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Luxury Simon’s Town Vacation Rentals

Rent the Simon's Town holiday home of your dreams with your vision and our expertise.

Renting luxury self-catering accommodation in Simon’s Town

Simon’s Town, sometimes spelled Simonstown, is a town which is administratively a South Peninsula suburb of Cape Town and is home to the South African Navy’s Naval Base. It is located on the shores of False Bay, on the eastern side of the Cape Peninsula. Simon’s Town is a popular holiday destination and offers some fantastic villas and apartments near the beach.

Presenting our latest Simon's Town Holiday Rental Collection

Boulders Beach

Experience Boulders Beach Villa in Simon’s Town Boulder’s Beach Villa is a sea-facing beach villa in Simon’s Town is conveniently located on a sheltered cove

Blue Waters

Experience Blue Waters in Simon’s Town Blue Waters is a luxurious and upmarket villa that offers 6 bedrooms and 4 bathrooms split into 2 units,

Concierge Extras

After you book the perfect property, we can arrange additional services to curate your 5-star stay.

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Real Reviews from Real Guests

 5/5

Real reviews taken directly from Google and Facebook.

Cape Town Vacationer

4.8

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Cape Town Vacationer

5.0

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Amazing service from start to end! Thank you!

Pawel Radzio

18:10 08 Apr 20

Absolutely friendly and cooperative contact in Advance with Celeste LombardMoneytransfer, Contracting and the whole procedure of rental was absolutely free of barriers.Immediate Reply. Answer to all Questions. Will definetly book again.Thanks for an awesome stay!

Moritz Tellmann

12:30 30 Dec 19

Absolutely friendly and cooperative contact in Advance. Moneytransfer, Contracting and the whole procedure of rental was absolutely free of barriers.
Immediate Reply. Answer to all Questions. Will definetly book again.
Thanks for an awesome stay!

Moritz Tellmann

20:26 29 Jan 19

Tracy Carusi

19:22 27 Nov 18

Have been booking with Celeste for years. She knows all the best properties in Cape Town and pays special attention to all her guests. Would certainly recommend.

Pawel Radzio

20:54 24 Nov 18

Celeste is really good at what she does. She got us great rates at the most amazing villa in Camps Bay and was more attentive than we expected ☺️ thanks again.

brian weilabch

20:48 24 Nov 18

Although the trip was for business, the location, views, amenities, allowed for a relaxing stay.

Leon Marryatt

08:44 19 Nov 18

Best vacation ever!!!

Mick Smit

19:58 29 Jun 18

We had a great time during my vacation in Obsidian 125 Victoria Road ,nice Apartment and has the best internet ever

Udih Franklyn

15:35 19 Mar 18

Beautiful place. Sea view. Family loved it. not on top of each other's toes. spacious enough to enjoy "me time"

Judy Kammeraat

10:59 10 Jan 18

CTV Info

10:23 10 Jan 18

Adrian Lombard

16:03 20 Feb 17

Great service!

Adrian Lombard

15:59 20 Feb 17

Working with Celeste was an absulte dream, She help find the perfect holiday place for me and my girl in Cape Town : ) thank you so much!!

Brand Hall

13:59 20 Feb 17

Top class experience dealing with this Lady , well done and thank you Celeste

Adrian Hohls

11:27 23 May 16

Last year I called Cape Town Vacationer the first time on recommendation from a friend. Celeste sounded very busy, but now I know why. She called me back within the hour as she promised and had all the info at hand.I really get the impression that this agent is a fussy vacationer as well, she gave all the necessary detail without the blah..blah. I really don't want to know who slept in the bed before me. If I don't have to deal with it, don't tell me. I appreciated that she knew the area and the crowds that frequent it.No fuzz or complications on any booking I've made thus far. Quick and easy, just the way I like it.

Maryna Hohls

11:11 21 May 16

Exceptional service with fast results! Will be happy to use these services again :)

Wendy-Leigh Coombes

08:12 18 May 16

I loved every minute of working with Celeste from Cape Town Vacationer. Not only is she service orientated but you can be sure that you are receiving top quality accommodation in the area.I hope to work with Cape Town Vacationer on a regular basis going forward.Thank you for an excellent service - Karen St Quentin (Saint Quentin & Co Property Group)

Karen Rose Rushton

15:46 10 Mar 16

Brilliant accommodation, excellent customer service. Would highly recommend !

Matthew Fraser

18:08 14 Aug 15

You're amazing!!! You do everything with a smile and very efficiently <3

Wendy-Leigh Coombes

14:45 02 Jul 15

Jeff September

11:34 20 Apr 15

Celeste was very helpful in assisting my family and I. She helped us find a great place to call home during our South African trip. Thanks again!

Geneviève Arbour

17:32 23 Apr 20

Stayed at Villa Brook Bakoven. Celeste from Cape Town Vacationer was great and most helpful. Our reservation went smoothly with no hitches.

monessa shapiro

12:53 12 Jan 17

There was a last minute change in our booking as the landlord got a long term tenant. So celeste got us another better property , upgraded with no added cost. The property was great, only issue is they had checked in someone else into our apartment just before us, without checking ID, so there was some confusion but it was sorted. she is very good within your budget

shravan chawla

10:46 08 Nov 17

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