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
12–17 Jul
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4.92 out of 5 average rating, 284 reviews
Top guest favourite
Guest suite in Cape Town
Spacious poolside Studio
1 bedroom, 1 queen bed, 1 bathroom
18–23 Jun
4.94 out of 5 average rating, 118 reviews
Top guest favourite
Flat in Cape Town
The Coastal Nest
2 bedrooms, 2 beds, 1 bathroom
25–30 Jun
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, 1.5 bathrooms
21–26 Jun
5.0 out of 5 average rating, 21 reviews
Flat in Cape Town
Modern Apartment | Walk to Waterfront & Beach
2 bedrooms, 3 beds, 2 bathrooms
26 Jun – 1 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Tiny home in Cape Town
Glencairn Beach Bungalo
1 bedroom, 1 queen bed, 1 bathroom
20–25 Jun
5.0 out of 5 average rating, 112 reviews
Top guest favourite
Flat in Cape Town
The Top Deck - central, spacious, stunning views
1 bedroom, 1 bed, 1 bathroom
13–18 Jul
5.0 out of 5 average rating, 7 reviews
Guest favourite
Flat in Cape Town
Seaside haven: sunrises, beaches, penguins, whales
2 bedrooms, 3 beds, 1 bathroom
19–24 Jun
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Cape Town
Chic Studio in Cairnside Simonstown with Sea Views
1 bedroom, 1 queen bed, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 129 reviews
Top guest favourite
Apartment in Cape Town
Penguin Haven . Luxury 2 bedroom, Boulders Beach.
2 bedrooms, 3 beds, 2 bathrooms
20–25 Jun
4.84 out of 5 average rating, 90 reviews
Top guest favourite
Flat in Cape Town
StoneBrook Apartments - Apartment 3
1 bedroom, 1 queen bed, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 22 reviews
Guest favourite
Flat in Cape Town
Romantic seaside hideaway in charming Kalk Bay
1 bedroom, 1 bed, 1 bathroom
22–27 Jun
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Flat in Cape Town
Cosy Spekboom Studio - Glencairn near Simonstown
1 bedroom, 1 queen bed, 1 bathroom
19–24 Jun
4.98 out of 5 average rating, 50 reviews
Top guest favourite
Flat in Cape Town
Spacious green oasis in the heart of Kalk Bay
2 bedrooms, 5 beds, 1 bathroom
6–11 Jul
5.0 out of 5 average rating, 46 reviews
Top guest favourite
Flat in Cape Town
Newly listed apartment in beautiful Clovelly.
1 bedroom, 1 bed, 1 bathroom
18–23 Jun
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Flat in Cape Town
64 on Clovelly - Studio Suite
1 bedroom, 3 beds, 1 bathroom
19–24 Jun
4.93 out of 5 average rating, 57 reviews
Top guest favourite
Flat in Cape Town
Stroll to the beach Rooibokkie Studio 2
1 bedroom, 1 queen bed, 1 bathroom
22–27 Jun
4.95 out of 5 average rating, 74 reviews
Guest favourite
Flat in Cape Town
7 The Majestic, Kalk Bay
1 bedroom, 1 king bed, 1 bathroom
18–23 Jun
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Flat in Cape Town
The Olives
1 bedroom, 1 queen bed, 1 bathroom
27 Jun – 3 Jul
4.95 out of 5 average rating, 19 reviews