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Holiday rentals with a pool in Port Shepstone

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Port Shepstone

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
A spacious outdoor dining area is furnished with a large table surrounded by wooden chairs, inviting gatherings. Soft natural light filters through the nearby glass doors, leading to an interior lounge space. The terrace features tiled flooring and a relaxed tropical atmosphere.
Villa in Southbroom
4.84 out of 5 average rating, 150 reviews

San Lameer Villa 2858

San Lameer Resort and Golf Estate is a tropical paradise on the South Coast. The estate offers a variety of activities to suit anyone looking for the perfect getaway, from honeymoon couples, retired couples looking for a quiet retreat, to families with children looking for a secure holiday destination. The 18 hole championship golf course is a main attraction for avid golfers. Also a blue flag beach (400 meters from villa), mashy course, squash, tennis mountain biking & fishing & various pools.

Top guest favourite
A spacious dining area features a long wooden table with a tropical-themed bench, facing wide-open glass doors. Scenic sea views are visible beyond the table, complemented by a bright and airy atmosphere. Natural light floods the room, highlighting the inviting space.
Villa in Ramsgate
5 out of 5 average rating, 31 reviews

House on the hill ~ pool, inverter, fibre, sea

Bring the whole family to this great place with lots of room. This is the ideal holiday for a multi generational family. Fully kitted with an inverter and solar panels, as well as 3 x 5,000 litre jojo tanks filled with council water, you will never be without electricity or water. We have a beautiful swimming pool with sea views for days. Ramsgate main blue flag beach & Waffle House are just a 1km walk, taking the stone steps at the end of our street. Complimentary cleaning twice weekly.

Top guest favourite
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 Umzumbe
5 out of 5 average rating, 56 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 favourite
A spacious balcony is presented with a modern table and six chairs, providing a view of the sea. Two hammocks are visible, draped along the railing, allowing for a relaxed seating option. The gentle waves of the ocean can be seen in the background, creating a serene atmosphere.
Flat in Uvongo Beach
4.98 out of 5 average rating, 92 reviews

Tranquil, Luxury Apartment With Great Ocean view

The complex is for Families. Newly revamped. Ogwini 10 in Uvongo. 1 minute walk to the sea tidal pool and 2 min to the beach and lagoon . Few km's from Margate in the South Coast of Kwazulu Natal is a tastefully furnished maximum six sleeper top floor self catering seafront flat. There is an incredible 180° breaker sea view including the beach , tidal pool and the Uvongo pier. Direct access to Uvongo main beach and waterfall or just go fishing on the pier or from the rocks or swim in the pool

Top guest favourite
The charming exterior of the cottage is visible, featuring a welcoming entrance shaded by a porch. A well-maintained brick pathway leads to the front door, surrounded by lush greenery and decorative pots. Large windows reflect the clear blue sky, enhancing the inviting ambiance.
Guest suite in Pennington
4.96 out of 5 average rating, 126 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 favourite
A private saltwater pool is set amidst a landscaped garden, surrounded by lush greenery and palm trees. Two white chairs are positioned nearby, offering a serene view of the ocean under a partly cloudy sky.
Home in Ramsgate
5 out of 5 average rating, 22 reviews

The Shack on Marine - Beach House

• Private direct beach access • 2 king en-suite bedrooms with Egyptian cotton • Chef-designed kitchen • Daily housekeeping included • Solar power & water backup • Saltwater pool, heated jacuzzi • Pet-friendly spaces • Family & Kids friendly Step into your private paradise - right on the beach. Personally hosted by 5-star hospitality professionals, every detail is designed for your comfort. This is more than just a beach house, it’s a coastal experience designed for effortless relaxation.

Guest favourite
Two spacious bean bags are positioned on a wooden deck, overlooking the ocean at sunset. The soft colors of the sky reflect on the water, creating a tranquil scene. The gentle waves can be seen in the foreground, enhancing the coastal ambiance.
Home in Mtwalume
4.89 out of 5 average rating, 19 reviews

Modern Beachfront Villa KZN • Stunning Ocean Views

Listen to the Waves – Zen Zebra Beachfront Bliss. Wake up to 180° ocean views with golden sunrises as dolphins and whales glide by. This front row solar-powered 3-bedroom sanctuary lies just 100 m from the shore. Designed for families and friends, it features easy open-plan living, wi-fi, smart TV, braai and bar area, wheelchair-friendly access, and off-street parking. Enjoy two sparkling pools, trampoline laughs, and 24/7 security—barefoot luxury, in true Kwa-Zulu Natal South Coast style.

