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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.

K
Kristin
From
United States
We loved everything! Warm welcome from our host, fab location, brilliant studio apartments with all the right amenities, lovely pool, cute cuddly cats, great BBQ fixins brought together special for us in the front picnic area. We genuinely hope to return!
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 204 reviews
Price from
US$119.50
1 night, 2 adults

Tintswalo Boulders

Simonʼs Town

Situated just 200 metres from Water's Edge Beach, Tintswalo Boulders provides accommodation in Simonʼs Town with access to pool with a view, a terrace, as well as full-day security.

J
Jindřich
From
Czech Republic
Amazing place to stay, so close to penguins :-) very clean, spacy room, amazing service, especially Dawie was very helpful :-) delicious breakfast and dinner - we would like to come back :-)
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 144 reviews
Price from
US$242.59
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.

N
Naina
From
Mauritius
Location was excellent, we loved the beach just down the road. Breakfast and dinner were delicious, hats off to the lovely ladies in the kitchen! We had an amazing stay.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 250 reviews
Price from
US$176.26
1 night, 2 adults

Sail Away Studios

Simonʼs Town

The refurbished Sail Away Studios offer spacious self-catering accommodation located in Simon’s Town. Free WiFi access is available. Boulders Beach is a 2-minute drive away.

K
Karen
From
United Kingdom
Amazing views! Big, light airy studio with comfy bed. Really well equipped and fabulous balcony. Loved it. Would totally recommend Off street parking too Very accommodating for an early check in and late check out
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 231 reviews
Price from
US$75.29
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.

K
Karen
From
Australia
Lovely hosts, stunning location, delicious breakfast, couldn’t fault anything
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 197 reviews
Price from
US$191.14
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...

M
Meeshoo
From
Netherlands
Charming place, walking distance to a few restaurants and Boulders beach. Very big, well stocked room. Very comfortable beds. Excellent hosts and staff....Some nice work arounds to deal with loadshedding. Wonderful breakfast. all the prior good reviews are true...
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 509 reviews
Price from
US$164.31
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 9.3
Superb - What previous guests thought, 188 reviews
Price from
US$128.11
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
Colin
From
Thailand
Rockland's has a spectacular view overlooking the ocean and is only about a 2km drive into town and some exceptional dining (The Lighthouse Cafe). The room was lovely and the owners (Richard and Erica) super people. I would highly recommend their beautiful B&B.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 385 reviews
Price from
US$154.05
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.

A
Alexandra
From
France
All very nice, perfect location, superb staff
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 184 reviews
Price from
US$173.28
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.

M
Minette
From
South Africa
Stunning View! Comfortable bed, the guesthouse is quiet at night so we had a very peaceful night's rest Staff were extremely friendly and helpful Gorgeous neighbourhood and close to shops Spacious room Great coffee with normal milk in fridge :)
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 167 reviews
Price from
US$95.60
1 night, 2 adults
All holiday rentals in Simonʼs Town

Top picks for Simonʼs Town hotels

Explore our most popular hotels in Simonʼs Town

Filter by:

Review score

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.

K
Kristin
From
United States
We loved everything! Warm welcome from our host, fab location, brilliant studio apartments with all the right amenities, lovely pool, cute cuddly cats, great BBQ fixins brought together special for us in the front picnic area. We genuinely hope to return!
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 204 reviews
Price from
US$119.50
1 night, 2 adults

Tintswalo Boulders

Simonʼs Town

Situated just 200 metres from Water's Edge Beach, Tintswalo Boulders provides accommodation in Simonʼs Town with access to pool with a view, a terrace, as well as full-day security.

J
Jindřich
From
Czech Republic
Amazing place to stay, so close to penguins :-) very clean, spacy room, amazing service, especially Dawie was very helpful :-) delicious breakfast and dinner - we would like to come back :-)
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 144 reviews
Price from
US$242.59
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.

N
Naina
From
Mauritius
Location was excellent, we loved the beach just down the road. Breakfast and dinner were delicious, hats off to the lovely ladies in the kitchen! We had an amazing stay.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 250 reviews
Price from
US$176.26
1 night, 2 adults

Sail Away Studios

Simonʼs Town

The refurbished Sail Away Studios offer spacious self-catering accommodation located in Simon’s Town. Free WiFi access is available. Boulders Beach is a 2-minute drive away.

K
Karen
From
United Kingdom
Amazing views! Big, light airy studio with comfy bed. Really well equipped and fabulous balcony. Loved it. Would totally recommend Off street parking too Very accommodating for an early check in and late check out
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 231 reviews
Price from
US$75.29
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.

