50 Best Constantia Cottages on Holiday Lettings - Self catering

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88 Vacation rentals

(1) Excellent 

19

Constantia Vacation home rental

Cape Town / Constantia

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Welcome to our unique private home situated within the picturesque and peaceful Green Belt of Constantia, Cape Town's most sought-after and upmarket suburb. Make yourself at home in this comfortable house and beautiful garden with a view to the Southern slopes of the Ta …see more

from $123 / night

$792 - $1472 / week

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from $123 / night

29

Constantia Vacation cottage rental

Cape Town / Constantia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 10 mi
  • Swimming pool
  • Child friendly
Part of a stunning 2 acres property set at the foot of the densely forested eastern slopes of Table Mountain, The Little Guinea Fowl offers luxurious accommodation for the discerning travelers. The property is located in the select upper Constantia, a stone's throw awa …see more

from $134 / night

$937 / week

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from $134 / night

(2) Excellent 

15

Vacation cottage in Constantia

Cape Town / Constantia

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 10 mi
  • Child friendly
Spacious, charming cottage set in quiet, indigenous garden in Constantia/Silverhurst, Cape Town. Two bedrooms with bathrooms ensuite. A central living area combining kitchen, dining and lounge. Doors open to outdoor table. The cottage is well equipped, and has good be …see more

from $75 / night

$445 - $1100 / week

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Responds fast!
avg. 3 hours 47 minutes

from $75 / night

(2) Excellent 

24

Constantia Vacation chalet rental

Cape Town / Constantia

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 15 mi
  • Swimming pool
  • Child friendly
The Cottage Chardonnay is located in the heart of the Cape's most famous and beautiful suburbs, amongst the leafy vines of the oldest wine lands in the Cape. It is in close proximity to many of the celebrated Cape restaurants. It is also a minute or two away from the ch …see more

from $67 / night

$375 - $672 / week

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from $67 / night

10

Vacation home in Constantia

Cape Town / Constantia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 15 mi
  • Swimming pool
  • Child friendly
Modern and tasteful Three-Bedrooms-Holiday-Home! Situated in sought-after area of Constantia close to Constantiaberg Medi-Clinic, well known for its proximity to top international and private schools, easy access to all major roads, budget eateries and excellent restau …see more

from $134 / night

$864 - $1554 / week

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from $134 / night

(2) Excellent 

10

Vacation cottage with swimming pool, golf nearby in Constantia

Cape Town / Constantia

5 6 7 nights min

  • 5 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 500 mi
  • Swimming pool
Our garden cottage consists of three double bedrooms with three bathrooms en suite and a lounge/dining area with a small but well equipped kitchen. We offer secure remote controlled off street parking , a pool, and a large and pretty garden and barbecue area. Our gu …see more

from $290 / night

$1941 / week

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from $290 / night

(8) Excellent 

Certificate of Excellence

16

Vacation cottage rental

Cape Town / Constantia

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 12 mi
  • Swimming pool
  • Child friendly
The lovely cottage is set on the grounds of a Cape Georgian home at the foot of Table Mountain. It is freestanding with a separate entrance and was fully refurbished in 2015. The cottage has 55 m² with two main rooms and a bathroom. The bedroom sleeps 2 persons comfort …see more

Certificate of Excellence

from $56 / night

$391 / week

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Responds fast!
avg. 3 hours 0 minutes

from $56 / night

18

Villa rental in Constantia

Cape Town / Constantia

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Child friendly
This comfortably furnished home offers easy open plan living, coupled with beautiful mountain views, a lovely garden and sparkly swimming pool. This home boasts 4 large reception rooms. The modern, well-equipped kitchen opens on to an open plan l …see more

from $656 / night

$4589 / week

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from $656 / night

(8) Very Good 

12

Vacation villa with shared pool in Constantia

Cape Town / Constantia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool
This delightful family villa, in a quiet cul-de-sac, adjoins the vineyards of Constantia and exudes peace and tranquillity. The Villa is equipped with all you need for a family holiday or friends sharing, with 3 bedrooms all with their own bathroom. There is a well equi …see more

from $101 / night

$693 - $945 / week

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from $101 / night

6

Vacation apartment in Constantia

Cape Town / Constantia

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 16 mi
  • Child friendly
  • Air conditioning
Modern and tasteful Two-Bedroom-Holiday-Home! This beautiful apartment offers a large bedroom with full en-suite bathroom. Living area leads to open-plan dining room and a modern fully fitted kitchen with gas hob, fridge, freezer, microwave oven, Oven, dish washer and a …see more

