
Vacation rentals with a pool in Simon's Town
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Top-rated rentals with a pool in Simon's Town
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Popular amenities for Simon's Town rentals with a pool
House rentals with a pool

Beachhouse not at the Beach*****
We were allowed to stay in this great house for just over 7 weeks and it was the best decision we could make. We felt at home from the minute we arrived. The house has a great floor plan, the decor is perfect, good beds, top equipped kitchen, beautiful view, great location, everything very clean...we could mention much more here - everything perfect from our point of view. Daniel is an excellent host, very friendly, helpful and was there for us with help and advice. We felt completely comfortable & it was very difficult for us to say goodbye. We will definitely be back🙏👌🇿🇦💯 Thank you Daniel for allowing us to have such a great time in your house.

Villa Ondine: Cape Town Beach House
We thoroughly enjoyed our stay at Villa Ondine. The house was great, clean and well kept. It has a lovely grass area and pool with a beautiful view. Leon was a great host! Would definitely go back again.

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!

Honeymoon Lighthouse Cottage - sea view, pool, BBQ
Highly recommended! We spent four glorious days at this cottage. Superb location - tranquil, a beautiful garden, amazing sunsets combined with spectacular ocean and mountain views. The cottage is delightful and the photos don’t do it justice. Bettina and Dieter are thoughtful and warm hosts. Thank you for making our holiday so special.

Seaview, Arum Place, Kommetjie
Absolutely breathtaking experience in Kommetjie. The views are simply stunning. Perfect spot for relaxation, romance, or simply soaking up the natural beauty of the Cape Peninsula. Highly recommended for anyone looking to unwind and enjoy the best of South Africa's coastline. Five stars isn't enough - we'd give it ten stars if we could! Will definitely be back soon!

Tranquil Waterfront Hideaway with Stunning Views
the house is like an art gallery so artistic & neat it is .. everything you need you will find ready for you to use .. loved it 🥰

SEIA Dream: sunny oasis, walk to the beach
I had planned a stay with my family in Simons Town for 2 weeks and we were completely satisfied. The house is wonderful and very nicely located. We felt really comfortable and had a very nice time. So beautiful that we didn't want to leave. Next time I will gladly ask again and look forward to having a good time. Communication and check-in was great. Thank you for everything.

Peaceful Green Oasis with Sea View
Loved my stay. Exactly what I needed to recharge. Beautiful home in stunning surroundings
Condo rentals with a pool

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.

Contemporary, Sea Point pad, w/ views & inverter
Darrens apartment is really great. Ideally located in Sea Point, very close to shops and restaurants and very easy to access the rest of Cape Town. Easy to check in and the apartment is nice and clean, all the useful facilities listed and even bottle of wine, some coffee and milk capsules for when we arrived. Very comfortable bed. Beach towns provided. Strong WIFI. A really really great stay, it was perfect for what we needed. Thanks very much Darren!

Fynbos Oasis - 2306 - 16 On Bree
Had the most amazing stay. Will be back soon

Waterfront Living
Zama’s apartment is lovely. It was spotlessly clean on our arrival. We felt safe and made use of the secure parking. The kitchen is generally well equipped, but the pots and pans are not in usable condition. Others have mentioned the long walk to the waterfront. It’s about a 20-30 minute walk if you follow the pedestrian path along the canal. Continue with the canal path opposite the city lodge hotel all the way to the waterfront and it is quite a lovely walk that didn’t feel taxing for us. The canal walk is open between 6am and 8pm. It’s about a 7 minute drive to the furthest waterfront parking. It was a bit noisy. We stayed over a weekend. The restaurant downstairs played loud music from their outside speakers. There was also some traffic noise. We still slept well though and the bed was comfortable. All-in-all it is great accommodation, good value, and excellent location for exploring Cape Town with a car or uber.

Amazing Ocean & Mountain Views From Trendy Condo
Great location - next to all sorts of restaurants and central to many things in Cape Town. Safe and very secure. Parking was easy too. The views are incredible. My only gripe is that the bed is a bit short for tall people but besides that it was fantastic.

Location, private jacuzzi & a stunning apartment
Me and my partner enjoyed our stay it was amazing and peaceful. We will definitely make use of Laurene's for a much longer stay. It was a holiday much enjoyed 🤗 . Keep up the good work!!

Modern Cape Town City Apartment & amazing views
Had a great stay! The place was clean, comfortable, and exactly as described. The location was convenient, and check-in was smooth. Anna is very responsive. Definitely recommend and would stay again!

Sailor’s Away - 3004 - 16 On Bree
Great Air bnb central enough to the waterfront and short walk from a luggage storage place and restaurants and bars! Super friendly and responsive host, gave detailed instructions and was easily contactable.
Home rentals with a private pool

Opulent Clifton Beach House with Uninterrupted Sea Views.
Stunning place in a stunning location with great service. The house is perfectly equipped and decorated with amazing ocean views, just a stone's throw from the beach. I can only recommend renting this place when you visit Cape Town.

Watch the Sunrise in a Home with a Mountain View
We had a great stay at Dale’s place at Hout Bay for 2 nights. The pressure for the shower was good, and the bed was comfortable with bed warmer. We made ourselves at home with the smart tv and the kitchenette.

Chic Penthouse with Private Pool & Breathtaking Views
I had a wonderful stay — the space was clean, comfortable, and had everything I needed. The hosts were kind, responsive, and made the whole experience seamless. Would definitely recommend and stay again!💐

Glen Beach Penthouse A on Glen Beach in Camps Bay
Nice chilled place, breath taking ocean views and few seconds walk to the beach

Constantia Klein 4 Bedroom Villa on the Vineyards
Great spot with a lovely garden. Property also has some very friendly cats and dogs which made the stay even better:)

Upper Constantia Guest House
We would stay here again in a heartbeat. Was truly a lovely spot. Felt so safe and comfortable! In such a great location.
Solar-Powered Mountain Retreat with Natural Pool
This is a great house with an amazing view on the city, then you look behind you and see the Table Mountain. Great place to stay over a weekend or a longer place. Love the big couch and Bean Bag Chair.

Chic Boutique-Hotel Feel at a Seafront Pad, Clifton
We loved our stay here while we were visiting Cape Town. It has an amazing view of the ocean and a wonderful outdoor space to enjoy it. The house was extremely clean and well-stocked for our stay, and Naomi was very kind and attentive. There is plenty of space for anywhere from a couple to a large family to stay. We will definitely book this Airbnb again on our next trip to Cape Town!
Quick stats about vacation rentals with a pool in Simon's Town
Total rentals
90 properties
Nightly prices starting at
G$8,368 GYD before taxes and fees
Total number of reviews
3.7K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Destinations to explore
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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
- Newlands Forest
- Waterkloof Wine Tasting Lounge