Holiday rentals with a beach view in Simon's Town

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Top-Rated Accommodation with Oceanview in Simon's Town

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Guest favourite

Villa in Simon's Town

4.93 out of 5 average rating, 196 reviews

Whalesong by Steadfast Collection

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!

Guest favourite

Condo in Capri Village

4.88 out of 5 average rating, 187 reviews

Terrace Suite - own pool, jacuzzi bath, fireplace

On your deck is tumbling waters of the private infinity pool looking towards the distant horizon of the Atlantic, the Terrace Honeymoon Suite is perfect for that special occasion celebration. Jacuzzi bath, gas fire plus fabulous indoor/outdoor living. DSTV with SuperSport, Wifi, BBQ. African Violet is 10 minutes drive to beaches of your choice, and close to Boulder's penguins, Cape Point, Table Mountain, V&A Waterfront, wine routes, shops, banks, top restaurants, quaint working-harbours etc There is a private entrance to this apartment. The setting is really special, as the view over the infinity pool, of the ocean is framed by greenery. There is indoor/outdoor living for summer and a fire-place for the chill of winter nights. Off street parking is provided We are here is assist with any queries, plans for the day, restaurant reservations etc. The home is located in a quiet neighbourhood close to beaches, Boulder's penguins, Cape Point, Table Mountain, V&A Waterfront, shopping, wine routes, award-winning restaurants, and quaint harbours. Most guests hire a car - but recently more and more are using Uber taxi We are registered with the local paramedics organization who can assist swiftly in any medical emergency.

Top Guest favourite

Apartment in Sea Point

4.97 out of 5 average rating, 131 reviews

Gaze Across the Atlantic from a Glass-Walled Haven

Both bedrooms lead to balconies, the views are spectacular. We are connected to a 24 hour security service that will escort you into the apartment if you are coming home late or alone. The whole apartment is available. Open plan lounge dining kitchen and two en-suite bathrooms, entry area and deck. I am an artist, so my studio (opposite to apartment entry) will be locked as I will use it as a storeroom. Located just a few kilometers west of Cape Town CBD, Fresnaye is one of the city's most affluent neighborhoods. The loft is just a short stroll from high-end Sea Point eateries. Head to Saunders’ Rock Tidal Pool on hot days for a refreshing dip. Unfortunately we only have street parking, but we are 100m from the MyCiti bus stop and we have found that most guests find using Uber, most convenient. If you prefer a personalized tour guide or shuttle service, we can organize that as well. Please note there will be extra outdoor furniture added to deck before your stay. There is air conditioning in all rooms

Top Guest favourite

Home in Camps Bay

4.97 out of 5 average rating, 106 reviews

Glen Beach Penthouse A on Glen Beach in Camps Bay

The penthouse is situated in Camps Bay, which has become a famous landmark with internationally recognised restaurants, crystal sand beaches, and exceptional sunsets. The gorgeous local scenery makes it a fine destination for scenic coastal walks. Please note that a breakage deposit of R20 000.00 will need to be signed on arrival. Please make sure that you have a Master or Visa Credit Card available for this. No Debit Cards accepted. Please note that this villa is for Accommodation only and we do not allow Function Venues.

Guest favourite

Condo in Camps Bay

4.92 out of 5 average rating, 178 reviews

Camps Bay The View Villa Gdn apt & Pvt Pool

A contemporary solar-powered, exclusive garden apt with a private plunge pool and garden in Upper Camps Bay, will blow you away with its awe-inspiring views of Camps Bay Beach, Lions Head and Table Mountain. It occupies the entire garden level of a 2 apt. property. Peaceful and secure with Nature Reserve walks just 2 mins away. V&A w/front- 15 mins drive. 3 en suite bedrooms, cable tv, Netflix and uncapped high-speed fibre Wi-Fi. ! Aircon/heating is available in all bedrooms. No power outages.

