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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, 211 reviews
Price from
US$121.31
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.

N
Nene
From
South Africa
Everything - a very niche and personalised experience. Staff were incredibly personal and pay attention to detail. Every little thing they could do to go out of their way to make your stay worthwhile, they would. We are no strangers to the Tintswalo group . This experience definitely didn’t surprise but nonetheless, thank you once again to the team for always making it worthwhile. The quality of sleep we got was equally UNMATCHED! Everything! Location! Just perfect.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 147 reviews
Price from
US$246.27
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.

T
Thomas
From
Switzerland
Excellent guesthouse with William, the perfect host. All the people are very service minded and always ready to help. Breakfast and diner were "perfetto"! William would get 3 Michelin stars for cocking and a special star for presenting the dishes. Rooms are very big and the view on the ocean ist fantastic.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 249 reviews
Price from
US$178.94
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, 227 reviews
Price from
US$76.43
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.

L
Lee
From
Singapore
Nice view of the ocean and mountains behind
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 282 reviews
Price from
US$131.02
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 9.3
Superb - What previous guests thought, 195 reviews
Price from
US$194.04
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
susan
From
United Kingdom
Second time we’d stayed so we knew what to expect. Really big well furnished comfortable rooms with great views over the bay. Walter and Amanda, the managers, are so friendly and welcoming and happy to help with recommendations for places to visit and restaurants. Everywhere is spotlessly clean. Good breakfast.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 508 reviews
Price from
US$166.81
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.

C
Carolyn
From
United Kingdom
Lovely views, great breakfast and a friendly and helpful host.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 189 reviews
Price from
US$130.05
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
Steffen
From
United Arab Emirates
Amazing location direct on the False Bay. View from bed direct over the bay.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 379 reviews
Price from
US$156.39
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.

J
James
From
United Kingdom
lovely location, view & facilities. Fab room size/view. Nikita the host was lovely too - down to earth & really friendly, makes all the difference at a venue.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 166 reviews
Price from
US$97.05
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 9.3
Superb - What previous guests thought, 147 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 82 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 767 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 379 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 508 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 9.6
Exceptional - What previous guests thought, 249 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 211 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 188 reviews

Popular with guests booking holiday rentals in Simonʼs Town

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 1,325 reviews

Holiday Rentals with swimming pools in Simonʼs Town and nearby

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 54 reviews

Offering a garden and garden view, Blue Mountain Bay is situated in Simonʼs Town, 1.2 km from Fishermans Beach and 22 km from Cape Point.

Leo's Den

Fish hoek
Swimming pool
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 248 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$39.43 per night
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 29 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, 43 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 8.8
Fabulous - What previous guests thought, 7 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 9.3
Superb - What previous guests thought, 243 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.

Enjoy breakfast in Simonʼs Town and nearby

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 188 reviews

Located within 1.3 km of Boulders Beach and 20 km of Chapman's Peak, Magellans Hotel features rooms with air conditioning and a private bathroom in Simonʼs Town.

From US$151.64 per night
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 667 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$181.51 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 9.2
Superb - What previous guests thought, 12 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 9.2
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 9.4
Superb - What previous guests thought, 60 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, 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.

Highly rated holiday rentals in Simonʼs Town and nearby

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 767 reviews

Located in Simonʼs Town, The Willets Boutique Hotel in Simon's Town features a terrace, restaurant, bar, and free WiFi throughout the property.

From US$106.63 per night
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 83 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$94.87 per night
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 1,325 reviews

Located at Boulders Beach with its famous penguin colony, Boulders Beach Hotel, Cafe and Curio shop offers en-suite rooms, just 2 km outside of Simon’s Town.

From US$90.98 per night
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 65 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$133.44 per night
Scored out of 10, guest rating 9.0
Superb - 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.

From US$283.87 per night
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 66 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.

Glencairn Haven

Cape Town
8.0+ review score
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 70 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$65.51 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 350 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$82.60 per night

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

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.

Mariner Guesthouse & Villa

Simonʼs Town
Free cancellation options available
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.

Harbour Views

Simonʼs Town
Free cancellation options available
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 4 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, 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.

Stonebrook Apartments

Simonʼs Town
Free cancellation options available
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 303 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 8.9
Fabulous - What previous guests thought, 38 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, 100 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.

FAQ about holiday rentals in Simonʼs Town

Holiday rentals that guests love in Simonʼs Town

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Avg. price/night: US$106.63
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 767 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$300.86
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 147 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$239.59
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 249 reviews
William, his crew and the lovely Villa is outstanding!
Guest review by
Marc
Solo traveller
Avg. price/night: US$106.63
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 767 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$300.86
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 147 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$181.97
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 121 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