
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.
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Popular amenities for Wilderness rentals with a pool
House rentals with a pool

Sea View, 3 Bedroom Apartment with Ocean View
Absolutely loved our stay. Comfortable bed and pillows, amazing shower, super clean, all the amenities we needed and an incredible ocean view to wake up to. Walking distance to the beach, as well as restaurants and shops. The host takes great pride in their properties and is friendly, easy to communicate with and kind. A gem in plett that we are happy to have discovered!

1248 Oubaai, Picturesque Sea-view, Herolds Bay
Great place, large house with big separate rooms, beautiful views, lovely walking paths around the golf course and on the hiking trials. Dutton Cove great sea food restaurant nearby. Herold`s bay Beach is small drive away. Overall great value for money.

SOUTHERN RIGHT - WHALE ROCK RIDGE, PLETTENBERG BAY
This villa is something special and highly recommended! I go Plett regularly and won’t think of anywhere else to stay in the future. Thanks to Jonathan and Beauty for taking such great care of us. We thoroughly enjoyed our week and will be back.

Modern, airy waterside home with scenic views
We had a fantastic stay at Cecile’s house. It was just like the pictures, beautiful location and Cecile was so helpful. The welcome package she left us was lovely too

C&M Knysna Luxury Self Catering Home
We loved the place, just what we needed and really enjoyed the house and the view. Will definately be back in Summer.

Family Home in Victoria Bay, Garden Route
Lovely property with everything that you need. I do think that there is some maintenance needed as it was not cheap to stay there.

Albacore on Beachyhead Drive
Our stay in this beautiful house was excellent, the location is fabulous - right next to the beach. We enjoyed the fully furnished kitchen and being able to cook for a large family. Also watching the sun rise from the bed is excellent. The house is also beautifully decorated.

Sedgefield Holiday Accommodation
Our principle contact was Jonathan who couldn’t have done more for us, a superb host who lives nearby. The property is well equipped throughout and located in a safe residential area just 200m from the estuary. We spent 24 wonderful days there. One point is that internal access to the upstairs is by a rather narrow spiral staircase which might not suit all ie elderly but for others ie children a point of excitement. I would have no hesitation in highly recommending both the property and hosts as a wonderful home to relax and unwind in. We’ve only found one other to match!
Apartment rentals with a pool

Cozy two-bedroom apartment close to town and Gym.
great place, love it. nothing to complain about

Super modern luxurious 2 bedroom in secure estate
impressive and very relaxing

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!

Whalerock Sea-esta | Walk to the beach!
The place is so beautiful and neat. A 1000% as seen on the pictures. There is a pristine pool just a walking distance away. The kitchen is fully functional with everything you could possibly need. The security is top tier. A real treat for someone looking for a peaceful stay away from the city. There is also a shopping mall for groceries (Checkers) and (Dischem) a +-2 mins walking distance away

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

Blue Belle Lagoon Cottage
What a great stay!! Friendly and helpfull hosts

Shearwater Studio Apartment Sedgefield
We had a fabulous night's rest in the very comfortable bed with pristine linen. Thank you so much

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.
Quick stats about holiday rentals with a pool in Wilderness
Total rentals
190 properties
Nightly prices starting at
₹1,713 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
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- Glentana Beach
- Wilderness Beach Front
- Pinnacle Point Golf Club
- Kingswood Golf Estate
- Santos Beach Mosselbay
- Oubaai Golf Course
- George Golf Club
- Robberg Nature Reserve
- Lookout Beach
- Cango Caves
- Redberry Farm
- Adventure Land
- Reebokstrand
- Sanctuary Beach, Plettenberg Bay
- Klein-Brakrivierstrand
- Buffelsdrift Game Lodge
- Diasstrand
- Santosstrand
- Plett Puzzle Park
- Pansy Beach
- Buffalo Bay Beach