Holiday rentals with a pool in Woodstock

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Top-rated rentals with a pool in Woodstock

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

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Guest favourite
An open-plan living area is depicted, featuring a comfortable lounge setup with a sofa, armchairs, and a coffee table. Large windows allow ample natural light, framing views of the city. A TV and a few decorative elements add to the inviting ambiance.
Flat in Cape Town City Centre
4.94 out of 5 average rating, 158 reviews

Taj Mahal. Executive. Views. Gym. Parking. Pool.

GUEST FAVOURITE! Welcome to your central Cape Town retreat! The space is huge, clean, and boasts an interior design that combines comfort and sophistication. Each evening feel a sense of coming home to a sanctuary of relaxation and luxury. Guests love this abode. With its breathtaking vistas, this apartment serves as the perfect base from which to soak in the city's wonders. Cartwright's is a safe and secure building. Close to restaurants, museums. Perfect for working from home with fast wifi!

Top guest favourite
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, 545 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.

Top guest favourite
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.
Flat in Edgemead
4.97 out of 5 average rating, 149 reviews

Crown Comfort - Summer Lux private Hot Tub & Pool

Create lasting memories in this serene, air-conditioned, private haven — a peaceful retreat for relaxation and connection. Sink into plush bedding, unwind in soothing hot tubs, and gather around cozy fireplaces. Enjoy family fun with the pizza oven, under-roof braai, beside the sparkling heated pool (seasonal). Central yet away from the inner-city hustle, offering a safe, calm escape. Baby-friendly, beautifully styled, not affected by power cuts — the perfect getaway for couples or families.

Top guest favourite
A spacious bedroom features large glass windows offering panoramic views of the ocean and surrounding greenery. A comfortable chair sits beside the bed, which is adorned with decorative pillows. Natural light fills the room, highlighting the inviting decor and tranquil atmosphere.
Serviced apartment in Clifton
4.98 out of 5 average rating, 381 reviews

Magnificent Clifton Retreat with Unparalleled Ocean Views

A perfect haven for couples or individuals seeking a holiday that will be truly memorable. Ezulwini is set in central Clifton, an exclusive area 5 minutes from Town and the V&A Waterfront. The apartment offers unrivalled sea and beach views. The interior is flooded with natural light, beautifully curated in a rich beachside palette of sandy hues with a touch of something nautical. Safety wise, the apartment is a lock up and go and there is battery Back with solar to deal with load shedding.

Superhost
A modern living area features a plush gray sofa and a unique wooden coffee table. Large glass doors open to a scenic balcony, offering views of Table Mountain and the surrounding cityscape. Natural light floods the space, enhancing the sleek urban design.
Flat in Cape Town City Centre
4.87 out of 5 average rating, 196 reviews

16 on Bree | Penthouse Living One Bedroom

Experience the absolute best in ultra-modern living in Cape Town’s tallest residential tower. Situated on Bree Street, the trendiest street in Cape Town, this residential block is the culmination of sleek urban design and highly functional lock up & go living. The unit is perfectly aligned to the needs of both the businessperson (in the CBD, high-speed fibre optic connectivity) and the tourist (close to trendy restaurants, contemporary bars, art galleries, antique shops and design stores).

Superhost
A wooden deck area features a heated pool illuminated in blue light, providing a contrast to the surrounding urban skyline at night. Lounge seating is arranged nearby, and a large umbrella is positioned to offer shade, enhancing the space for relaxation and enjoyment of the view.
Apartment in Woodstock
4.86 out of 5 average rating, 101 reviews

913 - Table Mountain Views: Woodstock's WEX1

Sparkling new open plan bedroom/living room in one studio on the top floor of the cutting edge WEX1 complex, located directly opposite the Woodstock Exchange. Magnificent views of Table Mountain and the city and relax with all the amenities of home near to hand. Uncapped Wi-Fi that's not affected by loadshedding. Easyview DSTV package, Netflix, gym, heated pool, lounge, laundry, supermarket, a parking, and 24hrs security, you can chill in splendour or be part of the action within minutes.

