
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.

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

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.

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!

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.

Alannah's
Welcome to my little place of peace in wonderful Hermanus, or as it is better known "Whale Capital of South Africa." I invite you to come and stay in my tastefully furnished fully equipped cottage not far from all the amenities of Hermanus but also close to the famous Southern Right Whales. Walk the scenic cliff paths with spectacular views and visit our famous restaurants, with great food and wines to be enjoyed . I look forward to welcoming you on your next journey. Sincerely Eileen.

Gledsmuir Spacious Homestead
Magnificent 47 hectare property set on the banks of the Klein River. The Thatched Homestead dates circa 1890’s and boast an ancient Oak Forest. Private and secure. The home offers 7 generous en suite bedrooms, a” Voorkamer”, dining room, two lounges, spacious modern farm styled kitchen in American Walnut plus separate Garden Cottage. The North side of the home features large garden, a covered Veranda with bar overlooking a large 12 metre swimming pool with water features. Book now!

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.

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.

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.

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.

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

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

Stylish Cozy Cottage in Voelklip ( 2 to 6 people)

The Beach House

Seaside Sanctuary

Ocean Retreat, Romansbaai Beach & Fynbos Estate

Two Horizons - fully serviced luxury home

Martin's Rest - A place to relax

Southwinds Estate
Condo rentals with a pool

J Spot • Safe & Convenient • Backup Power

Hermanus Waterfront Apartment No.20

Serenity Haven - Two Bedroom

Stunning 3-Bed on the Strand Beachfront

Sunbird 1

The Ship in Strand

Bay-Side Apartment, Gordon's Bay

Bright and airy Parisian Gem close to the beach
Other holiday rentals with a pool

Great escape with breathtaking view

House Atlantic

Ocean Rhythm Hermanus Premier sea-front apartment

Flamingo Lake Cabin near Hermanus & Beaches

Beautiful 120m² Cottage with Private Pool & Braai

Best Elgin views with hot tub and fireplace

Charming cottage in the Hemel & Aarde Wine Valley

14 On Marine Drive, Hermanus
When is the best time to visit Overstrand Local Municipality?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $258 AUD | $224 AUD | $214 AUD | $224 AUD | $189 AUD | $195 AUD | $157 AUD | $164 AUD | $181 AUD | $189 AUD | $194 AUD | $266 AUD |
| 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 |
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- Boulders Beach
- Stellenbosch University
- Jonkershoek Nature Reserve
- Cavalli Estate
- Grotto Beach (Blue Flag)
- Waterkloof Wine Tasting Lounge
- Voëlklip Beach
- Fernkloof Nature Reserve
- La Motte Wine Farm & Restaurant
- Babylonstoren Wine Estate
- Boschendal Wine Estate
- Haute Cabrière - the home of Pierre Jourdan
- Kolkol Mountain Lodge
- De Hollandsche Molen
- Kogelberg Nature Reserve
- Delaire Graff Estate
- Tokara Wine Estate
- Somerset Mall
- Spice Route Destination
- Stark-Condé Wines
- Agulhas National Park
- Mont Rochelle Nature Reserve
- Cape of Good Hope
- Afrikaans Language Monument





