
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 £15 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
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

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.

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.

*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!!

Seaside Sanctuary
Perfect home for re-connecting with friends and family, with a pool for the summer and fireplaces for the winter. The sand dunes are 15 meters from the house, and the beach a 3 minute walk Great for 1 or 2 families with up to 6 children, or 3 couples. Please note: not suitable for more than 6 adults. The house is set up with a well equipped kitchen, in- and outdoor braai, board/lawn games and a TV with Netflix.
Popular amenities for Overstrand Local Municipality rentals with a pool
House rentals with a pool

Edenly House

Contemporary Barn style house

Martin's Rest - A place to relax

Stunning Westcliff Hermanus Home

Ocean Retreat, Romansbaai Beach & Fynbos Estate

Laleli….The house of Tulips.

Beautiful, kid-friendly home with views and pool

Oystercatcher Luxury Villa | Sea Views
Apartment rentals with a pool

Ocean View de‘luxe

Family Apartment 6

Cliff Path Cottage

Hermanus Waterfront Apartment No.20

Stunning 3-Bed on the Strand Beachfront

Bright and airy Parisian Gem close to the beach

Thyme Out - Private Apartment

J Spot • Safe & Convenient • Backup Power
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 | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £139 | £121 | £116 | £93 | £82 | £84 | £85 | £89 | £98 | £102 | £105 | £144 |
| 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
- Babylonstoren
- Jonkershoek Nature Reserve
- Cavalli Estate
- Grotto Beach (Blue Flag)
- Voëlklip Beach
- Waterkloof Wine Tasting Lounge
- Idiom Restaurant & Idiom Wine Tasting Centre
- Fernkloof Nature Reserve
- Rust en Vrede Wine Estate
- Hermanus Beach Club
- Babylonstoren Wine Estate
- La Motte Wine Farm & Restaurant
- Haute Cabrière - the home of Pierre Jourdan
- Boschendal Wine Estate
- Kolkol Mountain Lodge
- De Zalze Golf Club
- De Hollandsche Molen
- Delaire Graff Estate
- Kogelberg Nature Reserve
- Somerset Mall
- Stark-Condé Wines
- Tokara Wine Estate





