Vacation rentals in Simon's Town

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Top-rated vacation rentals in Simon's Town

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Guest favorite

Home in Sea Point

4.94 out of 5 average rating, 62 reviews

Stunning Town House (With Inverter)

3 Bedroom designer home, with pool. Mediterranean inspired beach house. Come relax in this calm, stylish space. Walk to the beach and best restaurants in Cape Town. Bordering Bantry bay. Perfectly located. In a peaceful wind free pocket of Cape Town. No power cuts! Completely off grid! Sunny and light with breathtaking views of Lions head and sunset skies from the balcony. Top end appliances and furniture plus off street parking. Top security. Perfect for your next vacation in Cape Town.

Top guest favorite

Apartment in Kommetjie

4.94 out of 5 average rating, 352 reviews

Mountain and Sea view apartment 1

Hi we have a lovely fully equipped and completely private apartment with own entrance in the stunning sea side village of Kommetjie.Open plan kitchen/lounge leads to your own private pool,deck,BBQ area all overlooking the stunning white beaches / mountains .Free WIFI,Satelite TV. extra beds/cots for Kids. King size bed in main bedroom along with freestanding bath/shower both with the most gorgeous sea views. Enjoy the sunrise and glorious sunsets both from private deck and pool area . Thanks

Guest favorite

Bungalow in Cape Town

4.94 out of 5 average rating, 175 reviews

The Lobster Pot - Simons Town Holiday Cottage

The Lobster Pot is an old family cottage that has been the location of many a memorable holidays down at the sea, snorkeling in the marine reserve, paddling around the rocky islands and going for hikes up the mountain. The Lobster Pot is a cosy little wooden cottage that is perfect for summer and winter, boasting beautiful views of False Bay and surrounding Cape point vista. The Lobster Pot is 5 Km out of Simonstown, between Bolders beach,penguin colony, and Cape Point. Come make memories!

Top guest favorite

Apartment in Bloubergstrand

5 out of 5 average rating, 24 reviews

The Cape Muse @ Sunset on Hill Beachfront Apt

Enjoy this stylishly decorated & fully-fitted self-catering beachfront apartment, situated in Bloubergstrand. Centrally located, within walking distance to the beach and restaurants, and a short drive to the Cape's finest Wineland's, this sunny apartment offers spectacular views of Table Mountain, Lions Head, Robben Island and the Atlantic Ocean! Jaw-dropping sunsets set the scene for a holiday perfect for the kiting enthusiast, and those wanting to explore the Cape in all its splendour!

Guest favorite

Apartment in Camps Bay

4.98 out of 5 average rating, 59 reviews

Stylish Penthouse apt with mountain & ocean views

This tastefully decorated 2 bedroom, 2 bathroom apartment flows stylishly through from the front balcony entrance, kitchen and living room through to a private balcony overlooking the ocean. The balcony is perfect for a morning coffee, an evening sundowner and al fresco dining.....all whilst enjoying a stunning ocean view. The complex is in a quiet residential area, has well kept communal gardens, 2 pristine swimming pools, sun loungers and BBQ facilities all for your enjoyment.

Guest favorite

Apartment in Kalk Bay

4.84 out of 5 average rating, 116 reviews

Star Fish Cottage Kalk Bay

Star Fish is a gorgeous apartment situated in the charming village of Kalk Bay. It is the perfect place to relax and unwind and explore the magic of the beaches, tidal pools, restaurants, cafes, theatres, boutiques and hiking trails, all of which are within walking distance. This open plan apartment is light and airy and equipped with everything you will need during your stay. Price quoted is for 2 people in 1 room. Should you require place for 4 , please send us a request.

Guest favorite

Apartment in Sea Point

5 out of 5 average rating, 9 reviews

Newly renovated, central, ocean- and mountain view

NOTE: construction site next to our building, possible daytime noise from 13 Jan onwards! CPTstays presents: 🌟 10/10 location: steps from vibrant Regent Rd and ocean 🏡 Secure block with sea views and fully openable balcony doors 🛏️ 2 Bedrooms: brand-new Simmons XL beds 🛁 Comfort: modern bathroom, fully equipped kitchen 💻 Fast WiFi (75 Mbps) + desk w/ screen, kb/mouse 🧺 Barista coffee machine, washer, dryer, and dishwasher 🤝 Personal checkin & always close by!

Superhost

Apartment in Cape Town

4.81 out of 5 average rating, 63 reviews

Backup-Powered Balcony Apartment

This one bedroom/studio has been designed with an open concept that creates seamless flow throughout, with stylish furnishings and splashes of colour. Watching the mesmerizing Cape Town City centre come alive, preparing a meal in the streamlined kitchen or putting your shoes on exploring Bree Street that is Cape Town’s hottest culinary destination and social spot. Walk down the bustling strip to discover a host of trendy restaurants, cafes, art galleries and shops.

Guest favorite

Townhouse in Sea Point

4.9 out of 5 average rating, 92 reviews

Exclusively Charming Sanitized Cottage, near Promenade

Share a bottle of wine at sunset on a private patio in the shade of a retractable awning. A casual seaside ambiance is created indoors by softwood floors, inviting couches, and fresh blue-and-white decor. Located in quiet street in Sea Point, a Cosmopolitan suburb on the Atlantic seaboard. Easy walking distance to beaches, swimming pool, promenade where you can walk, jog, sight see, ride bikes, or sit and enjoy a breakfast or coffee at nearby restaurants.

Top guest favorite

Cottage in Simons Town

4.97 out of 5 average rating, 62 reviews

Romantic Cottage For A Lazy Sunny Fun Holiday

Expansive views at delightful cottage in secure 5 cluster village. Tastefully decorated with lots of outside areas in the sun or shade. **Solar power to assist with some devices during loadshedding. Close to Boulders Beach penguins. But long walk to shops and restaurants. About 2km. You'll need a car for convenience. Note* You are booking a self-catering place with a refresh for stays longer than a week. Enquire about housekeeping when booking.

Superhost

Apartment in Kalk Bay

4.87 out of 5 average rating, 106 reviews

Spacious, Modern Cottage between Mountains and Sea

The Homestead Cottage is right in the heart of the wonderful fishing village of Kalk Bay. The best place to be on holiday, be part of the vibe, enjoy the restaurants and do some shopping and explore Cape Town. The cottage is tastefully decorated and spacious. It will appeal to couples who love the sea, mountains and great coffee.

Top guest favorite

Apartment in Table View

5 out of 5 average rating, 15 reviews

Beautiful 2 bed on the beach, a walk to shops

A kite surfer or beachgoers paradise; this apartment is moments from a world class beach with unbeatable views of the sunset and table mountain. With high quality furnishings with the touch of a professional interior designer this is the perfect spot for a few days at the cape or a longer kite surfing vacation.