Simon's Town holiday homes

We found 130 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.

  • Peace of mind

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  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why visit Simon's Town

  • Coastal charm: Enjoy scenic harbour views and picturesque beaches perfect for relaxation and family fun.
  • Penguin colony: Discover the renowned penguin colony, a unique wildlife experience right in Simon's Town.
  • Rich naval history: Explore the local museum to delve into Simon's Town's fascinating naval heritage.
  • Nature reserves: Wander through nearby reserves offering breathtaking outdoor adventures.
  • Quaint streets: Stroll along charming streets that capture the relaxed, seaside town vibe.

Top attractions in and around Simon's Town

Simon's Town, nestled in Cape Town's Western Cape, is a delightful destination perfect for beach lovers and families. Visitors can enjoy stunning coastal walks, explore local culture, and relax on picturesque beaches. Don’t miss the opportunity to discover the nearby nature reserves, which offer outdoor experiences amidst breathtaking scenery. Whether you're wandering through the charming streets or soaking up the sun, Simon's Town promises a memorable holiday experience.

  • Boulders Beach: Famous for its resident African penguin colony, Boulders Beach offers stunning views and unique beach vibes. You can swim alongside these charming creatures in crystal-clear waters, making it a memorable experience.
  • Hout Bay Beach: Although a short drive away, Hout Bay Beach features breathtaking scenery and outdoor activities. Ideal for a relaxing day, you can enjoy the picturesque views of the surrounding mountains.
  • Chapmans Peak: Renowned for its dramatic landscapes, Chapmans Peak is perfect for adventure seekers, offering hiking trails with stunning vistas of the coast and sea.

Things to do recommended for couples

If you're seeking romance in Simon's Town, take a scenic ride on the Table Mountain Aerial Cableway, just 27km away. Enjoy breathtaking views and a shared adventure that will create lasting memories. Don't forget to explore the charming local cafés for a taste of South African hospitality.

Things to do recommended for families

Families visiting Simon's Town will delight in exploring local harbour tours, scenic coastal walks, and penguin encounters at Boulders Beach. Enjoy a relaxed day at the seaside, sampling fresh seafood and immersing in South African hospitality.

Things to do recommended for groups

Groups in Simon's Town can enjoy local wildlife encounters at Boulders Beach and savour Cape Malay cuisine at vibrant local eateries, all while exploring the scenic coastal beauty and rich maritime heritage of the area.

*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 journeying with a group, travelling as a family, bringing your pets along, or searching for extended stays, ensure you set the appropriate filters. Here are some 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. Luckily, you can easily filter for these options and much more on Vrbo.
  • Traveling to Simon's Town with young kids: Traveling with young ones can be a challenge. You must prioritise their comfort and safety, along with ensuring the availability of age-appropriate facilities, such as a private pool. It’s also wise to consider how close you are to attractions that are family-friendly.
  • Taking your pets with you to Simon's Town: For many, a family holiday isn’t complete without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly properties offer feeding bowls and beds, ensuring everyone feels right at home.
  • Planning for a long term stay visiting Simon's Town: If you’re in search of holiday rentals with special offers for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Simon's Town

Simon's Town, a charming seaside town in Cape Town, offers a perfect blend of scenic beauty and outdoor adventures. Stroll along its picturesque harbour, visit the renowned penguin colony, or explore the rich naval history at the local museum. With its relaxed atmosphere, Simon's Town is ideal for families seeking fun by the beach or couples looking for a romantic getaway amidst stunning coastal views. Enjoy the luxury of tranquil surroundings while immersing yourself in this quaint gem of the Western Cape.

  • Cape Town: Cape Town is a vibrant metropolis known for its stunning landscapes and rich cultural heritage. Situated approximately 30 kilometres from Simon's Town, it serves as a gateway to a plethora of outdoor adventures and family-friendly experiences. Visitors can explore the iconic Table Mountain, indulge in shopping at the V&A Waterfront, and unwind on beautiful beaches. The city's mix of urban life and natural beauty offers activities for everyone, including golf enthusiasts and those seeking to experience local wildlife. Cape Town's diverse neighbourhoods and attractions make it a must-visit destination during your holiday.
  • Froggy Farm: Froggy Farm is a charming neighbourhood located just 2km from Simon's Town, perfect for those looking to enjoy a laid-back beach experience. Renowned for its proximity to scenic beaches, this area offers a tranquil retreat amid nature, ideal for leisurely walks or relaxing by the sea. The local atmosphere is welcoming, making it an excellent spot for families and nature lovers alike. With its simple yet delightful offerings, Froggy Farm provides a lovely escape from the busier tourist areas.
  • Glencairn: Glencairn, situated 3km from Simon's Town, is a picturesque neighbourhood known for its romantic ambiance and outdoor activities. The area features stunning beaches, perfect for family outings and seaside picnics. Glencairn is also a great spot for entertainment, with various local events and attractions that highlight the region's vibrant culture. Whether you’re looking to enjoy the sun, take a scenic walk along the beach, or simply relax with loved ones, Glencairn promises a delightful experience for all visitors.

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.

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

Booking with Vrbo is a breeze

If you're keen on saving for your next getaway, consider keeping your travel dates flexible, as prices can fluctuate. Enjoy substantial savings by opting for a longer stay. To find a Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo's clever Trip Board offers you a dedicated space to plan new adventures, pick up from where you last left off, or organise your travel arrangements. You can easily access the properties you've saved and booked previously under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.bookabach.co.nz/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 Bookabach?
Bookabach 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?
Bookabach 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 Bookabach, 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 Bookabach?
To find Simon's Town holiday rentals with free cancellation, just use Bookabach'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, Bookabach 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 Bookabach?
Bookabach'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 Bookabach 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. Bookabach offers something for every taste and budget, from affordable homes in Simon's Town to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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 Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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 Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach 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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