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Simon's Town Holiday Rentals

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    Travellers to Simon's Town are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 9
    5 of 5 bubbles (2) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 16
    4 of 5 bubbles (10) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 70
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 14
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
    • Patio
    • Private Garden
    • Waterfront
    • Washer
    • Secure Parking
    • Wi-Fi
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    A warm welcome awaits you at Simply Snoekie - a charming Whaler's Cottage that has been tastefully refurbished and is as fresh as the sea breeze. The 3 bedroom open-plan cottage is perfect for a family on a seaside holiday or a nature loving couple wishing to take in everything that the peaceful... View all property information
    Location Information
    7975, Simon's Town, Cape Town
    5 of 5 bubbles Reviewed 10 January 2017
    I had been a little concerned about Simply Snoekie in the run up to our stay, as it hadn't been the smoothest of bookings - I'd had trouble getting the deposit across from the UK...
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    1 / 13
    5 of 5 bubbles (3) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Washer
    • Parking
    • DVD Player
    • Balcony
    • Ocean Views
    • Mountain Views
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Peaceful seaside studio apartment with balcony and sea view. Fully equipped separate Kitchen and Bathroom. Comfortable double bed which sleeps two. Short 3 minute walk to the beautiful Seaforth beach, and 5 minutes to Boulders beach for Penguin viewing. Ten minute walk to the center of town,... View all property information
    Location Information
    7975, Simon's Town, Cape Town
    5 of 5 bubbles Reviewed 18 January 2017
    This is a very nice place. Very central. 5 minutes walk to boulder beach with the penguins. Great view from the balcony. Very nice host!
    5 of 5 bubbles Reviewed 13 April 2016
    I was initially wary given how cheap the nightly rate was however upon arrival it was clear that these apartments are boxing several belts above their price bracket. With a fully...
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    1 / 20
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Balcony
    • Grill
    • Wi-Fi
    • Ocean Views
    • Mountain Views
    • Satellite TV
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Harbour Lights is nestled between mountain and sea and offers you affordable, comfortable, relaxed spacious self-catering accommodation with superb patio and wooden deck for relaxing and outdoor entertainment, braais etc. It has endless panoramic views of the whole of the bay and surrounding... View all property information
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    7995, Simon's Town, Cape Town
    1 / 10
    4.5 of 5 bubbles (7) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Perlemoen is an apartment in the quiet and tranquil village of Simon's Town. The area is very popular for whale watching, our famous Boulders Beach with the African penguins, hiking, cycling and is with in a few minute's walk away from the very popular A-Frame diving spot. Perlemoen is a... View all property information
    Location Information
    7975, Simon's Town, Cape Town
    4 of 5 bubbles Reviewed 9 January 2017
    Great location if you are travelling with extended family. My husband and I and 2 kids rented the Perlemoen 2 bedroom apartment whilst my inlaws stayed next door in Alikreukel...
    5 of 5 bubbles Reviewed 8 August 2014
    Very attractive place, ideal for holidays turned to Nature - False Bay is magnificient. The view of this apartement is exceptional. Pauline is charming and always available.Thank...
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    1 / 18
    4 of 5 bubbles (3) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
    • Satellite TV
    • Ocean Views
    • Balcony
    • Wi-Fi
    • Mountain Views
    • DVD Player
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Overlooking Simon’s Town and False Bay, Penguin Blue offers two spacious, comfortable self-catering apartments. The apartments are situated on the hillside of Glen Marine between sea and mountain, making Penguin Blue an excellent holiday destination. Dolphin Apartment sleeps two guests (one queen... View all property information
    Location Information
    7975, Simon's Town, Cape Town
    4 of 5 bubbles Reviewed 22 March 2016
    We rented both apartments (Dolphin and Whale) for a group of 6 adults and 1 child. The apartments are connected and if rented together, the connecting door can be left open to...
    3 of 5 bubbles Reviewed 4 March 2015
    We had two couples staying ( it has 2 queen sized beds). You have to walk through one bedoom to reach the other!! Not ideal!! Bathroom door needs adjustment so it doesn't bang...
