Holiday rentals in Historic Mile: Villas, Cottages and Apartments

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  • South Africa
  • Western Cape
  • Cape Town
  • Simon's Town

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50 Holiday homes

1 / 7

Villa rental in Historic Mile with golf nearby

Simon's Town / Historic Mile

4 8 7 nights min stay

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

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from £132 / night

£924 / week

Book

from £132 / night

1 / 15

Holiday home in Historic Mile

Simon's Town / Historic Mile

2 5 3 nights min stay

House / 2 bedrooms / sleeps 5 / 3 nights min stay

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from £62 / night

£808 / week

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from £62 / night

1 / 20

Holiday home with golf nearby in Historic Mile

Simon's Town / Historic Mile

5 8 Min stay varies

House / 5 bedrooms / sleeps 8 / Min stay varies

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from £139 / night

£674 - £985 / week

Book

from £139 / night

More results near

Distance approx 0.1 miles from Historic Mile Show on Map

(16) Very Good 

1 / 13

Holiday home in Simon's Town

Cape Town / Simon's Town

3 6 2 nights min stay

House / 3 bedrooms / sleeps 6 / 2 nights min stay

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from £49 / night

£332 - £1007 / week

Book

from £49 / night

Distance approx 0.12 miles from Historic Mile Show on Map

(3) Very Good 

1 / 24

Holiday cottage in Simon's Town

Cape Town / Simon's Town

3 6 4 nights min stay

Cottage / 3 bedrooms / sleeps 6 / 4 nights min stay

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from £90 / night

£1325 / week

Enquire

from £90 / night

Distance approx 0.19 miles from Historic Mile Show on Map

(2) Excellent 

1 / 20

Holiday villa with golf nearby in Simon's Town

Simon's Town / Boulders

5 12 Min stay varies

Villa / 5 bedrooms / sleeps 12 / Min stay varies

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from £242 / night

£2656 / week

Book

from £242 / night

Distance approx 0.22 miles from Historic Mile Show on Map

1 / 20

Holiday apartment rental

Cape Town / Simon's Town

2 5 Min stay varies

Apartment / 2 bedrooms / sleeps 5 / Min stay varies

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from £69 / night

£414 - £966 / week

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from £69 / night

Distance approx 0.22 miles from Historic Mile Show on Map

1 / 21

Cape Town Central holiday apartment rental

Cape Town / Cape Town Central

2 5 2 nights min stay

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

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from £132 / night

£826 / week

Book

from £132 / night

Distance approx 0.25 miles from Historic Mile Show on Map

(8) Excellent 

1 / 10

Holiday manor house with golf nearby in Simon's Town

Cape Town / Simon's Town

6 10 Min stay varies

Manor House / 6 bedrooms / sleeps 10 / Min stay varies

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Pricing unknown

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Pricing unknown

Distance approx 0.29 miles from Historic Mile Show on Map

1 / 14

Holiday home with golf nearby in Simon's Town

Simon's Town / Boulders

4 9 1 night min stay

House / 4 bedrooms / sleeps 9 / 1 night min stay

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from £235 / night

£1630 / week

Book

from £235 / night

Distance approx 0.37 miles from Historic Mile Show on Map

1 / 7

Holiday cottage in Simon's Town

Cape Town / Simon's Town

1 5 1 night min stay

Cottage / 1 bedroom / sleeps 5 / 1 night min stay

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from £38 / night

£228 / week

Book

from £38 / night

Distance approx 0.53 miles from Historic Mile Show on Map

(2) Very Good 

1 / 23

Simon's Town holiday guest house rental

Simon's Town / Boulders

7 14 7 nights min stay

Guest house / 7 bedrooms / sleeps 14 / 7 nights min stay

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from £133 / night

£930 - £1150 / week

Book

from £133 / night

Distance approx 0.53 miles from Historic Mile Show on Map

(4) Excellent 

1 / 16

Simon's Town holiday home accommodation

Cape Town / Simon's Town

5 10 2 nights min stay

House / 5 bedrooms / sleeps 10 / 2 nights min stay

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from £200 / night

£1400 / week

Book

from £200 / night

Distance approx 0.59 miles from Historic Mile Show on Map

1 / 17

Villa letting in Simon's Town

Cape Town / Simon's Town

4 8 5 nights min stay

Villa / 4 bedrooms / sleeps 8 / 5 nights min stay

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from £250 / night

£1750 / week

Enquire

from £250 / night

Distance approx 0.69 miles from Historic Mile Show on Map

1 / 12

Simon's Town holiday home rental

Cape Town / Simon's Town

3 6 5 nights min stay

House / 3 bedrooms / sleeps 6 / 5 nights min stay

Add to shortlist

from £55 / night

£385 / week

Book

from £55 / night

Distance approx 0.71 miles from Historic Mile Show on Map

