Holiday rentals with a pool in Hermanus

A small balcony features a round table with a yellow mug and a jar. Two wooden chairs are nearby, and a blanket is draped over one. The scene includes a view of the sea through a wide opening, enhancing the relaxing atmosphere.

4.95 out of 5 average rating, 555 reviews

Westcliff Balcony Room

Welcome to this serene and spacious upstairs apartment - with a pool on the one side and a balcony with amazing sea view on the other side. The room itself is warm, cosy and arty. There is plenty of storage, places to sit and relax, access to the pool and safe off street parking. What I love about the room is the feeling you get when you're there... it seems to say 'you're on holiday.. relaaaaxx'. Other 2 apts on the property: /h/westcliff-pool-room-hermanus /h/westcliff-garden-room-hermanus

ValueLocationSleep quality

4.99 out of 5 average rating, 268 reviews

The garden cottage is framed by neatly manicured greenery, with a sparkling swimming pool in the foreground. Sun loungers and an umbrella provide shaded seating. Large glass doors open to a spacious patio area, enhancing the connection between indoor and outdoor living.

Guesthouse in Hermanus

Cottage on Fir Hermanus

Superb non-smoking garden cottage at the back of the main house. It sleeps 4 guests in two very luxurious en-suite double bedrooms (Air conditioned) with spacious TV- lounge and small kitchenette. (Well equipped). Expect good quality linen and fluffy towels and unexpected little luxuries. A sparkling pool, free parking and Fibre Wi-Fi on the premises. Guests can enjoy the garden and pool at leisure. It is completely separate and private as only one other person resides in the main house.

LocationValueComfort

4.87 out of 5 average rating, 108 reviews

The coastal cottage is present at night, with warm light glowing from its windows. A pergola extends over the entrance, and the inviting pool reflects the surroundings. Lush greenery and potted plants frame the scene, contributing to a tranquil outdoor atmosphere.

Cottage in Hermanus

Eastcliff cottage with pool, garden & solar power.

With a private garden and pool, this coastal cottage was dreamed into existence as a laid-back vacation getaway. We kept the simplicity of its original character, adding the modern conveniences that are expected for comfort now, including solar power. Discover this charming cottage filled with quirky vintage rustic finds. One of the original seaside cottages in conveniently central Eastcliff, it's only a short stroll to the cliff path, town, and sea- you can hear the nearby waves crashing!

LocationFamilyPool

4.94 out of 5 average rating, 143 reviews

The villa is situated on a hillside surrounded by lush greenery, offering expansive ocean views. Its architectural design features a thatched roof and spacious deck area, which includes a private pool. The surrounding landscape creates a serene coastal atmosphere.

Home in De Kelders

Oceanfront Villa 4br/4ba pool wifi, solar power

Whale Huys is a Self-catering, direct oceanfront villa with panoramic views of Walker Bay and the Klein Rivier Mountains. Perfect for a relaxing holiday away, just 2 hours from Cape Town. With its stunning views and just the sounds of nature, Whale Huys seems far removed from the busy hustle and bustle of our daily lives. but is close to the wineries and renowned country restaurants the area is famous for. Outdoor and cultural activities abound. Just 5 min. from Gansbaai for shopping.

LocationValueParking

A charming house is viewed from an inviting garden filled with vibrant flowers. A covered verandah, furnished for relaxation, extends along the front. Lush green grass surrounds the property, enhancing its tranquil outdoor appeal, while the distant hills provide a serene backdrop.

4.88 out of 5 average rating, 201 reviews

Veranda House

A charming verandah equipped with dining and lounge furniture gives this house its name. The 3 bedroomed house contains a lounge, fully equipped kitchen, dining room and two full bathrooms, (one ensuite). One bedroom and bathroom is accessed from the covered Veranda and has easy access into the house through a door a few steps away. Out on the back stoep (porch) you’ll find your barbecue facilities under the Huilboerboon tree. The stoep area has an additional toilet and washbasin.

