Holiday rentals with a pool in Overstrand Local Municipality

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Top-rated rentals with a pool in Overstrand Local Municipality

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Guest favourite

Flat in Hermanus

4.95 out of 5 average rating, 422 reviews

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

8–15 Jan

€ 58 per night

Guest favourite

Guest suite in Onrus

4.86 out of 5 average rating, 115 reviews

Onrus island 3 min walk to beach Inverter Swimpool

Onrus Island Single level.Inside braai Private entire separate guestsuite. TV INVERTER Back garden,pool for yourself. NO SHARED SPACES 3min walk to swimbeach. Very near to Davies pool, coastal path. Spacious 2bedroom(with roof fans)ensuite (2bathrooms.) Your own kitchen and Small gas stove. The house has a large openplan living area , small swimming pool+net. poolroom and braai area (BBQ). Located in a safe cul-de-sac for children to play. Toys, games . 10 min drive to Hermanus. DSTV

24 Sep – 1 Oct

€ 80 per night

Guest favourite

Flat in Hermanus

4.93 out of 5 average rating, 44 reviews

Exquisite Large Penthouse, 2 bedrooms, 3 balconies

Centrally located Penthouse in the heart of the Old Harbour of Hermanus. The Penthouse (a lot bigger than the photos percieve) is luxurious and beautiful and boasts sea views from 3 various balconies/terraces, as well as from the rooftop pool. A massive dining/entertainment area, cozy fire lit living area and spacious bedrooms with en suite bathrooms is on offer. Live music, restaurants and art galleries are all within walking distance of this secure building. The building has its own generator.

13–20 Aug

€ 266 per night

Guest favourite

Cabin in Meerenbosch Overstrand

4.94 out of 5 average rating, 121 reviews

Beautiful log cabin on lagoon

Cabin 34 is a lovely wooden log cabin situated directly on the Botriver lagoon. It is within the Meerenbosch development of Middevlei nature reserve, which is +- 20km before Hermanus . The cabin is nestled between the Milkwood trees and has a stunning view of the lagoon and distant mountains. Wake up to the sounds of lapping water and surrounding bird life. It is a perfect romantic getaway for a couple or a relaxing retreat for a family who loves nature, water, tranquility and the outdoors.

2–9 Mar

€ 83 per night

Guest favourite

Flat in Hermanus

4.96 out of 5 average rating, 89 reviews

Cozy 120m² cottage with a private BBQ and pool

This modern, spacious cottage offers all you need for a perfect holiday or a 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 with Netflix, YouTube etc. Fast Wi-Fi. Less than 1km from centre of town & cliffpath.

29 Sep – 6 Oct

€ 83 per night

Guest favourite

Flat in Hermanus

4.94 out of 5 average rating, 81 reviews

Mila’s Place | Beautiful, Spacious and Comfortable

Mila’s Place is a tastefully decorated and fully equipped self-catering ground-floor apartment featuring 2 bedrooms, 2 bathrooms, a spacious living area (including a dining table for 6), off-street basement parking, and access to a beautiful communal pool and BBQ facilities. This mountain and garden-facing apartment offers a comfortable and homely experience. It is ideal for both a long-term stay or a weekend getaway and is the perfect place to relax and discover the beauty of the Overberg.

28 Mar – 4 Apr

€ 136 per night

Guest favourite

Guest house in Hermanus

4.99 out of 5 average rating, 227 reviews

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.

13–20 Sep

€ 138 per night

Guest favourite

Home in De Kelders

4.93 out of 5 average rating, 89 reviews

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.

24–31 Aug

€ 251 per night

Guest favourite

Farm stay in Stanford

4.89 out of 5 average rating, 100 reviews

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!

19–26 Jun

€ 345 per night

Guest favourite

Villa in Gansbaai

4.97 out of 5 average rating, 36 reviews

Luxury Private Beach Front Villa-full solar power

341 Oystercatcher is a contemporary 3 bedroom beachfront property situated within Romansbaai Beach and Eco Estate. The house delivers relaxed, stylish outside/inside living, making the most of the unparalleled views, basking in sun and shade throughout summer and offering cosy sanctuary during the winter months. Vast expanses of glass combined with open plan living make this a unique property for discerning visitors seeking rest and relaxation in a welcoming, stress-free environment.

16–23 Jun

€ 391 per night

Guest favourite

Flat in Hermanus

4.98 out of 5 average rating, 40 reviews

Cliff Path Cottage

A charming open-plan cottage, nestled near the cliff path and whale-watching lookouts of Hermanus. This delightful retreat offers a serene escape with breathtaking surroundings. With a cosy living area and comfortable seating. The living area also features a sleeper couch, providing additional sleeping space for an extra guest. 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.

26 Jul – 2 Aug

€ 53 per night

Guest favourite

Home in Onrus

4.92 out of 5 average rating, 112 reviews

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.

3–10 Sep

€ 189 per night