Vacation rentals in Simon's Town

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Top-rated vacation rentals in Simon's Town

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Guest favourite

Apartment in Cape Town

4.91 out of 5 average rating, 136 reviews

Unbelievable Sea Views from balcony in Simonstown!

Views, Views, Views is what this beautiful, comfortable apartment offers. The uninterrupted sunrise views are out of this world! Fully equipped, spacious, light & bright. Being high up, this holiday apartment gives a feeling of space. 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-surfers corner and so much more.

Aug. 4 – 11

$64 CAD per night

Guest favourite

Apartment in Camps Bay

5.0 out of 5 average rating, 216 reviews

Stylish apartment near the beach

Located 3 minutes walk from the beach, this light, bright and airy 1 bedroom apartment is the perfect blend of ocean side bliss and upmarket luxury. Featuring a patio leading onto an expansive sundeck, sliding doors in the living area and large bay windows in the bedroom, the apartment is flooded with natural light and fresh air. Paired with the neutral aesthetic, open plan living area, tasteful finishes and convenient appliances, settling into your beach side holiday is easy when staying here.

Apr. 15 – 22

$117 CAD per night

Guest favourite

Guest suite in Hout Bay

4.99 out of 5 average rating, 254 reviews

BIRDSONG-Whirlpool+Outdoor Shower+Mountainview

A former art studio has been converted into a beautiful little home that is attached to main house with panoramic valley view from your bed and garden. Further up in the mountain of Kronenzicht in a quiet cul-de-saq you can unsettle while having a dip in your private and heated hot tub, relax under the rain shower with stunning views on the back of table mountain and little lionshead or start your sunset walk on the beautiful sand dunes next to our property, even all the way down to Sandy Bay.

Jun. 18 – 25

$196 CAD per night

Guest favourite

Cottage in Simon's Town

4.86 out of 5 average rating, 156 reviews

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.

Jun. 30 – Jul. 7

$91 CAD per night

Guest favourite

Home in Simons Town

4.93 out of 5 average rating, 111 reviews

A perfect holiday location with stunning sea views

Holiday house just outside Simonstown on the Cape Peninsula, close to the "penguin beach". Sleeps four in two bedrooms. Open plan kitchen/lounge flows onto a large deck with expansive sea views. Within easy reach of Cape Point Reserve, and the delightful shops & restaurants of Simonstown, Kalk Bay & Muizenberg. Easy walking distance to swimming spots. Tasteful decor with modern appliances and pure cotton linen. Minimum stay is two nights, and seven nights between 15 December and 14 January.

Jan. 17 – 24

$178 CAD per night

Guest favourite

Home in Cape Town

4.99 out of 5 average rating, 107 reviews

Seaside Mountain Retreat in Misty Cliffs w/ Sauna

Seaside mountain retreat in exclusive Misty Cliffs nature reserve with endless views, pool and large fynbos garden with private path down to the beach. This architect designed wooden bungalow is perfect for exploring Cape Point and the Southern Peninsula or just switching off and relaxing in the verdant immersion of a conservation village. Featuring 2 large en-suite bedrooms as well as a cosy loft and additional bunkbeds for the kids. The house is just 45 minutes from Cape Town city centre.

Aug. 20 – 27

$725 CAD per night

Guest favourite

Home in Cape Town

4.92 out of 5 average rating, 104 reviews

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.

May 18 – 25

$161 CAD per night

Guest favourite

Loft in Simons Town

4.85 out of 5 average rating, 236 reviews

Mountain and Ocean views in SimonsTown at The Loft

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.

Jun. 17 – 24

$117 CAD per night

Guest favourite

Apartment in Cape Town

4.95 out of 5 average rating, 302 reviews

Endless Views & Privacy

Our studio apartment opens up onto a 40sq meter balcony with a panoramic view of the Hout Bay Valley and the Helderberg mountains beyond. Large sliding doors disappear into the walls creating an unimpeded indoor/outdoor flow while the elevated position protects your privacy. The open plan bathroom faces onto an enclosed secret garden which includes a frame-less glass shower. The unit has a fully equipped kitchenette and is serviced daily except weekends and public holidays.

Apr. 16 – 23

$138 CAD per night

Guest favourite

Apartment in Cape Town

4.97 out of 5 average rating, 137 reviews

'Lewatle' - luxury apartment with sea views

Stunning, self-catering apartment, a 10-minute drive from the famous penguins at Boulders Beach in Simonstown. The apartment is on the second floor of a secure mixed-use complex. Supermarkets, restaurants, coffee shops, pharmacy, gym and beauty spa are an elevator-ride away. The modern layout is complemented by superb unobstructed views over False Bay; the beach is across the road. Ideally situated - 20 minutes from Cape Point and 1 hour from Cape Town CBD.

Aug. 26 – Sep. 2

$130 CAD per night

Guest favourite

Apartment in Glencairn

4.97 out of 5 average rating, 374 reviews

(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.

Mar. 5 – 12

$75 CAD per night

Guest favourite

Loft in Glencairn

4.93 out of 5 average rating, 125 reviews

Loft style studio with sea/mountain views

Glen Eden Studio: this newly built, modern, light and airy loft style studio apartment is nestled in the trees and boasts spectacular sea and mountain views. It is set in a residential neighbourhood within walking distance to the beach, hiking trails and wetland reserve. A perfect base to experience the outdoor activities in the area, explore the quirky towns and restaurants nearby or to just chill out and enjoy the views and tranquility.

Jan. 17 – 24

$45 CAD per night