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
Nadine
From
South Africa
Spacious and comfortable room with everything you need for an overnight or longer stay.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 196 reviews
Price from
US$85.82
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.

J
Jindřich
From
Czech Republic
Amazing place to stay, so close to penguins :-) very clean, spacy room, amazing service, especially Dawie was very helpful :-) delicious breakfast and dinner - we would like to come back :-)
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 145 reviews
Price from
US$232.28
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.

N
Naina
From
Mauritius
Location was excellent, we loved the beach just down the road. Breakfast and dinner were delicious, hats off to the lovely ladies in the kitchen! We had an amazing stay.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 251 reviews
Price from
US$168.78
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.

s
salim
From
France
View is amazing and Peter is adorable. We had a discussion with the owners really interesting. We highly recommend this place.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 214 reviews
Price from
US$169.92
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...

E
Eoin
From
New Zealand
Great in every way.The views,the hosts,the breakfast were all fantastic.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 525 reviews
Price from
US$157.33
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.

C
Carolyn
From
United Kingdom
Lovely views, great breakfast and a friendly and helpful host.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 187 reviews
Price from
US$122.66
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.

D
Dace
From
Latvia
This was our second stay here and we hope to come back again some day.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 394 reviews
Price from
US$147.51
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.

L
Lisa
From
South Africa
comfortable with beautiful views
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 181 reviews
Price from
US$165.92
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.

M
Minette
From
South Africa
Stunning View! Comfortable bed, the guesthouse is quiet at night so we had a very peaceful night's rest Staff were extremely friendly and helpful Gorgeous neighbourhood and close to shops Spacious room Great coffee with normal milk in fridge :)
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 170 reviews
Price from
US$91.54
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.

M
Moira
From
South Africa
Perfect view. Perfect location. All wished we could stay for a week.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 124 reviews
Price from
US$125.87
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 9.5
Exceptional - What previous guests thought, 297 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 255 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 196 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 394 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 145 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 217 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 165 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 525 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 737 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 1,304 reviews

Highly rated holiday rentals in Simonʼs Town and nearby

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 737 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$77.24 per night
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 78 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$83.76 per night
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 165 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$143.03 per night
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 305 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$62.93 per night

Glencairn Haven

Cape Town
8.0+ review score
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 65 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$61.79 per night

The Cove

Fish hoek
8.0+ review score
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 42 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$171.64 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 339 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$77.91 per night

Sunshine Cottage

Fish hoek
8.0+ review score
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 109 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$51.49 per night

Enjoy breakfast in Simonʼs Town and nearby

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 109 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.

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 675 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$112.51 per night
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 556 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$40.23 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 74 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 9.7
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 9.3
Superb - What previous guests thought, 45 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 Sea Views Holiday Home is located in Cape Town, 18 km from Chapman's Peak and 26 km from Cape Point.

Holiday Rentals with swimming pools in Simonʼs Town and nearby

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 120 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$46.34 per night

Leo's Den

Fish hoek
Swimming pool
Scored out of 10, guest rating 7.8
Good - What previous guests thought, 239 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$37.19 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 107 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.

From US$102.98 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 382 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$97.26 per night
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 26 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, 19 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 9.7
Exceptional - What previous guests thought, 35 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, 50 reviews

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

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

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$544.88 per night

Eclectic Heritage Paradise Simon's Town

Simonʼs Town
Free cancellation options available
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.

Tranquility in Simon's Town

Cape Town
Free cancellation options available
Scored out of 10, guest rating 9.5
Exceptional - 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.

Albatross Guest House

Simonʼs Town
Free cancellation options available
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 124 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.

No. 1 Living Waters

Simonʼs Town
Free cancellation options available
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 47 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, 217 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, 5 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.

FAQ about holiday rentals in Simonʼs Town

Holiday rentals that guests love in Simonʼs Town

See all
Avg. price/night: US$77.24
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 737 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$376.46
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 145 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$168.78
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 251 reviews
William, his crew and the lovely Villa is outstanding!
Guest review by
Marc
Solo traveller
Avg. price/night: US$77.24
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 737 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$376.46
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 145 reviews
Superb location and the villa itself was amazing, with a private walkway down to the penguin beach.
Guest review by
Alex
Young couple
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 124 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