
Vacation rentals in Simon's Town
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Top-rated vacation rentals in Simon's Town
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Unbelievable Sea Views from balcony in Simonstown!
Views, Views, Views is what this beautiful, comfortable apartment offers. Uninterrupted sunrise views are out of this world! Up on a hill, fully equipped, light & bright. The balcony is enclosed with a glass sliding door, so you can sit and enjoy the view irrespective of the weather. Close enough to beaches, restaurants, shops, harbor, penguins, hikes, tidal pools, Cape Point, Kalk bay, Muizenberg & much more. (Not suitable for loud parties, we are in a complex & must consider our neighbors)

"Seaside Serenity : Ocean Views, Relaxing Retreat"
Escape to our modern self-catering apartment with direct ocean views, a serene atmosphere, meticulous cleanliness, and ample natural light which create the perfect soothing retreat. Take a leisurely 15-minute stroll to unwind on Glencairn Beach or explore the eclectic charm of Kalk Bay with its bohemian vibes and abundant dining and shopping options. Immerse yourself in Simons Town's rich history at the Naval Museum and Arts and Crafts stores. Don't miss the adorable penguins at Boulders Beach.

Plumbago Cottage
A beautiful , separate entrance flatlet with magnificent views of the ocean over False Bay. Spacious, light and stylish , with quirky touches to make you feel at home. Situated within walking distance of beautiful beaches .We are a 10 minute walk to the Boulders Beach penguin colony and 20 minutes walk from restaurants and historical sites in Simon's Town .The flatlet is attached to our home yet totally private with own entrance via a pathway flanked by plumbago and views of the mountain.

Cairnside Studio Apartment
This new studio apartment is situated in the quiet exclusive suburb of Cairnside Simon's Town and enjoys stunning views over False Bay. The apartment has a fully equipped kitchenette with a 2-plate stove with mini oven, along with a combination microwave and Nespresso coffee machine (pods included). Free WiFi (40mps) and 50'' TV with Netflix, Spotify and a sound system. The apartment is SOLAR POWERED so NO ELECTRICITY BLACKOUTS. Close to some excellent eateries, beaches and a tidal pool.

WhaleDance
Our home is on the Historical Mile with panoramic views, just one block up from the Main Road and near all the cafes and eateries Simon's Town offers. Boulders Beach and the famous penguins are an easy 20 minute walk away and Long Beach is 10 minutes away as is the railway station. This is a high quality accommodation, All three bedrooms are en-suite, with spacious and sound-proofed rooms. A well equipped kitchen with an outside deck with South African 'Braai', pool and seating area.

Modern home with breathtaking ocean views
Nestled in the exclusive area of Cairnside, this semi-detached house offers the perfect place to enjoy beautiful views of False Bay and is less than 5 mins from the local beach and tidal pool. One of our favourite past times is watching the water activities from the sheltered deck. Whale spotting, kite surfers jumping in the bay, sailing regattas and flocks of birds migrating along the coast. The sun rises across this side of the bay, if you're up early you'll be mesmerised by the view.

Private poolside luxury studio with sea view
Wake up in Blue Skies Studio and look across your private swimming pool to see the sun rise over the ocean. This 72 square meter studio with its outdoor lifestyle has private access, parking on the property and excellent security. It is in the mountains, sheltered from the wind and walking distance from Boulders Beach and the penguins. There's lots to do, but you may not want to leave. It is a perfect haven for a short escape, longer-term retreat or the ideal “Work-from-Home” location.

"Westmore" Self-catering Holiday Flat
Visit historic Simon's Town, a very special community in the southern end of Cape Town which boasts a thriving colony of African Penguins. We offer a beautiful self-contained apartment. It is within walking distance of the beach and the town center, including False Bay Yacht Club, for access to restaurants and quirky shops. You will have sweeping views over False Bay in your own private space. The outdoor entertainment area has a large pool and fireplace to enjoy the Cape evenings.

