Villas with a pool Plettenberg Bay | Apartments to rent with swimming facilities | Holiday Lettings

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42 Holiday homes

Filters applied: Swimming pool (42)

Travellers going to Plettenberg Bay are booking October dates now. Secure your holiday home today and have the perfect trip.

(10) Excellent 

28

Villa Rosso, Luxury Family Holiday Villa, Plett - Plettenberg Bay villa sleeps 8

Western Cape / Plettenberg Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • 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 swimmi  …see more

from £143 / night

£1000 - £2500 / week

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from £143 / night

(8) Excellent 

20

Garden Cottage - Solar Beach house sleeps 4

Plettenberg Bay / Solar Beach

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Swimming pool
The Garden Cottage is a new two bedroom house in the quiet and secure Whale Rock Gardens Estate. It is the perfect location for a relaxing holiday sunbathing on the deck, by the pool or on the exclusive Solar beach For the more energetic Plettenberg Bay Country Club is  …see more

from £100 / night

£650 - £1450 / week

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from £100 / night

(3) Excellent 

32

Whale Rock Garden House - Solar Beach house sleeps 6

Plettenberg Bay / Solar Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Swimming pool
The Garden House sits next door to the Garden Cottage in the Whale Rock Lifestyle Estate. Nestling beneath the Robberg Nature Reserve the Whale Rock Estate is quiet and peaceful, only 800 meters from the exclusive Solar Beach and yet only five minutes drive to the ce  …see more

from £100 / night

£600 - £1520 / week

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from £100 / night

(1) Very Good 

15

103 The Dunes, Keurboomstrand - Keurboomstrand villa sleeps 4

Plettenberg Bay / Keurboomstrand

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
This modern, attractive villa is situated on the Southern Cape coast along the spectacular Garden Route with its kaleidoscopic scenery, array of attractions and unprecedented beauty. Perfectly sited in a secure resort in the unspoilt, natural environment of Keurboomstr  …see more

from £90 / night

£630 / week

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from £90 / night

19

Villa Formosa - Luxury with Amazing Views - Solar Beach house sleeps 10

Plettenberg Bay / Solar Beach

6 10 Min stay varies

  • 6 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • 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 £239 / night

£1535 - £3843 / week

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from £239 / night

34

Stylish House in Security Guarded Estate, Sleeps 6 - Plettenberg Bay house sleeps 6

Western Cape / Plettenberg Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Our incredibly spacious fabulous three bedroomed house was completed in November 2015, so it is brand new! It has views of the fabulous Robberg Nature Reserve and over the Whale Rock Gardens estate. It makes a perfect setting for a family wanting a secure base for thei  …see more

from £70 / night

£490 / week

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from £70 / night

16

5 Dune Park, Keurboomstrand - Keurboomstrand cottage sleeps 6

Plettenberg Bay / Keurboomstrand

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
Explore a myriad of delights the Garden Route has to offer from this villa in Keurboomstrand close to Plettenberg Bay with access to the Keurbooms Beach. An ideal choice for families, hikers, nature lovers, fishermen and birders.The villa comprises three bedrooms and t  …see more

from £80 / night

£560 / week

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from £80 / night

(3) Excellent 

20

Baviaanshoek - Keurboomstrand cottage sleeps 8

Plettenberg Bay / Keurboomstrand

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
The self-catering cottage is situated right behind the dune of famous Keurbooms blue flag beach and the Indian Ocean, just a 2-minute walk to the beach! Surrounded by beautiful fynbos vegetation and untouched nature – you can always hear the surf!The house got nicely  …see more

from £83 / night

£618 - £1696 / week

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from £83 / night

(1) Excellent 

19

Orchid House - Brackenridge Estate house sleeps 8

Plettenberg Bay / Brackenridge Estate

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
Orchid House:A four en-suite bedroom house in a quiet corner of Brackenridge, a secure nature estate in the beautiful Plettenberg Bay.The double story house is built is such a way that two small families can easily share the space. Bedrooms are spacious with beautiful v  …see more