Guest favourite
A serene garden scene features a refreshing salt-water pool surrounded by lush greenery and colorful plants. A small seating area is visible, offering a cozy spot to relax. The inviting pool reflects the clear sky, creating a peaceful atmosphere for guests.
Guest suite in Woodstock
4.86 out of 5 average rating, 116 reviews

cozy garden cottage in Upper Woodstock with pool

We have added a small, cozy guest suite to our family home in upper Woodstock and welcome guests from all over the world. We, that is Kent and Susanne with our daughter Alba (10) and our lovely dog Vivienne Westwood (Vivi). Our approximately 25 square meter cottage is located in our beautiful shared garden with saltwater pool and has its own bathroom and kitchenette. Our guests appreciate the Upper Woodstock location and the garden while having us around for questions. Streetparking

Guest favourite
An open-plan living area features a comfortable lounge with a smart TV mounted on the wall. A large glass door leads to the private courtyard, while a cozy bedroom area is partially visible through an archway, showcasing framed artwork and a softly made bed.
Flat in Woodstock
4.82 out of 5 average rating, 154 reviews

⭐Central | Security | Wifi | Parking | Pool | Gym⭐

Upmarket 1 Bed 1 Bath in high-security development. All the modern conveniences with a homey feel: o Luxury finishes & appliances o Walking distance to trendy taprooms, cafes o SPAR grocer, CLICKS retailer and Bootlegger coffee shop on the ground floor. o 5min drive to the CBD, waterfront, beaches or even drive/hike up table mountain. o Live/work inside or from the large courtyard, lounge at the rooftop pools, exercise in the gym, take a culture tour, you are spoilt for choice!

Guest favourite
Apartment in Cape Town City Centre
4.93 out of 5 average rating, 162 reviews

African Chic with Incredible Views & Pool Deck

Welcome to the greatest views imaginable from a stylish, brand new & tastefully decorated apartment high up in the Cape Town sky. Enjoy the 'sunsational' pool deck and outdoor gym on the 27th floor or simply step out onto your very own large wrap around balcony for breakfast while enjoying the finest views of Table Mountain, The sparkling azure of the Atlantic Ocean or the Robben Island & The Cape Town Stadium. *Zero power cuts in this builidng.

Guest favourite
A spacious living area features a modern gray sofa, a round coffee table, and a sleek TV stand with a flat-screen television. Large windows allow natural light to fill the space, offering views of the surrounding landscape and showcasing a tastefully arranged dining set with green chairs.
Serviced apartment in Cape Town City Centre
4.92 out of 5 average rating, 219 reviews

Chic 1-BR Apartment with Stunning Mountain Views

Experience luxury and comfort in this stylish 1-bedroom apartment, featuring a Juliette balcony with breathtaking Mountain Views. This super modern and spacious unit is equipped with all the amenities you will need for a perfect stay. Nestled in the heart of vibrant Bree Street, you’ll be just steps away from the best restaurants, nightlife, museums, and art galleries. This is a smoke-free building: smoking is strictly prohibited in all areas.

Top guest favourite
A tranquil view of the marina canal is captured, featuring lush palm trees lining the water's edge. A boat is seen gliding along the calm waters, framed by elegant buildings in the background. The vibrant blue sky complements the serene atmosphere.
Flat in Green Point
4.98 out of 5 average rating, 123 reviews

Waterfront Marina 003 Superior Garden Apt

Premium location: walking distance to Waterfront and CTICC Ultimate security within Marina Estate Modern and beautifully furnished, comfortable one-bedroom apartment 5kWh inverter/battery backup for load-shedding Free WiFi, smart TV, fully equipped kitchen, serviced twice weekly Cozy garden overlooking the Marina canal, perfect for stand-up paddling and water enthusiasts Dedicated parking bay, use of the gym and pool within the Estate

Top guest favourite
The spacious living area features a circular couch with neutral cushions, positioned next to large sliding glass doors that offer views of the surrounding mountains. A wooden coffee table with a decorative bowl and magazines is seen in the foreground, enhancing the relaxed ambiance.
Flat in Tamboerskloof
4.99 out of 5 average rating, 292 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.

Popular amenities for Woodstock rentals with a pool

When is the best time to visit Woodstock?

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Avg. price$86 SGD$90 SGD$81 SGD$69 SGD$64 SGD$57 SGD$57 SGD$62 SGD$66 SGD$69 SGD$81 SGD$88 SGD
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Quick stats about holiday rentals with a pool in Woodstock

  • Total holiday rentals

    Explore 120 holiday rentals in Woodstock

  • Nightly prices starting at

    Woodstock holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,530 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    120 of Woodstock holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Woodstock rentals

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