Simon's Town Vacation Rentals

Compare top self-catering rentals in Simon's Town: beachfront, family-friendly, free WiFi & parking. Book now for direct beach access and full kitchens '96 check rates

Check-in
Tue, 03 Nov
Check-out
Wed, 04 Nov
Rooms and Guests2 Guests, 1 room
Check-in
Tue, 03 Nov
-
Check-out
Wed, 04 Nov
Rooms and Guests2 Guests, 1 room
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Check-in
Tue, 03 Nov
-
Check-out
Wed, 04 Nov
Rooms and Guests2 Guests, 1 room
1Filter & Sort
View map
View map
1-19 out of 19
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
9.0
Perfect
The largest option:
3 adults
1 bedroom
2 beds
Map
2.8 km from City Centre1.4 km from Boulders Beach Penguin Colony
Full KitchenBBQ GrillSquash Court
  • Whale watching from balcony
  • Self-catering full kitchen
  • Barbecue and outdoor dining
FromR 1 311 /nightSelect
9.5
Perfect
The largest option:
2 adults
1 bedroom
1 bed
Map
1.2 km from City Centre500 m from South African Naval Museum
Private ParkingFull KitchenetteOutdoor Dining
  • Sea views from private balcony
  • Full kitchenette in each unit
  • Wheelchair-accessible with lift
FromR 747 /nightSelect
8.0
Great
The largest option:
3 adults
1 bedroom
1 bed
BeachfrontShared KitchenSun Terrace
  • Beachfront homestay with sea views
  • Shared kitchen and lounge area
  • Sun terrace for relaxation
FromR 830 /nightSelect
9.3
Perfect
Map
400 m from City Centre200 m from Just Nuisance Statue
Private TerraceWalk-In ShowerFireplace
  • Sea and mountain views from terrace
  • Cozy fireplace in living room
  • Free private parking on site
FromR 1 129 /nightSelect
9.1
Perfect
3 adults
1 bedroom
2 beds
Map
2.4 km from City Centre1000 m from Boulders Beach Penguin Colony
Private BeachGarden TerraceMountain View
  • Beachfront with sea views
  • Private garden and terrace
  • Mountain views from balcony
FromR 1 311 /nightSelect
9.4
Perfect
Map
800 m from City Centre800 m from Boulders Beach
Pool with ViewHistoric BuildingBarbecue Facilities
  • Historic building with sea views
  • Pool with mountain views
  • Barbecue and picnic area
FromR 1 942 /nightSelect
9.4
Perfect
6 adults
3 bedrooms
3 beds
Map
1.5 km from City Centre100 m from Boulders Beach
Private CottagesBeach AccessBBQ Terrace
  • 50m from Boulders Beach penguins
  • Historic property with penguin views
  • Private cottages with BBQ terrace
FromR 2 572 /nightSelect
9.4
Perfect
2 adults
1 bedroom
2 beds
Map
1.2 km from City Centre300 m from Boulders Beach
Outdoor poolOutdoor fireplaceChildren's playroom
  • Beachfront property with sea views
  • Pool with ocean view
  • Indoor children's play area
FromR 4 265 /nightSelect
Seascape CottageHoliday home
9.1
Perfect
6 adults
3 bedrooms
3 beds
Private parkingOutdoor terraceFully equipped kitchen
  • 200m from Water's Edge Beach
  • Mountain and sea views
  • Spacious 3-bedroom layout
FromR 2 406 /nightSelect
9.6
Perfect
The largest option:
2 adults
1 bedroom
1 bed
Map
2.2 km from City Centre1000 m from Boulders Beach Penguin Colony
Adults OnlyGolf CourseOutdoor Dining
  • Adults-only homestay with sea views
  • On-site golf course available
  • Outdoor dining in a garden
FromR 813 /nightSelect
9.2
Perfect
Map
1.9 km from City Centre800 m from Boulders Beach Penguin Colony
Private EntranceSea View TerraceFully Equipped Kitchen
  • Sea and mountain views from terrace
  • Self-catering with private entrance
  • On-site golf course access
