Simon's Town vacation rentals

We found 142 vacation rentals — enter your dates for availability

Discover a selection of 18 homes, 26 apartments, and other vacation rentals in Simon's Town that are perfect for your trip. Vacation rentals offer the amenities you expect for you and your friends, family, or even pets, such as a garden and pool. You're sure to find a rental for everyone's needs, including places that are non-smoking or accessible.

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Find out more about Simon's Town

Why visit Simon's Town

  • Beautiful Beaches: Enjoy stunning coastal views and relax on the serene beaches, perfect for sunbathing and water activities.
  • Rich History: Discover local heritage at museums and historic sites that showcase Simon's Town's fascinating past.
  • Outdoor Adventures: Engage in various outdoor activities, from hiking to water sports, set against breathtaking landscapes.
  • Charming Neighborhoods: Explore quaint streets filled with shops, cafes, and local art, reflecting the town's unique culture.
  • Family-Friendly Attractions: Experience a range of activities suitable for all ages, making it an ideal vacation spot for families.

Popular types of accommodation around Simon's Town

Vrbo offers a variety of vacation rentals in Simon's Town, perfect for any traveler. Whether you're looking for cozy apartments, spacious houses, or luxurious villas, you'll find the ideal spot for your getaway. Popular options include charming holiday cottages and comfortable flats to rent, accommodating families or groups in stylish bedroom homes. Discover your perfect Simon's Town retreat today.

  • Apartments: The top choice for vacation rentals in Simon's Town, offering a comfortable and convenient home away from home.
  • Houses: Ideal for families or groups, these homes provide spacious living areas and a personal touch.
  • Villas: Luxurious accommodations with stunning views, perfect for an upscale getaway.
  • Cottages: Quaint and cozy, these rentals create an inviting atmosphere for a relaxing stay.
  • Condos: Modern amenities and shared facilities make condos a practical option for travelers.**

Top attractions in and around Simon's Town

Simon's Town is a fantastic destination for outdoor and family vacations, offering a mix of beautiful beaches, rich history, and cultural experiences. Visitors can explore stunning coastal landscapes, delve into local history at museums, and enjoy various outdoor activities. Whether you're traveling with family or friends, Simon's Town provides the perfect backdrop for an unforgettable getaway in Cape Town, Western Cape, South Africa.

  • Boulders Beach: Famous for its unique colonies of African penguins, Boulders Beach offers stunning coastal views and sandy shores, perfect for sunbathing and swimming while enjoying the playful antics of the penguins.
  • Table Mountain National Park: This breathtaking national park provides outdoor adventures such as hiking and rock climbing, along with picturesque scenery that includes stunning views of the ocean and Cape Town from the iconic Table Mountain.
  • Simon's Town Museum: Immerse yourself in the rich maritime history and culture of Simon's Town at this museum, which showcases artifacts, photographs, and exhibits that tell the story of the town's past.

Things to do recommended for couples

For a romantic getaway in Simon's Town, indulge in wine tasting at Steenberg Vineyards, just 8 miles away. Embrace adventure with surfing lessons at Learn 2 Surf, 7 miles from town. Don't miss breathtaking views from the Table Mountain Aerial Cableway, located 17 miles away.

Things to do recommended for families

Your family will love Woolley's Tidal Pool, just 4 miles from Simon's Town. This spot offers a fun outdoor vibe perfect for kids, with plenty of opportunities for swimming and exploring the natural beauty of the area.

Things to do recommended for groups

Enjoy a round of golf at Simon's Town Country Club, shop and unwind at Longbeach Mall, or catch a captivating performance at Kalk Bay Theatre. These activities offer a perfect blend of outdoor fun, shopping, and cultural experiences for your group in Simon's Town.

*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

When you're planning a trip—whether with friends, family, your pets, or for an extended stay—it's important to focus on what matters most to you. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Simon's Town with a group: Think about how many bedrooms you'll require, as well as additional features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily refine your search on Vrbo to include all of these options and more.
  • Traveling to Simon's Town with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Simon's Town: For many families, a vacation isn't truly complete without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Simon's Town: If you're in search of vacation rentals that offer discounts for month-long stays, 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 criteria as well.

