
Family-friendly holiday rentals in Simon's Town
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Top-rated family-friendly rentals in Simon's Town
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Popular amenities for Simon's Town family-friendly rentals
Family-friendly home rentals with a hot tub

Marina Beach House
Great place! Loved the pedal boat option. Perhaps not so ideal if you have toddlers because the staircase does not have rails. Minor issue really and other than that we had a good stay.

The Lookout
We had a lovely stay at Imraan's! The house and the view were so stunning and that made one almost not want to leave the house at all. We also got great recommendations and communication was also very easy. Thank you!

Modern Contemporary Zen Tree Sparkling Pool
What a wonderful time we had in Alex’s beautiful Higgovale House with its special atmosphere. A home from home we felt immediately at ease. The tropical gardens give the feeling of being in the midst of the jungle - despite being only minutes from the lively Kloof Street with its many restaurants and coffee shops (wine bar/coffee shop/deli Tamboerswinkel deserves a special mention). We felt very safe at night and enjoyed being able to access Cape Town‘s sights quickly. A highlight was our hike to Lions Head - again only a stone throw away from the house. Alex’s great communication throughout our stay was not surprising, given his friendly welcome and advice and whilst we didn’t stay long enough to get to know her, housekeeper Barbara also seemed very friendly and attentive. We will be back!

Hot Tub | Fireplace | GUEST FAV | Braai | Family
We had a wonderful stay. The space was clean, spacious and very comfortable. Laurette was incredibly friendly. Communication was excellent - responsible and informative, without ever feeling overbearing. Highly recommended for anyone looking for a relaxing and well-managed place to stay!

Luxury serviced cottage + heated pool Constantia
Beautiful home and a great space for a family or small group. Located just down the road from botanical gardens in a gorgeous neighborhood. Kitchen had everything we needed. Our group included a couple of small kids so we appreciated that there were plenty of at-home activities when we were not out and about in Cape Town (pool, hot tub, playground, smart TV, books). Wish we could’ve stayed longer — hope to come again!

Family Paradise. Mountain View’s & Kids' Fun
The location for the Tree House is simply fab!!! Views of the mountain from the house and quite centrally located to move around near hout bay, and even V&A was not too far! We’d go back in a heartbeat!

View, beach, comfy accommodation = Perfection
Spacious apartment with everything we needed. Waking up, opening the curtains and watching the sun rise over the sea, whilst sipping a morning coffee was truly special. He best start to the day. A fantastic base to explore from and it was lovely to come back to and relax at the end of the day, felt very homely.

Glen Beach Bungalow Main House
We were fortunate to have booked Glen Villa, as it turned out to be an unforgettable experience. Mary-Louise greeted us with a warm smile, took us on a tour of the villa, and provided us with detailed information about everything it had to offer. The view was breathtaking and simply amazing, as advertised. The villa was spacious and ample, and it was cleaned every day. We were also offered a convenient laundry service on-demand. We want to express our deepest gratitude to Mary-Louise for making our stay so enjoyable. We will definitely be returning to Glen Villa in the future.
Family- and pet-friendly home rentals

Camps Bay The View Villa Gdn apt & Pvt Pool
Great host, great location and accommodation would definitely go back again

Camps Bay Breath of Life - Protea Apartment
⭐️⭐️⭐️⭐️⭐️ An unforgettable stay – highly recommended! Yvette’s place in Cape Town was absolutely amazing! From the moment we arrived, she made us feel incredibly welcome. She’s a warm, thoughtful, and attentive host who went out of her way to ensure we had everything we needed – plus she gave us fantastic local tips that made our trip even more special. The space was spotless, beautifully decorated, and equipped with everything we could possibly need. We especially loved the peaceful atmosphere and the stunning views – enjoying a morning coffee while taking in the scenery was the perfect start to each day. The location is ideal: safe, quiet, and within easy reach of Cape Town’s top attractions, beaches and restaurants. Whether you’re exploring the city or just relaxing, Yvette’s place is the perfect base. We felt completely at home and truly cared for. This stay exceeded all expectations – we can’t wait to come back! Thank you, Yvette, for such a memorable experience!!!

Sunset Reef Guesthouse-
Always a pleasure to stay at Stuart’s place. Thank you kind Sir

Kommetjie Villa, beachfront Estate, 24 hr power
This is right at the top of the list of best AirBnB stays we have ever had. The house is magnificent and the surroundings are breathtaking. It is safe and the hosts are incredible. Cannot recommend highly enough!

Chic Garden Apartment in Vredehoek
I stayed in Dorette's flat for 5 months, and it really did feel like home. The neighbors in the apartment building were very friendly, the flat managed to remain cool during very hot days, the courtyard was very peaceful and private, and Dorette herself was very friendly and very responsive to my questions. I have fallen in love with the Vredehoek area, it is very peaceful (when it isn't windy!) and it was an enjoyable walk to the local grocery store and coffee shop.

White Cottage, Bishopscourt
Daleen's cottage is an absolute gem! Loved it!

