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Holiday Rentals with Pools in Plettenberg Bay

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55 rentals in Plettenberg Bay.
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Spacious Luxury Holiday Villa, Waterfront with stunning views -  Plettenberg Bay, holiday rental in Plettenberg Bay
Spacious Luxury Holiday Villa, Waterfront with stunning views -  Plettenberg Bay, holiday rental in Plettenberg Bay
Spacious Luxury Holiday Villa, Waterfront with stunning views -  Plettenberg Bay, holiday rental in Plettenberg Bay

Spacious Luxury Holiday Villa, Waterfront with stunning views - Plettenberg Bay

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps, All pools
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That Place: self catering house, holiday rental in Plettenberg Bay
That Place: self catering house, holiday rental in Plettenberg Bay
That Place: self catering house, holiday rental in Plettenberg Bay

That Place: self catering house

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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20 on Sewell , holiday rental in Plettenberg Bay
20 on Sewell , holiday rental in Plettenberg Bay
20 on Sewell , holiday rental in Plettenberg Bay

20 on Sewell

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Red Box Villas - A luxurious Villa 3 mins walk to the beach, holiday rental in Plettenberg Bay
Red Box Villas - A luxurious Villa 3 mins walk to the beach, holiday rental in Plettenberg Bay
Red Box Villas - A luxurious Villa 3 mins walk to the beach, holiday rental in Plettenberg Bay

Red Box Villas - A luxurious Villa 3 mins walk to the beach

Holiday Rental House
9 bedrooms
10 bathrooms
Sleeps 18
Match: Sleeps, All pools
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Stylish Spacious House in Security Guarded Estate, Sleeps 6, Wi-fi included., holiday rental in Plettenberg Bay
Stylish Spacious House in Security Guarded Estate, Sleeps 6, Wi-fi included., holiday rental in Plettenberg Bay
Stylish Spacious House in Security Guarded Estate, Sleeps 6, Wi-fi included., holiday rental in Plettenberg Bay

Stylish Spacious House in Security Guarded Estate, Sleeps 6, Wi-fi included.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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The Carraighs, holiday rental in Plettenberg Bay
The Carraighs, holiday rental in Plettenberg Bay
The Carraighs, holiday rental in Plettenberg Bay

The Carraighs

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, All pools
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Earl's View, holiday rental in Plettenberg Bay
Earl's View, holiday rental in Plettenberg Bay
Earl's View, holiday rental in Plettenberg Bay

Earl's View

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Marland Farm Self-Catering Cottages, holiday rental in Plettenberg Bay
Marland Farm Self-Catering Cottages, holiday rental in Plettenberg Bay
Marland Farm Self-Catering Cottages, holiday rental in Plettenberg Bay

Marland Farm Self-Catering Cottages

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps, All pools
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20 Pachena Place New Listing – recently purchased, holiday rental in Plettenberg Bay
20 Pachena Place New Listing – recently purchased, holiday rental in Plettenberg Bay
20 Pachena Place New Listing – recently purchased, holiday rental in Plettenberg Bay

20 Pachena Place New Listing – recently purchased

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Pendeen House, holiday rental in Plettenberg Bay
Pendeen House, holiday rental in Plettenberg Bay
Pendeen House, holiday rental in Plettenberg Bay

Pendeen House

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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The Bella | 6 Sleeper - Sea Views, Pool & Patio, holiday rental in Plettenberg Bay
The Bella | 6 Sleeper - Sea Views, Pool & Patio, holiday rental in Plettenberg Bay
The Bella | 6 Sleeper - Sea Views, Pool & Patio, holiday rental in Plettenberg Bay

The Bella | 6 Sleeper - Sea Views, Pool & Patio

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Dizzy Hill Villa | 270° Sea Views. Pool & Patio, holiday rental in Plettenberg Bay
Dizzy Hill Villa | 270° Sea Views. Pool & Patio, holiday rental in Plettenberg Bay
Dizzy Hill Villa | 270° Sea Views. Pool & Patio, holiday rental in Plettenberg Bay

Dizzy Hill Villa | 270° Sea Views. Pool & Patio

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Sunrise Bay self catering accommodation, holiday rental in Plettenberg Bay
Sunrise Bay self catering accommodation, holiday rental in Plettenberg Bay
Sunrise Bay self catering accommodation, holiday rental in Plettenberg Bay

