Villas with a pool Simon's Town | Apartments to rent with swimming facilities | Holiday Lettings

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

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  • Boulders (3)
  • Murdock Valley North (1)

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18 Holiday homes

Filters applied: Swimming pool (18)

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

1 / 15

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

Simon's Town / Boulders

6 bedroomsSleeps 13Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
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

(3) Excellent 

1 / 14

Whale Rock Cottage - Murdoch Valley Simon's Town

Simon's Town / Boulders

1 bedroomSleeps 22 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
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

(7) Excellent 

1 / 21

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

Cape Town / Simon's Town

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: 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 - £1451 / week

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from £77 / night

(2) Excellent 

1 / 10

Sea Forever self catering apartment Simons Town

Simon's Town / Murdock Valley North

1 bedroomSleeps 42 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
This light, airy self-catering apartment in close to the beach and offers breathtaking 180 degree views of False Bay.It accommodates 4. The bedroom sleeps 2, with the choice of kingsize or twin beds. The spacious living area has a sofa bed with pull out which sleeps  …see more

from £66 / night

£0 / week

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from £66 / night

(7) Very Good 

1 / 25

Cape Town / Simon's Town

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.4 km; Swimming pool;
 …see more

from £114 / night

£1059 - £1530 / week

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from £114 / night

1 / 10

Cape Town / Simon's Town

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
 …see more

from £42 / night

£0 / week

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from £42 / night

1 / 17

Simon's Town Apartment with Pool BBQ Mountain View

Cape Town / Simon's Town

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; No pets allowed;
•Well Equipped Kitchenette with Granite Worktop, 2 plate stove, Microwave, Toaster, Kettle and Coffee Machine •Extra Large Double Room with Queen Bed, Single Bed and Built In Wardrobes, Dressing Table and Stool •Living room with Leather Couches and Flat Screen TV  …see more

from £38 / night

£0 / week

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from £38 / night

1 / 12

Cape Town / Simon's Town

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
 …see more

from £50 / night

£0 / week

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from £50 / night

(2) Very Good 

1 / 23

Boulders Beach House - Boulders guest house sleeps 14

Simon's Town / Boulders

7 bedroomsSleeps 143 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
NEARBY FACILITIES AND ATTRACTIONS:-We are ideally situated to explore the delights of the Western Cape from Cape Point 15minutes away to the Wine lands 45min The Jewel of the False Bay Coastline is a sought after holiday destination for both local and overseas visitors  …see more

from £115 / night

£0 / week

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from £115 / night

(3) Very Good 

1 / 23

Rocklands House - Simon's Town guest house sleeps 8

Cape Town / Simon's Town

4 bedroomsSleeps 82 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min stay
Key info: 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 £153 / night

£764 - £1130 / week

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from £153 / night

(5) Very Good 

1 / 16

Cape Town / Simon's Town

4 bedroomsSleeps 82 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £153 / night

£917 / week

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from £153 / night

1 / 17

Break-Away - Simon's Town villa sleeps 8

Cape Town / Simon's Town

4 bedroomsSleeps 85 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
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

1 / 17

Cape Town / Simon's Town

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Not suitable for children; No pets allowed;
 …see more

from £117 / night

£818 - £1417 / week

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from £117 / night

1 / 29

Cape Town / Simon's Town

5 bedroomsSleeps 81 night min stay

  • 5 bedrooms
  • Sleeps 8
  • 1 night min stay
Key info: Swimming pool; Suitable for children age 5+; No pets allowed;
 …see more

from £306 / night

£0 / week

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from £306 / night

1 / 26

Cape Town / Simon's Town

3 bedroomsSleeps 614 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 14 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; No pets allowed;
 …see more

from £213 / night

£1491 / week

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from £213 / night

1 / 32

Simon's Town Top Floor Apartmnt 180degree Sea View

Cape Town / Simon's Town

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; No pets allowed;
This top floor apartment boosts with amazing views of the ocean - 180 degree views of the sea from your living room really makes this apartment. The apartment has been furnished to a cottage style with white wooden floors, kitchenette with granite worktops, flat screen  …see more

from £47 / night

£0 / week

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from £47 / night

1 / 22

Simon's Town Superior Apartment 180degree SeaView

Cape Town / Simon's Town

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; No pets allowed;
This is a Superior One Bedroom Beach Apartment, largest of the 3 self contained apartments with a 180 degree Sea View within a Villa. A lot of detail on modern yet luxury furniture, built in bay window in order to read a book whilst watching the sea, and areas for comfo  …see more

from £59 / night

£0 / week

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from £59 / night

1 / 17

Cape Town / Simon's Town

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; No pets allowed;
 …see more

from £233 / night

£1630 - £2683 / week

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from £233 / 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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