Skip to main content

Holiday Rentals in Simonʼs Town

Find the holiday rentals that appeal to you the most

Holiday Rentals for every style

Find the right holiday rental for you in Simonʼs Town

The best holiday rentals in Simonʼs Town

Check out our pick of great holiday rentals in Simonʼs Town

Filter by:

Review score

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.

N
Natalie
From
Australia
Very close to the penguins, spacious, classic old style building, easy walk to restaurants, the breakfast snacks were appreciated and it was great to be able to make coffee!
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 207 reviews
Price from
US$120.50
1 night, 2 adults

Tintswalo Boulders

Simonʼs Town

Situated just 200 metres from Water's Edge Beach, Tintswalo Boulders provides accommodation in Simonʼs Town with access to pool with a view, a terrace, as well as full-day security.

S
Stefan
From
Germany
View of Penguin Beach Atmosphäre
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 147 reviews
Price from
US$244.62
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.

G
Gerard
From
Australia
The most superb stay in all of Africa. William and all the team are truly extraordinary. The warmth of the room, privacy and comfort only surpassed by the most magnificent view of the Bays, southern right whales migrating and breathless view of the cape coastline. The quality of food and especially the care with which it was presented and served is beyond 5 stars. This is by far the best stay and value for money along the whole coast. We will be back without any hesitation.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 246 reviews
Price from
US$177.74
1 night, 2 adults

Sail Away Studios

Simonʼs Town

The refurbished Sail Away Studios offer spacious self-catering accommodation located in Simon’s Town. Free WiFi access is available. Boulders Beach is a 2-minute drive away.

G
Gina
From
Australia
The views were magnificent and lovely clean apartments
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 230 reviews
Price from
US$75.92
1 night, 2 adults

Penguinden - load-shedding free

Simonʼs Town

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.

V
Vladimir
From
Italy
Nice place with a stunning view of the ocean and the mountains. It has a parking lot and pretty fast Wi-Fi. The host is adorable.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 283 reviews
Price from
US$130.14
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.

A
Aleksandra
From
Poland
Amazing view, great place created by great people. I highly recommend it.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 194 reviews
Price from
US$192.74
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...

N
N. Ali
From
Saudi Arabia
Simply amazing! Beautifully decorated, gorgeous views, extremely comfortable, most delicious breakfast prepared by Amanda & her team! There was so much attention to detail, loved the fresh lavendar in the room and the fresh twig of rosemary tied to the napkin every morning! Walter, Amanda, Carlos & Trust were fantastic hosts. Thank you guys for a wonderful stay, hope to come back soon!
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 508 reviews
Price from
US$165.69
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.

B
Barend
From
South Africa
Wonderful host, and beautiful sea views.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 188 reviews
Price from
US$129.18
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.

J
Jakub
From
Poland
Extremely friendly personnel who makes sure you enjoy your stay and feel very comfortable. Tasty breakfast each morning brought to your room. Beautiful view on the ocean and mountains. Internet connection is perfect for working. We really enjoyed and will definitely come back.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 379 reviews
Price from
US$155.34
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.

K
Kathrin
From
Switzerland
We stated between 3 and 4 p.m. to check in, but were already in Simons Town at 11 a.m. The friendly man called 'Wonderful' gave us a warm welcome and said early check-in wouldn't be a problem at all. He helped us carry our luggage up and showed us to our room. We were speechless. Perfectly and tastefully decorated, sparkling clean, equipped with everything your heart could desire and with an incredible view of the ocean, we were just overjoyed. Finding accommodation like this is like winning the lottery. The breakfast also left nothing to be desired. Fresh fruit salad, muesli, yoghurt, yes, you could even order a warm breakfast from Nikkita. Eggs in different variations, bacon, mushrooms and tomatoes were available to choose from. Simons Town Guesthouse goes the extra mile to provide guests with a unique experience. Everything was just perfect thanks to the tireless efforts of Nikkita and Wonderful. Thank you both very much.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 165 reviews
Price from
US$96.40
1 night, 2 adults
All holiday rentals in Simonʼs Town

Top picks for Simonʼs Town hotels

Explore our most popular hotels in Simonʼs Town

Filter by:

Review score

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.

