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.

B
Babis
From
Netherlands
Newly renovated, with modern facilities and you could even cook! Warm, friendly and welcoming hosts, very communicative. Fast internet was perfect for working, and walking distance to the penguins and the main street with restaurants. I would've happily stayed here for one month!
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 195 reviews
Price from
US$92.33
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.

J
Jindřich
From
Czech Republic
Amazing place to stay, so close to penguins :-) very clean, spacy room, amazing service, especially Dawie was very helpful :-) delicious breakfast and dinner - we would like to come back :-)
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 142 reviews
Price from
US$234.28
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.

W
WaldaK
From
Ireland
We had the pleasure of spending one night at Residence William French in March. From the moment we arrived Primrose made us feel at home and did everything in her power to make our stay special. Dinner was a very romantic affair and the food was excellent. The Blue Room was stunning, every piece of furniture bespoke, large spacious bed with luxurious linen and the most magnificent views!
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 247 reviews
Price from
US$170.23
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.

K
Karen
From
Australia
Lovely hosts, stunning location, delicious breakfast, couldn’t fault anything
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 222 reviews
Price from
US$171.38
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...

F
Felix
From
Germany
The owner is very nice, the house is well situated, you have an amazing view and within a short walk you are in Simon’s town. The breakfast was excellent and the room was nicely decorated.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 531 reviews
Price from
US$158.68
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, 188 reviews
Price from
US$123.72
1 night, 2 adults
Check availability

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.

L
Liza
From
Switzerland
Very friendly staff :-) cozy room with comfortable bed! perfect view and breakfast is served in the room
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 407 reviews
Price from
US$148.78
1 night, 2 adults
Check availability

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 9.2
Superb - What previous guests thought, 190 reviews
Price from
US$167.34
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.

J
James
From
United Kingdom
lovely location, view & facilities. Fab room size/view. Nikita the host was lovely too - down to earth & really friendly, makes all the difference at a venue.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 171 reviews
Price from
US$92.33
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.

R
Rufina
From
Russia
Cozy house, convenient location, great view from the room, friendly host who helped with any questions
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 125 reviews
Price from
US$126.95
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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Enjoy breakfast in Simonʼs Town and nearby

  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 721 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$89.27 per night
  • Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 158 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$144.26 per night
  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 98 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$83.21 per night
  • Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 663 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$97.03 per night
  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 561 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$56.26 per night
  • Scored out of 10, guest rating 8.9
    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 9.2
    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.

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

  • Ollava Guesthouse

    Simonʼs Town
    Free cancellation options available
    Scored out of 10, guest rating 8.2
    Very good - What previous guests thought, 313 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$57.70 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$50.38 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$62.32 per night

  • 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.

    From US$78.57 per night

  • Sunshine Cottage

    Fish hoek
    Free cancellation options available
    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$46.74 per night

  • The Pool Cottage

    Fish hoek
    Free cancellation options available
    Scored out of 10, guest rating 9.1
    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$46.74 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$37.51 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$549.56 per night

Highly rated holiday rentals in Simonʼs Town and nearby

  • Scored out of 10, guest rating 8.0
    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.

    From US$84.48 per night
  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 72 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.

    From US$115.41 per night

  • The Cove

    Fish hoek
    8.0+ review score
    Scored out of 10, guest rating 8.8
    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$158.68 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.

  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 381 reviews

    Boasting panoramic views of Kalk Bay's harbour and False Bay, this attractive guest house is spread over 3 buildings and welcomes guests looking to experience genuine South African hospitality not far...

    From US$60.59 per night
  • 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.

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$89.27
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 721 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$264.86
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 142 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
    Avg. price/night: US$170.23
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 247 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$89.27
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 721 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$264.86
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 142 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$173.11
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 125 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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