
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

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.

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

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.

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.

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.

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 ☀️

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.

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.

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

Blues

Edenly House

Martin's Rest - A place to relax

Relax in comfort and style

Seabreeze Retreat

Forest View - Onrus Island - 5 Bedroom

The Beach House

Andante
Apartment rentals with a pool

Ocean View de‘luxe

Family Apartment 6

The Ship in Strand

Hermanus Waterfront Apartment No.20

Bayview Apartment Gordon's Bay

Stunning 3-Bed on the Strand Beachfront

Very bright family style getaway place

Beachfront Gem with Free Parking & A/C
Other holiday rentals with a pool

Treestone Villa | Elegance | Pool | Scenic views

180° Seaviews: Heart of Hermanus (Inverter)

Eastcliff cottage with pool, garden & solar power.

Hermanus Esplanade: Ocean Views & Whale Watching

Ocean Pearl close to cliff paths

Nuwe Lingen Holiday House, Eastcliff, Hermanus

74 on Marine - Apartment 103 - Inverter & Battery

The Gabriëlskloof Farm house
When is the best time to visit Overstrand Local Municipality?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| 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 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
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- Boulders Beach
- Stellenbosch University
- Babylonstoren
- Grotto Beach (Blue Flag)
- Jonkershoek Nature Reserve
- Cavalli Estate
- Fernkloof Nature Reserve
- Waterkloof Wine Tasting Lounge
- Greenways Golf Estate
- Idiom Restaurant & Idiom Wine Tasting Centre
- Rust en Vrede Wine Estate
- Voëlklip Beach
- De Zalze Golf Club
- La Motte Wine Farm & Restaurant
- Boschendal Wine Estate
- Haute Cabrière - the home of Pierre Jourdan
- Delaire Graff Estate
- Babylonstoren Wine Estate
- Tokara Wine Estate
- Somerset Mall
- De Hollandsche Molen
- Kogelberg Nature Reserve
- Hermanus Beach Club
- Stark-Condé Wines