Sunrise Bay self catering accommodation

Condo/Apartment
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Sunrise Bay self catering Unit 1, holiday rental in Plettenberg Bay
Sunrise Bay self catering Unit 1, holiday rental in Plettenberg Bay
Sunrise Bay self catering Unit 1, holiday rental in Plettenberg Bay

Sunrise Bay self catering Unit 1

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps, All pools
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Mount Castleton Unit 66A, holiday rental in Plettenberg Bay
Mount Castleton Unit 66A, holiday rental in Plettenberg Bay
Mount Castleton Unit 66A, holiday rental in Plettenberg Bay

Mount Castleton Unit 66A

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Modern Apartment with Sea and Mountain Views!, holiday rental in Plettenberg Bay
Modern Apartment with Sea and Mountain Views!, holiday rental in Plettenberg Bay
Modern Apartment with Sea and Mountain Views!, holiday rental in Plettenberg Bay

Modern Apartment with Sea and Mountain Views!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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Ilanga beach house  Plettenberg Bay. Walking distance to beach, view on Robberg , holiday rental in Plettenberg Bay
Ilanga beach house  Plettenberg Bay. Walking distance to beach, view on Robberg , holiday rental in Plettenberg Bay
Ilanga beach house  Plettenberg Bay. Walking distance to beach, view on Robberg , holiday rental in Plettenberg Bay

Ilanga beach house Plettenberg Bay. Walking distance to beach, view on Robberg

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Stunning home in security estate, walking distance to beach, holiday rental in Plettenberg Bay
Stunning home in security estate, walking distance to beach, holiday rental in Plettenberg Bay
Stunning home in security estate, walking distance to beach, holiday rental in Plettenberg Bay

Stunning home in security estate, walking distance to beach

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Sunrise Bay Penthouse, holiday rental in Plettenberg Bay
Sunrise Bay Penthouse, holiday rental in Plettenberg Bay
Sunrise Bay Penthouse, holiday rental in Plettenberg Bay

Sunrise Bay Penthouse

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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Castleton Self-Catering Accommodation, holiday rental in Plettenberg Bay
Castleton Self-Catering Accommodation, holiday rental in Plettenberg Bay
Castleton Self-Catering Accommodation, holiday rental in Plettenberg Bay

Castleton Self-Catering Accommodation

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Alba Tramonto | 4 bed 3 bath - 100m Robberg Beach, holiday rental in Plettenberg Bay
Alba Tramonto | 4 bed 3 bath - 100m Robberg Beach, holiday rental in Plettenberg Bay
Alba Tramonto | 4 bed 3 bath - 100m Robberg Beach, holiday rental in Plettenberg Bay

Alba Tramonto | 4 bed 3 bath - 100m Robberg Beach

Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Cliff top apartment with expansive valley views and sea view in the distance, holiday rental in Plettenberg Bay
Cliff top apartment with expansive valley views and sea view in the distance, holiday rental in Plettenberg Bay
Cliff top apartment with expansive valley views and sea view in the distance, holiday rental in Plettenberg Bay

Cliff top apartment with expansive valley views and sea view in the distance

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Pied-à-Terre | Upmarket - Sea Views Enclosed Patio, holiday rental in Plettenberg Bay
Pied-à-Terre | Upmarket - Sea Views Enclosed Patio, holiday rental in Plettenberg Bay
Pied-à-Terre | Upmarket - Sea Views Enclosed Patio, holiday rental in Plettenberg Bay

Pied-à-Terre | Upmarket - Sea Views Enclosed Patio

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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20A Castleton, holiday rental in Plettenberg Bay
20A Castleton, holiday rental in Plettenberg Bay
20A Castleton, holiday rental in Plettenberg Bay

20A Castleton

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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No. 12 Van Pletten, holiday rental in Plettenberg Bay
No. 12 Van Pletten, holiday rental in Plettenberg Bay
No. 12 Van Pletten, holiday rental in Plettenberg Bay

No. 12 Van Pletten

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Ebb & Flow, holiday rental in Plettenberg Bay
Ebb & Flow, holiday rental in Plettenberg Bay
Ebb & Flow, holiday rental in Plettenberg Bay

