Cycling holiday villas and apartments Plettenberg Bay | Holiday Lettings

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Plettenberg Bay

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32 Holiday homes

Filters applied: Cycling holidays (32)

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

(11) Excellent 

28

Villa accommodation in Plettenberg Bay with swimming pool, golf nearby

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
“Heaven On Earth” We stayed at Villa Rosso in March for the third time and each time we stay there we think it can't get any better but it really does. You will need to look really far and wide to find a more wonderful place to stay. The Villa is s  …see more

from £143 / night

£1000 - £2500 / week

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from £143 / night

(3) Average 

7

Holiday home in Plettenberg Bay

Western Cape / Plettenberg Bay

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
A local management agency manages the property on behalf of the owner. Housekeepers can be arranged.  …see more

from £24 / night

£402 - £1544 / week

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from £24 / night

(1) Very Good 

15

Holiday villa rental

Plettenberg Bay / Keurboomstrand

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Base yourself at this modern villa and choose the type of holiday experience you want. Make it happen! Remain in the resort, put your feet up, sunbathe, swim or take a drive for a kaleidoscopic encounter with nature! Great stop-over between Cape Town and the Addo Ele  …see more

from £95 / night

£665 / week

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from £95 / night

(1) Excellent 

19

Holiday home with swimming pool, golf nearby in Brackenridge Estate

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
Self catering holiday home in Plettenberg Bay with beautiful views on ocean and mountains  …see more

from £160 / night

£1120 - £1757 / week

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from £160 / night

(1) Very Good 

8

Holiday apartment with shared pool, golf nearby in Goose Valley Golf Estate

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+
Beach HolidayPlettenberg BayWestern CapeGarden RouteGolf EstateSelf CateringSouth AfricaWildlifeSleeps 6High SecurityRelaxationFishing / Fly FishingDolphin and Whale adventuresGame SafariSunset CruiseMountain TrailsAdventure holidayChildrens facilities>Children Frien  …see more

from £41 / night

£221 - £420 / week

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from £41 / night

(2) Excellent 

17

Plettenberg Bay holiday apartment rental

Western Cape / Plettenberg Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
This tastefully decorated two storey apartment has sweeping views of the Indian Ocean and the Tsitsikamma Mountains. Located in a prime position and occupying the 3rd and 4th floor of the Lagoon Terrace condominiums, situated in the quiet and secure suburb of Poortjies  …see more

from £140 / night

£980 / week

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from £140 / night

11

Keurboomstrand holiday log cabin rental

Plettenberg Bay / Keurboomstrand

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
Sea view, quiet, nature, bird life, magnificent view, secure  …see more

from £130 / night

£910 / week

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from £130 / night

19

Holiday home with swimming pool in Solar Beach

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 £390 / night

£2717 - £3934 / week

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from £390 / night

(3) Excellent 

20

Cottage rental in Keurboomstrand with shared pool

Plettenberg Bay / Keurboomstrand

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
“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 u  …see more

from £80 / night

£778 - £1639 / week

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from £80 / night

(1) Excellent 

24

Holiday home in Plettenberg Bay

Western Cape / Plettenberg Bay

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
Robberg Beach Plettenberg bay BeachyHead beach-front beachfront  …see more

from £135 / night

£945 - £1890 / week

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from £135 / night

(1) Excellent 

14

Plettenberg Bay holiday cottage rental

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 yo  …see more

from £30 / night

£210 / week

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from £30 / night

23

Holiday cottage in Keurboomstrand

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 base from which to explore the many beaches, sights and activities the Garden Route has to offer. A great stop-over between Cape Town and the Addo Elephant National Park.  …see more

from £90 / night

£630 / week

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from £90 / night

(3) Excellent 

41

Ski villa to rent in Keurboomstrand

Plettenberg Bay / Keurboomstrand

5 17 Min stay varies

  • 5 bedrooms
  • Sleeps 17
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Swimming pool
“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. Ther  …see more

from £425 / night

£2975 / week

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from £425 / night

(6) Excellent 

15

Holiday home in Plettenberg Bay

Western Cape / Plettenberg Bay

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
This is a beautiful, four bedroomed house overlooking Robberg Bay on the Garden Route in the Western Cape of South Africa.There's a stunning sea view of Robberg Bay and the Outeniqua Mountains. The house is a ten minute walk from the beach.The main  …see more

from £165 / night

£1500 - £1520 / week

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from £165 / night

(3) Excellent 

27

Holiday villa rental

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
Plettenberg Bay5 StarSpectacular viewsClose to town and beachesUnparalleled luxuryIdeal for entertaining24 hour securityHeated pool and jacuzziFully equipped kitchenAll bedrooms en-suiteState of the art entertainment centreSeparate staff quarters12 guests - 8 adults and  …see more

