50 Best Vacation Rentals in Overberg District - Holiday Lettings - Cabins

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Self catering Hermanus
95 properties
Cape Agulhas
22 properties
Napier
17 properties
Betty's Bay
16 properties
Gansbaai
13 properties
Swellendam
12 properties
Estates Kleinmond
10 properties
Self catering Pringle Bay
8 properties
Greyton
7 properties

Overberg District

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217 Vacation rentals

(1) Very Good 

14

Gansbaai Vacation home rental

Overberg District / Gansbaai

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
Built on a special location. An Architectural designed double storey house. A 160 degrees sea-view. Ground Floor: Lounge and dining room with an open-plan kitchen Bedroom and full bathroom A Spacious room with an BBQ Top Floor: Two bedroo …see more

from $118 / night

$734 / week

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from $118 / night

(3) Very Good 

41

Tented camp rental in Swellendam with shared pool

Overberg District / Swellendam

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
AfriCamps at Kam’Bati is situated on an Overberg farm about 20km west of Swellendam. AfriCamps Forest at Kam’Bati River Resort is a nature lovers’ paradise and the perfect getaway for the adventurous family. There are canoeing, mountain biking and fishing facilities and …see more

from $60 / night

$420 / week

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from $60 / night

18

Vacation apartment rental

Overberg District / Hermanus

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
Fully equipped, clean and neat Penthouse unit (Top floor) at Hermanus Beach Club. Absolutely stunning 360 degree view of sea and mountains.Hermanus Beach Club which is only 1 hours drive from Cape Town. It is a 24 hour security complex with loads of entertainment for bo …see more

from $70 / night

$400 - $670 / week

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from $70 / night

10

Vacation cottage in Hermanus

Overberg District / Hermanus

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Ask about children
This upmarket self-catering cottage is located only a few blocks away from several excellent restaurants, shops and the cliff path of Hermanus. Stylishly appointed, the cottage has a contemporary feel with its double volume, open-rafter living space, and tasteful decor. …see more

from $100 / night

$700 / week

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from $100 / night

(28) Excellent 

20

Home rental in Hermanus with swimming pool

Overberg District / Hermanus

5 12 2 nights min

  • 5 bedrooms
  • Sleeps 12
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.01 mi
  • Swimming pool
This magnificent seafront home is in a spotless condition, offering guests amazing sea views and unique luxuries, not usually associated with a self-catering facility. No wonder it was nominated as a finalist in the National Top Destinations Awards (2015). The open-pl …see more

from $145 / night

$1009 / week

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avg. 3 hours 53 minutes

from $145 / night

(3) Very Good 

17

Vacation apartment with shared pool in Hermanus

Overberg District / 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

(11) Excellent 

18

Vacation chalet in Hermanus

Hermanus / Stanford Village

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 30 mi
  • Child friendly
The spacious chalet-style cottage has 3 bedrooms: a double en-suite and two twins with a shared bathroom containing bath and shower. All towels and bedding are provided. The main living area is open plan with plenty of room so that you are not getting under each other’s …see more

from $99 / night

$623 - $1193 / week

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avg. 3 hours 35 minutes

from $99 / night

(2) Excellent 

13

Vacation home rental

Overberg District / Hermanus

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.5 mi
  • Child friendly
  • Ask about pets
Modern cottage walking distance from Langbaai beach in Voelklip, Hermanus. Fully equipped modern kitchen including oven and glass hob, dishwashing and waching machines. Main bedroom with en-suite shower and toilet. Another full bathroom. Very close to walking paths and …see more

from $140 / night

$974 / week

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avg. 3 hours 38 minutes

from $140 / night

7

Vacation apartment in Hermanus

Overberg District / Hermanus

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach/lakeside relaxation
  • Air conditioning
  • Private garden
Exceptionally positioned these luxury serviced apartments offer guests breathtaking ocean views and the perfect location from which to explore the eclectic town of Hermanus. Modern, luxurious and superbly appointed these sea-facing apartments are fully equipped and feat …see more

from $173 / night

$1212 - $1331 / week

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from $173 / night

(5) Excellent 

32

Vacation home with swimming pool in Witsand

Overberg District / Witsand

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
This Luxury designer Beach Villa is situated in the safe seaside village of Witsand - THE GATEWAY TO THE GARDEN ROUTE - and caters to the discerning guest looking for up-market beach front self catering accommodation. The home is tastefully and luxuriously decorated i …see more