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    1 / 32
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
    • Wi-Fi
    • Secure Parking
    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This top floor apartment boosts with amazing views of the ocean - 180 degree views of the sea from your living room really makes this apartment. The apartment has been furnished to a cottage style with white wooden floors, kitchenette with granite worktops, flat screen TV with satellite TV (sports... View all property information
    Location Information
    7975, Simon's Town, Cape Town
    5 of 5 bubbles Reviewed 12 October 2016
    This place is superb... Everything you could want from a holiday rental in this area... Modern, fresh, extremely spacious and well equipped. The view is absolutely magical...
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    1 / 30
    5 of 5 bubbles (2) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    • x
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    • x
    About this property
    This is a large house that was converted into 4 self contained Studios that allows for big groups to stay whilst having their self contained unit within the building with private access, rooms, kitchenette's, bathroom with shower, Lounge area and or seating are with flatscreen TVs etc. All... View all property information
    Location Information
    7975, Simon's Town, Cape Town
    5 of 5 bubbles Reviewed 15 January 2017
    We were given full use of all 4 studios which was fantastic, we used one as the kitchen/lounge and the remainder were our own little private havens of peace. Clean, bright and...
    5 of 5 bubbles Reviewed 3 December 2016
    We rented the studio apartment with partial sea views...as described..We loved it. The patio doors have a nice view of the water and a lovely patio area with Braai facilities...
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    1 / 10
    5 of 5 bubbles (8) Excellent
    6 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Grill
    • Washer
    • Ocean Views
    • Balcony
    • Satellite TV
    • Parking
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Rectory is an historic arts and crafts house designed by Sir Herbert Baker (who designed parts of Oxford University, and New Delhi with Lutyens). The house is large, cool and minimalist, with wooden floors and shutters on the windows. It is designed in a way that is not overlooked and you... View all property information
    Location Information
    7975, Simon's Town, Cape Town
    5 of 5 bubbles Reviewed 2 February 2015
    The Rectory in Simonstown offered a beautifully unique experience to unwind and restore. Ideally located around the corner from the bohemian hotspot of Kalkbay for what is a...
    5 of 5 bubbles Reviewed 1 January 2015
    We have just returned from a wonderful week in Simonstown at The Old Rectory. It proved a perfect base for expeditions around the Cape, visiting family, touring the Winelands...
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    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Private Garden
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    A unique cottage sitting in the Historical Mile, on Compass Steps. Fully fitted and Equipped, not lacking anything. Central to Waterfront area, trendy coffee shops, delicious cuisine, and the gateway to Cape Point. Walk to the Penguin Colony, and swim at awesome beaches. Catch a train to Kalk Bay,... View all property information
    Location Information
    7895, Simon's Town, Cape Town
    1 / 23
    4.5 of 5 bubbles (4) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Ocean Views
    • DVD Player
    • Mountain Views
    • Satellite TV
    • Private Outdoor...
    • Hot Tub
    • Wi-Fi
    • Sauna
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    ROCKLANDS HOUSE, BEACH –FRONT HOLIDAY HOME <BR><BR>Murdoch Valley Simon's Town. <BR><BR>The perfect weekend getaway or holiday retreat to de-stress and unwind. So tranquil, it feels like you are sailing on your own Ocean Liner!<BR>Comfortably furnished, double-storey holiday home overlooking False... View all property information
    Location Information
    7976, Simon's Town, Cape Town
    5 of 5 bubbles Reviewed 19 March 2017
    Such a fantastic holiday home that comfortably sleeps 8. The house is exactly what is shown in the photos. The view is stunning with ocean views upstairs and downstairs. We were...
    5 of 5 bubbles Reviewed 29 September 2015
    It's always difficult to be away from your own home and to go with friends you have never gone away can make for a tense breakaway. This was not the case at all. Generous space...
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    1 / 19
    5 of 5 bubbles (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Private Garden
    • Washer
    • Secure Parking
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Quaint, beautiful home, set in a Mediterranean feeling, steps away from beaches, Waterfront, stylish cafes and trendy shops. Of Simonstown.A real home from home, not lacking anything. ... comfortable, clean, close to Cape Point Nature Reserve, faomous Penguin, Boulders beach , Kalk Bay just... View all property information
    Location Information
    7985, Simon's Town, Cape Town
    5 of 5 bubbles Reviewed 5 January 2017
    I loved the fact that this cottage is newly renovated and was perfectly neat and clean when I arrived. It is tastefully decorated with a glass sliding door leading out onto a...
