Vacation rentals in Simon's Town

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Top-rated vacation rentals in Simon's Town

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Guest favorite

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.

Apr 13 – 20

G$9,772 GYD per night

Guest favorite

Apartment in Camps Bay

5.0 out of 5 average rating, 217 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 16 – 23

G$17,543 GYD per night

Guest favorite

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

G$29,070 GYD per night

Guest favorite

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.

Feb 27 – Mar 6

G$14,062 GYD per night

Guest favorite

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.

Jun 9 – 16

G$22,398 GYD per night

Guest favorite

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 24 – 31

G$22,474 GYD per night

Guest favorite

Loft in Simons Town

4.85 out of 5 average rating, 237 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.

Sep 9 – 16

G$17,381 GYD per night

Guest favorite

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 22 – 29

G$20,497 GYD per night

Guest favorite

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.

Jul 5 – 12

G$18,654 GYD per night

Guest favorite

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.

Apr 9 – 16

G$11,009 GYD per night

Superhost

Cottage in Cape Town

4.79 out of 5 average rating, 246 reviews

The Hide Away - Romantic Cottage to Watch Whales!

Smell the ocean, breathe in incredible views and never leave this most secret special hideaway. If you want a rustic albeit sometimes windy escape to restore your soul then it's for you. Please note you need to go down (and back up) 90 stairs to the property. We keep it simple but cosy with a snuggly reading corner, outside deck chairs and fireplace. please read the full description as people either love it or dislike it depending on their expectations.

May 23 – 30

G$13,603 GYD per night

Guest favorite

Home in Cape Town

4.79 out of 5 average rating, 205 reviews

Beautiful home, fantastic sea views in Simonstown

Light and airy, spacious, Christian-owned home. Large and sheltered sun deck with sweeping views of the ocean and surrounding mountains. Walking distance to the village and a choice of beaches. If you are looking for a beautiful and quiet place to relax, refresh and renew, then this is the home for you! Regret no parties or excessive drinking. No smoking. Noize needs to be controlled as it is a quiet neighbourhood with permanent residents.

Aug 17 – 24

G$22,354 GYD per night