Vacation rentals with a pool in Pinelands

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Top-rated rentals with a pool in Pinelands

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

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Guest favorite
A modern indoor space features a sparkling pool, surrounded by floor-to-ceiling glass walls. Pendant lights hang from an angular ceiling, highlighting the open layout. Comfortable seating areas are arranged nearby, creating an inviting atmosphere for relaxation and socializing.
Apartment in Edgemead
4.97 out of 5 average rating, 151 reviews

Crown Comfort Romantic Private Heated Pool/Jacuzzi

Welcome to Crown Comfort, a stylish and serene luxury retreat designed for couples/families seeking privacy, romance & effortless comfort — while still being perfectly connected to Cape Town’s top attractions. Step into your private, secure oasis featuring a heated pool, jacuzzi, outdoor lounge and dining area under a glass roof, plus a barbecue area and pizza oven — ideal for romantic evenings or relaxed al fresco dining. Secure parking behind an automated gate ensures complete peace of mind.

Top guest favorite
A spacious bedroom lounge area features a king-size bed with crisp linens and decorative pillows. A dining table with chairs is positioned nearby, along with a wall-mounted television. Natural light pours in through large sliding doors that open to a private deck, framed by soft curtains.
Apartment in Rondebosch
4.97 out of 5 average rating, 185 reviews

Doug And Sal's Rondebosch (with solar)

In Rondebosch, this secure property has beautiful views, is private and quiet with a separate entrance and off street parking, There's a lovely garden and shared swimming pool and the apartment itself is luxurious and well appointed. Living area and full en-suite - 35m² bedroom / lounge area with table and chairs and king size bed - Cupboards - Full DSTV (PVR for recording) - WIFI - Safe - Hairdryer Kitchenette - Kettle, Toaster, Nespresso coffee maker - Microwave, Fridge, Cutlery / crockery

Top guest favorite
A spacious living area features floor-to-ceiling glass doors that offer expansive views of the surrounding landscape. Natural light floods the space, highlighting the modern furnishings, including a comfortable sofa and an elegant glass dining table. A small outdoor terrace is visible, overlooking the hills.
Loft in Vredehoek
4.86 out of 5 average rating, 549 reviews

Chic Penthouse with Private Pool & Breathtaking Views

This light, airy penthouse apartment offers breathtaking views of the city, ocean, Signal Hill, Lions Head and Table Mountain. The private roof-deck offers sensational 360° views, a braai/barbecue and a plunge pool to cool off in and enjoy the wonderful views. The apartment is in a truly wonderful and centrally located City Bowl neighbourhood - Vredehoek. The area is safe, clean, and beautifully situated on the slopes of the famous Table Mountain. It's the perfect base for exploring the city.

Guest favorite
Apartment in Cape Town City Centre
4.93 out of 5 average rating, 118 reviews

Stunning 3 Bed Penthouse with Ocean Views & Pool

Stunning 3-Bed Penthouse in the Heart of Cape Town at 16 on Bree. Welcome to the epitome of luxury and convenience on the 33rd floor! Located in the iconic 16 on Bree, this penthouse boasts breathtaking views and luxury living that will make you SWOON! Enjoy a leisurely barbeque on your private balcony, a true South African experience. Head to the 'sunsational' pool deck and outdoor gym on the 27th floor. The building has its own shared workspace too. *Zero power cuts in this building.

Top guest favorite
Apartment in Camps Bay
4.98 out of 5 average rating, 283 reviews

Primaview, Camps Bay, Cape Town

Primaview is situated in beautiful Camps Bay, Cape Town. Offering comfortable accommodation, alongside an inviting pool and surrounded by panoramic views of mountains and sea. Camps Bay is a scenic residential area, close to the city, as well as the famous Clifton Beaches. There are shops and popular restaurants along the Camps Bay Promenade. The Table Mountain Cable Way is a few minutes drive away. Access to nearby hiking trails are within a few minutes walk.

Top guest favorite
A private garden is featured, containing a tranquil pool surrounded by natural stone and vibrant murals depicting serene landscapes. A dining area with four chairs is visible at one end, inviting peaceful outdoor meals. Sunlight enhances the inviting atmosphere of this outdoor space.
Guest suite in Vredehoek
4.94 out of 5 average rating, 229 reviews

Central Private Secure with pool, garden, parking

Our studio flat is at the foot of Table Mountain close to hiking trails, 8km to the nearest beach and 4km from the City Centre. It is open plan, has a queen bed (182cm*152cm), a well-equipped kitchen, private garden, a private entrance, secure off-street parking, Wi-Fi, Netflix, and an alarm system. Guests may share our solar-heated swimming pool. (It currently has some peeling in the lining. It will be repaired over winter but is still clean and refreshing).

