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

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Guest favourite
Cottage in Simon's Town
Cape Point Mountain Getaway - Stone Cottage
1 bedroom, 3 beds, 1 private bathroom
4–9 Oct
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4.89 out of 5 average rating, 279 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
1–6 Oct
5.0 out of 5 average rating, 28 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
8–13 Oct
5.0 out of 5 average rating, 130 reviews
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Top guest favourite
Flat in Cape Town
The Coastal Nest
Individual host
1–6 Oct
4.93 out of 5 average rating, 14 reviews
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Superhost
Room in Cape Town
Peaceful Simon's Town Twin guest suite
2 single beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 3 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
8–13 Dec
5.0 out of 5 average rating, 14 reviews
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Top guest favourite
Home in Cape Town
Heaven on Earth
2 bedrooms, 3 beds, 2 bathrooms
8–13 Oct
5.0 out of 5 average rating, 28 reviews
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Top guest favourite
Guest suite in Cape Town
18 Steps - Seaside Cottage with breathtaking views
2 bedrooms, 3 beds, 2 bathrooms
12–17 Nov
5.0 out of 5 average rating, 23 reviews
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Top guest favourite
Guest suite in Cape Town
Spacious poolside Studio @ Penguins & Pillows
1 bedroom, 1 queen bed, 1 bathroom
23–28 Sept
4.94 out of 5 average rating, 118 reviews
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Top guest favourite
Flat in Cape Town
The Olives
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.95 out of 5 average rating, 20 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
19–24 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
15–20 Oct
5.0 out of 5 average rating, 117 reviews
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Top guest favourite
Flat in Cape Town
Ship shape
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Oct
4.98 out of 5 average rating, 99 reviews
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Top guest favourite
Apartment in Cape Town
The Coastal Nook, views for days
1 king bed, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 15 reviews
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Home in Cape Town
Chic Seaside Cottage | Simon’s Town
2 bedrooms, 2 beds, 2 bathrooms
19–24 Sept
New place to stay
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Guest favourite
Cottage in Cape Town
Salt & Stone. A hidden gem with a BIG view.
1 bedroom, 1 queen bed, 1 bathroom
26 Sept – 1 Oct
5.0 out of 5 average rating, 7 reviews
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Guest favourite
Home in Cape Town
Modern 2 bedroom house with harbour views
2 bedrooms, 3 beds, 2.5 bathrooms
25 Sept – 1 Oct
4.96 out of 5 average rating, 23 reviews
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Top guest favourite
Flat in Cape Town
Artist Cottage Kalk Bay
1 bedroom, 1 king bed, 1 bathroom
27 Sept – 2 Oct
5.0 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, 140 reviews