The Reservoir, Constantia Winelands
We have just had a month's stay here and could not have been happier with everything - host, accommodation and location. The accommodation was spacious and extremely comfortable and we really felt at home. Spencer is an amazing host - he is on things straight away and is super friendly. The location was excellent - close to Constantia Village with shops and supermarkets and a short walk/drive to the wine farm Uitsig with its many restaurants which have lovely views and a really pretty rose garden. There is also a river walk a short way down the road from Spencer's house ( right turn past the horses) that is very pretty. We loved our long stay here and can highly recommend it to locals and visitors to Cape Town. Ticks all the boxes

Gorgeous Table Mt Heritage Building
This beautiful home, this slice of paradise, in the middle of a woodland-based suburban area where safety is something that is next to godliness. Staying at Taryn's little cozy house was an incredible experience for my wife and I. The fireplace, the crockery, the appliances, the massive bathtub, the feeling of home, the color-coordinated book nook, I could go on forever. This will definitely be an area that we will visit again, and this accommodation is by far the best that we've stayed in throughout the world for its elegance, for its class, for its personal touch, and for its modern simplicity. We cannot stress to you enough that our experience at this beautiful gem located in Cape Town in the gardens was something that we will never forget. Cozy blankets, warm fires, delicious food, and great company. The things that make a home.
Family-friendly home rentals with a pool

Secluded Cottage in a Secret Garden
Very clean and functional space and the hosts were flexible and communicated well.

Kalk Bay - SeaViews. Patio. Pool. Fireplace. Braai
What a great spot with easy access to the beach or pools. In winter, you have the ever changing sea views but due to the recessed position less noise. It was a relaxing sanctuary after our work days and Liz was an attentive hostess, arranging an easier parking for our large car … For those who struggle with mobility there are steps to the well appointed unit.

Solar-Powered 'Garden Cottage' in Upper Constantia
Michelle is a superb host. I felt very lucky to have stayed at the Cottage. Michelle’s clear and easy communications took the stress out of a rushed trip. It’s lovely to have such a welcome and introduction to all the cottage’s facilities( and there are many) The place is immaculate and so very comfortable, one lacks nothing that one would have either at home or travelling. But it’s how gorgeous it all is, that has me struggling to describe it. The garden is fabulous, from the avocado pear tree at the door, to the indigenous plants, from the huge mature trees, to the view from the garden over the mountains and the edge of the ocean. Home made fudge, iced lemon made from lemons from the tree waited for me. Silence at night, no sound at all except the owl at times. I had perfect peace whilst knowing Michelle was at hand if I needed anything. I can’t wait to return and can see that planning future trips will definitely centre round whether the cottage is available.

Lorelei On The Beach
Words cannot describe the location of this property. Literally ON the beach with the most beautiful sunsets. Private and tranquil. Honestly just felt like heaven when on the deck by the pool looking out over this setting. A little jealous that I don’t get to live there. 😉 Absolutely stunning.

Mountain House
One of the most stunning airbnb’s I have stayed in!!! The photos are gorgeous, but in person is even better. The sunsets here are unmatched, the outdoor space is larger than what we imagined, and the inside is cozy with lots of amenities! The tap water is safe to drink and the security to the place was great. The driveway is quite steep but we got our rental car up it no problem! Anthony was fantastic and always answered so fast! He was very kind, friendly, and helpful. Thank you so much!

Cape Point Villa, luxury pool designer villa for6
All perfect thank you - very beautiful home

Zena Cottage: Light, bright, beautiful views.
Candy’s place is everything you need and more to have a wonderful, peaceful and relaxing vacation. Wake up with stunning views in the morning, relax in a peaceful courtyard with a pool, enjoy a relaxing time reading one of the many interesting books available on the shelves in a happy, friendly decorated interior and a large family size table to enjoy a meal. The location is very clean, safe, secure and comfortably within reach of many gorgeous attractions, museums and Cape Town international airport. Candy’s place is a must on your next visit to Cape Town.

Admire Sea Views from a Stunning Apartment by Clifton Beach
Breathtakingly beautiful! Absolutely 5 star in every respect. Nick was also really helpful, friendly and responsive. I highly recommend.
Quick stats about holiday rentals that are family-friendly in Simon's Town
Total rentals
240 properties
Nightly prices starting at
$52 SGD before taxes and fees
Total number of reviews
6.4K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
60 properties have a pool
Rentals with dedicated workspaces
130 properties have a dedicated workspace
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- Glencairn Beach
- Fish Hoek Beach
- Big Bay Beach
- Long Beach
- Muizenberg Beach
- Clifton 4th
- Boulders Beach
- Hout Bay Beach
- Sandy Bay, Cape Town
- GrandWest Casino and Entertainment World
- Woodbridge Island Beach
- Groot Constantia-Trust
- St James Beach
- Babylonstoren
- Bellville Golf Club
- Noordhoek Beach
- Erinvale Estate Hotel and Spa
- Two Oceans Aquarium
- Steenberg Tasting Room
- Mojo Market
- Toboggan Family Park (Pty) Ltd., t/a Cool Runnings
- Jonkershoek Nature Reserve
- Idiom Restaurant & Idiom Wine Tasting Centre
- Waterkloof Wine Tasting Lounge