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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
25–30 Nov
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4.92 out of 5 average rating, 290 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
8–13 Oct
5.0 out of 5 average rating, 130 reviews
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Top guest favourite
Home in Cape Town
Chic Heritage Hideaway near the penguins
2 bedrooms, 4 single beds
2–7 Oct
5.0 out of 5 average rating, 28 reviews
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Top guest favourite
Flat in Cape Town
Ship shape
2 bedrooms, 2 queen beds
10–15 Oct
4.98 out of 5 average rating, 99 reviews
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Top guest favourite
Cottage in Cape Town
Salt & Stone. A hidden gem with a BIG view.
1 bedroom, 1 queen bed
8–13 Oct
5.0 out of 5 average rating, 8 reviews
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Top guest favourite
Guest suite in Cape Town
18 Steps - Seaside Cottage with breathtaking views
2 bedrooms, 3 beds
12–17 Nov
5.0 out of 5 average rating, 23 reviews
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Top guest favourite
Apartment in Cape Town
BayBeach Vista-2 Seperate Double Suites sleeps 4.
2 bedrooms, 2 beds
18–23 Oct
5.0 out of 5 average rating, 13 reviews
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Superhost
Room in Cape Town
Peaceful Simon's Town Twin guest suite
2 single beds
6–11 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Guest suite in Cape Town
Spacious poolside Studio @ Penguins & Pillows
1 bedroom, 1 queen bed
1–6 Oct
4.94 out of 5 average rating, 118 reviews
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Top guest favourite
Flat in Cape Town
Fynbos Apartment
1 bedroom, 1 queen bed
17–22 Dec
5.0 out of 5 average rating, 17 reviews
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Top guest favourite
Flat in Cape Town
Quirky Bird, apartment in Glencairn, Simon's Town
1 bedroom, 1 queen bed
5–10 Oct
5.0 out of 5 average rating, 15 reviews
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Home in Cape Town
Scarborough · Sea & Reserve Views · Sleeps 7
3 bedrooms, 4 beds
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Home in Cape Town
Bougainvillea House - In the heart of Simon's Town
2 bedrooms, 4 beds
3–8 Oct
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Home in Cape Town
Chic Seaside Cottage | Simon’s Town
2 bedrooms, 2 beds
4–9 Oct
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Guest favourite
Home in Cape Town
Modern 2 bedroom house with harbour views
2 bedrooms, 3 beds
2–8 Oct
4.96 out of 5 average rating, 23 reviews
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Top guest favourite
Flat in Cape Town
The Coastal Nest
2 bedrooms, 2 beds
5–10 Oct
4.93 out of 5 average rating, 14 reviews
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Top guest favourite
Tiny home in Cape Town
Glencairn Beach Bungalo
1 bedroom, 1 queen bed
15–20 Oct
5.0 out of 5 average rating, 118 reviews
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Top guest favourite
Apartment in Cape Town
The Coastal Nook, views for days
1 king bed
4–9 Oct
5.0 out of 5 average rating, 15 reviews
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Top guest favourite
Cabin in Cape Town
The Cottage overlooking the sea. Access: 47 steps
1 bedroom, 1 queen bed
11–16 Oct
5.0 out of 5 average rating, 51 reviews