
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

Apartment in Glencairn
5 out of 5 average rating, 12 reviewsNew sea-side penthouse studio with panoramic views
Top guest favourite

Cabin in Scarborough
4.98 out of 5 average rating, 43 reviewsShamayim Katan (Little Heaven)
Guest favourite

Apartment in Simon's Town
4.94 out of 5 average rating, 52 reviewsCoastal tranquility
Superhost

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

Apartment in Glencairn
5 out of 5 average rating, 4 reviewsLuxury Ocean-front 1BR Apartment at Harbour Bay
Guest favourite

Condo in Simon's Town
4.97 out of 5 average rating, 35 reviewsLight & spacious apartment with panoramic seaviews
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

Apartment in Glencairn
4.96 out of 5 average rating, 79 reviewsThe Lookout - dream, hide, explore!
Quick stats about vacation rentals in Simon's Town
Total rentals
430 properties
Nightly prices starting at
$14 CAD before taxes and fees
Total number of reviews
14K reviews
Family-friendly rentals
230 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
80 properties have a pool
Destinations to explore
- House rentals Simon's Town
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- Smoking-friendly rentals Simon's Town
- Rentals with a fireplace Simon's Town
- Rentals with pools Simon's Town
- Rentals with breakfast Simon's Town
- Rentals with a beach view Simon's Town
- Rentals with a firepit Simon's Town
- Fitness-friendly rentals Simon's Town
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- Rentals with beach access Simon's Town
- Guesthouse rentals Simon's Town
- Condo rentals Simon's Town
- Pet-friendly rentals Simon's Town
- Rentals with a washer and dryer Simon's Town
- Rentals with a patio Simon's Town
- Beachfront rentals Simon's Town
- Family-friendly rentals Simon's Town
- Glencairn Beach
- Fish Hoek Beach
- Muizenberg Beach
- Long Beach
- Big Bay Beach
- Clifton 4th
- Boulders Beach
- GrandWest Casino and Entertainment World
- Hout Bay Beach
- Sandy Bay, Cape Town
- Woodbridge Island Beach
- Green Point Park
- St James Beach
- Babylonstoren
- District Six Museum
- Somerset West
- Two Oceans Aquarium
- Mojo Market
- Greenmarket Square
- Westlake Golf Club
- Erinvale Estate Hotel and Spa
- Durbanville Golf Club
- Noordhoek Beach
- Jonkershoek Nature Reserve