Vacation rentals with a pool in Overberg District Municipality

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

Luxury 2 bed Villa & pool, Sandstone, Franschhoek

Lovely 180m2 Villa set in the middle of a vineyard, is elegantly decorated with 2 bedrooms with full bathrooms en-suite. We have an automatic 60kva generator and water supply. The Villa is fully equipped SMEG appliances in the kitchen and laundry, 3 TV’s, Netflix, Apple TV, sound system, Nespresso facilities, air-conditioning etc. The rooms lead onto their own private gardens with sun loungers and private pool. Enjoy a swim, game of tennis, walks in the olives, vineyards and rose garden.

Lily Pond

Lily Pond, is a luxurious guest house just an hour and a half from Cape Town. Lily Pond is set on a natural pond brimming with incredible bird life, creating a serene atmosphere unmatched anywhere else. With no other cottages in sight and located on a picturesque wine farm, it offers a rare blend of privacy and luxury. The indulgent outdoor bath overlooking the pond, combined with the beautiful walking trails, enhances the sense of peace and seclusion, making this retreat truly one of a kind.

Mongoose Manor by Steadfast Collection

With the trifecta of privacy, location (on an equestrian estate) and dynamic design, this home ticks all the boxes for an idyllic stay in the winelands. Not only does it feature interiors by a top designer and breathtaking mountain and valley views, but full solar power and a location mere minutes from the town centre (as well as museums, galleries and wine estates) make it both distinguished and convenient. There is even a friendly water mongoose named Tilly who might drop by to visit.  

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.

Heidi's Child, Franschhoek

Situated on a small holding 5km outside Franschhoek, opposite the exquisite La Motte Wine Estate, Heidi’s Barn offers the perfect self-catering base from which to explore the Winelands. A fire pit, outdoor dining area and a large swimming pool (shared with one other cottage) are perfect for summertime relaxation while an indoor wood-burning fireplace and wooden floors throughout make for a cosy winter escape. The barn runs on mains power with solar back up for load shedding.

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.

*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!!

Romantic cottage with a pool AND an open air tub!

RiverStone Cottage lies at the foot of the majestic Simonsberg mountain with panoramic views in all directions. Whether you are relaxing under vast oaks or at the plunge pool and watching the sunset turn the mountains pink or are an early bird and watching the sun rise behind cheeky, pointed Botmanskop, there are moments aplenty to ooh and aah at the majesty that surrounds this very special place.

The FAIRY FLYCATCHER (Lucky Crane Villas)

The Fairy Flycatcher is part of LUCKY CRANE VILLAS - a collection of contemporary meets country villas in the picturesque village of McGregor with the best views in town. Romance rules in this one-bedroom sanctuary for a single guest or a couple. Complete with outdoor bath and an intimate natural pool and nestled in an olive orchard with uninterrupted views, this is honeymoon-perfect!

Newly renovated, dreamy 3 bedroom house with Solar

Enjoy a beautiful artistic home full of character and carefully curated interiors. Don’t worry about loadshedding with the solar and inverter system. All rooms have en-suite bathrooms. The main bedroom has a super king bed, the second room has a queen bed and the third room has a 3/4 bed as well as a bunk bed (2 singles) We really love catering to easy-going guests.