Where to stay near Simon's Town

Simon's Town, nestled along the stunning coast of Cape Town, offers a delightful mix of outdoor adventures and family-friendly attractions. Explore its charming neighborhoods, indulge in luxury experiences, and soak in breathtaking sea views. Whether you're seeking a romantic getaway or a relaxing retreat, the area's secluded beaches and vibrant atmosphere make it a perfect destination. Don’t miss the chance to discover the coolest spots around Simon's Town for an unforgettable vacation experience.

  • Cape Town: Cape Town is a vibrant metropolis that serves as the gateway to Simon's Town. Known for its stunning natural beauty, this city offers a wealth of outdoor activities, making it a popular destination for families and business travelers alike. From picturesque beaches to world-class golf courses, Cape Town boasts an array of attractions. Don't miss the iconic Table Mountain, where you can hike or take a cable car for breathtaking views. The bustling V&A Waterfront is perfect for shopping, dining, and entertainment, ensuring a memorable experience for every visitor.
  • Froggy Farm: Located just a mile from Simon's Town, Froggy Farm is a charming neighborhood that promises a delightful escape. Known for its romantic ambiance and outdoor activities, this area is ideal for couples seeking a quiet getaway. Explore the local historic sites and visit the nearby museum to delve into the region's rich history. With access to beautiful beaches and a peaceful environment, Froggy Farm offers an idyllic setting for picnics, walks, or a round of golf at the nearby country club.
  • Glencairn: Situated two miles away from Simon's Town, Glencairn is a picturesque neighborhood that combines outdoor fun with business-friendly amenities. This area features a variety of shopping options, from local boutiques to larger shopping centers, catering to all your retail needs. Glencairn is also home to beautiful family beaches and parks, making it a great spot for relaxation and recreation. Whether you're looking to shop, dine, or unwind by the seaside, Glencairn has something for everyone.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 money on your upcoming trip? Being flexible with your travel dates can be beneficial since prices often fluctuate. Additionally, you can enjoy substantial savings by opting for a longer stay. To discover a Vrbo property that suits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Unlock savings with One Key

When you reserve an eligible Vrbo for your group getaway, you'll receive OneKeyCash on the total amount of your booking. It truly benefits you to be the planner. Become a member of our One Key rewards program to unlock exclusive savings and earn OneKeyCash on qualifying stays. Sign up today and begin earning rewards.

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers an easy-to-use platform for planning your travels. You can create new trips, continue from where you stopped, or review and organize your travel arrangements all in one place. Your saved or booked properties will be neatly organized into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Simon'S Town?
In Simon's Town, vacation houses are the most popular type of rental, with about 10 available throughout the area. These properties typically offer spacious living areas, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups. Many vacation houses also feature outdoor spaces where guests can relax and enjoy the scenic views of False Bay. Additionally, there are several apartments, villas, cottages, and condos that cater to different preferences, often located near the charming waterfront and historical sites such as the Simon's Town Museum and Boulders Beach, famous for its penguin colony.
Are there any beach house rentals in Simon'S Town?
In Simon's Town, there are approximately 54 beach house vacation rentals available, offering a variety of options for travelers. These rentals are typically situated near the picturesque False Bay and are close to key attractions such as Boulders Beach, famous for its penguin colony, and the scenic coastal path along the Cape Peninsula. Most beach houses come equipped with modern amenities, including fully equipped kitchens, spacious living areas, and outdoor terraces or decks that provide stunning views of the ocean. Many properties also feature private gardens and direct beach access, making them ideal for families or groups looking to enjoy the sun and surf in a tranquil setting.
How much does it cost to rent a vacation home in Simon'S Town?
Prices for vacation 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 vacation 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.
What are popular rental amenities in Simon'S Town?
In Simon's Town, popular vacation rental amenities include fully equipped kitchens, allowing guests to prepare their own meals, and coffee or tea makers for a warm beverage any time of day. Many rentals also feature private pools, offering a refreshing escape under the South African sun. For those who enjoy outdoor living, decks or patios are common, providing ideal spots for relaxation or al fresco dining. Additionally, many properties boast stunning ocean views, enhancing the overall experience of this picturesque coastal town.
Are there any family house rentals in Simon'S Town?
In Simon's Town, there are ten family-friendly house rentals available, making it a wonderful choice for families seeking a memorable getaway. This picturesque coastal town is known for its stunning views of False Bay and is close to attractions like the Boulders Beach Penguin Colony, where children can enjoy observing the playful penguins in their natural habitat.

