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Holiday rentals with a pool in Overstrand Local Municipality

Find and book unique homes with a pool on Airbnb

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.
Flat in Hermanus
4.95 out of 5 average rating, 545 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

Top guest favourite
Cottage in Hermanus
4.95 out of 5 average rating, 152 reviews

Beautiful 120m² Cottage with Private Pool & Braai

This modern, spacious cottage offers all you need for a perfect holiday or quick break away. Stunning garden with pool. Indoor/outdoor braai room with dining room and lounge furniture. Fully fitted kitchen with modern built-in stove, Nespresso, coffee machine, dishwasher, washing machine and dryer. Bedroom with queen size bed and ample built-cupboards and on suite bathroom. Comfortable lounge. Large Smart TV, use your own streaming apps. Fast Wi-Fi. Less than 1km from centre of town & cliffpath.

Top guest favourite
The outdoor pool area features a rectangular pool surrounded by a wooden deck and lounge chairs. A fenced lawn area offers a view of the distant mountains and ocean under a clear blue sky.
Holiday home in Gansbaai
4.9 out of 5 average rating, 135 reviews

Stunning 6 Bedroom Seaside Family Home with Pool

Have fun & relax at this stylish seaside home. Our 16 sleeper includes 4 upstairs bedrooms, all en suite with walk-in showers & double basins, plus 2 family rooms downstairs. All bedrooms offer King Sized beds with stunning views of the bay or mountains. The open plan kitchen leads to a dining room & outdoor pool deck with breathtaking views. The home is steps away from the cliff path which leads to beautiful Stanfords Cove beach. BACK UP POWER AT THE HOUSE FOR ‘ESSENTIALS’ WHEN LOAD SHEDDING

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.
Guest house in Hermanus
4.99 out of 5 average rating, 264 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.

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, 133 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.

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
4.89 out of 5 average rating, 102 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.

Guest favourite
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
4.89 out of 5 average rating, 197 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.

Guest favourite
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.
Home in Hermanus
4.9 out of 5 average rating, 126 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 ☀️

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
4.89 out of 5 average rating, 114 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.

Superhost
Cabin in Hermanus
4.91 out of 5 average rating, 199 reviews

Flamingo Lake Cabin near Hermanus & Beaches

Escape to a Scandinavian-inspired log cabin perched on South Africa's Bot River Lagoon, where wild horses roam, flamingos glide, and the ocean is minutes away. This intimate nature retreat offers 2 bedrooms, 2 bathrooms, and a mezzanine, fully equipped with Wi‑Fi, Netflix, kayaks, and everything you need for a restorative getaway. Explore a 1000‑hectare estuary, stroll to empty beaches, or enjoy the estate's pool and tennis courts. Just 90 minutes from Cape Town.

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.
Flat in Hermanus
4.91 out of 5 average rating, 129 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!!

Top guest favourite
Apartment in Hermanus
4.9 out of 5 average rating, 209 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.

Popular amenities for Overstrand Local Municipality rentals with a pool

When is the best time to visit Overstrand Local Municipality?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$236 SGD$206 SGD$197 SGD$158 SGD$139 SGD$142 SGD$144 SGD$151 SGD$166 SGD$174 SGD$177 SGD$244 SGD
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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 $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 27,890 verified reviews to help you choose

  • Family-friendly holiday rentals

    590 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 150 rentals that welcome pets

  • Rentals with dedicated workspaces

    470 properties have a dedicated workspace

  • Wifi availability

    930 of Overstrand Local Municipality holiday rentals include wifi 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

Destinations to explore