Breathtaking Mountain & Ocean views in Simons Town
The Loft is situated in Simons Town on the Cape Peninsula, an area of incredible natural beauty & gateway to the Marine Big 5. This spacious loft apartment offers beautiful light accommodation with folding doors leading onto a large private balcony & spectacular views of False Bay. The loft includes an open plan bedroom area, sitting room, fitted kitchen & separate bathroom. Private entrance & parking & is only 5 minutes walk to Simons Town amenities, harbour & beaches close by.

Primaview, Camps Bay, Cape Town
Primaview is situated in beautiful Camps Bay, Cape Town. Offering comfortable accommodation, alongside an inviting pool and surrounded by panoramic views of mountains and sea. Camps Bay is a scenic residential area, close to the city, as well as the famous Clifton Beaches. There are shops and popular restaurants along the Camps Bay Promenade. The Table Mountain Cable Way is a few minutes drive away. Access to nearby hiking trails are within a few minutes walk.

(1 ) Sun Sea Sleep - Simon's Town, Cape Town
ONLY TWO PEOPLE ALLOWED. Private self-catering apartment with one bedroom and on suite bathroom, open plan lounge, kitchen and dining area. Fridge/freezer, induction stove and microwave oven. Complementary shampoo, body lotion, coffee, tea sugar and biscuits. Own Patio. We are situated in picturesque Simon's town, home of the SA navy, 10 minutes drive from the famous Boulders beach, where the African Penguins swim among bathers in the sheltered beach.

Swim (and walk) with the penguins
Walk to safe swimming beaches and to the penguins in 3 minutes, or wander into historic Simonstown village. Our guest suite is small (6m X 2m), but offers everything you need, plus a view of the sea: wi-fi, a comfortable double bed, the means to make breakfast, place to eat or check emails – and privacy from the main house. It has a separate entrance and a private bathroom. A small garden for your exclusive use offers a table, chairs and Weber.
Popular amenities for Simon's Town vacation rentals
Other great vacation rentals in Simon's Town

Sea-side penthouse studio with panoramic views

The Olives

Shamayim Katan (Little Heaven)

Charming Seaside Getaway

Light & spacious apartment with panoramic seaviews

Nightjar cottage

Ocean Blue

Stylish Seaside Home with Courtyard Shower & Braai
When is the best time to visit Simon's Town?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$19,426 GYD | G$17,129 GYD | G$17,338 GYD | G$17,338 GYD | G$16,293 GYD | G$14,622 GYD | G$15,040 GYD | G$15,875 GYD | G$15,666 GYD | G$17,964 GYD | G$18,173 GYD | G$24,231 GYD |
| Avg. temp | 22°C | 22°C | 21°C | 18°C | 15°C | 13°C | 13°C | 13°C | 15°C | 17°C | 19°C | 21°C |
Quick stats about vacation rentals in Simon's Town

Total vacation rentals
Explore 460 vacation rentals in Simon's Town

Nightly prices starting at
Simon's Town vacation rentals start at G$6,267 GYD per night before taxes and fees

Verified guest reviews
Over 15,200 verified reviews to help you choose

Family-friendly vacation rentals
250 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
100 properties feature pools

Rentals with dedicated workspaces
240 properties have a dedicated workspace

Wi-Fi availability
440 of Simon's Town vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Simon's Town rentals

4.8 Average rating
Simon's Town stays are highly rated by guests—averaging 4.8 out of 5!
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- Bo-Kaap Museum
- Cbd
- Cape Town International Convention Centre
- Atlantic Seaboard Community
- Cape Town Stadium
- Fish Hoek Beach
- Bloubergstrand Beach
- V & A Waterfront
- Muizenberg Beach
- Boulders Beach
- GrandWest Casino and Entertainment World
- Long Beach
- Canal Walk Shopping Centre
- Green Point Park
- Clifton 4th
- St James Beach
- Hout Bay Beach
- Babylonstoren
- Stellenbosch University
- District Six Museum
- Tyger Waterfront Apartments Deck
- Noordhoek Beach
- Jonkershoek Nature Reserve
- Two Oceans Aquarium




