Vacation rentals with a pool in Pringle Bay

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Top-rated rentals with a pool in Pringle Bay

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

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Guest favorite

A cozy poolside area features two sun loungers with blue striped cushions, positioned near a rectangular pool. Lush greenery and decorative pottery enhance the space, while a shaded umbrella provides a comfortable retreat. A textured, wooden deck completes the inviting setting.

Apartment in Gordon's Bay

4.94 out of 5 average rating, 122 reviews

Harbour Studio

Kick back on a sun lounger while taking in sweeping views of False Bay from the poolside patio of this peaceful retreat. Fix breakfast in a kitchen with black granite counters and dine alfresco on a leafy deck patio. Open plan kitchen, lounge and dining area with walk through TV room and large bedroom with bathroom (shower only). 2 minutes walk from Bikini Beach, the Old Harbour, scenic walk ways, various restaurants and boutique shops Secure parking via a private road Hosts are available 24/7 via phone. Guests are left to enjoy their privacy undisturbed during their stay The home is set on a slope overlooking the Gordon’s Bay Harbour in False Bay, steps away from Bikini Beach. Take a stroll to the seaside Harbour Lights restaurant for seafood fare, then head to The Thirsty Oyster Tavern for a cocktail. Guests are advised to make use of car rental/uber for longer trips in and out of Gordon’s Bay, but may also enjoy walking or cycling exploring the village. Bicycles can be rented on main beach.

Top guest favorite

A pool is visible, featuring two striped lounge floaties resting on the water's surface. The backdrop showcases a serene view of the ocean and coastal landscape, with gentle waves lapping against the shore and clear skies above.

Guesthouse in Betty's Bay

4.98 out of 5 average rating, 143 reviews

Call list - Betty's Bay

Expect the unexpected. At Kalliste we strive to offer you a memorable experience, through carefully curated spaces, generous proportions, panoramic views & prime location. We are located on the seafront with direct access to the ocean. Designed to offer a seamless indoor-outdoor lifestyle, with use of a shared seafront pool (at main residence), a rare find in Bettys Bay. Staying in is as good as going out. The area is known for its nature walks, botanical gardens, penguins & amazing beaches

Top guest favorite

An inviting outdoor area features a swimming pool surrounded by wooden decking, with two loungers positioned nearby. Lush greenery and trees provide a natural backdrop, while a covered pergola offers shaded seating. Clear blue skies enhance the serene atmosphere of this private garden space.

Guest suite in Sir Lowry's Pass

5 out of 5 average rating, 253 reviews

Intaba Studio Tranquil Getaway w/style & character

An ideal escape, our Studio is a private, self-catering garden unit located on the mountainside on a 300 Ha farm , with a pool (shared), & beaches closeby (15 min). Off the Grid - own power supply & fresh spring water extracted high in the mountains. Panoramic views over sea and mountain landscapes , surrounded by fynbos and wild birdlife , close to Capetown (55 km), airport, (40km) shopping amenities (7km) . Unwind after a busy day and relax at your private boma or around the pool.

Top guest favorite

Villa in Simon's Town

4.89 out of 5 average rating, 227 reviews

Cape Point Mountain Getaway - Villa

A magnificent historical home surrounded by fynbos, overlooking False Bay with stunning sea views and an imposing mountain backdrop. The villa is located in a nature conservancy. It is completely off the grid: solar energy, water from a mountain stream. This place is for people who want beauty and tranquillity and a getaway experience in a 100% environmentally friendly place right on the urban edge - 8kms from Simonstown. Fully equipped open plan kitchen, exquisite bedrooms and awesome decks.

Guest favorite

A well-maintained communal pool area is featured, surrounded by lush green grass and neatly trimmed hedges. Two rectangular swimming pools can be seen, with one pool smaller and set apart from the larger one, both reflecting the clear blue sky.

Vacation home in Mereenbosch

4.86 out of 5 average rating, 124 reviews

BushBaby Cabin

BushBaby Cabin is perfect for a romantic get-away. A log cabin beautifully nestled in the milkwood forest, just 20mins from Hermanus - secluded from the busyness of life. Situated by the Botriver lagoon, with a private path for access, this hidden gem brings you to nature's doorstep. Look out for the roaming wild horses and a variety of bird-life. BushBaby is in Meerenbosch with communal pool, tennis courts and table tennis access. Ideal to catch summer sun or a warm, cozy fire in winter.

Top guest favorite

A serene outdoor area features a swimming pool bordered by natural stone. Lush greenery includes several trees, providing shade and a natural backdrop. The distant mountains create a peaceful atmosphere, enhancing the connection with nature.

