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

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
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
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
Top guest favourite
Apartment in Cape Town
The Coastal Nook, views for days
1 king bed, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 14 reviews
Guest favourite
Flat in Cape Town
The Coastal Nest
Individual host
13–18 Sept
4.92 out of 5 average rating, 12 reviews
Guest favourite
Flat in Cape Town
Modern Apartment | Walk to Waterfront & Beach
2 bedrooms, 3 beds, 2 bathrooms
3–8 Sept
4.91 out of 5 average rating, 11 reviews
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
Top guest favourite
Home in Cape Town
Chic Heritage Hideaway near the penguins
2 bedrooms, 4 single beds, 1.5 bathrooms
11–16 Sept
5.0 out of 5 average rating, 27 reviews
Home in Cape Town
Bougainvillea House - In the heart of Simon's Town
2 bedrooms, 4 beds, 2.5 bathrooms
3–8 Sept
Guest favourite
Flat in Cape Town
Seaside haven: sunrises, beaches, penguins, whales
2 bedrooms, 3 beds, 1 bathroom
28 Nov – 3 Dec
5.0 out of 5 average rating, 6 reviews
Home in Cape Town
Elegant family home with panoramic sea views
3 bedrooms, 4 beds, 3 bathrooms
26 Sept – 1 Oct
Top guest favourite
Home in Cape Town
Nightjar cottage
1 bedroom, 1 queen bed, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 31 reviews
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
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
Top guest favourite
Flat in Cape Town
Modern apartment with sea views
2 bedrooms, 2 beds, 2 bathrooms
4–9 Sept
4.97 out of 5 average rating, 34 reviews
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
Home in Cape Town
Cheerful 3 bedroom home with sea views.
3 bedrooms, 3 beds, 2 bathrooms
10–17 Sept
4.86 out of 5 average rating, 7 reviews
Top guest favourite
Apartment in Cape Town
Penguin Haven . Luxury 2 bedroom, Boulders Beach.
2 bedrooms, 3 beds, 2 bathrooms
10–15 Sept
4.85 out of 5 average rating, 91 reviews
Top guest favourite
Flat in Cape Town
The Olives
1 bedroom, 1 queen bed, 1 bathroom
6–12 Sept
4.95 out of 5 average rating, 20 reviews