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

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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.

K
Kristin
From
United States
We loved everything! Warm welcome from our host, fab location, brilliant studio apartments with all the right amenities, lovely pool, cute cuddly cats, great BBQ fixins brought together special for us in the front picnic area. We genuinely hope to return!
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 191 reviews
Price from
US$90.43
1 night, 2 adults

Froggy Farm Self Catering

Simonʼs Town

Situated in Simonʼs Town and only less than 1 km from Frank's Beach, Froggy Farm Self Catering features accommodation with mountain views, free WiFi and free private parking.

G
Georgii
From
Russia
garden, location, view, Ima cat
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 107 reviews
Price from
US$84.72
1 night, 2 adults

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.

E
Emma
From
Netherlands
What an amazing place! Everyone was so helpful and friendly and the food was always delicious. The view from our room was gorgeous, we could see the penguins playing in the water.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 145 reviews
Price from
US$229.46
1 night, 2 adults

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.

c
christ'l
From
Belgium
Great guesthouse! The breakfast was amazing, the staff very friendly and the view was stunning.a place to return!
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 245 reviews
Price from
US$116.71
1 night, 2 adults

Penguinden - load-shedding free

Simonʼs Town

Located in the safest area of Simon’s Town, Penguinden - load-shedding free offers stunning views of the magic False Bay and Boulders Beach is within walking distance.

G
Gert
From
Belgium
Perfect location, really nice host. We could see the whales from our bedroom jumping. I will never forget the view. The room is gigantic with 3 bathrooms.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 296 reviews
Price from
US$129.71
1 night, 2 adults

Aqua Terra Boutique Guesthouse

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
Alpa P
From
United States
Excellent breakfast, incl freshly-prepared eggs.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 229 reviews
Price from
US$180.46
1 night, 2 adults

A Boat House

Simonʼs Town

Situated above historical Simon's Town with extensive views along False Bay, this guest house offers elegantly decorated rooms with balconies and free Wi-Fi. It features a indoor, solar-heated pool.

P
Philip
From
United Kingdom
A fantastic place to stay , perched on mountainside , overlooking harbour and sea. captains room was fabulous, tastefully decorated, very spacious and huge balcony . Entire house had a luxury feel to it. Short distance to a lovely town and beach. Breakfast was delicious . Most important thing to mention is the lovely hosts , Carmen and Lance . So friendly . Enjoyed our chats . Definitely would recommend
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 552 reviews
Price from
US$146.94
1 night, 2 adults

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.

R
Reinier
From
Netherlands
Cozy guest house, with very kind hosts, a delicious breakfast and a stunning view from the balcony. Would definitely recommend!
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 187 reviews
Price from
US$110.21
1 night, 2 adults

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.

G
Guillaume
From
France
Warm welcome, Nice view, good breakfast. We really enjoyed our stay.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 408 reviews
Price from
US$153.39
1 night, 2 adults

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.

G
Gavin
From
Ireland
Brilliant location and excellent place to stay
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 197 reviews
Price from
US$135.64
1 night, 2 adults
All 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, 704 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.

  • Ollava Guesthouse

    Simonʼs Town
    Free cancellation options available
    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.

  • Whale Rock

    Cape Town
    Free cancellation options available
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 117 reviews

    Boasting a garden, private pool and pool views, Whale Rock is situated in Cape Town. This beachfront property offers access to a patio, free private parking and free WiFi.

  • Panoramic sea views - loft apartment

    Cape Town
    Free cancellation options available
    Scored out of 10, guest rating 9.9
    Exceptional - What previous guests thought, 17 reviews

    Offering a private beach area and sea view, Panoramic sea views - loft apartment is located in Cape Town, 800 metres from Fishermans Beach and 21 km from Cape Point.

  • SeaViews Holiday Apartment 1

    Cape Town
    Free cancellation options available
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 55 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.

  • SeaViews Holiday Apartment 2

    Cape Town
    Free cancellation options available
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 46 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.

  • 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.

  • 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, 343 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.

Enjoy breakfast in Simonʼs Town and nearby

  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 148 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.

  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 89 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.

  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 559 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.

  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 70 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 9.1
    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, 56 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.

Highly rated holiday rentals in Simonʼs Town and nearby

  • Scored out of 10, guest rating 8.1
    Very good - What previous guests thought, 76 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.

  • Scored out of 10, guest rating 8.2
    Very good - What previous guests thought, 1,288 reviews

    Located at Boulders Beach with its famous penguin colony, Boulders Beach Hotel, Cafe and Curio shop offers en-suite rooms, just 2 km outside of Simon’s Town.

  • The Cove

    Fish hoek
    8.0+ review score
    Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 43 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.

  • Sunshine Cottage

    Fish hoek
    8.0+ review score
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 106 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.

  • The Pool Cottage

    Fish hoek
    8.0+ review score
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 120 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.

  • Dunvegan Lodge

    Clovelly
    8.0+ review score
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 98 reviews

    1.2 km from Fish Hoek Beach, Dunvegan Lodge is a recently renovated property set in Clovelly and offers air-conditioned rooms with free WiFi and private parking.

  • 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, 44 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.

FAQ about holiday rentals in Simonʼs Town

Holiday rentals that guests love in Simonʼs Town

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  • Avg. price/night: US$87.43
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 704 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$259.41
    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$166.73
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 245 reviews
    William, his crew and the lovely Villa is outstanding!
    Guest review by
    Marc
    Solo traveller
  • Avg. price/night: US$87.43
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 704 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$259.41
    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$169.55
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 127 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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