from $79 / night

$550 - $988 / week

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from $79 / night

(6) Excellent 

13

Vacation guest house with swimming pool in Constantia

Cape Town / Constantia

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 13 mi
  • Swimming pool
Situated in one of Cape Town's most exclusive suburbs, Constantia Garden Suites offers the ultimate in luxurious self catering accommodation.Suitable for two adults The Poolside Apartment offers use of a manicured garden, full length salt water pool, pool deck for sundo …see more

from $115 / night

$864 / week

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Responds fast!
avg. 3 hours 18 minutes

from $115 / night

(3) Excellent 

12

Constantia Vacation cottage rental

Cape Town / Constantia

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Private garden
Le Petit Poucet is located in the exclusive Bel Ombre Meadow area of Upper Constantia, one of the most beautiful suburbs in Cape Town. Relax in the peace and tranquillity of the picturesque rural Constantia Valley, renowned for its world famous wine farms, while being c …see more

from $123 / night

$859 / week

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from $123 / night

(20) Excellent 

35

Villa rental in Constantia with golf nearby

Cape Town / Constantia

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 15 mi
  • Swimming pool
This serene, peaceful and beautiful Villa will satisfy the needs of any holiday maker. If you are seeking the perfect spot for a family vacation in Cape Town, Groot Constantia Villa offers more than a home-away-from-home experience. The Villa is perfectly positioned to …see more

from $391 / night

$2735 / week

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from $391 / night

(2) Excellent 

22

Studio rental in Constantia

Cape Town / Constantia

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
  • Nearest beach 15 mi
  • Swimming pool
  • Child friendly
Very light and friendly west facing guestroom colored in yellow and dark brown. Spacious built-in wardrobe and a sideboard with a flat TV in front of beds. Comfortable (sleeper) couch with coffee table. Underfloor-heating all around. This "TGCSA-3-Star" rated and “AA H …see more

from $67 / night

$375 - $672 / week

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from $67 / night

(16) Excellent 

20

Vacation villa in Constantia

Cape Town / Constantia

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool
6 bedroom upmarket villa sleeps 12 (optional 14) large heated pool and jacuzzi. 5 kingsize/queen/double beds beds ,4 three quarter beds, 4 bathrooms,4 Patios ,2 bars overlooking patio + pool, plasma tv and surround sound,tv and music centre in bedrooms 24hour wi-fi,dom …see more

from $656 / night

$4587 / week

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from $656 / night

24

Constantia Vacation cottage rental

Cape Town / Constantia

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 15 mi
  • Swimming pool
  • Child friendly
Our Cottage Cabernet is situated in the up market leafy suburb of Constantia. Close to the Constantia wine routes, premier golf courses, the Constantia Village Shopping Centre, beaches, Kirstenbosch Gardens and nature reserves. This self-catering accommodation is an ide …see more

from $141 / night

$784 - $1412 / week

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from $141 / night

16

Constantia Vacation villa rental

Cape Town / Constantia

4 6 14 nights min

  • 4 bedrooms
  • Sleeps 6
  • 14 nights min
  • Child friendly
It is also close to all the walking and mountain trails across Constantia. The villa has some views of the Constantia Mountains, rolling lawn and large pool. It is a superb villa, beautifully decorated that oozes charm. The villa is private over one l …see more

from $964 / night

$6748 / week

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from $964 / night

28

Vacation villa in Constantia

Cape Town / Constantia

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 12 mi
  • Child friendly
  • Private garden
Splendid private villa set in an upmarket security estate in Constantia. Strawberry Lane is a spacious and modern family home offering a quiet and relaxed retreat in stylish comfort. Ideal for families, it features a level garden with large swimming pool and is a few m …see more

from $567 / night

$3970 - $4675 / week

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from $567 / night

17

Villa rental in Constantia with swimming pool

Cape Town / Constantia

4 6 14 nights min

  • 4 bedrooms
  • Sleeps 6
  • 14 nights min
  • Beach/lakeside relaxation
  • Nearest beach 20 mi
  • Swimming pool
SQUIRREL COTTAGE Situated in the heart of the beautiful Constantia Valley wine lands, this comfortable, family friendly villa is the perfect place for a truly memorable holiday in Cape Town. Interior Squirrel Cottage offers a spacious, fully equipped, country-style open …see more

