50 Best Western Cape Self catering on Holiday Lettings - Chalets

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Western Cape

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3,006 Vacation rentals

4

Vacation apartment with shared pool in Western Cape

Western Cape / Plettenberg Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly
Luxurious ground floor apartment located on the edge of Keurbooms Lagoon 500 meters from a Blue Flag Beach. One of only four apartments this extremely private location has a stunning vista over Lookout Beach and the Lagoon. Fantastic accommodation for any occasion. This …see more

from $250 / night

$1,750 / week

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from $250 / night

(20) Very Good 

18

Home rental in Camps Bay

Cape Town / Camps Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
A perfect choice for a beach holiday near the sea, the Villa on the Bay provides ultimate comfort in luxury self catering accommodation.Fully eqippped with all mod cons. Luxury 4 bed villa . Ideally suited for guests looking for the luxury of a top class hotel while enj …see more

from $424 / night

$2,969 / week

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from $424 / night

(45) Excellent 

16

Vacation log cabin with swimming pool in Hout Bay

Cape Town / Hout Bay

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 7 mi
  • Swimming pool
Natural Surrounds.....The cabin is set in two acres of indigenous garden and forest with rock formations, wild flowers and Koi fish ponds. The natural swimming pool, low slung hammocks and trampoline, make it the perfect natural playground for children. Perfect …see more

from $67 / night

$464 / week

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from $67 / night

(3) Excellent 

Certificate of Excellence

35

Western Cape Vacation home rental

Camps Bay / Clifton

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly
Ezulwini is a stylish exclusive house. It is positioned above the iconic Clifton 2nd beach. This piece of heaven offers panoramic views that is sure to take your breath away. The house is perfect for all seasons, cool off in the pool or warm up with the indoor fireplace …see more

Certificate of Excellence

from $500 / night

$3,500 / week

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avg. 3 hours 30 minutes

from $500 / night

(2) Excellent 

12

Vacation cottage rental

Western Cape / Montagu

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Kingfisher cottage is a newly renovated 100 year old plus stone cottage with a whole lot of charm and character. The Farm is situated in the picturesque and secluded mountains some 25 kilometers (10km tar and 15km gravel) outside the town of Montagu. It is ideal for a c …see more

from $57 / night

$398 / week

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from $57 / night

(21) Excellent 

28

Villa accommodation in Western Cape with golf nearby

Western Cape / Plettenberg Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Enjoy the space of two floors of tastefully appointed rooms - from the deck where you can soak up some sunshine to the four bedrooms complete with air-conditioners, two gourmet kitchens, laundry room, ample entertainment & dining rooms, BBQ area alongside the swimming p …see more

from $146 / night

$1,021 - $3,579 / week

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from $146 / night

(21) Excellent 

20

Western Cape Vacation home rental

Cape Town / Fish Hoek

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
ECHO BAYVIEWS is located close to the family friendly Fish Hoek beach, and is well situated to the attractions of the Cape peninsula, including: * Boulders Beach & Penguins * Cape Point Nature Reserve and Ostrich Farm …see more

from $126 / night

$882 - $1,577 / week

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Responds fast!
avg. 3 hours 43 minutes

from $126 / night

(1) Excellent 

14

Cottage rental in Calitzdorp

Western Cape / Calitzdorp

1 5 1 night min

  • 1 bedroom
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly
. Situated in the peaceful Opzoek Valley half way between Ladismith and Calitzdorp, the farm is easily accessible 1km off the famous Route 62 in the heart of the Klein Karoo. View the highest peak in the Western Cape – Seweweekspoort Peak – from the farm. Take a drive …see more

from $60 / night

$420 / week

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from $60 / night

(1) Very Good 

29

Western Cape Vacation apartment rental

Cape Town / Strand

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Very spacy apartment with beautiful see and mountain views. Because the apartment is completely glass surrounded you can enjoy the views any moment you are inside the apartment. The beach is directly across the street. At the pool downstairs is also the possibility to h …see more

from $99 / night

$581 - $1,045 / week

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Responds fast!
avg. 1 hour 46 minutes

from $99 / night

13

Vacation home in Simon's Town

Cape Town / Simon's Town

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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 $118 / night