Ebb & Flow

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Holiday Villa in Plettenberg Bay, holiday rental in Plettenberg Bay
Holiday Villa in Plettenberg Bay, holiday rental in Plettenberg Bay
Holiday Villa in Plettenberg Bay, holiday rental in Plettenberg Bay

Holiday Villa in Plettenberg Bay

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Endless Summer, holiday rental in Plettenberg Bay
Endless Summer, holiday rental in Plettenberg Bay
Endless Summer, holiday rental in Plettenberg Bay

Endless Summer

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Sunrise Bay self catering Unit 2, holiday rental in Plettenberg Bay
Sunrise Bay self catering Unit 2, holiday rental in Plettenberg Bay
Sunrise Bay self catering Unit 2, holiday rental in Plettenberg Bay

Sunrise Bay self catering Unit 2

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Thallasa | Luxury Beachfront Villa, holiday rental in Plettenberg Bay
Thallasa | Luxury Beachfront Villa, holiday rental in Plettenberg Bay
Thallasa | Luxury Beachfront Villa, holiday rental in Plettenberg Bay

Thallasa | Luxury Beachfront Villa

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Sunrise Bay self catering Unit 3, holiday rental in Plettenberg Bay
Sunrise Bay self catering Unit 3, holiday rental in Plettenberg Bay
Sunrise Bay self catering Unit 3, holiday rental in Plettenberg Bay

Sunrise Bay self catering Unit 3

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps, All pools
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Serenity,located just above Lookout Beach on the Keurbooms Lagoon, holiday rental in Plettenberg Bay
Serenity,located just above Lookout Beach on the Keurbooms Lagoon, holiday rental in Plettenberg Bay
Serenity,located just above Lookout Beach on the Keurbooms Lagoon, holiday rental in Plettenberg Bay

Serenity,located just above Lookout Beach on the Keurbooms Lagoon

Condo/Apartment
5 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Santini Village 84    Plett Sunrise:), holiday rental in Plettenberg Bay
Santini Village 84    Plett Sunrise:), holiday rental in Plettenberg Bay
Santini Village 84    Plett Sunrise:), holiday rental in Plettenberg Bay

Santini Village 84 Plett Sunrise:)

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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Kurland Villa, holiday rental in Plettenberg Bay
Kurland Villa, holiday rental in Plettenberg Bay
Kurland Villa, holiday rental in Plettenberg Bay

Kurland Villa

Holiday Rental House
8 bedrooms
7 bathrooms
Sleeps 16
Match: Sleeps, All pools
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Sanctuary Beach Hideaway | 50m walk onto Beach, holiday rental in Plettenberg Bay
Sanctuary Beach Hideaway | 50m walk onto Beach, holiday rental in Plettenberg Bay
Sanctuary Beach Hideaway | 50m walk onto Beach, holiday rental in Plettenberg Bay

Sanctuary Beach Hideaway | 50m walk onto Beach

Condo/Apartment
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Castle Rock - Executive Villa - Plettenberg Bay, holiday rental in Plettenberg Bay
Castle Rock - Executive Villa - Plettenberg Bay, holiday rental in Plettenberg Bay
Castle Rock - Executive Villa - Plettenberg Bay, holiday rental in Plettenberg Bay

Castle Rock - Executive Villa - Plettenberg Bay

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
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Luciano's Upmarket Family Home - Close to Beach - Private Pool, holiday rental in Plettenberg Bay
Luciano's Upmarket Family Home - Close to Beach - Private Pool, holiday rental in Plettenberg Bay
Luciano's Upmarket Family Home - Close to Beach - Private Pool, holiday rental in Plettenberg Bay

Luciano's Upmarket Family Home - Close to Beach - Private Pool

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Plettenberg Bay Holiday Villa, holiday rental in Plettenberg Bay
Plettenberg Bay Holiday Villa, holiday rental in Plettenberg Bay
Plettenberg Bay Holiday Villa, holiday rental in Plettenberg Bay

