Simon's Town holiday lettings

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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Why visit Simon's Town

  • Stunning Beaches: Simon's Town boasts beautiful beaches, perfect for relaxation and family fun.
  • Penguin Colony at Boulders Beach: Visit the famous African penguin colony and enjoy close encounters with these charming birds.
  • Rich Maritime History: Explore the town's fascinating maritime heritage, reflected in its architecture and museums.
  • Picturesque Waterfront: Stroll along the scenic waterfront, soaking in local culture and breathtaking coastal views.
  • Outdoor Activities: Engage in various outdoor pursuits, from hiking to water sports, amidst stunning natural surroundings.

Popular types of accommodation around Simon's Town

Discover the charm of Simon's Town, a picturesque coastal village nestled in the Western Cape of South Africa. Renowned for its stunning waterfront, rich maritime history, and the famous African penguin colony at Boulders Beach, Simon's Town offers a unique blend of attractions. Choose from a variety of holiday accommodation options, including apartments, villas, and houses, ensuring a comfortable stay while you explore this delightful destination.

  • Apartments: The most sought-after option for holiday rentals in Simon's Town, offering convenient living spaces for both couples and families.
  • Villas: A luxurious choice, these spacious properties provide stunning views and ample room for relaxation.
  • Houses: Ideal for those seeking a homely atmosphere, these homes offer privacy and comfort.
  • Cottages: Quaint and charming, these delightful retreats are perfect for a cosy getaway.
  • Condos: Modern and stylish, these units combine comfort with a central location for easy access to attractions.**

Top attractions in and around Simon's Town

Simon's Town in Cape Town, Western Cape, is a charming destination perfect for beach and outdoor family vacations. Visitors can explore stunning beaches, captivating nature reserves, and the scenic coastline. Enjoy leisurely walks along the picturesque waterfront, which offers glimpses of local culture and wildlife. With its blend of natural beauty and family-friendly activities, Simon's Town is an ideal spot for travellers seeking both relaxation and adventure.

  • Boulders Beach: Famous for its resident African penguin colony, Boulders Beach offers a unique opportunity to see these charming birds up close. The beach's sheltered coves and crystal-clear waters create a perfect spot for swimming and sunbathing amidst stunning natural beauty.
  • Hout Bay Beach: A picturesque bay offering stunning scenery and outdoor activities. Visitors can enjoy leisurely walks along the beach, local markets, and breathtaking views of the surrounding mountains.
  • Chapmans Peak: Known for its dramatic cliffs and panoramic views, Chapmans Peak provides adventurous hiking trails and opportunities for scenic drives along the coast, making it a favourite for nature lovers.

Things to do recommended for couples

For a romantic getaway in Simon's Town, consider a scenic ride on the Table Mountain Aerial Cableway, located 27km away. The breathtaking views and adventurous atmosphere make it a perfect experience for couples seeking unforgettable moments together.

Things to do recommended for families

Families can explore the fascinating Boulders Beach, home to a colony of African penguins, or take a scenic train ride along the coast with the False Bay Railway. Don't miss the chance to visit the historic Simon's Town Naval Museum for an educational experience.

Things to do recommended for groups

Explore the charming streets of Simon's Town, visit the historic naval museum, and enjoy a guided tour of the African penguin colony at Boulders Beach. For adventure, consider a scenic hike along the Cape Peninsula or a group boat trip to see local marine life.

*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

If you're travelling with a group, family, pets, or seeking longer stays, it's essential to apply the appropriate filters based on your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Simon's Town with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and many others on Vrbo.
  • Traveling to Simon's Town with young kids: Travelling with young children can be quite demanding. It's important to prioritise their comfort and safety, as well as seek out suitable amenities like a private swimming pool. Additionally, it’s wise to take into account your closeness to attractions that are family-friendly.
  • Taking your pets with you to Simon's Town: For many, a family getaway wouldn’t be the same without their furry companions. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Simon's Town: If you’re in search of holiday rentals with great offers 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 rentals. Don’t forget to consider adding features such as a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay near Simon's Town

Simon's Town, a picturesque seaside gem in Cape Town, Western Cape, is perfect for a relaxing family vacation. Visitors can explore its quaint streets, enjoy stunning coastal views, and take in the charming atmosphere. The town is renowned for its beautiful beaches, delightful dining options, and rich maritime history. With a blend of luxury and seclusion, Simon's Town offers a unique experience, making it an ideal destination for those seeking both adventure and relaxation.

  • Cape Town: As a bustling metropolis, Cape Town is renowned for its stunning landscapes and vibrant culture. Situated a short distance from Simon's Town, this city offers a plethora of outdoor activities, making it perfect for families and business travellers alike. Spend your days exploring the iconic Table Mountain or relaxing on one of the many beautiful beaches, such as Camps Bay or Clifton. For shopping enthusiasts, the V&A Waterfront provides an array of shops, restaurants, and entertainment venues, while golf aficionados can enjoy world-class golf courses in the area. Cape Town is a wonderful blend of natural beauty and urban sophistication.
  • Froggy Farm: Located just 1.6km from Simon's Town, Froggy Farm is a charming neighbourhood that offers a laid-back beach experience. This tranquil area is ideal for those looking to unwind and enjoy the coastal scenery. The nearby beaches are perfect for sunbathing, swimming, or taking leisurely strolls along the shore. Froggy Farm's welcoming atmosphere and proximity to the ocean make it a delightful spot for a peaceful retreat away from the hustle and bustle.
  • Glencairn: Situated around 3km from Simon's Town, Glencairn is a picturesque neighbourhood celebrated for its romantic ambience and outdoor activities. This area boasts stunning beaches that are perfect for family outings or a romantic day by the sea. Glencairn's lovely coastal views and opportunities for water sports, such as kayaking and snorkelling, ensure a memorable experience for visitors. With its charming surroundings and vibrant community, Glencairn is a fantastic destination for relaxation and entertainment.

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 Vrbo is a breeze

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, booking a longer stay can lead to considerable savings. To discover a Vrbo property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient space for you to plan new journeys, manage your existing arrangements, or review your bookings. The properties you’ve saved or reserved are thoughtfully categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

How much does it cost to rent a holiday home in Simon'S Town?
Prices for holiday rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Simon'S Town to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Simon'S Town holiday house rentals?
You can find great discounts on house rentals in Simon'S Town on Vrbo, 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.
Are there any Simon'S Town holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals 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 on Vrbo 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.
Can I find long-stay holiday rentals in Simon'S Town?
A long-stay holiday rental 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
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.
How early should I book a Simon'S Town holiday rental?
Book your Simon'S Town holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
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.
Can I change or cancel my Simon'S Town home rental booking on Vrbo?
To find Simon'S Town holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Simon'S Town holiday rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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