10 Best Vacation Rentals in Glencairn - Holiday Lettings - Cabins

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1,442 Vacation rentals

(4) Excellent 

3

Apartment rental in Glencairn

Cape Town / Glencairn

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 1 mi
  • Child friendly
Bay Vista Garden Flat is located in the Simonstown area of the cape peninsula. We are high on the mountainside with lovely ocean views over False Bay, as well as views of the mountains and the Glencairn wetland nature area. The accommodation is a totally private apartm …see more

from $40 / night

$220 - $476 / week

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Responds fast!
avg. 2 hours 56 minutes

from $40 / night

9

Apartment rental in Glencairn

Cape Town / Glencairn

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
This fully private floor in a free-standing house in Cairnside, boasts spectacular 360 degree views of mountainside and seafront from Fish Hoek to Simons Town. The floor includes 3 en-suite bedrooms (sleeps 6 in total), with a loft sleeping an additional 2 in a double …see more

from $169 / night

$1,179 / week

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from $169 / night

(4) Excellent 

22

Vacation cottage in Glencairn

Cape Town / Glencairn

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Child friendly
Glen Cottage is a charming and spacious, 3 bedroom cottage overlooking Glencairn Vlei with mountain and sea views. It is one of the oldest properties in Glencairn and is full of character with panelled walls and doors, yet it is surprisingly well proportioned with a lar …see more

from $67 / night

$464 / week

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from $67 / night

(1) Excellent 

26

Vacation villa in Glencairn

Cape Town / Glencairn

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
Experience a classic Cape beach holiday in a historic 1902 Cape Dutch style homestead, recently renovated tor contemporary luxury with uninterrupted views of False Bay, mountains and wetlands. u Self catering accommodation comprises two inter-leading apartments …see more

from $333 / night

$1,993 - $3,189 / week

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from $333 / night

23

Vacation home in Glencairn

Cape Town / Glencairn

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 0.5 mi
  • Child friendly
Nestled right against the mountainside, this cosy, fully furnished home can accommodate 6 people. There are 2 bedrooms with double beds and two single beds in the living room which are also used as couches. There is a bathroom with a shower and a fully equipped kitchen. …see more

from $56 / night

$390 / week

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from $56 / night

29

Home rental in Glencairn

Cape Town / Glencairn

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Simon's Town Lodge is nestled between mountain and sea and offers you comfortable, relaxed spacious self-catering accommodation. With superb patio and wooden deck for relaxing and outdoor entertainment, braais etc. It has endless panoramic views of the whole of the bay …see more

from $152 / night

$991 - $1,125 / week

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from $152 / night

10

Vacation apartment in Glencairn

Cape Town / Glencairn

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 1 mi
The Bolthole is a separate self contained flatlet that is situated on our property high up on Glencairn Heights a short drive from Simonstown and World famous Boulders Beach with its Penguins. The flat is simple, cosy, neat and tidy and is an ideal getaway from the hust …see more

from $53 / night

$265 - $464 / week

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Responds fast!
avg. 1 hour 43 minutes

from $53 / night

17

Vacation villa rental

Cape Town / Glencairn

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 0.4 mi
  • Swimming pool
  • Child friendly
Camilla is a recently restored four bedroom individually designed villa with plunge pool, which is situated in a safe residential area within walking distance of the beach and local shops. The through lounge diner is comfortably furnished and leads to the well equippe …see more

from $94 / night

$656 - $1,385 / week

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Responds fast!
avg. 1 hour 32 minutes

from $94 / night

8

Vacation apartment with shared pool in Glencairn

Cape Town / Glencairn

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Private garden
An easy lock up and go. Magnificent sightseeing in the beautiful Southern Peninsular. The views either at night or during the day will last with you forever. Easy access to the beaches and fine dining in and around Simonstown, Kalk Bay and the wine farms. There are 2 …see more

from $35 / night

$245 / week

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Responds fast!
avg. 3 hours 9 minutes

from $35 / night

22

Vacation apartment in Glencairn

Cape Town / Glencairn

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Wake up to the sound of the ocean. Watch the whales in season from your lounge breaching and frolicking with their young! Gaze at the stunning, uninterrupted sea views and savor the ever changing sunrises and romantic sunsets on cool evenings while enjoying a barbeque o …see more

from $90 / night

$588 - $683 / week

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from $90 / night

(49) Excellent 

15

Vacation apartment in Glencairn

Cape Town / Glencairn

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Child friendly
GlenLin is the ideal base for relaxation. There are two large bedrooms, each with a double bed and lovely white linen. There is also a single bed in the second bedroom. Both bedrooms have French doors with access on to front balconies with lovely open views. The main be …see more

from $72 / night

$471 - $920 / week

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from $72 / night

6

Glencairn Vacation apartment rental

Cape Town / Glencairn

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Private garden
A spectacular apartment for HOLIDAY RENTAL. With amazing sea views and self contained amenities simply put, an oasis of fun, peace, tranquility and meditation. The apartment overlooks interesting historic buildings of Simonstown. Set in close proximity to tourist attra …see more

from $54 / night

$372 / week

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Responds fast!
avg. 1 hour 38 minutes

from $54 / night

54

Glencairn Vacation home rental

Cape Town / Glencairn

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 2 mi
  • Child friendly
  • Private garden
Our guest wing can be closed off from the rest of the house. We have a large self-catering room which can sleep up to 4 persons. Our second room sleeps up to 2 persons and has tea/coffee facilities. Both rooms have glorious mountain views. Guests are welcome to us …see more

from $133 / night

$928 / week

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from $133 / night

23

Vacation home in Glencairn

Cape Town / Glencairn

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 2 mi
  • Child friendly
  • Car not necessary
Our guest wing can be closed off from the rest of the house. We have a large self-catering room (Orange Room) which can sleep up to 4 persons. Our second room (Turquoise Room) sleeps up to 2 persons and has tea/coffee facilities. Both rooms have glorious mountain vie …see more

from $40 / night

$279 / week

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from $40 / night