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Holiday Rentals in Simon's Town

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    All 87 Rentals in Simon's Town
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    Felsensicht Self-Catering 4 Star Holiday Home1 / 21
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Camilla1 / 32
    (38)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Crichton House - 2 Bed Cottage Apartment with Beautiful Sea View1 / 16
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Popular & Luxury Home With Great Views1 / 26
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Grill
    • Cable/satellite TV
    • Parking
    • Balcony
    • Washer
    • Internet Access
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 May 2017
    We really enjoyed our stay. The place was exactly what we expected and more. Fantastic view and very well received.
    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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    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...
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    7975, Simon's Town, Cape Town
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Simon's Town Superior Apartment 180degree SeaView1 / 21
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Mountain Views
    • Secure Parking
    • Terrace
    • Ocean Views
    • Balcony
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 August 2017
    The house and location were a perfect reprieve from hustle and bustle. My husband and I woke up every morning to have coffee on the patio and look out to the sea. Every morning...
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    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,...
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    7975, Simon's Town, Cape Town
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Rocklands House, Beach –Front Holiday Home1 / 16
    (13)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Sauna
    • Waterfront
    • Mountain Views
    • Wi-Fi
    • Ocean Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 April 2018
    From the breath taking views of the ocean to the many creature comforts of the Rockland house my mom's 60th birthday weekend was a hit!We'll definitely be back!
    Reviewed 8 June 2017
    This is our second stay and was even better than the first time we stayed. Great facilities and wonderful view. Very attentive landlord but not intrusive. We really appreciated...
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    About this property
    Rocklands house, beach –front holiday home murdoch valley simon’s town. 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! Comfortably furnished, double-storey holiday home overlooking false bay just...
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    7975, Simon's Town, Cape Town
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Simon's Town Top Floor Apartmnt 180degree Sea View1 / 30
    (2)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Secure Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 September 2018
    This was our last of 5 self-catering/BnBs during a 2-week anniversary trip to the Western Cape. It was early spring and still rainy season, so very cold. The only heat was a...
    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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    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...
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    7975, Simon's Town, Cape Town
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    SIMONS TOWN PENTHOUSE1 / 16
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Reviewed 2 May 2018
    We spent 16 nights at this beautiful villa and we felt at home right from the moment we walked in. The place is well equipped and the views from the balcony are simply...
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    About this property
    Following on the great success of San’s Place in Umdloti on the KZN North Coast, San has opened a penthouse situated in historic Simonstown on the Cape Peninsula. Simonstown is situated on the False Bay coast of the warm Indian Ocean. This charming historical town is a firm favourite with both...
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    7995, Simon's Town, Cape Town
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    La Pergola Loft Suite with stunning views1 / 14
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Housekeeping Included
    • Cable/satellite TV
    • Mountain Views
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 November 2017
    I would say without doubt, having stayed in many guest houses that this is THE BEST. I was made to feel very comfortable and nothing was too much trouble for my super hosts. I...
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    About this property
    La Pergola is located high on the mountainside above Simon's Town with breathtaking views over False Bay, surrounding mountains and the historic naval harbour. It is an ideal romantic getaway or base to explore the town. A 10 minute walk will take you to the town with it's quaint restaurants and...
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    7995, Simon's Town, Cape Town
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Cambria1 / 16
    (4)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Secure Parking
    • Grill
    • Ocean Views
    • Washer
    • Balcony
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    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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    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...
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    Location Information
    7195, Simon's Town, Cape Town
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    PINGUSHOUSE  VILLA WITH PRIVATE POOL & GARDEN1 / 25
    (10)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Parking
    • Balcony
    • Private Outdoor Pool (Heated)
    • Ocean Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    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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    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...
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    Location Information
    7975, Simon's Town, Cape Town
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Famous Designed Home With Pool & Amazing Views1 / 16
    (1)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Patio
    • Cable/satellite TV
    • Balcony
    • Internet Access
    • Parking
    • Private Outdoor Pool (Unheated)
    • Washer
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Simonstown Self Catering Accommodation: This minimalistic luxury Simonstown self-catering accommodation has 4 en-suite bedrooms and is designed to accommodate 8 persons. The architectural design was for a holiday home & is intentionally minimalist with exposed concrete, lime-washed wood, galvanised...
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    7995, Simon's Town, Cape Town
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Rocklands House1 / 23
    (4)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Ocean Views
    • DVD Player
    • Mountain Views
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Wi-Fi
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    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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    About this property
    ROCKLANDS HOUSE, BEACH –FRONT HOLIDAY HOME Murdoch Valley Simon's Town. 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! Comfortably furnished, double-storey holiday home overlooking False Bay just...