from $280 / night

$1960 / week

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from $280 / night

(2) Very Good 

19

Hermanus Vacation home rental

Overberg District / Hermanus

5 12 2 nights min

  • 5 bedrooms
  • Sleeps 12
  • 2 nights min
  • Nearest beach 4 mi
  • Child friendly
  • Ask about pets
The main house and separate flat will cater for your every need while relaxing in one of the prettiest tourist attractions in South Africa. The main house sleeps 10 people and the separate flat sleeps 4 people. The plot is fully walled with strong gates and an activated …see more

from $83 / night

$580 - $1786 / week

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from $83 / night

(1) Good 

33

Vacation home accommodation

Hermanus / Stanford Village

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Fairhill is a private, self catering farmhouse situated on a nature reserve of 200 hectares of beautiful fynbos and has superb sea and mountain views. The property borders the Cape nature reserve and the 17km long Walker Bay private beach. The house is fully furnished a …see more

from $464 / night

$3238 / week

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from $464 / night

(1) Excellent 

22

Vacation bungalow rental

Hermanus / Sandbaai

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.25 mi
  • Swimming pool
The Chalet/bungalow is situated an hours drive from Cape town airport just outside of Hermanus in a nature reserve on the whale coast. Between Kleinmond and Hermanus The chalet is west facing so sunsets and spectacular beach end mountain views over the lagoon are …see more

from $151 / night

$1016 / week

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from $151 / night

(8) Excellent 

39

Vacation cottage in Hermanus

Overberg District / Hermanus

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 6 mi
  • Child friendly
  • Private garden
Near the whale-watching coast of Hermanus, in the beautiful Hemel-en-Aarde Valley, you'll come across Earth Cottage. It's the ideal self-catering Hermanus breakaway. The cottage is tucked away on a smallholding in the valley, and yet it's only 6 km from the beach. It …see more

from $69 / night

$477 / week

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from $69 / night

(12) Excellent 

Certificate of Excellence

27

Hermanus Vacation apartment rental

Overberg District / Hermanus

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
Quiet and sought-after apartment complex located directly on the sea front Breathtaking sea-front lounge area with unparalleled 180' vista across Walker Bay allowing arm-chair whale watching from the windows 3rd (top) floor situation adjacent to lifts/stairwell Sea-faci …see more

Certificate of Excellence

from $130 / night

$908 - $1917 / week

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avg. 3 hours 34 minutes

from $130 / night

(13) Very Good 

16

Vacation cottage in Hermanus

Hermanus / Sandbaai

2 7 2 nights min

  • 2 bedrooms
  • Sleeps 7
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Child friendly
Situated in the Western Cape, South Africa, Vanhaven offers budget self catering holiday apartments in Sandbaai, Hermanus.Nestling between mountains and the cool Atlantic Ocean, Hermanus is famed for its mild climate, champagne air and famous vineyards. The annual Herm …see more

from $53 / night

$367 / week

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avg. 1 hour 4 minutes

from $53 / night

47

Pringle Bay Vacation home rental

Overberg District / Pringle Bay

4 9 2 nights min

  • 4 bedrooms
  • Sleeps 9
  • 2 nights min
  • Child friendly
  • Private garden
Pringle Beach House is more than your average holiday home. It's beautifully furnished and just so comfortable - many personal touches add to the feeling of being in a home from home. The kitchen is incredibly well equipped, with absolutely everything you could possibly …see more

from $197 / night

$1376 / week

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Responds fast!
avg. 2 hours 39 minutes

from $197 / night

(1) Excellent 

18

Vacation home in Hermanus

Overberg District / Hermanus

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 3 mi
  • Child friendly
Birdsong lies nestled in a grove of Milkwood trees, overlooking the Vermont Saltpan, which is a bird sanctuary. This four bedroomed, three bathroomed house is fully equipped for eight people. It is an ideal location for nature lovers wanting to relax away from the bust …see more

from $110 / night

$882 - $1302 / week

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avg. 3 hours 20 minutes

from $110 / night

12

Vacation b&b accommodation

Overberg District / Napier

2 7 1 night min

  • 2 bedrooms
  • Sleeps 7
  • 1 night min
  • Swimming pool
  • Child friendly
  • Private garden
El Gallo Guest Accommodation is situated on the main road in the town of Napier. The guest house offers accommodation ideal for families, couples or business travellers. Accommodation is provided in two guest rooms, each comfortably sleeping three or four people. Both …see more

from $24 / night

$93 - $1067 / week

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avg. 43 minutes

from $24 / night

(1) 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 $114 / night

$1295 - $1795 / week

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Responds fast!
avg. 3 hours 16 minutes

