5 Best Vacation Rentals in Boulders - Holiday Lettings - Cabins

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Boulders

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7 Vacation rentals

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(12) Excellent 

18

Simon's Town Vacation home rental

Simon's Town / Boulders

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
This beautifully furnished home is situated in Froggy Pond, a suburb of Simon's Town, just past Boulders beach which is world famous for its penguins. It offers spectacularly breathtaking unobstructed sea views across False bay from every room in the house. 2 mins walk  …see more

from $202 / night

$1412 / week

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from $202 / night

15

Vacation home with swimming pool, golf nearby in Simon's Town

Simon's Town / Boulders

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
At Fisherman's Cove, you'll be staying in one of the houses for which the now famous Boulder's Beach at Simons Town was once a private paradise. Incredible views from your bed and breakfast table. Watch the penguins jumping off the rocks in serried ranks  …see more

from $290 / night

$2025 / week

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from $290 / night

(3) Excellent 

14

Boulders Vacation cottage rental

Simon's Town / Boulders

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Whale Rock Cottage (self-catering) lies behind the famous A-Frame dive-site, with 180 degree views stretching from Millers Point back into False Bay. Enjoy the view of yachts, Naval vessels, dolphins, whales and seals in the bay. Experience the historic village of Simon  …see more

from $76 / night

$504 / week

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from $76 / night

(2) Excellent 

20

Vacation villa with golf nearby in Boulders

Simon's Town / Boulders

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
This charming clapperboard house perched on a gentle slope overlooking Boulders Beach is the stuff of holiday dreams. With a mountain behind and all about the sea, it is the perfect place in which to restore, rejuvenate and renew. Sensitively configured for both private  …see more

from $351 / night

$4200 / week

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from $351 / night

17

Vacation penthouse in Simon's Town

Simon's Town / Boulders

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about pets
The Flying Penguin is a haven, offering complete relaxation close to nature yet within easy reach of the city. Featuring a family-sized penthouse as well as two cozy suites for two, this farmhouse-styled holiday accommodation is situated in Simon's Town. It is a pe  …see more

from $81 / night

$549 / week

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from $81 / night

(2) Very Good 

23

Boulders Vacation guest house rental

Simon's Town / Boulders

7 14 3 nights min

  • 7 bedrooms
  • Sleeps 14
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
NEARBY FACILITIES AND ATTRACTIONS:-We are ideally situated to explore the delights of the Western Cape from Cape Point 15minutes away to the Wine lands 45min The Jewel of the False Bay Coastline is a sought after holiday destination for both local and o  …see more

from $149 / night

$1042 / week

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from $149 / night

(1) Excellent 

14

Vacation home with golf nearby in Boulders

Simon's Town / Boulders

4 9 1 night min

  • 4 bedrooms
  • Sleeps 9
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
Dunearn is a beautiful family home with tall ceilings, open fires, antique furniture and a long balcony/terrace that allows sea and mountain views from every part of the house. Lovingly cared for over the last century by several generations of the same family, the brass  …see more

from $297 / night

$2054 / week

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from $297 / night