes and chalets in Simon's Town

Holiday homes in Simon's Town and Chalets - Holiday Lettings - Holiday Rentals Simon's Town

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  • B&B (1)
  • Apartment (33)
  • Villa (25)
  • Cottage (19)
  • House (36)
  • Penthouse (1)
  • Chalet (1)
  • Lodge (1)
  • Manor House (1)
  • Townhouse (1)
  • Studio (4)
  • Condo (1)
  • Guest house (3)
  • Log cabin (1)

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Great rentals within 20 miles that match your search

Hout Bay holiday b&b rental

Hout Bay b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
1 review

from £28 / night

£195 / week

1 / 9

Great rentals within 20 miles that match your search

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Holiday villa rental

Bishopscourt villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Property type

from £10,182 / night

£71,268 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday apartment rental

Llandudno apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

5 reviews

from £130 / night

£909 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday villa rental

Glencairn villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Property type

1 review

from £115 / night

£682 - £1,756 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday home rental

Hout Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

6 reviews

from £287 / night

£2,004 / week

1 / 24

Great rentals within 20 miles that match your search

Hout Bay holiday apartment rental

Hout Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

from £107 / night

£746 / week

1 / 13

Great rentals within 20 miles that match your search

Noordhoek holiday cottage accommodation

Noordhoek cottage

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Property type

3 reviews

from £74 / night

£519 / week

1 / 15

Great rentals within 20 miles that match your search

Noordhoek holiday home rental

Noordhoek house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £451 / night

£3,157 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday guest house with shared pool in Noordhoek

Noordhoek guest house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Property type

2 reviews

from £802 / night

£5,611 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday cottage in Kommetjie

Kommetjie cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

1 review

from £115 / night

£802 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Llandudno

Llandudno apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

4 reviews

from £130 / night

£907 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday cottage in Hout Bay

Hout Bay cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £110 / night

£648 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday home in Hout Bay

Hout Bay house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £516 / night

£3,607 / week

1 / 98

Great rentals within 20 miles that match your search

Holiday home in Fish Hoek

Fish Hoek house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £116 / night

£810 / week

1 / 22

Great rentals within 20 miles that match your search

Lodge rental in Grassy Park

Grassy Park lodge

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 24

1 filter does not match: Property type

from £110 / night

£648 - £3,629 / week

1 / 0

Great rentals within 20 miles that match your search

Holiday villa in Hout Bay

Hout Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £687 / night

£4,809 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday apartment rental

Seaforth apartment

  • 2 bedrooms
  • 7 bathrooms
  • sleeps 4

1 filter does not match: Property type

3 reviews

from £119 / night

£789 / week

1 / 8

Great rentals within 20 miles that match your search

Seaforth holiday apartment rental

Seaforth apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £89 / night

£494 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Hout Bay

Hout Bay house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

2 reviews

from £315 / night

£2,096 - £3,058 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday apartment in Fish Hoek

Fish Hoek apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

1 review

from £30 / night

£188 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday home in Noordhoek

Noordhoek house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Property type

9 reviews

from £630 / night

£4,409 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday guest house with shared pool in Marina da Gama

Marina da Gama guest house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

1 review

from £102 / night

£713 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Muizenberg

Muizenberg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

1 review

from £46 / night

£275 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday townhouse in Muizenberg

Muizenberg townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Property type

1 review

from £176 / night

£1,167 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday villa in Noordhoek

Noordhoek villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 9

1 filter does not match: Property type

2 reviews

from £324 / night

£2,268 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday cottage in Hout Bay

Hout Bay cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

10 reviews

from £74 / night

£445 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday log cabin with swimming pool in Hout Bay

Hout Bay log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

47 reviews

from £201 / night

£1,403 / week

1 / 15

Great rentals within 20 miles that match your search

Muizenberg holiday apartment rental

Muizenberg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

17 reviews

from £42 / night

£292 / week

1 / 33

Great rentals within 20 miles that match your search

Home rental in Noordhoek

Noordhoek house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £287 / night

£2,004 / week

1 / 32

Great rentals within 20 miles that match your search

Home rental in Glencairn

Glencairn house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £58 / night

£401 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday home rental

Constantia house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

1 review

from £407 / night

£2,846 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday home with swimming pool, golf nearby in Simon's Town

Simon's Town house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £218 / night

£1,523 / week

1 / 31

Great rentals within 20 miles that match your search

Home accommodation in Glencairn

Glencairn house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £207 / night

£1,443 / week

1 / 23

Great rentals within 20 miles that match your search

Fish Hoek holiday villa rental

Fish Hoek villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

1 filter does not match: Property type

6 reviews

from £951 / night

£6,653 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday home in Constantia

Constantia house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Property type

4 reviews

from £156 / night

£982 - £1,307 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday apartment in Imhoff's Gift

Imhoff's Gift apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £84 / night

£573 / week

1 / 15

Great rentals within 20 miles that match your search

Apartment rental in Glencairn

Glencairn apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

5 reviews

from £48 / night

£297 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Imhoff's Gift

Imhoff's Gift apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £74 / night

£494 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday home rental

Hout Bay house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £220 / night

£1,581 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday cottage with swimming pool in Claremont

Claremont cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £70 / night

£487 / week

1 / 56

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