Guest favourite

Home in Sea Point

4.98 out of 5 average rating, 363 reviews

Colourful Home with Rooftop and heated Plunge Pool

Enjoy summer evenings on the private outdoor areas of this bright family home. Unwind at the rooftop with heated splash pool, sun loungers or BBQ area with your family or friends. On colder nights, the eclectic, colourful living room is the perfect place to relax in front of the fire. Sea Point is a quiet residential area on the Atlantic Seaboard with restaurants and shops nearby. The world-renowned Victoria & Alfred Waterfront is 3km away while Clifton and Camps Bay beaches are within 5kms.

Guest favourite

Villa in Oranjezicht

4.94 out of 5 average rating, 151 reviews

Solar-Powered Mountain Retreat with Natural Pool

Guests can unwind and recharge at the property's Eco pool, which offers stunning views of the iconic Table Mountain. For those seeking ultimate relaxation the breathtaking ocean views from the big terrace is a must. The vintage decor accents blend seamlessly with the home's natural materials, creating an ambiance that is both unique and inviting. This retreat offers guests the perfect opportunity to escape the hustle & bustle and experience the perfect blend of luxury, nature, and tranquility.

Top Guest favourite

Apartment in Clifton

4.97 out of 5 average rating, 776 reviews

Admire Sea Views from a Stunning Apartment by Clifton Beach

A perfect haven for couples or individuals seeking a holiday that will be truly memorable. Ezulwini is set in central Clifton, an exclusive area 5 minutes from Town and the V&A Waterfront. The apartment offers unrivalled sea and beach views. The interior is flooded with natural light, beautifully curated in a rich beachside palette of sandy hues with a touch of something nautical. Safety wise, the apartment is a lock up and go and there is battery Back with solar to deal with load shedding.

Top Guest favourite

Apartment in Cape Town

4.95 out of 5 average rating, 492 reviews

No Load Shedding and Stunning Harbour Views

Brew morning espresso and admire sweeping sunrise views of the harbor and mountainous landscape beyond. Prepare breakfast in a modern, well-equipped kitchen. Freshen up in spacious, luxurious bathroom with walk-in shower and soaking tub. Relax on the comfy leather sofa and enjoy your favorite Netflix series. Drift away in a sumptuous king-size bed with a gentle breeze from the ceiling fan. The building has 24/7 security and access control ensuring you a safe and secure environment.

Top Guest favourite

Villa in Camps Bay

4.96 out of 5 average rating, 140 reviews

Five Star Villa with Housekeeper, Pool, Jacuzzi, Gym, Sauna

The exclusive property features an outdoor pool, jacuzzi and a gym, breathtaking ocean everview, chef grade kitchen, a private sauna and a beautiful garden. The property consists of a main villa with 4 bedrooms and 4 bathrooms (3 ensuite) and a separate cottage with one bedroom and one bathroom, which can only be booked together (1200m2 plot). The housekeeper cleans the house and makes the beds from Monday - Friday. For power outages we have a backup system with Tesla batteries

Guest favourite

Apartment in Kalk Bay

4.91 out of 5 average rating, 138 reviews

Whalehaven: Kalk Bay Apartment with Harbour Views

Kalk Bay is a small village clustered around a working harbour and close to 3 fabulous, white beaches and 3 world-class golf courses. It has narrow cobbled streets and small, independent shops selling clothing and homeware, coffee and ice cream. It's cheerful, colourful, and crammed with places to eat and drink really well, pretty inexpensively too. Walking paths take you up the mountain or to the tidal pools and beaches. Just Kalk Bay is a treat of a holiday!

Guest favourite

Villa in Simon's Town

4.84 out of 5 average rating, 201 reviews

180• Sea Views from a Hillside Villa, Solar Power

180 degree fantastic view of False bay Guests have access to all area's of the house If a guest needs any help or information I am there to assist The house is in a quiet, safe, and beautiful area surrounded by beaches. Penguin Beach is five minutes away, and the excellent Lighthouse restaurant in Simonstown is a must-do. Trendy Kalk Bay is a 10-minute drive, and has shops and restaurants. The train is a 10minute walk