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The 10 Best Vacation Homes in Simonʼs Town, South Africa

Check out our selection of great vacation homes in Simonʼs Town

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Review Score

Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
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Situated in Simonʼs Town, near Water's Edge Beach, Boulders Beach and Seaforth Beach, Tintswalo Boulders has a terrace. This beachfront property offers access to free WiFi and free private parking. Boasting family rooms, this property also provides guests with a year-round outdoor pool.

The style, the little details, the environment, the location, the vibes, everything!

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9.4
Wonderful
128 reviews
Price from
$192
per night

Featuring a Blu-ray player, the spacious holiday home has a fully equipped kitchen with a dishwasher, an oven and a microwave, a living room with a seating area and a dining area, 3 bedrooms, and 3 bathrooms with a walk-in shower and a bath. A flat-screen TV with streaming services and DVD player, as well as a CD player are provided. The property has an outdoor dining area.

Wonderful location with glorious views. A really comfortable, well equipped beach house, in which you can relax, take an easy walk to the beach and Boulders penguin colony. It really feels like a home from home thanks to the thoughtful, personal touches. Just lovely!

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9.1
Wonderful
23 reviews
Price from
$89
per night

Featuring a DVD player, the villa has a fully equipped kitchen with a dishwasher, an oven and a microwave, 2 living rooms with a seating area and a dining area, 4 bedrooms, and 3 bathrooms with a walk-in shower and a bath. Guests can take in the views of the mountain from the balcony, which also has outdoor furniture. For added privacy, the accommodation has a private entrance and soundproofing.

Location is on the wild side of Simonstown, ten minutes from the turnoff to Cape Point Reserve. The children loved the delightful little beach practically across the road. Millers Point Tidal Pool 6 minutes down the road is amazing. The house is very spacious (for 10 people) with enough bathrooms. The shallow pool was great for smaller children. The TV and video (in separate lounges) worked fine. Having a gas/electric stove meant that we could survive loadshedding. Two fridges, one in the double garage and one in the kitchen were so useful. We could also park two extra cars at the entrance to the garage. We had excellent communication with Matthew, the agent, and he was a great help.

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9.1
Wonderful
15 reviews
Price from
$403
per night

Situated within 850 metres 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.

Everything was exceptionally clean and comfortable. Beautiful surroundings. Amazing views. It exceeded all our expectations.

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9.6
Exceptional
62 reviews
Price from
$135
per night

Located in Simonʼs Town, Cottons Cottages is a historic holiday home that provides free WiFi, and guests can enjoy a garden and barbecue facilities. With mountain views, this accommodation offers a balcony. The property is non-smoking and is set 500 metres from Long Beach.

Lots but the view is the winner

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9.6
Exceptional
72 reviews
Price from
$107
per night

The spacious holiday home with a terrace and sea views has 4 bedrooms, a living room, a flat-screen TV, an equipped kitchen with an oven and a microwave, and 5 bathrooms with a shower. The holiday home also comes with a seating area and 5 bathrooms. The property has an outdoor dining area.

Clean, spacious with amazing views Each room had en-suite Beds were comfortable Fully fitted kitchen

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8.5
Very Good
38 reviews
Price from
$150
per night

This holiday home has 3 bedrooms, a kitchen with a dishwasher and an oven, a flat-screen TV, a seating area and 3 bathrooms fitted with a walk-in shower. Guests can take in the views of the sea from the balcony, which also has outdoor furniture. For added privacy, the accommodation features a private entrance.

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10
Exceptional
1 reviews
Price from
$174
per night

Featuring a patio with mountain views, an outdoor swimming pool and a garden, Boulders Beach Villa can be found in Simonʼs Town, close to Boulders Beach and 500 metres from Windmill Beach. This beachfront property offers access to a terrace, free private parking and free WiFi. On clear days, guests can head outside to enjoy the villa's outdoor fireplace.

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10
Exceptional
1 reviews
Price from
$387
per night

Boasting a DVD player, the spacious holiday home has a fully equipped kitchen with a dishwasher, an oven and a microwave, a living room with a seating area and a dining area, 3 bedrooms, and 2 bathrooms with a walk-in shower and a bath. Guests can take in the views of the mountain from the terrace, which also has outdoor furniture. The accommodation offers a fireplace.

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10
Exceptional
4 reviews
Price from
$152
per night

The spacious holiday home comes with 4 bedrooms, 3 bathrooms, bed linen, towels, a flat-screen TV with streaming services, a dining area, a fully equipped kitchen, and a terrace with sea views. Guests can take in the ambience of the surroundings from an outdoor dining area or keep themselves warm by the fireplace on colder days. For added privacy, the accommodation features a private entrance.

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10
Exceptional
2 reviews
Price from
$242
per night

Looking for a vacation home?

