Pet-friendly holiday rentals in Simon's Town

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

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

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!

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

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!

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.

Romantic Studio Apartment above Fish Hoek beach

Perfect for couples, this romantic, brightly decorated apartment has a beach view balcony with table, chairs and a hammock. It also includes an en suite shower and toilet, Queen size bed, living room and a fully equipped kitchenette. We have a solar panel system to circumvent load-shedding. Free carport parking, wi fi and DSTV Compact is included, and there is a laundry service provided at reasonable prices. There are three flights of stairs from street level down to the apartment.

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.

Scarborough Loft

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.

Mount Elsewhere - Nature lover's paradise

Bordering the Table Mountain Nature Reserve and offering spectacular views of Hout Bay, Mount Elsewhere is the perfect stay-over for nature lovers and those who enjoy peace and tranquility. Close to Hout Bay and Llundudno beach and the Constantia Winelands. Fresh sourdough bread baked daily for your enjoyment! Super-fast and uncapped fibre Internet with solar-powered battery backup make this an ideal creative and productive work space.