
Holiday rentals with a pool in Overstrand Local Municipality
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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.

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

5 Bed Beach Bungalow w/ pool, fire-pit & solar
Winter Special 👇🏼 This stylish 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. Hello poolside barbecues! Solar-powered ☀️

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.

The Haven Luxury Home - Hermanus/Onrus
No load shedding in this luxurious home which has all the creature comforts needed to enjoy a comfortable holiday by the beach. Located in a quiet cul-de-sac in Onrus only 3 mins drive from the beach and 5 mins from town center, with beautiful views. The living area opens up onto the decking and is perfect for nice relaxing atmosphere with a lovely view of the conservation area and Onrus River. Fitted with Wi-Fi, DSTV and Netflix along with all other basic amenities needed.

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

Oppiedam Family Cabins (Flamingo)
The cabin is situated right on the edge of the Bot River lagoon. Has a big garden and the views are fantastic! Within walking distance of the beach and close to communal pool and tennis courts. Cozy 2 bedroomed double-storey log cabin, with two bathrooms. Queen size bed, double bed and single bed on the mezzanine. The wild horses often graze in front of the cabin and at times there are hundreds of terns and flamingos! Fully equipped for self-catering.

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.

*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!!

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.

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

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, 5minutes from Grotto Beach. It is designed to celebrate the outdoor lifestyle of Voëlklip, the beach suburb of Hermanus and its beautiful sea and mountain landscape.

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.
Popular amenities for Overstrand Local Municipality rentals with a pool
House rentals with a pool

The Otters Oarsman / Stanford Riverside Retreat

Blues

Seaside Sanctuary

Edenly House

Martin's Rest - A place to relax

Stunning ocean view house with heated indoor pool

Kloof House, Betty's Bay

Seabreeze Retreat
Apartment rentals with a pool

Beachfront Apartment with sea- and mountain views

Penthouse view @ Strand

17 Marine Penthouse/Private Pool/Solar Powered

Hermanus Waterfront Apartment No.20

Stunning 3-Bed on the Strand Beachfront

Thyme Out - Private Apartment

J Spot • Safe & Convenient • Backup Power

The Yacht, Pat's Place Hermanus
Home rentals with a private pool

The Salt Box Villa - Self catering - Strand
Villa in the Vineyard near Somerset West

Eclectic Family Home near Wineries

Harbour Studio
When is the best time to visit Overstrand Local Municipality?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $172 SGD | $159 SGD | $159 SGD | $159 SGD | $140 SGD | $143 SGD | $145 SGD | $152 SGD | $167 SGD | $161 SGD | $157 SGD | $177 SGD |
| Avg. temp | 22°C | 22°C | 21°C | 18°C | 15°C | 13°C | 13°C | 13°C | 15°C | 17°C | 19°C | 21°C |
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 24,740 verified reviews to help you choose

Family-friendly holiday rentals
610 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 150 rentals that welcome pets

Rentals with dedicated workspaces
460 properties have a dedicated workspace

Wifi availability
870 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, Betty's Bay Main Beach and Benguela Cove Lagoon Wine Estate
Destinations to explore
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- Boulders Beach
- Voëlklip Beach
- Babylonstoren
- Erinvale Estate Hotel and Spa
- Jonkershoek Nature Reserve
- Waterkloof Wine Tasting Lounge
- Grotto Beach (Blue Flag)
- Idiom Restaurant & Idiom Wine Tasting Centre
- Fernkloof Nature Reserve
- Cavalli Estate
- De Zalze Golf Club
- West Beach
- Sunrise Beach
- Bugz Family Playpark
- Windmill Beach
- Arabella Golf Club
- Boschendal Wine Estate
- Grotto Beach
- Haut Espoir
- Agulhas National Park
- Die Plaat
- Die Gruis
- Tokara Wine Estate
- Babylonstoren Wine Estate




