Pet-friendly holiday rentals in Simon's Town

Whale Cove Cottage -Oceans, Whales, Sunrises!

Our Seaside cottage must be very high up for the best views in Cape Town. The place is simple, sweet& cozy but with BBQ & veranda for summer. Endless ocean views (whales and dolphins in winter), always a cooling breeze in summer (or the famous South Easter). The cottage is perfectly located so you can escape the hustle but at the same time are close enough to all attractions that Cape Town has to offer! Please note: there are 50 stairs down to the house and read full description before booking

Outdoor spaces · Pets · Wi-Fi

180°SeaViews•Big Villa• Beaches•Penguins

Price include Airbnb 15.5% fee. Wake up to sweeping ocean views. Villa perched on hillside in Simon’s Town. Easy, well marked, walks to many penguin colonies, & secret wind free beaches. Chef’s kitchen fully equipped. A big balcony with big BBQ. Indoor built-in BBQ fireplace for heating areas/cooking. Gas heaters in all bedrooms. Back up Inverter & solar geyser if electricity disruption. Stable fiber& mesh system. Smart TV in bedrooms. High quality beds & linen Lots activities to suit all ages

Pets · Outdoor spaces · Quiet

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

Pets · Outdoor spaces · Comfort

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!

Pets · Outdoor spaces · Long stay

The Lookout

Although there is no direct road access, the views from the house are exceptional. Parking on Boyes Dr or Capri Rd. A modern, casual two-storey house in St James with panoramic views of False Bay. Enjoy close proximity to Danger Beach, surf spots and the St James & Dalebrook tidal pools. Walk from the house up the mountain or to Kalk Bay harbour, shops & restaurants - or stay at home and enjoy the pool, hot tub & fireplaces. It is private and secluded, ideal for those seeking a getaway.

Pets · Walkability · Value

Beachball B&B

Beachball B&B is located in the heart of the old village of Kalkbay. Set on a cobbled road that ends in a short flight of stairs it is not a thoroughfare. It is within easy walking distance of the tidal pool, the park, numerous restaurants and coffee shops, and the mountain behind with walking trails. The house dates back to 1875 and the unit is an independent wing with its own street access. The station is also close at hand, and there are wonderful shops to explore along the main road.

Pets · Walkability · Long stay

1 min to beach, Cape Town, Scarborough

Cape Town, Scarborough family-friendly beach house. 1 minute to beach! Relaxed & comfy with 3 en suite bedrooms. Fast WIFI. Scarborough is a quite village on the edge of a nature reserve. Perfect for group of friends, families or a romantic escape. Big secure garden, fire pit, 2 large balconies with BBQ, board games, boulle court, fire place, family meals around big table, sun sets, top surfing, walks, relaxation, TV. Deli, coffee shop, 4 restaurants. 24hr inverter battery power source.

Outdoor spaces · Pets · Comfort

Private poolside luxury studio with sea view

Wake up in Blue Skies Studio and look across your private swimming pool to see the sun rise over the ocean. This 72 square meter studio with its outdoor lifestyle has private access, parking on the property and excellent security. It is in the mountains, sheltered from the wind and walking distance from Boulders Beach and the penguins. There's lots to do, but you may not want to leave. It is a perfect haven for a short escape, longer-term retreat or the ideal “Work-from-Home” location.

Outdoor spaces · Walkability · Long stay

Lantern Tides beach bungalow Smitswinkel Bay

This is the newest and best kitted out beach bungalow out of the 26 in the private nature reserve of Smitswinkel Bay, near Cape Point. A perfect barefoot holiday spot for reconnecting. Off grid, with solar powered fridge, gas appliances and candles and solar lamps at night. Built in braai on the deck and cozy wood stove inside. The architect-designed bungalow is spectacular with views from every angle and is beautifully decorated and kitted out. Great swimming and snorkelling!

Walkability · Outdoor spaces · Kitchen

Stunning Ocean View and Sound

Hear breaking waves. Luxurious villa with pool. Breathtaking views. Walk to best blue flag bathing beach in CT. Sheltered private solar heated pool. Bright architect designed home with floor to ceiling sliding doors. Garage. Comfortable hotel style. Inverter Electric Power(new), blackout curtains, cotton sheets, pocket sprung beds, aircon in reception rooms and two bedrooms; fast wi fi ; 75 inch Qled TV - option of wonderful housekeeper. Uber plentiful WINTER Warm aircon heat.

Outdoor spaces · Walkability · Family

Scarborough Loft+Newly renovated + aircon

The recently renovated Scarborough Loft is a stylish, light-filled self-catering apartment with breathtaking sea and mountain views. Ideal for a couple and one child, featuring a queen bed - extra length, and a 3/4 bed in a den. The kitchen is fully equipped and there’s fiber internet with backup during outages. Enjoy two balconies—one facing the ocean, the other the mountains, stunning views throughout. Beaches, restaurants, and hiking trails are all within a short walk.

Walkability · Pets · Check-in

The Lookout at Froggy Farm

Just a few minutes walk from the beautiful False Bay beaches, The Lookout is a mezzanine level house with breathtaking views sitting in a quiet part of Simon's Town. Next to the iconic Froggy Farm, it is just the place for a relaxing stay away from the crowds. With a dedicated work area and 100mbps fibre, it is also perfect for escaping the city yet remaining connected for a peaceful remote working experience. Ideally suited for couples or families with children.

Outdoor spaces · Walkability · Hiking