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Holiday rentals with a pool in Stilbaai

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Stilbaai

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
Home in Western Cape
5 out of 5 average rating, 12 reviews

Cliff's Edge Farmhouse

Cliff's Edge is on the rocks next to the sea with uninterrupted views of whales, dolphins, and seals. You can swim in private rock pools without interference from other people. Enjoy the amazing African sunsets over the ocean. Large entertainment areas have table tennis, pool table, TV & Bar area. There is a 3m central island, which is ideal for pizza evenings with wood-fired pizza and mussels picked from rocks for the pot. Cliff's Edge is good for couples, families (with kids), and big groups.

Guest favourite
Home in Vermaaklikheid
4.93 out of 5 average rating, 54 reviews

Thorn & Feather, Entertainment

Rented on an exclusive basis - no other guests during your stay. Rustic meets luxury with this off grid eco-compound complete with a plunge pool and wood fired hot tub. Uninterrupted views and private access to the Duivenhoks river. 3 1/2 hrs drive from Cape Town on route to the Garden Route. The property is set on a ridge of coastal forest overlooking the Duiwenhoks river, 6 km upriver from San Sebastian Bay. The sleepy hamlet of Vermaaklikheid is a hidden treasure and holiday destination.

Guest favourite
Home in Still Bay
4.91 out of 5 average rating, 23 reviews

Casa Caro Stilbaai

Immerse yourself in the natural beauty from this beachfront solar-powered house. Greet the day with the sound of the ocean waves, enjoy leisurely walks along the beach, unwind in the wood-fired hot tub, and dine al fresco with panoramic views. Indulge in a truly exceptional holiday encounter that transports you to a realm of tranquility. Yet, rest assured that you're still conveniently connected to all the essentials for a seamless and memorable stay. Visit our Insta: @casacaro_stilbaai

Top guest favourite
A charming cottage with a thatched roof is surrounded by a grassy area dotted with trees and shrubs. Outdoor seating includes wooden benches and a circular fire pit, creating a peaceful space for relaxation amidst nature.
Farm stay in Riversdale
5 out of 5 average rating, 23 reviews

Zeekoegat Goat Cottage

Come and enjoy farm life and stay in the old goat cottage on this exquisite piece of farm property that has been lovingly restored. We practice regenerative farming and encourage biodiversity. This is a place to relax, reconnect and recharge. It is our happy place where we embrace all forms of wildlife and love our menagerie of domestic pets from pigs to turkeys to horses and lots of dogs. Not for you if you don’t like animals, if you do it’s paradise . Check out our other listings too.

Guest favourite
The cottage exterior features a modern design with a sloped roof, surrounded by manicured grass and tropical plants. Large windows provide natural light to the interior, while a paved path leads through the landscape, offering a welcoming approach to the entrance.
Farm stay in Still Bay
4.84 out of 5 average rating, 55 reviews

Windsor Farm Cottage

The Windsor Farm Cottage is a charming old renovated cottage on the Goukou River, combined with vintage elements. The cottage offers complete tranquility and beautiful bird life. Surrounded with springbok, eland, ostrich and various other farm animals and birds. The cottage sleeps 6 people in 3 double rooms with vintage double brass beds. It offers a fully equipped kitchen , cooking facilities and necessary utensils. Laundry facilities and a cleaning girl available at extra cost.

Superhost
A cottage is featured with a brick facade and a sloped roof, surrounded by green grass. A tall palm tree stands in the foreground, while large glass doors open to a inviting porch area with a small dining table and chairs set up for enjoying the outdoors.
Farm stay in Riversdale
4.81 out of 5 average rating, 16 reviews

The Uilhuis Cottage - one bedroom

Reconnect with loved ones in this family-friendly place. The Uilhuis is an affordable little cottage with everything you need for a one night stop or weekend break away. Situated between Riversdale and Heidelberg very close to the N2. With good restaurants just 15 minutes drive away. The cottage is comfortable for 2 adults and 2 children One Queen size bed and one bunkbed for the children. If you require an extra bedroom, we have a rondawel just next to the Uilhuis.