    5 of 5 bubbles Reviewed 2 December 2016
    I had a fantastic stay at this tastefully decorated, well equipped, very clean and spacious Compass Cottage. Everything is so well thought-through, even a washing machine in the...
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    1 / 17
    4.5 of 5 bubbles (2) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Wi-Fi
    • Housekeeping...
    • Grill
    • Mountain Views
    • Balcony
    • Ocean Views
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Overlooking Simon’s Town and False Bay, Penguin Blue offers two spacious, comfortable self-catering apartments. The apartments are situated on the hillside of Glen Marine between sea and mountain, making Penguin Blue an excellent holiday destination. Dolphin Apartment sleeps two guests (one queen... View all property information
    Location Information
    7975, Simon's Town, Cape Town
    4 of 5 bubbles Reviewed 22 March 2016
    We rented both apartments (Dolphin and Whale) for a group of 6 adults and 1 child. The apartments are connected and if rented together, the connecting door can be left open to...
    5 of 5 bubbles Reviewed 18 February 2015
    I had a lovely stay in this unit! It is well equipped, spacious, luxurious and clean. It had a real home away from home feel and I stayed here almost 3 weeks while on business...
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    1 / 20
    4 of 5 bubbles (3) Very good
    Studio, 1 Bathroom, Sleeps 3 | Quick View
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    • Satellite TV
    • Balcony
    • Parking
    • Ocean Views
    • Wi-Fi
    • Terrace
    • Outdoor Dining Area
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Studio 4 - Luxury Studio with Balcony and Spectacular Sea View<BR><BR>·This studio is very spacious and has the best sea view of all of the studios<BR>·Studio has just been fully renovated, so new bathroom with Shower, and new kitchenette with granite worktops<BR>·Lounge area with chairs and coffee... View all property information
    Location Information
    7975, Simon's Town, Cape Town
    5 of 5 bubbles Reviewed 6 October 2015
    Idyllic retreat with stunning view and peaceful setting. Would recommend a heater as the temperature in the evening can be a little chilly. A longer stay would have been great...
    5 of 5 bubbles Reviewed 22 September 2015
    Stayed in Roman Rock Studio overall 3 nights in September . Our Apartment was very clean and nice furnished. About 15min walk to the famous Boulder Beach with the cute penguins...
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    1 / 26
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Mountain Views
    • Grill
    • Satellite TV
    • Parking
    • Balcony
    • Washer
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Modern spacious home. Ideal for 6 people As you walk in you see the view past the spacious dining area and the lounge. The high ceilings add to the airyness of this comfortable home. On the top level you will find the kitchen, a guest toilet, master bedroom (with queen sized bed), dining room and... View all property information
    Location Information
    7975, Simon's Town, Cape Town
    5 of 5 bubbles Reviewed 8 February 2017
    A lovely home in Harbour Heights, Simons Town, with the most stunning views across Strand and beyond to False Bay. The expanse of the ocean is breathtaking. This three bedroom...
