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

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, 717 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$92.16 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$100.01 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, 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$78.98 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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  • Avg. price/night: US$92.16
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 717 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$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
  • 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$92.16
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 717 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$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
  • 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