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The best vacation homes in Simonʼs Town

Check out our selection of great vacation homes in Simonʼs Town

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Tintswalo Boulders, hotel in Simonʼs Town

Tintswalo Boulders enjoys a location in Simonʼs Town, a 11-minute walk from Windmill Beach and 12 miles from Chapman's Peak.

This was an exceptionally nice hotel. From the outset, we were welcomed and felt comfortable. The property manager, Ms. Kirsty Viljoen, was a lovely person who did everything possible to make our stay memorable. All the staff were delightful and the meals (breakfast and dinner) were outstanding both in ambience, service, food quality, and food preparation. Likewise, the rooms are large, beautifully appointed, and have underboard heating for the winter mornings (a nice added treat). We liked our first stay so much that we cancelled another booking to return to the property for a second visit. It did not didsappoint. We are very grateful to Kirsty, Malcomb, Dustin and all the others who took such great care of us.
Scored 9.4
9.4
Rated wonderful
Wonderful
132 reviews
Price from$205.82per night
Cottons Cottages, hotel in Simonʼs Town

Housed in a historic building, Cottons Cottages offers accommodations with a garden and free Wifi in Simonʼs Town, a 6-minute walk from Long Beach. Guests can benefit from a patio and a barbecue.

Were greeted by the owner. Provided fabulous history of the 19th century property. So tastefully decorated. Had a real charm hard to replicate. Views from the terrace and spectacular.
Scored 9.6
9.6
Rated exceptional
Exceptional
74 reviews
Price from$109.48per night
Salop House, hotel in Simonʼs Town

Set on the slopes of the mountain, Salop House in Fish Hoek offers accommodations with free WiFi. The holiday home is accessible via stairs and features free private parking.

An excellent mattress on the bed. Tastefully decorated. Internet works well. Well sized kitchen will full stove and hob. Lovely garden with lots of privacy. Very appreciative of the garage parking.
Scored 9.5
9.5
Rated exceptional
Exceptional
166 reviews
Price from$44.06per night
Atlantic Dream Beachfront Villa, hotel in Simonʼs Town

VillaSA - Scarborough is located on the beachfront in Scarborough. It offers a garden and outdoor pool The double story 4 bedroom home features 2 living rooms, 4 bathrooms and a fully equipped...

Scored 9.1
9.1
Rated wonderful
Wonderful
44 reviews
Price from$273.69per night
Baytree Beach House, hotel in Simonʼs Town

Baytree Beach House is located in Kalk Bay, just 8.4 miles from Chapman's Peak and 13 miles from Kirstenbosch National Botanical Garden.

Scored 9.0
9.0
Rated wonderful
Wonderful
9 reviews
Price from$235.37per night
Dunvegan Lodge, hotel in Simonʼs Town

Located high on the Clovelly mountainside overlooking Fish Hoek is Dunvegan Lodge.

Lovely location and lovely views Very comfortable room with everything you need inside
Scored 9.5
9.5
Rated exceptional
Exceptional
79 reviews
Price from$76.63per night
The Dahlia, hotel in Simonʼs Town

The Dahlia offers accommodations in Cape Town, 4.7 miles from Chapman's Peak and 11 miles from World of Birds. This property offers a private pool, free Wifi, and free private parking.

Scored 9.2
9.2
Rated wonderful
Wonderful
5 reviews
Price from$137.45per night
No2 Merlot, hotel in Simonʼs Town

No2 Merlot offers accommodations in Cape Town, 5.2 miles from Chapman's Peak and 12 miles from World of Birds. This property offers access to a balcony, free private parking, and free Wifi.

Scored 9.7
9.7
Rated exceptional
Exceptional
14 reviews
Price from$492.64per night
Casa del Sol, hotel in Simonʼs Town

Casa del Sol offers accommodations in Cape Town, a 8-minute walk from Glencairn Beach and 1.2 miles from Shelly Beach. With mountain views, this accommodation offers a balcony.

