The 10 best holiday rentals in Simonʼs Town, South Africa | Booking.com
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Holiday Rentals in Simonʼs Town

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The best holiday rentals in Simonʼs Town

Check out our pick of great holiday rentals in Simonʼs Town

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Bonne Esperance, Simon's Town

Simonʼs Town

Located in Simonʼs Town, in a historic building, 500 metres from Seaforth Beach, Bonne Esperance, Simon's Town is a recently renovated apartment with pool with a view and garden.

A
Aneta
From
Czech Republic
Everything was absolutely great and we enjoyed our stay so much. Alex was super helpful and welcoming. Perfect location for Boulder Beach, Simon’s Town and Cape.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 194 reviews
Price from
US$92.80
1 night, 2 adults
Check availability

Tintswalo Boulders

Simonʼs Town

Tintswalo Boulders, a property with a terrace, is situated in Simonʼs Town, 200 metres from Water's Edge Beach, 19 km from Chapman's Peak, as well as 23 km from Cape Point.

L
Li
From
Singapore
Location: very near to the Boulders Beach penguins; there was a side gate that leads directly out to the boardwalk next to the visitor centre about 1 min away. Perfect spot for an early morning walk to see the penguins. Facilities: the room was spacious and cosy and there was a good smart TV with Netflix/Youtube. Bathroom was well furnished with a bath tube and amenities. Bed was good. Service: Staff was friendly and attentive the moment we entered and service was impeccable. They provided lot of good recommendations of Simon’s Town. Breakfast was awesome with a view of the bay.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 144 reviews
Price from
US$235.48
1 night, 2 adults
Check availability

Residence William French

Simonʼs Town

Located 600 metres from Frank's Beach, Residence William French offers an infinity pool, a garden and air-conditioned accommodation with a terrace and free WiFi.

N
Naina
From
Mauritius
Location was excellent, we loved the beach just down the road. Breakfast and dinner were delicious, hats off to the lovely ladies in the kitchen! We had an amazing stay.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 246 reviews
Price from
US$171.10
1 night, 2 adults
Check availability

Aqua Terra Boutique Guesthouse - Simon's Town, Cape Town

Simonʼs Town

Situated directly on a ridge overlooking False Bay, Aqua Terra features suites with an infinity pool and panoramic views. It features an outdoor pool and free Wi-Fi is provided.

A
Aleksandra
From
Poland
Amazing view, great place created by great people. I highly recommend it.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 224 reviews
Price from
US$168.08
1 night, 2 adults
Check availability

A Boat House

Simonʼs Town

This guest house offers elegantly decorated rooms all of which include balconies and free Wi-Fi, plus an indoor splash pool (Not Heated) A Boat House has spacious, luxuriously decorated rooms in a...

G
Gary
From
Australia
Such a wonderful place to stay in Simons town. Could not fault the hospitality, location, breakfast and room. Would definitely stay again next time.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 532 reviews
Price from
US$159.50
1 night, 2 adults
Check availability

Moonglow Guesthouse

Simonʼs Town

Offering a terrace and garden view, Moonglow Guesthouse is located in Simonʼs Town, less than 1 km from Glencairn Beach and 14 km from Chapman's Peak.

M
Marion
From
Italy
This was my favourite place in SA. The owner was so nice, the seaview with the sunrise just awesome, the breakfast tasty. All the little details in our room and in the structure made our stay perfect. We did an early morning swim in the tidal pool right under the B&B, perfect start into the day!
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 187 reviews
Price from
US$124.35
1 night, 2 adults
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Rocklands Seaside Bed and Breakfast

Simonʼs Town

This bed and breakfast in Simon’s Town is surrounded by the lush greenery and features stunning Indian Ocean views. Free Wi-Fi and free private parking.

N
Natasha
From
Greece
Very charming apartment and welcoming, helpful hosts. Quiet, beautiful view. Perfect for our family of five. Tasty breakfast served in the room.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 408 reviews
Price from
US$149.54
1 night, 2 adults
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The Grosvenor Guest House & Self Catering

Simonʼs Town

Set on the hillside slope overlooking False Bay, The Grosvenor Guest House & Self Catering provides 4-star accommodation with views of the South African Naval Base.

L
Lisa
From
South Africa
comfortable with beautiful views
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 191 reviews
Price from
US$168.20
1 night, 2 adults
Check availability

Simon’s Town Guest House

Simonʼs Town

The 4-star, family-run Simonstown Guest House overlooks False Bay and offers scenic water views from its modern rooms. Free parking and Wi-Fi throughout the property are available.

