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Vacation Rentals in Simonʼs Town

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August 2026

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Find the right vacation rental for you in Simonʼs Town

The best vacation rentals in Simonʼs Town

Check out our selection of great vacation rentals in Simonʼs Town

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Bonne Esperance, Simon's Town

Simonʼs Town

Bonne Esperance, Simon's Town provides beachfront accommodations in Simonʼs Town. This property offers a pool with a view and free private parking.

S
Samantha
From
South Africa
Communication before arrival was friendly and clear. The place was easy to find, and I was warmly greeted as soon as I arrived. I was shown around and given helpful tips on where to go and how to get there. The host was incredibly warm and welcoming - I instantly felt like I was on holiday! I will definitely be going back to stay, 1 night wasn't enough.
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 274 reviews
Price from
$96.84
1 night, 2 adults

Tintswalo Boulders

Simonʼs Town

Tintswalo Boulders enjoys a location in Simonʼs Town, a 2-minute walk from Water's Edge Beach and 12 miles from Chapman's Peak.

M
Mark
From
Jersey
The penguins viewed from the balcony . The top class host Kirsty and the staff service (Ali) was incredible . Shout out to chef Dustin , the food cooked to perfection !
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 155 reviews
Price from
$233.87
1 night, 2 adults

Residence William French

Simonʼs Town

Residence William French in Simonʼs Town provides adults-only accommodations with an infinity pool, a garden, and a shared lounge. This beachfront property offers access to a terrace and free Wifi.

J
Janet
From
Canada
Large room; great view; delicious healthy breakfast; lovely staff.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 276 reviews
Price from
$109.51
1 night, 2 adults

Penguinden - load-shedding free

Simonʼs Town

Located in the safest area of Simon’s Town, Penguinden - load-shedding free offers stunning views of the magic False Bay and Boulders Beach is within walking distance.

N
Nickel
From
Hong Kong
The view from my room. The bathrooms were so clean, kitchen, dining room and sitting room were so spacious. The location is perfect for penguin viewing and easy to find! John was so friendly and helpful :)
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 257 reviews
Price from
$90.30
1 night, 2 adults

Aqua Terra Boutique Guesthouse - Simon's Town, Cape Town

Simonʼs Town

Located 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.

R
Rotem
From
Israel
The location was amazing Beautiful views from everywhere in the property including the room and bathrooms The host -Garth was incredible and helped with every little thing.
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 133 reviews
Price from
$182.84
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...

Y
Yayehiyrad
From
Ethiopia
The views and the room cleanness is just amazing. Amanda and Walter were so very friendly and very helpful! Thank you so much bing very hospital!!
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 448 reviews
Price from
$170.15
1 night, 2 adults

Moonglow Guesthouse

Simonʼs Town

Just a 10-minute walk from Glencairn Beach and 0.6 miles from Shelly Beach, Moonglow Guesthouse features accommodations in Simonʼs Town, with a terrace and a shared lounge.

R
Rowan
From
South Africa
The friendly service,. Food, location, hygiene, hot spits in close distances.
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 194 reviews
Price from
$115.35
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.

M
Matyas
From
Denmark
Quiet area with ocean view and private balcony Clean and well equipped room Delicious breakfast Erica and Richard are kind and helpful hosts
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 348 reviews
Price from
$124.84
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.

S
Sandra
From
South Africa
Breakfast was served outside on the patio with a view of the ocean! And the breakfast was scrumptious!
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 164 reviews
Price from
$86.08
1 night, 2 adults

Dream a Little

Simonʼs Town

Dream a Little is located in Simonʼs Town, just a 4-minute walk from Fishermans Beach and 13 miles from Chapman's Peak.

E
Erik
From
United States
The hosts are amazing and the location is excellent. With a fully fitted self catering unit with your own entrance you get all the access you need at any time. The location with its ocean views is wonderful and you can walk to the penguins of Simon’s Town.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 54 reviews
Price from
$136.12
1 night, 2 adults
All vacation rentals in Simonʼs Town

Most booked vacation rentals in Simonʼs Town and surrounding area in the past month

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Popular with guests booking vacation rentals in Simonʼs Town

Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 1,306 reviews

Popular with guests booking vacation rentals in Simonʼs Town

Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 844 reviews

Popular with guests booking vacation rentals in Simonʼs Town

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 249 reviews

Popular with guests booking vacation rentals in Simonʼs Town

Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 348 reviews

Popular with guests booking vacation rentals in Simonʼs Town

Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 241 reviews

Popular with guests booking vacation rentals in Simonʼs Town

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 276 reviews

Popular with guests booking vacation rentals in Simonʼs Town

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 272 reviews

Popular with guests booking vacation rentals in Simonʼs Town

Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 448 reviews

Popular with guests booking vacation rentals in Simonʼs Town

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 155 reviews

Popular with guests booking vacation rentals in Simonʼs Town

Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 275 reviews

Vacation Rentals with swimming pools in Simonʼs Town and nearby

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Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 348 reviews

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 276 reviews

Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 241 reviews

Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 448 reviews

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 155 reviews

Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 274 reviews

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 46 reviews

Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 133 reviews

Enjoy breakfast in Simonʼs Town and nearby

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Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 1,306 reviews

Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 844 reviews

Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 275 reviews

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 26 reviews

Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 106 reviews

Scored out of 10, guest rating 8.1
Very Good - What previous guests thought, 575 reviews

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

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Mariner Guesthouse & Villa

12 Harbour Heights Close
Free cancellation options available
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 249 reviews

Stonebrook Apartments

32 Wilfred Street
Free cancellation options available
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 272 reviews

Albatross Guest House

37 Victory Way
Free cancellation options available
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 111 reviews

Seascape Cottage

153 Mcfarlane Road
Free cancellation options available
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 68 reviews

Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 88 reviews

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 102 reviews

Rachawadee Accommodation

146 Main Road
Free cancellation options available
Scored out of 10, guest rating 8.1
Very Good - What previous guests thought, 102 reviews

Central Hotel Guest House

96 St. Georges Street
Free cancellation options available
Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 83 reviews

Highly rated vacation rentals in Simonʼs Town and nearby

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Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 257 reviews

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 213 reviews

Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 164 reviews

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 78 reviews

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 194 reviews

Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 102 reviews

Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 109 reviews

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 37 reviews

FAQ about vacation rentals in Simonʼs Town

Vacation Rentals That Guests Love in Simonʼs Town

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Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 844 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 byKaren
Solo traveler
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 155 reviews
Central to Boulders beach, very comfortable villa. Kirsty and her staff were excellent.
Guest review byDe Villiers
Young couple
Avg. price/night: $244.39
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 276 reviews
William, his crew and the lovely Villa is outstanding!
Guest review byMarc
Solo traveler
Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 844 reviews
Stunning villa building with friendly staff, centrally located and good breakfast, indoor or out. Thanks!
Guest review byAdrian
Young couple
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 155 reviews
Superb location and the villa itself was amazing, with a private walkway down to the penguin beach.
Guest review byAlex
Young couple