Vacation rentals with a pool in Pennington

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Popular amenities for Pennington rentals with a pool

House rentals with a pool

A serene view of the outdoor pool area is presented, featuring a clear blue pool surrounded by a tiled deck. Comfortable seating and shaded areas are visible, alongside a charming thatched roof structure in the background, with the ocean extending into the horizon.
Home in Bazley Beach
5 out of 5 average rating, 5 reviews

On the Rocks Beach House

EleanorRating, 5 stars10 months ago
We absolutely loved our stay here - wonderful (and well-equipped) house, with great hosts, and views to die for. And the whales and dolphins put on an amazing show for us from dawn to dusk!
Superhost
A spacious living area is furnished with a large brown sectional sofa, adorned with decorative pillows. Natural light floods the room through multiple large windows, and lush greenery is visible outside. Cream curtains frame the windows, adding to the room's open and inviting ambiance.
Home in Winklespruit
4.67 out of 5 average rating, 15 reviews

The Guest house Winklespruit

BelindaRating, 5 stars5 months ago
Excellent holiday home. We enjoyed the pool. There is a nice bar area by the pool so we could braai and relax. The place was spacious and very comfy. The house was clean, and when we had queries Belinda was readily available to assist. The mall is a 5 minute walk away. The area is quiet. I would definitely go back. Belinda was welcoming and friendly.
Guest favorite
An outdoor entertainment area is highlighted by a wooden dining table with chairs, set under a covered patio. A swimming pool is visible, surrounded by a paved border. A friendly dog can be seen standing near the side of the pool, adding a homely touch to the space.
Home in Kingsburgh
4.78 out of 5 average rating, 126 reviews

Coastal Self Catering Garden Cottage

PunoRating, 5 stars2 months ago
A lovely garden cottage, only 5min drive from the beach. Very peaceful and extremely clean! Loved my stay and would highly recommend it for solo travellers and couples. Thank you Oscar.
Guest favorite
A serene outdoor area showcases a swimming pool surrounded by tiled decking and sun loungers. The backdrop features a wooden structure with a roof, providing shade, against a clear blue sea and sky. Lush greenery complements the tranquil setting.
Home in Pennington
4.97 out of 5 average rating, 33 reviews

Luxury beach villa with idyllic views

AlexisRating, 5 stars5 months ago
Highly recommend- the host and agent are very responsive, helpful and accommodating. The house and views are beautiful. The linden, bedding and rooms are very comfortable and large. Lovely for 2 sets of families. The bottom level rooms match the upper level rooms layout and own lounge. Bongi works very hard while offering a lot of privacy. The kitchen is fully equipped- fans in all the rooms and game boards available. There is a lot of steps to the front door if you are with any elder family. Short walk to the beach. Thank you to all
Superhost
The exterior of the guest house is showcased, featuring a swimming pool surrounded by a tiled patio and lush green grass. Palm trees provide a tropical touch, while colorful flowers add visual interest. A covered seating area can be seen to the left, complementing the overall setting.
Home in Hibberdene

Umzumbe house

BenRating, 5 stars2 months ago
This place deserves more then 5 stars. I booked Peter's place for a weekend away whilst visiting my family in SA. The house is fantastic, amazing view, great pool and braai area and great rooms. So perfect for a weekend away. Nicolene was amazing in communicating and super helpful. We had an amazing weekends with family, dogs and toddler. Thank you so much
A spacious villa is presented from the outdoor deck, showcasing a two-story structure with large windows and balconies. A swimming pool is visible in the backyard, surrounded by landscaped greenery and wooden decking. Sun loungers are arranged for relaxation.
Home in Pennington
4.76 out of 5 average rating, 21 reviews

Pennington Pearl

AmithRating, 5 stars3 weeks ago
Absolutely beautiful place. Quiet, peaceful and have it's own private entrace to the beach. very serene and clean! Safe and we thoroughly enjoyed the place.
Top guest favorite
A light-filled sleeping area features a spacious bed with folded towels and a striped blanket. A large sliding door opens to a patio with a dining table and chairs, framed by views of the garden and the sea beyond.
Home in Pennington
5 out of 5 average rating, 7 reviews

Tranquility Beach House

JessicaRating, 5 stars1 week ago
A fantastic holiday home. The undercover braai area and blinds allowed us to enjoy family meals outside even when it was windy. I watched the sunrise every morning from the patio or the most comfortable chair in the world! The firm pillows were fantastic, as were the warm blankets. Although access to the beach was a bit difficult for my young boys, it would have been fine for older kids. We had a wonderful time and would definitely recommend Tranquility for a family holiday!
The outdoor pool features a curved shape and is surrounded by tiled decking. Lush greenery and colorful flowers frame the area, while glimpses of the ocean are visible in the background under a cloudy sky.
Home in Kelso
4.56 out of 5 average rating, 18 reviews

Penningtons beautiful seaviews and serene garden

AneleRating, 5 stars1 month ago
Firstly, the host is very responsive. communication was great from the very beginning. We were welcomed into the house and shown around. Very friendly and polite staff. We had a maintenance issue and the host was very empathetic and quick to send assistance. Highly impressed by the cleanliness and how spacious the house and yard is. Enjoyed the pool a lot :) Would definitely book the house again. The whole group was very happy and enjoyed our stay. Thank you Nosisi :)