from £160 / night

£1120 - £1757 / week

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from £160 / night

(2) Excellent 

24

Khusela House, beach sea pool Extra Garden Lodge - Solar Beach house sleeps 10

Plettenberg Bay / Solar Beach

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
Exclusive top quality private house in top location built to exceptionally high quality.Large spacious living areas and large bedrooms with all bathrooms ensuite with separate showers and baths. 2 minute walk to beach (which is 3 miles wide), yet sheltered from seastorm  …see more

from £490 / night

£3430 - £6500 / week

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from £490 / night

24

Paradise Beach House - Solar Beach beach hut sleeps 14

Plettenberg Bay / Solar Beach

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Simply paradise! Relax and unwind at Paradise a true beach house with no fuss, airs or graces. Wake up to the sound of the sea and dream of holiday. Park the car and walk, swim and tan. The kids will just love it and so will you.Spend time with your family and favourite  …see more

from £392 / night

£3653 - £8522 / week

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from £392 / night

9

Goodland Country House - Robberg Ridge house sleeps 11

Plettenberg Bay / Robberg Ridge

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Nearest beach 4 km
  • Swimming pool
  • Child friendly
On Good Land Country Guesthouse, situated in beautiful Plettenberg Bay on the Garden Route, is a lovely, spacious, self catering holiday home sleeping up to 10 guests very comfortably, making this the perfect home away from home. Escape the hustle and bustle of Plett du  …see more

from £116 / night

£808 / week

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from £116 / night

(1) Very Good 

8

2 Bedroom apartment in Goose Valley Golf Estate - Goose Valley Golf Estate apartment sleeps 6

Plettenberg Bay / Goose Valley Golf Estate

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
A perfect holiday in Plettenberg bay!Dreaming of having a beautiful holiday in Plettenberg Bay, then this one is not to be ignored.A lovely corner apartment to rent close to the pool. Two bedroom, two bathroom flat in Goose Valley Golf Estate with spectacular views of t  …see more

from £41 / night

£221 - £420 / week

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from £41 / night

8

Plettenberg Bay Holiday Villa - Brackenridge Estate house sleeps 12

Plettenberg Bay / Brackenridge Estate

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
Exceptionally spacious double story house in the exclusive Brackenridge Nature Reserve Estate with lovely views. Set in the heart of South Africa's beautiful Garden Route next to Plettenberg Bay Golf Course. Only 5 minutes drive to the main beaches and town centre  …see more

from £275 / night

£1500 - £3500 / week

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from £275 / night

(2) Excellent 

23

Sondel Beach House - Plettenberg Bay house sleeps 10

Western Cape / Plettenberg Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.17 km
  • Swimming pool
The home is ideally suited for two families sharing the 10 sleeper accommodation. All beds are extra length single beds that can be configured as kingsize double beds ( limited to three of these though) in two of the rooms. The living area comprises a large open plan lo  …see more

from £303 / night

£2116 - £3577 / week

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from £303 / night

15

Jan Frederic - Brackenridge Estate house sleeps 8

Plettenberg Bay / Brackenridge Estate

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
Sophisticated and private; two interlinked but completely separate self-contained homes (each with two bedrooms), set in a beautiful spot in the Brackenridge private security estate.Experience the magic of the East Coast bush on one of a few north facing back verandas o  …see more

from £160 / night

£1120 - £1757 / week

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from £160 / night

24

Villa Gazania - Plettenberg Bay house sleeps 10

Western Cape / Plettenberg Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
Villa Gazania is a beautiful newly renovated holiday home located just of Beachy Head rd in Plettenberg Bay and within walking distance to Robberg 5 Beach. 4 Bedrooms inside the house with a separate outside en-suite room gives ample space for a family gathering or a gr  …see more

from £144 / night

£1002 - £1740 / week

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from £144 / night

22

Western Cape / Plettenberg Bay

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool

 …see more

from £85 / night

£539 - £1116 / week

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from £85 / night

37

Red Box - two connected modern houses near beach - Plettenberg Bay villa sleeps 20