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    7976, Simon's Town, Cape Town
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Mountain Views
    • Secure Parking
    • Washer
    • Grill
    • Private Garden
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    7975, Simon's Town, Cape Town
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Thalassa, Seaforth Villa, Cape Town1 / 24
    (8)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 18 Quick View
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    • Mountain Views
    • Washer
    • DVD Player
    • Patio
    • Ocean Views
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 September 2017
    Thank you, Penny and Dave, for your welcome. We really enjoyed our stay in your home : nice, confortable, easy to reach touristic spots, the penguins are on the beach, just in...
    Reviewed 16 July 2017
    Seaforth villa is the perfect beach house - the decor is beautiful, the location is fantastic, and the views are fabulous. This place is right near Boulder's Beach in Simon's...
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    About this property
    Close to the southernmost tip of Africa, in the Cape Town Village of Simon's Town is where you will find Thalassa, a 5 bedroom, 4 bathroom Seaforth Holiday Villa. This magical family home overlooks Seaforth Beach, is a two minute walk to the more secluded Water's Edge Beach, and is only a five...
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    7995, Simon's Town, Cape Town
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 18
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    La Maison1 / 18
    (14)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Washer
    • Mountain Views
    • Wi-Fi
    • Ocean Views
    • Patio
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    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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    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...
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    Location Information
    7975, Simon's Town, Cape Town
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Balcony
    • Air Conditioning
    • Mountain Views
    • Ocean Views
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a cottage feel apartment, with beautiful sea views over false bay with the Hottentots Hollands mountains on the opposite of the sea. The apartment is very spacious and has 2 bedrooms and bathrooms for a family or for 2 couples and or singles. Come and enjoy a glass of wine with a wood...
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    7975, Simon's Town, Cape Town
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Simon's Town Luxury Studio with 180degree Sea View1 / 20
    (3)Very good
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    • Cable/satellite TV
    • Balcony
    • Parking
    • Ocean Views
    • Wi-Fi
    • Terrace
    • Outdoor Dining Area
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    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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    About this property
    Studio 4 - Luxury Studio with Balcony and Spectacular Sea View ·This studio is very spacious and has the best sea view of all of the studios ·Studio has just been fully renovated, so new bathroom with Shower, and new kitchenette with granite worktops ·Lounge area with chairs and coffee table, as...
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    7975, Simon's Town, Cape Town
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We have a fantastic sea view, we can walk to the beach, we need 5 minutes car at boulders beach (famous penguins beach) and 30 minutes from Cape Town. From the house you can watch the whales and we are nearby to Longbeach and Chapmans Peak. The house it's very confortable for max 5 persons. Also...
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    7798, Simon's Town, Cape Town
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Private Garden
    • Secure Parking
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A spectacular entire villa with sea views, a quiet oasis on the hillside of Glencairn overlooking interesting historic buildings of Simonstown. The house can accommodate up to six guests and is made up of three bedrooms, two bathrooms and two living areas. There are single, double and queen beds...
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    7975, Simon's Town, Cape Town
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    4 Compass Cottage Self Catering Accommodation1 / 13
    (1)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Parking
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    • Private Garden
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 January 2018
    Compass Cotttage exceeded our expectations. It was nicely located. Arti also went the extra mile in ensuring that all our needs were met. The view from the balcony is...
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    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,...
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    7895, Simon's Town, Cape Town
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    The View, Simonstown1 / 10
    (5)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • DVD Player
    • Cable/satellite TV
    • Secure Parking
    • Private Outdoor Pool (Heated)
    • Grill
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 January 2018
    We had a wonderful family holiday at The View in Simon'sTown. All of us were feeling wonderful and enjoyed the stunning view and the spacious house. The kids especially enjoyed...
    Reviewed 5 September 2017
    The View is close to Simon's Town which is the historic naval base near the Southern tip of the Cape Town peninsula, so it provides easy access to nearly 3 centuries of historic...
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    About this property
    Backing onto the mountain above Simonstown, The View boasts a stunning panorama of False Bay from two bedrooms as well as the dining room and lounges. The open plan living area opens out onto a patio which is the ideal spot to soak up the sun and the view of the sea. We have seen whales,...
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    Location Information
    7975, Simon's Town, Cape Town
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Ocean Views
    • Cable/satellite TV
    • Grill
    • Mountain Views
    • Patio
    • Internet Access
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    7975, Simon's Town, Cape Town
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Bahari Beach Villa1 / 17
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Wi-Fi
    • Parking
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 May 2017
    This huge, modern home has views that will blow you away. The nicest place we've ever stayed in Simonstown.
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    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...
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    7975, Simon's Town, Cape Town
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Thalassa Seaside Cottage in Nature Reserve1 / 7
    (1)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    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...