Top guest favourite
The entrance to the property features a secure gated access with a decorative design. Lush greenery surrounds the pathway, leading up to a well-maintained and spacious building. The clear blue sky provides a bright backdrop, enhancing the tranquil atmosphere of the setting.
Flat in Southbroom
4.98 out of 5 average rating, 150 reviews

Vervet's Crest, luxury apartment in Southbroom.

Situated in the tranquil village of Southbroom. 5 Min. walk from the beach. Cozy lounge with Smart TV and HDMI cable to play Netflix, (Using your own Loggin), Youtube, (Available), and surf the Internet. Kitchenette, Dining area, Shower, and Spacious bedroom with Super King bed and a magnificent sea view. Security with armed response. 5000 Litre JOJO tank for water backup. Inverter and Solar panels for electricity backup. Loadshedding and water shedding won't affect you. Lock-up garage.

Guest favourite
Flat in Uvongo Beach
4.85 out of 5 average rating, 125 reviews

Awesome Breaker Views - Superb Secure Apartment

Laguna La Crete is sited on the edge of the Lagoon which has a waterfall and gate access to the beach below. The flat that has recently been refurbished throughout is at ground level with spectacular sea and breaker views from the living room and main bedroom. The patio frontage has a gas braai and lounge suite that can seat 6 people. A great place to enjoy a braai with the best sea views A special and secure place that'll provide the holiday you are looking for - Enjoy!

Top guest favourite
A view of the pool area highlights a small swimming pool surrounded by a raised timber deck. Four sun loungers are positioned along the edge of the pool, with a backdrop of large glass doors that open to the indoor living space.
Home in Southbroom
4.97 out of 5 average rating, 59 reviews

The Toad Tree

The Toad Tree is set in the Jewel of the South Coast, Southbroom. With 5 spacious bedrooms, 3 of which are ensuite, Large entertainment area, Open plan Living, Al Fresco Dining options, Sun Tanning by the pool, The Toad Tree is the perfect getaway for the whole family. A mere 500m walk from The main Beach, A chip and a put up the road to the golf course, Southbroom town centre with fully stocked Convenience Spar, Various shops and eateries, what more could you ask for!?

Guest favourite
A spacious balcony is equipped with comfortable seating and bright yellow cushions, offering views of the ocean. String lights provide ambient lighting above, while a small table and grill are visible, enhancing the outdoor dining experience. The horizon glows with the warm colors of sunset.
Flat in Port Shepstone
5 out of 5 average rating, 5 reviews

Indian Ocean Paradise with Best views in KZN!

Come rest. Come stay. Come be at At 3 Umzumbe Beach Apartment, Mangrove Beach Estate. This stylish upmarket 3-bedroom, 3-bathroom unit offers breathtaking views of the KZN South Coast. Each room has its own en-suite for comfort and privacy. Beautifully furnished and fully equipped, it’s perfect for a peaceful beach escape. Enjoy sea breezes, golden sunrises, and laid-back coastal living—ideal for families or friends seeking a tranquil getaway.

Guest favourite
A cozy living area is featured with a comfortable sectional sofa adorned with decorative cushions. A wooden coffee table sits in front, accompanied by a circular wicker ottoman. Three framed botanical prints hang on the wall, and a dining area is visible in the background.
Villa in Southbroom
4.89 out of 5 average rating, 155 reviews

San Lameer - Fun in the Sun Villa 2831

This is a great break away in a secure estate suitable for families and couples. It is a safe environment for all, with access to a Blue Flag beach. There is an 18 Hole Championship golf course, 9 hole mashie course, tennis courts, bowling green, squash courts, gym and spa. There is also a great MTB Trail for the cycling enthusiasts. There is a nature trail and the heath enthusiast they can get their daily run in around the estate.

Popular amenities for Port Shepstone rentals with a pool

Quick stats about holiday rentals with a pool in Port Shepstone

  • Total holiday rentals

    Explore 150 holiday rentals in Port Shepstone

  • Verified guest reviews

    Over 1,200 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    120 of Port Shepstone holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Port Shepstone rentals

  • 4.5 Average rating

    Port Shepstone stays receive an average rating of 4.5 out of 5 from guests