Western Cape / Plettenberg Bay

11 20 Min stay varies

  • 11 bedrooms
  • Sleeps 20
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
The property consists of two, fully equipped homes that are joined together, Red Box House and Vlei House. This makes it ideal for get-togethers of families or groups who would also appreciate having their own space. 10 en-suite bedrooms, two with private balconies. Th  …see more

from £400 / night

£2600 - £7000 / week

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from £400 / night

46

Western Cape / Plettenberg Bay

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool

 …see more

from £90 / night

£454 - £2991 / week

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from £90 / night

(3) Excellent 

27

Earl's View - Robberg Ridge villa sleeps 12

Plettenberg Bay / Robberg Ridge

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
This exclusive luxury holiday villa offers self-catering accommodation, as well as both privacy and convenience. Awarded the prestigious 5-star grading from the SA Tourism Grading Council, Earl's View villa is located in Brackenridge, Plettenberg Bay, a 24-hour securi  …see more

from £280 / night

£1960 - £5000 / week

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from £280 / night

23

2 Dune Park, Keurboomstrand - Keurboomstrand cottage sleeps 8

Plettenberg Bay / Keurboomstrand

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
A charming self-catering villa situated on the Southern Cape Coast along the Garden Route in a secure resort in Keurboomstrand, close to Plettenberg Bay with access to the Keurbooms Beach. An ideal stop-over between Cape Town and the Addo Elephant National Park or a go  …see more

from £80 / night

£560 / week

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from £80 / night

9

The Lily Pad - Rustic Paradise - Plettenberg Bay cottage sleeps 2

Western Cape / Plettenberg Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Private garden
Marland Farm is a smallholding nestled at the foot of Prince Alfred's Pass, an easy 15 minute drive from Plettenberg Bay. It offers expansive views of the majestic Outeniqua Mountain Range and has an amazing atmosphere of peace and serenity. If you're looking  …see more

from £28 / night

£196 / week

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from £28 / night

24

2 Watsonia Heights - Brackenridge Estate villa sleeps 10

Plettenberg Bay / Brackenridge Estate

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
This luxurious, spacious self-catering villa in the Brackenridge Estate offers breath-taking uninterrupted views. It is ideally situated for privacy as well as convenience and is the perfect retreat for families or groups of friends.The Brackenridge Estate is a beautifu  …see more

from £280 / night

£1960 - £4410 / week

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from £280 / night

(2) Very Good 

12

Edenbrook Lodge - Harkerville house sleeps 8

Plettenberg Bay / Harkerville

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 15 km
  • Swimming pool
  • Child friendly
Immersed on 20 hectares of pristine forest, half way between Knysna and Plettenberg Bay, and just minutes from the Garden of Eden, town centres, is this 300sqm elevated and exclusive log cabin. The Lodge offers you:4 en-suite bedrooms with built in cupboards. The main b  …see more

from £192 / night

£1140 - £1500 / week

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from £192 / night

13

Erica House - Brackenridge Estate house sleeps 6

Plettenberg Bay / Brackenridge Estate

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 3 km
  • Swimming pool
  • Child friendly
Erica House:This well planned and cosy self catering house is in Brackenridge, a secure nature estate in the beautiful Plettenberg Bay. The three bedroom, three bathroom house sleeps 3 couples. One bed can be converted to two single beds. On the western side of the hous  …see more

from £160 / night

£1120 - £1757 / week

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from £160 / night

(3) Excellent 

41

Plett Lagoon Villa - Keurboomstrand villa sleeps 17

Plettenberg Bay / Keurboomstrand

5 17 Min stay varies

  • 5 bedrooms
  • Sleeps 17
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Swimming pool
Plett Lagoon Villa is situated on the tranquil Keurbooms Lagoon, with dazzling views that are sure to instantly relax. This exclusive holiday home is the perfect destination for the whole family, with four bedrooms and a kids room, each with their own unique design and  …see more

from £425 / night

£2975 / week

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from £425 / night

14

Marland Farm Self-Catering Cottages - Plettenberg Bay cottage sleeps 3

Western Cape / Plettenberg Bay

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
RUSTIC CHARM!Marland Farm is a smallholding nestled at the foot of Prince Alfred's Pass, an easy 15 minute drive from Plettenberg Bay. It offers expansive views of the majestic Outeniqua Mountain Range and has an amazing atmosphere of peace and serenity. If you�  …see more

from £30 / night

£210 / week

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from £30 / night

(1) Excellent 

18

Pendeen House - Plettenberg Bay house sleeps 6

Western Cape / Plettenberg Bay

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Pendeen House is an architecturally designed home, in tranquil surrounds with soothing views onto the surrounding hillside, and is within easy reach of Robberg and Beacon Island beaches (1.2km). The house has three spacious bedrooms, the main (queen-bed) being ensuite  …see more

from £175 / night

£1225 / week

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from £175 / night

15

Western Cape / Plettenberg Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children

