Vacation rentals with a pool in Pennington

An aerial view of a two-story house is presented, featuring a mixture of red brick and light-colored walls. The sloped roof is accented by solar panels. Surrounding greenery and outdoor seating are visible, creating a tranquil atmosphere in the backyard.

4.88 out of 5 average rating, 24 reviews

Marula Mews T17 Beautiful 3 Bedroom 3 Bath Home

3 en-suite bedrooms, two upstairs and one downstairs. All bedrooms are fully air conditioned. Open plan living area with lounge, dining area and fully equipped self-catering kitchen. Private covered patio with built-in braai facilities. Deck with private jacuzzi. Maid service included. Non-Smoking. Wifi, Full package DSTV, DVD player, Iron, Ironing Board, Hairdryer in main bedroom, Safe. Amenities on estate available for usage: Communal pool and Tennis court. Restaurant available at clubhouse.

Top guest favorite

An aerial view showcases the self-catering apartment surrounded by lush greenery and gardens. The Indian Ocean is visible in the background, with sandy beaches and coastal features stretching along the shore. The layout of the village, with roads and homes, is clearly defined.

Guest suite in Hibberdene

5 out of 5 average rating, 52 reviews

Cheers! Two-bedroom ocean view apartment Umzumbe.

Cheers is the perfect retreat for a dream holiday on the beach. Nestled in the picturesque and tranquil village of Umzumbe, this self-catering apartment with amazing sea views is only 150 metres from the warm Indian Ocean. Consisting of a main bedroom en-suite, a second bedroom and separate bathroom, and open plan kitchen, dining and lounge area, the accommodation is well appointed with all cooking and eating utensils. Please note that the closest shops and restauranants are 5km from Umzumbe.

Top guest favorite

A large swimming pool is surrounded by a tiled patio, with lounge chairs positioned nearby. Lush greenery is visible in the background, and the cottage is partially shaded by a roof structure. The clear water of the pool reflects the blue sky above.

Guest suite in Pennington

4.96 out of 5 average rating, 118 reviews

Garden Cottage on Cherry Lane with beach access

Our quaint sea-side cottage is located on Pennington’s favoured beachside Cherry Lane. Halter Cottage is positioned in a stunning expansive, mainly indigenous garden. The beach is accessed directly from the top of the garden. It is from the top of the dune that you can enjoy the sunrise, sundowners or whale watching in season Pennington is 80 kms from Durban & 600kms from Johannesburg. This friendly coastal village is warm year round & home to Umdoni Forest boasting good birds fauna & flora

Top guest favorite

A hammock is seen strung between two trees in a lush garden area, accompanied by two yellow lounge chairs. An inviting rondavel can be glimpsed in the background, surrounded by greenery, providing a peaceful outdoor retreat.

Guesthouse in Ifafa Beach

5 out of 5 average rating, 48 reviews

Stunning large rondavel overlooking the ocean

Sleep to the sound of pounding waves, nestled in a cosy, stylish rondavel. Thatch roof, warm in winter, cool in summer. Semi-outdoor, fully equipped kitchen, dining area. Shower under the stars. Perfectly suited to this sub-tropical environment. Relax in hammock in your outside private garden area. Resident host, old south coast surfer Alan, will direct you to the best local breaks! Otherwise, simply enjoy this special retreat space. Breakfast included in price. Eggs from our own chickens!

Vacation home in Mtwalume

An outdoor pool area is bordered by a white picket fence, offering an unobstructed view of the ocean. The pool is surrounded by paved tiles and complemented by green lawn space. Palm trees are visible in the backdrop, enhancing the coastal setting.

4.89 out of 5 average rating, 56 reviews

Beach Penthouse in Mtwalume with inverter

An exquisite, newly renovated, modern apartment, all to yourself, with breathtaking views and direct beach access. Equipped with an inverter and gas stove for loadshedding. This 3 bedroom home is spacious and airy and offers you one of the most magical views of the Indian Ocean. Whale watch from your couch and watch the sunrise from the comfort of your bed. Located in a secure estate with tennis courts, a jungle gym, trampolines, braai facilities, you can enjoy the ultimate beach holiday.

