
Vacation 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.

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

BushBaby Cabin
BushBaby Cabin is perfect for a romantic get-away. A log cabin beautifully nestled in the milkwood forest, just 20mins from Hermanus - secluded from the busyness of life. Situated by the Botriver lagoon, with a private path for access, this hidden gem brings you to nature's doorstep. Look out for the roaming wild horses and a variety of bird-life. BushBaby is in Meerenbosch with communal pool, tennis courts and table tennis access. Ideal to catch summer sun or a warm, cozy fire in winter.

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.

Whale Watchers studio @ Waterfront & pool access.
Centrally located in lovely Hermanus at the Old Harbour Hermanus Waterfront. Walking distance from everything. A 2min walk to a variety of restaurants (inc Vegetarian/Vegan options) the famous Cliff paths, Marine Hotel Spa, Whale watching points ie Gearings point, Art galleries and shops. A 4min drive to Fernkloof Nature Reserve (hiking) A 6min drive to Grotto's swimming beach. This modern minimalist apartment is clean, private and comfortable within the Hermanus Waterfront complex.

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

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

Kalliste’s Misty Shores Cottage
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.

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

Blues

Seaside Sanctuary

Coastal Cove

Contemporary Barn style house

Stunning Westcliff Hermanus Home

Martin's Rest - A place to relax

Amazing Brand New Holiday Home with Pool!

Vermont Getaway - Solar Power & Infinity Pool
Condo rentals with a pool

Beachfront Apartment with sea- and mountain views

17 Marine Penthouse/Private Pool/Solar Powered

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

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 | ﺩ.ﺇ492 | ﺩ.ﺇ455 | ﺩ.ﺇ455 | ﺩ.ﺇ455 | ﺩ.ﺇ400 | ﺩ.ﺇ408 | ﺩ.ﺇ415 | ﺩ.ﺇ433 | ﺩ.ﺇ477 | ﺩ.ﺇ459 | ﺩ.ﺇ448 | ﺩ.ﺇ507 |
| 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 vacation rentals with a pool in Overstrand Local Municipality

Total vacation rentals
Explore 950 vacation rentals in Overstrand Local Municipality

Nightly prices starting at
Overstrand Local Municipality vacation rentals start at ﺩ.ﺇ73 per night before taxes and fees

Verified guest reviews
Over 24,740 verified reviews to help you choose

Family-friendly vacation rentals
610 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 150 rentals that welcome pets

Rentals with dedicated workspaces
460 properties have a dedicated workspace

Wi-Fi availability
870 of Overstrand Local Municipality vacation 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, Betty's Bay Main Beach, and Benguela Cove Lagoon Wine Estate
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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
- Boschendal Wine Estate
- Arabella Golf Club
- Grotto Beach
- Haut Espoir
- Agulhas National Park
- Die Plaat
- Die Gruis
- Tokara Wine Estate
- Babylonstoren Wine Estate