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    Location Information
    7975, Simon's Town, Cape Town
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    6 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    • DVD Player
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Ocean Views
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    At Fisherman's Cove, you'll be staying in one of the houses for which the now famous Boulder's Beach at Simons Town was once a private paradise. Incredible views from your bed and breakfast table. Watch the penguins jumping off the rocks in serried ranks as they set out for the open sea, swim with...
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    Location Information
    7975, Simon's Town, Cape Town
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 13
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Balcony
    • Patio
    • Grill
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    On the iconic Klein Tuin Road watch the penguins come marching past the gate. This beautiful home has recently been built and boasts beautiful marble throughout the house. Wonderful views and windows throughout make this a home that is bathed in sunlight. This home is on two levels and is well...
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    Location Information
    7995, Simon's Town, Cape Town
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Modern Apartment at Boulders Penguin Colony1 / 70
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
    • Wi-Fi
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Ocean Views
    • Cable/satellite TV
    • Washer
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 March 2017
    My husband and I loved our stay in this beautifully furnished and well layed out apartment. We sat out on the terrace every evening with braai facilities right there, protected...
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    About this property
    Seaforth Terrace is a two bedroomed, two bathroomed ground floor apartment set in a fully secure complex in the quaint seaside town of Seaforth, Simon's Town, South Africa. The tastefully furnished apartment sleeps 4 comfortably. The apartment has two bathrooms (main ensuite with tub and shower),...
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    Location Information
    7995, Simon's Town, Cape Town
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Roman Rock 4 Self contained Studios with Sea Views1 / 30
    (3)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Grill
    • Terrace
    • Cable/satellite TV
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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 January 2018
    This was the best holiday everIts very central but still near to everyrhing The view were stunning Thank you Ben and Anja for making our holiday specialRiana Coetzee
    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...
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    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...
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    Location Information
    7975, Simon's Town, Cape Town
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Grill
    • Mountain Views
    • Patio
    • Secure Parking
    • Ocean Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    •Well Equipped Kitchenette with Granite Worktop, 2 plate stove, Microwave, Toaster, Kettle and Coffee Machine •Extra Large Double Room with Queen Bed, Single Bed and Built In Wardrobes, Dressing Table and Stool •Living room with Leather Couches and Flat Screen TV with Satellite TV, Hotel Package...
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    Location Information
    7975, Simon's Town, Cape Town
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Dunearn on Boulders Beach1 / 13
    (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
    Kid friendly
    Smoking allowed
    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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    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...
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    Location Information
    7945, Simon's Town, Cape Town
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    7995, Simon's Town, Cape Town
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Self catering apartment - Simons Town1 / 13
    (4)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
    Kid friendly
    Smoking allowed
    Reviewed 13 December 2017
    We stayed at Shaun’s apt for 10 days and easily could have stayed longer. We really enjoyed it here. The apartment was modern, spotless and had everything we needed. Shaun was...
    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!
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    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,...
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    Location Information
    7975, Simon's Town, Cape Town
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Felsensicht Holiday Home1 / 24
    (10)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Balcony
    • Wi-Fi
    • Washer
    • Secure Parking
    • Cable/satellite TV
    • Terrace
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 July 2016
    Great self-catering, seaside, vacation home, with every convenience one could wish for, away from home. It's location is convenient for exploring Simon's Town, being a short...
    Reviewed 25 August 2014
    We've just returned from our 2 week holiday in South Africa and I have to say I am thrilled we happened upon the Felsensicht Holiday Home via TripAdvisor. What an awesome home...
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    About this property
    Felsensicht Holiday Home is superbly situated near Boulders Beach, Simon's Town & is ideal for families. It is a large, attractive & wonderfully comfortable home with a 180° view of False Bay from Muizenberg in the north to Cape Point in the south. It is beautifully furnished with all mod cons & is...
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    Location Information
    Simon's Town, Cape Town
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Terrace
    • Ocean Views
    • Balcony
    • Secure Parking
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    At Seascapes offers a secure and peaceful seaside location close to historic Simonstown on the False Bay coast. The house is well appointed, well equipped and offers spectacular views over False Bay. A five minute walk will take you to fishermans beach (featured on Getaway magazine) or a stroll up...
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    Location Information
    7975, Simon's Town, Cape Town
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Balcony
    • Internet Access
    • Terrace
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This three bedroom holiday apartment in Simonstown is an ideal family holiday apartment with beautiful views. It sleeps 4 adults and two kids on bunk beds. Yes, we can say that again; views and more views. During Whale season you can see and hear the whales from the main bedroom or lounge. The...
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    Location Information
    7975, Simon's Town, Cape Town
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Parking
    • Washer
    • Outdoor Dining Area
    • DVD Player
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    • Mountain Views
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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.
