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, 134 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.

Mar 30 – Apr 6

R902 ZAR per night

Guest favorite

Villa in Simon's Town

4.88 out of 5 average rating, 163 reviews

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.

Feb 26 – Mar 5

R2,019 ZAR per night

Guest favorite

Home in Cape Town

4.93 out of 5 average rating, 110 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.

Mar 22 – 29

R2,312 ZAR per night

Guest favorite

Home in Simons Town

4.92 out of 5 average rating, 103 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

R2,073 ZAR per night

Guest favorite

Home in Glencairn

4.94 out of 5 average rating, 161 reviews

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.

Jul 9 – 16

R3,143 ZAR per night

Guest favorite

Home in Cape Town

4.9 out of 5 average rating, 142 reviews

The Sky Cabin Misty Cliffs

Experience one of the most pristine stretches of the south peninsula coastline from our laidback house.     The upstairs offers spectacular ocean views with a big open plan bathroom. Downstairs is the perfect setting for dinners around the dining table leading onto the open plan kitchen. The downstairs double bedrooms share a bathroom and the front bedroom has beautiful sea views. While the downstairs deck is great for sundowners. Situated 45 minutes from Cape Town’s city centre.

Aug 26 – Sep 2

R6,619 ZAR per night

Guest favorite

Loft in Cape 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.

Aug 18 – 25

R1,587 ZAR per night

Guest favorite

Apartment in Cape Town

4.97 out of 5 average rating, 136 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.

May 28 – Jun 4

R1,721 ZAR per night

Guest favorite

Apartment in Cape Town

4.97 out of 5 average rating, 372 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 17 – 24

R1,016 ZAR per night

Guest favorite

Home in Simons Town

4.8 out of 5 average rating, 204 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.

Jun 14 – 21

R2,062 ZAR per night

Guest favorite

Loft in Glencairn

4.94 out of 5 average rating, 124 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.

May 11 – 18

R607 ZAR per night

Guest favorite

Apartment in Cape Town

4.93 out of 5 average rating, 101 reviews

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.

Feb 10 – 17

R1,940 ZAR per night