Simon's Town holiday rentals

We found 121 holiday rentals — enter your dates for availability

Discover a selection of 24 homes, 14 apartments and other holiday rentals in Simon's Town that are perfect for your trip. Holiday rentals offer the best amenities for you and your friends, family or even pets, such as parking and a fireplace. You'll be sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.
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  • All the privacy of home

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Why visit Simon's Town

  • Coastal Beauty: Simon’s Town captivates visitors with its stunning beaches and scenic waterfront views, perfect for leisurely walks and romantic sunsets.
  • Maritime Heritage: Immerse yourself in the town’s rich naval history through its local museum and preserved historical sites.
  • Charming Streets: Wander through colourful streets that reflect a deep cultural heritage and vibrant local life.
  • Natural Reserves: Explore nearby reserve areas offering serene nature trails and abundant wildlife, ideal for outdoor enthusiasts.
  • Welcoming Atmosphere: Experience the warm hospitality of locals, making every visit to Simon’s Town truly memorable.

Popular types of accommodation around Simon's Town

Welcome to Simon's Town, a charming coastal gem nestled in Cape Town's Western Cape. Known for its stunning beaches and rich maritime history, this picturesque neighbourhood offers a variety of friendly accommodation options, including apartments, villas, and private holiday homes. Explore the delightful local attractions, from the famous penguin colony to scenic waterfront views, ensuring a memorable stay in this vibrant town. Choose your ideal holiday rental and immerse yourself in the beauty of Simon's Town.

  • Apartments: A favourite choice for visitors, these self-contained spaces offer comfort and convenience with easy access to local attractions.
  • Villas: These spacious and luxurious homes provide an exclusive retreat, perfect for families or groups seeking privacy and elegance.
  • Private Holiday Homes: Ideal for those wanting a home-like atmosphere, these properties often come with unique character and personal touches.
  • Cottages: Quaint and charming, these smaller dwellings offer a cosy escape, often nestled in scenic surroundings.
  • Condos: Modern and stylish, these units typically feature shared amenities and are great for those who enjoy a vibrant community feel.**

Top attractions in and around Simon's Town

Simon's Town offers a delightful coastal escape with its inviting beaches and charming outdoor experiences. Ideal for families and solo travellers alike, the town boasts scenic walks and a rich cultural heritage, making it perfect for those who appreciate nature and the great outdoors. Enjoy the serene cape atmosphere and explore the local reserve preserves, where every step reveals a piece of the town's unique charm.

  • Boulders Beach: Nestled in Simon's Town, this beach offers a unique blend of seaside serenity and wildlife encounters, with its famous resident penguins and pristine sands.
  • Hout Bay Beach: A scenic bay 18km from Simon's Town, where visitors enjoy expansive ocean views and a relaxed coastal atmosphere.
  • Chapmans Peak: Located 14km from Simon's Town, this mountain delivers thrilling adventures, breathtaking vistas, and a chance to connect with nature.

Things to do recommended for couples

For a romantic escape in Simon's Town, take a scenic ride on the Table Mountain Aerial Cableway, located 27km away. Enjoy breathtaking views together and embrace the adventure amidst stunning landscapes, perfect for couples seeking unforgettable memories.

Things to do recommended for families

Families visiting Simon's Town can explore the delightful Boulders Beach to see the charming African penguins, enjoy a scenic train ride on the Cape Town Railway, and visit the fascinating South African Naval Museum for an educational yet enjoyable experience.

Things to do recommended for groups

Explore the stunning Boulders Beach to see the African penguin colony, or embark on a scenic boat trip to Seal Island. For a unique experience, consider a guided hike along the picturesque Cape of Good Hope trail.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Simon's Town

Whether you're travelling with a group, as a family, with your pets, or in search of extended stays, be sure to refine your search using the appropriate filters. Here are some Stayz booking tips for you.

  • Traveling to Simon's Town with a group: Think about how many bedrooms you require, as well as any amenities like a fully equipped kitchen or outdoor space for group gatherings. Luckily, you can easily filter for all these options and more on Stayz.
  • Traveling to Simon's Town with young kids: Traveling with young children can be demanding. It is essential to prioritise their comfort and safety, as well as ensure the availability of age-appropriate facilities, such as a private swimming pool. Additionally, it is advisable to consider your closeness to attractions that cater to families.
  • Taking your pets with you to Simon's Town: For many, a family holiday wouldn't feel complete without their beloved pet by their side. If this resonates with you, explore Stayz properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Simon's Town: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to include additional amenities in your search, such as a parking space, a well-equipped kitchen, or a private pool.

Where to stay near Simon's Town

Simon's Town offers a delightful blend of history and breathtaking coastal scenery, making it an ideal destination for families and couples alike. Explore the charming streets lined with colourful buildings, visit the fascinating naval museum, or enjoy a leisurely day at the beach. The warm hospitality of the locals enhances your experience, while the stunning views and opportunities for outdoor adventures create a serene and romantic atmosphere perfect for a memorable holiday.

  • Cape Town: Cape Town is a bustling metropolis where Simon's Town is nestled, offering a mix of outdoor adventures, family-friendly outings and business-themed experiences. The city serves as a gateway to a wealth of attractions, including vibrant shopping areas, well-maintained golf courses, and the scenic mountain backdrop. With its proximity to beautiful beaches, including family-friendly stretches of sand, Cape Town provides a diverse travel experience where urban sophistication meets natural beauty.
  • Froggy Farm: Froggy Farm is a charming neighbourhood located 2km away from Simon's Town. This locale is celebrated for its delightful beach experiences, making it a perfect destination for those seeking coastal relaxation. The nearby beach offers a serene setting for leisurely strolls or invigorating outdoor activities, adding a laid-back coastal vibe to your holiday explorations.
  • Glencairn: Glencairn, situated 3km from Simon's Town, is an inviting neighbourhood noted for its romantic ambience, entertainment-themed attractions and outdoor pursuits. Visitors can enjoy the allure of the nearby beach and family-friendly beach areas, making it an ideal spot for couples or groups seeking both relaxation and a touch of excitement in a picturesque coastal setting.

