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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.

g
gregor
From
Germany
Great new boutique place in a great location in Simon's Town -- close to the famous Boulders Beach. Alexandra, the host, and her husband have redone a century-old heritage building and created an oasis. Facilities were excellent, including pool, lots of info and snorkel gear. Arrival worked out very smoothely, but gate + driveway is rather narrow and requires some precision with a larger car.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 196 reviews
Price from
US$92.81
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 9.5
Exceptional - What previous guests thought, 142 reviews
Price from
US$235.52
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.

c
christ'l
From
Belgium
Great guesthouse! The breakfast was amazing, the staff very friendly and the view was stunning.a place to return!
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 247 reviews
Price from
US$171.13
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.

J
Johanna
From
Finland
Great views, very clean, peaceful location
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 221 reviews
Price from
US$172.29
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...

P
Philip
From
United Kingdom
A fantastic place to stay , perched on mountainside , overlooking harbour and sea. captains room was fabulous, tastefully decorated, very spacious and huge balcony . Entire house had a luxury feel to it. Short distance to a lovely town and beach. Breakfast was delicious . Most important thing to mention is the lovely hosts , Carmen and Lance . So friendly . Enjoyed our chats . Definitely would recommend
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 522 reviews
Price from
US$159.52
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 9.2
Superb - What previous guests thought, 188 reviews
Price from
US$124.37
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.

N
Natasha
From
Greece
Very charming apartment and welcoming, helpful hosts. Quiet, beautiful view. Perfect for our family of five. Tasty breakfast served in the room.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 399 reviews
Price from
US$149.56
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, 185 reviews
Price from
US$168.23
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.

G
Gabriele
From
Spain
The room was amazing with breathtaking views, and Amanda, the host, was very friendly and helpful. We definitely recommend this property as the best place to stay in Simon’s Town!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 172 reviews
Price from
US$92.81
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.

S
Stefanie
From
Germany
Albatross House offered us with an amazing apartment including all necessary facilities and comfort we were looking for ! What was special was the breathtaking view across False Bay and Simons Town harbour from up above due to the higher up location of the apartment and the three balconies in front of each of the bed rooms as well as the living room! Our host Andre was extremely welcoming, always easy to get in touch with and hands-on. He also went out of his way to help us after we had forgotten our iPad in the apartment!
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 124 reviews
Price from
US$127.62
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, 263 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 250 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 9.5
Exceptional - What previous guests thought, 299 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 158 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 143 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 222 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 726 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 523 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 1,297 reviews

Enjoy breakfast in Simonʼs Town and nearby

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 726 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$78.31 per night
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 158 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$145.02 per night
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 101 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.

From US$178.46 per night
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 668 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$144.66 per night
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 554 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$40.79 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 73 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.

Highly rated holiday rentals in Simonʼs Town and nearby

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$84.92 per night
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 71 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.

From US$116.02 per night
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 9 reviews

Boasting a hot tub, Penguinden - Private Villa with Sea Views is set in Cape Town. This property offers access to a balcony, free private parking and free WiFi.

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 307 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$58.01 per night
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 18 reviews

Offering a private beach area and sea view, Panoramic sea views - loft apartment is located in Cape Town, 800 metres from Fishermans Beach and 21 km from Cape Point.

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$50.64 per night
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 51 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.

Glencairn Haven

Cape Town
8.0+ review score
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 63 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$62.65 per night

Holiday Rentals with swimming pools in Simonʼs Town and nearby

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 117 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$46.99 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$37.71 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$232.04 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$69.61 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

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, 342 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$78.99 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$552.46 per night

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.

Spectacular Sea Views Holiday Home

Cape Town
Free cancellation options available
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.

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.

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.

FAQ about holiday rentals in Simonʼs Town

Holiday rentals that guests love in Simonʼs Town

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Avg. price/night: US$78.31
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 726 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$381.70
Scored out of 10, guest rating 9.5
Exceptional - 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$229.13
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$78.31
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 726 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$381.70
Scored out of 10, guest rating 9.5
Exceptional - 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$174.03
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