$795 - $850 / week

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from $118 / night

(10) Excellent 

26

Wilderness Vacation home rental

Western Cape / Wilderness

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
* FREE Unlimited WI-FI * SeaBreeze House is located on Whale Close of the exclusive Wilderness Garden Estate. This 5 star detached house is an experience in its-self. The property is located in a prime position on the beach front of the development with access to the be …see more

from $228 / night

$1,588 - $3,714 / week

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from $228 / night

(2) Excellent 

10

Vacation apartment with shared pool in Western Cape

Cape Town / Llandudno

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This beautiful apartment located in Llandudno on the Atlantic Seaboard of Cape Town offers glorious and uninterrupted sea and mountain views. Within walking distance to beautiful Llandudno beach, which has Blue Flag status, and Sandy Bay. The unit is fully furnish …see more

from $180 / night

$1,260 / week

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from $180 / night

(10) Excellent 

24

Western Cape Vacation villa rental

Cape Town / Noordhoek

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
Enjoy spectacular panoramic views of the mountains and lake from the patio overlooking the pool. Lake Michelle is a dedicated bird sanctuary and is very tranquil. Spectacular sunsets every night. Open-plan living - dining - reception and kitchen areas. 2 minutes fro …see more

from $284 / night

$1,988 / week

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avg. 1 hour 13 minutes

from $284 / night

13

Vacation penthouse with shared pool in Western Cape

Western Cape / Plettenberg Bay

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
Stunning beach Penthouse Villa at the end of Beach Head Drive with spectacular sea views and a short 5 minute walk to the famous Robberg 5 Blue Flag beach. We have the most spectacular sea and mountain view from our large open patio. Adjacent to the Villa we have a spor …see more

from $450 / night

$1,740 - $3,800 / week

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from $450 / night

19

Vacation home with swimming pool in Western Cape

Plettenberg Bay / Solar Beach

6 10 3 nights min

  • 6 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool
Villa Formosa is a stunning family holiday home over looking the bay and beautiful mountain range of Formosa. With breath taking views the house supports a top level sun deck that gives a 270 degree view of the whole bay. Comfortable loungers and open deck areas allow f …see more

from $495 / night

$3,450 / week

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from $495 / night

19

Apartment rental in Western Cape with shared pool

Cape Town / Fish Hoek

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool
Soulmate by the Sea apartment is perched high up the mountain with breathtaking sea views of False Bay, home to the mighty great white shark. Surrounded by Nature, this 2 bedroom modern apartment offers a great escape filled with tranquility. Soulmate by the sea is the …see more

from $90 / night

$630 / week

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Responds fast!
avg. 2 hours 47 minutes

from $90 / night

(1) Excellent 

18

Western Cape Vacation penthouse rental

Knysna / Thesen Island

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Air conditioning
This luxurious penthouse apartment offers the ultimate in comfort, taste, views and amenities. The apartment is fully equipped for self-catering and is within close proximity of award winning restaurants in Thesen Islands. The apartment has an open-plan living ar …see more

from $199 / night

$1,392 / week

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from $199 / night

(2) Very Good 

32

Vacation home in Western Cape

Western Cape / Riversdale

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
You wont believe you are less than 100m from mid-town! Our cottage is stylish, spacious, private, fully equipted and surrounded by nature. Watch some sheep grazing while having a BBQ or just relaxing outside. Mountain, river and garden view. Exceptionally clean and n …see more

from $65 / night

$360 / week

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Responds fast!
avg. 2 hours 18 minutes

from $65 / night

(5) Excellent 

20

Western Cape Vacation cottage rental

Franschhoek / Winelands

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 30 mi
  • Swimming pool
  • Child friendly
Lemon Tree Cottage is a charming cottage in the middle of Franschhoek, at a security estate, it has been modernized, but still keeps the old Wineland's feel. Franschhoek is ringed by mountains, the slopes hosting some of the best Western Cap Vineyards. This cottage h …see more

from $173 / night

$1,211 / week

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from $173 / night

(12) Excellent 

16

Strand Vacation cottage rental

Strand / Strand North

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Child friendly
“19 on Hill”, is a garden cottage situated 300 metres (4 minute walk) from the beach with a separate entrance and secure parking. It consists of a large open plan lounge/dining/kitchen area with wooden floors and high ceilings and a separate bedroom with two single beds …see more

from $57 / night

$371 - $511 / week

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Responds fast!
avg. 52 minutes

from $57 / night

(2) Very Good 

24

Vacation apartment rental

Cape Town / Bloubergstrand

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
modern 3 bed 2 bath with showers and jacuzzi , double garage apartment in 24hour security access estate with breathtaking views of table mountain ,Robben Island and the sea from a large balcony with bbq braii facility.opposite big bay beach at eden On bay with famous r …see more