Best time to go to Simon's Town

If you're planning a trip to Simon's Town, it's a good idea to check both the weather and property rates. The warmest months are January and February. Peak season runs in March and December to January, while off-peak times, like May to June and August tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January70.7°F (21.5°C)No Rain (Dry)SunnySlightly HighSlightly High
February70.7°F (21.5°C)No Rain (Dry)SunnyAverageSlightly High
March68.5°F (20.3°C)No Rain (Dry)SunnySlightly HighAverage
April64.6°F (18.1°C)No Rain (Dry)SunnyAverageAverage
May60.4°F (15.8°C)Light RainMostly SunnySlightly LowSlightly Low
June57.0°F (13.9°C)Light RainMostly SunnySlightly LowSlightly Low
July55.4°F (13.0°C)Light RainMostly SunnyAverageAverage
August55.8°F (13.2°C)Light RainMostly SunnySlightly LowAverage
September57.7°F (14.3°C)No Rain (Dry)Mostly SunnyAverageSlightly Low
October62.1°F (16.7°C)No Rain (Dry)Mostly SunnyAverageAverage
November64.6°F (18.1°C)No Rain (Dry)SunnyAverageAverage
December68.2°F (20.1°C)No Rain (Dry)SunnySlightly HighSlightly High

Booking with Stayz is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, opting for a longer stay can often result in significant savings. To discover the ideal Stayz property that suits your budget, utilise our filters to search by price, location, and type of holiday rental.

Stayz Trips: Planning as easy as it gets

Stayz's Trip Board offers a user-friendly area to plan new trips, resume your previous arrangements, or review and organise your travel plans. You'll discover the properties you've saved or booked neatly organised under Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday home accommodation in Simons Town?
The most desirable types of holiday homes in Simons Town are houses. Prefer something different? Stayz has plenty of options to match the needs of our guests, so you'll see properties in lots of shapes and sizes. The ideal home away from home is waiting for you — get hold of yours today.
How much does it cost to rent a holiday home in Simons Town?
Property type, season and length of stay are some of the things that can affect the price of a holiday home. Simply add your travel dates to find your perfect escape. From homey country cottages to expansive luxury villas, all Stayz holiday homes provide unbeatable value.
How much does it cost to rent a beach house in Simons Town?
When you travel and the size and style of the property will determine the cost of your beachside holiday home. Put in your Simons Town travel dates to view your options on Stayz. Can't live without a hot tub, or maybe a private pool? Use our filters to choose the amenities and features you want in your home.
Are there pet-friendly holiday homes in Simons Town?
Pack a squeezy toy and a bone for your pup because Simons Town has 10 holiday homes that put out the welcome mat to pets. Let your furriest friend have fun with the family at one of our pet-friendly holiday homes on Stayz. Simply enter your dates then check our "Pets allowed" filter box.
Can I rent a house with a pool in Simons Town?
Pack your swimwear and pool noodle, because there are three houses with a private pool in Simons Town. Make a booking at one of these superb holiday homes and let every day be a pool day. Simply enter your travel dates into Stayz, then check the "pool" filter to find the ideal place for a splashing good time!
What are popular home amenities in Simons Town?
When it comes to home amenities that people are searching for in Simons Town, a garden, a barbecue grill and a beach view are the most popular. With Stayz holiday homes, there are choices to fit your taste and style, whether you're taking a trip with your partner, your family or even pets.
Are there large group holiday homes in Simons Town?
There are three holiday homes in Simons Town that can host a group of 10 or more people. Whether you're organising time away with extended family or a celebration like an anniversary, there's plenty of space to get your favourite people together under the same roof.
Are there holiday homes in Simons Town that welcome kids?
Simons Town has 10 family-friendly holiday homes to choose from. And finding a stay that welcomes children is easy with Stayz's "Properties good for families" filter. In addition to having the entire place to yourselves, you'll also get access to amenities and perks like dining rooms, pools and kitchens.
What are the top attractions for families in Simons Town?
Keep your kids occupied at these top family-friendly attractions in Simons Town:

  • Boulders Beach
  • Kalk Bay Beach
  • Scarborough Beach

Can I find two-bedroom holiday homes in Simons Town?
Take off with your besties and enjoy a relaxing escape in one of the two two-bedroom holiday homes Simons Town has to offer.
How can I find holiday homes with air conditioning in Simons Town?
Simons Town has four holiday homes where you can wind down in air-conditioned comfort. To book a stay on Stayz that provides this perk, choose your travel dates and use the handy filters to select the "air conditioning" box.
How old do you have to be to rent a holiday home in Simons Town?
It's advisable to check with the Simons Town holiday home you're considering on Stayz as the minimum age differs. However, typically it's 16, 18 or 21.
How long can I rent a holiday home in Simons Town for?
The amount of time you can stay in a Simons Town holiday home for depends on the property. Just put in your dates of travel to browse available options that offer long-term stays. They include everything you need to make your extended trip more comfortable such as kitchens and air conditioning. Some Stayz holiday properties may also offer weekly or monthly discounted prices, so you can stick around for longer for less.