Top guest favorite
A spacious guest suite is presented, featuring a king-size bed dressed in white linen. A seating area with two woven chairs and a table is positioned near a large bay window. Soft drapes frame the windows, and a television is mounted to the wall.
Guest suite in Newlands
4.93 out of 5 average rating, 307 reviews

Largo House guest suite

Guest suite with a king size or two single beds, with white cotton linen and en-suite shower bathroom. No separate kitchen, no stove or sink. Counter with small fridge, microwave, kettle, toaster, crockery, cutlery and self-catering breakfast of tea, coffee, milk, rusks, cereal, yoghurt, fruit. Tv, Dstv and Wi-fi Off street parking available Our location is in the suburbs of Cape Town, 12 kms from the city centre and 20kms from the beaches.

Top guest favorite
An outdoor patio area features a wooden deck with a round table surrounded by woven chairs. Scenic views of mountains and cityscape are visible in the background, showcasing a relaxed atmosphere for gathering.
Apartment in Cape Town City Centre
4.92 out of 5 average rating, 185 reviews

Bree Penthouse with Panoramic Views

Opulent penthouse in Bree Street with 270 degree city, mountain and sea views with expansive outdoor patio area. Ultra-modern and exquisitely-decorated with breathtaking views across the whole of the city bowl and waterfront/harbour out onto South Africa's most iconic landmark and Natural Wonder of the World: Table Mountain, there is no excuse to not live your very best, most exclusive life from this penthouse.

Top guest favorite
An expansive terrace features a private splash pool with a wooden deck, overlooking stunning views of the mountains and cityscape. Floor-to-ceiling sliding doors connect the terrace to the modern interior, allowing for seamless outdoor access from the en-suite bedroom area.
Apartment in Tamboerskloof
4.99 out of 5 average rating, 300 reviews

Hillside Penthouse with Spectacular Table Mountain Views

Gaze out on Cape Town from this exclusive retreat high above the city. This quiet cocoon is a place to relax, featuring contemporary furnishings, sliding floor-to-ceiling windows, terrace walkouts, panoramic views of Table Mountain, and a private splash pool. You have an expansive space over two levels to enjoy. Experience the urban buzz or the peace of the great outdoors, both just minutes from the apartment.

Top guest favorite
Two cozy armchairs face a scenic view of the ocean at sunset. A small round table is positioned between the chairs on a textured rug, creating an inviting space for relaxation. The open door reveals a stunning coastal backdrop, enhancing the ambiance.
Condo in Lagoon Beach
4.9 out of 5 average rating, 143 reviews

Parker’s Park Lagoon

Our Beautiful Modern 1 bedroom apartment is on the beach, 15 minute drive from Cape Town city center. Originally part of a hotel so it comes with all the necessities for a comfortable stay but with a personal touch. Our beach is midway between Cape town center and Bloubergstrand. An amazing spot for surfing and long beach walks, the perfect holiday destination.

Top guest favorite
An open plan kitchen and lounge area features a long white table with seating. Large glass doors lead to an outdoor space, allowing natural light to flow in. A comfortable seating area is visible, along with tasteful decor and wooden flooring that enhances the inviting atmosphere.
Guesthouse in Claremont
4.95 out of 5 average rating, 215 reviews

White Cottage, Bishopscourt

Our cottage is situated in the heart of leafy Bishopscourt. 2,1km from Kirstenbosch Botanical Gardens and 1,6km from Cavendish Square mall. The spacious 2 storey cottage consists of open plan kitchen / lounge, downstairs guest toilet, 2 bedrooms and outside space. We have a shared pool in our garden which guests are welcome to enjoy.

Top guest favorite
A charming stone cottage is surrounded by lush greenery, featuring large windows that invite natural light. An outdoor patio area with a table and chairs offers a serene space for relaxation, while various plants and rocks enhance the natural setting.
Cottage in Hout Bay
5 out of 5 average rating, 193 reviews

Stone Pine Cottage, Hout Bay

The stone & wood cottage nestles in a wild garden, the bay, beach and village just a kilometer away. The previous owner, a bachelor in his day, used to entertain girl-friends here – and romance still rules in the one-roomed stone cottage, where the mezzanine bedroom has mountain and sea views.

Popular amenities for Pinelands rentals with a pool

When is the best time to visit Pinelands?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$10,460 GYDG$10,669 GYDG$10,669 GYDG$10,460 GYDG$10,879 GYDG$9,833 GYDG$9,833 GYDG$10,669 GYDG$10,042 GYDG$8,787 GYDG$10,251 GYDG$10,879 GYD
Avg. temp22°C22°C21°C18°C15°C13°C13°C13°C15°C17°C19°C21°C

Quick stats about vacation rentals with a pool in Pinelands

  • Total vacation rentals

    Explore 90 vacation rentals in Pinelands

  • Verified guest reviews

    Over 1,090 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Pinelands vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Pinelands rentals

  • 4.8 Average rating

    Pinelands stays are highly rated by guests—averaging 4.8 out of 5!

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