K
Karen
From
Australia
Lovely hosts, stunning location, delicious breakfast, couldn’t fault anything
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 197 reviews
Price from
US$191.14
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...

M
Meeshoo
From
Netherlands
Charming place, walking distance to a few restaurants and Boulders beach. Very big, well stocked room. Very comfortable beds. Excellent hosts and staff....Some nice work arounds to deal with loadshedding. Wonderful breakfast. all the prior good reviews are true...
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 509 reviews
Price from
US$164.31
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 9.3
Superb - What previous guests thought, 188 reviews
Price from
US$128.11
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
Colin
From
Thailand
Rockland's has a spectacular view overlooking the ocean and is only about a 2km drive into town and some exceptional dining (The Lighthouse Cafe). The room was lovely and the owners (Richard and Erica) super people. I would highly recommend their beautiful B&B.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 385 reviews
Price from
US$154.05
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.

A
Alexandra
From
France
All very nice, perfect location, superb staff
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 184 reviews
Price from
US$173.28
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.

M
Minette
From
South Africa
Stunning View! Comfortable bed, the guesthouse is quiet at night so we had a very peaceful night's rest Staff were extremely friendly and helpful Gorgeous neighbourhood and close to shops Spacious room Great coffee with normal milk in fridge :)
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 167 reviews
Price from
US$95.60
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 9.6
Exceptional - What previous guests thought, 250 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 385 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 83 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 229 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 182 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 757 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 509 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 204 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 144 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 1,318 reviews

Holiday Rentals with swimming pools in Simonʼs Town and nearby

Leo's Den

Fish hoek
Swimming pool
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 244 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.

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 564 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.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 509 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...

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 184 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.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 28 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, 21 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 9.8
Exceptional - What previous guests thought, 37 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, 45 reviews

Boasting accommodation with a pool with a view, mountain view and a patio, Seaforth Terrace is situated in Simonʼs Town.

Enjoy breakfast in Simonʼs Town and nearby

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 672 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.

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.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 10 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.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 46 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 9.7
Exceptional - What previous guests thought, 58 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.

Highly rated holiday rentals in Simonʼs Town and nearby

Glencairn Haven

Cape Town
8.0+ review score
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 69 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.

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 345 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.

Sunshine Cottage

Fish hoek
8.0+ review score
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 112 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 9.0
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.

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.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 229 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, 35 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.

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

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.

Stonebrook Apartments

Simonʼs Town
Free cancellation options available
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 298 reviews

Featuring mountain views, Stonebrook Apartments features accommodation with balcony, around 1.1 km from Long Beach. With garden views, this accommodation offers a patio.

Blue Bay Studio Bayview

Cape Town
Free cancellation options available
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 37 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.

Seaforth Beach Apartment

Cape Town
Free cancellation options available
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 101 reviews

Offering a garden and sea view, Seaforth Beach Apartment is located in Cape Town, 300 metres from Water's Edge Beach and 19 km from Chapman's Peak.

Seaforth Suite

Simonʼs Town
Free cancellation options available
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 53 reviews

Featuring sea views, Seaforth Suite offers accommodation with a balcony, around 300 metres from Water's Edge Beach. This beachfront property offers access to a terrace and free WiFi.

Eindelik

Simonʼs Town
Free cancellation options available
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 38 reviews

Boasting sea views, Eindelik provides accommodation with a garden and a balcony, around 200 metres from Water's Edge Beach.

Bayview Heights Gem

Simonʼs Town
Free cancellation options available
Scored out of 10, guest rating 3.0
Poor - What previous guests thought, 1 review

Offering garden views, Bayview Heights Gem is an accommodation set in Simonʼs Town, 16 km from Chapman's Peak and 27 km from Cape Point.

Seascape Cottage

Cape Town
Free cancellation options available
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 76 reviews

Situated in Cape Town and only 200 metres from Water's Edge Beach, Seascape Cottage features accommodation with mountain views, free WiFi and free private parking.

FAQ about holiday rentals in Simonʼs Town

Holiday rentals that guests love in Simonʼs Town

See all
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 757 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
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 144 reviews
Central to Boulders beach, very comfortable villa. Kirsty and her staff were excellent.
Guest review by
De Villiers
Young couple
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 250 reviews
William, his crew and the lovely Villa is outstanding!
Guest review by
Marc
Solo traveller
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 757 reviews
Stunning villa building with friendly staff, centrally located and good breakfast, indoor or out. Thanks!
Guest review by
Adrian
Young couple
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 144 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, 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