Vacation rentals with a pool in Pennington

An outdoor dining area features a dark table set with plates and beverages, surrounded by white chairs. Nearby, lush greenery and trees frame the scene, and a soft sunset is visible in the background. This space offers a serene environment for meals and gatherings.

4.91 out of 5 average rating, 56 reviews

Under the Umdonis

A family, pet friendly, home with secure parking is set in an indigenous garden which allows you to enjoy a sea view and pool. Indulge in leisure time on the deck while you gaze at the intense blue of the ocean. Pennington is a charming village which offers tranquil beaches and coastal forest endowed with an abundance of wild flora and fauna. A warm friendly welcome awaits you at this quintessential south coast homestead where the ebb and flow of breakers at night lull you into a dreamless sleep

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.

4.9 out of 5 average rating, 30 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.

5 out of 5 average rating, 54 reviews

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

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.

Guest suite in Pennington

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.

4.96 out of 5 average rating, 124 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

4.73 out of 5 average rating, 11 reviews

A large communal pool is surrounded by lush greenery, including palm and other trees. The water appears clear and inviting under the sunlight. Lounge chairs are positioned nearby, with a peaceful garden visible in the background.

Cottage in Pennington

Cottage-Blue Flag Beach, Golf, Bike, Sports Club.

Experience coastal charm and relaxation at Silver Oaks. This self-catering unit, nestled in park-like gardens adjacent to a vibrant forest, has a well-equipped kitchen, outdoor braai area, & a quiet communal pool just a few steps away. Immerse yourself in nature, surrounded by wildlife and birds. Our housekeeper, Purity, keeps the house clean for your uninterrupted comfort. Explore world-class golf at Umdoni Park & Selborne nearby and a beach, just 1 km away, with a child-friendly tidal pool.

4.7 out of 5 average rating, 30 reviews

A light-filled living area features a comfortable sectional sofa adorned with floral cushions. A wall-mounted artwork is displayed above the sofa, complementing the neutral tones of the room. Large windows allow for glimpses of lush greenery and distant ocean views.

Home in Kelso

Penningtons serene seaviews for vac +Long stays

Escape the Hustle and Bustle of the city, unwind in this pet friendly,tranquil home nestled within On The Hill (Oppiekoppie) communityJust 5min drive to the main Pennington beach,Penn valley,Umdoni Golf courses and OK Village center with laundry and pharmacy,coffee shop. Scottburgh, located 10 km away, provides a wider shopping experience with W/worths food and few eateries. Guests get full access to the house,a pool, braai area, as well as a bar space for a comfortable and relaxing stay.

Guesthouse in Ifafa Beach

A wooden table is set with glasses and a candle surrounded by a natural outdoor setting. Soft lighting from the candle reflects off a scenic view of the ocean and a tranquil sunset in the background, enhancing the peaceful ambiance.

5 out of 5 average rating, 55 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

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.

4.9 out of 5 average rating, 63 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.

A serene swimming pool sits amidst a well-kept garden, surrounded by lush greenery and flowers. Soft sunlight illuminates the area during sunset, revealing partial sea views in the background. Comfortable lounge chairs are positioned nearby for relaxation.

4.82 out of 5 average rating, 78 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.

5 out of 5 average rating, 12 reviews

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

Modern KZN Beachfront Villa with Panoramic Seaview

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 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 KZN style.

A small salt-water swimming pool is framed by a spacious wooden deck. Two sun loungers are positioned nearby, offering views of the ocean waves in the distance. The balcony railing enhances the coastal ambiance, inviting relaxation by the beach.

4.97 out of 5 average rating, 32 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.

Apartment in Illovo Beach

A balcony offers a scenic view of the coastline, featuring sandy beaches and gentle waves. Lush greenery is visible below, along with residential buildings. The distant horizon showcases a cloudy sky meeting the ocean. Seating areas are arranged along the grassy space of the balcony.

4.78 out of 5 average rating, 144 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!

Popular amenities for Pennington rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An inviting infinity pool is positioned on a spacious deck, offering serene views of the beach and ocean. A comfortable lounge chair rests nearby, surrounded by lush greenery and tropical plants that enhance the natural ambiance.

Home in Bazley Beach

4.52 out of 5 average rating, 31 reviews

Lazey Bazley Beach Cottage

A spacious grass area is seen in the foreground, framed by a mix of trees and shrubs. In the background, the ocean stretches across the horizon, meeting a sandy beach under a clear blue sky.

5 out of 5 average rating, 3 reviews

Coral Beach House - a little slice of heaven.

A light and airy living space features a comfortable white sofa with decorative pillows. A rustic coffee table sits in front, surrounded by pastel-colored armchairs. Large sliding doors open to reveal a scenic ocean view, inviting natural light into the room.

