
Vacation rentals in Simon's Town
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Top-rated vacation rentals in Simon's Town
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Popular amenities for Simon's Town vacation rentals
Other great vacation rentals in Simon's Town
Top guest favourite

Home in Simon's Town
4.9 out of 5 average rating, 39 reviewsJamiesons hide away
Guest favourite

Home in Simon's Town
4.93 out of 5 average rating, 69 reviewsStunning Simons Town Ocean View Cottage w Inverter
Superhost

Home in Simon's Town
5 out of 5 average rating, 3 reviewsChic Heritage Hideaway near the penguins
Top guest favourite

Guesthouse in Glencairn
4.98 out of 5 average rating, 55 reviewsGleneagle Cottage - Quiet. Comfortable. Practical.
Guest favourite

Apartment in Simon's Town
5 out of 5 average rating, 8 reviewsThe Pearl, Views over Long Beach. Backup power.
Top guest favourite

Apartment in Glencairn
4.98 out of 5 average rating, 42 reviewsSpekboom Studio - Glencairn near Simonstown
Guest favourite

Cottage in Simon's Town
4.95 out of 5 average rating, 80 reviews3 Bedroom Cottage in the heart of Simon’s Town
Guest favourite

Condo in Boulders
4.92 out of 5 average rating, 74 reviewsBoulders Beach Lookout Apartment
Quick stats about vacation rentals in Simon's Town
Total rentals
430 properties
Nightly prices starting at
$28 CAD before taxes and fees
Total number of reviews
15K reviews
Family-friendly rentals
230 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
80 properties have a pool
Destinations to explore
- Rentals with beach access Simon's Town
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- Rentals with a beach view Simon's Town
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- Family-friendly rentals Simon's Town
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- Rentals with breakfast Simon's Town
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- Pet-friendly rentals Simon's Town
- House rentals Simon's Town
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- Condo rentals Simon's Town
- Rentals with a washer and dryer Simon's Town
- Glencairn Beach
- Fish Hoek Beach
- Muizenberg Beach
- Long Beach
- Big Bay Beach
- Boulders Beach
- Clifton 4th
- GrandWest Casino and Entertainment World
- Hout Bay Beach
- Woodbridge Island Beach
- Green Point Park
- Sandy Bay, Cape Town
- St James Beach
- Babylonstoren
- District Six Museum
- Greenmarket Square
- Mojo Market
- Two Oceans Aquarium
- Durbanville Golf Club
- Waterkloof Wine Tasting Lounge
- Noordhoek Beach
- Erinvale Estate Hotel and Spa
- Jonkershoek Nature Reserve
- Steenberg Tasting Room