Pet-friendly holiday 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.

Compass Cottage, Betwixt Sea and Mountains

Unwind in this creative quiet, chilled space, close to Boulders Beach, set in the Historical Mile, central Simonstown. Eclectic design, and calming colors are on display throughout the intimate guest suite. A Fully contained space, all you need for a short or long stay. The private deck and garden are a true standout with a quiet reading nook. A minute drive to the secret beach and a two minutes walk to town, central and safe! Please note; this space is for 3 Adults Or 2 Adults and 2 children. Own entrance with security. Your own deck and private garden with deck chairs. As much as they need! I live upstairs... Simonstown is filled with history and old buildings. Loads of cafes, restaurants, cute pubs, boutiques and near the yacht basin and waterfront area, all in walking distance. It's safe, peaceful, and close to the beach. Either hire a car, or Uber, or jump on the Metrorail. Train station 5 minutes away... Will whisk you to all the trendy spots in Kalk Bay and Muizenberg. Hire Bicycles and tour the peninsula The entire cottage and patio garden are non smoking, please respect our rules

Mountain and Sea view apartment 3

This top floor apartment will leave you breathless with the views. Stunning 2 bedroom apartment in the gorgeous tranquil village of Kommetjie in the most beautiful location overlooking the entire length of kommetjie beach and the glorious mountains of Hout bay and Table mountain in the distance. 2 min away from shops,restaurants, deli and a 5 min walk to soft white sandy beach.10 meter sliding doors onto balcony and a private 8 meter pool on balcony.Mountain behind with incredible hiking trails.

Cozy, sunlit garden cottage with mountain views!

We, Rob, Stacey, Isla & our playful dogs Betsy & Benji would love to welcome you to our cozy, sunlit garden cottage. A perfect spot to rest after exploring what Cape Town has to offer. We love the proximity our home has to fun Fish Hoek beach and local shops and are happy to share tips, potentially tours, of the surrounding attractions if guests don't mind Rob's booming personality and improv skills! That said, if peace and quiet is all you're looking for, we are more than happy to accommodate!

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.

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!

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!

Western Wave Apartment - Modern, Surf, Sea views

Modern, fully equipped, private apartment with spectacular elevated views. Large ensuite bathroom, kitchenette and lounge. Sliding doors onto private deck. SOLAR Two minutes to the Lighthouse with boardwalk along the coast. Close to beach and surf. Perfect for couples wanting to relax, enjoy nature and outdoor activities. Multiple surf breaks, hiking trails, birdwatching, mountain bike trails right on your doorstep. There are many great restaurants and pubs within easy walking distance.

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.

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.

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.

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 and with access 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.