K
Kathrin
From
Switzerland
We stated between 3 and 4 p.m. to check in, but were already in Simons Town at 11 a.m. The friendly man called 'Wonderful' gave us a warm welcome and said early check-in wouldn't be a problem at all. He helped us carry our luggage up and showed us to our room. We were speechless. Perfectly and tastefully decorated, sparkling clean, equipped with everything your heart could desire and with an incredible view of the ocean, we were just overjoyed. Finding accommodation like this is like winning the lottery. The breakfast also left nothing to be desired. Fresh fruit salad, muesli, yoghurt, yes, you could even order a warm breakfast from Nikkita. Eggs in different variations, bacon, mushrooms and tomatoes were available to choose from. Simons Town Guesthouse goes the extra mile to provide guests with a unique experience. Everything was just perfect thanks to the tireless efforts of Nikkita and Wonderful. Thank you both very much.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 170 reviews
Price from
US$92.80
1 night, 2 adults
Check availability

Albatross Guest House

Simonʼs Town

Boasting magnificent views of historical Simon’s Town, False Bay and the mountains beyond, Albatross Guest House overlooks the naval harbour and False Bay Yacht club. Free WiFi is available on site.

j
julie
From
Belgium
very nice view! Andre (owner) is very nice, he made us feel very welcome. He gave good tips on where to go. Breakfast is fantastic!
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 126 reviews
Price from
US$127.60
1 night, 2 adults
Check availability
All holiday rentals in Simonʼs Town

Most booked holiday rentals in Simonʼs Town and surroundings in the past month

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Highly rated holiday rentals in Simonʼs Town and nearby

  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 719 reviews

    Featuring a terrace, The Willets Boutique Hotel in Simon's Town is located in Simonʼs Town in the Western Cape region, 1.1 km from Long Beach and 17 km from Chapman's Peak.

    From US$89.73 per night
  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 77 reviews

    Boasting mountain views, Central Hotel Guest House offers accommodation with terrace, around 1 km from Long Beach. With garden views, this accommodation provides a patio.

    From US$84.91 per night
  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 153 reviews

    Located in Simonʼs Town, 1.3 km from Boulders Beach, Magellans Hotel provides accommodation with a private beach area, free private parking, a garden and a terrace.

    From US$145 per night
  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 73 reviews

    Set in Simonʼs Town and only 400 metres from Fishermans Beach, Dream a Little offers accommodation with sea views, free WiFi and free private parking.

  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 9 reviews

    Boasting a hot tub, Penguinden - Private Villa with Sea Views is set in Cape Town. This property offers access to a balcony, free private parking and free WiFi.

  • Scored out of 10, guest rating 8.2
    Very good - What previous guests thought, 315 reviews

    Offering city views, Ollava Guesthouse is an accommodation situated in Simonʼs Town, 400 metres from Shelly Beach and 14 km from Chapman's Peak.

    From US$58 per night

  • Glencairn Vista

    Cape Town
    8.0+ review score
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 9 reviews

    Boasting river views, Glencairn Vista offers accommodation with barbecue facilities and a balcony, around 400 metres from Glencairn Beach.

  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 57 reviews

    Situated in Cape Town in the Western Cape region, SeaViews Holiday Apartment 1 features a patio. Featuring mountain and garden views, this apartment also has free WiFi.

    From US$50.63 per night

Enjoy breakfast in Simonʼs Town and nearby

  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 94 reviews

    Capri Sands Luxury Guest House in Capri Village provides adults-only accommodation with a garden and a shared lounge. This guest house features free private parking and full-day security.

    From US$86.65 per night
  • Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 661 reviews

    Boasting garden views, Sonnekus Boutique Hotel & Bistro offers accommodation with a garden, a tennis court and a terrace, around 15 km from Chapman's Peak.

    From US$97.53 per night
  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 558 reviews

    Set in Imhoffʼs Gift and only 12 km from Chapman's Peak, Happy Homes - Imhoffs Gift offers accommodation with sea views, free WiFi and free private parking.

    From US$40.79 per night
  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 73 reviews

    Located in Simonʼs Town and only 1.2 km from Long Beach, Bougainvillea House - The Heart of Simonstown provides accommodation with mountain views, free WiFi and free private parking.

  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 9 reviews

    Featuring garden views, Regatta View - Simon's Town offers accommodation with a patio, around 1.7 km from Long Beach.

  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 44 reviews

    Located in Simonʼs Town in the Western Cape region, Dolphin Cottage features a patio. This beachfront property offers access to a balcony, free private parking and free WiFi.

  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 10 reviews

    Offering a garden and garden view, Spectacular views Simonstown is located in Cape Town, 18 km from Chapman's Peak and 26 km from Cape Point.