LocationFamilyBeach

A dining area is positioned beside expansive glass windows, offering direct views of rocky coastal scenery and distant mountains. A modern table set with fresh fruit enhances the inviting atmosphere, while sunlight brightens the open space.

4.88 out of 5 average rating, 143 reviews

Ocean Rhythm Hermanus Premier sea-front apartment

It has a prime position in Hermanus at the waters edge, with uninterrupted panoramic view of Walker Bay through its floor to ceiling frameless windows. This allows fantastic whale watching opportunity in season. It is opposite a Spar store, and a 18 hole golf course. It has been newly designed and renovated by John Greenfield FRSA and had high end finishes and equipment. This is set within its own beautiful gardens, with leisure area. A new heated pool will be built in 2026

FamilyLocationHeating

A person with long hair stands barefoot on a wooden deck beside a turquoise pool, holding a glass of wine. Striped towels and a hat are hung on the wall, enhancing the relaxed ambiance.

4.9 out of 5 average rating, 135 reviews

5 Bed Beach Bungalow w/ pool, fire-pit & solar

✨ Winter Weekender Special 👇🏼✨ This 5 bedroom, 5 en-suite bathroom beach bungalow provides the ideal setting for a relaxed vacation at the majestic Hermanus coast. While away the hours pool-side, or enjoy the mountain glow at sun-set around the fire-pit with loved ones. Just a short walk to the beach, The Bungalow is what holiday dreams are made of. Enjoy the fire-place & local wine-farms in the winter or enjoy the outdoor chill areas in the summer-time. Solar-powered ☀️

LocationValueBathroom

Guest suite in Overstrand Local Municipality

A spacious outdoor area features a swimming pool surrounded by sunloungers and umbrellas. The stylish two-story cottage is framed by a backdrop of rugged mountains and lush greenery, creating a serene outdoor atmosphere for relaxation.

PROTEA Loft Cottage @ Grotto Beach

Protea Loft Cottage nestles under the branches of an old tree. Protea is the top unit of two cottages in a large garden. An airy open plan space, stylishly decorated with your comfort in mind. Open the sliding doors, sit back onto the comfy couch, and look out over the garden and swimming pool. My place is close to mountain contour paths, cliff paths, and beaches. You’ll love my place because it is peaceful, comfortable, has a beautiful sea view and is safe.

LocationValueGetting around

4.9 out of 5 average rating, 120 reviews

A balcony is visible, featuring two wooden chairs facing the ocean. The view highlights expansive blue water and distant landforms, with a clear sky above. The glass door allows natural light to create a bright and open atmosphere within the apartment.

4.86 out of 5 average rating, 105 reviews

Little Blue Gem

Come and unwind in the modern conveniences of this stunning apartment. Open the curtains and enjoy the breathtaking view of the ocean. The apartment is superb with all the comforts like Dstv, Wifi, washing machine, coffee machine and dishwasher. The apartment is situated in the beautiful secured Whale Rock Estate. The estate offers a communal swimming pool, clubhouse, barbeque facilities and squash court. The estate has 24 hr security.

LocationValueHiking

A spacious living area features a large flat-screen television on a wooden console. A cozy brown ottoman complements the room. Floor-to-ceiling glass doors provide a view of the ocean, while a small outdoor table is seen on the balcony. Soft natural light filters through the curtains.

4.89 out of 5 average rating, 137 reviews

Sea view apartment in Whale Rock Estate Hermanus.

2 Bedroom Self Catering luxury apartment on the top floor. Overlooks Walker Bay with wonderful whale sightings and constant sound of the sea. Situated 3 km from central town in a quiet cul-de-sac seafront complex with 24 hour onsite security. Two days stay minimum. Sleep max 4 people. No animals allowed. Property Facilities: Estate communal area with BBQ facilities, swimming pool and squash court. Safe Free undercover parking.

LocationFamilyHospitality

An expansive wooden deck offers sweeping views of the coastline and mountains. Lounge chairs and a small table create a space for relaxation, complemented by clear balcony railings that enhance the panoramic scenery. The early morning light casts a serene ambiance over the area.

