collection overview

Luxury vacation rentals in Simon’s Town, Cape Town

Step into a world where historic charm meets oceanic tranquility with our Simon’s Town Vacation Rentals. Each property in this picturesque naval village offers a unique opportunity to immerse yourself in a rich blend of culture and natural beauty.

  • Historical Elegance: Experience the unique heritage of Simon’s Town with its quaint architecture and storied past.
  • Stunning Marine Views: Revel in breathtaking vistas of the ocean, frequented by playful penguins and majestic whales.
  • Serene Getaway: Enjoy the tranquility of a coastal town, with cozy cafes, antique shops, and serene beaches.

Perfect for those seeking a peaceful retreat with a touch of historical intrigue, our Simon’s Town rentals provide an idyllic escape. Whether it’s a family vacation, a romantic getaway, or a solo adventure, these properties offer a charming and comfortable base for exploring the wonders of the Cape Peninsula.

Embark on a Historic Coastal Adventure. Explore our Simon’s Town Vacation Rentals now for an enchanting experience by the sea!

Explore properties

Victory Way
4 Beds 4 Baths 8 guests
19 Victory Way, Simon's Town, Cape Town, South Africa
Wine House
3 Beds 3 Baths 6 guests
2 Harbour Heights Drive, Simon's Town, Cape Town, South Africa
Boulders Beach Villa
4 Beds 4 Baths 8 guests
Boulders Beach, Simon's Town, Cape Town, South Africa

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