1 / 9

Holiday home accommodation

Cape Town / Simon's Town

2 4 3 nights min stay

House / 2 bedrooms / sleeps 4 / 3 nights min stay

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from £52 / night

£338 - £474 / week

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from £52 / night

Distance approx 0.85 miles from Historic Mile Show on Map

1 / 25

Apartment rental in Simon's Town

Cape Town / Simon's Town

1 2 Min stay varies

Apartment / 1 bedroom / sleeps 2 / Min stay varies

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from £31 / night

£100 - £185 / week

Book

from £31 / night

Distance approx 0.91 miles from Historic Mile Show on Map

1 / 14

Holiday apartment in Simon's Town

Cape Town / Simon's Town

1 2 2 nights min stay

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

Add to shortlist

from £30 / night

£194 / week

Book

from £30 / night

Distance approx 0.94 miles from Historic Mile Show on Map

1 / 14

Simon's Town holiday apartment rental

Cape Town / Simon's Town

1 2 2 nights min stay

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

Add to shortlist

from £28 / night

£194 / week

Book

from £28 / night

Distance approx 0.97 miles from Historic Mile Show on Map

1 / 12

Holiday apartment with shared pool, golf nearby in Simon's Town

Simon's Town / Boulders

3 6 2 nights min stay

Apartment / 3 bedrooms / sleeps 6 / 2 nights min stay

Add to shortlist

from £100 / night

£700 / week

Enquire

from £100 / night

Distance approx 0.99 miles from Historic Mile Show on Map

(4) Very Good 

1 / 18

Simon's Town holiday home rental

Cape Town / Simon's Town

4 8 Min stay varies

House / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £77 / night

£616 - £1177 / week

Book

from £77 / night

Distance approx 0.99 miles from Historic Mile Show on Map

(2) Excellent 

1 / 16

Simon's Town holiday villa rental

Cape Town / Simon's Town

2 5 3 nights min stay

Villa / 2 bedrooms / sleeps 5 / 3 nights min stay

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from £93 / night

£539 - £647 / week

Book

from £93 / night

Distance approx 1.06 miles from Historic Mile Show on Map

1 / 19

Holiday apartment in Simon's Town

Cape Town / Simon's Town

1 2 Min stay varies

Apartment / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £32 / night

£118 - £207 / week

Book

from £32 / night

Distance approx 1.19 miles from Historic Mile Show on Map

(7) Excellent 

1 / 21

Holiday home accommodation

Cape Town / Simon's Town

4 8 3 nights min stay

House / 4 bedrooms / sleeps 8 / 3 nights min stay

Add to shortlist

from £138 / night

£897 - £1187 / week

Book

from £138 / night

Distance approx 1.2 miles from Historic Mile Show on Map

1 / 15

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

Simon's Town / Boulders

6 13 Min stay varies

House / 6 bedrooms / sleeps 13 / Min stay varies

Add to shortlist

from £230 / night

£1607 / week

Book

from £230 / night

Distance approx 1.5 miles from Historic Mile Show on Map

(6) Excellent 

1 / 25

Villa rental in Simon's Town

Cape Town / Simon's Town

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £116 / night

£1400 / week

Book

from £116 / night

Distance approx 1.59 miles from Historic Mile Show on Map

(5) Excellent 

1 / 18

Simon's Town holiday home rental

Simon's Town / Boulders

3 6 Min stay varies

House / 3 bedrooms / sleeps 6 / Min stay varies

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from £165 / night

£1200 / week

Book

from £165 / night

Distance approx 1.62 miles from Historic Mile Show on Map

(3) Excellent 

1 / 8

Holiday apartment rental

Western Cape / Seaforth

2 4 1 night min stay

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

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from £95 / night

£595 / week

Book

from £95 / night

Distance approx 1.62 miles from Historic Mile Show on Map

(1) Very Good 

1 / 44

Simon's Town holiday apartment rental

Cape Town / Simon's Town

2 4 1 night min stay

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

Add to shortlist

from £97 / night

£1000 / week

Book

from £97 / night

Distance approx 1.62 miles from Historic Mile Show on Map

1 / 12

Seaforth holiday apartment rental

Western Cape / Seaforth

2 4 1 night min stay

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

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from £65 / night

£410 / week

Book

from £65 / night

Distance approx 1.69 miles from Historic Mile Show on Map

1 / 16

Holiday home in Glencairn

Cape Town / Glencairn

3 5 2 nights min stay

House / 3 bedrooms / sleeps 5 / 2 nights min stay

Add to shortlist

from £35 / night

£1040 / week

Book

from £35 / night

Distance approx 1.69 miles from Historic Mile Show on Map

(1) Excellent 

1 / 8

Holiday cottage with shared pool, golf nearby in Constantia

Cape Town / Constantia

3 6 3 nights min stay

Cottage / 3 bedrooms / sleeps 6 / 3 nights min stay

Add to shortlist

from £150 / night

£1050 - £1400 / week

Book

from £150 / night

Distance approx 1.73 miles from Historic Mile Show on Map

(4) Excellent 

1 / 21

