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

Guest favourite
Cottage in Simon's Town
Cape Point Mountain Getaway - Stone Cottage
1 bedroom, 3 beds, 1 private bathroom
25–30 Jul
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4.88 out of 5 average rating, 272 reviews
Top guest favourite
Flat in Cape Town
The Top Deck - central, spacious, stunning views
5.0 out of 5 average rating, 9 reviews, 1 bedroom, 1 bed, 1 bathroom
13–18 Jul
Top guest favourite
Apartment in Cape Town
Penguin Haven . Luxury 2 bedroom, Boulders Beach.
4.85 out of 5 average rating, 91 reviews, 2 bedrooms, 3 beds, 2 bathrooms
30 Jul – 4 Aug
Top guest favourite
Apartment in Cape Town
The Coastal Nook, views for days
5.0 out of 5 average rating, 10 reviews, 1 bed, 1 bathroom
14–19 Jul
Top guest favourite
Home in Cape Town
Chic Heritage Hideaway near the penguins
5.0 out of 5 average rating, 21 reviews, 2 bedrooms, 4 beds, 1.5 bathrooms
24–29 Jul
Top guest favourite
Home in Cape Town
Luxury Home Views Fine Fittings & Mod Cons - Meryl
4.96 out of 5 average rating, 137 reviews, 3 bedrooms, 4 beds, 2 bathrooms
11–16 Jul
Guest favourite
Home in Cape Town
Small home on its own plot suitable for long stays
4.98 out of 5 average rating, 47 reviews, 1 bedroom, 1 bed, 1 bathroom
1–7 Oct
Guest favourite
Flat in Cape Town
The Coastal Nest
4.91 out of 5 average rating, 11 reviews, 2 bedrooms, 2 beds, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Home in Cape Town
Heaven on Earth
5.0 out of 5 average rating, 28 reviews, 2 bedrooms, 3 beds, 2 bathrooms
31 Jan – 7 Feb
Top guest favourite
Flat in Cape Town
Spectacular views in Glencairn
4.91 out of 5 average rating, 44 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
12–17 Jul
Guest favourite
Flat in Cape Town
Seaside haven: sunrises, beaches, penguins, whales
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 3 beds, 1 bathroom
15–20 Jul
Top guest favourite
Flat in Cape Town
Stroll to the beach Rooibokkie Studio 2
4.95 out of 5 average rating, 77 reviews, 1 bedroom, 1 bed, 1 bathroom
11–16 Jul
Top guest favourite
Flat in Cape Town
Spotless, Chic Apartment with Sea View
5.0 out of 5 average rating, 18 reviews, 3 bedrooms, 5 beds, 1.5 bathrooms
18–23 Jul
Top guest favourite
Flat in Cape Town
The Olives
4.95 out of 5 average rating, 19 reviews, 1 bedroom, 1 bed, 1 bathroom
14–20 Jul
Top guest favourite
Guest suite in Cape Town
18 Steps - Seaside Cottage with breathtaking views
5.0 out of 5 average rating, 23 reviews, 2 bedrooms, 3 beds, 2 bathrooms
11–16 Jul
Top guest favourite
Flat in Cape Town
Seaview Apartment - Safe with Private Balcony
5.0 out of 5 average rating, 86 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Jul
Flat in Cape Town
The Lookout 3 bedroom home in Fish Hoek
3 bedrooms, 3 beds, 2.5 bathrooms
14–19 Jul
Superhost
Home in Cape Town
Peaceful Simon’s Town Home | Ocean Views & Solar
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 3 beds, 3 bathrooms
22–27 Jul
Top guest favourite
Flat in Cape Town
Modern Apartment | Walk to Waterfront & Beach
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 3 beds, 2 bathrooms
14–19 Aug