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The best vacation rentals in Simonʼs Town

Check out our selection of great vacation rentals in Simonʼs Town

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Review Score

Wonderful: 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.

Perfect location for us to explore the surroundings, views from the hotel and our room balcony were spectacular. Pool lovely. Added bonus is there is a Tuk Tuk available to take us where we wanted to go. Breakfast varied and delicious. Greeted by Jenny when we arrived and she gave us a photo of us on our departure sitting in the Tuk Tuk we loved.

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9.3
Wonderful
114 reviews
Price from
£75
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.

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
268 reviews
Price from
£54
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.

Everything was great. Lovely historic hotel with a warm ambiance. Great to have the restaurant/lounge and the location was perfect; right in the middle of town. Breakfast and coffee were great, bed super comfy. Wish we had booked for more days.

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9.1
Wonderful
454 reviews
Price from
£33
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 style, the little details, the environment, the location, the vibes, everything!

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9.4
Wonderful
132 reviews
Price from
£150
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.

Heather and her husband were wonderful hosts. We felt welcome from the first moment. The apartment is nicely located on top of a hill. It is just a 5 minutes walk to see the penguins. The apartment had everything we needed, it is very well equipped for cooking and for BBQ. The internet was very good. Our kids loved the pool. We had a wonderful time.

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9.2
Wonderful
258 reviews

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. Set on the beachfront, this property features a shared lounge. The accommodation provides a shared kitchen, luggage storage space and organising tours for guests.

Excellent guesthouse with William, the perfect host. All the people are very service minded and always ready to help. Breakfast and diner were "perfetto"! William would get 3 Michelin stars for cocking and a special star for presenting the dishes. Rooms are very big and the view on the ocean ist fantastic.

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9.8
Exceptional
148 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.

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.

Very nice apartment in a quiet location. The ocean view from the apartment is amazing. Marlene and her husband were superb host!

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9.3
Wonderful
133 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.

Very nice place to stay in Simon's Town. Very well located to visite Cape point and Boulder's beach. The view on the ocean is amazing !! Garth is a lovely host.

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9.3
Wonderful
309 reviews
Price from
£98
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

Beautiful property with a stunning view across the bay. Breakfast is a choice off the menu with extras like fruit and muffins on the side - all delicious. The hosts, Amanda and Walter, added a real personal touch to the stay and were fantastic. Excellent location - just a 5 minute walk down the hill into the centre of town and up high for the view. Room was very clean and cosy. Lovely boutique hotel feel. Highly recommend.

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9.4
Wonderful
595 reviews
Price from
£65
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.

Beautiful guesthouse- the host was kind and attentive. Room was clean and comfortable with a stunning view. Breakfast was delicious!!!

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9.1
Wonderful
142 reviews
Price from
£55
per night

Most booked vacation rentals in Simonʼs Town this month

Enjoy breakfast in Simonʼs Town!

  • Tintswalo Boulders
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 132 reviews

    Tintswalo Boulders enjoys a location in Simonʼs Town, a 11-minute walk from Windmill Beach and 12 miles from Chapman's Peak.

    The staff were very attentive, helpful and engaging.

  • Moonglow Guesthouse
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 142 reviews

    Located 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
    Wonderful
    Rated wonderful
     · 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.

    Friendly staff, very accomodating. Exceptional views

  • The Grosvenor Guest House & Self Catering
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 199 reviews

    Set on the hillside slope overlooking False Bay, The Grosvenor Guest House & Self Catering provides 4-star accommodations 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
    Wonderful
    Rated wonderful
     · 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
    Excellent
    Rated excellent
     · 273 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

    Providing quiet street views, Magellans Hotel in Simonʼs Town provides accommodations, a private beach area, a garden, a terrace, a bar, and a shared lounge.

    Housekeepers were attentive, helpful, and with absolute humility.

  • Boulders Blue Bed and Breakfast
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 114 reviews

    Just a 11-minute walk from Water's Edge Beach and 0.6 miles from Seaforth Beach, Boulders Blue Bed and Breakfast features accommodations in Simonʼs Town, with a terrace.

    Kamer, ontbijt, Jenny and husband, tuktuk, location

These vacation rentals in Simonʼs Town have options with FREE cancellation

  • Bonne Esperance, Simon's Town
    Free cancellation options available
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 66 reviews

    Bonne Esperance, Simon's Town is a recently renovated apartment in Simonʼs Town where guests can make the most of its pool with a view, garden, and barbecue facilities.

