Apartments and villas with a garden in Simon's Town | Holiday Lettings UK

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Simon's Town

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44 Holiday homes

Filters applied: Garden

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

(7) Excellent 

21

Holiday home accommodation

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
“Where the mountains and heavens meet with the Penguins, Whales and Dolphins” This beautiful home (with pool, outdoor deck and magical views of Boulders Beach ) was the perfect location for a sun filled holiday swimming with the penguins and watching t  …see more

from £81 / night

£525 - £863 / week

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from £81 / 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
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

(13) 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
“Slice of Heaven” We could not have been happier with this rental experience! The ocean views are spectacular and furnishings are plush. The open floor plan spilling onto the patio gives you a feeling of private luxury. A short drive gets you to quain  …see more

from £160 / night

£1120 / week

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from £160 / night

17

Holiday apartment with shared pool in Simon's Town

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 S  …see more

from £42 / night

£294 / week

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from £42 / 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
Flexible beds, as two of the bedrooms can be made up as either twin beds or super king size doubles  …see more

from £140 / night

£700 - £1875 / week

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from £140 / 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
The home it's near the beach Boulders and nice small beaches for swimm.  …see more

from £86 / night

£599 / week

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from £86 / night

15

Holiday home with swimming pool, golf nearby in Boulders

Simon's Town / Boulders

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
A seaside paradise above Boulders Beach.<br />Fisherman's Cove is a wonderful place for two families on holiday or larger groups of friends.  …see more

from £230 / night

£1607 / week

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from £230 / 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
Family home with unsurpassed view of sea and Simons Town and the harbour. This ideally located and recently renovated house has an ultra modern and fully equipped kitchen and laundry. It is in a quiet cul de sac, yet close to Cape Town and many other atractions<br /&  …see more

from £171 / night

£727 - £2052 / week

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from £171 / night

20

Holiday home with golf nearby in Simon's Town

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, character full, holiday vacation rental, long stay, second home  …see more

Pricing unknown

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Pricing unknown

(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
  • 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

(2) Excellent 

20

Holiday villa with golf nearby in Simon's Town

Simon's Town / Boulders

5 12 2 nights min

  • 5 bedrooms
  • Sleeps 12
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
Let us help you plan the perfect visit to Cape Town. We can fill the fridge, chill the best Cape wine for you and organize a babysitter! If you'd like a personal driver, we can arrange that too. Need a daily itinerary? We'll introduce you to the very best of t  …see more

from £283 / night

£1976 / week

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from £283 / 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
You are invited to enjoy the peaceful atmosphere of Boulders Beach House with uninterrupted False Bay views. Watch the whales and dolphins from your patio, stroll on the sandy beach and immerse yourself in the tranquility of the warm ocean.  …see more

from £121 / night

£847 / week

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from £121 / night

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
Harbour Lights is nestled between mountain and sea and offers you affordable, comfortable, relaxed spacious self-catering accommodation with superb patio and wooden deck for relaxing and outdoor entertainment, braais etc. It has endless panoramic views of the whole of t  …see more

from £94 / night

£589 - £698 / week

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from £94 / 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
Overlooking Simon’s Town and False Bay, Penguin Blue offers two spacious, comfortable self-catering apartments. The apartments are situated on the hillside of Glen Marine between sea and mountain, making Penguin Blue an excellent holiday destination. Dolphin Apa  …see more

from £40 / night

£280 / week

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from £40 / 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

(1) 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
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

(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

(4) Excellent 

16

Simon's Town holiday home accommodation

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
Spectacular sea views, self catering home with five bedrooms and bathrooms.  …see more

from £190 / night

£1330 / week

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from £190 / night

(3) 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  …see more

from £178 / night

£1194 / week

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from £178 / night

(1) Average 

17

Villa letting in Simon's Town

Cape Town / Simon's Town

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
The house is on two levels, with open-plan kitchen, 2 lounges dining table, guest toilet, fire place and an en-suite bedroom. All areas have incredible mountain and sea views and access via sliding doors to the deck. Three bedrooms downstairs leading to the pool.<b  …see more

from £250 / night

£1750 / week

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from £250 / night

16

Simon's Town holiday villa rental

Cape Town / Simon's Town

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
2 bedroom, studio, 2 bathroom, living room, dining room, deck, garden with a fantastic view on the False Bay, garden on the back with view on the montain, laundry, garage.  …see more

from £86 / night

£599 / week

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from £86 / 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
Beautiful Victorian family home overlooking world famous Boulders Beach. A true seaside paradise that leaves you feeling like you have stepped into a true gem .... watch the whales while sipping your morning coffee - you simply could not be closer to the ocean  …see more

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
Wake up and fall asleep to the sound of the ocean. Watch the whales in season from your lounge breaching and frolicking with their young! Gaze at the stunning, uninterrupted sea views and savor the ever changing sunrises and romantic sunsets on cool evenings while enjoy  …see more

from £95 / night

£600 / week

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from £95 / night

23

Holiday villa with swimming pool in Simon's Town

Cape Town / Simon's Town

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
This 2 bedroom villa can be split into 2 apartments and boasts one of the most stunning sea views in Simon's Town. The front of the villa looks over the sea and has a separate BBQ/Sun room. The front of the villa has a living room, bedroom and BBQ/Sun room which  …see more

from £155 / night

£1085 / week

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from £155 / 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
We have a fantastic sea view, we can walk to the beach, we need 5 minutes car at boulders beach (famous penguins beach) and 30 minutes from Cape Town. From the house you can watch the whales and we are nearby to Longbeach and Chapmans Peak. The house it's very con  …see more

from £86 / night

£599 / week

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from £86 / 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 £129 / night

£898 / week

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from £129 / night

17

Cape Town / Simon's Town

4 8 Min stay varies

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

 …see more

from £131 / night

£915 - £1869 / week

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from £131 / night

18

Cape Town / Simon's Town

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Ask owner if suitable for children

 …see more

from £54 / night

£373 - £751 / week

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from £54 / night

31

Cape Town / Simon's Town

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £57 / night

£396 / week

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from £57 / night

(1) Excellent 

26

Cape Town / Simon's Town

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly

 …see more

from £119 / night

£830 - £1248 / week

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from £119 / night

(1) Very Good 

44

Cape Town / Simon's Town

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Child friendly

 …see more

from £108 / night

£1112 / week

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from £108 / night

13

Cape Town / Simon's Town

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.5 km
  • Child friendly
  • Pet friendly

 …see more

from £81 / night

£525 - £646 / week

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from £81 / night

(1) Very Good 

15

Cape Town / Simon's Town

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask owner if suitable for children

 …see more

from £68 / night

£342 - £609 / week

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from £68 / 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 £292 / night

£2038 / week

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from £292 / 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 £65 / night

£452 / week

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from £65 / night

(1) Excellent 

14

Cape Town / Simon's Town

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.68 km
  • Child friendly

 …see more

from £100 / night

£700 / week

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from £100 / night

(10) 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 £162 / night

£968 / week

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from £162 / 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 £323 / night

£2259 / week

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from £323 / night

17

Cape Town / Simon's Town

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Private garden

 …see more

from £49 / night

£339 / week

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from £49 / night

16

Cape Town / Simon's Town

4 9 5 nights min

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

 …see more

from £968 / night

£6775 / week

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from £968 / night