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The 10 Best Holiday Rentals in Simonʼs Town, South Africa

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.

Everything was really nice and very clean, with large rooms. Location is good with a beautiful on the ocean. Boulders bay is very close and it‘s a good starting point for a tour to the cape. Jenny and Andrew are great hosts and provide support wherever needed.

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9.3
Superb
114 reviews
Price from
€ 91
per night

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.

Everything was excellent. The owner even provided storage for bycicle, etc. booked two rooms and both was on the same floor. Could not fault anything. Beautiful view, very comfortable bed, DSTv, beautiful decor and very comfortable appartment.

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9.6
Exceptional
271 reviews
Price from
€ 72
per night

Willets 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.

Lovely hotel in heart of Simons Town. Room was lovely very clean ,large bed and fantastic bedding . Emma and all staff were wonderful .

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9.2
Superb
442 reviews
Price from
€ 64
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.

The hospitality was awesome, a kind of family feeling. This place earns 11 out of 10 points.

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9.4
Superb
130 reviews
Price from
€ 180
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.

Very nice studio, beautiful views of the ocean, very close to Pinguin Beach and another beach where one can swim. Nice pathways for walks. The owners Heather and John were very friendly.

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9.2
Superb
261 reviews
Price from
€ 131
per night

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.

Friendly, quiet location. Stylish Interieur

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9.8
Exceptional
145 reviews
Price from
€ 105
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.

The location and the view from the balcony is amazing

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9.3
Superb
130 reviews
Price from
€ 59
per night

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.

stunningly beautiful with charming people

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9.3
Superb
307 reviews
Price from
€ 145
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

We had a lovely one night stay in a boat house - great location, room was fantastic which was topped off by the most amazing sunrise over the headline. Staff were amazing, cannot say enough about Amanda and Walter - from the moment we stepped inside it felt like home and they couldn’t do enough to make the stay special. Would highly recommend a stay here.

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9.4
Superb
592 reviews
Price from
€ 78
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.

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!

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9.1
Superb
141 reviews
Price from
€ 66
per night

Most booked holiday rentals in Simonʼs Town this month

Enjoy breakfast in Simonʼs Town!

  • A Boat House
    Breakfast options
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 592 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

  • Rocklands Seaside Bed and Breakfast
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 410 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
     · 202 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
     · 275 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.

  • Boulders Blue Bed and Breakfast
    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
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 271 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!

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
     · 63 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

  • Ollava Guesthouse
    Free cancellation options available
    8.1
    Scored 8.1
    Very good
    Rated very good
     · 392 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

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

    Willets 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!

  • Tintswalo Boulders
    Free cancellation options available
    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.

  • Penguins View Guesthouse
    Free cancellation options available
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 263 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
     · 145 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
     · 130 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

  • Aqua Terra Boutique Guesthouse
    Free cancellation options available
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 307 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

Highly rated holiday rentals in Simonʼs Town

  • 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.

  • Eindelik
    8.0+ review score
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 23 reviews

    Boasting sea views, Eindelik provides accommodation with a garden and a balcony, around 200 metres from Water's Edge Beach.

    Great location. Spacious and very suitable for our needs.

  • Dream a Little
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 78 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.

  • Moonglow Guesthouse
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 142 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

  • Mariner Guesthouse & Villa
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 219 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: € 104.71
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 145 reviews
    William, his crew and the lovely Villa is outstanding!
    Marc
    Solo traveller
  • Avg. price/night: € 63.88
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 442 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
     · 26 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
  • Avg. price/night: € 180.22
    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
     · 129 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
  • 9.2
    Scored 9.2
    Superb
    Rated superb
     · 263 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
  • Avg. price/night: € 73.58
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 1,788 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
  • 9.9
    Scored 9.9
    Exceptional
    Rated exceptional
     · 7 reviews
    Excellent location with the most stunning views over the harbor. The garden and swimming pool area reminds of a beautiful seaside village in Italy. Tziona was very helpful and gave excellent advice on restaurants, shops, beaches and hiking trails. We loved every moment of our stay! Thank you Tziona!
    Ilse
    Young couple
  • Avg. price/night: € 75.51
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 275 reviews
    Huge apartment upstairs in this villa with two rooms for rent. Extremly large kitchen and living room which we had been able to use on top of our bedroom. We received a complimentary room upgrade being the only guests that night. Very nice & chatty owner!
    Christoph
    Young couple