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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.

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, 196 reviews
Price from
US$87.46
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.

C
Carolina
From
Italy
The style, the little details, the environment, the location, the vibes, everything!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 143 reviews
Price from
US$236.72
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
Casper
From
Denmark
Fantastic views overlooking the entire bay, nice and spacious rooms, the infinity pool, very very homey feeling, plenty of privacy if you wish, excellent service and above all William’s unbelievable homemade food.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 250 reviews
Price from
US$172
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
From
Belgium
Amazing location, with a outstanding view from the rooms. very good breakfast, efficient staff and absolutely lovely owners. a great experience in our trip in Cape Town.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 216 reviews
Price from
US$173.16
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...

s
shatavdhan
From
Qatar
Everything was perfect.Everything was perfect.Very nice accommodation. Beautiful scenery.Beds very comfortable. Unit well equipped, host very friendly and accommodating.My kid love this place a lot. We will definitely return and recommend to our friend to stay.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 523 reviews
Price from
US$160.34
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.

J
Jan
From
Czech Republic
Excelent room with see view balcony, excelent staff. Heating installed in bed.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 189 reviews
Price from
US$125.01
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.

S
Sajal
From
India
Amazing location in Simons Town, Overlooking Sunrise from bed, Whale Watching from room, Boulders beach is proximity, convenient location for moving onwards to western part of island for sunset or Chapman Peak Drive, and closer to Cape of Good Hope. Meticulously done apartment in attic of the mansion. Breakfast prepared and served in room as per choice and is hygienically prepared and graciously served. Apartment is away from the hustle of the town yet convenient to communicate for sightseeing. Host is approachable and helpful as well. A small pool besides resembles any of the other infinity pool with Mighty Indian Ocean in background. A must stay to enjoy and experience mystic energy of being located between Indian and Atlantic Ocean. Also may curtail a day stay at Cape Town as most of the attractions including Penguin Beach, Seals Island, Chapman's Peak Drive, Ostrich Farm, Wine Yards, Surfing in Muizenberg Beach, Naval Museum and majestic natural landscapes including famous Cape of Good Hpe are bang on this narrow peninsula. Amazing experience and stay.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 398 reviews
Price from
US$150.33
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.

B
Barbara
From
Netherlands
This is a really beautiful , gracious property . The decor is elegant and we loved all the artwork. Nice touches like water and sherry for our enjoyment. Sue and Jonathan made us feel very much at home. They allowed us to leave our bags at the property before check in and also after check out. The room is huge, airy with a wonderful comfortable bed. Nice coffee and tea making facilities. A spacious bathroom with an excellent shower. Breakfast on the terrace was a treat - a wonderful view and a delicious selection of hot and cold breakfast items to enjoy. Very good coffee too. Free parking in a secure location. We were made to feel so comfortable and well looked after. I only wish we'd had more time there to enjoy it all!! Also very close to Boulders Beach and walking distance in to the cute town. We'll be back and thank you!
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 185 reviews
Price from
US$169.08
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$93.29
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.

R
Rufina
From
Russia
Cozy house, convenient location, great view from the room, friendly host who helped with any questions
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 124 reviews
Price from
US$128.27
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 9.2
Superb - What previous guests thought, 261 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 398 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, 196 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 8.7
Fabulous - What previous guests thought, 159 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 8.4
Very good - What previous guests thought, 726 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 1,296 reviews

Highly rated holiday rentals 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$99.88 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$85.36 per night
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$58.30 per night

Whale Rock

Cape Town
8.0+ review score
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 119 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 9.3
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$50.90 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$62.97 per night

The Cove

Fish hoek
8.0+ review score
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$174.91 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, 118 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$47.23 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$37.90 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 106 reviews

<h2>Elegant Accommodation</h2> Dunvegan Lodge in Clovelly offers a recently renovated villa with a swimming pool, sun terrace, and lush garden.

From US$233.22 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$69.97 per night
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 555 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$41 per night
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 185 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$186.58 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.

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, 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$79.39 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$555.28 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, 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$148.72 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.

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.

Enjoy breakfast in Simonʼs Town and nearby

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$162.64 per night
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 9.0
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.

From US$183.66 per night
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, 222 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$99.88
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$383.65
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$230.30
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$99.88
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$383.65
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$183.66
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
gogless