from $114 / night

(8) Good 

18

Vacation home with swimming pool in Hermanus

Overberg District / Hermanus

5 16 Min stay varies

  • 5 bedrooms
  • Sleeps 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Newly renovated stunning 5 Bedroom house in Voelklip, Can be rented as whole house or 2 separate apartments. Price listed per night for whole house, enquire for separate use. Both self contained with kitchen and appliances. Prices vary for high/med/low season see prices …see more

from $223 / night

$3091 / week

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from $223 / night

(10) Very Good 

Certificate of Excellence

20

Vacation home in Hermanus

Hermanus / Onrus River

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
Geheim is a spacious 3 bedroom home situated in Onrus, Western Cape, South Africa. With its double volume bedrooms it offers the very best in luxury and comfort. The famous Onrus beach is only a 3 minute walk away. This home has breathtaking views of the ocean and mo …see more

Certificate of Excellence

from $145 / night

$917 - $1441 / week

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Responds fast!
avg. 2 hours 46 minutes

from $145 / night

(1) Excellent 

20

Vacation home in Hermanus

Overberg District / Hermanus

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Open plan lounge/kitchen area. Fireplace in separate dining room with television. Kitchen equipped with washing machine, dishwasher and all other kitchen crockery that you may need. Lounge have tv with dvd recorder. Main bedroom with queen bed and doors leading to garde …see more

from $116 / night

$807 / week

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avg. 2 hours 48 minutes

from $116 / night

6

Greyton Vacation home rental

Overberg District / Greyton

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Ella's Cottage on an acre near the end of the village close to mountain trails and the Reserve, is a peaceful haven where one can relax in a hammock under the trees reading a book or just listening to the bird calls. It is ideal for 2 couples and 2 children as the 3rd b …see more

from $140 / night

$980 / week

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from $140 / night

(1) Very Good 

15

Villa rental in Bot River with swimming pool

Overberg District / Bot River

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
Beautifully located at the secure Benguela Cove Wine Estate, with absolute stunning views over the lagoon, sea and the overberg maintains. Has 3,5 bedroom, 3 bathrooms, 2 kitchens, dining room, lounge, fireplace, TV, air-conditioning, a 15 meter infinity pool. In short …see more

from $497 / night

$3478 / week

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from $497 / night

25

Vacation apartment in Struisbaai

Cape Agulhas / Struisbaai

4 7 1 night min

  • 4 bedrooms
  • Sleeps 7
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Ask about children
The SEAGULLS NEST double storey house in Main Road Struisbaai is centrally situated. It is only a two minute walk away from the main beach and close to the harbour in Struisbaai. The top floor, ground floor apartments and flat of Seagulls Nest are rented out separatel …see more

from $67 / night

$469 / week

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from $67 / night

(3) Good 

14

Vacation apartment with shared pool in Hermanus

Overberg District / Hermanus

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Exceptionally positioned these luxury serviced apartments offer guests breathtaking ocean views and the perfect location from which to explore the eclectic town of Hermanus. Modern, luxurious and superbly appointed these sea-facing apartments are fully equipped and feat …see more

from $173 / night

$1212 - $1451 / week

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from $173 / night

(28) Excellent 

31

Vacation villa rental

Overberg District / Gansbaai

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
Perched on the ocean's edge, Whale Huys has beautiful unobstructed sea views from all living areas, dining areas and bedrooms. Fall asleep and wake to the sound of the waves gently lapping at the rocks below. Each of the four bedroom opens onto its own sea front balcony …see more

from $302 / night

$1902 - $4058 / week

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avg. 2 hours 44 minutes

from $302 / night

22

Vacation cottage rental

Overberg District / Barrydale

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
Bontebok Lodge is a luxury self catering cottage nestled in the natural landscape of the Touwsberg Private Game & Nature Reserve in the Klein Karroo.  The quaint, homestead styled lodge is Eco friendly; powered by the sun and watered by the crisp waters of Touwsberg mou …see more

from $126 / night

$882 / week

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from $126 / night

(12) Excellent 

24

Hermanus Vacation home rental

Hermanus / Sandbaai

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Private garden
Seagull House Hermanus is a self catering holiday house situated in Sandbaai, Hermanus, featuring two individually decorated bedrooms with en-suite bathrooms.There is a fully equipped open plan kitchen, dining area and a lounge. The lounge comes equipped with DSTV, a DV …see more