4.91 out of 5 average rating, 137 reviews

*Central - Whale Watching Paradise -Self check in*

In the Central hub of Hermanus opposite the old harbor, close to all activities & amenities, the local market, restaurants & shops all in walking distance, this apartment's location is key! Free parking space, art galleries, whale museum and the whale coast walking path boast all views for whale watching, convenience is right at your doorstep. Wi-Fi, Netflix and many more offers this stunning spacious apartment offers!!

ValueFamilyIndoor spaces

4.89 out of 5 average rating, 226 reviews

Cliff Path Cottage

A charming open-plan cottage, nestled near the cliff path and whale-watching lookouts of Hermanus. The freestanding Cottage is situated at the back of a permanent private residence with its own entrance. There is a cosy living area and comfortable seating. It's the perfect spot to unwind after a day of exploring. Adjacent to the living area, you'll find a well-equipped kitchen. No need to worry about loadshedding.

FamilyLocationCondition

Popular amenities for Hermanus rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.9 out of 5 average rating, 105 reviews

A modern two-story home features large glass doors that open to an outdoor entertaining area. A heated swimming pool glimmers beside a wooden deck with lounge chairs, while a fire pit adds warmth against the backdrop of a colorful sunset.

Home in Onrus

Luxurious comfortable 4 bedroom beach house

ValueFamilyAccuracy

4.74 out of 5 average rating, 158 reviews

Stylish Cozy Cottage in Voelklip ( 2 to 6 people)

ValueLocationDecor

An open-plan kitchen and dining area features high ceilings with exposed beams and tasteful light fixtures. Blue cabinetry complements the white kitchen island and cabinetry, while wooden flooring adds warmth. A dining table sits center stage, surrounded by chairs, creating an inviting space for gatherings.

4.96 out of 5 average rating, 107 reviews

Andante

ValueFamilyLong stay

4.8 out of 5 average rating, 125 reviews

A covered deck area features three lounge chairs arranged on a wooden floor. A stone braai unit is visible in the background, offering a space for outdoor cooking. A large window allows natural light to fill the area.

Home in De Kelders

The Beach House

LocationFamilyKitchen

Luxe

5.0 out of 5 average rating, 7 reviews

Two Horizons - fully serviced luxury home

LocationFamilyHot tub

5.0 out of 5 average rating, 28 reviews

Seabreeze Retreat

LocationFamilyDecor

The charming outdoor area features a swimming pool with black and white striped float loungers. A spacious dining table is set under soft lighting, surrounded by comfortable seating. Large glass doors frame the indoor living space, welcoming the serene ambiance of the evening.

4.98 out of 5 average rating, 92 reviews

Stunning Westcliff Hermanus Home

LocationFamilyOutdoor spaces

A scenic view of the ocean is captured from the property, showcasing rocky shores and gentle waves. Lush greenery lines the coastal road, while neighboring buildings reflect a calm coastal charm. The clear blue sky enhances the serene atmosphere of this coastal location.

5.0 out of 5 average rating, 11 reviews

Wavesong Haven on cliff paths

LocationPoolComfort

Condo rentals with a pool

A cozy studio apartment interior is visible, featuring a spacious bed beside a round table. Light enters through glass doors leading to an enclosed balcony with a small green plant and a pink chair. The decor includes a decorative vase, adding a modern touch.

4.94 out of 5 average rating, 36 reviews

Hermanus Waterfront Apartment No.20

ValueLocationDecor

Condo in Overstrand Local Municipality

A private outdoor area features a rectangular pool surrounded by a wooden deck. Two sun loungers offer relaxation near an umbrella, and a grill is positioned nearby under a covered area. Lush greenery adds a natural touch to the serene setting.

