
Vacation rentals in Simon's Town
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Top-rated vacation rentals in Simon's Town
Guests agree: these stays are highly rated for location, cleanliness, and more.

FROGGIES - self contained - 2 bedroom - seaview
The accommodation is self-contained and has a stunning sea-view. The main bedroom leads to a patio with full table and chairs. Two single beds in the second bedroom. The lounge has a flat screen TV with Netflix and You Tube. Fully fitted self catering kitchen, with eye-level oven and microwave. Separate private entrance, only 5/10 minutes walk from the beach and close to the penguin sanctuary. Our nearest shops and restuarants are in Simons Town about 4 klm away. Own transport is reccommended.

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)

Cape Point Mountain Getaway - Villa
A magnificent historical home surrounded by fynbos, overlooking False Bay with stunning sea views and an imposing mountain backdrop. The villa is located in a nature conservancy. It is completely off the grid: solar energy, water from a mountain stream. This place is for people who want beauty and tranquillity and a getaway experience in a 100% environmentally friendly place right on the urban edge - 8kms from Simonstown. Fully equipped open plan kitchen, exquisite bedrooms and awesome decks.

"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.

The Lookout at Froggy Farm
Just a few minutes walk from the beautiful False Bay beaches, The Lookout is a mezzanine level house with breathtaking views sitting in a quiet part of Simon's Town. Next to and with access to the iconic Froggy Farm, it is just the place for a relaxing stay away from the crowds. With a dedicated work area and 100mbps fibre, it is also perfect for escaping the city yet remaining connected for a peaceful remote working experience. Ideally suited for couples or families with children.

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.

Seaview Cottage. Walk to Beach and Penguins
This 3 bedroomed, all ensuite, home is located a short 5 minute walk to Windmill Beach. Windmill Beach was recently voted by as one of the top 10 beaches in Cape Town. You can walk a short distance to see the penguins at Boulders Beach. This home is perfect for those who are looking for tranquility but still centrally located for exploring the South Peninsula. This home perfect for the Cape Town staycationers and loved by local and international travellers.

(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.

Dream View Studio
Dream View Studio is a dreamy 1 bedroom Misty Cliffs hideaway, located on a beautifully preserved mountainside, this studio apartment offers magical views of the Atlantic Ocean and the Baskloof Nature Reserve, perfect for those looking to relax in a private space surrounded by exquisite nature and enjoy the wide range of activities the area has to offer. A beautiful space for a sneaky weekend away or over night stays exploring the area.
Popular amenities for Simon's Town vacation rentals
Other great vacation rentals in Simon's Town

Scenic Blue Studio

Spacious family home | 5-min stroll to the beach

Studio Apartment | Modern, quiet | View False Bay

Gleneagle Cottage - Quiet. Comfortable. Practical.

Apartment 'AB Just Nuisance'

Central Simon’s Town Cottage

The Lookout - dream, hide, explore

Villa Seaforth - Luxury by the sea
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$19,412 GYD | G$17,116 GYD | G$17,324 GYD | G$17,324 GYD | G$16,281 GYD | G$14,611 GYD | G$15,028 GYD | G$15,863 GYD | G$15,654 GYD | G$15,863 GYD | G$16,281 GYD | G$19,412 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 430 vacation rentals in Simon's Town

Nightly prices starting at
Simon's Town vacation rentals start at G$4,175 GYD per night before taxes and fees

Verified guest reviews
Over 14,590 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
80 properties feature pools

Rentals with dedicated workspaces
230 properties have a dedicated workspace

Wi-Fi availability
420 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!
Destinations to explore
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- Glencairn Beach
- Fish Hoek Beach
- Muizenberg Beach
- Long Beach
- Big Bay Beach
- Boulders Beach
- Clifton 4th
- GrandWest Casino and Entertainment World
- Woodbridge Island Beach
- Hout Bay Beach
- Green Point Park
- Sandy Bay, Cape Town
- St James Beach
- Babylonstoren
- District Six Museum
- Two Oceans Aquarium
- Durbanville Golf Club
- Noordhoek Beach
- Mojo Market
- Erinvale Estate Hotel and Spa
- Jonkershoek Nature Reserve
- Waterkloof Wine Tasting Lounge
- Steenberg Tasting Room
- Newlands Forest