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    1 / 21
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This is a Superior One Bedroom Beach Apartment, largest of the 3 self contained apartments with a 180 degree Sea View within a Villa. A lot of detail on modern yet luxury furniture, built in bay window in order to read a book whilst watching the sea, and areas for comfort. Apartment with BBQ room,... View all property information
    Location Information
    7975, Simon's Town, Cape Town
    1 / 16
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • DVD Player
    • Washer
    • Outdoor Dining Area
    • Satellite TV
    • Grill
    • Mountain Views
    • Shared Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    2 bedroom, studio, 2 bathroom, living room, dining room, deck, garden with a fantastic view on the False Bay, garden on the back with view on the montain, laundry, garage. View all property information
    Location Information
    7995, Simon's Town, Cape Town
    1 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Terrace
    • Internet Access
    • Balcony
    • Patio
    • Washer
    • Grill
    • Satellite TV
    • Shared Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Are you looking for most lovely cottage in Simonstown sleeping 5, close to Seaforth and Boulders beach where you can swim with penguins? The house is in a quiet street at the back of a school block. You are among other whalers cottages and a guest house very popular with senior navy personnel; they... View all property information
    Location Information
    7975, Simon's Town, Cape Town
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    1 / 13
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Terrace
    • Balcony
    • Parking
    • Ocean Views
    • Mountain Views
    • Grill
    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Dunearn is a beautiful family home with tall ceilings, open fires, antique furniture and a long balcony/terrace that allows sea and mountain views from every part of the house. Lovingly cared for over the last century by several generations of the same family, the brass gleams and the wood floors... View all property information
    Location Information
    7945, Simon's Town, Cape Town
    5 of 5 bubbles Reviewed 3 March 2016
    Dunearn is a big house set in a lush foresty area, just above Boulders Beach. The view is spectacular and waking up to the waves (and the penguins) is just great. As this is a...
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    1 / 31
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
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    • Private Garden
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Brand new ​luxury Simonstown ​apartment​, with lovely shared pool,​ only a hop, skip and jump from ​the famouse Boulders beach​ with it's African penguins​. This 2 bedroom, 2 bathroom apartment in Simonstown is the ideal holiday apartment, close the beach​. You love the sunny deck and the crystal... View all property information
    Location Information
    7995, Simon's Town, Cape Town
    1 / 25
    4.5 of 5 bubbles (9) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Wi-Fi
    • Washer
    • Parking
    • Balcony
    • Private Outdoor...
    • Ocean Views
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Situated in Simon's Town, near Boulders Beach were the penguins live, PingusHouse is a 4 bedroom holiday home with a nice private secluded garden and solar heated swimming pool. It is also within a five minute walk from incredible secret little beaches, with natural crystal clear water pools... View all property information
    Location Information
    7975, Simon's Town, Cape Town
    3 of 5 bubbles Reviewed 21 April 2016
    This house could have an amazing panoramic view of almost the whole of False Bay, but it is blocked by a fortress of extremely high hedges. It is so frustrating. That...
    5 of 5 bubbles Reviewed 14 December 2015
    We was 6 friends and was for one week in Pingushouse. The house is wonderful, with a great view to the sea. We had a great time at simon's town and we will come back. The...
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    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
    • DVD Player
    • Terrace
    • Grill
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    A gorgeous maisonette that is on the iconic Kleintuin Road that connects Seaforth Beach to Boulders overlooking the Cape’s best kept secret beach – Water’s Edge Beach. Watch the penguins from the comfort of your holiday home. 3 Bedrooms upstairs – the Master bedroom has an en-suite bathroom... View all property information
    Location Information
    7995, Simon's Town, Cape Town
    1 / 20
    5 of 5 bubbles (7) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Balcony
    • Private Outdoor...
    • Satellite TV
    • DVD Player
    • Grill
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Large family home with glorious sea and mountain views, a pool, and just a two minute walk from one of Cape Town's most famous beach, Boulders, known for its penguin colony. It is across the road from the Simonstown golf-course, and just 2kms from the quaint and artistic town of Simonstown. It is... View all property information
    Location Information
    7975, Simon's Town, Cape Town
    5 of 5 bubbles Reviewed 13 September 2015
    We stayed at Boulders Skye for 6 nights in August, 2015. This stunning house is perched on a hill which overlooks breathtaking Boulders Bay in Simons Town, a southeastern suburb...
    5 of 5 bubbles Reviewed 20 May 2015
    We were concerned that, at the end of the long holiday season, things might not have been exactly as shown on the website but we needn't have worried; Boulders Skye was still in...
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    1 / 7
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    An original, recently renovated fisherman's cottage, offering spacious living with spectacular views of False Bay. Only 2 minutes from the beach and an excellent swimming and diving spot. Set in a Nature and Marine Reserve far from the madding crowd Thalassa cottage is set in a both a Nature and a... View all property information
    Location Information
    7975, Simon's Town, Cape Town
    5 of 5 bubbles Reviewed 22 October 2016
    Beautifully appointed space with a wonderful sea view. Trish was a very accommodating and friendly host. We loved the proximity to the sea and nearby beaches. Would love to go...
