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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Find the right holiday rental for you in Simonʼs Town

The best holiday rentals in Simonʼs Town

Check out our pick of great holiday rentals in Simonʼs Town

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

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

  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 716 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$89.07 per night
  • Ollava Guesthouse

    Simonʼs Town
    Free cancellation options available
    Scored out of 10, guest rating 8.2
    Very good - What previous guests thought, 314 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$57.57 per night
  • SeaViews Holiday Apartment 1

    Cape Town
    Free cancellation options available
    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$50.26 per night
  • SeaViews Holiday Apartment 2

    Cape Town
    Free cancellation options available
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 49 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$66.07 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$62.18 per night
  • 55 on Main Guesthouse and Spa

    Fish hoek
    Free cancellation options available
    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 346 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$78.40 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$43.18 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$548.33 per night

Highly rated holiday rentals in Simonʼs Town and nearby

  • Scored out of 10, guest rating 8.1
    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$84.29 per night
  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 151 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$143.94 per night
  • The Cove

    Fish hoek
    8.0+ review score
    Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 42 reviews

    Facing the seafront in Fish hoek, The Cove is an apartment, boasting a year-round outdoor pool and parking on-site. The property has pool and garden views, and is 200 metres from Fish Hoek Beach.

    From US$158.33 per night
  • Sunshine Cottage

    Fish hoek
    8.0+ review score
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 107 reviews

    Set in Fish hoek in the Western Cape region, with Fish Hoek Beach nearby, Sunshine Cottage offers accommodation with free WiFi and free private parking.

    From US$46.64 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 92 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$83.31 per night
  • Dunvegan Lodge

    Clovelly
    8.0+ review score
    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$80.60 per night
  • Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 662 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$104.20 per night
  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 554 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$40.49 per night

Enjoy breakfast in Simonʼs Town and nearby

  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 74 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, 43 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.

  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 17 reviews

    Located in Cape Town and only 1.9 km from Seaforth Beach, Tranquility in Simon's Town provides accommodation with mountain views, free WiFi and free private parking.

  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 45 reviews

    Set in Simonʼs Town and only 1 km from Seaforth Beach, No. 1 Living Waters offers accommodation with mountain views, free WiFi and free private parking.

  • On The Square Luxury Apartment, a property with barbecue facilities, is located in Simonʼs Town, 300 metres from Long Beach, 17 km from Chapman's Peak, as well as 25 km from Cape Point.

FAQ about holiday rentals in Simonʼs Town

Holiday rentals that guests love in Simonʼs Town

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  • Avg. price/night: US$89.07
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 716 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
  • Avg. price/night: US$264.27
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 145 reviews
    Central to Boulders beach, very comfortable villa. Kirsty and her staff were excellent.
    Guest review by
    De Villiers
    Young couple
  • Avg. price/night: US$169.85
    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
  • Avg. price/night: US$89.07
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 716 reviews
    Stunning villa building with friendly staff, centrally located and good breakfast, indoor or out. Thanks!
    Guest review by
    Adrian
    Young couple
  • Avg. price/night: US$264.27
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 145 reviews
    Superb location and the villa itself was amazing, with a private walkway down to the penguin beach.
    Guest review by
    Alex
    Young couple
  • Avg. price/night: US$172.72
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 128 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