FromR 1 643 /nightSelect
9.4
Perfect
The largest option:
2 adults
1 bedroom
2 beds
Map
1.6 km from City Centre200 m from Boulders Beach
Outdoor PoolBBQ FacilitiesPrivate Decks
  • 3-min walk to penguin colony
  • Self-catering with private decks
  • Outdoor saltwater pool
FromR 2 489 /nightSelect
SimonsbergApartment
9.4
Perfect
2 adults
1 bedroom
1 bed
Map
1.4 km from City Centre200 m from Simon's Town Railway Station
BeachfrontAdults OnlyGolf Course
  • Beachfront adults-only apartment
  • Sea views from private unit
  • On-site golf course access
FromR 1 129 /nightSelect
9.3
Perfect
The largest option:
4 adults
2 bedrooms
2 beds
Map
2.9 km from City Centre1.6 km from Boulders Beach Penguin Colony
Saltwater PoolPool TableOutdoor Barbecue
  • Saltwater pool with mountain views
  • Private terrace with sea views
  • On-site pool table and barbecue
FromR 2 440 /nightSelect
9.1
Perfect
Map
500 m from City Centre400 m from Catholic Church - Simon's Town
Private EntrancePicnic AreaBeach Access
  • Recently renovated sea-view apartments
  • Private balcony with city views
  • Picnic area in garden setting
FromR 1 875 /nightSelect
Seaforth TerraceApartment
9.2
Perfect
4 adults
2 bedrooms
2 beds
Map
1000 m from City Centre600 m from Boulders Beach
Outdoor PoolBeach AccessPrivate Parking
  • Pool with mountain and sea views
  • Beachfront apartment with terrace
  • Soundproofed rooms and private entrance
FromR 2 124 /nightSelect
9.5
Perfect
5 adults
3 bedrooms
3 beds
Map
300 m from City Centre200 m from Catholic Church - Simon's Town
Hot TubBBQ FacilitiesBeach Access
  • Sea and mountain views from terrace
  • Multiple outdoor activities on-site
  • Spacious three-bedroom apartment
FromR 1 411 /nightSelect
9.1
Perfect
The largest option:
6 adults
3 bedrooms
3 beds
Map
1.5 km from City Centre200 m from Boulders Beach
Private PoolBeach AccessSun Terrace
  • Direct beachfront with sea views
  • Private pool for guest use
  • Fully equipped self-catering kitchen
FromR 4 149 /nightSelect
9.8
Perfect
Map
1000 m from City Centre600 m from Boulders Beach
Outdoor PoolBeach AccessFree Parking
  • Direct beachfront access with sea views
  • Year-round outdoor swimming pool
  • Spacious apartment with full kitchen
FromR 1 444 /nightSelect

Vacation rentals in Simon's Town put you steps from False Bay's beaches and the Boulders Beach penguin colony. Most are self-catering apartments or villas with fully equipped kitchens, BBQ facilities, and free WiFi - ideal for families or couples who want space and independence. Budget ranges from mid-range apartments (around $80-$150 per night) to upscale beachfront lodges like Tintswalo Boulders (with a spa and pool) and Bosky Dell on Boulders Beach (a historic property 50m from the penguins). Popular bases include the central Simon's Town harbour area, the quieter Glencairn side, and properties directly on Seaforth or Water's Edge beaches.

Top-rated options include Stonebrook Apartments (exceptional 9.5, with a terrace and free off-site parking) and Bonne Esperance (9.4, a beachfront historic building with a sea-view pool). Most rentals provide free parking, and many welcome children. Book early during whale season (June-November) and note that private check-in and no daily housekeeping are standard. Whether you need a compact studio like Froggy Farm Self Catering or a three-bedroom cottage like Seascape Cottage, these rentals give you a local base with full flexibility.