Plettenberg Bay Holiday Villa

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Villa Azure | Sea Views & 70m to Robberg 5 Beach, holiday rental in Plettenberg Bay
Villa Azure | Sea Views & 70m to Robberg 5 Beach, holiday rental in Plettenberg Bay
Villa Azure | Sea Views & 70m to Robberg 5 Beach, holiday rental in Plettenberg Bay

Villa Azure | Sea Views & 70m to Robberg 5 Beach

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, All pools
More info
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Plettenberg Bay 4 star Bed & Breakfast 3 minutes walk to beach, holiday rental in Plettenberg Bay
Plettenberg Bay 4 star Bed & Breakfast 3 minutes walk to beach, holiday rental in Plettenberg Bay
Plettenberg Bay 4 star Bed & Breakfast 3 minutes walk to beach, holiday rental in Plettenberg Bay

Plettenberg Bay 4 star Bed & Breakfast 3 minutes walk to beach

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Bosch river estate Holiday home, holiday rental in Plettenberg Bay
Bosch river estate Holiday home, holiday rental in Plettenberg Bay
Bosch river estate Holiday home, holiday rental in Plettenberg Bay

Bosch river estate Holiday home

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 17
Match: Sleeps, All pools
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Three lounges + Study. Incredible view over lagoon, ocean, mountains. Pool/patio, holiday rental in Plettenberg Bay
Three lounges + Study. Incredible view over lagoon, ocean, mountains. Pool/patio, holiday rental in Plettenberg Bay
Three lounges + Study. Incredible view over lagoon, ocean, mountains. Pool/patio, holiday rental in Plettenberg Bay

Three lounges + Study. Incredible view over lagoon, ocean, mountains. Pool/patio

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Villa Retha, holiday rental in Plettenberg Bay
Villa Retha, holiday rental in Plettenberg Bay
Villa Retha, holiday rental in Plettenberg Bay

Villa Retha

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Stoneridge Deck Studio, holiday rental in Plettenberg Bay
Stoneridge Deck Studio, holiday rental in Plettenberg Bay
Stoneridge Deck Studio, holiday rental in Plettenberg Bay

Stoneridge Deck Studio

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, All pools
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Ilanga Poolside House, holiday rental in Plettenberg Bay
Ilanga Poolside House, holiday rental in Plettenberg Bay
Ilanga Poolside House, holiday rental in Plettenberg Bay

Ilanga Poolside House

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
More info
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Villa Mintos | 8 sleeper - 750m to Robberg 5 Beach, holiday rental in Plettenberg Bay
Villa Mintos | 8 sleeper - 750m to Robberg 5 Beach, holiday rental in Plettenberg Bay
Villa Mintos | 8 sleeper - 750m to Robberg 5 Beach, holiday rental in Plettenberg Bay

Villa Mintos | 8 sleeper - 750m to Robberg 5 Beach

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Stoneridge Loft apartment, holiday rental in Plettenberg Bay
Stoneridge Loft apartment, holiday rental in Plettenberg Bay
Stoneridge Loft apartment, holiday rental in Plettenberg Bay

Stoneridge Loft apartment

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, All pools
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Lovely apartment in beautiful Plettenberg Bay, holiday rental in Plettenberg Bay
Lovely apartment in beautiful Plettenberg Bay, holiday rental in Plettenberg Bay
Lovely apartment in beautiful Plettenberg Bay, holiday rental in Plettenberg Bay

Lovely apartment in beautiful Plettenberg Bay

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, All pools
More info
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Alfresco Villa | 8 sleeper 2 mins to Robberg Beach, holiday rental in Plettenberg Bay
Alfresco Villa | 8 sleeper 2 mins to Robberg Beach, holiday rental in Plettenberg Bay
Alfresco Villa | 8 sleeper 2 mins to Robberg Beach, holiday rental in Plettenberg Bay

Alfresco Villa | 8 sleeper 2 mins to Robberg Beach

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Castle Holiday | 6 sleeper -  Pool, BBQ & Fibre, holiday rental in Plettenberg Bay
Castle Holiday | 6 sleeper -  Pool, BBQ & Fibre, holiday rental in Plettenberg Bay
Castle Holiday | 6 sleeper -  Pool, BBQ & Fibre, holiday rental in Plettenberg Bay

Castle Holiday | 6 sleeper - Pool, BBQ & Fibre

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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