Vacation rentals in Simon's Town
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Top-rated vacation rentals in Simon's Town
Guests agree: these stays are highly rated for location, cleanliness, and more.
Villa in Cape Town
4.94 out of 5 average rating, 172 reviewsWatch Penguins in the Garden of a Luxury Villa in Boulders
Dine al fresco on the covered deck and marvel at the incredible views over False Bay and an award-winning garden, in which 40 penguins live! This villa has been beautifully decorated by a top designer and all paintings are by the former resident artist. Enjoy the warmer clear water of the best secret beach below the house. House comes with full time staff. The most relaxing, safe and private holiday house. Ultra fast unlimited Wi-Fi and well kitted out with high quality everything - can stylishly host 16 for lunch. Cool in summer and warm in winter - it is the best place in the world! This is a very special holiday house indeed. It is blissfully quiet and private yet easily accessible. Great in winter too. One road back from the sea which is actually an advantage at Boulders Beach as it is hidden away from the many tourists. 100% 5-star reviews - a perfect Airbnb score. The view is unbelievable - bring your binoculars for whale and bird watching. The house has 2 bedrooms and 2 bathrooms and so does the cottage. The large award-winning garden was planted by Kirstenbosch botanical gardens' landscapers 30 years ago. Around 40 penguins live in the garden, which makes it one of the only houses in Africa that can boast that! Lottings the marvellous house manager / keeper is always on hand to help with anything and everything. There is also a games room with a table tennis table. Whale Song is an entertainer's paradise, fully equipped with everything you could hope for and high-end kitchen equipment etc. It is also a modest distance (40km) from Cape Tow, so invite friends to join you for a day or a night. Good old Bose surround sound Hifi with an aux cable so you can play your own music easily. Very quiet - no sign of a neighbour or a tourist. Close proximity to hotspots on the peninsular, including top restaurants and wine estates. Also suitable for corporate strategy getaways, teambuilding, photo / video shoots and experiential showcase meals and events. The house is super safe. has non intrusive CCTV and as it is next to a naval base with armed guards at entry to base over the rd from the house. There are two good new bicycles for you to borrow, as well as a blow up boat and some snorkelling and other beach gear. You won't ever want to leave - this is paradise on earth and is the most relaxing holiday house around. Entire place is yours. Access from the main rd and also a pedestrian gate with a code to Gay rd below. I'm always available to give advice or help with anything at all. Whale Song is a villa in Simon’s Town, a historic and increasingly trendy town. It has lovely restaurants, antique shops, and a great yacht club. Cape Point, endless hiking trails, SCUBA diving and swimming beaches are very close by. Rent kayaks and SUPs and enjoy the clear water and its rich marine life. Or just take it easy and relax before the wonderful view and many birds in the garden. The large patio is sheltered from the wind and is the best venue for hosting long sun drenched lunches! A car is handy but the house is serviced by main bus routes and is a 20 minute walk from the train station - it is then one hour by train (half of it along the coast) to the centre of Cape Town. The house is called Whale Song but it just as well might be named Penguin Song - we love the sound of the birds but be prepared to hear then chattering away till 10 at night and again from 7 in the morning in the garden!
Sep 4 – 11
Apartment in Simons Town
4.91 out of 5 average rating, 132 reviewsUnbelievable Sea Views from balcony in Simonstown!
Views, Views, Views is what this beautiful, comfortable apartment offers. The uninterrupted sunrise views are out of this world! Fully equipped, spacious, light & bright. Being high up, this holiday apartment gives a feeling of space. The balcony is enclosed with a glass sliding door, so you can sit and enjoy the view irrespective of the weather. Close enough to beaches, restaurants, shops, harbor, penguins, hikes, tidal pools, Cape Point, Kalk bay, Muizenberg-surfers corner and so much more.
Sep 21 – 28
Apartment in Cape Town
5.0 out of 5 average rating, 211 reviewsStylish apartment near the beach
Located 3 minutes walk from the beach, this light, bright and airy 1 bedroom apartment is the perfect blend of ocean side bliss and upmarket luxury. Featuring a patio leading onto an expansive sundeck, sliding doors in the living area and large bay windows in the bedroom, the apartment is flooded with natural light and fresh air. Paired with the neutral aesthetic, open plan living area, tasteful finishes and convenient appliances, settling into your beach side holiday is easy when staying here.
Jun 30 – Jul 7
Vacation rentals for every style
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Popular amenities for Simon's Town vacation rentals
Other great vacation rentals in Simon's Town
Home in Cape Town
4.91 out of 5 average rating, 115 reviewsExclusive Tree House Hideaway
Guest suite in Simon's Town
4.89 out of 5 average rating, 159 reviewsBoulders Beach,Honeymoon suite, Panoramic Sea View
Apartment in Cape Town
4.93 out of 5 average rating, 95 reviewsDream View Studio
Aug 26 – Sep 2
Vacation home in Cape Town
4.98 out of 5 average rating, 97 reviewsHidden gem. Views over False Bay. Solar inverter
Aug 1 – 8
Home in Simons Town
4.81 out of 5 average rating, 85 reviewsSeaview Cottage. Walk to Beach and Penguins
Sep 20 – 27
Home in Cape Town
4.94 out of 5 average rating, 33 reviewsStunning Simons Town Ocean View Cottage w Inverter
Mar 6 – 13
Villa in Simons Town
4.95 out of 5 average rating, 19 reviewsBroadlands Villa
Jun 13 – 20
Cottage in Simons Town
4.93 out of 5 average rating, 85 reviewsThe Lookout at Froggy Farm
Jul 31 – Aug 7
Condo in Cape Town
4.95 out of 5 average rating, 40 reviewsBoulders Beach Lookout Apartment
Apartment in Simons Town
4.99 out of 5 average rating, 86 reviewsPrivate poolside luxury studio with sea view
Aug 14 – 21
Cottage in Cape Town
4.95 out of 5 average rating, 87 reviews"Westmore" Self-catering Holiday Flat
Jun 30 – Jul 7
Guest suite in Cape Town
5.0 out of 5 average rating, 33 reviewsYour best dose of Vitamin-Sea!
Aug 19 – 26
Quick stats about vacation rentals in Simon's Town
Total rentals | 400 properties |
---|---|
Rentals with a pool | 80 properties have a pool |
Pet-friendly rentals | 40 properties allow pets |
Family-friendly rentals | 230 properties are a good fit for families |
Total number of reviews | 11K reviews |
Nightly prices starting at | R189 ZAR before taxes and fees |
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