Simon's Town holiday homes

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.
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • 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

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? Bookabach 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 Bookabach 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 Bookabach. 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 Bookabach. 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 Bookabach, 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 Bookabach 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 Bookabach'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 Bookabach 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 Bookabach 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 Bookabach holiday properties may also offer weekly or monthly discounted prices, so you can stick around for longer for less.