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15 Holiday homes

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

(3) Very Good 

1 / 24

Dolphin Cottage, Simonstown - Simon's Town cottage sleeps 6

Cape Town / Simon's Town

3 6 4 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; Car advised;
Dolphin Cottage is superbly located on the mountain but within easy walking distance of the local town with a choice of restaurants, cafes, shops, chemist and amenities. Dolphin Cottage has amazing views over False Bay from every room (each with its own balcony). You c  …see more

from £90 / night

£595 - £1325 / week

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from £90 / night

1 / 7

Oceanresidence - Historic Mile villa sleeps 8

Simon's Town / Historic Mile

4 8 7 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Suitable for children age 5+; No pets allowed;
Big family home situated in quiet, up market residential area. Stunning sea views and lovely sunny deck. Close to a swimming beach and Boulders Beach with the well known penguin colony. About 12km from the entrance to the Cape Point Nature Reserve and 45 min drive from  …see more

from £147 / night

£1026 / week

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from £147 / night

(10) Excellent 

1 / 24

Felsensicht Holiday Home - Simon's Town guest house sleeps 6

Cape Town / Simon's Town

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.2 km; Child friendly ;
Felsensicht Holiday Home is superbly situated near Boulders Beach, Simon's Town & is ideal for families. It is a large, attractive & wonderfully comfortable home with a 180° view of False Bay from Muizenberg in the north to Cape Point in the south. It is b  …see more

from £119 / night

£833 / week

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from £119 / night

1 / 17

Break-Away - Simon's Town villa sleeps 8

Cape Town / Simon's Town

4 8 5 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min stay
Key info: 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

1 / 20

Spacious house - Simon's Town - Historic Mile house sleeps 8

Simon's Town / Historic Mile

5 8 Min stay varies

  • 5 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car advised;
Spacious, double storey holiday home in historical Simon's Town (40 minutes from Cape Town). 180 degree views of the sea. 300 metres from the famous Boulder's beach. The house is equipped with everything you will need (including all appliances, boardgames, etc  …see more

from £125 / night

£872 / week

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from £125 / night

(7) Excellent 

1 / 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
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

(1) Excellent 

1 / 14

Dunearn on Boulders Beach - Boulders house sleeps 9

Simon's Town / Boulders

4 9 1 night min stay

  • 4 bedrooms
  • Sleeps 9
  • 1 night min stay
Key info: Beach / lakeside relaxation; Child friendly ; Ask about pets;
Dunearn is a beautiful family home with tall ceilings, open fires, antique furniture and a long balcony/terrace that allows sea and mountain views from every part of the house. Lovingly cared for over the last century by several generations of the same family, the brass  …see more

from £235 / night

£1630 / week

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from £235 / night

1 / 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
Key info: 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

(11) Excellent 

1 / 18

La Maison - Boulders house sleeps 7

Simon's Town / Boulders

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.2 km; Child friendly ;
This beautifully furnished home is situated in Froggy Pond, a suburb of Simon's Town, just past Boulders beach which is world famous for its penguins. It offers spectacularly breathtaking unobstructed sea views across False bay from every room in the house. 2 mins walk  …see more

from £150 / night

£1050 / week

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from £150 / night

1 / 17

The Flying Penguin - Penthouse Suite - Boulders penthouse sleeps 4

Simon's Town / Boulders

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Not suitable for children; Ask about pets;
The Flying Penguin is a haven, offering complete relaxation close to nature yet within easy reach of the city. Featuring a family-sized penthouse as well as two cozy suites for two, this farmhouse-styled holiday accommodation is situated in Simon's Town. It is a pe  …see more

from £64 / night

£435 / week

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from £64 / night

(4) Very Good 

1 / 18

Neptune Home - Simon's Town house sleeps 8

Cape Town / Simon's Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Child friendly ;
Neptune Home is the perfect location for people who want to explore Caetown and surroundings during their holiday.It is the idea place for a family, a couple or small group of friends who enjoy relaxing in a quiet, secluded hide away while enjoying unsurpassed views ove  …see more

from £129 / night

£684 - £2522 / week

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from £129 / night

(2) Very Good 

1 / 23

Boulders Beach House - Boulders guest house sleeps 14

Simon's Town / Boulders

7 14 3 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
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

£802 / week

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from £115 / night

1 / 15

Marine View Villa - Historic Mile house sleeps 5

Simon's Town / Historic Mile

2 5 3 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; Car essential;
Beautiful villa, recently renovated, with great views of the marina of Simon's Town with 2 bedrooms, 2 bathrooms, large kitchen, large living room, study room with sofa bed and satellite TV, garden with sea view and outdoor area with mountain view, laundry and gara  …see more

from £69 / night

£718 - £898 / week

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from £69 / night

(3) Very Good 

1 / 23

Rocklands House - Simon's Town guest house sleeps 8

Cape Town / Simon's Town

4 8 2 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 £168 / night

£1130 / week

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from £168 / night

(2) Excellent 

1 / 20

Baxter House Boulders Beach - Boulders villa sleeps 12

Simon's Town / Boulders

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car advised;
This charming clapperboard house perched on a gentle slope overlooking Boulders Beach is the stuff of holiday dreams. With a mountain behind and all about the sea, it is the perfect place in which to restore, rejuvenate and renew. Sensitively configured for both private  …see more

from £268 / night

£3207 / week

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from £268 / 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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