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Holiday Homes in Simon's Town

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    All 83 Rentals in Simon's Town
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    Travellers to Simon's Town are booking October dates now. Secure your holiday rental today, and have the perfect trip.
    9 Reviews
    4 Bedrooms, Sleeps 8Quick View
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    14 Reviews
    3 Bedrooms, Sleeps 7Quick View
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    4 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    4 Reviews
    5 Bedrooms, Sleeps 18Quick View
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    Amenities & Details
    • Mountain Views
    • Washer
    • DVD Player
    • Patio
    • Ocean Views
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 12 January 2016
    Our American family of 13, which included three teenagers, spent a magical three weeks vacation at the Villa over the festive season. It was everything we hoped for - and more...
    Excellent of 5 bubbles
    Reviewed 19 November 2015
    Everything was amazing at the venue. Grown ups were happy, kids were happy, beach was across the road. Only "negative" is the length of time that was taken to release my deposit.
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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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    Location Information
    7995, Simon's Town, Cape Town
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 18
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    2 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    • Mountain Views
    • Grill
    • Satellite TV
    • Parking
    • Balcony
    • Washer
    • Internet Access
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 1 week ago
    We really enjoyed our stay. The place was exactly what we expected and more. Fantastic view and very well received.
    Excellent 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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    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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    4 Reviews
    4 Bedrooms, Sleeps 8Quick View
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    • Grill
    • Washer
    • Ocean Views
    • DVD Player
    • Wi-Fi
    • Secure Parking
    • Satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed 31 August 2013
    10 day stay. Very good value for the money. Modern open-plan accomodation with all the amenities including dishwasher, washer and drier. Very comfortable beds and clean, modern...
    Very good of 5 bubbles
    Reviewed 27 June 2013
    Clean and spacious house with everything you need to have a relaxing holiday. Large open living area in combination with 4 bedrooms and 3 bathrooms.
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    About this property
    Neptune Home is the perfect location for people who want to explore Caetown and surroundings during their holiday.<BR>It is the idea place for a family, a couple or small group of friends who enjoy relaxing in a quiet, secluded hide away while enjoying unsurpassed views over False Bay. <BR>The...
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    7556, Simon's Town, Cape Town
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    7 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Very good 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...
    Excellent 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...
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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...
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    7975, Simon's Town, Cape Town
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Reviews
    4 Bedrooms, Sleeps 9Quick View
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    Amenities & Details
    • Grill
    • Terrace
    • Satellite TV
    • Patio
    • Secure Parking
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent 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...
    Excellent 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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    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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    7975, Simon's Town, Cape Town
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    3 Bedrooms, Sleeps 5Quick View
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    • Parking
    • Wi-Fi
    • Private Garden
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    1 Review
    3 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Washer
    • Balcony
    • Grill
    • Wi-Fi
    • Ocean Views
    • Mountain Views
    • Satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Average of 5 bubbles
    Reviewed 2 weeks ago
    There were several people living in maids quarters at back. Their conversation was not what we wanted in a quiet weekend by the sea.
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    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...
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    7995, Simon's Town, Cape Town
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Private Garden
    • Satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    7995, Simon's Town, Cape Town
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • 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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    7975, Simon's Town, Cape Town
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    6 Bedrooms, Sleeps 13Quick View
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    • DVD Player
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • 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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    2 Bedrooms, Sleeps 5Quick View
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    Amenities & Details
    • Ocean Views
    • Satellite TV
    • Grill
    • Mountain Views
    • Patio
    • Wi-Fi
    • 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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    Location Information
    7975, Simon's Town, Cape Town
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    8 Reviews
    6 Bedrooms, Sleeps 10Quick View
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    • Grill
    • Washer
    • Ocean Views
    • Balcony
    • Satellite TV
    • Parking
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent 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...
    Excellent 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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    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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    1 Review
    4 Bedrooms, Sleeps 8Quick View
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    Amenities & Details
    • Patio
    • 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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    1 Review
    3 Bedrooms, Sleeps 6Quick View
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    • Private Garden
    • Wi-Fi
    • Satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good 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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    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...