Sunbird 1

LocationFamilyBeach

4.8 out of 5 average rating, 5 reviews

A cozy living area is highlighted by a comfortable sofa adorned with decorative cushions. A wooden coffee table with two fabric-covered storage ottomans sits in the center. Natural light fills the space through large glass doors, complemented by flowing curtains and framed mirrors on the wall.

Condo in Overstrand Local Municipality

Ocean Whisper

ValueLocationCheck-in

4.33 out of 5 average rating, 39 reviews

An outdoor deck area features wooden seating with soft cushions and a central coffee table. Surrounding greenery provides a natural backdrop, while a sunshade offers protection from direct sunlight.

Condo in Overstrand Local Municipality

Family Apartment 6

A spacious kitchenette area is furnished with modern appliances, including a washing machine. Two comfortable chairs are positioned next to a coffee table, and a television is mounted on the wall. Natural light enters through large windows, enhancing the bright and functional space.

Condo in Onrus

Hillside Hideaways - With Pool

LocationWalkabilityDecor

4.33 out of 5 average rating, 3 reviews

A bright living area features a couch adorned with colorful cushions alongside two armchairs. A light blue coffee table sits in the center, while large windows allow natural light to fill the space, providing views of a patio with outdoor seating.

4.88 out of 5 average rating, 144 reviews

The Yacht, Pat's Place Hermanus

ValueFamilyAccuracy

An elevated view showcases a table set with wine glasses and fruit, overlooking the ocean. The vibrant blue water contrasts with lush greenery. A shoreline stretches in the background, framed by charming coastal homes beneath a clear sky.

4.87 out of 5 average rating, 47 reviews

25 Whale Rock Estate

LocationFamilyCondition

Waves gently roll and break along a coastal shoreline, with the deep blue sea contrasting against white foam. Nearby homes are visible, showcasing sloped roofs and well-maintained gardens, providing a peaceful setting with a clear sky above.

4.81 out of 5 average rating, 37 reviews

24 Whale Rock Estate, Westcliff, Hermanus

LocationOutdoor spacesAccess

Other holiday rentals with a pool

4.96 out of 5 average rating, 159 reviews

Cottage in Hermanus

Beautiful 120m² Cottage with Private Pool & Braai

LocationValueTV

4.98 out of 5 average rating, 131 reviews

A secluded garden area features a small white metal table and chair set, surrounded by lush greenery and flowerbeds. Stone pathways lead through the garden, with potted plants adding a touch of nature to the serene space. A wall of foliage provides privacy.

Guesthouse in Hermanus

Alannah's

LocationFamilyWalkability

Cabin in Overstrand Local Municipality

Flamingo Lake Cabin near Hermanus & Beaches

ValueFamilyDecor

4.92 out of 5 average rating, 209 reviews

A spacious living area is adorned with a combination of modern furnishings, including a large sectional sofa and armchair. A wall-mounted television and an indoor fireplace are present. Light filters in through multiple windows, and views of the ocean can be seen in the background.

4.93 out of 5 average rating, 27 reviews

Ocean Penthouse Apartment, Hermanus Waterfront

LocationFamilyCleanliness

5.0 out of 5 average rating, 6 reviews

LUX 5star Ocean Frnt Cliff Path Whale Watch PoolAC

FamilyLocationView

A modern swimming pool reflects the clear blue sky, bordered by a sleek concrete patio. Tall sliding doors lead to the open indoor spaces, allowing for a seamless transition between the pool area and the living and dining areas.

4.93 out of 5 average rating, 98 reviews

14 On Marine Drive, Hermanus

FamilyLocationWalkability

A modern living area features a cozy brown sofa and a circular coffee table. A flat-screen TV is mounted on the wall, complemented by a light wood console. Natural light floods through glass doors leading to an ocean view balcony, creating a bright and airy environment.

4.96 out of 5 average rating, 79 reviews

Hermanus Esplanade: Ocean Views & Whale Watching

LocationLong stayCheck-in

A hanging chair is positioned on a balcony, offering views of the ocean and distant mountains. Cars are parked along the road below, with a clear blue sky reflecting the tranquility of the coastal setting.