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

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Overstrand
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11 properties
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Overberg District

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276 Vacation rentals

(5) 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 $68 / night

$476 / week

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from $68 / night

11

Guest house rental in Hermanus with shared pool

Overstrand / Hermanus

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 2 mi
  • Swimming pool
The Vishuis is a stylish guesthouse situated in the heart of the old village in Hermanus. It is a newly renovated and modernized heritage fisherman's cottage. It has all the mod cons for guests to luxuriate, but has the whimsy of yesteryear. It is is conveniently situ …see more

from $110 / night

$770 / week

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Responds fast!
avg. 41 minutes

from $110 / night

(2) Very Good 

8

Vacation home in Pearly Beach

Overstrand / Pearly Beach

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Ask about pets
  • Private garden
Pearly gates is a cosy house situated in the Pearly beach resort, in Pearly beach. The house offers self-catering accommodation for families of four. The house is only 100 meters from the beach, and 20 kilometres from Gansbaai. This free-standing house has two bedroom …see more

from $75 / night

$525 / week

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from $75 / night

16

Vacation home rental

Overberg District / Napier

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Ask about children
Close to the foot of Soetmuisberg lies deSkaap, Sandfontein. Embedded within a picturesque landscape of rolling farmlands characterizing the Overberg. A soothing soundtrack of freely roaming sheep and active bird life compliments the breathtaking views and memorable s …see more

from $50 / night

$346 / week

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from $50 / night

(1) Excellent 

12

Cottage rental in Hermanus

Overstrand / Hermanus

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night 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 $60 / night

$418 - $591 / week

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from $60 / night

(4) Excellent 

17

Vacation apartment with shared pool in Hermanus

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)  

14

Gansbaai Vacation home rental

Overstrand / Gansbaai

4 6 2 nights min

  • 4 bedrooms
  • Sleeps 6
  • 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 $228 / night

$881 / week

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avg. 2 hours 17 minutes

from $228 / night

11

Vacation guest house in Hermanus

Overstrand / Hermanus

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 2 mi
  • Swimming pool
The Vishuis is a stylish guesthouse situated in the heart of the old village in Hermanus. It is a newly renovated and modernized heritage fisherman's cottage. It has all the mod cons for guests to luxuriate, but has the whimsy of yesteryear. It is is conveniently situ …see more

from $110 / night

$770 / week

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Responds fast!
avg. 41 minutes

from $110 / night

23

Apartment rental in Hermanus with shared pool

Overstrand / Hermanus

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
Situated in Hermanus on the southern coast of South Africa, bordered by the Atlantic and Indian oceans on one side and by the Kleinrivier mountains on the other. Hermanus is considered one of the best land based whale watching destinations in the world. This apartment …see more

from $99 / night

$693 / week

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from $99 / night

(1) Very Good 

15

Villa rental in Botrivier with swimming pool

Overberg District / Botrivier

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 $351 / night

$2,457 / week

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from $351 / night

(14) 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 $56 / night

$392 / week

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from $56 / night

(12) Excellent 

12

Vacation b&b with shared pool in Agulhas

Cape Agulhas / Agulhas

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
Introduction: Our lovely apartment is located on the ocean front within walking distance of the lighthouse and Southern Tip icon. There is also a safe parking space available right outside the door. You will love it because of the location and the light colourful ambian …see more

from $91 / night

$637 / week

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Responds fast!
avg. 2 hours 27 minutes

from $91 / night

15

Vacation home in Napier

Overberg District / Napier

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Ask about children
Close to the foot of Soetmuisberg lies deSkaap, Sandfontein. Embedded within a picturesque landscape of rolling farmlands characterizing the Overberg. A soothing soundtrack of freely roaming sheep and active bird life compliments the breathtaking views and memorable sun …see more

from $50 / night

$346 / week

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from $50 / night

(2) Excellent 

21

Vacation guest house in Kleinmond

Overstrand / Kleinmond

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 0.1 mi
  • Child friendly
  • Car not necessary
Deluxe double bedroom in newly renovated Bed and Breakfast 100 metres from the beach. The standard rate includes breakfast, towels, toiletries and a daily cleaning service. Every room has free high-speed Wifi. The house features two lounges, an indoor barbecue area, …see more

from $50 / night

$450 / week

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avg. 1 hour 44 minutes

from $50 / night

11

Vacation cottage rental

Hermanus / Stanford Village

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Loving restored labourers' cottage with a thatch roof in core architectural conservation area. Fireplace (Queen Anne) Large covered patio with braai (barbecue) facilities: ideal for outdoor entertaining and summer meals. Enclosed garden with many nooks and crannies Se …see more

