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Search results; Over 1,000 homes in Simon's Town

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Top guest favourite
Villa in Simon's Town
Cape Point Mountain Getaway - Oceanside Villa
2 bedrooms, 4 beds, 1.5 private bathrooms
14–19 Sept
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4.92 out of 5 average rating, 288 reviews
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Top guest favourite
Flat in Cape Town
Chic Studio in Cairnside Simonstown with Sea Views
1 bedroom, 1 queen bed, 1 bathroom
9–14 Sept
5.0 out of 5 average rating, 129 reviews
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Top guest favourite
Flat in Cape Town
The Top Deck - central, spacious, stunning views
1 bedroom, 1 king bed, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 14 reviews
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Top guest favourite
Apartment in Cape Town
The Coastal Nook, views for days
1 king bed, 1 bathroom
2–7 Sept
5.0 out of 5 average rating, 14 reviews
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Guest favourite
Flat in Cape Town
The Coastal Nest
Individual host
8–13 Sept
4.92 out of 5 average rating, 12 reviews
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Guest favourite
Flat in Cape Town
Modern Apartment | Walk to Waterfront & Beach
2 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
4.91 out of 5 average rating, 11 reviews
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Top guest favourite
Home in Cape Town
Chic Heritage Hideaway near the penguins
2 bedrooms, 4 single beds, 1.5 bathrooms
2–7 Sept
5.0 out of 5 average rating, 26 reviews
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Guest favourite
Home in Cape Town
Peaceful Simon’s Town Home | Ocean Views & Solar
3 bedrooms, 3 beds, 3 bathrooms
8–13 Sept
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Flat in Cape Town
Newly listed apartment in beautiful Clovelly.
1 bedroom, 1 bed, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 25 reviews
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Top guest favourite
Guest house in Cape Town
Gleneagle Cottage - Quiet. Comfortable. Practical.
1 bedroom, 1 queen bed, 1 bathroom
2–7 Sept
4.98 out of 5 average rating, 60 reviews
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Top guest favourite
Tiny home in Cape Town
Glencairn Beach Bungalo
1 bedroom, 1 queen bed, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 116 reviews
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Guest favourite
Flat in Cape Town
Romantic seaside hideaway in charming Kalk Bay
1 bedroom, 1 bed, 1 bathroom
29 Nov – 4 Dec
5.0 out of 5 average rating, 32 reviews
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Top guest favourite
Apartment in Cape Town
13 Colyn Road, Kalk Bay
3 bedrooms, 4 beds, 3 bathrooms
2–7 Sept
4.92 out of 5 average rating, 25 reviews
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Guest favourite
Home in Cape Town
Small home on its own plot suitable for long stays
Individual host
16–21 Sept
4.98 out of 5 average rating, 47 reviews
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Top guest favourite
Home in Cape Town
Tranquil Home in Hout Bay
3 bedrooms, 4 beds, 3 bathrooms
6–11 Sept
4.99 out of 5 average rating, 89 reviews
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Top guest favourite
Flat in Cape Town
The Olives
1 bedroom, 1 queen bed, 1 bathroom
4–10 Sept
4.95 out of 5 average rating, 20 reviews
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Top guest favourite
Home in Cape Town
Luxury Home Views Fine Fittings & Mod Cons - Meryl
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.96 out of 5 average rating, 139 reviews
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Top guest favourite
Apartment in Cape Town
Penguin Haven . Luxury 2 bedroom, Boulders Beach.
2 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.85 out of 5 average rating, 91 reviews
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Home in Cape Town
Cheerful 3 bedroom home with sea views.
3 bedrooms, 3 beds, 2 bathrooms
8–15 Sept
4.86 out of 5 average rating, 7 reviews