
Holiday rentals with a pool in Wilderness
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Top-rated rentals with a pool in Wilderness
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Wilderness rentals with a pool
House rentals with a pool

Island holiday house
Beautiful family home with everything you need for a holiday. Quiet and safe neighbourhood. We loved our stay

Birdie@10 - Magnificent family home
Great family house, will definitely be back

Shibumi House
Karin’s home is really beautiful and a very special location. Lovely walks to enjoy and the views are beyond beautiful. The kids had a great time in the pool even though it was early autumn and with the pool solar heating it took the edge off. Surprisingly the kids did not complain about there being no TV. We had lots to do, games, walks, reading and exploring the area and local cafes. Worth a visit, we loved our stay!

Sanctuary House
We had a lovely stay at Sanctuary House with our 7 year old son and 80 year old mum. The house has everything you need and more. The pool deck and braai area is great and it was also great to have a fire pit outside and fire place inside too. The weather was a bit changeable during our stay so these were well used. The house is in a good location with shops nearby and easy to reach other areas in Plet. Communication with Richard during our stay was excellent. I would highly recommend this holiday house.

Baha Sanctuary House - 3 Bedroom House with Pool
We absolutely loved our stay at the Baha sanctuary house and would definitely recommend this place. The beach was 800m as described and pet friendly. We enjoyed the fireplace and enough wood to light the fireplace in the evenings. George and Denekah were very responsive when we needed to swop the gas bottle. We received excellent instructions and the property manager came through within a half an hour to ensure that all was done correctly.

Place on the Bay
Incredibly responsive host - questions were answered in a matter of seconds. Lovely facilities, with kind additions like washing powder and coffee. We had a lovely stay. Thank you.

Leisure Isle Pool House
We loved our stay at the poolhouse! Check in was easy and Tom and his colleagues were always fast to respond if we had questions. There are some restaurants and coffee shops within walking distance and the house is perfectly located near the water. We traveled with two small children and would without hesitation stay at the poolhouse again:)

Plettenberg Bay /Goose Valley Golf Estate.
It is a lovely home in a beautiful golf estate. Spacious, well equipped and tastefully furnished throughout. The sparkling pool area soon became our family favourite. Large relaxing couches ideal to spend time in the warm winter sun. Sanet (the rental agent) made us feel welcome, well informed & even assisted with our search of a particular restaurant. An impressive welcoming gift along with a personal enquiry as to our well being, from the owner. It’s a must for golfers & lovely to go for a jog / walk in the greater estate. Thank you Dawn for a memorable week!
Condo rentals with a pool

Cozy two-bedroom apartment close to town and Gym.
This was the second time we stayed at Tiffany's lovely place, always great!

Super modern luxurious 2 bedroom in secure estate
The property and the compound are well kept and looked after. We felt safe and cared for during our stay.

Lagoon View Apartment
A huge thank you to Peter and Chery! From the moment I arrived, I felt completely at home. The apartment is beautiful and has everything you need for a comfortable stay. The highlight for me was the stunning view from the balcony — both in the morning and at sunset, it was absolutely breathtaking. The place is spotless, fully equipped, and thoughtfully maintained. Nothing was missing in the kitchen or bathroom. I truly enjoyed every moment, and if I come back, I’d love to stay here again without a doubt!

Mountain and Sea View Getaway Plett
I had a great stay at this Elize and Jannie’s beautiful place. It had all I needed and more and a wonderful view out towards the lagoon and sea. Elize was super responsive, personable and provided lots of recommendations. Would highly recommend staying here!

No. 3
Lovely unit, very well and considerately stocked with milk, tea, coffee, etc. Comfiest couch ever! Highly recommended.

CASTLETON GARDEN APARTMENT in Plettenberg Bay
Great place, and great service from Allison. The apartment was clean and beautiful. Allison made our stay so comfortable, really exceeded our expectations. Would certainly be coming back.

NEW LISTING - PARADISE ON THE WATER AT COMMODORE
This place is amazing and exceptionally beautiful. Everything is within walking distance, the restaurants are great. Heather thank you by the time we got there we had all the information and more for activities places to eat and all. We enjoyed and loved our stay.

Nguni River Apartment, River Club Plettenberg Bay
We have a great stay at Jacqui's apartment. The main bedroom was very light and airy and the bed very comfy. Quiet and peaceful complex, well located to explore Plett centre on foot and other tourist attractions by car. Would happily stay again if in the area and recommend to others.
Quick stats about holiday rentals with a pool in Wilderness
Total rentals
190 properties
Nightly prices starting at
$31 AUD before taxes and fees
Total number of reviews
4.3K reviews
Family-friendly rentals
90 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Destinations to explore
- Plettenberg Bay Holiday rentals
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- Glentana Beach
- Wilderness Beach Front
- Kingswood Golf Estate
- Santos Beach Mosselbay
- Pinnacle Point Golf Club
- Robberg Nature Reserve
- Oubaai Golf Course
- George Golf Club
- Kanonstrand
- Reebokstrand
- Lookout Beach
- Adventure Land
- Sanctuary Beach, Plettenberg Bay
- Klein-Brakrivierstrand
- Diasstrand
- Redberry Farm
- Plett Puzzle Park
- Santosstrand
- Buffalo Bay Beach
- Pansy Beach
- Cango Caves