
Holiday houses in Simon's Town
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Quick stats about holiday rentals in Simon's Town

Total holiday rentals
Explore 440 holiday rentals in Simon's Town

Nightly prices starting at
Simon's Town holiday rentals start at $35 NZD per night before taxes and fees

Verified guest reviews
Over 15,970 verified reviews to help you choose

Family-friendly holiday rentals
250 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 40 rentals that welcome pets

Holiday rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
220 properties have a dedicated workspace

Wi-Fi availability
420 of Simon's Town holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Simon's Town rentals

4.8 Average rating
Simon's Town stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated holiday rentals in Simon's Town
Guests agree: these stays are highly rated for location, cleanliness and more.

The Lookout - dream, hide, explore
Calling all explorers, dreamers and creatives! Come for a quick retreat or stay to write that book. The lookout was built by owner Rob himself over ten years. There is thought and love behind every little detail. The house isn't perfect, there is raw wood, some things aren't finished, the furniture is vintage and may appear worn but if you look past that, you will find that everything there has its own story and that this house is made for the big things: sunrises, ocean dreaming and full-moons

Cape Point Mountain Getaway - Oceanside Villa
A magnificent historical home surrounded by fynbos, overlooking False Bay with stunning sea views and an imposing mountain backdrop. The villa is located in a nature conservancy. It is completely off the grid: solar energy, water from a mountain stream. This place is for people who want beauty and tranquillity and a getaway experience in a 100% environmentally friendly place right on the urban edge - 8kms from Simonstown. Fully equipped open plan kitchen, exquisite bedrooms and awesome decks.

Apartment with panoramic ocean and mountain views
A minute walk from the beach, this space is ideal for you to recharge and reset. Grab a bit to eat in the picturesque fishing village of Kalk Bay before taking a sunset stroll along the catwalk. With no shortage of activities from a round of golf at the Clovelly Golf Course, spying on the penguins residing at Boulder’s Beach as they go about their business to catching a wave at Muizenberg surfer’s corner. You are perfectly located to take advantage of all the Southern Penisula has to offer.

The Top Deck - central, spacious, stunning views
This airy, open-plan apartment is on the top floor of our home and has one of the best decks and views in Simon´s Town. Located in the lanes above the yacht marina, it’s a 5-minute walk into town and a short drive to beaches, tidal pools and walks. Best for couples, with a full kitchen/scullery, and bedroom suite with an office, dressing room, bathroom and outside shower. An entrance courtyard is perfect for enjoying the sun. We, the owners, live in an apartment downstairs with our pets.

WhaleDance
Our home is on the Historical Mile with panoramic views, just one block up from the Main Road and near all the cafes and eateries Simon's Town offers. Boulders Beach and the famous penguins are an easy 20 minute walk away and Long Beach is 10 minutes away as is the railway station. This is a high quality accommodation, All three bedrooms are en-suite, with spacious and sound-proofed rooms. A well equipped kitchen with an outside deck with South African 'Braai', pool and seating area.

The Sky Cabin Misty Cliffs
Experience one of the most pristine stretches of the south peninsula coastline from our laidback house. The upstairs offers spectacular ocean views with a big open plan bathroom. Downstairs is the perfect setting for dinners around the dining table leading onto the open plan kitchen. The downstairs double bedrooms share a bathroom and the front bedroom has beautiful sea views. While the downstairs deck is great for sundowners. Situated 45 minutes from Cape Town’s city centre.

Breathtaking Mountain & Ocean views in Simons Town
The Loft is situated in Simons Town on the Cape Peninsula, an area of incredible natural beauty & gateway to the Marine Big 5. This spacious loft apartment offers beautiful light accommodation with folding doors leading onto a large private balcony & spectacular views of False Bay. The loft includes an open plan bedroom area, sitting room, fitted kitchen & separate bathroom. Private entrance & parking & is only 5 minutes walk to Simons Town amenities, harbour & beaches close by.

