Beach apartments and villas in Simon's Town

Close
Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

38 Holiday homes

Travellers going to Simon's Town are booking October dates now. Secure your holiday home today and have the perfect trip.

(3) Excellent 

1 / 14

Whale Rock Cottage - Murdoch Valley Simon's Town

Simon's Town / Boulders

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
Whale Rock Cottage (self-catering) lies behind the famous A-Frame dive-site, with 180 degree views stretching from Millers Point back into False Bay. Enjoy the view of yachts, Naval vessels, dolphins, whales and seals in the bay. Experience the historic village of Simon  …see more

from £60 / night

£400 / week

Book Book View

from £60 / night

(3) Very Good 

1 / 24

Dolphin Cottage, Simonstown - Simon's Town cottage sleeps 6

Cape Town / Simon's Town

3 6 4 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; Car advised;
Dolphin Cottage is a spacious and comfortable beach house with stunning views overlooking the sea. Every room has a sea view and a balcony. Simons Town is a 5/10 minute walk away, and it makes a perfect location for a holiday.Gated driveway and entrance, secure parki  …see more

from £90 / night

£595 - £1325 / week

Enquire Enquire View

from £90 / night

1 / 15

Marine View Villa - Historic Mile house sleeps 5

Simon's Town / Historic Mile

2 5 3 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; Car essential;
Beautiful villa, recently renovated, with great views of the marina of Simon's Town with 2 bedrooms, 2 bathrooms, large kitchen, large living room, study room with sofa bed and satellite TV, garden with sea view and outdoor area with mountain view, laundry and gara  …see more

from £69 / night

£725 - £906 / week

Book Book View

from £69 / night

1 / 17

Break-Away - Simon's Town villa sleeps 8

Cape Town / Simon's Town

4 8 5 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
Situated on the rocks in the Castle Rock Marine reserve, you will find this spectacular accommodation for the discerning traveler. The views across False Bay are breathtaking. A modern 300sqm open plan Cape Cod styled Beach House. The central theme has been to bring th  …see more

from £250 / night

£1750 / week

Enquire Enquire View

from £250 / night

(2) Very Good 

1 / 17

Penguin Blue - Dolphin Self-Catering Apartment

Cape Town / Simon's Town

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 6 km; Child friendly ;
Overlooking Simon’s Town and False Bay, Penguin Blue offers two spacious, comfortable self-catering apartments. The apartments are situated on the hillside of Glen Marine between sea and mountain, making Penguin Blue an excellent holiday destination. Dolphin Apartme  …see more

from £40 / night

£280 / week

Book Book View

from £40 / night

1 / 14

Simon's Town Studio w Terrace & 180degree Sea View

Cape Town / Simon's Town

Studio 2 2 nights min stay

  • Studio
  • Sleeps 2
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; Car essential;
Roman Rock Accommodation Studio 1 with outside Wooden Deck and Beautiful 180 Degree Sea View - ·This studio Sleeps 2 ·This studio has a large queen bed and a desk where you can sit and work/study ·Inside you have a Lounge area with chairs and a coffee table, as well  …see more

from £39 / night

£273 / week

Book Book View

from £39 / night

1 / 20

Spacious house - Simon's Town - Historic Mile house sleeps 8

Simon's Town / Historic Mile

5 8 Min stay varies

  • 5 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car advised;
Spacious, double storey holiday home in historical Simon's Town (40 minutes from Cape Town). 180 degree views of the sea. 300 metres from the famous Boulder's beach. The house is equipped with everything you will need (including all appliances, boardgames, etc  …see more

from £126 / night

£880 / week

Book Book View

from £126 / night

(7) Excellent 

1 / 21

Cape Town: Boulders Skye - Simon's Town house sleeps 8

Cape Town / Simon's Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.1 km; Swimming pool;
Large family home with glorious sea and mountain views, a pool, and just a two minute walk from one of Cape Town's most famous beach, Boulders, known for its penguin colony. It is across the road from the Simonstown golf-course, and just 2kms from the quaint and a  …see more

from £77 / night

£497 - £1451 / week

Book Book View

from £77 / night

(1) Excellent 

1 / 14

Dunearn on Boulders Beach - Boulders house sleeps 9

Simon's Town / Boulders

4 9 1 night min stay

  • 4 bedrooms
  • Sleeps 9
  • 1 night min stay
Key info: Beach / lakeside relaxation; Child friendly ; Ask about pets;
Dunearn is a beautiful family home with tall ceilings, open fires, antique furniture and a long balcony/terrace that allows sea and mountain views from every part of the house. Lovingly cared for over the last century by several generations of the same family, the brass  …see more

from £235 / night

£1630 / week

Book Book View

from £235 / night

(10) Excellent 

1 / 24

Felsensicht Holiday Home - Simon's Town guest house sleeps 6

Cape Town / Simon's Town

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.2 km; Child friendly ;
Felsensicht Holiday Home is superbly situated near Boulders Beach, Simon's Town & is ideal for families. It is a large, attractive & wonderfully comfortable home with a 180° view of False Bay from Muizenberg in the north to Cape Point in the south. It is b  …see more

