
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

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.

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.

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

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.

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.

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.

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

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.

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 that has been designed to celebrate the beach suburb Voelklip's beautiful sea and mountain landscape, and its outdoor lifestyle.
Popular amenities for Overstrand Local Municipality rentals with a pool
House rentals with a pool

Blues

Hytte Riverview

Fountain Cottage, splash pool. NO POWER Outages

Sea Valley Lodge IV | 180 degree sea view

Kloof House, Betty's Bay

Heartwood Cottage

The Beach House

Secure, luxurious with lovely views
Condo rentals with a pool

Family Apartment 6

17 Marine Penthouse/Private Pool/Solar Powered

Hillside Hideaways - With Pool

Ocean Whisper

Hermanus Waterfront Apartment No.20

Escape Sea Condo

Sunbird 3

Hermanus Waterfront Apartment No.19
Other vacation rentals with a pool

the Vlei chalet - Sondagskloof

Botanical @ Salt Shore Studios

La Gratitude (Self-Catering) Beach Villa

Little Villa Apartment Hermanus

Eastcliff cottage with pool, garden & solar power.

PROTEA Loft Cottage @ Grotto Beach

69 Whale Rock Estate, Hermanus

14 On Marine Drive, Hermanus
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 | G$28,024 GYD | G$25,933 GYD | G$25,933 GYD | G$25,933 GYD | G$22,796 GYD | G$23,214 GYD | G$22,796 GYD | G$23,841 GYD | G$25,514 GYD | G$25,723 GYD | G$25,514 GYD | G$28,860 GYD |
| 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 G$4,183 GYD 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
- Babylonstoren
- Jonkershoek Nature Reserve
- Erinvale Estate Hotel and Spa
- Waterkloof Wine Tasting Lounge
- Grotto Beach (Blue Flag)
- Idiom Restaurant & Idiom Wine Tasting Centre
- Fernkloof Nature Reserve
- Voëlklip Beach
- Bugz Family Playpark
- De Zalze Golf Club
- Sunrise Beach
- Klein-Drakensteinberge
- Cavalli Estate
- Windmill Beach
- Paserene Wine Farm & Wine Tasting in Franschhoek
- Agulhas National Park
- Arabella Golf Club
- Grotto Beach
- Die Plat
- West Beach
- Die Gruis
- Haut Espoir
- East Beach