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    1 / 16
    5 of 5 bubbles (4) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Secure Parking
    • Grill
    • Ocean Views
    • Washer
    • Balcony
    • Wi-Fi
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    A beautiful fully self-catering holiday house with stunning views of the most beautiful environment, the Cape Peninsula, False Bay. Situated in Simon's Town, 45 - 60 minutes from the city of Cape Town, the Victoria & Albert Waterfront and Cape Town International airport. A short walk to the beach... View all property information
    Location Information
    7195, Simon's Town, Cape Town
    5 of 5 bubbles Reviewed 29 May 2015
    This is a beautiful, character house with an enchanting view from the kitchen/diner. An excellent base from which to explore Cape Town and surrounding areas. Beautiful bedrooms...
    5 of 5 bubbles Reviewed 21 May 2014
    this is the most beautiful house - we went for a 'girls weekend' - couldn't have asked for a better place to stay. It was difficult to tear ourselves away from that view to...
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    1 / 8
    3 of 5 bubbles (1) Average
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • DVD Player
    • Housekeeping...
    • Patio
    • Satellite TV
    • Ocean Views
    • Mountain Views
    • Wi-Fi
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This self-catering cottage is part of our residential property and is set in a fynbos garden overlooking breathtaking views of False Bay and beyond. It is the perfect base to explore the exciting adventures in the Cape, and comfortable and quiet enough to just kick back, read a book or have a daily... View all property information
    Location Information
    7975, Simon's Town, Cape Town
    3 of 5 bubbles Reviewed 23 January 2017
    We had a very pleasant stay in this lovely establishment. Perfect place to stay in if you want to explore cape, very reasonable rate and homely.
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    1 / 26
    4 of 5 bubbles (1) Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • Balcony
    • DVD Player
    • Patio
    • Terrace
    • Grill
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    A perfect place for a large group who enjoys the easy life. The main house holds three bedrooms (two with stunning sea views over False bay + one with garden views). The lounge area, which is reached from the entrance is large and have a great 160 degrees sea views. The pool apartment easily fits 4... View all property information
    Location Information
    7975, Simon's Town, Cape Town
    4 of 5 bubbles Reviewed 2 January 2017
    Ideal location with child friendly Glencairn beach within walking distance. Stunning swimming pool and entertainment deck with enough space for all without getting into each...
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
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    About this property
    Breathe in the scent of the ocean and luxuriate in ultimate privacy. South Winds is a first-class, wooden bungalow perched on the rocks of Castle Rock Marine Reserve on the Cape Peninsula. After a day’s diving, whale-spotting, swimming or boating, relax on the wooden deck and savour wrap-around... View all property information
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    7975, Simon's Town, Cape Town
    1 / 16
    4 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    Boulders Beach Villa located at Boulders Beach, a sheltered beach made up of inlets between granite boulders where the name originates and home to a breeding colony of over 2000 endangered African Penguins. This two level coastal retreat is the perfect fully serviced luxury vacation rental for a... View all property information
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    7975, Simon's Town, Cape Town
    1 / 12
    4 of 5 bubbles (1) Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Oatland Place is a spacious, three--‐level coastal retreat with an idyllic scenic setting on the Indian Ocean. Sleeping six, this recently remodeled home overlooks distinctive rock formations on the way to the Cape Point marine sanctuary near Boulders and Murdock Valley, just outside the naval... View all property information
    Location Information
    7975, Simon's Town, Cape Town
    4 of 5 bubbles Reviewed 3 May 2016
    The property is furnished with excellent quality furnishings and very clean. The location is exquisite.
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    1 / 7
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Self catering Holiday Accommodation Comfortably furnished holiday home overlooking False Bay sleeping 6 people in 3 bedrooms. Indoor braai area,swimming pool and Jacuzzi for an ideal holiday retreat. 3 x Double bedroom and full bathroom Lounge with fireplace, dining area, deck with Weber, fully... View all property information
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    7975, Simon's Town, Cape Town
    1 / 17
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Patio
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    • ?
