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, 193 reviews
Location 9.6
Price from
US$91.03
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.

C
Cristina
From
Netherlands
The location is serene and peaceful.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 108 reviews
Location 9.5
Price from
US$85.29
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.

M
Marlyn
From
United Kingdom
The property was very welcoming, beautifully situated and the staff were most attentive. Attention to detail was exemplary and each and every possible whim was catered for.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 145 reviews
Location 9.8
Price from
US$230.99
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.

N
Nadir
From
Italy
we love the place, the view, the food everything really.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 245 reviews
Location 9.5
Price from
US$117.49
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.

V
Vladimir
From
Italy
Nice place with a stunning view of the ocean and the mountains. It has a parking lot and pretty fast Wi-Fi. The host is adorable.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 297 reviews
Location 9.5
Price from
US$130.57
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.

J
Johanna
From
Finland
Great views, very clean, peaceful location
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 227 reviews
Location 9.4
Price from
US$181.67
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.

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, 551 reviews
Location 9.6
Price from
US$147.93
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.

J
Jan
From
Czech Republic
Excelent room with see view balcony, excelent staff. Heating installed in bed.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 188 reviews
Location 9.4
Price from
US$110.95
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.

C
Colin
From
Thailand
Rockland's has a spectacular view overlooking the ocean and is only about a 2km drive into town and some exceptional dining (The Lighthouse Cafe). The room was lovely and the owners (Richard and Erica) super people. I would highly recommend their beautiful B&B.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 407 reviews
Location 9.6
Price from
US$154.41
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.

J
Jesper
From
Sweden
Spacious and clean, great outdoor space both private as well as communal. Fantastic breakfast. Staff was just wonderful, helpful with tips as well as with food delivery. Highly recommend this place
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 198 reviews
Location 9.4
Price from
US$136.55
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, 708 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.

  • 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 9.2
    Superb - What previous guests thought, 56 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, 47 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, 344 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.

  • The Pool Cottage

    Fish hoek
    Free cancellation options available
    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.

Highly rated holiday rentals in Simonʼs Town and nearby

  • Scored out of 10, guest rating 8.1
    Very good - What previous guests thought, 75 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 8.6
    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 9.6
    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.

  • 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 9.6
    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.

  • 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.

  • Dunvegan Lodge

    Clovelly
    8.0+ review score
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 99 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 8.5
    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.

Enjoy breakfast in Simonʼs Town and nearby

  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 556 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, 71 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.

  • 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$88.02
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 708 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$261.15
    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$167.84
    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$88.02
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 708 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$261.15
    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$182.06
    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

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