N
Natalie
From
Australia
Very close to the penguins, spacious, classic old style building, easy walk to restaurants, the breakfast snacks were appreciated and it was great to be able to make coffee!
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 207 reviews
Price from
US$120.50
1 night, 2 adults

Tintswalo Boulders

Simonʼs Town

Situated just 200 metres from Water's Edge Beach, Tintswalo Boulders provides accommodation in Simonʼs Town with access to pool with a view, a terrace, as well as full-day security.

S
Stefan
From
Germany
View of Penguin Beach Atmosphäre
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 147 reviews
Price from
US$244.62
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.

G
Gerard
From
Australia
The most superb stay in all of Africa. William and all the team are truly extraordinary. The warmth of the room, privacy and comfort only surpassed by the most magnificent view of the Bays, southern right whales migrating and breathless view of the cape coastline. The quality of food and especially the care with which it was presented and served is beyond 5 stars. This is by far the best stay and value for money along the whole coast. We will be back without any hesitation.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 246 reviews
Price from
US$177.74
1 night, 2 adults

Sail Away Studios

Simonʼs Town

The refurbished Sail Away Studios offer spacious self-catering accommodation located in Simon’s Town. Free WiFi access is available. Boulders Beach is a 2-minute drive away.

G
Gina
From
Australia
The views were magnificent and lovely clean apartments
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 230 reviews
Price from
US$75.92
1 night, 2 adults

Penguinden - load-shedding free

Simonʼs Town

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.

V
Vladimir
From
Italy
Nice place with a stunning view of the ocean and the mountains. It has a parking lot and pretty fast Wi-Fi. The host is adorable.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 283 reviews
Price from
US$130.14
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.

A
Aleksandra
From
Poland
Amazing view, great place created by great people. I highly recommend it.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 194 reviews
Price from
US$192.74
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...

N
N. Ali
From
Saudi Arabia
Simply amazing! Beautifully decorated, gorgeous views, extremely comfortable, most delicious breakfast prepared by Amanda & her team! There was so much attention to detail, loved the fresh lavendar in the room and the fresh twig of rosemary tied to the napkin every morning! Walter, Amanda, Carlos & Trust were fantastic hosts. Thank you guys for a wonderful stay, hope to come back soon!
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 508 reviews
Price from
US$165.69
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.

B
Barend
From
South Africa
Wonderful host, and beautiful sea views.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 188 reviews
Price from
US$129.18
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.

J
Jakub
From
Poland
Extremely friendly personnel who makes sure you enjoy your stay and feel very comfortable. Tasty breakfast each morning brought to your room. Beautiful view on the ocean and mountains. Internet connection is perfect for working. We really enjoyed and will definitely come back.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 379 reviews
Price from
US$155.34
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.

K
Kathrin
From
Switzerland
We stated between 3 and 4 p.m. to check in, but were already in Simons Town at 11 a.m. The friendly man called 'Wonderful' gave us a warm welcome and said early check-in wouldn't be a problem at all. He helped us carry our luggage up and showed us to our room. We were speechless. Perfectly and tastefully decorated, sparkling clean, equipped with everything your heart could desire and with an incredible view of the ocean, we were just overjoyed. Finding accommodation like this is like winning the lottery. The breakfast also left nothing to be desired. Fresh fruit salad, muesli, yoghurt, yes, you could even order a warm breakfast from Nikkita. Eggs in different variations, bacon, mushrooms and tomatoes were available to choose from. Simons Town Guesthouse goes the extra mile to provide guests with a unique experience. Everything was just perfect thanks to the tireless efforts of Nikkita and Wonderful. Thank you both very much.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 165 reviews
Price from
US$96.40
1 night, 2 adults
All holiday rentals in Simonʼs Town

Most booked holiday rentals in Simonʼs Town and surroundings in the past month

See all

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 147 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 79 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 765 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 379 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 508 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 229 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 246 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 207 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 185 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 1,324 reviews

Enjoy breakfast in Simonʼs Town and nearby

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 671 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$188.03 per night
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 77 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 9.8
Exceptional - What previous guests thought, 10 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 9.7
Exceptional - What previous guests thought, 3 reviews

Located in Cape Town in the Western Cape region, The Captains Penthouse features a balcony. It is set 1.6 km from Seaforth Beach and provides private check-in and check-out.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 47 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 9.9
Exceptional - What previous guests thought, 11 reviews

Offering a garden and garden view, Spectacular Sea Views Coastal Holiday Home is located in Cape Town, 18 km from Chapman's Peak and 26 km from Cape Point.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 59 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 9.3
Superb - What previous guests thought, 18 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.

