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Vacation rentals with a pool in Worcester

Find and book unique homes with a pool on Airbnb

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Popular amenities for Worcester rentals with a pool

House rentals with a pool

Superhost
Home in Somerset West
4.8 out of 5 average rating, 10 reviews

Cheerful 2-bedroom villa with pool

AndreaRating, 5 stars1 month ago
We stayed at Villa Stellendal for almost 8 weeks and felt at home: Tommy welcomed us warmly, instructed us and asked about our well-being every day. Our good fairy Miriam also always ensured fresh laundry, flowers and cleanliness in our beautiful home. The villa is cozy, everything is available, the kitchen is well equipped, there is a smart TV with Netflix and the pool provides regular refreshments and a Jacuzzi for relaxation. The villa is secluded and therefore very private. The location is central yet quiet. For all requests and questions, the reception with Anneke, Cindy and Hannah is also staffed daily and open and helpful for all requests and questions. Even if there were small deficits or repairs, Tommy was available daily and quickly and easily remedied the deficiencies. It was very difficult for us to say goodbye, but we will see all the lovely people again in October 2025.
Top guest favorite
Home in Stellenbosch
4.97 out of 5 average rating, 144 reviews

Lynette's place

LaurenRating, 5 stars6 days ago
Rene's place is one of our favorite Airbnb's in Stellenbosch! The outdoor space is amazing, perfect for braaiing and relaxing, especially if you have small children. It's very spacious, clean, and has all the kitchen amenities that you could need.
Home in Greyton
4.73 out of 5 average rating, 40 reviews

Country house with magnificent views

JessicaRating, 5 stars1 month ago
Thoroughly enjoyed the stay. The house is exceptionally spacious in beautiful surroundings .
Top guest favorite
Home in Cape Town
4.92 out of 5 average rating, 111 reviews

Bonne Esperance AirBNB

WernerRating, 5 stars5 days ago
This is a really nice house to stay at! It has more than enough space and was comfortable and fitted with everything we needed. I would stay there again. Thanks Elaine!
Superhost
Home in Gordons Bay
4.85 out of 5 average rating, 39 reviews

Stunning ocean view house with indoor pool

YannickRating, 5 stars1 month ago
A stunning, spacious house in a prime location with a breathtaking view you could admire forever. The amenities leave nothing to be desired. Communication with Stan was effortless – he responds quickly, communicates proactively, and provided valuable tips that made our stay even more enjoyable. A perfect experience!
Superhost
Home in Stellenbosch
5 out of 5 average rating, 5 reviews

Lovely home with garden, pool & indoor fireplace.

PhilippRating, 5 stars2 months ago
We had a great time at Mia’s beautiful house. She was really kind showing us around and was always available when needed. It was awesome for our little daughter to play with all the toys of Mia’s kids. Maybe good to know: The house is not in a gated community, but we felt secure due to the nice neighborhood. We can highly recommend staying at Mia’s beautiful place.
Superhost
Home in Stellenbosch
5 out of 5 average rating, 3 reviews

Lanzerac Family house

KyleRating, 5 stars3 months ago
Easy check in with Lulu , the house keeper. The place was spacious and beautiful , small kitchen but worked so perfectly, the location is prime with Lanzerac hotel and the mountain trails close by . The house is perfect for a small family or friends wanting to get away.
Superhost
Home in Stellenbosch
5 out of 5 average rating, 3 reviews

Stellenbosch family home with lush garden and pool

AlainRating, 5 stars14 months ago
We loved everything about it: Liezl’s friendly and always supportive attitude, the cosy space which is much nicer than the pictures, pool, terrace and even the old kid’s toys and books that our 3 year old loved to play with…a great space for a family or just anyone who wants to experience Stellenbosch

Condo rentals with a pool

Guest favorite
Condo in Strand
4.96 out of 5 average rating, 23 reviews

Beachfront Apartment with sea- and mountain views

NangamsoRating, 5 stars3 months ago
We had an incredible stay at Miriam’s house, from the moment we arrived. We were impressed by the attention to detail and warm welcome The location was perfect, offering both peace and quiet. Also sea view 👌 Our host was responsive, friendly and accommodating, ensuring we had everything we needed.
Superhost
Condo in Stellenbosch
4.73 out of 5 average rating, 55 reviews

Modern Apartment in Stellenbosch, Rooftop Pool

OliviaRating, 5 stars2 months ago
Ann’s place is very secure, with private parking. The location is great for anyone visiting Stellenbosch for a few days. Very comfortable and with a great working kitchen. We didn’t t have time to use the pool on the rooftop but the setting was lovely and if we had the time I’m sure we would have loved spending the day lounging there but we had so many wine farms to see! And so little time! Security were lovely and polite and always on hand. Would love to stay here again!
Superhost
Condo in Stellenbosch
4.72 out of 5 average rating, 46 reviews

