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Vacation rentals with a pool in Port Shepstone

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Port Shepstone

  • Total vacation rentals

    Explore 150 vacation rentals in Port Shepstone

  • Verified guest reviews

    Over 1,300 verified reviews to help you choose

  • Family-friendly vacation rentals

    90 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    120 of Port Shepstone vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Port Shepstone rentals

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 favorite
A bright and airy living area features comfortable seating arrangements with vibrant blue and red cushions. Natural light floods the space through glass doors, leading to a patio with views of lush greenery. A round coffee table sits at the center, enhancing the room's welcoming design.
Chalet in Southbroom
4.82 out of 5 average rating, 261 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.

Superhost
Vacation home in Port Shepstone
4.67 out of 5 average rating, 12 reviews

4 Boboyi Mangrove Beach Estate Sun-Sea-Serenity

HELLO HOLIDAY!!! Everyone needs that much needed break! Relax with the whole family at the apartment with breathtaking ocean views from the lounge, dinning area and bedroom. Captivating sunrise and sunset moments and refreshing ocean breeze. Experience the beauty of nature, sound of birds chirping, waves crashing on the ocean. Epic Tidal pool on the beach, perfect spot for fishing. Long walks along the ocean. Visit our chilled, comfortable and enjoyable apartment. HELLO HOLIDAY @ 4 Boboyi

Guest favorite
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
4.95 out of 5 average rating, 150 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

Superhost
Home in Bazley Beach
4.9 out of 5 average rating, 10 reviews

Cryers Cove|Family beach house |Pool |beach access

Cryer Cove Beach House is a peaceful escape just 100m from the beach with direct access onto the sand. Nestled in the Bazley Conservancy, it offers ocean views, unspoilt nature, and a relaxed coastal atmosphere. Sleeping up to 10 adults, the home features 5 bedrooms (including a children's room linked to the main bedroom), 4 bathrooms, spacious living areas, a private pool, braai area, and secure parking—perfect for families and groups seeking comfort, privacy, and memorable beach holidays.

Top guest favorite
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
4.92 out of 5 average rating, 37 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.

Guest favorite
Apartment in Margate
5 out of 5 average rating, 8 reviews

10 Lagoon Cabanas Ramsgate

Kick back and relax in this calm, stylish space with your partner, family or friends. 10 Lagoon Cabanas Ramsgate is located in Ramsgate a few steps from Ramsgate South Beach and 2.8 miles from Southbroom Golf Club. This beachfront property offers access to a patio and free private parking, outdoor seating is also available. This 2 bedroom apartment offers free WiFi, Flat screen TV, a washing machine and a fully equipped kitchen with an oven and microwave.Towels and Bed linen are provided.

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, 158 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.

Top guest favorite
Apartment in Ramsgate
4.98 out of 5 average rating, 50 reviews

2 sleeper - wifi inverter pool sea & backup water

Private 1st-floor apartment in our newer wing, accessed via indoor stairs. Features an open-plan bedroom (queen bed, ample cupboards) and lounge with comfy seating and Netflix. A split bathroom layout (separate toilet left, large shower right) leads to a fully equipped kitchen with an oven, gas hob, dishwasher, air-fryer and a 3-seater table overlooking the gardens. Beyond is a cozy reading nook. Includes a private rooftop braai garden, shared pool house, and full backup battery/inverter.

Guest favorite
Apartment in Uvongo Beach
4.85 out of 5 average rating, 130 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!

Superhost
Home in Port Shepstone
4.89 out of 5 average rating, 9 reviews

John's place

Perfect for families or groups, this stylish property features a main house with 5 bedrooms, a cottage with another 2 and a rondawel, so 8 bedrooms all with en-suite bathrooms. The main house has a fully equipped kitchen and the cottage a kitchenette and they both have a lounge area with a Smart TV. Enjoy outdoor living with a poolside braai area with a stunning sea view. Just a short walk away from the beach. It's your ideal getaway.

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
4.89 out of 5 average rating, 174 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.

Superhost
A panoramic view from a balcony captures the expansive Indian Ocean and sandy beach under a golden sunrise. The tranquil waves gently roll onto the shore, while lush greenery and rooftops are visible in the foreground, enhancing the serene coastal landscape.
Vacation home in Mtwalume
4.9 out of 5 average rating, 69 reviews

Beach Penthouse in Mtwalume with beach access

Exquisite, modern apartment with breathtaking Indian Ocean views, direct beach access, and secure parking. This spacious 3 bedroom home features an inverter and gas stove for power outages. Whale watch from the couch, and enjoy sunrise views from your bed. Located in a secure estate with tennis courts, trampolines, a jungle gym, and braai facilities for the ultimate beach holiday.

Popular amenities for Port Shepstone rentals with a pool