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Holiday Rentals in Simonʼs Town

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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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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.

D
David
From
United Kingdom
They have done a great job of restoring the property in an old/new Cape style - just what we wanted. Everything works. The breakfasts were good and "hand cooked", plus fresh ground coffee. You can also store your own food/drink in their fridge if needed. The parking in the grounds is good. The location is perfect for penguins at Boulders and there is a swimmable public beach 200m away. It is a great base for the area, and there is a lovely garden & patio with chairs to relax in if needed. The friendliness and helpful local knowledge of the hosts was wonderful, from start to finish. There is a small swimming pool on the property but we did not use it as the beach was close by.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 196 reviews
Price from
US$86.73
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.

M
Marlyn
From
United Kingdom
The property was very welcoming, beautifully situated and the staff were most attentive. Attention to detail was exemplary and each and every possible whim was catered for.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 145 reviews
Price from
US$234.75
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.

W
WaldaK
From
Ireland
We had the pleasure of spending one night at Residence William French in March. From the moment we arrived Primrose made us feel at home and did everything in her power to make our stay special. Dinner was a very romantic affair and the food was excellent. The Blue Room was stunning, every piece of furniture bespoke, large spacious bed with luxurious linen and the most magnificent views!
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 251 reviews
Price from
US$170.57
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.

P
Pierre-Paul
From
Netherlands
The owner of the place Mr Garth was very welcoming and a very interesting person to talk to. The view and location were really amazing. Unfortunately we only stayed for 1 night but when we return to South Africa we will definitely go back there! Thanks for a wonderful stay!
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 216 reviews
Price from
US$171.73
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...

W
Wynton
From
Belgium
Absolutely beautiful room in a wonderful boat house themed guest house. Great breakfast included.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 525 reviews
Price from
US$159.01
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.

H
Hendrik
From
Belgium
The Moonglow Guesthouse has a nice and cosy atmosphere with the most amazing views on the bay. We were very happy to spend two nights here on our roadtrip in De Kaap. The breakfast in the morning is the perfect start of the day, and the restaurant Dixies on walking distance of the guesthouse was a nice recommendation we received.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 188 reviews
Price from
US$123.97
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.

C
Chloe
From
Canada
It's hard to pinpoint just a few things that I enjoyed about my stay since it was all so positive! The room was absolutely beautiful, very clean, and had a remarkable view of False Bay. The owners and staff were all so friendly and helpful.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 396 reviews
Price from
US$149.08
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.

G
Gabriella
From
Switzerland
The Grosvenor Guest House is exactly what you think of when you imagine a cosy bed and breakfast. Our room was ready for us even though we arrived early, breakfast was delicious. This is a cute, quaint, B&B with two welcoming hosts at a great location.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 182 reviews
Price from
US$167.68
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.

R
Richard
From
France
Super location on the mountainside with views of the sea. Lovely large bedrooms en-suite, nice lounge & terrace. Ample breakfast. Our Hostess was very welcoming and helpful.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 173 reviews
Price from
US$92.51
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.

B
Bernard
From
France
The view from the terrace on Simonstown's harbour is exceptional. The house itself is very comfortable and well equiped: 2 rooms with their own bathroom. Ideal to accomodate a family of 4. Cape sugarbirds in the garden. Free parking in front of the house. Nice restaurants on the waterfront.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 124 reviews
Price from
US$127.20
1 night, 2 adults
All holiday rentals in Simonʼs Town

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

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Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 260 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 396 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 9.5
Exceptional - What previous guests thought, 297 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 9.2
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, 163 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, 731 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 1,299 reviews

Holiday Rentals with swimming pools in Simonʼs Town and nearby

The Cove

Fish hoek
Swimming pool
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 43 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$173.46 per night
Scored out of 10, guest rating 9.1
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$46.83 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$37.58 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 106 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$104.08 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 384 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$98.29 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.

Highly rated holiday rentals in Simonʼs Town and nearby

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 731 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$80.14 per night
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 79 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$84.65 per night
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.

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 163 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$144.55 per night
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 70 reviews

Set in Simonʼs Town and only 400 metres from Fishermans Beach, Dream a Little offers accommodation with sea views, free WiFi and free private parking.

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 306 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$57.82 per night
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 57 reviews

Situated in Cape Town in the Western Cape region, SeaViews Holiday Apartment 1 features a patio. Featuring mountain and garden views, this apartment also has free WiFi.

From US$50.48 per night
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 52 reviews

Offering a garden and city view, SeaViews Holiday Apartment 2 is set in Cape Town, 15 km from Chapman's Peak and 28 km from Kirstenbosch National Botanical Garden.

From US$66.35 per night

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, 64 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$62.45 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, 338 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$78.73 per night

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$550.67 per night

Sonnekus Boutique Hotel & Bistro

Kalk Bay
Free cancellation options available
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$116.18 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.

Regatta View - Simon's Town

Cape Town
Free cancellation options available
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.

The Captains Penthouse

Cape Town
Free cancellation options available
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.

Dolphin Cottage

Simonʼs Town
Free cancellation options available
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 44 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.

Enjoy breakfast in Simonʼs Town and nearby

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 105 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 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.

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.

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.

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, 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.

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.

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

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Avg. price/night: US$80.14
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 731 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$380.46
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$170.57
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$80.14
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 731 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$380.46
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