from $250 / night

$1,500 - $2,620 / week

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Responds fast!
avg. 1 hour 56 minutes

from $250 / night

(6) Excellent 

17

Vacation farmhouse in Western Cape

Western Cape / Stellenbosch

6 8 3 nights min

  • 6 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 20 mi
  • Swimming pool
Farmhouse on a working vineyard located 10 minutes drive from Stellenbosch, South Africa. The property is a Victorian Cape farmhouse, fully restored, with premium period finishes. Set in walled gardens, including herb and vegetable gardens, and with a gated large swim …see more

from $265 / night

$1,856 / week

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from $265 / night

25

Apartment rental in Western Cape

Western Cape / Yzerfontein

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
Dragon Tree Luxury Self-catering Apartment offers a stylish 1 bedroom furnished apartment in a private corner of the beautiful Yzerfontein. The unit is airy and spacious and i bathroom with a shower is available. Located on the ground floor of the main house the bedroo …see more

from $99 / night

$693 / week

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from $99 / night

(11) Excellent 

Certificate of Excellence

17

Hout Bay Vacation apartment rental

Cape Town / Hout Bay

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 0.8 mi
  • Swimming pool
  • Child friendly
Spacious flat just a few minutes walk from great restaurants, shopping centre and the beach. The flat is attached to the main house, but completely separate and self contained with its own small garden, as well as shared use of the swimming pool. It includes: • Bed …see more

Certificate of Excellence

from $60 / night

$358 - $597 / week

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from $60 / night

(2) Very Good 

23

Cottage rental in Western Cape with swimming pool

Cape Town / Durbanville

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 15 mi
  • Swimming pool
  • Child friendly
Our cottage is in Cape Town area close to the Durbanville Wine Route and Tyger Valley business area, is the ideal springboard for the whole of Cape Town and it ideal for business travel too. We are in Durbanville close to Stellenbosch and 20 minutes from the beach and …see more

from $57 / night

$340 - $508 / week

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from $57 / night

(12) Excellent 

23

Vacation apartment with shared pool, golf nearby in Western Cape

Somerset West / Parel Vallei

2 2 1 night min

  • 2 bedrooms
  • Sleeps 2
  • 1 night min
  • Nearest beach 8 mi
  • Swimming pool
  • Private garden
Forest Rest offers TWO SELF CATERING APARTMENTS in a small, peaceful complex at the foothills of the Helderberg Mountain in Somerset West - the ideal tranquil environment for both holiday and business visitors. APARTMENT 1 Accommodates 2 people. It has all the luxur …see more

from $105 / night

$731 / week

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Responds fast!
avg. 2 hours 20 minutes

from $105 / night

(20) Excellent 

22

Vacation cottage in Somerset West

Cape Town / Somerset West

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Air conditioning
  • Private garden
Alfie's Cottage is a newly renovated one bedroom ensuite cottage on a property bordering the Helderberg Nature Reserve in one of the oldest areas of Somerset West. Ideal for holidaymakers wanting to relax, walk and soak up the magnificent views and countryside whilst be …see more

from $89 / night

$622 / week

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from $89 / night

(2) Excellent 

82

Vacation home rental

Overberg District / Betty's Bay

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Nestled among hectares of pristine fynbos on the slopes of the mountain, the our house offers sea views from literally every room. Vaya con Dios is a modern 4-bedroom house that overlooks Jock's Bay and borders the hundred thousand hectare UNESCO-designated Kogelberg …see more

from $165 / night

$1,095 - $1,325 / week

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from $165 / night

19

Western Cape Vacation b&b rental

Cape Town / Rondebosch

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Private garden
Silwood Cottages are newly renovated with stylish, quality furnishing, Egyptian cotton linen and everything needed for a happy and peaceful stay. Well situated for touring Cape Town. The neighbourhood is quiet, with tree-lined streets and the garden has abundant birdlif …see more

from $50 / night

$350 / week

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from $50 / night

(1) Excellent 

16

Vacation home rental

Camps Bay / Clifton

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Sunbird Retreat is a spacious family home situated in one of Cape Towns most upmarket suburbs, within walking distance of popular beaches, restaurants, shops and night spots. It boasts beautiful maple wooden floors with high ceilings and a fireplace. Luxury facilities …see more