  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 57 reviews

    Comprising a garden and barbecue facilities, Eclectic Heritage Paradise Simon's Town is a recently renovated accommodation in Simonʼs Town located close to Long Beach.

These holiday rentals in Simonʼs Town and nearby have options with free cancellation

  • SeaViews Holiday Apartment 2

    Cape Town
    Free cancellation options available
    Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 50 reviews

    Offering a garden and city view, SeaViews Holiday Apartment 2 is set in Cape Town, 15 km from Chapman's Peak and 28 km from Kirstenbosch National Botanical Garden.

    From US$66.56 per night

  • Glencairn Haven

    Cape Town
    Free cancellation options available
    Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 62 reviews

    Offering garden views, Glencairn Haven is an accommodation set in Cape Town, 14 km from Chapman's Peak and 28 km from Kirstenbosch National Botanical Garden.

    From US$62.64 per night

  • Fisherman's Watch Cottage

    Cape Town
    Free cancellation options available
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 91 reviews

    Offering a garden and garden view, Fisherman's Watch Cottage is set in Cape Town, 13 km from Chapman's Peak and 25 km from Kirstenbosch National Botanical Garden.

  • 55 on Main Guesthouse and Spa

    Fish hoek
    Free cancellation options available
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 345 reviews

    Featuring sea views, 55 on Main Guesthouse and Spa provides accommodation with a terrace, barbecue facilities and a shared lounge, around less than 1 km from Fish Hoek Beach.

    From US$78.98 per night

  • The Pool Cottage

    Fish hoek
    Free cancellation options available
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 116 reviews

    Offering quiet street views, The Pool Cottage is an accommodation situated in Fish hoek, 11 km from Chapman's Peak and 25 km from Kirstenbosch National Botanical Garden.

    From US$46.98 per night

  • Leo's Den

    Fish hoek
    Free cancellation options available
    Scored out of 10, guest rating 7.9
    Good - What previous guests thought, 241 reviews

    Situated just 1.6 km from Fish Hoek Beach, Leo's Den offers accommodation in Fish hoek with access to an open-air bath, a garden, as well as a shared kitchen.

    From US$43.50 per night

  • This property is rubbish

    Cape Town
    Free cancellation options available
    Scored out of 10, guest rating 4.0
    Disappointing - What previous guests thought, 3 reviews

    Featuring pool views, This property is rubbish provides accommodation with barbecue facilities and a terrace, around 9.1 km from Chapman's Peak.

    From US$552.38 per night

  • Dunvegan Lodge

    Clovelly
    Free cancellation options available
    Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 103 reviews

    Featuring pool with a view and views of pool, Dunvegan Lodge is a recently renovated villa set in Clovelly, 1.2 km from Fish Hoek Beach.

    From US$81.20 per night

FAQ about holiday rentals in Simonʼs Town

Holiday rentals that guests love in Simonʼs Town

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  • The Willets Boutique Hotel in Simon's Town

    Holiday Rental in Simonʼs Town
    Avg. price/night: US$89.73
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 719 reviews
    Lovely little 3 star hotel in a village! Great bed, top class linen and good coffee/tea offering. It’s an old building so very noisy and try not book a king road facing room!
    Guest review by
    Karen
    Solo traveller

  • Tintswalo Boulders

    Holiday Rental in Simonʼs Town
    Avg. price/night: US$266.22
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 144 reviews
    Central to Boulders beach, very comfortable villa. Kirsty and her staff were excellent.
    Guest review by
    De Villiers
    Young couple

  • Residence William French

    Holiday Rental in Simonʼs Town
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 246 reviews
    William, his crew and the lovely Villa is outstanding!
    Guest review by
    Marc
    Solo traveller

  • The Willets Boutique Hotel in Simon's Town

    Holiday Rental in Simonʼs Town
    Avg. price/night: US$89.73
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 719 reviews
    Stunning villa building with friendly staff, centrally located and good breakfast, indoor or out. Thanks!
    Guest review by
    Adrian
    Young couple

  • Tintswalo Boulders

    Holiday Rental in Simonʼs Town
    Avg. price/night: US$266.22
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 144 reviews
    Superb location and the villa itself was amazing, with a private walkway down to the penguin beach.
    Guest review by
    Alex
    Young couple

  • Albatross Guest House

    Holiday Rental in Simonʼs Town
    Avg. price/night: US$174
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 126 reviews
    Fantastic views and protected from the wind. You can walk to the village using the steps and footpaths. Welcoming hosts and lovely spacious apartment. We loved our stay.
    Guest review by
    Lindy
    Young couple

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