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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
14–19 Sept
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4.88 out of 5 average rating, 278 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
Flat in Cape Town
Chic Studio in Cairnside Simonstown with Sea Views
1 bedroom, 1 queen bed, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 129 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, 15 reviews
Top guest favourite
Home in Cape Town
Chic Heritage Hideaway near the penguins
2 bedrooms, 4 single beds, 1.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Flat in Cape Town
The Coastal Nest
Individual host
1–6 Oct
4.93 out of 5 average rating, 14 reviews
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
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
Top guest favourite
Flat in Cape Town
Fynbos Apartment
1 bedroom, 1 queen bed, 1 bathroom
17–22 Dec
5.0 out of 5 average rating, 17 reviews
Guest favourite
Flat in Cape Town
Romantic seaside hideaway in charming Kalk Bay
1 bedroom, 1 queen bed, 1 bathroom
12–17 Sept
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Guest house in Cape Town
Gleneagle Cottage - Quiet. Comfortable. Practical.
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
4.98 out of 5 average rating, 60 reviews
Top guest favourite
Flat in Cape Town
Newly listed apartment in beautiful Clovelly.
1 bedroom, 1 bed, 1 bathroom
8–13 Oct
5.0 out of 5 average rating, 25 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
Luxury Home Views Fine Fittings & Mod Cons - Meryl
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.96 out of 5 average rating, 140 reviews
Apartment in Cape Town
Modern ocean view retreat - Glencairn near Kalkbay
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Dec
New place to stay
Guest favourite
Home in Cape Town
Peaceful Simon’s Town Home | Ocean Views & Solar
3 bedrooms, 3 beds, 3 bathrooms
12–17 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Cape Town
Sage Serenity Retreat
3 bedrooms, 5 beds, 1.5 bathrooms
13–18 Sept
4.96 out of 5 average rating, 26 reviews
Guest favourite
Home in Cape Town
The Quinmatro, with pool/garage
3 bedrooms, 3 beds, 3.5 bathrooms
18–23 Sept
5.0 out of 5 average rating, 10 reviews
Guest favourite
Cottage in Cape Town
Salt & Stone. A hidden gem with a BIG view.
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 6 reviews