
Family-friendly holiday rentals in Simon's Town
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Top-rated family-friendly rentals in Simon's Town
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Homes by the sea
Amakhaya by the sea is an entire self contained cottage with its own garden overlooking the shores of False Bay, with picturesque views, whales, penguins & seals it is the perfect place to unwind. Close by are the world renowned Boulder's Beach penguin colony; mountain climbing behind the cottage, access to deep sea fishing, diving and kayaking at Simon's Town Waterfront & Harbor; as well as scenic Cape Point Nature Reserve. Quaint coffee shops & restaurants line the streets of this historic Simon's Town.

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 - Cottage
This is one of Cape Town's environmental and historic treasures. It is a candle-lit hideaway with stunning views of mountain and sea. The Cottage is completely off grid, with fresh water coming off the mountain and energy from the sun. The cottage is built from local materials - stone walls, reed ceilings, blue gum supports. There are glass doors and windows throughout the cottage. The cottage has a beautiful open-plan bedroom and bathroom. The bathroom includes a tub, a toilet and a basin.

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.

Spacious poolside Studio
Glencairn, tucked away between Fish Hoek and Simons Town you will find Sea Holly. With decor inspired by the blue mussel shell makes for a tranquil setting. A super practical linear kitchen with a cute dinning area. A Queen bed flanked by wall lights opening up the space on the bedside tables. The arm chairs are great for relaxing after a fun filled day. Attractions: Glencairn beach and Tidal pool only 7min walk, amazing local restaurants and shops with fresh produce and chemist 5min walk.

(2) Sun Sea Sleep - Simon's Town Cape Town - 1 bed
ONLY TWO PEOPLE ALLOWED. Private self-catering apartment, one bedroom, one bathroom, lounge, study, kitchen, dining area and exclusive balcony. Equipped with Fridge, induction stove, pots pans, microwave. Shampoo, lotion, coffee, tea/sugar. There is a walk way to another apartment past this apartment. We are situated in picturesque Simon's Town, 45 kilos from Cape Town international airport, 4 kilos drive from the famous Boulders beach and 21 kilos from Cape Point National park.

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.

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.

The Carved Rock-Entire studio
With it's contemporary design, rock-rustic features incorporated with stunning elevated views of the Fish Hoek area and modern amenities, the Carved rock provides a tranquil, earthy grounding sensation that brings about comfort and relaxation to all guests. Special thought had gone into the process of accommodating each guest for either business or leisure. This listing is located on a quiet secluded gravel road on a mountain and not ideal for those who demand fast conveniences.

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.
Popular amenities for Simon's Town family-friendly rentals
Family-friendly home rentals with a hot tub

The Lookout

The Forest Hut | Off-grid | Forest bathroom

Family friendly w/ Pool, Hot Tub, balcony & views

Stylish apartment near the beach

Birdsong•Heated Whirlpool+Outdoor Shower+View

View, beach, comfy accommodation = Perfection
Terrace Suite - own pool, jacuzzi bath, fireplace

Stones Throw/Haven Bay
Family- and pet-friendly home rentals

Mountain and Sea view apartment 1

Sea Loft with panoramic views.

Sunset Reef Guesthouse-

The Lobster Pot - Simons Town Holiday Cottage

Bird's Nest - Epic Escape above False Bay

White Cottage, Bishopscourt

Shangri La in Misty Cliffs

Seaside Studio 1
Family-friendly home rentals with a pool

180• Sea Views from a Hillside Villa, Solar Power

5newkings: take a break, relax, explore!

Famous Designed Home: Pool & Amazing Views

"Westmore" Self-catering Holiday Flat

Kalk Bay - SeaViews. Patio. Pool. Fireplace. Braai

+ Sunset Villa for 2 (Apartment) +

Stone Pine Cottage, Hout Bay

Lemon Tree Studio with Deck, Kommetjie, Cape Town
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 | $169 SGD | $167 SGD | $150 SGD | $142 SGD | $134 SGD | $126 SGD | $125 SGD | $129 SGD | $141 SGD | $138 SGD | $145 SGD | $178 SGD |
| 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 holiday rentals that are family-friendly in Simon's Town

Total holiday rentals
Explore 230 holiday rentals in Simon's Town

Nightly prices starting at
Simon's Town holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 6,560 verified reviews to help you choose

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wifi availability
220 of Simon's Town holiday rentals include wifi access

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

4.9 Average rating
Simon's Town stays are highly rated by guests – averaging 4.9 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
- Green Point Park
- Hout Bay Beach
- Sandy Bay, Cape Town
- St James Beach
- Babylonstoren
- District Six Museum
- Two Oceans Aquarium
- Mojo Market
- Noordhoek Beach
- Durbanville Golf Club
- Jonkershoek Nature Reserve
- Waterkloof Wine Tasting Lounge
- Erinvale Estate Hotel and Spa
- Steenberg Tasting Room
- Idiom Restaurant & Idiom Wine Tasting Centre




