Pet-friendly vacation rentals in Simon's Town

Renovated 1930s Townhouse with Rooftop Deck

Find space to recharge in an minimalist custom design historic home. Rejuvenate the senses in an aesthetically soothing space with a monochrome theme, a blend of contemporary and classic finishes, original art throughout, and mountain views. The sublime architecture of the house makes this space unique and extremely pleasant to live. The area is super safe and full of awesome restaurants and bars. The square is one of the nicest downtown and it is in an heritage area. The house is also very secure, with alarm, secure gates etc. Guests are allowed to smoke on the terrace, not inside the loft. Guests have exclusive access to all areas of the main house I do not live in the property but I am available when needed The area is most central to all of Cape Town, set amid very hip and historic spots. The neighborhood is home to a number of restaurants, cafes, and shops. The square in front of the house has ample free public parking available for cars. Uber is the quickest, most convenient and affordable way to get around. The nearest hop on, hop off bus stop is 150m from the house. For public transport the nearest MyCity bus stop is 400m from the house. Cleaning and laundry service is available by arrangement The area is most central to all of Cape Town, set amid very hip and historic spots. The neighborhood is home to a large number of restaurants, cafes, and shops.

Walkability · 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

Walkability · Pets · Amenities

Cairnside Studio Apartment

This new studio apartment is situated in the quiet exclusive suburb of Cairnside Simon's Town and enjoys stunning views over False Bay. The apartment has a fully equipped kitchenette with a 2-plate stove with mini oven, along with a combination microwave and Nespresso coffee machine (pods included). Free WiFi (40mps) and 50'' TV with Netflix, Spotify and a sound system. The apartment is SOLAR POWERED so NO ELECTRICITY BLACKOUTS. Close to some excellent eateries, beaches and a tidal pool.

Walkability · Outdoor spaces · Beach

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!

Outdoor spaces · Pets · Long stay

Bird's Nest - Epic Escape above False Bay

It is quite impossible to describe how special this place is. You can spend days here just watching the bay change, spot a whale or the dolphins&breathe in the view Cozy and warm in winter&airy in summer its the perfect hide away all year round. Behind you is just the mountain with fantastic walking trails but the centre with all its attractions is also only 30 min away. Please note that you need to climb 180 stairs & read full description before booking to make sure this house is for you!

Walkability · Condition · Access

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.

Walkability · Pets · Parks

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.

Walkability · Pets · Condition

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 · View

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.

Walkability · Outdoor spaces · Hospitality

Scarborough Loft+Solar

The Scarborough Loft is a stylish, light-filled self-catering apartment with breathtaking sea and mountain views. Ideal for a couple and one child, it features a queen bed and a cozy 3/4 bed in a den. The kitchen is fully equipped with Smeg and Siemens appliances, plus fiber internet and backup battery. Enjoy two balconies—one facing the ocean, the other the mountains, with stunning views throughout. Beaches, restaurants, and hiking trails are all within a short walk.

Outdoor spaces · Walkability · Sleep quality

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.

Walkability · Pets · Indoor spaces

Fabulous Beach House

Beach Bush House is a much-loved Scarborough home, thoughtfully upgraded while preserving its original charm and soul. Set on the edge of the Cape Point National Park, it offers Atlantic views, wide skies and unforgettable sunsets. A new kitchen and bathrooms, immaculate screed floors, beautiful beds and linen make it an easy, relaxed place to land. Peaceful, stylish, and ideal for families or respectful adults - just steps from the beach.

Pets · Walkability · Indoor spaces