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    Location Information
    7995, Simon's Town, Cape Town
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
    • Private Garden
    • Balcony
    • Housekeeping Included
    • Patio
    • Secure Parking
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    'Phoenix Rising' is one of the highest houses on the mountainside above the Boulders Beach, famous for a large colony of African Penguins, with awe inspiring sea views across False Bay. From the Aloe and Protea garden behind the house you can climb straight up Swartkop mountain along the ridge to...
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    Location Information
    7975, Simon's Town, Cape Town
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Mountain Views
    • Balcony
    • Grill
    • Ocean Views
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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....
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    Location Information
    7995, Simon's Town, Cape Town
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Terrace
    • Internet Access
    • Balcony
    • Patio
    • Washer
    • Grill
    • Cable/satellite TV
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    7975, Simon's Town, Cape Town
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    The Rectory1 / 10
    (8)Excellent
    6 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Washer
    • Ocean Views
    • Balcony
    • Cable/satellite TV
    • Parking
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    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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    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...
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    Location Information
    7975, Simon's Town, Cape Town
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 10
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Ocean Views
    • Parking
    • Terrace
    • Balcony
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    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Studio 2 with Partial Sea View and Private Patio with BBQ - Sleeps 2 ·Our studio has a queen bed, with lounge chairs and flat screen TV ·Studio has just been fully renovated, so new bathroom with Shower, and new kitchenette with granite worktops ·Flat screen TV with selected DSTV channels (Hotel...
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    Location Information
    7975, Simon's Town, Cape Town
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • DVD Player
    • Grill
    • Ocean Views
    • Cable/satellite TV
    • Secure Parking
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious, double storey holiday home in historical Simon's Town (40 minutes from Cape Town). 180 degree views of the sea. 300 metres from the famous Boulder's beach. The house is equipped with everything you will need (including all appliances, boardgames, etc.). Quirky shops and restaurants all...
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    Location Information
    7975, Simon's Town, Cape Town
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    7975, Simon's Town, Cape Town
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Terrace
    • DVD Player
    • Balcony
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    7975, Simon's Town, Cape Town
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
    • Mountain Views
    • Ocean Views
    • Patio
    • Parking
    • Private Garden
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Lobster Pot is an old family cottage that has been the location of many a memorable holidays down at the sea, snorkeling in the marine reserve, paddling around the rocky islands and going for hikes up the mountain. The Lobster Pot is a cosy little wooden cottage that is perfect for summer and...
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    Location Information
    7975, Simon's Town, Cape Town
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Waterfront
    • Ocean Views
    • Washer
    • Patio
    • Housekeeping Included
    • Mountain Views
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated within 850 m of a swimming beach, Seabreeze Luxury Two Bedroom Self Catering Penthouse is located on the outskirts of Simon’s Town. Overlooking False Bay, this property is 1.5 km from Boulders Beach and the renown African Penguin Colony. Seabreeze features a fully-equipped kitchen and a...
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    Location Information
    7975, Simon's Town, Cape Town
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Bayview Condo1 / 23
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Balcony
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 February 2018
    Waking up every morning to beauty - beautiful surroundings, such an artfully furnished apartment where space is in harmony with comfort, the openness of the landscape - is truly...
    Reviewed 28 February 2018
    The apartment we stayed in was just as we expected it to be. Lovely views across False Bay and Simon's Town. The facilities provided were spot on for what we needed.Check in and...
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    About this property
    This is a spacious, quiet, well-equipped apartment on 2 levels. A large open plan lounge and dining room downstairs, with sliding doors onto a sheltered yard at the back and more sliding doors onto a large terrace in front. The kitchen has just been renovated, with granite work surfaces, a gas hob,...
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    Location Information
    7975, Simon's Town, Cape Town
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    The Penguin Cove Sea Lodge1 / 12
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Patio
    • Mountain Views
    • DVD Player
    • Grill
    • Ocean Views
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 January 2017
    This was a superb break. Far enough from CT to be quiet and revitalizing but close enough to get to the main attractions. Beautiful Kalk Bay around the corner with a myriad of...
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    About this property
    Perfectly situated against the Simon's Kloof mountains, overlooking the spectacular False Bay ocean and distant Hottentot Holland mountain range. Our comfortably appointed self-catering, luxury but comfortable holiday house is at your beckon call. Located in the picturesque seaside naval village...
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    Location Information
    7975, Simon's Town, Cape Town
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Cable/satellite TV
    • Grill
    • Shared Garden
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 July 2017
    This cottage is a pretty as the pictures depict, however it is a summer cottage ideal for December / January when the schools are closed and the weather is warm.It is located...
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    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...
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    Location Information
    7975, Simon's Town, Cape Town
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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