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

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Simon's Town

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78 Holiday homes

15

Holiday home with swimming pool, golf nearby in Boulders

Simon's Town / Boulders

6 13 2 nights min

  • 6 bedrooms
  • Sleeps 13
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £230 / night

£1607 / week

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from £230 / night

20

Holiday home with golf nearby in Simon's Town

Simon's Town / Historic Mile

5 8 14 nights min

  • 5 bedrooms
  • Sleeps 8
  • 14 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

from £177 / night

£1239 / week

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from £177 / night

17

Holiday home in Simon's Town

Cape Town / Simon's Town

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly

from £131 / night

£917 / week

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from £131 / night

(8) Excellent 

10

Holiday manor house with golf nearby in Simon's Town

Cape Town / Simon's Town

6 10 7 nights min

  • 6 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Suitable for children age 5+
“Historic Simon's town at its best!” Witness, our host, is an absolute legend. He was friendly and always happy to clean up after us. Beautiful family home. A bit pricy but all in all a great holiday.
…see more

from £500 / night

£3500 - £17500 / week

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from £500 / night

8

Holiday home in Simon's Town

Cape Town / Simon's Town

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Private garden

from £89 / night

£620 / week

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Responds fast!
avg. 3 hours 32 minutes

from £89 / night

(1) Average 

20

Simon's Town holiday home rental

Cape Town / Simon's Town

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

from £92 / night

£575 - £682 / week

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from £92 / night

(14) Excellent 

18

Boulders holiday home rental

Simon's Town / Boulders

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“An Unforgettable Slice of Peace and Tranquility” We (my husband, 18 year old daughter and 15 year old son), booked La Maison for 6 nights in August 2016. The reaction from all of us as we entered the property was “WOW”! We had been travelling for 18
…see more

from £160 / night

£1120 / week

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Responds fast!
avg. 2 hours 5 minutes

from £160 / night

10

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

Cape Town / Simon's Town

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 500 km
  • Swimming pool

from £200 / night

£1500 / week

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from £200 / night

(1) Excellent 

32

Holiday apartment in Simon's Town

Cape Town / Simon's Town

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.5 km
  • Ask owner if suitable for children
  • Private garden

from £63 / night

£441 / week

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from £63 / night

(4) Very Good 

18

Simon's Town holiday home rental

Cape Town / Simon's Town

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £108 / night

£753 - £2124 / week

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from £108 / night

15

Holiday home in Simon's Town

Simon's Town / Historic Mile

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

from £89 / night

£620 / week

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Responds fast!
avg. 3 hours 32 minutes

from £89 / night

(1) Excellent 

7

Simon's Town holiday cottage rental

Cape Town / Simon's Town

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly

from £180 / night

£995 / week

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from £180 / night

(2) Excellent 

40

Simon's Town holiday home rental

Cape Town / Simon's Town

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly

from £170 / night

£1190 / week

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from £170 / night

(3) Very Good 

20

Holiday studio with golf nearby in Simon's Town

Simon's Town / Murdock Valley North

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £49 / night

£343 / week

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from £49 / night

(4) Excellent 

24

Holiday home rental

Cape Town / Simon's Town

5 18 2 nights min

  • 5 bedrooms
  • Sleeps 18
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly

from £358 / night

£2501 / week

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from £358 / night

(4) Very Good 

23

Simon's Town holiday guest house rental

Cape Town / Simon's Town

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“Fantastic Location” The view was really amazing! Pool and outside area are fantastic and really cosy. All bedrooms are great and good comfort and bathroom for each room in upper level. You feel really safe in the area, especially with the íntegrated a
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from £175 / night

£1175 / week

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from £175 / night

17

Holiday penthouse in Boulders

Simon's Town / Boulders

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Ask about pets

from £64 / night

£435 / week

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Responds fast!
avg. 2 hours 7 minutes

from £64 / night

(1) Very Good 

26

Simon's Town holiday home rental

Cape Town / Simon's Town

5 14 1 night min

  • 5 bedrooms
  • Sleeps 14
  • 1 night min
  • Child friendly

from £133 / night

£664 / week

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from £133 / night

5

Apartment rental in Simon's Town

Cape Town / Simon's Town

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly

from £40 / night

£260 - £300 / week

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from £40 / night

(2) Very Good 

17

Simon's Town holiday apartment rental

Cape Town / Simon's Town

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Child friendly

from £40 / night

£280 / week

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from £40 / night

(2) Very Good 

23

Simon's Town holiday guest house rental

Simon's Town / Boulders

7 14 3 nights min

  • 7 bedrooms
  • Sleeps 14
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £120 / night

