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Simon's Town Rentals

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1,604 Houses

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

$232

Popular & Luxury Home With Great Views

Simon's Town house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

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Bayview Heights Gem

Simon's Town apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$97

Self catering apartment - Simons Town

Simon's Town apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 23 minutes

Price per night from

$48

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

$253

Bayview Condo

Simon's Town apartment

3 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$89

Walk To The Beach

Simon's Town cottage

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$70

SIMONS TOWN PENTHOUSE

Simon's Town apartment

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$207

Simply Snoekie

Simon's Town house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$144

Rocklands House, Beach –Front Holiday Home

Simon's Town house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$229

Bay Views - 2 bedrooms

Simon's Town apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$95

Beautiful views above Boulders Beach

Simon's Town villa

2 bedrooms / 2 bathrooms / sleeps 3

Price per night from

$101

Famous Designed Home With Pool & Amazing Views

Simon's Town house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$224

French Breeze

Simon's Town house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$126

Seaside Splendor sleeps 6

Simon's Town apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$201

Blue Mountain Bay Two

Simon's Town apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$148

Blue Mountain Bay One

Simon's Town apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$77

Harbour Heights Cottage

Simon's Town cottage

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$78

Ocean-Front Luxury In Simon's Town Near Cape Point

Simon's Town house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 12 minutes

Price per night from

$361

Sea facing Accommodation Simon's Town

Simon's Town b&b

1 bedroom / 6 bathrooms / sleeps 2

Price per night from

$149

DeLaHilcremat Guest Accommodation

Simon's Town studio

Studio / 1 bathroom / sleeps 2

Price per night from

$77

Magellans Hotel

Simon's Town house

6 bedrooms / 6 bathrooms / sleeps 12

Price per night from

$148

Simons Town Villa Beach and Mountain Views

Simon's Town villa

6 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$432

On The Rocks Villa Simonstown

Simon's Town villa

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$225

DeLaHilcremat Guest Accommodation

Simon's Town studio

Studio / 1 bathroom / sleeps 2

Price per night from

$77

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

Simon's Town house

3 bedrooms / 2 bathrooms / sleeps 6

“the most beautiful chrming place” Honestly Mile stone is the most beautiful places that I stayed in all my travels tranquility and beauty of nature and the marvelous Ocean, birds and animals gives the place special charm I was scared because the information and images which do not give the place its value that I can t described Not to mention the cottage, which is very cozy and beautiful and wide with three rooms with amazing views and provides with all what you need it has lovely kitchen and heating every room and alarm system once the company attended to us one men in minutes when the alarm ring while we are trying to set it also near to the cottage all what you need from the grocery store restaurant, beauty salon and the country club and the roads along Ocean where you can take along walk and close to Cape of good Hope and ostrich Farm and more importantly Boulder Beach where sweet african penguins where we get there walking from the cottage also taxi companies are available If you do not have your own car to visit cape town city and Ms. alida the owner of the house remain one of the amazing people I've ever met she received us and visited us to say goodbye and return the refundable balance without any delay she helped us in many things a really hope to return to this place and stay months and visit Ms. alida

Responds fast! avg. 3 hours 29 minutes

Price per night from

$218

Peaceful Cottage & Walk To Beach & Penguins

Simon's Town cottage

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$58

Simon's Town Superior Apartment 180degree SeaView

Simon's Town apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$137

La Pergola Loft Suite with stunning views

Simon's Town apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$122

The View, Simonstown

Simon's Town house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$259

Simon's Town Top Floor Apartmnt 180degree Sea View

Simon's Town apartment

1 bedroom / 2 bathrooms / sleeps 4

Price per night from

$123

Simonsview - Chart room

Simon's Town apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$77

Fisherman's Cove on Boulders Beach

Simon's Town house

6 bedrooms / 6 bathrooms / sleeps 13

Price per night from

$432

Simon's Town Luxury Studio with 180degree Sea View

Simon's Town studio

Studio / 1 bathroom / sleeps 3

Price per night from

$80

Camilla

Simon's Town villa

4 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 1 hour 59 minutes

Price per night from

$144

The House

Simon's Town house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 54 minutes

Price per night from

$144

Thalassa, Seaforth Villa, Cape Town

Simon's Town house

5 bedrooms / 4 bathrooms / sleeps 14

Price per night from

$532

Marine View 2 bedroom the wonderfull view

Simon's Town villa

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$129

Viewing 38 of 1,604
rentals in Simon's Town

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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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