    Very quit , very friendly and helpful, even beach towels

  • Boulders Beach Hotel, Cafe and Curio shop
    8.1
    Scored 8.1
    Very Good
    Rated very good
     · 1,127 reviews

    Located at Boulders Beach with its famous penguin colony, Boulders Beach Hotel, Cafe and Curio shop offers rooms with attached bathroom, just 1.2 mi 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
     · 384 reviews

    Ollava Guesthouse enjoys a location in Simonʼs Town, 8.6 miles from Chapman's Peak and 17 miles from Kirstenbosch National Botanical Garden.

    It was neat and very relaxing. In the perfect location

  • Rachawadee Accomodation​ & Health Spa
    Free cancellation options available
    8.3
    Scored 8.3
    Very Good
    Rated very good
     · 74 reviews

    Just a 2-minute walk from Glencairn Beach and half a mile from Shelly Beach, Rachawadee Accomodation​ & Health Spa features accommodations in Simonʼs Town, with a shared lounge.

    The view and easy access to the tidal pool right across the road!

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

    Stonebrook Apartments enjoys a location in Simonʼs Town, a 12-minute walk from Long Beach and 1.5 miles from Seaforth Beach. With mountain views, this accommodation features a balcony.

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

  • Penguins View Guesthouse
    Free cancellation options available
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 258 reviews

    Penguins View Guest house has well-equipped self-catering accommodations 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

    Residence William French in Simonʼs Town provides adults-only accommodations with an infinity pool, a garden, and a shared lounge. This beachfront property offers access to 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
    Wonderful
    Rated wonderful
     · 133 reviews

    Roman Rock Apartments is a self-catering accommodations located in Simon’s Town. Free WiFi access is available. The property is 11 mi from Cape Point and 0.6 mi from Boulders Beach.

    lovely views, lovely hosts & lovely accommodation

Highly-rated vacation rentals in Simonʼs Town

  • Willets Boutique Hotel in the heart of Simon's Town
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 454 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
     · 64 reviews

    Froggy Farm Self Catering is a recently renovated apartment in Simonʼs Town, near Frank's Beach. This apartment features free private parking, a 24-hour front desk, and free Wifi.

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

  • Dream a Little
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 77 reviews

    Featuring sea views, Dream a Little is a self-catering accommodations located in Simon’s Town. Free WiFi access is available. The property is within 0.6 mi 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

    Located in Simon’s Town, 12 mi from Cape Point and 656 feet 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
    Wonderful
    Rated wonderful
     · 309 reviews

    Located 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

  • A Boat House
    8.0+ review score
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 595 reviews

    Located 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

  • Mariner Guesthouse & Villa
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 219 reviews

    Mariner Guest house & Villa is built on the mountainside above the Simon´s Town harbor 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
     · 27 reviews

    Eclectic Heritage Paradise Simon's Town is a recently renovated apartment in Simonʼs Town where guests can make the most of the garden and barbecue facilities.

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

FAQ about vacation rentals in Simonʼs Town








Vacation Rentals That Guests Love in Simonʼs Town

  • Avg. price/night: £61.23
    8.3
    Scored 8.3
    Very Good
    Rated very good
     · 1,814 reviews
    Great location. Felt like we were in a small fishing village with the navy next door.
    Gerrit
    Family with young children
  • Avg. price/night: £61.23
    8.3
    Scored 8.3
    Very Good
    Rated very good
     · 1,814 reviews
    Simon’s Town lovely village Staff at hotel excellent ! Very helpful & ensured our stay was very comfortable.
    Geraldine
    Family with young children
  • Avg. price/night: £61.23
    8.3
    Scored 8.3
    Very Good
    Rated very good
     · 1,814 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 traveler
  • Avg. price/night: £39.72
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 454 reviews
    Stunning villa building with friendly staff, centrally located and good breakfast, indoor or out. Thanks!
    Adrian
    Young couple
  • 9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 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
  • Avg. price/night: £149.98
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 132 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
    Excellent
    Rated excellent
     · 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.
    Lindy
    Young couple
  • 9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 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
    Wonderful
    Rated wonderful
     · 258 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