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    7975, Simon's Town, Cape Town
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    1 Review
    1 Bedroom, Sleeps 4Quick View
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    • Satellite TV
    • Wi-Fi
    • Secure Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent 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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    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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    3 Bedrooms, Sleeps 5Quick View
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    • Satellite TV
    • Parking
    • Private Garden
    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 Reviews
    4 Bedrooms, Sleeps 8Quick View
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    • Grill
    • Terrace
    • Satellite TV
    • Ocean Views
    • Washer
    • Secure Parking
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent 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...
    Excellent 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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    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...
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    7975, Simon's Town, Cape Town
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    3 Reviews
    Studio, Sleeps 3Quick View
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    • Satellite TV
    • Balcony
    • Parking
    • Ocean Views
    • Wi-Fi
    • Terrace
    • Outdoor Dining Area
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent 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...
    Excellent 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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    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...
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    7975, Simon's Town, Cape Town
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    3 Reviews
    1 Bedroom, Sleeps 2Quick View
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    • Washer
    • Parking
    • DVD Player
    • Balcony
    • Ocean Views
    • Mountain Views
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent 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!
    Excellent 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...
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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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    7975, Simon's Town, Cape Town
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Review
    3 Bedrooms, Sleeps 5Quick View
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    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent 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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    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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    7975, Simon's Town, Cape Town
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Reviews
    7 Bedrooms, Sleeps 14Quick View
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    • Satellite TV
    • Ocean Views
    • Grill
    • Wi-Fi
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good 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...
    Excellent 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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    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...
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    Location Information
    7975, Simon's Town, Cape Town
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 14
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    4 Reviews
    4 Bedrooms, Sleeps 8Quick View
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    • Ocean Views
    • DVD Player
    • Mountain Views
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Wi-Fi
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent 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...
    Excellent 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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    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...
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    Location Information
    7976, Simon's Town, Cape Town
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, Sleeps 5Quick View
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    • Terrace
    • Internet Access
    • Balcony
    • Patio
    • Washer
    • Grill
    • 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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    2 Bedrooms, Sleeps 5Quick View
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    • DVD Player
    • Washer
    • Outdoor Dining Area
    • Satellite TV
    • Grill
    • Mountain Views
    • Shared Garden
    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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    5 Bedrooms, Sleeps 10Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A perfect family holiday home, positioned just above famous Boulders Beach in Simon’s town (home to the penguin colony) and directly opposite the golf course. Views stretching over this world–class beach and across False Bay can be enjoyed from the deck or from the heated pool. This is a multi...
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    Location Information
    7975, Simon's Town, Cape Town
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    2 Reviews
    4 Bedrooms, Sleeps 8Quick View
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    • Patio
    • DVD Player
    • Satellite TV
    • Secure Parking
    • Private Outdoor Pool (Heated)
    • Grill
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 28 February 2017
    A wonderful house with great views over False Bay. Ian and Paula have created a home-away-from home feel in a beautiful location. Close enough to everything you need, but far...
    Excellent of 5 bubbles
    Reviewed 12 September 2016
    We spent with our children (12,9) for about a week at this nice peaceful place. The view is spectacular, the location is perfect for day trips to all sightseeing places. The...
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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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    11 Reviews
    4 Bedrooms, Sleeps 8Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Sauna
    • Waterfront
    • Mountain Views
    • Wi-Fi
    • Ocean Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 3 weeks ago
    We had a very pleasant stay at this luxury well equiped and well suitiated house.Lendro the owner was next door and always available and accommodating.We will go again...
    Average of 5 bubbles
    Reviewed 4 November 2016
    Really nice location and very spacious house. Fantastic views and morning sun can be enjoyed outside. Be aware that on this side of False Bay you cannot enjoy the evening sun...
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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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    Location Information
    7975, Simon's Town, Cape Town
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, Sleeps 6Quick View
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    • Ocean Views
    • Parking
    • Mountain Views
    • Washer
    • Waterfront
    • Balcony
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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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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    1 Review
    4 Bedrooms, Sleeps 9Quick View
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    • Terrace
    • Balcony
    • Parking
    • Ocean Views
    • Mountain Views
    • Grill
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent 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...
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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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    10 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Ocean Views
    • Balcony
    • Wi-Fi
    • Washer
    • Secure Parking
    • Satellite TV
    • Terrace
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    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...
