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Vacation rentals in Simon's Town, South Africa

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All 39 Rentals in Simon's Town
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$246
Per Night
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4 Bedrooms, 3 Bathrooms, Sleeps 8
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25 photos Details Reviews (3) Make Enquiry
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$81
Per Night
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2 Bedrooms, 1 Bathroom, Sleeps 4
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4 photos Details Reviews (5) Make Enquiry
From
$207
Per Night
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3 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details Reviews (9) Make Enquiry
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$4,499
Per Week
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6 Bedrooms, 3 Bathrooms, Sleeps 10
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10 photos Details Reviews (5) Make Enquiry
5 of 5 stars Reviewed 17 April 2014
We arrived as the sun was setting and the moon rising to the most glorious views over the harbor. The house is very comfortable with a lovely airy feel, super kitchen and great...
5 of 5 stars Reviewed 17 April 2014
This was our third visit to this magnificently restored Herbert Baker house. The location is spectacular with a panoramic view over Simon’s Town’s Yacht Club, Naval Base, with...
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From
$217
Per Night
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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21 photos Details Reviews (4) Make Enquiry
5 of 5 stars Reviewed 19 November 2012
I am in the hospitality industry and don't often have absolutely nothing negative to say! We loved our stay here right from the start, the owners and manager were so helpful and...
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$447
Per Night
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5 Bedrooms, 4 Bathrooms, Sleeps 12
20 photos Details Reviews (2) Make Enquiry
5 of 5 stars Reviewed 19 September 2014
We spent a memorable, and very romantic week in this gorgeous house. Beautifully appointed, with your every comfort in mind, we had all our needs met in every way. We loved...
5 of 5 stars Reviewed 25 November 2013
Spent a lovey weekend (2 nights) at this extremely well appointed and very comfortable house, a short walk from the beach and the famous Boulder's Beach penguins. One of the days...
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From
$74
Per Night
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3 Bedrooms, 3 Bathrooms, Sleeps 6
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18 photos Details Reviews (14) Make Enquiry
4 of 5 stars Reviewed 12 October 2014
Large apartment below the owners, but is private and has good security. It has great views both day and night over Simons Town harbour and False Bay. You would need a car to...
5 of 5 stars Reviewed 9 September 2014
We were three friend on a break from business and found El Mirador online. Arrival was smooth and the host was fantastic giving us everything we needed, the facilities were great...
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From
$90
Per Night
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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12 photos Details Reviews (10) Make Enquiry
5 of 5 stars Reviewed 3 August 2014
Warm, friendly welcome host. Great home. Wonderful view and location. Ideal breakaway for holiday or getaway.
5 of 5 stars Reviewed 21 April 2014
Stayed at Shell's place for a 3 night weekend in April. Immediately made to feel welcome. Were blessed with perfect Cape Town weather. Enjoyed sundowners on the deck. Very happy...
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From
$387
Per Night
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5 Bedrooms, 5 Bathrooms, Sleeps 10
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21 photos Details Reviews (2) Make Enquiry
5 of 5 stars Reviewed 2 December 2011
Our stay with Eileen was awesome. We where down for a long weekend doing some diving and touring of the Cape Point and could not have had a better stay. The house is charming...
5 of 5 stars Reviewed 1 December 2011
Beautiful house with beautiful views. We found the property well located for easy access to charming Simon's Town, Boulders Beach, and Cape Point. The patio is a nice spot for an...
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From
$171
Per Night
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2 Bedrooms, 7 Bathrooms, Sleeps 4
8 photos Details Reviews (3) Make Enquiry
5 of 5 stars Reviewed 12 September 2013
I spent just one night at Penguinden. This place is unforgettable! I will definitely be back. My only regret is that my stay was too short. Waking up to a view as spectacular as...
5 of 5 stars Reviewed 5 August 2013
Una struttura nuova, lussuosa ed estremamente confortevole - Accoglienza calorosa e cordiale - Panorami mozzafiato - Lo consiglio anche come base per escursioni -
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From
$61
Per Night
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5 Bedrooms, 5 Bathrooms, Sleeps 10
16 photos Details Reviews (3) Make Enquiry
5 of 5 stars Reviewed 21 May 2014
this is the most beautiful house - we went for a 'girls weekend' - couldn't have asked for a better place to stay. It was difficult to tear ourselves away from that view to...
5 of 5 stars Reviewed 6 January 2014
A wonderful home to spend a vacation with friends or family. Homely, clean, open, extremely comfortable & full of character with breathtaking sea views. Short walk to the...
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From
$167
Per Night
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4 Bedrooms, 4 Bathrooms, Sleeps 8
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20 photos Details Reviews (3) Make Enquiry
5 of 5 stars Reviewed 18 January 2012
This beautiful home (with pool, outdoor deck and magical views of Boulders Beach ) was the perfect location for a sun filled holiday swimming with the penguins and watching the...
5 of 5 stars Reviewed 13 January 2012
We were overwhelmed by the view of the ocean in front of us. Could have spent the entire time sitting on the lovely wooden balcony and looking out to sea. The location right...
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From
$142
Per Night
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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10 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 25 April 2014