£834 / week

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Responds fast!
avg. 3 hours 27 minutes

from £120 / night

15

Home letting in Simon's Town

Cape Town / Simon's Town

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly

from £112 / night

£778 / week

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Responds fast!
avg. 31 minutes

from £112 / night

(3) Very Good 

22

Holiday cottage in Simon's Town

Cape Town / Simon's Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £140 / night

£700 - £1875 / week

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from £140 / night

(2) Average 

17

Villa letting in Simon's Town

Cape Town / Simon's Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £250 / night

£1750 - £3500 / week

Enquire View

from £250 / night

(10) Excellent 

24

Guest house rental in Simon's Town with golf nearby

Cape Town / Simon's Town

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“The Perfect Place” Felsensicht Holiday Home is the perfect place to relax. It is decorated tastefully and equipped with everything you may need. The views are beautiful, the location is quiet. We will definitely come back as soon as possible!!!
…see more

from £146 / night

£1022 / week

Enquire View

from £146 / night

89

Holiday villa with golf nearby in Simon's Town

Cape Town / Simon's Town

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Ask owner if suitable for children

from £198 / night

£1386 / week

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from £198 / night

26

Holiday penthouse in Simon's Town

Cape Town / Simon's Town

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £159 / night

£1112 / week

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from £159 / night

(2) Excellent 

9

Holiday home in Simon's Town

Cape Town / Simon's Town

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Nearest beach 0.9 km
  • Swimming pool
  • Child friendly

from £180 / night

£1260 / week

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from £180 / night

11

Holiday studio in Simon's Town

Cape Town / Simon's Town

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Ask owner if suitable for children

from £39 / night

£255 / week

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from £39 / night

8

Holiday apartment in Simon's Town

Cape Town / Simon's Town

2 3 7 nights min

  • 2 bedrooms
  • Sleeps 3
  • 7 nights min
  • Child friendly

from £45 / night

£315 / week

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from £45 / night

14

Holiday studio with golf nearby in Simon's Town

Cape Town / Simon's Town

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £48 / night

£336 / week

Book View

from £48 / night

(1) Excellent 

14

Holiday home with golf nearby in Simon's Town

Simon's Town / Boulders

4 9 1 night min

  • 4 bedrooms
  • Sleeps 9
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

from £235 / night

£1630 / week

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from £235 / night

13

Holiday home in Simon's Town

Cape Town / Simon's Town

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

from £75 / night

£473 / week

Book View

from £75 / night

(4) Excellent 

16

Simon's Town holiday home accommodation

Cape Town / Simon's Town

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Private garden

from £160 / night

£1120 / week

Book View

from £160 / night

(3) Very Good 

18

Holiday apartment in Simon's Town

Cape Town / Simon's Town

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
“peaceful,relaxing areacomfortable,clean and modern apartment in a relaxing and beautiful area” on the day of arrival,we were welcomed by Erica Roux , who is kind, friendly, very pleasant, and who also went the extra mile to ensure that our stay was p
…see more

from £50 / night

£350 / week

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from £50 / night

63

Holiday home in Simon's Town

Cape Town / Simon's Town

5 10 2 nights min

  • 5 bedrooms
  • Sleeps 10
  • 2 nights min

from £230 / night

£1610 / week

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from £230 / night

20

Simon's Town holiday apartment rental

Cape Town / Simon's Town

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 1 km

from £44 / night

£306 / week

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from £44 / night

22

Holiday apartment in Simon's Town

Cape Town / Simon's Town

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.5 km
  • Ask owner if suitable for children

from £65 / night

£455 / week

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from £65 / night

25

Simon's Town holiday villa rental

Cape Town / Simon's Town

6 12 2 nights min

  • 6 bedrooms
  • Sleeps 12
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £207 / night

£1444 / week

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from £207 / night

14

Holiday studio rental

Cape Town / Simon's Town

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Child friendly

from £40 / night

£280 / week

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from £40 / night

Top Destination reviews

La Maison
An Unforgettable Slice of Peace and Tranquility

We (my husband, 18 year old daughter and 15 year old son), booked La Maison for 6 nights in August 2016. The reaction from all of us as we entered the property was “WOW”! We had been travelling for 18 hours and were tired and jet lagged, but the sig … see more
1