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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
Nadine
From
South Africa
Spacious and comfortable room with everything you need for an overnight or longer stay.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 198 reviews
Price from
US$116.98
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.

S
Sabiri
From
Kenya
Being a boutique hotel, everything was cozy, intimate and comfortable. It's wonderful to wake up to the sounds of the ocean and the penguins, who are just not cute and noisy, but apparently, they bite! Kirsty, Nelson and team were exceptionally warm and welcoming. Simon's Town has a certain charm to it. We ate out at Dixie's. The food was great and the cocktails packed a punch.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 142 reviews
Price from
US$237.48
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.

V
Vutomi
From
South Africa
What is not to like about this property - food, views, company, service! We made friends during our stay, we felt like family there - definitely coming back. Have more than one dinner here - the food is that good please do trust me. Firstly our room was beautiful, very big with all the amenities you could ask for. The views of the ocean my goodness they are within plain site every day. Also good sunrise views if you can wake up for it - stunning sunrise. Now let’s talk about the food, we stayed 3 nights and everyday our room got little baked treats. Their breakfast is like no other - from the fruit salad, to the home made granola and everything else. Then the dinners - Michelin star dinners every single night oh my what an experience.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 250 reviews
Price from
US$172.55
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.

G
Gina
From
Australia
The views were magnificent and lovely clean apartments
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 231 reviews
Price from
US$73.70
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, 208 reviews
Price from
US$173.72
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...

J
Joy
From
France
Amazing stay! Location, views, size of the room, staff, breakfast! Honestly nothing to complain about, really enjoyed the stay.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 517 reviews
Price from
US$160.85
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.

T
Terence
From
Portugal
Food quality was excellent and more than enough to choose from
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 187 reviews
Price from
US$125.41
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.

L
Liza
From
Switzerland
Very friendly staff :-) cozy room with comfortable bed! perfect view and breakfast is served in the room
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 387 reviews
Price from
US$150.81
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.

C
Carl
From
New Zealand
Quiet location with a great view.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 181 reviews
Price from
US$169.63
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
Shirley
From
Namibia
Friendly staff and beautiful views. Wonderful was very welcoming and Amanda was very helpful and had great recommendations.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 165 reviews
Price from
US$93.59
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, 249 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 298 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 165 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 387 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 220 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, 169 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 741 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 1,305 reviews

Enjoy breakfast in Simonʼs Town and nearby

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 112 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$172.99 per night
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$247.55 per night
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 565 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$41.13 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.

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.

A Boat House

Simonʼs Town
Breakfast options
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$175.48 per night
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.

Holiday Rentals with swimming pools in Simonʼs Town and nearby

Leo's Den

Fish hoek
Swimming pool
Scored out of 10, guest rating 7.9
Good - What previous guests thought, 238 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$43.87 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 376 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$99.44 per night
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.

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.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 249 reviews

Penguins View Guesthouse has well-equipped self-catering accommodation featuring free WiFi in Simon’s Town, a 5-minute walk from Boulders Beach. Free private parking is available on site.

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, 66 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$63.17 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 340 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$159.25 per night

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 9.9
Exceptional - What previous guests thought, 11 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.

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.

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.

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.

Mariner Guesthouse & Villa

Simonʼs Town
Free cancellation options available
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 220 reviews

Mariner Guesthouse & Villa is built on the mountainside above the Simon´s Town harbour and offers stunning views across False Bay.

Harbour Views

Simonʼs Town
Free cancellation options available
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.

Admiral's Waterfall Self-Catering

Simonʼs Town
Free cancellation options available
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.

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, 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.

Seaforth Beach Apartment

Cape Town
Free cancellation options available
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 103 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, 51 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.

FAQ about holiday rentals in Simonʼs Town

Holiday rentals that guests love in Simonʼs Town

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Avg. price/night: US$94.29
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 741 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$268.48
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 142 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$172.55
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$94.29
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 741 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$268.48
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 142 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
gogless