Vino Self Catering Aparment

RichardRating, 5 stars1 month ago
Excellent apartment for 1-4 visitors to Stellenbosch. Strong location, clean and modern features within apartment, well hosted.
Superhost
Condo in Cape Town
4.68 out of 5 average rating, 66 reviews

Century Stay - Self Catering

ElsaRating, 5 stars1 week ago
Lovely stay at a clean and well maintained apartment. Sergé was helpful and responsive.
Guest favorite
Condo in Stellenbosch
4.99 out of 5 average rating, 80 reviews

Unique Stay at The Den Stellenbosch

KannanRating, 5 stars1 week ago
The apartment has nice touches such as more than 2 of every piece of crockery, the coffee pods, and the soft drinks in the fridge.
Condo in Welgemoed
4.82 out of 5 average rating, 96 reviews

Luxury apartment on the water - Tyger Waterfront

Cheryl AnnRating, 5 stars1 month ago
Prime location! My stay was amazing and super comfortable. Will definitely be back. Johan was a superb host.
Superhost
Condo in Strand
4.86 out of 5 average rating, 43 reviews

Stunning 3-Bed on the Strand Beachfront

DonaldRating, 5 stars2 weeks ago
Lovely location. The panoramic views are literally insane! You get the best of both worlds - views of the mountains AND the ocean. Restaurants within walking distance. We weren’t prepared for the wind. It can get a bit windy. Air conditioning would be nice for when it’s too windy to open the windows. Colin was a fantastic host. He was very responsive and checked in which was nice.
Guest favorite
Condo in Somerset West
4.89 out of 5 average rating, 65 reviews

Thyme Out - Private Apartment

RogerRating, 5 stars1 week ago
Lovely location, fantastic host!

Home rentals with a private pool

Top guest favorite
Guest suite in Strand
5 out of 5 average rating, 39 reviews

The Salt Box Villa - Self catering - Strand

PhilippRating, 5 stars2 months ago
Spencer and Ame's place is really a place to feel good. The amenities are amazing. In addition to the usual household and kitchen utensils, there is a barbecue grill and a stone oven, which can also be used for nice evenings together. The pool in combination with the view 10/10. Spencer's introduction was also great. Through him we knew where we could go and his recommendations remained accurate. Accommodation: stylish, modern and well equipped Host: super friendly and communicative P.S. even when we forgot our baby monitor display, Ame and Spencer sent us an Uber driver who took another hour so that we could use the station again. Thanks again for all your hard work. We can only recommend the place.
Superhost
Villa in Sir Lowry's Pass
5 out of 5 average rating, 36 reviews

Villa in the Vineyard near Somerset West

DenisRating, 5 stars2 months ago
Lalapanzi and the Skaap House provided an unforgettable two-week retreat for our family of seven. Nestled in stunning natural beauty, the lodge offers breathtaking views that truly felt like a dream. Waking up to the serene landscape each morning was a joy. What truly sets Lalapanzi apart is the opportunity to walk among zebras, springboks, bonteboks, and wildebeest within the game reserve – a magical experience we cherished daily. The warm hospitality and friendly, responsive staff made us feel right at home, and the proximity to fantastic restaurants, wineries, and various outdoor activities was a bonus. We can't recommend Lalapanzi highly enough for anyone seeking an idyllic South African escape.
Top guest favorite
Home in Somerset West
5 out of 5 average rating, 33 reviews

Eclectic Family Home near Wineries

AndrewRating, 5 stars1 month ago
A fabulous property superbly kitted out. Super comfortable and a delight to stay in. Great local restaurants and every amenity possible in the house for nights in. We had a simply fantastic week.
Guest favorite
Apartment in Gordons Bay
4.94 out of 5 average rating, 120 reviews

Harbour Studio

NadiaRating, 5 stars1 week ago
Emma and Robert were wonderful hosts. They made check in easy, the apartment was full of small treats and little surprises and she was a super host! Location is great too and the privacy is perfect. The pool is lovely, even though it was raining most of the time. I'd definitely book with Emma and Robert again! Thank you for the lovely time in your harbour studio
Top guest favorite
Farm stay in Stellenbosch
5 out of 5 average rating, 121 reviews

Stay on a Working Flower Farm in a Modern Home

FredelRating, 5 stars1 month ago
One thing is for sure—if you’re visiting the Winelands and staying here, don’t overfill your itinerary. This is a place where you’ll want to slow down, soak in the beauty, and just enjoy the experience. Whether you’re lounging with a glass of wine, taking in the views, or simply appreciating the thoughtful design of the house, every moment here is special.
Home in Paarl
5 out of 5 average rating, 4 reviews

Spacious, Luxurious Home on Winelands Golf Estate

JaneRating, 5 stars62 months ago
Fantastic accommodation great location Everything you need to make a great stay

Quick stats about vacation rentals with a pool in Worcester

  • Total rentals

    40 properties

  • Nightly prices starting at

    $20 before taxes and fees

  • Total number of reviews

    450 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Wifi availability

    30 properties include access to wifi

Destinations to explore