Upstairs loft with ocean views, spacious bedrooms, gated parking that fitted our rental (Toyota Starlet), very prompt communication
Scored 8.6
8.6
Rated excellent
Excellent
17 reviews
Price from$62.81per night
Penguinden - Private Villa load-shedding free, hotel in Simonʼs Town

A 10-minute walk from Frank's Beach in Cape Town, Penguinden - Private Villa load-shedding free offers accommodations with access to a hot tub and solarium.

Scored 8.7
8.7
Rated excellent
Excellent
6 reviews
Price from$220.70per night
All vacation homes in Simonʼs Town

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Great for families or large parties, vacation homes are privately owned accommodations, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities, though breakfast might be offered as an add-on. These properties have their own independent front door, which makes them different than apartments.
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Most booked vacation homes in Simonʼs Town this month

Vacation Homes That Guests Love in Simonʼs Town

  • Scored 9.3
    9.3
    Rated wonderful
    Wonderful
     · 51 reviews
    The accomodation was very clean, comfortable, and was equiped with everything we needed. We are very happy with our stay at Seaforth Terrace.
    Erasmus
    Young couple
  • Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 43 reviews
    We really enjoyed our stay at Blue Mountain Bay! The house is very close to the main attractions in the area. The room was very clean and spacious, and the owners were very friendly and welcoming. We had secure parking space and an amazing pool. During our stay we rented a scooter and fully enjoyed the wonderful surroundings.
    Harnagea
    Young couple
  • Avg. price/night: $64.43
    Scored 9.1
    9.1
    Rated wonderful
    Wonderful
     · 476 reviews
    Lovely hotel in heart of Simons Town. Room was lovely very clean ,large bed and fantastic bedding . Emma and all staff were wonderful .
    Stephen
    Young couple
  • Scored 9.2
    9.2
    Rated wonderful
    Wonderful
     · 81 reviews
    Excellent location with a magnificent view. Large veranda. Seaview from all the rooms. Car was parked in a garage. Safe location with enough safety measures in the apartment.Apartment spacious with a happy feeling Beds were comfortable.Very clean apartment Tea and coffee were provided.Somebody met us with the keys on arrival and to collect the keys when we left
    Antoinette
    Family with young children
  • Scored 9.4
    9.4
    Rated wonderful
    Wonderful
     · 38 reviews
    Sharon's accommodation is wonderful, Sharon is super nice. I landed in the evening and arrived at Sharon's a little stressed. Their homemade pizza and drinks made me happy. The accommodation is very modern and very clean. I was particularly impressed by the pools (number 2). From there you can watch the sea, just great. Unfortunately my stay was too short. I look forward to seeing you again, dear Sharon. I hope you continue to have great guests and that they appreciate everything you have to offer.
    Sabine
    Solo traveler
  • Avg. price/night: $109.31
    Scored 8.1
    8.1
    Rated very good
    Very Good
     · 410 reviews
    Breakfast was good. Nice variety. Beach close and very clean. Water warm. Beautiful view overlooking the sea. Nice to have the SPA on site. Lot's to do and see in Simonstown close by.
    Paul
    Young couple
  • Avg. price/night: $96.34
    Scored 9.1
    9.1
    Rated wonderful
    Wonderful
     · 142 reviews
    The comfortable room. Very clean and private.
    Veliswa
    Young couple
  • Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 270 reviews
    Fantastic views of the mountain, ocean and naval base! Balcony is a plus as it made the room feel bigger. Kitchenette was well equipped, and very clean. Coffee was delicious!
    Angela
    Young couple
  • Scored 9.3
    9.3
    Rated wonderful
    Wonderful
     · 219 reviews
    Great location and views. Very friendly and professional staff. Very clean and well serviced.
    Jonathan
    Solo traveler
  • Avg. price/night: $73.22
    Scored 9.1
    9.1
    Rated wonderful
    Wonderful
     · 35 reviews
    The unit was very clean and pleasant, and we enjoyed our stay.
    K
    Kerry
    Family with young children