Homes by the sea
Amakhaya by the sea is an entire self contained cottage with its own garden overlooking the shores of False Bay, with picturesque views, whales, penguins & seals it is the perfect place to unwind. Close by are the world renowned Boulder's Beach penguin colony; mountain climbing behind the cottage, access to deep sea fishing, diving and kayaking at Simon's Town Waterfront & Harbor; as well as scenic Cape Point Nature Reserve. Quaint coffee shops & restaurants line the streets.

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.

Seaview Cottage. Walk to Beach and Penguins
This 3 bedroomed, all ensuite, home is located a short 5 minute walk to Windmill Beach. Windmill Beach was recently voted by as one of the top 10 beaches in Cape Town. You can walk a short distance to see the penguins at Boulders Beach. This home is perfect for those who are looking for tranquility but still centrally located for exploring the South Peninsula. This home perfect for the Cape Town staycationers and loved by local and international travellers.

(1 ) Sun Sea Sleep - Simon's Town, Cape Town
ONLY TWO PEOPLE ALLOWED. Private self-catering apartment with one bedroom and on suite bathroom, open plan lounge, kitchen and dining area. Fridge/freezer, induction stove and microwave oven. Complementary shampoo, body lotion, coffee, tea sugar and biscuits. Own Patio. We are situated in picturesque Simon's town, home of the SA navy, 10 minutes drive from the famous Boulders beach, where the African Penguins swim among bathers in the sheltered beach.

180• Sea Views from a Hillside Villa, Solar Power
180 degree fantastic view of False bay Guests have access to all area's of the house If a guest needs any help or information I am there to assist The house is in a quiet, safe, and beautiful area surrounded by beaches. Penguin Beach is five minutes away, and the excellent Lighthouse restaurant in Simonstown is a must-do. Trendy Kalk Bay is a 10-minute drive, and has shops and restaurants. The train is a 10minute walk
Popular amenities for Simon's Town holiday rentals
Other great holiday rentals in Simon's Town

The Coastal Nook, views for days

Blue Waters Beach Villa - Simons Town

Charming seaside house near penguin reserve

Serenity

180°SeaViews•Big Villa• Beaches•Penguins

Coastal tranquility

Chic Heritage Hideaway near the penguins

Spectacular views in Glencairn
When is the best time to visit Simon's Town?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $208 NZD | $193 NZD | $168 NZD | $144 NZD | $135 NZD | $121 NZD | $125 NZD | $132 NZD | $130 NZD | $149 NZD | $151 NZD | $201 NZD |
| Avg. temp | 22°C | 22°C | 21°C | 18°C | 15°C | 13°C | 13°C | 13°C | 15°C | 17°C | 19°C | 21°C |
Destinations to explore
- Rentals with beach access Simon's Town
- Waterfront rentals Simon's Town
- Rentals with breakfast Simon's Town
- Rentals with a beach view Simon's Town
- Rentals with outdoor seating Simon's Town
- Smoking-friendly rentals Simon's Town
- Guesthouse rentals Simon's Town
- Rentals with a patio Simon's Town
- Rentals with a washing machine and dryer Simon's Town
- Private suite rentals Simon's Town
- Villa rentals Simon's Town
- Rentals with a fireplace Simon's Town
- Pet-friendly rentals Simon's Town
- Apartment rentals Simon's Town
- Fitness-friendly rentals Simon's Town
- Rentals with pools Simon's Town
- Bed and breakfasts Simon's Town
- Rentals with a fire pit Simon's Town
- House rentals Simon's Town
- Condo rentals Simon's Town
- Beachfront rentals Simon's Town
- Family-friendly rentals Simon's Town
- Fish Hoek Beach
- GrandWest Casino and Entertainment World
- V & A Waterfront
- Cape Town International Convention Centre
- Boulders Beach
- Green Point Park
- Glencairn Beach
- Bloubergstrand Beach
- Cape Town Stadium
- Cbd
- Muizenberg Beach
- Hout Bay Beach
- Clifton 4th
- Stellenbosch University
- St James Beach
- Atlantic Seaboard Community
- Canal Walk Shopping Centre
- Babylonstoren
- Noordhoek Beach
- District Six Museum
- Jonkershoek Nature Reserve
- Glen Beach
- Long Beach
- Cavalli Estate