Holiday villa in Simon's Town

Cape Town / Simon's Town

3 6 3 nights min stay

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

Add to shortlist

from £147 / night

£1024 - £1883 / week

Book

from £147 / night

Distance approx 1.74 miles from Historic Mile Show on Map

(9) Excellent 

1 / 24

Guest house rental in Simon's Town with golf nearby

Cape Town / Simon's Town

3 6 Min stay varies

Guest house / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £121 / night

£847 - £1637 / week

Book

from £121 / night

Distance approx 1.77 miles from Historic Mile Show on Map

(2) Excellent 

1 / 10

Holiday apartment rental

Simon's Town / Murdock Valley North

1 4 2 nights min stay

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

Add to shortlist

from £50 / night

£350 / week

Book

from £50 / night

Distance approx 1.85 miles from Historic Mile Show on Map

1 / 14

Holiday b&b in Cape Town Central

Cape Town / Cape Town Central

5 10 2 nights min stay

B&B / 5 bedrooms / sleeps 10 / 2 nights min stay

Add to shortlist

from £450 / night

£500 / week

Book

from £450 / night

Distance approx 1.86 miles from Historic Mile Show on Map

(2) Very Good 

1 / 14

Holiday apartment in Simon's Town

Cape Town / Simon's Town

2 4 2 nights min stay

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

Add to shortlist

from £57 / night

£399 / week

Book

from £57 / night

Distance approx 1.87 miles from Historic Mile Show on Map

(1) Excellent 

1 / 13

Simon's Town holiday apartment rental

Cape Town / Simon's Town

1 2 2 nights min stay

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

Add to shortlist

from £45 / night

£315 / week

Book

from £45 / night

Distance approx 1.87 miles from Historic Mile Show on Map

1 / 8

Holiday home in Simon's Town

Cape Town / Simon's Town

3 6 4 nights min stay

House / 3 bedrooms / sleeps 6 / 4 nights min stay

Add to shortlist

from £26 / night

£179 / week

Book

from £26 / night

Distance approx 1.88 miles from Historic Mile Show on Map

1 / 26

Simon's Town holiday home rental

Cape Town / Simon's Town

5 14 1 night min stay

House / 5 bedrooms / sleeps 14 / 1 night min stay

Add to shortlist

from £116 / night

£577 / week

Book

from £116 / night

Distance approx 1.88 miles from Historic Mile Show on Map

1 / 9

Apartment rental in Simon's Town

Cape Town / Simon's Town

1 4 1 night min stay

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

Add to shortlist

from £39 / night

£193 / week

Book

from £39 / night

Distance approx 1.9 miles from Historic Mile Show on Map

1 / 14

Holiday studio with golf nearby in Simon's Town

Cape Town / Simon's Town

2 2 nights min stay

Studio / sleeps 2 / 2 nights min stay

Add to shortlist

from £40 / night

£275 - £360 / week

Book

from £40 / night

Distance approx 1.91 miles from Historic Mile Show on Map

(3) Very Good 

1 / 20

Holiday studio with golf nearby in Simon's Town

Simon's Town / Murdock Valley North

3 2 nights min stay

Studio / sleeps 3 / 2 nights min stay

Add to shortlist

from £45 / night

£285 - £375 / week

Book

from £45 / night

Distance approx 1.92 miles from Historic Mile Show on Map

1 / 8

Apartment rental in Simon's Town

Cape Town / Simon's Town

1 2 2 nights min stay

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

Add to shortlist

from £47 / night

£331 / week

Book

from £47 / night

Distance approx 1.92 miles from Historic Mile Show on Map

1 / 6

Simon's Town holiday apartment rental

Cape Town / Simon's Town

1 2 2 nights min stay

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

Add to shortlist

from £45 / night

£309 / week

Book

from £45 / night

Distance approx 1.92 miles from Historic Mile Show on Map

1 / 10

Holiday apartment in Simon's Town

Cape Town / Simon's Town

2 4 2 nights min stay

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

Add to shortlist

from £63 / night

£440 / week

Book

from £63 / night

Distance approx 1.92 miles from Historic Mile Show on Map

1 / 12

Holiday apartment in Cape Town Central

Cape Town / Cape Town Central

2 4 Min stay varies

Apartment / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £70 / night

£574 - £4900 / week

Book

from £70 / night

Distance approx 1.92 miles from Historic Mile Show on Map

1 / 9

Cape Town Central holiday apartment rental

Cape Town / Cape Town Central

1 2 2 nights min stay

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

Add to shortlist

from £50 / night

£350 - £385 / week

Book

from £50 / night

Distance approx 1.93 miles from Historic Mile Show on Map

1 / 10

Holiday apartment in Cape Town Central

Cape Town / Cape Town Central

1 2 2 nights min stay

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

Add to shortlist

from £50 / night

£350 - £385 / week

Book

from £50 / night

Distance approx 1.93 miles from Historic Mile Show on Map

1 / 40

Simon's Town holiday home rental

Cape Town / Simon's Town

4 9 3 nights min stay

House / 4 bedrooms / sleeps 9 / 3 nights min stay

Add to shortlist

from £140 / night

£1725 / week

Book

from £140 / night

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