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Simons Town, South Africa
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Holiday Homes in Simons Town-2

Simons Town in Western Cape

Holiday Homes Simons Town

78 accommodation listings, including 8 specials
Fig Leaf Cottage | Murdoch Valley Accommodation

Fig Leaf Cottage

Murdoch Valley Self-catering, Holiday Home
Sleeps 2
7 reviews

This is a self contained cottage consisting of one room with an en-suite shower. It is situated in a private garden and is only a few minutes walk from the...

  • Wi-Fi
  • Swimming Pool
  • Braai/Barbecue
  • On-site Parking
R480/night
R480/night
Sea-facing Modern Townhouse | Accommodation Simons Town

Sea-facing Modern Townhouse

Simons Town Self-catering, Holiday Home
Sleeps 5
1 review

Overlooking Simons Town’s harbour and situated within a secure complex, Sea-facing Modern Townhouse offers the ideal accommodation choice to guests visiting...

  • Braai/Barbecue
  • On-site Parking
R995/night
R995/night
Harbour House | Simons Town Accommodation

Harbour House

Simons Town Holiday Home, Self-catering
Sleeps 4
10 reviews

Welcome to the peace and tranquility of our little piece of Paradise.Our charming loft accommodation is comfortable, spacious and cool, and is located in a...

  • Braai/Barbecue
R800/night
R800/night
Rocklands House | Accommodation Simons Town

Rocklands House

Simons Town Holiday Home, Self-catering
Sleeps 8
12 reviews

Rocklands House is situated in the beautiful and historical Simon’s Town. This self-catering house is located on the mountain overlooking the spectacular...

  • Wi-Fi
  • Swimming Pool
  • Braai/Barbecue
  • On-site Parking
R2900/night
R2900/night
Glen Valley View | Welcome Glen Accommodation

Glen Valley View

Welcome Glen Holiday Home, Self-catering
Sleeps 4
1 review

Self-catering accommodation in Simon's Town offering the most superb, breathtaking views over the Glen Valley in Welcome Glen. This apartment offers private...

  • On-site Parking
R850/night
R850/night
Bayview Heights | Accommodation Simons Town

Bayview Heights

Simons Town Self-catering, Holiday Home
Sleeps 5

Bayview Heights is a stunning, elegantly furnished and fully equipped apartment located in the village of Simonstown, with stunning views over the bay. It is...

  • Braai/Barbecue
R1200/night
R1200/night
Boulders Beach Villa | Simons Town Accommodation

Boulders Beach Villa

Simons Town Self-catering, Holiday Home
Sleeps 9

Conveniently located on the sheltered public bay with a sandy beach and boardwalk with free-roaming colony of African penguins. One colony who have made a home...

  • Wi-Fi
  • Swimming Pool
  • Braai/Barbecue
  • On-site Parking
R15000/night
R15000/night
Edwardian Town House | Accommodation Simons Town

Edwardian Town House

Simons Town Holiday Home, Guest House, Self-catering
Sleeps 6

Edwardian Town House is situated in the charming town of Simon's Town, along the stunning False Bay shoreline.The townhouse, which has three en-suite bedrooms,...

  • Wi-Fi
  • Braai/Barbecue
R1250/night
R1250/night
Glencairn Nature Retreat | Glencairn Heights Accommodation

Glencairn Nature Retreat

Glencairn Heights Self-catering, Holiday Home
Sleeps 5
2 reviews

Nestled right against the mountainside, this cosy, fully furnished home can accommodate 6 people. There are 2 bedrooms with double beds and two single beds in...

  • Braai/Barbecue
  • On-site Parking
R700/night
R700/night
Simonsberg | Accommodation Simons Town

Simonsberg

Simons Town Holiday Home, Self-catering
Sleeps 2

Simonsberg is located in the seaside suburb of Simons Town, on the Cape Peninsula. Offering breathtaking sea and mountain views from this top floor (3 flights...

  • On-site Parking
R700/night
R700/night
Akkedis House | Glencairn Accommodation

Akkedis House

Glencairn Self-catering, Holiday Home
Sleeps 8

Akkedis House is situated in the Glencairn area in Cape Town. It is 40 minutes away from Cape Town’s CBD and is within walking distance of the beach and...

  • Wi-Fi
  • Braai/Barbecue
  • Pet Friendly
  • On-site Parking
R900/night
Starting price for 2 guests
R900/night
Restio Garden Studio | Accommodation Froggy Farm

Restio Garden Studio

Froggy Farm Self-catering, Holiday Home
Sleeps 2
1 review

Situated 400 meters from the beach, Restio Garden Studio offers luxury accommodation in the beautiful Simon’s Town suburb of Froggy Farm.The studio features a...

