Vacation rentals with a pool in Port Shepstone

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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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Top guest favorite

A large swimming pool is surrounded by a lush tropical garden, featuring vibrant plants and trees. The pool area includes a paved patio with ample space for relaxation. Sunlight reflects off the clear water, creating a serene atmosphere in the outdoor setting.

Guest suite in Margate

4.92 out of 5 average rating, 197 reviews

Self catering holiday cottage at private home

Cottage under our house with a small kitchen bedroom and bathroom. It is a self catering unit with bar fridge, micro wave oven and 2 plate stove with oven and kitchen cutlery and utensils. We have 2 small dogs a Yorkie and Jack Russell. There is a braai facility and a large swimming pool. Tv and wifi available. House is surrounded by a beautiful tropical garden and is quiet and peaceful. We are about 1000 metres from nearest beach. Open parking facility available. Infants and children allowed.

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Chalet in Southbroom

4.82 out of 5 average rating, 228 reviews

San Lameer Villa 2821

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 favorite

A swimming pool with a clear blue surface is set within a landscaped garden. Palm trees and lush greenery surround the area, offering a serene view of the ocean in the distance. Clear skies create a bright and inviting outdoor space.

Villa in Ramsgate

5 out of 5 average rating, 28 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 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, 53 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, 122 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

Guest favorite

An infinity pool extends across the wooden deck, offering views of lush greenery and the distant ocean. Surrounding palm and bush vegetation enhances the serene outdoor space, while a clear blue sky overhead adds to the tranquil setting.

Home in Southbroom

5 out of 5 average rating, 11 reviews

Beach house, modern, spacious!

Make some memories at this unique and family-friendly place. Kick back and relax in this calm, stylish space, which is close to the beach, next to a golf course and a short walk to tennis courts. Relax on the deck with a sundowner, make use of the gas bbq, or swim in the infinity pool. Explore 3 acres of indigenous garden with a river front, see bush buck, monkeys and wild life and birdlife. Make use of the local Italian restaurant or simply unwind. This house has full solar and water tank.

Top guest favorite

An aerial view of the property showcases a private saltwater pool surrounded by lush greenery. A jacuzzi is positioned nearby, with a wooden deck extending across the garden. The house features outdoor areas that invite relaxation, with neighboring homes visible in the background.

Home in Margate

5 out of 5 average rating, 18 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.

Top guest favorite

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.

Apartment in Southbroom

4.98 out of 5 average rating, 147 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 favorite

A serene view of the ocean is framed by palm trees and lush greenery. The vibrant blue sky meets the horizon, with waves gently breaking on the shore. The peaceful landscape offers a glimpse of nature's beauty from an outdoor seating area.

Apartment in Uvongo

4.85 out of 5 average rating, 120 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 favorite

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

4.96 out of 5 average rating, 53 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 favorite

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

4.88 out of 5 average rating, 147 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.

Top guest favorite

A spacious deck features four wooden lounge chairs facing the ocean, offering unobstructed sea views. A swimming pool is visible in the background, surrounded by lush greenery. The serene landscape includes gentle waves and a clear sky.

Cottage in Southbroom

4.98 out of 5 average rating, 41 reviews

Water's Edge

A beautiful, comfortable cottage with unobstructed sea views and its own private access to the beach. Ideal to spend time away with family and friends. The property boasts a swimming pool and braai facilities set in a beautiful tropical garden. The large, covered patio is perfect for relaxing or entertaining. The cottage has an inverter and battery back-up power as well as water storage tanks.