from $454 / night

$3176 / week

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from $454 / night

(9) Very Good 

23

Constantia Vacation apartment rental

Cape Town / Constantia

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool
This 2 Bedroom, on plan kitchen, lounge and dining area has a tranquil open feeling about it which the surrounding elements complement the settings.The Apartment has a large heated communal swimming pool and jacuzzi. 1 Extra length King size beds and 1 extra length Q …see more

from $140 / night

$978 - $1156 / week

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from $140 / night

18

Constantia Vacation villa rental

Cape Town / Constantia

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 13 mi
  • Swimming pool
  • Child friendly
Beautiful mountain views, a short drive to shopping, restaurants, Waterfront and City Centre, peaceful and tranquil, spacious private house and location. A Caribbean-style breakfast deck and dining area as well as lounge have stunning views and overlook luscious …see more

from $1084 / night

$7586 - $15524 / week

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from $1084 / night

6

Constantia Vacation guest house rental

Cape Town / Constantia

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Ask about children
  • Private garden
Set in the Constantia wine lands, this property offers two units, a Holiday home and a one-bedroom Chalet. The one bedroom chalet is set at the top of the property and boasts modern fixtures. A one bedroom queen bed with a large en suite bathroom with shower, dual van …see more

from $80 / night

$555 / week

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from $80 / night

(1) Excellent 

14

Vacation cottage with shared pool in Constantia

Cape Town / Constantia

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden
The Cottage has two ensuite bedrooms. Open plan, new fully equipped kitchen, dining room and lounge with sliding doors opening onto a fully furnished patio and private garden with magnificent views of the Constantiaberg Mountains. Secure parking, plus a second patio lea …see more

from $100 / night

$700 - $1050 / week

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from $100 / night

9

Vacation cottage with golf nearby in Constantia

Cape Town / Constantia

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Private garden
Rivrside Cottages is located in a leafy suburbs of Constantia (in the Southern Suburbs of Cape Town) - right opposite a green belt where you can simply have a stroll in the wood along the river or drive around nearby for some local attractions such as Kirstenbosch Botan …see more

from $100 / night

$668 / week

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from $100 / night

24

Vacation villa in Constantia

Cape Town / Constantia

5 10 5 nights min

  • 5 bedrooms
  • Sleeps 10
  • 5 nights min
  • Child friendly
Bella Constantia is a 5 bedroom holiday home situated in Constantia, the upmarket residential area. It is nestled in the heart of Constantia's rich heritage and luscious wine valleys, a close walk away from five of South Africa's top wine estates, a minut …see more

from $656 / night

$4589 / week

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from $656 / night

13

Vacation villa rental

Cape Town / Constantia

5 10 14 nights min

  • 5 bedrooms
  • Sleeps 10
  • 14 nights min
  • Child friendly
JULIA CONSTANTIA is a comfortable house in Upper Constantia in the 'Avenues'. It is a leafy area in Constantia with beautiful walks and serene evenings on the terrace. Close to all the conveniences for your holiday, it provides an ideal holiday in a tran …see more

from $772 / night

$5398 / week

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from $772 / night

(1) Excellent 

28

Vacation home rental

Cape Town / Constantia

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Cherry Lane is a perfect, immaculate Constantia family home, wanting for nothing. A wonderful flow from the modern open plan living area to the sunny patio with breathtaking garden and mountain views. This home is located only a few minutes from the Constantia wineries …see more

from $353 / night

$2470 / week

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from $353 / night

24

Vacation villa in Constantia

Cape Town / Constantia

6 12 14 nights min

  • 6 bedrooms
  • Sleeps 12
  • 14 nights min
  • Child friendly
Constantia Lookout is a 6 bedroom holiday villa situated in Constantia, the up market residential area associated with a number of world class wine estates in Cape Town and the beautiful Kirstenbosch Gardens. The house is on the mountain side at the top …see more

from $1427 / night

$9986 / week

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from $1427 / night

(9) Excellent 

29

Constantia Vacation home rental

Cape Town / Constantia

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 15 mi
  • Swimming pool
Potters Place is simply a unique setting with breath-taking views. Potters Place is not a residence but a professionally run holiday rental home. It's a Cape Vernacular style home set in a private farm like garden. Although you are in the heart of Cape Town, seconds f …see more

from $158 / night

$1103 / week

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from $158 / night

20

Vacation studio in Constantia

Cape Town / Constantia

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Nearest beach 15 mi
  • Child friendly
  • Car not necessary
Constantia, Cape Town VERY IMPORTANT INFORMATION: PLEASE CHECK WITH OWNER FOR AVAILABILITY "BEFORE BOOKING". Enjoy your stay Welcome to Navona Cottage – a four star quality hidden treasure in the heart of Constantia, Cape Town's prestigious leafy suburb. A stay at Na …see more

