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29 Holiday homes

Filters applied: Private garden (29)

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

15

Marine View Villa - Historic Mile house sleeps 5

Simon's Town / Historic Mile

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
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 £131 / night

£731 - £914 / week

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from £131 / night

32

Simon's Town Top Floor Apartmnt 180degree Sea View - Simon's Town apartment sleeps 4

Cape Town / Simon's Town

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Ask owner if suitable for children
  • Private garden
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 £65 / night

£455 / week

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from £65 / 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

(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

(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

£500 - £824 / week

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from £77 / night

(4) Very Good 

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
  • 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 £131 / night

£696 - £2566 / week

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from £131 / night

(3) Very Good 

24

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

Cape Town / Simon's Town

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
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

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

(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

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
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
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 £127 / night

£887 / week

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from £127 / night

(2) Excellent 

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
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
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 £270 / night

£3231 / week

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from £270 / night

(1) Excellent 

14

Dunearn on Boulders Beach - Boulders house sleeps 9

Simon's Town / Boulders

4 9 1 night min

  • 4 bedrooms
  • Sleeps 9
  • 1 night min
  • 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

17

Simon's Town Apartment with Pool BBQ Mountain View - Simon's Town apartment sleeps 3

Cape Town / Simon's Town

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Private garden
•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 £41 / night

£287 / week

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from £41 / 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 £170 / night

£1139 / week

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from £170 / 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

7

Oceanresidence - Historic Mile villa sleeps 8

Simon's Town / Historic Mile

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Private garden
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 £150 / night

£1044 / week

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from £150 / night

(4) Excellent 

16

Cambria - Simon's Town house sleeps 10

Cape Town / Simon's Town

5 10 2 nights min

  • 5 bedrooms
  • Sleeps 10
  • 2 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Private garden
A beautiful fully self-catering holiday house with stunning views of the most beautiful environment, the Cape Peninsula, False Bay. Situated in Simon's Town, 45 - 60 minutes from the city of Cape Town, the Victoria & Albert Waterfront and Cape Town Internationa  …see more

from £190 / night

£1330 / week

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from £190 / 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 £118 / night

£1096 - £1583 / week

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from £118 / night

(2) Very Good 

11

Cape Town / Simon's Town

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 2 km
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £32 / night

£210 / week

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from £32 / night

17

Cape Town / Simon's Town

3 6 Min stay varies

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

 …see more

from £100 / night

£700 / week

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from £100 / night

(1) Very Good 

12

Cape Town / Simon's Town

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Child friendly
  • Private garden

 …see more

from £278 / night

£1944 / week

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from £278 / 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 £154 / night

£924 / week

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from £154 / night

(1) Very Good 

12

Cape Town / Simon's Town

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £50 / night

£350 / week

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from £50 / night

29

Cape Town / Simon's Town

5 8 7 nights min

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Private garden

 …see more

from £308 / night

£2154 / week

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from £308 / night

12

Cape Town / Simon's Town

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

 …see more

from £154 / night

£1077 / week

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from £154 / night

6

Cape Town / Simon's Town

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Ask owner if suitable for children

 …see more

from £32 / night

£224 / week

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from £32 / night

13

Cape Town / Simon's Town

3 6 14 nights min

  • 3 bedrooms
  • Sleeps 6
  • 14 nights min
  • Child friendly
  • Private garden

 …see more

from £200 / night

£1400 / week

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from £200 / night

17

Cape Town / Simon's Town

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden

 …see more

from £42 / night

£291 / week

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from £42 / night

16

Cape Town / Simon's Town

4 9 2 nights min

  • 4 bedrooms
  • Sleeps 9
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £989 / night

£6920 / week

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from £989 / 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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