Vacation rentals with a pool in Pennington

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Pennington

Total vacation rentals
Explore 90 vacation rentals in Pennington
Nightly prices starting at
Pennington vacation rentals start at G$8,364 GYD 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 20 rentals that welcome pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wi-Fi availability
70 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

Top-rated rentals with a pool in Pennington

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

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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

4.89 out of 5 average rating, 45 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.

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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, 153 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

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Guest favorite

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

4.8 out of 5 average rating, 15 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.

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Superhost

Home in Bazley Beach

4.91 out of 5 average rating, 11 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.

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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

5.0 out of 5 average rating, 70 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!

LocationFamilyBeach

Top guest favorite

An open-plan living space is showcased with large windows allowing ample natural light. The area features a spacious dining table alongside a modern kitchen. A subtle staircase leads to additional levels, while outdoor scenery is visible through the expansive glass panels.

Guesthouse in Scottburgh

5.0 out of 5 average rating, 26 reviews

Ascott Manor

Escape to our spacious 4-bedroom holiday home in Scottsburgh, just a block from the golf course and close beach. Enjoy a fully equipped kitchen, cozy lounge, and a welcoming bar area. Relax by the sparkling pool or unwind in the lush garden. Each bedroom offers comfort with aircon, TVs, and 3 has ensuite bathrooms. The entertainment area and braai area are perfect for making memories with loved ones. Your serene coastal retreat awaits—experience the warmth and charm of this special getaway.

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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

4.9 out of 5 average rating, 41 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.

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Guest favorite

The exterior of the villa showcases two levels with a combination of brick and stucco. Large windows provide ample natural light. An outdoor seating area is set on a well-maintained lawn, surrounded by lush greenery, creating an inviting space for relaxation.

Villa in Selbourne Golf Estate

4.88 out of 5 average rating, 17 reviews

Villa G20 - Selborne Golf Estate

A holiday of luxurious tranquility awaits when you visit Villa G20. Situated in Selborne Park Golf Estate, this magnificent 4 bedroom, 3 bathroom Villa can accommodate up to 8 guests. The spacious bedrooms have double or twin beds respectively, all fully furnished, and all enjoy views of the surrounding garden. The three bathrooms - 2 en-suite and 1 sharing - each have both a bath & shower. Come and enjoy a braai at this spectacular villa with magnificent views of Selborne Golf Estate.

LocationFamilyAccuracy

Superhost

The outdoor pool features a curved shape and is surrounded by tiled decking. Lush greenery and colorful flowers frame the area, while glimpses of the ocean are visible in the background under a cloudy sky.

Home in Kelso

4.76 out of 5 average rating, 49 reviews

Pennington home for Digital Nomads in KZN S Coast

Are you a digital Nomad? Escape the Hustle and Bustle of the city and unwind in this pet friendly,tranquil long stay home nestled within On The Hill (Oppiekoppie) Just 5min drive to main Pennington beach,Penn valley,Umdoni Golf courses and OK Village 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, for comfortable and relaxing stay.

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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

4.81 out of 5 average rating, 90 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.

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Top guest favorite

The exterior of the beach house is illuminated at dusk, showcasing a swimming pool reflecting the evening sky. Spacious outdoor seating is visible, with an overhang providing shade. The house features large windows and a balcony that overlooks the pool area.

Home in Ray Nkonyeni

4.97 out of 5 average rating, 65 reviews

Sunrise on Stiebel Rocks

Come and experience the ultimate family getaway at our cozy Umzumbe beach house! Wake up to breathtaking sunrises, spend lazy days on the blue flag beach, and cool off with a swim in the pool or a soak in the jacuzzi. The entertainment area is equipped to watch rugby and BRAAI undercover Don't miss the chance to spot whales and dolphins while enjoying quality time with your loved ones. It's the perfect recipe for unforgettable memories!

LocationFamilyTV

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

4.93 out of 5 average rating, 42 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.

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