The property was lovely and fully equiped , fantastic views and a peacefull spot for relaxing. The location is good only a short walk in to quaint Simonstown and handy for the...
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From
$995
Per Week
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4 Bedrooms, 3 Bathrooms, Sleeps 8
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18 photos Details Reviews (2) Make Enquiry
4 of 5 stars Reviewed 31 August 2013
10 day stay. Very good value for the money. Modern open-plan accomodation with all the amenities including dishwasher, washer and drier. Very comfortable beds and clean, modern...
4 of 5 stars Reviewed 27 June 2013
Clean and spacious house with everything you need to have a relaxing holiday. Large open living area in combination with 4 bedrooms and 3 bathrooms.
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From
$391
Per Night
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3 Bedrooms, 3 Bathrooms, Sleeps 6
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8 photos Details Make Enquiry
From
$1,537
Per Week
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5 Bedrooms, 3 Bathrooms, Sleeps 8
20 photos Details Make Enquiry
From
$137
Per Night
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1 Bedroom, 1 Bathroom, Sleeps 4
7 photos Details Make Enquiry
From
$224
Per Night
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4 Bedrooms, 6 Bathrooms, Sleeps 8
10 photos Details Make Enquiry
From
$117
Per Night
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2 Bedrooms, 1 Bathroom, Sleeps 4
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From
$279
Per Night
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5 Bedrooms, 4 Bathrooms, Sleeps 18
22 photos Details Make Enquiry
From
$203
Per Night
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4 Bedrooms, 3 Bathrooms, Sleeps 8
16 photos Details Make Enquiry
From
$125
Per Night
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6 Bedrooms, 6 Bathrooms, Sleeps 12
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From
$159
Per Night
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3 Bedrooms, 6 Bathrooms, Sleeps 6
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From
$76
Per Night
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1 Bedroom, 1 Bathroom, Sleeps 2
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8 photos Details Make Enquiry
From
$71
Per Night
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2 Bedrooms, 1 Bathroom, Sleeps 4
11 photos Details Make Enquiry
From
$67
Per Night
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1 Bedroom, 1 Bathroom, Sleeps 4
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4 photos Details Make Enquiry
From
$171
Per Night
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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10 photos Details Make Enquiry
From
$40
Per Night
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2 Bedrooms, 3 Bathrooms, Sleeps 6
23 photos Details Make Enquiry
From
$81
Per Night
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2 Bedrooms, 2 Bathrooms, Sleeps 5
15 photos Details Make Enquiry
From
$223
Per Night
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4 Bedrooms, 3 Bathrooms, Sleeps 8
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16 photos Details Make Enquiry
From
$102
Per Night
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2 Bedrooms, 1 Bathroom, Sleeps 4
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10 photos Details Make Enquiry
From
$153
Per Night
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2 Bedrooms, 3 Bathrooms, Sleeps 4
26 photos Details Make Enquiry
From
$84
Per Night
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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9 photos Details Make Enquiry
From
$71
Per Night
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1 Bedroom, 1 Bathroom, Sleeps 2
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6 photos Details Make Enquiry
From
$108
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 7
19 photos Details Reviews (20) Make Enquiry
5 of 5 stars Reviewed 14 August 2014
We loved this villa - one of the best self catering places we have stayed in. 4 good sized bedrooms with very comfortable beds. Comfy sofas. Well equipped kitchen with even a...
5 of 5 stars Reviewed 2 June 2014
We stayed in Camilla for 10 days and we really enjoyed. The house is very nice and the kitchen is perfect if you want to cook for dinner (we had a one year old child and it was...
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From
$77
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
16 photos Details Reviews (30) Make Enquiry
5 of 5 stars Reviewed 28 October 2014
Granny, Mom, Tweeny & 4 year old. Everything for everybody even in the middle of winter (heaters, fireplace & warm bedding). Classy yet laid back. Value for money. Highly...
5 of 5 stars Reviewed 29 September 2014
We were very impressed with Glenlin! The hosts are extremely friendly and helpful, and the apartment was spotless and luxurious. The linen & towels were squeaky clean, and...
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From
$183
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
39 photos Details Reviews (15) Make Enquiry
5 of 5 stars Reviewed 28 March 2013
What a wonderful endpoint to our month-long African trip! The Milestone is as idyllic as you can imagine, and Alicia is the most accomodating hostess. Her attention to detail...
5 of 5 stars Reviewed 29 April 2012
This was our third stay at the Milestone and every time we return we just love it more. Alida is the perfect host and goes out of her way to make us welcome and looked after...
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From
$129
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
24 photos Details Reviews (2) Make Enquiry
5 of 5 stars Reviewed 24 March 2014
Stayed at this cottage for 6 days and with a family of 6, 3 adults 2 kids and an infant, the view from every room was remarkable. The house itself was beautifully furnished and...
5 of 5 stars Reviewed 17 March 2014
While visiting our family stationed in Pretoria, we selected this seaview cottage for a four day stay in order to visit Cape Town, Table Mountain, Stollenbosch wineries and walk...
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4 Bedrooms, 7 Bathrooms, Sleeps 8
7 photos Details Make Enquiry
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Suitability

  • Wheelchair access (2)
  • Elder access (11)
  • Suitable for children (25)
  • Pet friendly (0)
  • Smoking allowed (1)

Amenities

  • Other outdoor space (33)
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