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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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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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Offering a terrace and sea view, Boulders Blue Bed and Breakfast is situated in Simonʼs Town, less than 1 km from Water's Edge Beach and a 12-minute walk from Seaforth Beach. This property offers a pool with a view and free private parking. Guests can access the bed and breakfast via private entrance.

We definitely enjoyed our stay here, 10 stars for Jenny and the lady that helps her( didn't get her name 🫣).... the breakfast that Jenny prepared for us every day were AMAZING😋😋😋..... thank you for the hospitality 🤗😃

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9.3
Superb
114 reviews

Featuring mountain views, Stonebrook Apartments features accommodation with balcony, around 1.1 km from Long Beach. With garden views, this accommodation offers a patio. The apartment also provides free WiFi, free private parking and facilities for disabled guests.

The hosts are great. Answered immediately, had a lot of suggestions for groceries, restaurants, and nearby activities. The apartment is comfortable, has everything you need (except a washing machine) and super clean. The location is great and the view fromt he balcony is amazing.

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9.6
Exceptional
269 reviews
Price from
MYR 366
per night

Willets Boutique Hotel in the heart of Simon's Town features a shared lounge, terrace, a restaurant and bar in Simonʼs Town. The property is located 17 km from Chapman's Peak, 25 km from Cape Point and 31 km from Kirstenbosch National Botanical Garden. The accommodation provides a 24-hour front desk, airport transfers, room service and free WiFi throughout the property.

Right in the centre of Simons Town. Convenient to everything. Lovely clean hotel with wonderful staff especially EMI who was the perfect host. Breakfast excellent.

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9.2
Superb
444 reviews
Price from
MYR 211
per night

At the villa complex, every unit is equipped with air conditioning, a seating area, a TV with satellite channels, a safety deposit box and a private bathroom with a bath, bathrobes and slippers. Each unit includes a coffee machine, while certain rooms come with a balcony and others also boast sea views. At the villa complex, the units have bed linen and towels.

Superb location and the villa itself was amazing, with a private walkway down to the penguin beach.

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9.4
Superb
130 reviews
Price from
MYR 921
per night

Penguins View Guesthouse has well-equipped self-catering accommodation featuring free WiFi in Simon’s Town, a 5-minute walk from Boulders Beach. Free private parking is available on site.

All units come with sea views and kitchen facilities. Some have a patio or balcony.

everything, but especially the panoramic view - and our friendly and very helpful host

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9.2
Superb
260 reviews

Located 600 metres from Frank's Beach, Residence William French offers pool with a view, a garden and air-conditioned accommodation with a terrace and free WiFi. Set on the beachfront, this property features a shared lounge. The accommodation provides a shared kitchen, luggage storage space and organising tours for guests.

Beautiful house with matching views. The dinner was amazing.

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9.8
Exceptional
148 reviews
Price from
MYR 535
per night

Roman Rock Apartments is a self-catering accommodation located in Simon’s Town. Free WiFi access is available. The property is 17.2 km from Cape Point and 1 km from Boulders Beach.

The sea view apartment will provide you with a TV, a balcony and a seating area.There is a full kitchen with a microwave and a refrigerator. The bathroom has a shower.

Lovely welcome to a very spacious apartment with everything you need on the edge of Simon's Town itself. But what sets it apart are the views from both inside the apartment and out. It is absolutely stunning! We had a fantastic stay exploring the area and would love to have stayed longer.

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9.3
Superb
131 reviews

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.

All rooms are modern and feature extensive views of False Bay from the floor-to-ceiling windows. Each features a bathroom tiled in stone, with a walk-in shower and separate bath tub. The suite features a spacious seating area and dining room.

everything just perfect: Amazing hotel, the views from the rooms as well as infinity pool are just stunning, Garth is one of the best hosts, very delicious freshly made breakfast,… - all in all, we will definitely be staying again!

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9.3
Superb
308 reviews
Price from
MYR 675
per night

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.

A Boat House has spacious, luxuriously decorated rooms in a nautical theme with soft blue-and-white tones. Each room has a private entrance, a microwave and a tea/coffee maker. All rooms have a balcony where you can enjoy amazing sea views

Great in every way.The views,the hosts,the breakfast were all fantastic.

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9.4
Superb
595 reviews
Price from
MYR 399
per night

Situated on the slopes of the Glencairn Mountains, Moonglow offers spacious rooms with a balcony overlooking False Bay. It features an outdoor terrace and a lounge with a bar.