5 out of 5 average rating, 12 reviews

A comfortable lounge area features a dark blue sofa adorned with decorative cushions and two light armchairs. A flat-screen TV is mounted on the wall, while sliding glass doors open to a wooden deck with outdoor greenery visible beyond.

Cabin in eMkhomazi

The Family Cabin

This delightful family cabin has that ultra holiday feel with a separate bedroom and living / kitchen area for comfortable family living, working and sleeping, with a sofa couch in the lounge for two children or 1 adult. It also offers a gorgeous patio overlooking the lagoon and distant sea views. It also offers a small private garden and braai to soak up the sun. Our guests say it is value for money with our superior finishes and impressive attention to detail including SOLAR and A/C.

A vibrant sunset is captured over the ocean, with hues of orange and pink blending in the sky. Silhouetted palm trees frame the scene, while a sandy beach and gentle waves are visible in the foreground, creating a serene coastal atmosphere.

4.92 out of 5 average rating, 12 reviews

THE BEACH HOUSE Pennington

This is a true 'beach house' right on the beach! Enjoy good old family beach holidays in this charming & cosy home! It is not perfect but the location & views are what makes this house so special. You can't get closer to the sand & sea than this. Swim,surf or snorkel in front of the house. Early morning sunrises are incredible. Look out for the whales and dophins too. Close by are well known golf courses, Padel, Pickle Ball, a gym, the Ski boat club,a Mall & fantastic restaurants.

A single-story house features large glass windows that offer ample natural light. A small pool is surrounded by well-maintained grass and garden areas, creating a relaxing outdoor environment. Clear blue skies complement the home’s peaceful setting.

4.82 out of 5 average rating, 77 reviews

Sea Forever

SeaForever is a lovely and very comfortable, 3 bedroom beach house at the end of a quiet cul de sac in Pennington. It is within easy walking distance of the beach, the river and to some great fishing spots. A beautiful and peaceful garden, a large swimming pool. All areas have lovely sea views! The open plan living area, dining room, lounge, patios and kitchen create a wonderful inside outside space for entertaining - providing all one could need or want to enjoy while on holiday.

Apartment in Illovo Beach

A serene pool area is bordered by textured brick tiles, featuring several lounge chairs arranged neatly for relaxation. The water reflects the pastel colors of the sunset sky, with palm trees swaying gently in the backdrop and the resort building visible in the distance.

4.77 out of 5 average rating, 137 reviews

6 Sleeper 180’ seaview @ Illovo Beach Club

Newly renovated open plan kitchen with dishwasher, 2 in 1 washer-dryer and 2nd bathroom with bath.. This privately owned apartment is set in the well kept Suntide Illovo Sands Holiday Resort, in the beautiful Illovo Beach area. Sea views from both bedrooms, bathroom and patio and offers a quiet retreat to enjoy the beach or to enjoy resort facilities, lazing by the pool or braai areas with stunning sea views! Ant problem is completely sorted out!

A spacious sun deck surrounds a saltwater swimming pool, providing views of the ocean and beach. Comfortable sun loungers are arranged along the deck, inviting relaxation. Green grass and landscaping complement the outdoor area, with a serene coastline visible in the background.

4.96 out of 5 average rating, 27 reviews

The Whale House Beach Villa 1, Pennington

A luxury holiday apartment directly on the beach in Pennington. Beautifully decorated as a serene, ocean escape. A real gem with uninterrupted sea views and direct beach access. 3 ensuite bedrooms with sea views. Sleeps 6. Spacious light filled rooms. Wifi, Nespresso Coffee Machine, aircon. Sundecks, salt pool, garden, charcoal and gas bbq. Automated gate and plenty of safe parking, alarm and electric fence. Pet friendly.