from $112 / night

$1101 / week

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from $112 / night

(3) Excellent 

15

Vacation cottage in Hermanus

Overberg District / Hermanus

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Nearest beach 0.3 mi
  • Child friendly
  • Pet friendly
Snails' End Cottage is an owner run establishment, close to the sea and many walking areas. It is situated on a quiet street and is a five minute drive from the centre of town. Close proximity to restaurants, three golf courses, shark cage diving and whale sighting bo …see more

from $53 / night

$328 / week

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avg. 3 hours 1 minutes

from $53 / night

25

Vacation apartment rental

Cape Agulhas / Struisbaai

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Ask about children
SEAGULLS HAVEN TOP FLOOR APARTMENT Top floor apartment of the Seewier house. • 2 Bedrooms (One Bedroom with double bed and one open plan bedroom with 4 single beds-2 stack beds) • Open plan kitchen, dining room, lounge • Barbeque on the balcony • Bathroom with shower …see more

from $55 / night

$379 / week

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from $55 / night

(1) Excellent 

20

Gansbaai Vacation home rental

Overberg District / Gansbaai

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
Boasting views of the Atlantic Ocean, Birkenhead 19 is a holiday home situated in De Kelders. The 4-bedroom house is located 30 km from Hermanus and 2 km from Gansbaai. This 2-storey home features an open-plan lounge, dining room, kitchen and main en-suite bedroom on th …see more

from $184 / night

$1284 / week

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avg. 1 hour 58 minutes

from $184 / night

(11) Very Good 

29

Vacation villa with golf nearby in Gansbaai

Overberg District / Gansbaai

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.05 mi
  • Swimming pool
Villa the Cherry is a 5-star ocean front retreat, located on the cliff, next to perfect white beaches. Quiet, safe, private and peaceful, where whales frolic and give birth to their baby's. All rooms have sea view, all rooms have underfloor heating, all bedrooms have th …see more

from $261 / night

$1826 - $4006 / week

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from $261 / night

6

Vacation apartment rental

Overberg District / Hermanus

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
Welcome to Rock Inn. A self-catering unit with a separate entrance. It features two bedrooms with double beds in each along with secure parking. It is only a five minute walk from the city centre, shopping mall, numerous restaurants, and cliff path. Other listings are a …see more

from $59 / night

$413 / week

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Responds fast!
avg. 2 hours 34 minutes

from $59 / night

(1) Very Good 

17

Vacation home in Barrydale

Overberg District / Barrydale

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 60 mi
  • Child friendly
  • Pet friendly
Vine Cottage is situated in in the small Karoo village of Barrydale, approximately 250kms from Cape Town and 230kms from George. It is an old building built in about 1960 with thick clay walls that keep it cool in the extreme mid-summer day temperatures. It is situated …see more

from $131 / night

$917 / week

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from $131 / night

(1) Excellent 

16

Vacation home with swimming pool in Kleinmond

Overberg District / Kleinmond

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 8 mi
  • Swimming pool
  • Air conditioning
Situated on a internationally acclaimed gated golf estate, close to the world renowned whale watching resort of Hermanus and Kleinmond in South Africa's beautiful Cape, just 90 kilometres from Cape Town is our luxury designer residence offered on a self-catering basis. …see more

from $250 / night

$1400 - $3400 / week

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avg. 3 hours 26 minutes

from $250 / night

12

Cottage rental in Hermanus

Overberg District / Hermanus

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Ask about children
  • Ask about pets
  • Private garden
The separate secluded garden cottage sleeps up to 2 adult guests and 2 children under 10 years of age and has its own private entrance. It is strictly not suitable for more than 2 adults. The kitchenette is fully equipped for self-catering and the unit features Plasma T …see more

from $39 / night

$273 - $435 / week

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from $39 / night

32

Struisbaai Vacation apartment rental

Cape Agulhas / Struisbaai

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Ask about children
SEAGULLS NEST FLAT: The flat adjacent to the double storey house in Main Road: • Two Bedrooms (One bedroom with a double bed, and one bedroom with two single beds) • Kitchenette and lounge • Shower w …see more

from $55 / night

$379 / week

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from $55 / night

(6) Excellent 

11

Apartment rental in Hermanus with shared pool, golf nearby

Overberg District / Hermanus

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning
Le Paradis Penthouse is a luxury, self-catering apartment for the discerning guest. All the living areas offer spectacular ocean views of Walker Bay. It is perfectly situated in the heart of Hermanus, and within easy walking distance to shops and restaurants. The pentho …see more

from $459 / night

$3210 / week

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from $459 / night