from $68 / night

$433 / week

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from $68 / night

(3) Excellent 

17

Vacation villa in Witsand

Overberg District / Witsand

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
Truly exceptional accommodation, beautifully furnished, safe inside a gated community with its own harbor and private mooring. For the fishing enthusiast that wants to spoil his or her family on the pristine Breeda River. Only a stones throw away from the river and two …see more

from $270 / night

$1,890 / week

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Responds fast!
avg. 18 minutes

from $270 / night

(20) Excellent 

Certificate of Excellence

27

Hermanus Vacation apartment rental

Overstrand / 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 $141 / night

$984 - $2,078 / week

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Responds fast!
avg. 3 hours 34 minutes

from $141 / night

(5) Excellent 

15

Vacation cottage in Hermanus

Overstrand / 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 $57 / night

$355 / week

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Responds fast!
avg. 3 hours 16 minutes

from $57 / night

(1) Excellent 

32

Vacation home with shared pool in Swellendam

Overberg District / Swellendam

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Nearest beach 70 mi
  • Swimming pool
  • Child friendly
Uitkyk Farmhouse is 26km from the town of Swellendam and Kam’Bati River Resort. The house is situated on a private Overberg Farm. Free access to the Kam'Bati River Resort during your stay. 4 Bedroom Self Catering house with 2 bathrooms. We rent out the house as one uni …see more

from $159 / night

$1,114 / week

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from $159 / night

49

Vacation hotel apartment in Gansbaai

Overstrand / Gansbaai

5 2 1 night min

  • 5 bedrooms
  • Sleeps 2
  • 1 night min
  • Child friendly
Accommodation is 5 newly renevated hotel rooms. Rooms are very neat and spacious.This accommodation is on the first floor, on top of the Seaview Sports Pub. The passage to the rooms has a full seaview. Red and Blue room has there own private balcony's. Accommodation is …see more

from $30 / night

$210 / week

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Responds fast!
avg. 50 minutes

from $30 / night

18

Home rental in L'Agulhas

Cape Agulhas / L'Agulhas

2 9 2 nights min

  • 2 bedrooms
  • Sleeps 9
  • 2 nights min
  • Nearest beach 15 mi
  • Child friendly
  • Pet friendly
Die Maase Agulhas is situated in the very quiet part of Agulhas. Here you will be able to relax and sit back and listen to the ocean crashing below the mountain. This special place is a bird and wild animal lover must. There are two rooms namely Atlantic that sleeps 2 a …see more

from $120 / night

$840 / week

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avg. 9 minutes

from $120 / night

13

Vacation home rental

Overstrand / Kleinmond

4 6 1 night min

  • 4 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
Next to the glorious rugged coastline of the Koggelberg Mountains discover a charming guest house, tastefully designed, which will relax your soul. After exploring nearby villages, towns, wine farms and watching whales at play, return to enjoy the elegant guest house r …see more

from $60 / night

$420 / week

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from $60 / night

(2) Excellent 

7

Rooiels Vacation home rental

Overstrand / Rooiels

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Private garden
Luxury beach accomodation in a tranquil setting. Exceptional views of the ocean and surrounding mountains. Experience nature and Cape fynbos vegetation on your doorstep and within an hour from Cape Town International Airport. Central location to explore the famous Cap …see more

from $217 / night

$1,519 / week

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from $217 / night

(1) Excellent 

20

Gansbaai Vacation home rental

Overstrand / 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 $231 / night

$1,617 / week

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Responds fast!
avg. 2 hours 44 minutes

from $231 / night

(3) Excellent 

19

Vacation bungalow in Baardskeerdersbos

Overstrand / Baardskeerdersbos

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 20 mi
The rondawel is on a pristine fynbos farm just outside of the small town of Baardskeerdersbos. Situated on a lily pond it has stunning views out across the valley ,birder's will love the endemics as well as a long specie list and there are wonderful hikes to a kloof wi …see more

from $60 / night

$420 / week

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from $60 / night

18

Vacation apartment rental

Overstrand / 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 $90 / night

$580 / week

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from $90 / night

(1) Excellent 

7

Vacation cottage in Hermanus

Hermanus / Stanford Village

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 16 mi
  • Child friendly
  • Pet friendly
This is a lovely romantic getaway set in a tranquil garden in a lovely village called Stanford, approximately 150 km from Cape Town. It is the ideal place from which to explore the southern-most tip of Africa (which is NOT in Cape Town!) and enjoy South Africa's unique …see more