Many of the homes in the area offer spacious living areas, fully equipped kitchens for preparing family meals, and outdoor patios or gardens for kids to play and explore. Additionally, some properties may feature amenities like private pools, BBQ facilities, and cozy lounges, ensuring a comfortable stay for everyone.

For families looking to engage with nature, nearby hiking trails and beaches provide ample opportunities for outdoor activities.
Can I rent a vacation home with a pool or hot tub in Simon'S Town?
In Simon's Town, travelers can find a selection of vacation homes that feature both pools and hot tubs, with around 10 options available. This picturesque coastal town in the Western Cape offers a unique blend of scenic beauty and historical charm. Many properties come with private pools, providing a great spot for relaxation, while hot tubs are often available for a luxurious soak after a day of exploring.

The amenities in these rentals typically include spacious living areas, fully equipped kitchens, and outdoor patios or decks that take advantage of the stunning views of False Bay.
Are there any Simon'S Town vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Simon'S Town with parking available—perfect for families or travelers 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.
Are there pet-friendly vacation rentals in Simon'S Town?
In Simon's Town, travelers can find several pet-friendly vacation rentals that cater to those looking to enjoy a seaside getaway with their furry companions. Many of these rentals are situated close to scenic points of interest, including the stunning beaches and historical sites that Simon's Town is known for. Expect amenities such as fully equipped kitchens, outdoor spaces superb for relaxing, and comfortable living areas that provide a cozy feel during your stay.

The nearby Boulders Beach is a popular highlight, famous for its resident penguin colony, and offers a beautiful sandy stretch where pets are welcome to accompany their owners on walks. Additionally, the scenic coastal paths and hiking trails around the Table Mountain National Park provide excellent opportunities for outdoor adventures with pets.
Can I find long-stay vacation rentals in Simon'S Town?
A long-stay vacation rental in Simon'S Town is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Simon'S Town for a vacation rental?
The best time to visit Simon's Town for a vacation rental is during the peak season from December to February, with January being the most popular month. This period attracts travelers eager to experience the stunning coastal scenery, warm weather, and vibrant local culture. With temperatures typically ranging from the low 60s to the mid-80s Fahrenheit, it's ideal for outdoor activities like hiking, beach outings, and exploring the charming historic town.

During these summer months, Simon's Town buzzes with activity. Visitors can enjoy whale watching, scenic boat trips, and the famous Boulders Beach, where you can get up close with the adorable African penguin colony. The inviting climate and beautiful landscapes make it a great time for sightseeing and connecting with nature.

If you're looking for a more budget-friendly option, consider visiting in May. This month offers a tranquil atmosphere, allowing travelers to explore the area without the crowds.
Are there any remote work vacation rentals in Simon'S Town?
In Simon's Town, Western Cape, there are numerous vacation rentals suitable for remote work, with around 21 options available throughout the area. This charming coastal town, rich in maritime history, offers stunning views of False Bay and the nearby Cape Peninsula. Many of these rentals feature dedicated workspaces, including desks and ergonomic chairs, ensuring a comfortable environment for productivity. High-speed Wi-Fi is commonly provided, allowing for seamless connectivity.

Travelers can expect amenities such as fully equipped kitchens, spacious living areas, and outdoor patios where they can relax after a day of work. Some properties may even offer beautiful ocean views or proximity to local attractions like Boulders Beach, famous for its penguin colony, and the historical Simon's Town waterfront, which is filled with shops and restaurants. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Simon'S Town vacation rental?
Book your Simon'S Town vacation 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 vacation 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?
In Simon's Town, visitors can discover a variety of attractions that highlight the area's natural beauty and rich history. The iconic Boulders Beach is famous for its resident African penguin colony, providing a unique opportunity for wildlife enthusiasts to observe these charming birds in their natural habitat. Nearby, the historic Simon's Town itself features well-preserved historic architecture and the fascinating South African Naval Museum, which delves into the maritime history of the region.

The scenic coastal drive along Chapman's Peak offers breathtaking views of the ocean and rugged cliffs, making it a popular spot for photography and sightseeing. For those interested in outdoor activities, the nearby Cape Point Nature Reserve boasts hiking trails with stunning vistas and a chance to see diverse wildlife, including bontebok and ostriches.
Can I change or cancel my Simon'S Town home rental booking on Vrbo?
To find Simon'S Town vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, 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 organizing 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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