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

Glencairn Haven

Cape Town
Free cancellation options available
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 70 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$65.07 per night

55 on Main Guesthouse and Spa

Fish hoek
Free cancellation options available
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 351 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$82.04 per night

Leo's Den

Fish hoek
Free cancellation options available
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 247 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$39.16 per night

Albatross Guest House

Simonʼs Town
Free cancellation options available
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 122 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$180.75 per night

No. 1 Living Waters

Simonʼs Town
Free cancellation options available
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 46 reviews

Set in Simonʼs Town and only 1 km from Seaforth Beach, No. 1 Living Waters offers accommodation with mountain views, free WiFi and free private parking.

On The Square Luxury Apartment

Simonʼs Town
Free cancellation options available

On The Square Luxury Apartment, a property with barbecue facilities, is located in Simonʼs Town, 300 metres from Long Beach, 17 km from Chapman's Peak, as well as 25 km from Cape Point.

Mariner Guesthouse & Villa

Simonʼs Town
Free cancellation options available
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 229 reviews

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

Harbour Views

Simonʼs Town
Free cancellation options available
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 4 reviews

Situated in Simonʼs Town and only 1.5 km from Seaforth Beach, Harbour Views features accommodation with sea views, free WiFi and free private parking.

Holiday Rentals with swimming pools in Simonʼs Town and nearby

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 119 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$48.80 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 377 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$186.78 per night
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 29 reviews

Located only 300 metres from Seaforth Beach in Simonʼs Town, Penguin Paradise Apartment Simons Town provides accommodation equipped with a patio, garden and year-round outdoor pool.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 21 reviews

Featuring air-conditioned accommodation with a private pool, sea view and a balcony, Penguin Haven. Luxury 2 bedroom, Boulders Beach. Is located in Cape Town.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 37 reviews

Boasting accommodation with a private pool, sea view and a patio, Restore your Soul, Boulders Beach, Seaforth, Simon's Town is located in Simonʼs Town.

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 43 reviews

Boasting accommodation with a pool with a view, mountain view and a patio, Seaforth Terrace is situated in Simonʼs Town.

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 7 reviews

Set in Cape Town, Neptunes Seat - Garden Paradise with Ocean Views offers accommodation with private pool, free WiFi and free private parking for guests who drive.

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 241 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.

Highly rated holiday rentals in Simonʼs Town and nearby

Sunshine Cottage

Fish hoek
8.0+ review score
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 111 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.

Capri House

Cape Town
8.0+ review score
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews

Offering a garden and garden view, Capri House is situated in Cape Town, 28 km from Kirstenbosch National Botanical Garden and 30 km from World of Birds.

From US$262.09 per night
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 35 reviews

Situated in Simonʼs Town and only 1 km from Long Beach, Admiral's Waterfall Self-Catering features accommodation with mountain views, free WiFi and free private parking.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 303 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.

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 38 reviews

Boasting sea views, Blue Bay Studio Bayview provides accommodation with a balcony, around 400 metres from Long Beach. This property offers access to a terrace and free private parking.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 100 reviews

Offering a garden and sea view, Seaforth Beach Apartment is located in Cape Town, 300 metres from Water's Edge Beach and 19 km from Chapman's Peak.

Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 54 reviews

Featuring sea views, Seaforth Suite offers accommodation with a balcony, around 300 metres from Water's Edge Beach. This beachfront property offers access to a terrace and free WiFi.

Eindelik

Simonʼs Town
8.0+ review score
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 38 reviews

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

FAQ about holiday rentals in Simonʼs Town

Holiday rentals that guests love in Simonʼs Town

See all
Avg. price/night: US$112.79
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 765 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$298.84
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 147 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$237.99
Scored out of 10, guest rating 9.6
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$112.79
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 765 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$298.84
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 147 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$180.75
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 122 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