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Houses in Overstrand and Apartments – Holiday Lettings - Holiday Rentals Overstrand

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311 Holiday homes

Cottage letting in Pringle Bay

Pringle Bay cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 3

from £49 / night

£193 / week

1 / 29

Holiday apartment in Hermanus

Hermanus apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £129 / night

£897 / week

1 / 15

Holiday home in Hermanus

Hermanus house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £51 / night

£358 / week

1 / 12

Kleinmond holiday apartment rental

Kleinmond apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £55 / night

£371 / week

1 / 9

Kleinmond holiday penthouse rental

Kleinmond penthouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £155 / night

£883 - £1,031 / week

1 / 15

Kleinmond holiday cottage rental

Kleinmond cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £66 / night

£460 / week

1 / 11

De Kelders holiday home accommodation

De Kelders house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £133 / night

£798 / week

1 / 16

Kleinmond holiday bungalow rental

Kleinmond bungalow

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

from £265 / night

£1,853 / week

1 / 6

Cottage rental in Hermanus

Hermanus cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £97 / night

£583 - £1,200 / week

1 / 2

Hermanus holiday beach hut let

Hermanus beach hut

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £89 / night

£618 / week

1 / 4

Holiday home with swimming pool in Hermanus

Hermanus house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from £491 / night

£3,434 / week

1 / 6

Pearly Beach holiday log cabin rental

Pearly Beach log cabin

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £151 / night

£1,055 / week

1 / 15

Holiday home with shared pool in Stanford

Stanford house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £207 / night

£1,443 / week

1 / 4

Holiday apartment in Kleinmond

Kleinmond apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £67 / night

£464 / week

1 / 15

Hermanus holiday apartment rental

Hermanus apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from £265 / night

£1,853 / week

1 / 11

Apartment rental in Hermanus with shared pool

Hermanus apartment

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 16

from £71 / night

£497 / week

1 / 43

Apartment rental in Hermanus with shared pool

Hermanus apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £88 / night

£612 / week

1 / 23

Holiday villa rental

Gansbaai villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from £338 / night

£2,123 / week

1 / 86

Home letting in Hermanus with swimming pool

Hermanus house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

from £516 / night

£3,607 / week

1 / 23

Pringle Bay holiday home rental

Pringle Bay house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 12

from £170 / night

£1,186 / week

1 / 26

Holiday apartment in Kleinmond

Kleinmond apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £57 / night

£338 - £445 / week

1 / 18

Pearly Beach holiday home rental

Pearly Beach house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £93 / night

£652 / week

1 / 15

Holiday home in Pearly Beach

Pearly Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £1,313 / night

£9,186 / week

1 / 7

Hermanus holiday home rental

Hermanus house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £177 / night

£1,235 / week

1 / 23

Holiday home in Vermont

Vermont house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £40 / night

£280 / week

1 / 39

Home rental in Pringle Bay

Pringle Bay house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from £172 / night

£1,198 / week

1 / 27

Holiday home in Kleinmond

Kleinmond house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from £97 / night

£675 / week

1 / 11

Holiday home in Gansbaai

Gansbaai house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £336 / night

£2,347 / week

1 / 19

Home rental in Stanford

Stanford house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £266 / night

£1,861 / week

1 / 30

Home rental in Kleinmond

Kleinmond house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £119 / night

£825 / week

1 / 14

Apartment rental in Gansbaai

Gansbaai apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £49 / night

£289 / week

1 / 26

Holiday private room in Hermanus

Hermanus private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £36 / night

£196 / week

1 / 12

Stanford holiday camper van rental

Stanford camper van

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £111 / night

£776 / week

1 / 20

Holiday cottage with shared pool in Hermanus

Hermanus cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £78 / night

£545 / week

1 / 5

Pringle Bay holiday home rental

Pringle Bay house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from £172 / night

£1,203 / week

1 / 47

Kleinmond holiday studio rental

Kleinmond studio

  • Studio
  • 1 bathroom
  • sleeps 3

from £45 / night

£309 / week

1 / 14

Kleinmond holiday apartment rental

Kleinmond apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £31 / night

£217 / week

1 / 4

Home rental in Hermanus

Hermanus house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £120 / night

£838 / week

1 / 4

Holiday lodge in Kleinmond

Kleinmond lodge

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £80 / night

£556 / week

1 / 4

Holiday apartment in De Kelders

De Kelders apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £71 / night

£494 / week

1 / 19

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Top Destination reviews

Charming cottage on the Hermanus Wine Route Heaven-and-Earth Valley
Romantic valley cottage

The Earth cottage is a slice of heaven. Private, peaceful and fully furnished. It is the ideal base to explore the Hemel en Aarde Valley close to Hermanus in South Africa. The hosts, Tino and Liane are fantastic. Super friendly and very helpful. The cottage is great for a couple looking for a romantic getaway or a small family. There are horses, chickens and some beautiful golden retriever's.see more
Fynbos Feniks Holiday Home, Voëlklip, Hermanus
Great break-away in the South African wine district

My wife and I took a short vacation to South Africa to break the European winter with a bit of sunshine. What a great find right in the heart of the South African wine district (Stellenbosch). The self catering apartment was beautifully decorated and contained all the necessary utilities, luxuries and accessories to make it feel like a home away from home. Definitely great value for money either for a short or longer stay. High recommended for a small family or a couple.see more
Villa the Cherry
fantastic place to feel at home and experience luxury and convenience

The Cherry is an excellent place to be in all seasons. In African summer you can enjoy the luxury of the house, the nice swimmingpool and the splendid views of the ocean. In African winter you get the best possible views of whales just swimming and playing in front of the villa where you can enjoy and picture them from the veranda. The open fire makes The Cherry also a pleasant stay during African winters.see more
La Gratitude
Excellent location, very comfortable, stunning views!

A very comfortable holiday home with plenty of space. Could not be closer to the beach with the most stunning views and sunsets. Would happily recommend to anyone wanting to visit Hermanus. … see more
Phillipskop Mountain Reserve
A relaxing retreat in a gorgeous setting

Our stay at Phillipskop Mountain Reserve exceeded our expectations - Oxalis chalet was spacious, well-equipped and comfortable with stunning views. The walking trails in the reserve are wonderful with interesting rock formations and a wide variety of plants and flowers to admire. A very special place which we will defnitey revisit.see more

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