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    About this property
    The Flying Penguin is a haven, offering complete relaxation close to nature yet within easy reach of the city. Featuring a family-sized penthouse as well as two cozy suites for two, this farmhouse-styled holiday accommodation is situated in Simon's Town. It is a peaceful getaway, allowing visitors... View all property information
    Location Information
    7975, Simon's Town, Cape Town
    1 / 20
    2 Bedrooms, 6 Bathrooms, Sleeps 5 | Quick View
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    • Mountain Views
    • Balcony
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    • Pet-friendly
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    • x
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    • ?
    About this property
    Boasting magnificent views of historical Simon's Town, False Bay and the mountains beyond, Albatross Guest House overlooks the naval harbour and False Bay Yacht club. Our two bedroom self vcatering apartment is perfect for families or couples who are travveling together and offers the following.... View all property information
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    7975, Simon's Town, Cape Town
    1 / 18
    5 of 5 bubbles (14) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Waterfront
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    • Pet-friendly
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    • x
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    About this property
    This beautifully furnished home is situated in Froggy Pond, a suburb of Simon's Town, just past Boulders beach which is world famous for its penguins. It offers spectacularly breathtaking unobstructed sea views across False bay from every room in the house. 2 mins walk to beautiful beaches and the... View all property information
    Location Information
    7975, Simon's Town, Cape Town
    5 of 5 bubbles Reviewed 7 March 2017
    My husband and I truly enjoyed our quite week-long stay at La Mansion. There are sweeping ocean views from the entire back, west and easts sides of the house, including the master...
    5 of 5 bubbles Reviewed 15 January 2017
    We had the most wonderful stay at La Maison. The house was clean and spacious, perfect for adults and toddlers alike, and has an idyllic location close to Boulders Beach. The...
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Mountain Views
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    • x
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    • x
    About this property
    Wake up and fall asleep to the sound of the ocean. Watch the whales in season from your lounge breaching and frolicking with their young! Gaze at the stunning, uninterrupted sea views and savor the ever changing sunrises and romantic sunsets on cool evenings while enjoying a barbeque or the sight... View all property information
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    7975, Simon's Town, Cape Town
    1 / 17
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Private Garden
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    • x
    About this property
    The Bahari Villa boosts end to end sea views which are spectacular. The villa was recently renovated and extended and decorated to give a feel of openness, and relaxation. The open plan kitchen - dining - and living room area creates the most amazing views and ambience, and allows for a group or... View all property information
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    7975, Simon's Town, Cape Town
    1 / 13
    4 of 5 bubbles (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Balcony
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    • x
    • ?
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    • x
    About this property
    Simon's Town is a maritime naval town and home to the African Penguin colony at Boulders Beach. Charming Simon’s Town is steeped in history and tradition, yet has many activities on offer from Boat Trips to Kayaking, beaches, museums, restaurants, coffee shops, boutiques, golfing, fishing, and the... View all property information
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    7995, Simon's Town, Cape Town
    1 / 14
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Studio 3 with Balcony and Sea View - Sleep 2 ·This studio is a nice and spacious with a good sea view ·Has queen bed with sofa and chairs to watch TV, and dining table ·Flat screen TV with selected DSTV channels (Hotel Package) ·The establishment is a WiFi zone, so you can connect to Free Wifi... View all property information
    Location Information
    7975, Simon's Town, Cape Town
    1 / 20
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Pet-friendly
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    • x
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    • x
    About this property
    Looking for an immaculate Simonstown self catering home? Everything is new. A place where professional people will stay? People who expect the best. From the kitchen, the beds, the linen, uncapped fast internet, the access control. And you get a view. A proper view from the lounge/braai area.... View all property information
    Location Information
    7995, Simon's Town, Cape Town
    1 / 42
    4 of 5 bubbles (1) Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
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    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Penguinden offers superior accommodation & spectacular views! This sea-facing apartment is located on the top floor of the building and features two spacious double rooms with private balconies with views over the magic False Bay. It is equipped with a living room, dining area, a satellite TV and... View all property information
    Location Information
    7975, Simon's Town, Cape Town
    1 / 22
    4.5 of 5 bubbles (3) Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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    • Pet-friendly
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    • Smoking allowed
    • x
    About this property
    Dolphin Cottage is a four bedroom property. It is superbly located on the mountain but within easy walking distance of the local town with a choice of restaurants, cafes, shops, chemist and amenities. Dolphin Cottage has amazing views over False Bay from every room (each with its own balcony). You... View all property information
    Location Information
    7975, Simon's Town, Cape Town
    5 of 5 bubbles Reviewed 24 March 2014
    Stayed at this cottage for 6 days and with a family of 6, 3 adults 2 kids and an infant, the view from every room was remarkable. The house itself was beautifully furnished and...