4.72 out of 5 average rating, 47 reviews

A serene beach scene is captured, featuring soft sand that meets gentle ocean waves. The shoreline is framed by rocky outcrops, and a blanket of clouds casts a calming shade over the water. This tranquil setting emphasizes the natural beauty of the beachfront.

Apartment in Scottburgh

4 Sleeper unit on beachfront

This apartment is one of 70 cabanas in this well run complex. The complex is right on the beach and is secure and private for residents only. It is very quiet and peaceful and only +- 5 min drive to main beach and town. Great for families. The walk to the beach is about 2 mins through the complex and down the private walkway. Really a beautiful hidden gem.

The exterior view showcases a two-story, light-colored home featuring large arched windows and a satellite dish. Lush greenery and flowering plants surround the property, contributing to a serene atmosphere. The design combines modern elements with classic architecture, set against a cloudy sky.

4.97 out of 5 average rating, 65 reviews

Newly reno 'd Selborne gem + Wi-Fi + Inverter

Completely renovated 3 bedroom home in the secure Selborne GOLF Estate with lovely under cover patio and braai area, 2 and a half bathrooms, modern finishes and Telkom uncapped Fibre. It also has an Inverter for emergency power to reduce the impact of ESKOM load shedding or power outages.

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Popular amenities for Pennington rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.81 out of 5 average rating, 16 reviews

The exterior of the house is showcased, featuring a swimming pool surrounded by a spacious deck. Multiple wooden chairs are arranged for seating, and large glass doors provide access to the indoors. Lush greenery and a sunlit sky create a welcoming setting.

Home in Ezembeni

CoCotree Beach House

CelineRating, 5 stars2 weeks ago

My family enjoyed this beautiful home ✨ , the yard reminded us of a little island 🌴 . Absolutely breathtaking . You can see that the owners took time with every corner of that home . It is soo beautifully decorated 🌻. We really enjoyed the bonfire area and the swings by the bar . The host was soo friendly and responded to every question we had . Would love to be back .

A serene outdoor space showcases a clear blue pool surrounded by a tiled patio. Three sun loungers are positioned invitingly, while a spacious covered area houses a dining table and chairs. Lush greenery and a stone wall create a sense of privacy.

5 out of 5 average rating, 3 reviews

Coral Beach House - a little slice of heaven.

SueRating, 5 stars2 months ago

We had an amazing Easter long weekend. The house has everything you could possibly want, an entertainers dream! The access to the beach is a bonus and it's a blue flag beach, another big plus! We had a great weekend, thank you Sharon!

4.67 out of 5 average rating, 15 reviews

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

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.

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.

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

A serene swimming pool reflects blue skies, surrounded by lush greenery and mature trees. A wooden fence outlines the area, providing a natural boundary. The pool area offers a tranquil atmosphere, ideal for relaxation in a nature-filled setting.

4.66 out of 5 average rating, 38 reviews

South Coast Forest View

JulieRating, 5 stars2 months ago

We had such a peaceful stay. I am sure it gets busier over times but we felt so safe and relaxed.

BenRating, 5 stars2 months ago

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

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

An aerial view captures a coastal property nestled among lush greenery, with sandy beaches and rolling waves visible nearby. The home features a spacious yard surrounded by trees, and a swimming pool is situated to the side, creating a serene outdoor environment.

4.92 out of 5 average rating, 48 reviews

48 Cherry Lane

SamukelisiweRating, 5 stars11 months ago

Absolutely beautiful home. Just as the pictures described. It is such a well equipped home. At no point was there a need to even reach out to the owner as the stay was perfect! No glitches what so ever. An added bonus was the house keeping done on a daily basis. This made our stay a lot more pleasant.

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

4.62 out of 5 average rating, 21 reviews

Penningtons beautiful seaviews and serene garden

NkanyeziRating, 5 stars1 week ago

I will definitely be visiting again.

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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 stars11 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.