    Excellent of 5 bubbles
    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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    2 Bedrooms, Sleeps 4Quick View
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    • Secure Parking
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    7975, Simon's Town, Cape Town
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Review
    1 Bedroom, Sleeps 2Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    7975, Simon's Town, Cape Town
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Review
    1 Bedroom, Sleeps 3Quick View
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    Amenities & Details
    • DVD Player
    • Housekeeping Included
    • Patio
    • Satellite TV
    • Ocean Views
    • Mountain Views
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Average 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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    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...
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    Location Information
    7975, Simon's Town, Cape Town
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Review
    5 Bedrooms, Sleeps 14Quick View
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    Amenities & Details
    • Balcony
    • DVD Player
    • Patio
    • Terrace
    • Grill
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good 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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    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...
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    Location Information
    7975, Simon's Town, Cape Town
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    1 Review
    2 Bedrooms, Sleeps 4Quick View
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    Amenities & Details
    • Balcony
    • Ocean Views
    • Patio
    • Washer
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    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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    3 Bedrooms, Sleeps 6Quick View
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    • Balcony
    • DVD Player
    • Terrace
    • Grill
    • Patio
    Suitability
    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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    4 Bedrooms, Sleeps 8Quick View
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    • Grill
    • Patio
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    As the name suggests, this home is a true break away from it all. It is perfectly positioned on the rocks of the Castle Rock marine reserve with direct access to the coastline and 360 degree views of False Bay and Table Mountain. This Cape Cod style house with 2 levels and modern, open planned...
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    Location Information
    7945, Simon's Town, Cape Town
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    1 Review
    4 Bedrooms, Sleeps 8Quick View
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    Amenities & Details
    • Private Garden
    • Wi-Fi
    • Parking
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 2 weeks ago
    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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    Location Information
    7975, Simon's Town, Cape Town
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Amenities & Details
    • Ocean Views
    • Grill
    • Patio
    • Balcony
    • Mountain Views
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful Beach Villa has recently opened and so far we are extremely lucky with fantastic reviews. The villa is split into 3 apartments which allows you to close interlocking doors if you need privacy, or open up the doors in order for a large group to entertain. Each apartment has a large...
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    Location Information
    7975, Simon's Town, Cape Town
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    1 Review
    1 Bedroom, Sleeps 2Quick View
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    • Parking
    • Satellite TV
    • Balcony
    • Terrace
    • Wi-Fi
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    7995, Simon's Town, Cape Town
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    Amenities & Details
    • Private Garden
    • Satellite TV
    • Wi-Fi
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good 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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    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...
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    Location Information
    7975, Simon's Town, Cape Town
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Reviews
    1 Bedroom, Sleeps 2Quick View
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    Amenities & Details
    • Wi-Fi
    • Housekeeping Included
    • Grill
    • Mountain Views
    • Balcony
    • Ocean Views
    • DVD Player
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good 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...
    Excellent 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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    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...
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    Location Information
    7975, Simon's Town, Cape Town
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4 Bedrooms, Sleeps 9Quick View
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    Amenities & Details
    • Washer
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Wi-Fi
    • Grill
    • Satellite TV
    • Patio
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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...
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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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    5 Bedrooms, Sleeps 10Quick 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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    3 Bedrooms, Sleeps 8Quick View
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    • Washer
    • Balcony
    • Internet Access
    • Terrace
    • Parking
    • Satellite TV
    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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    Studio, Sleeps 2Quick View
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    • Parking
    • Housekeeping Included
    • Ocean Views
    • Terrace
    • Grill
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Roman Rock Accommodation Studio 1 with outside Wooden Deck and Beautiful 180 Degree Sea View - ·This studio Sleeps 2 ·This studio has a large queen bed and a desk where you can sit and work/study ·Inside you have a Lounge area with chairs and a coffee table, as well as a breakfast or dining area...
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    Location Information
    7975, Simon's Town, Cape Town
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    2 Bedrooms, Sleeps 7Quick View
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    Amenities & Details
    • Private Garden
    • Patio
    • Secure Parking
    • Grill
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 2 bedroom villa can be split into 2 apartments and boasts one of the most stunning sea views in Simon's Town. The front of the villa looks over the sea and has a separate BBQ/Sun room. The front of the villa has a living room, bedroom and BBQ/Sun room which faces directly onto the sea with...
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    Location Information
    7975, Simon's Town, Cape Town
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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