Vacation rentals with a pool in Pennington

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Pennington

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

%{current} / %{total}1 / 1
Top guest favorite
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.
Home in Pennington
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

Guest favorite
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.
Home in Pennington
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.

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 Umzumbe
5 out of 5 average rating, 54 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
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, 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

Superhost
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
4.73 out of 5 average rating, 11 reviews

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.

Superhost
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
4.7 out of 5 average rating, 30 reviews

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.

Top guest favorite
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.
Guesthouse in Ifafa Beach
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!

Guest favorite
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, 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.

Superhost
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.
Home in Pennington
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.

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
5 out of 5 average rating, 12 reviews

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.

Top guest favorite
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.
Home in Pennington
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.

Guest favorite
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.
Apartment in Illovo Beach
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

Quick stats about vacation rentals with a pool in Pennington

  • Total vacation rentals

    Explore 100 vacation rentals in Pennington

  • Nightly prices starting at

    Pennington vacation rentals start at € 34 per night before taxes and fees

  • Verified guest reviews

    Over 1,130 verified reviews to help you choose

  • Family-friendly vacation rentals

    80 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Pennington vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Pennington rentals

  • 4.7 Average rating

    Pennington stays receive an average rating of 4.7 out of 5 from guests