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

Guest favourite
Guest suite in Simon's Town
Boulders Beach,Honeymoon suite, Panoramic Sea View
1 bedroom, 1 bed, 1 private bathroom
18–23 Aug
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4.89 out of 5 average rating, 189 reviews
Top guest favourite
Apartment in Cape Town
The Coastal Nook, views for days
1 king bed
18–23 Jul
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Flat in Cape Town
The Top Deck - central, spacious, stunning views
1 bedroom, 1 king bed
20–25 Jul
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Apartment in Cape Town
Penguin Haven . Luxury 2 bedroom, Boulders Beach.
2 bedrooms, 3 beds
30 Jul – 4 Aug
4.85 out of 5 average rating, 91 reviews
Guest favourite
Flat in Cape Town
The Coastal Nest
2 bedrooms, 2 beds
27 Jul – 1 Aug
4.91 out of 5 average rating, 11 reviews
Top guest favourite
Home in Cape Town
Chic Heritage Hideaway near the penguins
2 bedrooms, 4 single beds
24–29 Jul
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Home in Cape Town
Luxury Home Views Fine Fittings & Mod Cons - Meryl
3 bedrooms, 4 beds
17–22 Jul
4.96 out of 5 average rating, 138 reviews
Top guest favourite
Flat in Cape Town
Stroll to the beach Rooibokkie Studio 2
1 bedroom, 1 queen bed
17–22 Jul
4.95 out of 5 average rating, 77 reviews
Top guest favourite
Home in Cape Town
Heaven on Earth
2 bedrooms, 3 beds
31 Jan – 7 Feb
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Flat in Cape Town
Spectacular views in Glencairn
2 bedrooms, 2 beds
18–23 Jul
4.91 out of 5 average rating, 44 reviews
Superhost
Home in Cape Town
Peaceful Simon’s Town Home | Ocean Views & Solar
3 bedrooms, 3 beds
22–27 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Cape Town
Modern Apartment | Walk to Waterfront & Beach
2 bedrooms, 3 beds
14–19 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Flat in Cape Town
Seaside haven: sunrises, beaches, penguins, whales
2 bedrooms, 3 beds
29 Jul – 3 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Guest suite in Cape Town
Spacious poolside Studio
1 bedroom, 1 queen bed
31 Jul – 5 Aug
4.94 out of 5 average rating, 118 reviews
Top guest favourite
Tiny home in Cape Town
Glencairn Beach Bungalo
1 bedroom, 1 queen bed
20–25 Jul
5.0 out of 5 average rating, 113 reviews
Top guest favourite
Flat in Cape Town
Spotless, Chic Apartment with Sea View
3 bedrooms, 5 beds
18–23 Jul
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Flat in Cape Town
The Olives
1 bedroom, 1 queen bed
3–9 Aug
4.95 out of 5 average rating, 19 reviews
Top guest favourite
Flat in Cape Town
Spacious green oasis in the heart of Kalk Bay
2 bedrooms, 5 beds
19–24 Jul
5.0 out of 5 average rating, 53 reviews
Top guest favourite
Home in Cape Town
Serene Oceanview Retreat in Simon’s Town
3 bedrooms, 3 beds
16–21 Dec
5.0 out of 5 average rating, 12 reviews