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Holiday Rentals in Simonʼs Town

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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

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 9.0
Superb - What previous guests thought, 231 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 143 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 299 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 388 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 219 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 198 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 517 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 170 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 744 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 1,306 reviews

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, 68 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$62.71 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, 341 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$79.07 per night

Leo's Den

Fish hoek
Free cancellation options available
Scored out of 10, guest rating 7.9
Good - What previous guests thought, 237 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$43.55 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, 677 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$156.38 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.

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.

A Boat House

Simonʼs Town
Free cancellation options available
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 517 reviews

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...

From US$174.19 per night

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, 110 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.

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 9.9
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 9.8
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 9.3
Superb - What previous guests thought, 19 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 9.0
Superb - What previous guests thought, 123 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$182.90 per night
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 48 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.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 182 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.

From US$162.35 per night

Enjoy breakfast in Simonʼs Town and nearby

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, 219 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.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 36 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 8.8
Fabulous - What previous guests thought, 34 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 9.6
Exceptional - What previous guests thought, 27 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, 20 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.

Holiday Rentals with swimming pools in Simonʼs Town and nearby

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 49 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 9.0
Superb - What previous guests thought, 6 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.

Whale Rock

Cape Town
Swimming pool
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 122 reviews

Boasting a garden, private pool and pool views, Whale Rock is situated in Cape Town. This beachfront property offers access to a patio, free private parking and free WiFi.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 53 reviews

Offering a garden and garden view, Blue Mountain Bay is situated in Simonʼs Town, 1.2 km from Fishermans Beach and 22 km from Cape Point.

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 16 reviews

Set in Simonʼs Town and only less than 1 km from Fishermans Beach, Bahari Villa offers accommodation with sea views, free WiFi and free private parking.

Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 50 reviews

Located in Simonʼs Town, Watercolours Studios offers beachfront accommodation 1.1 km from Fishermans Beach and provides various facilities, such as pool with a view, a garden and a terrace.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 208 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.

From US$236.61 per night
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 388 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.

FAQ about holiday rentals in Simonʼs Town

Holiday rentals that guests love in Simonʼs Town

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Avg. price/night: US$96.21
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 744 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$266.51
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 143 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$171.29
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 250 reviews
William, his crew and the lovely Villa is outstanding!
Guest review by
Marc
Solo traveller
Avg. price/night: US$96.21
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 744 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$266.51
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 143 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$182.90
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 123 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
gogless