    5 of 5 bubbles Reviewed 17 March 2014
    While visiting our family stationed in Pretoria, we selected this seaview cottage for a four day stay in order to visit Cape Town, Table Mountain, Stollenbosch wineries and walk...
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    1 / 13
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    The Captain's Cottage is perfectly located just above the town of Simon's town with beautiful views across the Bay. The Cottage has 2 bedrooms which are both ensuite with a lovely open planned living and dining area and a lovely deck to enjoy the view. The third bedroom is a special room which... View all property information
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    7995, Simon's Town, Cape Town
    1 / 12
    4.5 of 5 bubbles (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Private Garden
    • Satellite TV
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    • Shared Outdoor Pool...
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    • x
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    • x
    About this property
    Blue Mountain Bay is situated in the beautiful Murdock Valley in Simon's Town, on the route to Cape Point. The town is well known for its history and tradition as well as Boulders Beach with its world famous penguin colony. During the whale season, whales and dolphins can often be seen and... View all property information
    Location Information
    7975, Simon's Town, Cape Town
    4 of 5 bubbles Reviewed 30 July 2016
    We loved the view, the pool table, the barbeque facilities and the super-friendly hosts. Two three-quarter beds side-by-side were pure luxury, as were the crisp white cotton...
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    1 / 23
    4.5 of 5 bubbles (2) Very good
    7 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    NEARBY FACILITIES AND ATTRACTIONS:-<BR><BR>We are ideally situated to explore the delights of the Western Cape from Cape Point 15minutes away to the Wine lands 45min<BR> <BR>The Jewel of the False Bay Coastline is a sought after holiday destination for both local and overseas visitors. The... View all property information
    Location Information
    7975, Simon's Town, Cape Town
    4 of 5 bubbles Reviewed 22 November 2015
    We stayed in the lower part of the house for five nights. We were seven people: five adults and two small children. This part of the house consists of: ground floor with living...
    5 of 5 bubbles Reviewed 20 January 2015
    Christmas vacation - last minute - large family!! we were so fortunate to have gotten a booking at this time of year 28/12/2014 to 2/1/2015. A 2 min walk from the famous...
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    1 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Ocean Views
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    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beautiful villa, recently renovated, with great views of the marina of Simon's Town with 2 bedrooms, 2 bathrooms, large kitchen, large living room, study room with sofa bed and satellite TV, garden with sea view and outdoor area with mountain view, laundry and garage, a few kilometers from Cape... View all property information
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    7975, Simon's Town, Cape Town
    1 / 19
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    • Smoking allowed
    • x
    About this property
    Casabella is perfectly situated in the heart of the historic town of Simons Town on the Cape Peninsula. It has beautiful views over False Bay and is situated directly overlooking the Naval Base. The 3 bedroomed apartment is fully equipped with all the necessities to ensure a comfortable and stress... View all property information
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    7975, Simon's Town, Cape Town
    1 / 10
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    This fabulous, bright and stylish apartment wants for nothing. Fabulous views, stylish décor, views and convenience. This little pad sleeps up to 4 people. It is located just above Simon’s Town and makes for a fantastic place to call home for a holiday and an excellent launching pad to enjoy the... View all property information
    Location Information
    7975, Simon's Town, Cape Town
    1 / 17
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
    • ?
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    • x
    About this property
    Simonstown Self Catering Cottage. This historic Simonstown cottage has a lot of light, open and airy feel. It's close to beaches and Seaforth restaurant as well as the penguins at Blouders Beach. The cottage has some sea views from the lounge, bedroom, front deck and outside patio, with the... View all property information
    Location Information
    7975, Simon's Town, Cape Town