from $245 / night

$1,500 - $6,000 / week

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from $245 / night

(4) Excellent 

3

Apartment rental in Western Cape

Cape Town / Glencairn

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 1 mi
  • Child friendly
Bay Vista Garden Flat is located in the Simonstown area of the cape peninsula. We are high on the mountainside with lovely ocean views over False Bay, as well as views of the mountains and the Glencairn wetland nature area. The accommodation is a totally private apartm …see more

from $40 / night

$220 - $476 / week

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Responds fast!
avg. 2 hours 56 minutes

from $40 / night

20

Guest house rental in George with shared pool

Western Cape / George

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
Dear Guest, We are happy to welcome you at our guest house situated in one of the greenest, safest and most tranquil areas of beautiful and friendly George. Enjoy our attractive garden and a panoramic view of the fascinating Quteniqua Mountains surrounded by pine fore …see more

from $67 / night

$469 / week

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from $67 / night

(4) Excellent 

17

Vacation apartment with shared pool in Western Cape

Overstrand / Hermanus

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
The apartment is on the ground floor with an entertaining garden and sea views. From the apartment take your sundowner in hand and walk down the boardwalk to the beach and enjoy spectacular sunset and ocean views and watch the whales frolic in season (June to October a …see more

from $100 / night

$700 / week

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from $100 / night

(4) Excellent 

12

Western Cape Vacation b&b rental

Cape Town / Cape Town Central

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 3 mi
  • Swimming pool
  • Private garden
Private home in secluded quiet suburb, 2 separate double rooms each with private entrance Both rooms have bathroom en-suite, Full DSTV and fitted with everything one would expect from an up market guest house. Tea & coffee facilities in both room with free Tea Coffee an …see more

from $44 / night

$279 - $687 / week

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Responds fast!
avg. 2 hours 24 minutes

from $44 / night

(3) Excellent 

37

Western Cape Vacation guest house rental

Overstrand / Hermanus

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Private garden
The Vishuis is a newly renovated guesthouse. It is situated in the heart of the charming seaside village of Hermanus. Guests are within strolling distance of restaurants, coffee shops, bars, boutiques, art galleries and all the supermarkets. The famous Cliff Path (wher …see more

from $340 / night

$2,380 / week

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Responds fast!
avg. 41 minutes

from $340 / night

(8) Excellent 

21

Winelands Vacation cottage rental

Franschhoek / Winelands

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Nearest beach 50 mi
  • Swimming pool
  • Child friendly
Beautiful 1882 thatched 225 m² cottage in the heart of unique Franschhoek. 4 bedrooms and 4 en suite bathrooms. 1 master suite upstairs with huge terrasse and views. Property surface 750 m² in secure and calm residential area within easy walking distance of all the rest …see more

from $320 / night

$2,234 / week

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from $320 / night

(2) Excellent 

29

Vacation home with swimming pool in Western Cape

Cape Town / Kommetjie

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
House overlooking the sea with 4 bedrooms and 8 beds / guests and 3.5 bathrooms and • Private swimming pool. • The beautiful sandy beach can be reached in less than 50m. • 24 hour security in the Private Slangkop Eco Estate. • 42km to Cape Town and 34km to the Cape of …see more

from $279 / night

$2,031 - $2,204 / week

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Responds fast!
avg. 1 hour 30 minutes

from $279 / night

(4) Excellent 

17

Vacation apartment rental

Cape Town / Llandudno

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
This beautiful apartment located in Llandudno on the Atlantic Seaboard of Cape Town offers glorious and uninterrupted sea and mountain views. Within walking distance to beautiful Llandudno beach, which has Blue Flag status, and Sandy Bay. The unit is fully …see more

from $120 / night

$1,260 - $1,960 / week

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from $120 / night

14

Cottage rental in Western Cape

Cape Town / Simon's Town

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 0.5 mi
  • Child friendly
  • Pet friendly
This beautiful cottage was recently refurbished very tastefully and gives wonderful sea views. The cottage is ideal for 2-4 people and has a lovely outside deck area. It boosts 2 bedrooms and 2 bathrooms, both bathrooms very large, with large showers and a bath. The …see more

from $133 / night

$928 / week

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from $133 / night

16

Western Cape Vacation chalet rental

Western Cape / Oudtshoorn

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 50 mi
  • Child friendly
  • Pet friendly
Nature's Rest - Mountain Bike and Nature Lovers Dream. This farm is allocated halfway between George and Oudtshoorn in “Klein Karoo” and is close to Herold – however not to be confused with Herolds Bay. The farm is off the grid with only solar power and tranquil for Nat …see more

from $38 / night

$260 / week

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from $38 / night