 …see more

from £351 / night

£2456 / week

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from £351 / night

(4) Excellent 

19

Clifftop Luxury Villa Robberg - Robberg Ridge villa sleeps 10

Plettenberg Bay / Robberg Ridge

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.75 km
  • Swimming pool
Sea Witch is the ultimate California-style designer holiday villa in white with everything you need for the perfect holiday in Plettenberg Bay. Some plaudits from our guests:"We all had a lovely time staying at your villa and will recommend to anyone we know who i  …see more

Pricing unknown

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25

Western Cape / Plettenberg Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Swimming pool

 …see more

from £242 / night

£1693 - £3077 / week

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from £242 / night

28

PPD Brackenridge - Plettenberg Bay house sleeps 10

Western Cape / Plettenberg Bay

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
Self catering accommodation in scenic and secure Brackenridge Estate, Plettenberg Bay. Excellent views. 5 minutes to beaches and town. This spacious house has four beautiful bedrooms, plus a bunk room, of which four have en-suite bathrooms. There are two additional g  …see more

from £145 / night

£1015 / week

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from £145 / night

8

Plettenberg Bay Couple's dream - Plettenberg Bay apartment sleeps 4

Western Cape / Plettenberg Bay

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
Frederick (unit 2) of Jan Frederick in the beautifule Brackenridge Estate is interlinked with Jan(unit 1) with a beautiful private pool and deck area. The unit is very modern and minimalistic decorated. A Main en-suite bedroom plus an extra bedroom and bathroom on pool  …see more

from £112 / night

£781 / week

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from £112 / night

9

Plettenberg Bay appartment unit 1 - Plettenberg Bay apartment sleeps 4

Western Cape / Plettenberg Bay

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
Jan (unit I) of Jan Frederick in the beautifule Brackenridge Estate is interlinked with Frederick (unit 2) with a beautiful private pool and deck area. The unit is very modern and minimalistic decorated. A Main en-suite bedroom plus an extra bedroom and bathroom on gr  …see more

from £112 / night

£781 / week

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from £112 / night

(10) Excellent 

43

Western Cape / Plettenberg Bay

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

 …see more

from £58 / night

£385 - £539 / week

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from £58 / night

(3) Very Good 

11

Western Cape / Plettenberg Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £97 / night

£674 / week

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from £97 / night

13

Western Cape / Plettenberg Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+

 …see more

from £50 / night

£308 - £404 / week

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from £50 / night

(8) Excellent 

74

Western Cape / Plettenberg Bay

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 8 km
  • Swimming pool
  • Child friendly

 …see more

from £154 / night

£1154 / week

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from £154 / night

64

Western Cape / Plettenberg Bay

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

 …see more

from £154 / night

£1077 / week

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from £154 / night

Top Destination reviews

Garden Cottage
Really lovely cottage

We were lucky enough to stay in this cottage for a week. It was so lovely we wished we could have stayed longer. It was situated in a quiet, safe and secure gated estate which was very well maintained and had a lovely communal pool. All of th … see more
Plett Lagoon Villa
Absolutely gorgeous luxury villa in a great location

We stayed in this villa in February as part of our South African tour. We wanted a quiet and comfortable location to relax and enjoy peaceful surroundings. We loved everything about the house. There were only four of us so we had far too much room bu … see more
PENTHOUSE 230 m 2 PLETTENBERG BAY with terrace
Wonderful light filled home.

We hate filling these things out because no one sees things as we each do. This unit was large, well kept, well furnished for any need. It can accommodate 2-3 couples, but it was only us, and we adored everything about it. It was close to everythi … see more
Baviaanshoek
Perfect hide away!

Wow, what a stunning place! We loved it! Really home away from home. We felt very comfortable in this spacious house. Accommodation was perfectly clean, quiet envirement and everything was there, from towels, kitchen towels to umbrella's, hairdrye … see more

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