Simon's Town holiday rentals

We found 126 holiday rentals — enter your dates for availability
Discover a selection of 23 homes, 15 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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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

When is the best time to visit Simon'S Town for a holiday rental?
The best time to visit Simon's Town for a holiday rental is during the peak season from December to February, with January being particularly popular among travellers. This vibrant summer period invites visitors to explore the stunning coastline, enjoy outdoor activities, and soak up the sun. The warm weather, with temperatures averaging between 20 to 30 degrees Celsius, creates the superb environment for a range of activities, from hiking in the nearby Table Mountain National Park to enjoying the picturesque beaches.January sees a lively option in Simon's Town, with both locals and tourists flocking to the area to experience its unique charm. Visitors can indulge in delightful seaside dining, engage with friendly locals, and take part in various events and festivals that highlight the region's rich culture.For those seeking a more budget-friendly option, consider visiting in May, when the crowds thin out and you can still enjoy the beauty of the coast without the busyness of peak season. The autumn backdrop offers a quieter experience, allowing you to appreciate the scenic landscapes at a leisurely pace.
What are the top attractions in Simon'S Town, Western Cape, South Africa?
In Simon's Town, visitors can enjoy a variety of attractions that showcase the area's rich maritime history and stunning natural beauty. The South African Navy Museum offers insights into the naval history of the region, situated conveniently near the picturesque Simon's Town harbour. Holiday rentals in this area typically provide easy access to the charming waterfront, where visitors can find a range of restaurants and shops.Boulders Beach, famous for its resident African penguin colony, is a must-visit and is just a short drive from the town centre. Here, you can relax on the sandy beach while observing the playful penguins in their natural habitat.Another highlight is the scenic coastal drive along the Cape Peninsula, which offers breathtaking views and access to hiking trails in the nearby Cape Point Nature Reserve. This reserve is known for its diverse flora and fauna, as well as the iconic lighthouse at Cape Point, making it a popular spot for those seeking outdoor adventures.
Are all fees included in the Simon's Town holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Simon's Town holiday homes with parking?
Stayz offers a wide selection of holiday homes in Simon's Town with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Simon's Town holiday homes?
You can find great discounts on holiday homes in Simon's Town on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Simon's Town holiday home booking on Stayz?
To find Simon's Town holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Simon's Town?
A long-stay holiday home in Simon's Town is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Simon's Town holiday home?
Book your Simon's Town holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Simon's Town?
Prices for holiday homes in Simon's Town vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Simon's Town to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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