Top guest favourite
Guest house in Heidelberg
5 out of 5 average rating, 8 reviews

Jonkershuis

Jonkershuis is a luxurious farmstay on a serene working avocado farm, nestled in the Langeberg mountain range, between Heidelberg and Riversdale, at the Gateway of the Garden Route. It is ideal for family getaways or a romantic experience. Jonkershuis is just a quick, easy drive from Swellendam, the pristine beaches of Witsand, Stilbaai and Jongensfontein and the lush indigenous forests of Grootvadersbosch, opening up endless possibilities for memorable day trips.

Top guest favourite
Farm stay in Still Bay
4.89 out of 5 average rating, 66 reviews

Waterryk Guest Farm Studio Unit

Our Studio Unit is perfect for a couple or a couple with a small child. It has a double bed and a small sleeper couch. Waterryk Guest Farm is 6km from Stilbaai Town, with beautiful views of the river. You’ll love Waterryk because of the quietness and being able to enjoy nature. Getting woken up by roosters. You will struggle to find a better nights sleep anywhere.. Waterryk is great for couples, solo adventurers, business travelers, families (with kids).

Top guest favourite
A large, cylindrical water tank is set against a backdrop of mountains and green pastures. The water's surface mirrors the clear blue sky, while flowers in vibrant purple surround the tank, adding natural beauty to the scene.
Farm stay in Heidelberg
5 out of 5 average rating, 9 reviews

Granny's Cottage -AtTheDairyShed

Situated on a farm in a beautiful green valley 12km outside of the agricultural town of Heidelberg (Western Cape), this old Tractor barn has been renovated and converted into a home for the farm owners mother, and is available to rent at only certain times of the year. The cottage has beautiful mountain and farm views from almost every room and is tastefully decorated, allowing guests to enjoy "farm-life" in style.

Home in Still Bay
5 out of 5 average rating, 3 reviews

Gregory's Tide 37B Orchard Drive

This unique home has a style all its own. A masterpiece filled with bespoke furniture, handpicked details, it's spacious and private! There is splash pool with a braai area. Each bedroom has its own bathroom. Back up electricity and a water source makes your stay un-interrupted. The kitchen is fully equipped boasting a Nespresso Coffee machine (just bring your own pods) and a dishwasher.

Home
5 out of 5 average rating, 3 reviews

Goukou Villa – Luxury Family Stay

Goukou Villa is a peaceful, family-friendly retreat in Stilbaai East, just a short walk from the Goukou River and beach. Ideal for relaxing holidays, it offers spacious living, a fully equipped kitchen, and easy access to swimming, kayaking, and nature walks. Perfect for families seeking comfort, convenience, and coastal charm in a quiet, scenic setting.

Guest favourite
A cottage is nestled among trees in a tranquil garden. The exterior features a white facade with a green roof and a wooden door. A paved pathway leads to the entrance, surrounded by flowering plants and decorative pots, offering a peaceful atmosphere.
Cottage in Heidelberg
4.97 out of 5 average rating, 122 reviews

The Garden Cottage

Heidelberg is a very historical town,with many old historical buildings.The historical buildings are all numbered and you can do a nice walk and visit them and learn about the history of these houses and buildings.There's 6 history buildings in our street,so when staying with us its all close by.

Popular amenities for Stilbaai rentals with a pool

Quick stats about holiday rentals with a pool in Stilbaai

  • Total holiday rentals

    Explore 30 holiday rentals in Stilbaai

  • Nightly prices starting at

    Stilbaai holiday rentals start at £44 per night before taxes and fees

  • Verified guest reviews

    Over 120 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Stilbaai holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Stilbaai rentals

  • 4.9 Average rating

    Stilbaai stays are highly rated by guests – averaging 4.9 out of 5!

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