A TV and a tea and coffee making facilities are in Moonglow’s rooms. Each has a private bathroom with toiletries and a hairdryer. Soft colours, wooden furniture, and colourful bedspreads are part of the country-style décor.

The location and the view from the room were amazing. We saw an amazing sunrise while still in our bed and also a great for seeing the brilliant night sky (we were lucky with the weather on one day). Gillian was an amazing host and the morning breakfast prepared by her was so great! She also gave us great recommendations about things to do in and around town.

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9.1
Superb
141 reviews
Price from
MYR 339
per night

Most booked holiday rentals in Simonʼs Town this month

Enjoy breakfast in Simonʼs Town!

  • Tintswalo Boulders
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 130 reviews

    Situated in Simonʼs Town, near Water's Edge Beach, Boulders Beach and Seaforth Beach, Tintswalo Boulders has a terrace. This beachfront property offers access to free WiFi and free private parking.

    The staff were very attentive, helpful and engaging.

  • A Boat House
    Breakfast options
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 595 reviews

    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.

    the house is so beautiful that cannot be explained

  • Moonglow Guesthouse
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 141 reviews

    Situated on the slopes of the Glencairn Mountains, Moonglow offers spacious rooms with a balcony overlooking False Bay. It features an outdoor terrace and a lounge with a bar.

    Very welcoming host. The view. No load shedding impact

  • Rocklands Seaside Bed and Breakfast
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 411 reviews

    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.

    The location is honestly breathtaking. An amazing place to stay at.

  • The Grosvenor Guest House & Self Catering
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 200 reviews

    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.

    Very friendly staff . Beautiful venue. Amazing breakfast

  • Simon’s Town Guest House
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 133 reviews

    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.

    The room was spacious, well appointed and with a gorgeous view!

  • Penguinden - load-shedding free
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 274 reviews

    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.

    Great kitchen/living area and a comfortable room!

  • Magellans Hotel
    7.8
    Scored 7.8
    Good
    Rated good
     · 59 reviews

    Located in Simonʼs Town, less than 1 km from Water's Edge Beach, Magellans Hotel provides accommodation with a private beach area, free private parking, a garden and a terrace.

    Housekeepers were attentive, helpful, and with absolute humility.

These holiday rentals in Simonʼs Town have options with FREE cancellation

  • Bonne Esperance, Simon's Town
    Free cancellation options available
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 65 reviews

    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.

    Very quit , very friendly and helpful, even beach towels

  • Boulders Beach Hotel, Cafe and Curio shop
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 1,118 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 room was decorated lovely. Had a nice sea view.

  • Ollava Guesthouse
    Free cancellation options available
    8.1
    Scored 8.1
    Very good
    Rated very good
     · 390 reviews

    Offering sea views, Ollava Guesthouse is an accommodation situated in Simonʼs Town, 400 metres from Shelly Beach and 600 metres from Glencairn Beach.

    It was neat and very relaxing. In the perfect location

  • Boulders Blue Bed and Breakfast
    Free cancellation options available
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 114 reviews

    Offering a terrace and sea view, Boulders Blue Bed and Breakfast is situated in Simonʼs Town, less than 1 km from Water's Edge Beach and a 12-minute walk from Seaforth Beach.

    Kamer, ontbijt, Jenny and husband, tuktuk, location

  • Stonebrook Apartments
    Free cancellation options available
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 269 reviews

    Featuring mountain views, Stonebrook Apartments features accommodation with balcony, around 1.1 km from Long Beach. With garden views, this accommodation offers a patio.

    The exceptional view. The host made us feel at home!

  • Penguins View Guesthouse
    Free cancellation options available
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 260 reviews

    Penguins View Guesthouse has well-equipped self-catering accommodation featuring free WiFi in Simon’s Town, a 5-minute walk from Boulders Beach. Free private parking is available on site.

    beautiful views and ideal location to access boulders beach.

  • Residence William French
    Free cancellation options available
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 148 reviews

    Located 600 metres from Frank's Beach, Residence William French offers pool with a view, a garden and air-conditioned accommodation with a terrace and free WiFi.

    William, his crew and the lovely Villa is outstanding!

  • Roman Rock Apartments
    Free cancellation options available
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 131 reviews

    Roman Rock Apartments is a self-catering accommodation located in Simon’s Town. Free WiFi access is available. The property is 17.2 km from Cape Point and 1 km from Boulders Beach.

    lovely views, lovely hosts & lovely accommodation

Highly rated holiday rentals in Simonʼs Town

  • Willets Boutique Hotel in the heart of Simon's Town
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 444 reviews

    Willets Boutique Hotel in the heart of Simon's Town features a shared lounge, terrace, a restaurant and bar in Simonʼs Town.

