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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Jacuzzi or hot tub
Garden
Internet access
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Grill
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Cot available
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Sea view
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Dishwasher
Children's pool
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Shared indoor pool
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared outdoor pool (unheated)
Shared outdoor pool (heated)
Cribs
Ceiling Fans
Table tennis
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Swing set or jungle gym
Pool or snooker table
Fax machine
Video player
Boat available
Staffed property
Private fishing lake or river
Trampoline
Climbing frame
Bicycles available
Towels provided
Linen provided
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Housekeeping Included

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Pets allowed
Parking
Car not required
Children under 5

Smoking allowed
Non-Smoking property
Elevator access
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Wheelchair accessible

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Beach or lakeside relaxation
City breaks
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Golf course on site or within 15 min walk
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1,151 Houses

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PINGUSHOUSE VILLA WITH PRIVATE POOL & GARDEN

Simon's Town villa

4 bedrooms / 3 bathrooms / sleeps 8

“Nice location, nice place, nice house.” Nice location, nice place, very nice and comfortable house. Small garden and swimming pool are helpful if travelling with children. Beach nearby. Beautiful nature.

Price per night from

$249

Popular & Luxury Home With Great Views

Simon's Town house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

Inquire for Rates

Bayview Heights Gem

Simon's Town apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$94

Self catering apartment - Simons Town

Simon's Town apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$46

Felsensicht Self-Catering 4 Star Holiday Home

Simon's Town villa

3 bedrooms / 2 bathrooms / sleeps 6

“Awesome!” The house was great!. We stayed for 1 week. The bed was very comfortable. The house was very clean and user friendly. The internet was a bonus. The deck was a great place to relax with a beautiful view. We would sit out there and watch and hear the whales. We woke to a beautiful sunrise daily. It was close to town where we enjoyed many good restaurants. Be careful of the penguins when driving, especially in the evening. Wish we would have stayed longer. Would love to go back. I would definitely recommend this house. Gail was a pleasure to talk to.

Price per night from

$247

Walk To The Beach

Simon's Town cottage

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

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Bay Views - 2 bedrooms

Simon's Town apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$136

Famous Designed Home With Pool & Amazing Views

Simon's Town house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

Inquire for Rates

French Breeze | Load Shedding Cover | Pool | Jacuzzi | Trampoline

Simon's Town house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$229

Seaside Splendor sleeps 6

Simon's Town apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$195

Blue Mountain Bay Two

Simon's Town apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$143

Blue Mountain Bay One

Simon's Town apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$75

Harbour Heights Cottage

Simon's Town cottage

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$75

Sea facing Accommodation Simon's Town

Simon's Town b&b

1 bedroom / 6 bathrooms / sleeps 2

Price per night from

$145

DeLaHilcremat Guest Accommodation

Simon's Town studio

Studio / 1 bathroom / sleeps 2

Price per night from

$75

DeLaHilcremat Guest Accommodation

Simon's Town studio

Studio / 1 bathroom / sleeps 2

Price per night from

$75

Peaceful Cottage & Walk To Beach & Penguins

Simon's Town cottage

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$86

La Pergola Loft Suite with stunning views

Simon's Town apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$118

Simonsview - Chart room

Simon's Town apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 34 minutes

Price per night from

$75

Camilla

Simon's Town villa

4 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 3 hours 46 minutes

Price per night from

$107

Marine View 2 bedroom the wonderfull view

Simon's Town villa

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$224

Simonsview - Sail loft

Simon's Town apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 34 minutes

Price per night from

$109

Thalassa Seaside Cottage in Nature Reserve

Simon's Town cottage

3 bedrooms / 1 bathroom / sleeps 5

Price per night from

$256

Marine View Villa

Simon's Town house

3 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$225

Sweeping views

Simon's Town apartment

2 bedrooms / 1 bathroom / sleeps 3

Price per night from

$64

Home from Home Apartment

Simon's Town apartment

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$135

The Rectory

Simon's Town manor house

6 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$710

Ocean Vista

Simon's Town house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$138

Stunning Simonstown Apartment

Simon's Town apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$138

La Pergola Garden Suite with pool, and stunning views

Simon's Town apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$204

Lighthouse Lookout

Simon's Town cottage

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$86

TRANQUIL SEASIDE HOME WITH GREAT VIEWS

Simon's Town house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$412

Bayview House Victorian Guesthouse

Simon's Town apartment

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$121

Neptune Home

Simon's Town house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$161

Simonsview - Nautical

Simon's Town apartment

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 2 hours 34 minutes

Price per night from

$109

Rocklands Nest

Simon's Town house

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$309

Albatross Guest House

Simon's Town apartment

2 bedrooms / 6 bathrooms / sleeps 5

Price per night from

$115

Seabreeze Penthouse

Simon's Town penthouse

2 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$229

Viewing 38 of 1,151
rentals in Simon's Town

Top Destination reviews

Felsensicht Self-Catering 4 Star Holiday Home

Tranquil Gem in Simon's Town

Every year, for the past 2 years we have stayed at Felsensicht. We were met on arrival, made to feel very welcome and shown all the facilities. The modern rooms are beautifully decorated and the kitchen & lounge have all the mod cons required to make any stay a pleasant one. This tranquil house is set upon the mountainside and has panoramic sea views. A gem in Simon's Town. … see more

PINGUSHOUSE VILLA WITH PRIVATE POOL & GARDEN

Fab house - best beach!!

We stayed for a weekend and really enjoyed the house the view and the pool - heated warm and nice. The view is fanatstic and we took a walk to the beach and what a beach - beautiful but to be honest the water in the pool is nicer :) If you looking for a nice place to stay with everything you need and to have a fab time in Simons Town - this is the place! We will be back! … see more

Private Beach Haven for Nature Lovers, sleeps 6, Simon's Town

Perfect holiday home!

We were recommended The Milestone by a family who lives in the area. What a treat! The home is located on the main road in Simon's Town, but as you walked down the beautifully manicured walkway, the road noise is drowned out completely and you find yourself in a lovely courtyard surrounded by gardens. We were then graciously greeted by the owner who explained about the house and then about things to do in the surrounding areas, taking particular note to find out what our 7 yr old was interested in seeing and doing while there. The home is perfect for families with three large bedrooms and a sleeping porch, large living a dining area, two full bathrooms and a nice sized kitchen. We found everything we could possibly need in the rooms including books on the area but the best thing about the house has to be the view. First struck as we walked in the front door, the ocean and mountains behind are in full view through large windows on the back wall. Once again, beautiful gardens around the house lead to a sloping lawn that leads to the rocky coast of the ocean. My son was delighted to be able to 'run' out the back door and spent most of the time there climbing on the rocks looking for rock dassies and lizards. The home was perfect. The location is perfect. Thirty minutes from Cape Town and about twenty minutes to Cape Point, Cape of Good Hope National Park, but most importantly just five minutes down the road from Boulder Beach home of the african penguins! One morning we were having coffee on the deck and spotted some dolphins swimming by, and hour and a half later they were still swimming by playing with the seals right in front of us! Amazing! We then spent the day in the wine region and were back in time for dinner on the deck. From our first e-mail with the owner, the process of booking the home was seamless and hassle free. We would highly recommend The Milestone for anyone visiting the Cape Town area and would definitely visit again. … see more

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Simon's Town Rentals

Per night

1,151 Houses

Viewing 38 of 1,151rentals in Simon's Town

Top Destination reviews

Also consider

Viewing 38 of 1,151
rentals in Simon's Town