Home in Umzumbe

5 out of 5 average rating, 4 reviews

Whales' Window Umzumbe

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

4.78 out of 5 average rating, 127 reviews

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 Bazley Beach

Coastal Self Catering Garden Cottage

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

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, 50 reviews

48 Cherry Lane

A wooden deck surrounds a sparkling blue pool, equipped with two sun loungers and a shaded umbrella. A circular seating area with cozy, plush cushions is complemented by a small table. Natural greenery is visible in the background, enhancing the outdoor space.

4.64 out of 5 average rating, 11 reviews

Silver Moon - Eden Rock

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.

4.41 out of 5 average rating, 49 reviews

OceanView Escape

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 Woodgrange

4.33 out of 5 average rating, 6 reviews

Marina Palms 3 Hibberdene apartment with seaviews

A bright open-plan living area is highlighted by large windows offering ocean views. Seating includes a casual lounge with a table and soft cushions. A small television is mounted on the wall, while a barbecue grill is accessible on the adjacent balcony. Natural light fills the space.

Condo in Port Shepstone

4.75 out of 5 average rating, 20 reviews

Umkhomo Place, Mangrove Beach Estate

A modern living room is presented, featuring a sleek black leather sectional sofa adorned with decorative pillows. Artistic prints are displayed on the wall above, and a round coffee table occupies the center. Natural light filters through sheer curtains, enhancing the bright atmosphere.

Your Entire Apartment

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.

4.63 out of 5 average rating, 30 reviews

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

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.

4.5 out of 5 average rating, 14 reviews

Beach Escape on the Coast at 78 Sancta Maria

An expansive view of the beach and ocean is presented, featuring vibrant blue waters gently rolling onto golden sand. Lush greenery borders the shore, and three structures are visible in the foreground, blending into the natural landscape.

4.38 out of 5 average rating, 8 reviews

Seaside Getaway

A serene beach scene captures gentle waves lapping against a stretch of soft sand, with smooth rocks lining the shore. The sun rises on the horizon, casting a warm glow over the tranquil landscape, emphasizing the calming ambiance of the coastal setting.

Condo in Scottburgh South

5 out of 5 average rating, 3 reviews

Scottburgh Family Tides

Other vacation rentals with a pool

4.83 out of 5 average rating, 86 reviews

A cozy lounge area is displayed, featuring a comfortable beige sofa and a white armchair. A wooden coffee table is positioned in front, adorned with decorative items. A large artwork with soft colors hangs on the wall, complemented by a fan and a standing lamp.

Apartment in Umkomaas

Ocean Tribe Cottage

A cozy open-plan living space features thatched ceilings and natural light filtering through a multi-paned window. Comfortable wicker chairs are arranged around a small table, while colorful hanging lanterns provide gentle illumination. A potted plant adds a touch of greenery to the inviting ambiance.

Cottage in Mtwalume

4.91 out of 5 average rating, 11 reviews

The Little Round House

A view of the coastline is framed by a large tree, with gentle waves visible on the horizon. Lush greenery extends along the beach, and a pathway leads towards a gate. The tranquil atmosphere is enhanced by clear skies above, inviting a sense of serenity.

Apartment in Pennington

4.62 out of 5 average rating, 46 reviews

Joe and Maria Hideout - PROTEA UNIT

A wooden deck is furnished with a simple dining table surrounded by two white chairs. Lush greenery frames the scene, and expansive sea views are visible in the distance, suggesting a serene outdoor dining experience.

Home in Mtwalume

4.75 out of 5 average rating, 44 reviews

Mtwalume Beach House , KZN , South Coast .

The lush golf course sprawls under early morning light, framed by mature trees. A serene pond reflects the green landscape, while a gently rolling fairway leads toward the distance. A single flag can be seen positioned on the pristine green, inviting guests to enjoy the golfing experience.

Villa in Pennington

4.67 out of 5 average rating, 6 reviews

Gorgeous 4 Bedroom House in Selborne Golf Estate

4.85 out of 5 average rating, 33 reviews

A wooden cottage stands elevated, surrounded by a lush garden filled with various plants, including succulents and decorative sculptures. A spacious balcony offers a vantage point for enjoying the outdoor view, while several trees provide natural shade.

Cottage in Pennington

Kelso, Pennington South Africa family home

A panoramic view showcases the expansive ocean and rolling waves, framed by lush greenery. A stone fire pit sits on a paved area, surrounded by well-maintained grass and landscaped borders. The clear sky enhances the tranquil atmosphere of the outdoor space.

Townhouse

4.55 out of 5 average rating, 11 reviews

On the beach with stunning view

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.