
Vacation rentals with a pool in Wilderness
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Wilderness
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Wilderness rentals with a pool
House rentals with a pool

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.

Wilderness Views - Clermont House
A very cozy place, perfect for our family with two kids. The house has everything needed for a comfortable stay. The highlight of this accommodation is the huge terrace with a breathtaking view and a refreshing breeze. You could spend the whole day there enjoying the atmosphere. Highly recommend!

C&M Knysna Luxury Self Catering Home
Beautiful. The view from the deck was just breathtaking. the ( pool) snooker table and table tennis was a winner. Swimming pool stunning is stunning. It was just too cold for swimming. The bookshelf is amazing. Much to choose from

Family Home in Victoria Bay, Garden Route
Was great stay. Easy check in and friendly house keeper. Went over and beyond to make sure we were all happy

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!

Cliff House
We had a fabulous stay at The Cliff House. Dirk was easy to communicate with, met us on arrival and showed us how everything worked. The house itself has incredible views and very well equipped with everything you need to make yourself at home. The jacuzzi overlooking the ocean, the fireplace and being able to spot whales from the balcony were all special moments for our family. The house is in a very safe area with the supermarket and centre of town an easy 10min drive away and it was a great place to base ourselves from whilst doing day trips to other parts of the garden route. The daily cleaning service meant we could fully relax and enjoy our surroundings. Thank you Dirk, it was a pleasure to stay at this wonderful property.

Thesen Island water lifestyle
The home was lovely, clean and well appointed. Lynne who envelopes us get in was punctual and friendly and communicated with us throughout. Ilsebe also checked in on us to make sure we were comfortable.

@Last Glentana Beach House
Great location right on the beach. Lovely home with everything we needed as a family of 5 with children aged 4,7 and 12. Cynthia was very attentive and helpful and kept the place spotless. Highly recommend this one!
Condo rentals with a pool

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

Lagoon View Apartment
Comfortable and peaceful accommodation situated with a stunning view of the Knysna estuary. Beautiful garden with a boma area and a pool. Spacious bedrooms and bathrooms with super comfy beds.

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

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.

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

Brenton Beach Apartment
Our family had a wonderful stay in Brenton. We didn’t want to leave this beautiful place. We loved our amazing view and peaceful surroundings. The home was clean and more than adequately kitted out. Probably the best Air BnB we have stayed in. Thank you for being an amazing host and thinking of the small touches, like the risks and milk in the fridge upon arrival. We will definitely be back.

506 On The Bay (The Herolds Bay)
We had a great stay at 506! So close to the beach, lovely amenities! Great host!
Quick stats about vacation rentals with a pool in Wilderness
Total rentals
190 properties
Nightly prices starting at
G$4,184 GYD 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 Vacation rentals
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- Glentana Beach
- Wilderness Beach Front
- Pinnacle Point Golf Club
- Kingswood Golf Estate
- Santos Beach Mosselbay
- George Golf Club
- Robberg Nature Reserve
- Oubaai Golf Course
- Lookout Beach
- Cango Caves
- Redberry Farm
- Sanctuary Beach, Plettenberg Bay
- Adventure Land
- Santosstrand
- Klein-Brakrivierstrand
- Reebokstrand
- Buffelsdrift Game Lodge
- Diasstrand
- Kanonstrand
- Plett Puzzle Park
- Buffalo Bay Beach