Holiday rentals with a pool in Overstrand Local Municipality

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Overstrand Local Municipality

  • Total holiday rentals

    Explore 950 holiday rentals in Overstrand Local Municipality

  • Nightly prices starting at

    Overstrand Local Municipality holiday rentals start at $28 AUD per night before taxes and fees

  • Verified guest reviews

    Over 28,400 verified reviews to help you choose

  • Family-friendly holiday rentals

    580 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 150 rentals that welcome pets

  • Rentals with dedicated workspaces

    470 properties have a dedicated workspace

  • Wi-Fi availability

    910 of Overstrand Local Municipality holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Overstrand Local Municipality rentals

  • 4.8 Average rating

    Overstrand Local Municipality stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Overstrand Local Municipality's top spots, include Fernkloof Nature Reserve, Benguela Cove Lagoon Wine Estate, and Betty's Bay Main Beach

Top-rated rentals with a pool in Overstrand Local Municipality

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

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Top Guest favourite
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.
Apartment in Hermanus
4.95 out of 5 average rating, 552 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

ValueLocationLong stay

Top Guest favourite
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
4.99 out of 5 average rating, 267 reviews

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.

ValueFamilyCondition

Guest favourite
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
4.94 out of 5 average rating, 139 reviews

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.

ValueFamilySleep quality

Superhost
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
4.9 out of 5 average rating, 105 reviews

Luxurious comfortable 4 bedroom beach house

4 bedrooms, all on suite and state of the art amenities. Short walk to Onrus main beach and coastal paths. 5min drive from Hermanus and Hemel and Aarde wine route. Near 2 great golf estates. Open plan areas leading on to panel heated swimming pool. Outdoor entertainment area is decked with a fire pit set amongst beautiful views of the Overberg mountains. Safe and secure with full alarm system, backup electricity invertor system. Quiet and tranquil neighborhood, no parties/loud music.

FamilyLocationCondition

Superhost
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.
Home in Hermanus
4.88 out of 5 average rating, 200 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.

LocationFamilyIndoor spaces

Superhost
Home in Hermanus
4.74 out of 5 average rating, 158 reviews

Stylish Cozy Cottage in Voelklip ( 2 to 6 people)

New renovated cozy dutch style cottage is a perfect spot for coastal escapes. The house is conveniently located in a quiet street in one of Hermanus famous areas close to the beaches, town centre, mountain trails, golf course and cliff paths. Includes a braai area, spacious bedrooms & comfy beds, 2 Living areas, fully equipped kitchen, a private pool and alarm and security control. Breathtaking mountain views. Ideal retreat for couples/friends & smaller families. Battery-system.

ValueLocationAir conditioning

Guest favourite
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.
Guest suite in Hermanus
4.9 out of 5 average rating, 119 reviews

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.

LocationValueTV

Top Guest favourite
Guesthouse in Betty's Bay
4.98 out of 5 average rating, 159 reviews

Misty Shores Cottage - Kalliste Ocean Front Stays

Located on the seafront and in a biosphere reserve, Kalliste’s Misty Shores Cottage is the private and freestanding cottage of Kalliste Beach House (owner's accommodation). Misty Shores Cottage offers magnificent views of the mountain on the one side and the ocean on the other side. The property is surrounded by indigenous gardens, making the cottage ideally suited to those seeking a connection with nature, and a space in which to relax and recharge.

FamilyValueWalkability

Superhost
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.
Apartment in Hermanus
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.

ValueLocationIndoor spaces

Guest favourite
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.
Apartment in Hermanus
4.9 out of 5 average rating, 134 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!!

FamilyValueHiking

Top Guest favourite
A scenic view of the surrounding mountains and lush landscapes is presented, featuring tall trees in the foreground and a range of hills in the distance. Soft clouds hover above the peaks, with a clear blue sky providing a serene backdrop.
Farm stay in Hermanus
4.98 out of 5 average rating, 121 reviews

Great escape with breathtaking view

# Totally off grid Farm house, Situated on a mountain side with the best views of the Babilongstoring mountains, lagoon and Arabella golf estate - only 9km's from Hermanus central. On the Karwyderskraal road off the R320- with 14 wine estates for wine tasting on your doorstep. With plenty of fresh mountain, drinking water.Maximum 6 guests Children welcome Non-smoking villa NO PETS ALLOWED

FamilyLocationSleep quality

Guest favourite
Cottage in Kleinmond
4.81 out of 5 average rating, 248 reviews

The Whale Cottage

Perched on top of a rock formation and nestled amongst its own tiny piece of fynbos and rock heaven, this artists cottage overlooks the mighty Atlantic ocean. With beautiful views of Kleinmond Harbour to the East and the foot of the Kogelberg Mountain and Palmiet River Mouth to the West, this 2 bedroom self-catering home will provide you with the solace only nature can offer.

LocationValueAccess

Popular amenities for Overstrand Local Municipality rentals with a pool

When is the best time to visit Overstrand Local Municipality?

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