from £119 / night

£833 / week

Book Book View

from £119 / night

1 / 10

At Seascapes - Simon's Town house sleeps 6

Cape Town / Simon's Town

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 500 km; Swimming pool;
At Seascapes offers a secure and peaceful seaside location close to historic Simonstown on the False Bay coast. The house is well appointed, well equipped and offers spectacular views over False Bay. A five minute walk will take you to fishermans beach (featured on Get  …see more

from £150 / night

£1050 / week

Book Book View

from £150 / night

1 / 7

Oceanresidence - Historic Mile villa sleeps 8

Simon's Town / Historic Mile

4 8 7 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Suitable for children age 5+; No pets allowed;
Big family home situated in quiet, up market residential area. Stunning sea views and lovely sunny deck. Close to a swimming beach and Boulders Beach with the well known penguin colony. About 12km from the entrance to the Cape Point Nature Reserve and 45 min drive from  …see more

from £148 / night

£1035 / week

Book Book View

from £148 / night

(11) Excellent 

1 / 18

La Maison - Boulders house sleeps 7

Simon's Town / Boulders

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.2 km; Child friendly ;
This beautifully furnished home is situated in Froggy Pond, a suburb of Simon's Town, just past Boulders beach which is world famous for its penguins. It offers spectacularly breathtaking unobstructed sea views across False bay from every room in the house. 2 mins walk  …see more

from £150 / night

£1050 / week

Book Book View

from £150 / night

(2) Very Good 

1 / 23

Boulders Beach House - Boulders guest house sleeps 14

Simon's Town / Boulders

7 14 3 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
NEARBY FACILITIES AND ATTRACTIONS:-We are ideally situated to explore the delights of the Western Cape from Cape Point 15minutes away to the Wine lands 45min The Jewel of the False Bay Coastline is a sought after holiday destination for both local and overseas visitors  …see more

from £115 / night

£802 / week

Book Book View

from £115 / night

(2) Excellent 

1 / 20

Baxter House Boulders Beach - Boulders villa sleeps 12

Simon's Town / Boulders

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car advised;
This charming clapperboard house perched on a gentle slope overlooking Boulders Beach is the stuff of holiday dreams. With a mountain behind and all about the sea, it is the perfect place in which to restore, rejuvenate and renew. Sensitively configured for both private  …see more

from £268 / night

£3207 / week

Book Book View

from £268 / night

1 / 17

The Flying Penguin - Penthouse Suite - Boulders penthouse sleeps 4

Simon's Town / Boulders

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Not suitable for children; Ask about pets;
The Flying Penguin is a haven, offering complete relaxation close to nature yet within easy reach of the city. Featuring a family-sized penthouse as well as two cozy suites for two, this farmhouse-styled holiday accommodation is situated in Simon's Town. It is a pe  …see more

from £64 / night

£435 / week

Book Book View

from £64 / night

(4) Very Good 

1 / 18

Neptune Home - Simon's Town house sleeps 8

Cape Town / Simon's Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Child friendly ;
Neptune Home is the perfect location for people who want to explore Caetown and surroundings during their holiday.It is the idea place for a family, a couple or small group of friends who enjoy relaxing in a quiet, secluded hide away while enjoying unsurpassed views ove  …see more

from £130 / night

£690 - £2544 / week

Book Book View

from £130 / night

1 / 15

Fisherman's Cove on Boulders Beach - Boulders house sleeps 13

Simon's Town / Boulders

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
At Fisherman's Cove, you'll be staying in one of the houses for which the now famous Boulder's Beach at Simons Town was once a private paradise. Incredible views from your bed and breakfast table. Watch the penguins jumping off the rocks in serried ranks  …see more

from £230 / night

£1607 / week

Book Book View

from £230 / night

1 / 11

Simon's Town Budget Studio Patio Partial Sea View

Cape Town / Simon's Town

Studio 2 2 nights min stay

  • Studio
  • Sleeps 2
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Ask owner if suitable for children; No pets allowed;
Studio 2 with Partial Sea View and Private Patio with BBQ - Sleeps 2 ·Our smallest studio has a queen bed, with lounge chairs and flat screen TV ·Studio has just been fully renovated, so new bathroom with Shower, and new kitchenette with granite worktops ·Flat screen  …see more

from £30 / night

£255 / week

Book Book View

from £30 / night

1 / 89

Simon's Town - 3 on Rocklands Beach and Pool Villa

Cape Town / Simon's Town

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Beach / lakeside relaxation; Ask owner if suitable for children; No pets allowed;
This beautiful Beach Villa has recently opened and so far we are extremely lucky with fantastic reviews. The villa is split into 3 apartments which allows you to close interlocking doors if you need privacy, or open up the doors in order for a large group to entertain.  …see more

from £215 / night

£1400 - £2085 / week

Book Book View

from £215 / night

(2) Excellent 

1 / 10

Sea Forever self catering apartment Simons Town

Simon's Town / Murdock Valley North

1 4 2 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
This light, airy self-catering apartment in close to the beach and offers breathtaking 180 degree views of False Bay.It accommodates 4. The bedroom sleeps 2, with the choice of kingsize or twin beds. The spacious living area has a sofa bed with pull out which sleeps  …see more