Cottage in Cape Winelands District Municipality

4.99 out of 5 average rating, 103 reviews

Heidi's Barn, Franschhoek

Situated on a small holding 5km outside Franschhoek, opposite the exquisite La Motte Wine Estate, Heidi’s Barn offers the perfect self-catering base from which to explore the Winelands. A fire pit, outdoor dining area and a large swimming pool (shared with one other cottage) are perfect for summertime relaxation while an indoor wood-burning fireplace and wooden floors throughout make for a cosy winter escape. The barn runs on mains power with solar back up for load shedding.

Guest favorite

A serene pool area is surrounded by lush greenery and potted plants. The pool's tranquil water reflects the natural surroundings, while a covered outdoor space is visible in the background. The scene evokes a sense of relaxation and cohabitation with nature.

Home in Western Cape

4.88 out of 5 average rating, 293 reviews

Tranquil poolhouse in the Winelands

Relax, sip on local wines, and take in the spectacular mountain views from the poolside deck. Neighbor to award winning wine farms, situated in the pristine Banhoek Valley. 8 minutes drive to central Stellenbosch, 25 minutes to Franschhoek. Complimentary Tokara wine on arrival with cheese, local nuts and fruits. Basic breakfast supplies provided: coffee, milk, eggs, bread, yogurt, muesli, rusks, orange juice. Bathroom: Soap, shower gel, shampoo, body lotion provided.

Top guest favorite

Apartment in Spanish Farms

4.99 out of 5 average rating, 165 reviews

Luxury apartment Kandinsky with panoramic views

High-quality luxury apartment for 2 people in Somerset West, prime location. 10 m long panoramic glass front overlooking mountains and sea. The apartment has a living area with kitchen, bathroom and one bedroom. A Nespresso machine, toaster, kettle, hair dryer, towels and linens are available. Extra long king size bed and TV. Pool and outdoor area are available for shared use and sauna and jacuzzi can also be offered by arrangement.

Guest favorite

A spacious lounge area features a large navy sectional sofa adorned with cushions. A wooden coffee table is centered on a patterned rug, and two woven hanging light fixtures add texture. Large glass doors open to the outdoor space, enhancing natural light and connectivity.

Home in Pringle Bay

4.87 out of 5 average rating, 117 reviews

Seaside Sanctuary

Perfect home for re-connecting with friends and family, with a pool for the summer and fireplaces for the winter. The sand dunes are 15 meters from the house, and the beach a 3 minute walk Great for 1 or 2 families with up to 6 children, or 3 couples. Please note: not suitable for more than 6 adults. The house is set up with a well equipped kitchen, in- and outdoor braai, board/lawn games and a TV with Netflix.

Top guest favorite

Farm stay in Stellenbosch

4.97 out of 5 average rating, 421 reviews

Romantic cottage with a pool AND an open air tub!

RiverStone Cottage lies at the foot of the majestic Simonsberg mountain with panoramic views in all directions. Whether you are relaxing under vast oaks or at the plunge pool and watching the sunset turn the mountains pink or are an early bird and watching the sun rise behind cheeky, pointed Botmanskop, there are moments aplenty to ooh and aah at the majesty that surrounds this very special place.

Top guest favorite

A circular plunge pool is set within a brick surround, nestled under a leafy tree. A wooden lounge chair rests nearby, providing a peaceful vantage point of the surrounding garden and expansive views of the neighboring landscape.

Farm stay in Elgin

4.99 out of 5 average rating, 102 reviews

Best Elgin views in serene setting with pool

The Annex at Tree Tops, is a spacious and well-appointed garden annex with incredible views, adjoining the main homestead. This is the perfect couples’ retreat in which to recharge your batteries while overlooking the magnificent Elgin valley. Offering a wood-burning fireplace (free wood provided) for winter and a plunge pool for summer.

Top guest favorite

A round wooden table is set with dishes, cutlery, and colorful fruit, accented by a decorative placemat. A glass vase holds vibrant flowers, while a coffee press and cups sit ready for use. Natural light streams in, enhancing the inviting atmosphere.

Cottage in Hermanus

5 out of 5 average rating, 222 reviews

COSY Kaleidoscope cottage, near beach and trials

Welcome to freestanding Kaleidoscope Cottage, nestled among the Hibiscus trees with a private varandah overlooking a 25 m pool. It is part of Wil Ahhh - a private property that has been designed to celebrate the beach suburb Voelklip's beautiful sea and mountain landscape, and its outdoor lifestyle.