    Breakfast was amazing! Room, upgrade was wonderful!

  • Froggy Farm Self Catering
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 62 reviews

    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.

    We had such a lovely stay! Wish we could have spent longer.

  • Dream a Little
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 77 reviews

    Featuring sea views, Dream a Little is a self-catering accommodation located in Simon’s Town. Free WiFi access is available. The property is within 1 km of Boulders Beach.

    The property has a beautiful view, and is very comfortable.

  • Central Hotel Guest House
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 59 reviews

    Situated in Simon’s Town, 19 km from Cape Point and 200 metres from The Artist's Gallery, Central Hotel Guest House features free WiFi.

    Exceptionally friendly staff and excellent service.

  • Aqua Terra Boutique Guesthouse
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 308 reviews

    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 fantastic breakfast and breathtaking awesome views

  • Mariner Guesthouse & Villa
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 218 reviews

    Mariner Guesthouse & Villa is built on the mountainside above the Simon´s Town harbour and offers stunning views across False Bay.

    great views from the balcony and Mandy is a delight

  • Eclectic Heritage Paradise Simon's Town
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 26 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.

    Es war alles wunderschön, tolle Wohnung, schöner Garten und super nette Gastgeber.

  • Restore your Soul, Boulders Beach, Simonstown
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 17 reviews

    Located in Simonʼs Town, Restore your Soul, Boulders Beach, Simonstown provides accommodation with a private pool, a patio and sea views.

    The location, the cleanliness and tranquillity of the property.

FAQ about holiday rentals in Simonʼs Town








Holiday rentals that guests love in Simonʼs Town

  • Avg. price/night: MYR 375.82
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 1,796 reviews
    It's a really quite small hotel in the fishermen village. I recommend you to take the water-front room, you'll get the amazing view from the window. Several nice restaurants with seafood are located nearby. The village itself is quiet, safe and calm, without crowds of tourists. Bonus is cute baboons are stranding on the streets. You can walk to Boulders beach or take a car and get the Cape of good hope (20-25 minutes by car).
    Svetlana
    Young couple
  • 9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 148 reviews
    William, his crew and the lovely Villa is outstanding!
    Marc
    Solo traveller
  • Avg. price/night: MYR 272.05
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 444 reviews
    Stunning villa building with friendly staff, centrally located and good breakfast, indoor or out. Thanks!
    Adrian
    Young couple
  • 9.2
    Scored 9.2
    Superb
    Rated superb
     · 25 reviews
    The house and the view - both beautiful. Extremely clean but had a very home from home feel . Lovely books , paintings and general ambience of the home was welcoming. It really felt like a holiday home . Good location. The caretaker was excellent . Attention to detail such as welcome wine , medical cupboard , clear instrictions and well equipped kitchen. Everything is well looked after .
    Angela
    Group
  • 9.4
    Scored 9.4
    Superb
    Rated superb
     · 130 reviews
    Superb location and the villa itself was amazing, with a private walkway down to the penguin beach.
    Alex
    Young couple
  • 8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 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.
    Lindy
    Young couple
  • 9.1
    Scored 9.1
    Superb
    Rated superb
     · 22 reviews
    Beautiful House , breathtaking views! We got a .warm welcome and made to feel at home immediately. The Holiday House was fully equipped with everything needed. Really home away from home. Close to the beach ,Cafe and Restaurant. Short walk to Jubilee Square. Thankyou for your kindness and generosity
    Jennifer
    Family with young children
  • 9.2
    Scored 9.2
    Superb
    Rated superb
     · 260 reviews
    Beautiful view. Nice place to stay..the village Simons Town is nice aswell...Cape Town very close and possible to drive home during nighttime. Safe place..and Heather is a great host. She is very kind and helpful.
    Cornelia
    Young couple
  • 9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 54 reviews
    Really lovely and helpful hosts, even let us use their private beach umbrellas. Very nice balcony with a great view. Clean and comfortable room The location has its pros/cons - it is really close to boulders beach so for swimming/sunbathing it is perfect. Going into the village's center takes a while on foot so we mostly took the car
    Sandro
    Young couple
  • Avg. price/night: MYR 375.82
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 1,796 reviews
    The staff were extremely friendly, helpful, and accommodating. The room and bathroom were immaculately clean. The room is well laid out and really well appointed. The bed was extremely comfortable. The location is excellent, within walking distance of almost everything in this historic little village. Views from the rooms are amazing.
    Bill
    Young couple