Great for families or large parties, vacation homes are privately owned accommodations, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities, though breakfast might be offered as an add-on. These properties have their own independent front door, which makes them different than apartments.
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Most booked vacation homes in Simonʼs Town this month

Enjoy breakfast in Simonʼs Town!

  • Tintswalo Boulders
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 128 reviews

    Tintswalo Boulders enjoys a location in Simonʼs Town, a 11-minute walk from Windmill Beach and 12 miles from Chapman's Peak.

    The staff were very attentive, helpful and engaging.

  • Bahari Villa
    Breakfast options
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 15 reviews

    Bahari Villa is a recently renovated villa in Simonʼs Town where guests can make the most of the garden and terrace. This property offers a private pool, free Wifi, and free private parking.

    Amazing property in an amazing place. Kitchen and living area are incredible.

  • Seabreeze Luxury Two Bedroom Self Catering Penthouse
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 62 reviews

    Located within 2789 feet of a swimming beach, Seabreeze Luxury Two Bedroom Self Catering Penthouse is located on the outskirts of Simon’s Town.

    Views, comfort, clean, quiet. Will definitely go back.

  • Cottons Cottages
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 72 reviews

    Housed in a historic building, Cottons Cottages offers accommodations with a garden and free Wifi in Simonʼs Town, a 6-minute walk from Long Beach. Guests can benefit from a patio and a barbecue.

    Excellent view. Lovely patio area. Comfy and well equiped.

  • Dolphin Cottage
    8.5
    Scored 8.5
    Very Good
    Rated very good
     · 38 reviews

    Just 1.2 miles from Long Beach and 1.2 miles from Seaforth Beach, Dolphin Cottage features accommodations in Simonʼs Town with a garden.

    Location and views are stunning. House is neat and clean

  • Timber's Ocean House
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Just a 11-minute walk from Fishermans Beach and 0.8 miles from Frank's Beach, Timber's Ocean House features accommodations in Simonʼs Town with a garden.

  • Boulders Beach Villa
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Offering an outdoor swimming pool and a garden, Boulders Beach Villa in Simonʼs Town is close to Boulders Beach and Windmill Beach.

  • Harbour Views
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 4 reviews

    Just a 16-minute walk from Seaforth Beach and 0.9 miles from Water's Edge Beach, Harbour Views features accommodations in Simonʼs Town with a garden.

FAQ about vacation homes in Simonʼs Town




Vacation Homes That Guests Love in Simonʼs Town

  • 9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 74 reviews
    Excellent location with a magnificent view. Large veranda. Seaview from all the rooms. Car was parked in a garage. Safe location with enough safety measures in the apartment.Apartment spacious with a happy feeling Beds were comfortable.Very clean apartment Tea and coffee were provided.Somebody met us with the keys on arrival and to collect the keys when we left
    Antoinette
    Family with young children
  • 9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 38 reviews
    Sharon's accommodation is wonderful, Sharon is super nice. I landed in the evening and arrived at Sharon's a little stressed. Their homemade pizza and drinks made me happy. The accommodation is very modern and very clean. I was particularly impressed by the pools (number 2). From there you can watch the sea, just great. Unfortunately my stay was too short. I look forward to seeing you again, dear Sharon. I hope you continue to have great guests and that they appreciate everything you have to offer.
    Sabine
    Solo traveler
  • Avg. price/night: $107.22
    8.1
    Scored 8.1
    Very Good
    Rated very good
     · 402 reviews
    Breakfast was good. Nice variety. Beach close and very clean. Water warm. Beautiful view overlooking the sea. Nice to have the SPA on site. Lot's to do and see in Simonstown close by.
    Paul
    Young couple
  • Avg. price/night: $93.44
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 142 reviews
    The comfortable room. Very clean and private.
    Veliswa
    Young couple
  • 9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 268 reviews
    Fantastic views of the mountain, ocean and naval base! Balcony is a plus as it made the room feel bigger. Kitchenette was well equipped, and very clean. Coffee was delicious!
    Angela
    Young couple
  • 9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 219 reviews
    Great location and views. Very friendly and professional staff. Very clean and well serviced.
    Jonathan
    Solo traveler
  • 9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 34 reviews
    The unit was very clean and pleasant, and we enjoyed our stay.
    K
    Kerry
    Family with young children
  • 8.9
    Scored 8.9
    Excellent
    Rated excellent
     · 261 reviews
    The apartment was very clean and comfortable, beautiful views and near to great beaches.
    Nishkal
    Travelers with friends
  • 9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 24 reviews
    Very clean and comfortable and we were made to feel very welcome. Really lovely staff
    Denise
    Young couple
  • Avg. price/night: $74.33
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 132 reviews
    Great location, friendly service, very clean, stunning views, the property exceeded our expectations!
    Matthew
    Young couple