Condo rentals with a pool

An expansive view of the ocean stretches across the horizon, with gentle waves lapping against a sandy beach. Lush greenery and tropical plants are visible in the foreground, complemented by a wooden fence that borders the property. The sky is bright and partly cloudy.
Condo in Winklespruit
4.4 out of 5 average rating, 48 reviews

OceanView Escape

BonganiRating, 5 stars10 months ago
Beautiful and well maintained place. Very clean, well put together and free from clutter. We loved every minute of our stay.
A whale's tail is prominently visible as it dives into the ocean, sending up sprays of water. Nearby, other whales can be seen surfacing, creating gentle ripples in the calm sea. The clear blue sky is reflected in the water, offering a serene maritime scene.
Condo in Hibberdene
4.33 out of 5 average rating, 6 reviews

Marina Palms 3 Hibberdene apartment with seaviews

ChantelRating, 5 stars1 month ago
Thank you Cynthia for hosting us,we had a wonderful family vacation.
Stunning ocean views are seen through large windows that fill the space with natural light. The interior features comfortable sleeping arrangements, with beds adorned in blue and patterned bedding. Shared amenities like a pool and garden are visible from the vantage point of this inviting condominium.
Condo in Doonside
4.67 out of 5 average rating, 6 reviews

Holiday @ the Beach - Sapphire Coast

JoelRating, 5 stars5 months ago
Absolutely stunning place to be! The description of the place is an understatement of the beauty, comfort, cleanliness and amenities on offer at an affordable price. Ismaeel communicated proactively and made our stay very comfortable and enjoyable. Will definitely recommend this place and would love to return.
A clear blue swimming pool is framed by a manicured lawn and tropical plants, offering a refreshing outdoor space. White stone tables and benches are set nearby, providing spots for relaxation and socializing. Sunlight dapples the area, creating a serene atmosphere.
Condo in Port Shepstone
4.75 out of 5 average rating, 20 reviews

Umkhomo Place, Mangrove Beach Estate

FrankRating, 5 stars11 months ago
What a great experience. If you're an early riser who enjoys a good sunrise, set your alarm clock and make your way out of bed to the balcony. I promise it's worth it. Among the best sunrises I've watched and filmed! AND, an absolute bonus on our final early morning on the balcony... Dolphins surfing in the waves, whales coming up for air, and even potential shark breaches in the background! Plus I must mention the wealth of nature sounds and bird life in view. Between Jared and Erika, they did a great job hosting us. Definitely visiting again in the near future.
An aerial view captures the expansive coastline featuring sandy beaches and gentle waves. The image includes a river mouth merging with the ocean and a tidal pool set against the rocky shore, surrounded by lush greenery and distant buildings.
Condo in Margate
4.93 out of 5 average rating, 14 reviews

Shelly Beach Apartment - walking distance to beach

PhilipRating, 5 stars5 months ago
Our family of five had an amazing stay! The unit was clean, spacious, and thoughtfully equipped, making it feel like a true home away from home. The beds were incredibly comfortable, and the amenities provided everything we needed for a relaxing getaway. The unit was close to shopping centers for convenience and just a short walk from the beach. It was the ideal base for a family holiday. We highly recommend this property and would love to stay here again!
A scenic view captures the tranquil ocean and river meeting the shore at sunrise. Lush green foliage and palm trees frame the foreground, while the calm water reflects soft hues of orange and pink in the sky. The beach stretches in the distance, inviting exploration.
Condo in Winklespruit
4.63 out of 5 average rating, 30 reviews

Ocean's 25-Sea view, Direct Access to Beach

SimonRating, 5 stars14 months ago
Spacious. walking distance to the beach. very clean. quite. nice view of the ocean from the balcony.
A spacious balcony offers unobstructed views of the coastline, showcasing gentle waves lapping the shore. Lush greenery lines the beach, with a clear sky transitioning to sunset hues. Outdoor furniture is positioned for guests to relax while enjoying the scenic landscape.
Condo in Winklespruit
4.5 out of 5 average rating, 14 reviews

Beach Escape on the Coast at 78 Sancta Maria

JonathanRating, 5 stars14 months ago
Our hosts went out of their way to ensure we were sorted. The unit we rented was neat and clean. The view on its own was worth the money.
A sprawling sandy beach stretches along the coastline, meeting the gentle waves of the ocean. The horizon is marked by a clear blue sky dotted with wispy clouds. A few figures can be seen strolling along the shore, adding life to the serene landscape.
Condo in Doonside
4.75 out of 5 average rating, 8 reviews

Apartment on doonside Beach.

LucriciaRating, 5 stars2 months ago
John was a great host. His place was clean and peaceful. The pictures don’t do this places justice, the views here are amazing. When you have breakfast you can see the whole coastline. Check in was amazing, Reita the caretaker kept in contact, we had to check in late because of a big accident on the N3 and she waited up for us which was truly amazing. The kids enjoyed the amenities and shops are really close by. If you looking for a family getaway this is definitely the place to come.

Quick stats about vacation rentals with a pool in Pennington

  • Total rentals

    100 properties

  • Nightly prices starting at

    ﺩ.ﺇ147 before taxes and fees

  • Total number of reviews

    1K reviews

  • Family-friendly rentals

    80 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

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