  • Wi-Fi
  • Braai/Barbecue
  • On-site Parking
R1000/night
Starting price for 2 guests
R1000/night
SeaBreezeRock | Glencairn Heights Accommodation

SeaBreezeRock

Glencairn Heights Holiday Home, Self-catering
Sleeps 6

Sea Breeze Rock sits on the slopes of Elsie’s Peak, and has impressive panoramic views of the False Bay Coastline and surrounding hills. The house is large...

  • Wi-Fi
  • Braai/Barbecue
  • On-site Parking
R1925/night
R1925/night
Seabreeze Luxury Two Bedroom Penthouse | Accommodation Froggy Farm

Seabreeze Luxury Two Bedroom Penthouse

Froggy Farm Self-catering, Holiday Home
Sleeps 4

Seabreeze Luxury Two Bedroom Penthouse is situated overlooking the stunning False Bay, in Simons Town.The three-storey penthouse, which guests have enclusive...

  • Wi-Fi
  • Braai/Barbecue
  • On-site Parking
R1900/night
R1900/night
Oatlands Place | Murdoch Valley Accommodation

Oatlands Place

Murdoch Valley Guest House, Holiday Home
Sleeps 6

Oatland Place is a spacious, three-level coastal retreat with an idyllic setting on the Indian Ocean. Sleeping six, this recently remodelled home overlooks...

  • Wi-Fi
  • Braai/Barbecue
  • On-site Parking
R5200/night
R5200/night
Peninsula Sea View Apartment | Accommodation Simons Town

Peninsula Sea View Apartment

Simons Town Self-catering, Holiday Home
Sleeps 4

Peninsula Sea View Apartment is situated in the charming seaside town of Simon’s Town, overlooking the outstanding False Bay.The self-catering apartment has...

  • On-site Parking
R1500/night
R1500/night
Bayview Heights Gem | Simons Town Accommodation

Bayview Heights Gem

Simons Town Holiday Home, Self-catering
Sleeps 2

This one bedroom self-catering apartment is a perfect holiday retreat. It is located in a tucked-away tranquil residential complex with lovely gardens. The sea...

  • Wi-Fi
  • On-site Parking
R850/night
R850/night
6 on Horatio | Accommodation Simons Town

6 on Horatio

Simons Town Holiday Home, Self-catering
Sleeps 8

6 on Horatio is a large, modern, open plan and spacious 4 bedroom holiday home with a swimming pool, located in Simon's Kloof, overlooking the ocean. The...

  • Wi-Fi
  • Swimming Pool
  • Braai/Barbecue
  • On-site Parking
R3000/night
R3000/night
2 Compass Cottage  | Simons Town Accommodation

2 Compass Cottage

Simons Town Holiday Home, Self-catering
Sleeps 3

Compass Cottage, set on the Historical Mile, with a beautiful Mediterranean flavour all around. 2 Compass Cottage is a separate entrance, fully equipped...

  • Wi-Fi
  • Braai/Barbecue
  • Pet Friendly
  • On-site Parking
R900/night
R900/night
Top Sail | Accommodation Simons Town

Top Sail

Simons Town Holiday Home, Self-catering
Sleeps 2

Top Sail is a fully equipped 1-bedroom cottage, featuring a queen-sized bed, suitable for 2 adults and a baby. The cottage contains a kitchen, lounge, private...

  • Wi-Fi
  • Braai/Barbecue
  • On-site Parking
R990/night
R990/night

Simons Town Holiday Homes

Enjoy the space, freedom and flexibility of a Holiday Home. Ideal for those special occasions, family reunions and much needed weekend breaks. You're spoilt for choice with 61 options of Holiday Homes in Simons Town.

Affordable Holiday Homes for everyone, from cheap and cheerful cottages to luxury villas. Don't miss out on our great deals from R480 per unit per person sharing and keep an eye out for specials.

Booking a Holiday Home in Simons Town couldn't be simpler with easy payment options and local support at your fingertips.

Book your perfect getaway today & get going!

Still considering another weekend on the couch instead?

Did you know? Simons Town Accommodation is often misspelt. Here are some variations:

Simon's Town Holiday home, Simonstown Holiday home, Simon Holiday home, SimonsTown Holiday home, Simon'sTown Holiday home, Simon's Town Holiday home,