from £280 / night

£1960 - £5040 / week

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from £280 / night

(2) Very Good 

12

Holiday home with swimming pool in Harkerville

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. Th  …see more

from £185 / night

£1101 - £1450 / week

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from £185 / night

24

Holiday villa with golf nearby in Brackenridge Estate

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
Plettenberg BayLuxuriousSelf-cateringSpectacular viewsClose to town and beachesUnparalleled luxuryIdeal for entertaining24 hour securityHeated rim pool Fully equipped kitchenAll bedrooms en-suiteState of the art entertainment centreChild friendly  …see more

from £290 / night

£2025 - £4660 / week

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from £290 / night

(2) Excellent 

24

Solar Beach holiday home rental

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
“The perfect house in the perfect location” Our first trip to South Africa and we knew Plett was the top beach location and did not want to stay in a hotel or B&B as we wanted flexibility and privacy. Khusela House is really very special place in the b  …see more

from £490 / night

£3430 - £6500 / week

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from £490 / night

(3) Excellent 

24

Brackenridge Estate holiday home rental

Plettenberg Bay / Brackenridge Estate

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Wow” "Wow!" is what we said when we walked in the door. Serenity is absolutely beautiful inside, and the view is breathtaking. It was perfect for our family with three teenagers who wanted to lounge around in the mornings, sightsee in the afternoons  …see more

from £108 / night

£760 - £1600 / week

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from £108 / night

8

Holiday home rental

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
Beautiful, luxurious and modern holiday villa with pool and wonderful views in the stunning coastal town of Plettenberg Bay.  …see more

from £275 / night

£1500 - £3500 / week

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from £275 / night

(2) Excellent 

42

Plettenberg Bay holiday home rental

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
“Superb house in Plettenberg Bay” Sondel Beach House is a gem. It is very well equipped and it is obvious that a lot of thought has gone in to every aspect of the house, from luxurious bathrooms to a drinks fridge off the patio next to the swimming poo  …see more

from £322 / night

£2205 - £3898 / week

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from £322 / night

17

Holiday home with golf nearby in Keurboomstrand

Plettenberg Bay / Keurboomstrand

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
Bordering the Keurboomsrivier in the idyllic town of Plettenberg Bay, The Bird's Nest is the ideal holiday destination for water-loving guests visiting this coastal part of the Western Cape. This lovely house is surrounded by manicured lawns and scenic beauty. It can  …see more

from £394 / night

£2756 / week

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from £394 / night

15

Holiday home with swimming pool, golf nearby in Brackenridge Estate

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
This house is ideal for two families sharing a holiday but each wanting to have their own space. Main and second bathroom on same level so ideal for family with small kids. A wooden deck with a sparkling pool links the two units.  …see more

from £160 / night

£1120 - £1757 / week

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from £160 / night

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 £248 / night

£1733 - £3150 / week

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from £248 / night

(1) Excellent 

9

Holiday cottage with shared pool in Plettenberg Bay

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
Peace and tranquility abound! A lovely rural setting for those needing to relax and unwind and enjoy the beauty of nature.The Garden Route is one of the most popular holiday destinations in South Africa.  …see more

from £28 / night

£196 / week

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from £28 / night

(4) Excellent 

19

Holiday villa rental

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
“exceptional home” a beautiful home with magnificent views and perfectly located to walk to town - for food shopping, fun shopping, restaurants and clubs. heaven to wake up and have the sweeping view uninterrupted over the cliff down on to the rest of  …see more

from £358 / night

£2500 - £4000 / week

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from £358 / 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 £87 / night

£552 - £1142 / week

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from £87 / night

13

Apartment rental in Plettenberg Bay

Western Cape / Plettenberg Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children age 5+
Aquarella is upmarket, secure & fully equipped and offers visitors a relaxing lock-up-and-go lifestyle with indoor/outdoor living at its best, combined with one of the most magnificant & unique views in the Southern Hemisphere, an unforgettable holiday experienc  …see more

from £72 / night

£500 - £700 / week

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from £72 / night

12

Holiday cottage in Plettenberg Bay

Western Cape / Plettenberg Bay

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Child friendly
Plettenberg Bay is the best place to be for the summer! With so many beautiful beaches, wonderful restaurants, organic markets, vineyards, cafés and shops, there is always so much to do! Blomberg Farm offers you the best of two worlds! Just 15 minutes from town, rest  …see more

from £295 / night

£2059 / week

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from £295 / night

(1) Excellent 

16

Plettenberg Bay / Brackenridge Estate

2 2 7 nights min

  • 2 bedrooms
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Ask owner if suitable for children

 …see more

from £55 / night

£383 - £677 / week

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from £55 / night

84

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 £158 / night

£1103 / week

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from £158 / night

22

Western Cape / Plettenberg Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly

 …see more

from £195 / night

£1365 / week

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from £195 / 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