from $62 / night

$400 / week

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from $62 / night

23

Vacation apartment in Struisbaai

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 NEST GROUND FLOOR APARTMENT: The ground floor apartment of the double storey house in Main Road: • 2 Bedrooms (One bedroom with a double bed, and one bedroom with 2 single beds and 2 daybeds in the lounge for children) • Kitchen • Lounge • Shower with toilet • …see more

from $73 / night

$959 / week

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from $73 / night

(5) Very Good 

25

Vacation home with shared pool in Hermanus

Overstrand / Hermanus

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Hermanus is the world’s foremost land based whale watching destination and it is here where you will find our beach house. A stylish decorated beach house situated on a private beach in Hermanus with magnificent sea views opening out to a kitchen/lounge/dining. 3 bedro …see more

from $139 / night

$973 / week

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from $139 / night

16

Vacation home in Kleinmond

Overstrand / Kleinmond

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Child friendly
Situated on the picturesque Cape Whale Coast Route, in the village of Kleinmond, which is just an hours drive from Cape Town, Picollo Bocca Villa offers spacious accommodation with that “home away from home” feeling. At 700m walking distance from the Palmiet Beach, this …see more

from $157 / night

$1,094 / week

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from $157 / 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 $164 / night

$1,101 / week

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from $164 / night

22

Vacation cottage rental

Overberg District / Barrydale

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • 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

(2) Excellent 

37

Hermanus 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

(3) Very Good 

12

Betty's Bay Vacation apartment rental

Overberg District / Betty's Bay

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
This is a lovely downstairs apartment which is within a 100 meter walk to beautiful Silversands beach, it sleeps 4 adults comfortably but we also have blow up mattresses if needed for children. If you love long walks along the beach, playing in the surf, braai's (barbe …see more

from $77 / night

$490 / week

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Responds fast!
avg. 2 hours 57 minutes

from $77 / night

(2) Very Good 

9

Home rental in Kleinmond

Overstrand / Kleinmond

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
La Mer is a Seafront Beach house sleeping 4: 1 room with a double bed and 1 room with 2 twin single beds. Bathroom is shared Fully equipped kitchen with dishwasher, gas stove, fridge etc. The house also has a fireplace and 3 braai areas of which one is covered. Stunning …see more

from $149 / night

$1,038 / week

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from $149 / night

7

Vacation home in Hermanus

Overstrand / Hermanus

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Pet friendly
  • Private garden
Our cottage is situated in the little town of Sandbaai (3km from Hermanus). It is very safe and lots of permanent residents in the area. It is very close to the beach area (300m). The garden is peaceful and privaten. There is a restaurant within walking distance from …see more

from $64 / night

$448 / week

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Responds fast!
avg. 3 hours 25 minutes

from $64 / night

31

Vacation apartment in Struisbaai

Cape Agulhas / Struisbaai

4 7 2 nights min

  • 4 bedrooms
  • Sleeps 7
  • 2 nights 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 $91 / night

$637 - $952 / week

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from $91 / night

15

Home rental in Betty's Bay

Overberg District / Betty's Bay

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 1 mi
  • Child friendly
  • Private garden
The house was built in 2015 as a private holiday home, is single and has a spacious garden. It also has two parking lots. Our Non smoking house is family friendly, accessible and can accommodate its equipment up to six guests. Bedrooms Three bedrooms, a living room with …see more

from $166 / night

$1,161 - $1,419 / week

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from $166 / night

18

Home rental in Struisbaai

Cape Agulhas / Struisbaai

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.7 mi
  • Child friendly
Trinacria is a modern-day fisherman's cottage located in the Langezandt Fisherman's Village in Struisbaai South Africa. This self-catering house can accommodate up to six guests and features a fully equipped open-plan kitchen/dining area with a microwave, fridge, stove, …see more

from $123 / night

$860 / week

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from $123 / night

(1) Excellent 

28

Vacation home with swimming pool in Kleinmond

Overstrand / Kleinmond

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 8 mi
  • Swimming pool
  • Child friendly
Come and enjoy life in the slow lane - just 83 kilometres from Cape Town on very good tarred roads. Situated on an internationally acclaimed golf estate, close to the world renowned whale watching resort of Hermanus and Kleinmond, casual luxury on every level awaits y …see more

from $300 / night

$1,800 - $2,100 / week

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Responds fast!
avg. 3 hours 35 minutes

from $300 / night