from $57 / night

$398 / week

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from $57 / night

13

Vacation villa with shared pool in Constantia

Cape Town / Constantia

6 14 7 nights min

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min
  • Nearest beach 9 mi
  • Swimming pool
  • Child friendly
Sunny, spacious and beautifully furnished Villa, this self-catering Villa house is located in a beautiful Art Deco Villa house in the heart of Bishop Court - Most famous, Quit, luxury and quit suburb of Cape Town. Close to Cavendish Square Shopping Center, in an idea …see more

from $920 / night

$7409 / week

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from $920 / night

15

Vacation apartment rental

Cape Town / Constantia

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
This studio apartment is perfect if you want to attend a sports event at Newlands or if you are ready for a break away to the Mother City. Queen size bed and modern sleeper couch allows for 4 guests to enjoy this little gem close to great restaurants and the V&A Waterf …see more

from $63 / night

$441 / week

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from $63 / night

35

Constantia Vacation home rental

Cape Town / Constantia

5 11 2 nights min

  • 5 bedrooms
  • Sleeps 11
  • 2 nights min
  • Nearest beach 11 mi
  • Swimming pool
  • Child friendly
The Agapanthus and the little Guinea Fowl are part of a stunning 2 acres property, located in the select upper Constantia, at the foot of the eastern slopes of Table Mountain. The property is opposite to the Cecelia Forest, less than 2km away from the world famous Kirst …see more

from $446 / night

$3120 / week

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from $446 / night

19

Constantia Vacation villa rental

Cape Town / Constantia

5 10 14 nights min

  • 5 bedrooms
  • Sleeps 10
  • 14 nights min
  • Nearest beach 15 mi
  • Swimming pool
  • Child friendly
Villa Julia is a comfortable house in Upper Constantia in the ‘Avenues’. It is a leafy area in Constantia with beautiful walks and serene evenings on the terrace. Close to all the conveniences for your holiday, it provides an ideal holiday in a tranquil setting. It co …see more

from $683 / night

$4777 / week

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from $683 / night

19

Home rental in Constantia

Cape Town / Constantia

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Villa Robinson is situated in the heart of Constantia a 5 minute walk from Shops and restaurants. A 5 minute drive from the wine farms and it is an entertainers dream. With a large garden and space for kids to run, play games and swim, and for a family to entertain an …see more

from $404 / night

$2823 - $3352 / week

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from $404 / night

23

Cottage rental in Constantia

Cape Town / Constantia

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 11 mi
  • Swimming pool
  • Child friendly
The Agapanthus cottage is part of a stunning property located in the select upper Constantia, at the foot of the eastern slopes of Table Mountain. It's opposite to the Cecelia Forest, less than 2km away from the world famous Kirstenbosch Garden, 10 minutes to Hout Bay a …see more

from $134 / night

$936 / week

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from $134 / night

28

Vacation home in Constantia

Cape Town / Constantia

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
A stunning property in upper Constantia – outdoor living at its best! This well-loved family home offers spacious open-plan living leading onto a large under cover patio and sparkly pool. Whether it’s an outdoor barbeque or drink in the patio bar room, you will be sure …see more

from $504 / night

$3528 / week

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from $504 / night

24

Villa rental in Constantia with swimming pool

Cape Town / Constantia

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
If you have the perfect villa and setting in mind it can only be one villa - Cape Velvet. Set in the most exclusive enclave in Upper Constantia a 7 bedroom, 7 bathroom villa awaits you. It really is the most perfect holiday destination. The views from the villa take you …see more

from $899 / night

$6292 / week

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from $899 / night

(1)  

12

Constantia Vacation villa rental

Cape Town / Constantia

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
With contemporary décor, Constantia Oasis's self-catering units will provide you with a furnished patio, lounge and garden views. The chalet offers a kitchenette with a microwave and refrigerator, and the holiday house a private pool, billiard table, kitchen, bar and BB …see more

from $180 / night

$1260 / week

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from $180 / night

6

Guest house rental in Constantia with shared pool

Cape Town / Constantia

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly
Constantia Spring Garden Cottages, located in the lush Nova Constantia Valley, offers comfortable studio and a cottages. The property boasts a private spring that fills a 50 m2 natural spring water swimming pool, sauna and a lush garden. All the studios and cottages ar …see more

from $85 / night

$595 / week

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from $85 / night

1