from £66 / night

£462 / week

Book Book View

from £66 / night

(3) Very Good 

1 / 20

Simon's Town Luxury Studio with 180degree Sea View

Simon's Town / Murdock Valley North

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.5 km; Child friendly ;
Studio 4 - Luxury Studio with Balcony and Spectacular Sea View·This studio is very spacious and has the best sea view of all of the studios·Studio has just been fully renovated, so new bathroom with Shower, and new kitchenette with granite worktops·Lounge area with c  …see more

from £42 / night

£350 / week

Book Book View

from £42 / night

(4) Excellent 

1 / 16

Cambria - Simon's Town house sleeps 10

Cape Town / Simon's Town

5 10 2 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Suitable for children age 5+; Car advised;
A beautiful fully self-catering holiday house with stunning views of the most beautiful environment, the Cape Peninsula, False Bay. Situated in Simon's Town, 45 - 60 minutes from the city of Cape Town, the Victoria & Albert Waterfront and Cape Town Internationa  …see more

from £150 / night

£1050 / week

Book Book View

from £150 / night

(3) Very Good 

1 / 18

Penguin Blue - Whale Self-Catering Apartment

Cape Town / Simon's Town

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 5 km; Child friendly ;
Overlooking Simon’s Town and False Bay, Penguin Blue offers two spacious, comfortable self-catering apartments. The apartments are situated on the hillside of Glen Marine between sea and mountain, making Penguin Blue an excellent holiday destination. Dolphin Apartme  …see more

from £50 / night

£350 / week

Book Book View

from £50 / night

(3) Very Good 

1 / 23

Rocklands House - Simon's Town guest house sleeps 8

Cape Town / Simon's Town

4 8 2 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.2 km; Swimming pool;
ROCKLANDS HOUSE, BEACH –FRONT HOLIDAY HOME Murdoch Valley Simon's Town. The perfect weekend getaway or holiday retreat to de-stress and unwind. So tranquil, it feels like you are sailing on your own Ocean Liner!Comfortably furnished, double-storey holiday home ov  …see more

from £168 / night

£1130 / week

Book Book View

from £168 / night

1 / 20

Albatross Guest House - Simon's Town apartment sleeps 5

Cape Town / Simon's Town

2 5 1 night min stay

  • 2 bedrooms
  • Sleeps 5
  • 1 night min stay
Key info: Beach / lakeside relaxation; Child friendly ; No pets allowed;
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. Our two bedroom self vcatering apartment is perfect for families or couples who are travveling tog  …see more

from £77 / night

£459 / week

Book Book View

from £77 / night

1 / 6

Cape Town / Simon's Town

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Ask owner if suitable for children; No pets allowed;
 …see more

from £49 / night

£342 / week

Book Book View

from £49 / night

1 / 5

Cape Town / Simon's Town

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Beach / lakeside relaxation; Ask owner if suitable for children; No pets allowed;
 …see more

from £97 / night

£675 / week

Book Book View

from £97 / night

1 / 8

Cape Town / Simon's Town

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; No pets allowed;
 …see more

from £52 / night

£366 / week

Book Book View

from £52 / night

1 / 6

Cape Town / Simon's Town

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Ask owner if suitable for children;
 …see more

from £32 / night

£210 / week

Book Book View

from £32 / night

1 / 15

Cape Town / Simon's Town

2 4 1 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Ask owner if suitable for children;
 …see more

from £64 / night

£420 / week

Book Book View

from £64 / night

(7) Very Good 

1 / 25

Cape Town / Simon's Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.4 km; Swimming pool;
 …see more

from £117 / night

£1087 - £1569 / week

Book Book View

from £117 / night

1 / 9

Cape Town / Simon's Town

2 4 3 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Child friendly ;
 …see more

from £58 / night

£375 - £524 / week

Book Book View

from £58 / night

(6) Very Good 

1 / 10

Cape Town / Simon's Town

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car advised;
 …see more

from £63 / night

£439 - £481 / week

Book Book View

from £63 / night

(2) Excellent 

1 / 16

Cape Town / Simon's Town

2 5 3 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; No pets allowed;
 …see more

from £69 / night

£604 / week

Book Book View

from £69 / night

(1) Very Good 

1 / 44

Cape Town / Simon's Town

2 4 1 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.8 km; Child friendly ;
 …see more

from £109 / night

£1121 / week

Book Book View

from £109 / night

1 / 17

Cape Town / Simon's Town

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Pet friendly;
 …see more

from £80 / night

£560 / week

Book Book View

from £80 / night

(5) Very Good 

1 / 16

Cape Town / Simon's Town

4 8 2 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £153 / night

£917 / week

Book Book View

from £153 / night

Top Destination reviews

La Maison
Amazing views

Good location, large balcony with spectacular views of sunrise over False Bay, built in gas braai, spacious house for 4-6 people (3 bedrooms), well maintained, no problems. … see more

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page