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
Antonia
From
Austria
Lovely House with very nice Owners and Staff. Rooms are big and comfortable. Nice Kitchen amd big Bathroom with Shower and Bathtub. I also asked for laundry service in the morning and had all fresh clean clothes in the afternoon back. And two cats strolled around and cheered my day up. Just an amazing accommodation
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 195 reviews
Price from
US$92.33
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, 143 reviews
Price from
US$234.28
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.

J
James
From
United Kingdom
We stayed as part of our honeymoon, we loved every second including the 3 dogs(if you aren't a fan of them they will make sure they are put elsewhere for the duration of your stay), the pictures don't do this place justice. If you have the chance to have a meal then do as the food is amazing.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 246 reviews
Price from
US$170.23
1 night, 2 adults

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, 223 reviews
Price from
US$167.22
1 night, 2 adults

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...

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 9.5
Exceptional - What previous guests thought, 531 reviews
Price from
US$158.68
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.

P
Petra
From
Germany
Very welcoming, friendly and open-minded hosts, cosy rooms with a magnificent bay view. We would come back one day if we had the chance.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 188 reviews
Price from
US$123.72
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
Celine
From
Austria
Amazing view and super friendly personell.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 407 reviews
Price from
US$148.78
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.

B
Barbara
From
Netherlands
This is a really beautiful , gracious property . The decor is elegant and we loved all the artwork. Nice touches like water and sherry for our enjoyment. Sue and Jonathan made us feel very much at home. They allowed us to leave our bags at the property before check in and also after check out. The room is huge, airy with a wonderful comfortable bed. Nice coffee and tea making facilities. A spacious bathroom with an excellent shower. Breakfast on the terrace was a treat - a wonderful view and a delicious selection of hot and cold breakfast items to enjoy. Very good coffee too. Free parking in a secure location. We were made to feel so comfortable and well looked after. I only wish we'd had more time there to enjoy it all!! Also very close to Boulders Beach and walking distance in to the cute town. We'll be back and thank you!
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 190 reviews
Price from
US$167.34
1 night, 2 adults

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.

R
Reiner
From
Germany
Fantastic view, absolutely quiet area, perfect breakfast. Also the best mattress on the trip through South Africa (other were just super hard). We can just recommend to go there and even extended our stay. Thanks a lot to Nikkita and Amanda for everything!
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 171 reviews
Price from
US$92.33
1 night, 2 adults

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
All 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, 719 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$91.69 per night
  • 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 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 9.6
    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
  • 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
  • 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
    8.0+ review score
    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
  • The Cove

    Fish hoek
    8.0+ review score
    Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 41 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

Enjoy breakfast in Simonʼs Town and nearby

  • 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$85.86 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, 560 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.

  • 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

  • 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, 345 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, 117 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, 242 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
  • 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.

  • Tranquility in Simon's Town

    Cape Town
    Free cancellation options available
    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.

  • Albatross Guest House

    Simonʼs Town
    Free cancellation options available
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 125 reviews

    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.

    From US$173.11 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$91.69
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 719 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$264.86
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 143 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$170.23
    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$91.69
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 719 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$264.86
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 143 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$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