Simon's Town apartment or villa with a private pool area | Holiday Lettings

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10 Holiday homes

Filters applied: Private pool (10)

Travellers going to Simon's Town are booking October dates now. Secure your holiday home today and have the perfect trip.

(7) Excellent 

21

Cape Town: Boulders Skye - Simon's Town house sleeps 8

Cape Town / Simon's Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
Large family home with glorious sea and mountain views, a pool, and just a two minute walk from one of Cape Town's most famous beach, Boulders, known for its penguin colony. It is across the road from the Simonstown golf-course, and just 2kms from the quaint and a  …see more

from £77 / night

£497 - £817 / week

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from £77 / night

(3) Excellent 

14

Whale Rock Cottage - Murdoch Valley Simon's Town - Boulders cottage sleeps 2

Simon's Town / Boulders

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Whale Rock Cottage (self-catering) lies behind the famous A-Frame dive-site, with 180 degree views stretching from Millers Point back into False Bay. Enjoy the view of yachts, Naval vessels, dolphins, whales and seals in the bay. Experience the historic village of Simon  …see more

from £60 / night

£400 / week

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from £60 / night

15

Fisherman's Cove on Boulders Beach - Boulders house sleeps 13

Simon's Town / Boulders

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
At Fisherman's Cove, you'll be staying in one of the houses for which the now famous Boulder's Beach at Simons Town was once a private paradise. Incredible views from your bed and breakfast table. Watch the penguins jumping off the rocks in serried ranks  …see more

from £230 / night

£1607 / week

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from £230 / night

10

At Seascapes - Simon's Town house sleeps 6

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
At Seascapes offers a secure and peaceful seaside location close to historic Simonstown on the False Bay coast. The house is well appointed, well equipped and offers spectacular views over False Bay. A five minute walk will take you to fishermans beach (featured on Get  …see more

from £150 / night

£1050 / week

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from £150 / night

17

Break-Away - Simon's Town villa sleeps 8

Cape Town / Simon's Town

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Situated on the rocks in the Castle Rock Marine reserve, you will find this spectacular accommodation for the discerning traveler. The views across False Bay are breathtaking. A modern 300sqm open plan Cape Cod styled Beach House. The central theme has been to bring th  …see more

from £250 / night

£1750 / week

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from £250 / night

(3) Very Good 

23

Rocklands House - Simon's Town guest house sleeps 8

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
ROCKLANDS HOUSE, BEACH –FRONT HOLIDAY HOME Murdoch Valley Simon's Town. The perfect weekend getaway or holiday retreat to de-stress and unwind. So tranquil, it feels like you are sailing on your own Ocean Liner!Comfortably furnished, double-storey holiday home ov  …see more

from £168 / night

£1130 / week

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from £168 / night

(1) Excellent 

8

The View, Simonstown - Simon's Town house sleeps 8

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
Backing onto the mountain above Simonstown, The View boasts a stunning panorama of False Bay from two bedrooms as well as the dining room and lounges. The open plan living area opens out onto a patio which is the ideal spot to soak up the sun and the view of the sea.  …see more

from £180 / night

£1260 / week

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from £180 / night

(7) Very Good 

25

Cape Town / Simon's Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Swimming pool

 …see more

from £117 / night

£1087 - £1569 / week

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from £117 / night

17

Cape Town / Simon's Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool

 …see more

from £125 / night

£873 - £1788 / week

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from £125 / night

(5) Very Good 

16

Cape Town / Simon's Town

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £153 / night

£917 / week

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from £153 / night

Top Destination reviews

La Maison
Amazing views

Good location, large balcony with spectacular views of sunrise over False Bay, built in gas braai, spacious house for 4-6 people (3 bedrooms), well maintained, no problems. … see more

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